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Cannabinoid receptor antagonist - Wikipedia
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id="toc-Pharmacophore-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Structure-activity_relationships" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Structure-activity_relationships"> <div class="vector-toc-text"> <span class="vector-toc-numb">4.4</span> <span>Structure-activity relationships</span> </div> </a> <ul id="toc-Structure-activity_relationships-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Diarylpyrazole_derivatives" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Diarylpyrazole_derivatives"> <div class="vector-toc-text"> <span class="vector-toc-numb">4.5</span> <span>Diarylpyrazole derivatives</span> </div> </a> <ul id="toc-Diarylpyrazole_derivatives-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Other_derivatives" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Other_derivatives"> <div class="vector-toc-text"> <span class="vector-toc-numb">4.6</span> <span>Other derivatives</span> </div> </a> <ul id="toc-Other_derivatives-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-CB1_receptor_antibodies" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#CB1_receptor_antibodies"> <div class="vector-toc-text"> <span class="vector-toc-numb">4.7</span> <span>CB<sub>1</sub> receptor antibodies</span> </div> </a> <ul id="toc-CB1_receptor_antibodies-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Current_status" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Current_status"> <div class="vector-toc-text"> <span class="vector-toc-numb">5</span> <span>Current status</span> </div> </a> <ul id="toc-Current_status-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-See_also" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" 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free encyclopedia</div> </div> <div id="contentSub"><div id="mw-content-subtitle"></div></div> <div id="mw-content-text" class="mw-body-content"><div class="mw-content-ltr mw-parser-output" lang="en" dir="ltr"><div class="shortdescription nomobile noexcerpt noprint searchaux" style="display:none">Compounds that inhibit or block the activity of cannabinoid receptors</div> <p>A <b>cannabinoid receptor antagonist</b>, also known simply as a <b>cannabinoid antagonist</b> or as an <b>anticannabinoid</b>, is a type of <a href="/wiki/Cannabinoid" title="Cannabinoid">cannabinoidergic</a> <a href="/wiki/Drug" title="Drug">drug</a> that binds to <a href="/wiki/Cannabinoid_receptor" title="Cannabinoid receptor">cannabinoid receptors</a> (CBR) and prevents their activation by <a href="/wiki/Endocannabinoid" class="mw-redirect" title="Endocannabinoid">endocannabinoids</a>. They include <a href="/wiki/Receptor_antagonist" title="Receptor antagonist">antagonists</a>, <a href="/wiki/Inverse_agonist" title="Inverse agonist">inverse agonists</a>, and <a href="/wiki/Antibody" title="Antibody">antibodies</a> of CBRs. The discovery of the <a href="/wiki/Endocannabinoid_system" title="Endocannabinoid system">endocannabinoid system</a> led to the development of <a href="/wiki/Cannabinoid_receptor_type_1" class="mw-redirect" title="Cannabinoid receptor type 1">CB<sub>1</sub> receptor</a> antagonists. The first CBR inverse agonist, <a href="/wiki/Rimonabant" title="Rimonabant">rimonabant</a>, was described in 1994. Rimonabant blocks the CB<sub>1</sub> receptor selectively and has been shown to decrease food intake and regulate body-weight gain. The prevalence of <a href="/wiki/Obesity" title="Obesity">obesity</a> worldwide is increasing dramatically and has a great impact on <a href="/wiki/Public_health" title="Public health">public health</a>. The lack of efficient and well-tolerated drugs to cure obesity has led to an increased interest in research and development of CBR antagonists.<sup id="cite_ref-Patel_2007_1-0" class="reference"><a href="#cite_note-Patel_2007-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Barth_2005_2-0" class="reference"><a href="#cite_note-Barth_2005-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> <a href="/wiki/Cannabidiol" title="Cannabidiol">Cannabidiol</a> (CBD), a naturally occurring cannabinoid and a non-competitive CB<sub>1</sub>/CB<sub>2</sub> receptor antagonist, as well as <a href="/wiki/Tetrahydrocannabivarin" title="Tetrahydrocannabivarin">Δ<sup>9</sup>-tetrahydrocannabivarin</a> (THCV), a naturally occurring cannabinoid, modulate the effects of <a href="/wiki/Tetrahydrocannabinol" title="Tetrahydrocannabinol">THC</a> via direct blockade of cannabinoid CB<sub>1</sub> receptors, thus behaving like first-generation CB<sub>1</sub> receptor inverse agonists, such as <a href="/wiki/Rimonabant" title="Rimonabant">rimonabant</a>. CBD is a very low-affinity CB<sub>1</sub> ligand, that can nevertheless affect CB<sub>1</sub> receptor activity <i>in vivo</i> in an indirect manner, while THCV is a high-affinity CB<sub>1</sub> receptor ligand and potent antagonist <i>in vitro</i> and yet only occasionally produces effects <i>in vivo</i> resulting from CB<sub>1</sub> receptor antagonism. THCV has also high affinity for CB<sub>2</sub> receptors and signals as a <a href="/wiki/Partial_agonist" title="Partial agonist">partial agonist</a>, differing from both CBD and rimonabant.<sup id="cite_ref-3" class="reference"><a href="#cite_note-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup> </p> <meta property="mw:PageProp/toc" /> <div class="mw-heading mw-heading2"><h2 id="History">History</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Cannabinoid_receptor_antagonist&action=edit&section=1" title="Edit section: History"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <figure class="mw-halign-right" typeof="mw:File/Thumb"><a href="/wiki/File:Cannabis_flowering.jpg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/5/5f/Cannabis_flowering.jpg/100px-Cannabis_flowering.jpg" decoding="async" width="100" height="203" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/5/5f/Cannabis_flowering.jpg/150px-Cannabis_flowering.jpg 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/5/5f/Cannabis_flowering.jpg/200px-Cannabis_flowering.jpg 2x" data-file-width="750" data-file-height="1522" /></a><figcaption>Cannabis plant</figcaption></figure> <p>For centuries <a href="/wiki/Hashish" title="Hashish">hashish</a> and <a href="/wiki/Marijuana" class="mw-redirect" title="Marijuana">marijuana</a> from the Indian hemp <i><a href="/wiki/Cannabis_sativa" title="Cannabis sativa">Cannabis sativa</a></i> L. have been used for medicinal and recreational purposes.<sup id="cite_ref-Pertwee_2006_4-0" class="reference"><a href="#cite_note-Pertwee_2006-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Reggio_2003_5-0" class="reference"><a href="#cite_note-Reggio_2003-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup> In 1840, Schlesinger S. was apparently the first investigator to obtain an active extract from the leaves and flowers of hemp.<sup id="cite_ref-6" class="reference"><a href="#cite_note-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> A few years later, in 1848, Decourtive E. described the preparation of an ethanol extract that on evaporation of the solvent gave a dark resin, which he named "cannabin".<sup id="cite_ref-7" class="reference"><a href="#cite_note-7"><span class="cite-bracket">[</span>7<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-8" class="reference"><a href="#cite_note-8"><span class="cite-bracket">[</span>8<span class="cite-bracket">]</span></a></sup> In 1964 the main active constituent of <i>C. sativa</i> L., Δ<sup>9</sup>-tetrahydrocannabinol (<a href="/wiki/THC" class="mw-redirect" title="THC">THC</a>), was isolated and synthesized by <a href="/wiki/Raphael_Mechoulam" title="Raphael Mechoulam">Mechoulam's</a> laboratory.<sup id="cite_ref-Pertwee_2006_4-1" class="reference"><a href="#cite_note-Pertwee_2006-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Howlett_2004_9-0" class="reference"><a href="#cite_note-Howlett_2004-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup> Two types of <a href="/wiki/Cannabinoid_receptors" class="mw-redirect" title="Cannabinoid receptors">cannabinoid receptors</a>, CB<sub>1</sub> and CB<sub>2</sub>, responsible for the effects of THC were discovered and cloned in the early 1990s.<sup id="cite_ref-Patel_2007_1-1" class="reference"><a href="#cite_note-Patel_2007-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Barth_1999_10-0" class="reference"><a href="#cite_note-Barth_1999-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup> Once cannabinoid receptors had been discovered, it became important to establish whether their <a href="/wiki/Agonists" class="mw-redirect" title="Agonists">agonists</a> occur naturally in the body. This search led to the discovery of the first endogenous cannabinoid (endocannabinoid), <a href="/wiki/Anandamide" title="Anandamide">anandamide</a> (arachidonoyl ethanolamide). Later on other endocannabinoids were found, for example <a href="/wiki/2-AG" class="mw-redirect" title="2-AG">2-AG</a> (2-arachidonoyl glycerol).<sup id="cite_ref-Pertwee_2006_4-2" class="reference"><a href="#cite_note-Pertwee_2006-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup> These findings raised further questions about the pharmacological and physiological role of the cannabinoid system. This revived the research on cannabinoid receptor antagonists which were expected to help answer these questions.<sup id="cite_ref-Barth_1999_10-1" class="reference"><a href="#cite_note-Barth_1999-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup> The use of the cannabinoid agonist, THC, in its many preparations to enhance appetite is a well known fact. This fact led to the logical extension that blocking of the cannabinoid receptors might be useful in decreasing appetite and food intake.<sup id="cite_ref-Mackie_2006_11-0" class="reference"><a href="#cite_note-Mackie_2006-11"><span class="cite-bracket">[</span>11<span class="cite-bracket">]</span></a></sup> It was then discovered that the blockage of the CB<sub>1</sub> receptor represented a new pharmacological target. The first specific CB<sub>1</sub> <a href="/wiki/Receptor_antagonist" title="Receptor antagonist">receptor antagonist</a> / <a href="/wiki/Inverse_agonist" title="Inverse agonist">inverse agonist</a> was <a href="/wiki/Rimonabant" title="Rimonabant">rimonabant</a>, discovered in 1994.<sup id="cite_ref-Barth_1999_10-2" class="reference"><a href="#cite_note-Barth_1999-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Mackie_2006_11-1" class="reference"><a href="#cite_note-Mackie_2006-11"><span class="cite-bracket">[</span>11<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid19597516_12-0" class="reference"><a href="#cite_note-pmid19597516-12"><span class="cite-bracket">[</span>12<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Endocannabinoids_and_their_signaling_system">Endocannabinoids and their signaling system</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Cannabinoid_receptor_antagonist&action=edit&section=2" title="Edit section: Endocannabinoids and their signaling system"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>The <a href="/wiki/Endogenous_cannabinoid_system" class="mw-redirect" title="Endogenous cannabinoid system">endogenous cannabinoid system</a> includes cannabinoid receptors, their endogenous ligands (endocannabinoids) and enzymes for their synthesis and degradation.<sup id="cite_ref-Svizenska_2008_13-0" class="reference"><a href="#cite_note-Svizenska_2008-13"><span class="cite-bracket">[</span>13<span class="cite-bracket">]</span></a></sup> </p><p>There are two main receptor types associated with the endocannabinoid signaling system: <a href="/wiki/Cannabinoid_receptor_type_1" class="mw-redirect" title="Cannabinoid receptor type 1">cannabinoid receptor 1</a> (CB<sub>1</sub>) and 2 (<a href="/wiki/Cannabinoid_receptor_2_(macrophage)" class="mw-redirect" title="Cannabinoid receptor 2 (macrophage)">CB<sub>2</sub></a>). Both receptors are 7-transmembrane G-protein coupled receptors (<a href="/wiki/GPCR" class="mw-redirect" title="GPCR">GPCRs</a>) which inhibit the accumulation of <a href="/wiki/Cyclic_adenosine_monophosphate" title="Cyclic adenosine monophosphate">cyclic adenosine monophosphate</a> within cells.<sup id="cite_ref-Xie_2007_14-0" class="reference"><a href="#cite_note-Xie_2007-14"><span class="cite-bracket">[</span>14<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Ashton_2008_15-0" class="reference"><a href="#cite_note-Ashton_2008-15"><span class="cite-bracket">[</span>15<span class="cite-bracket">]</span></a></sup> CB<sub>1</sub> receptors are present in highest concentration in the brain but can also be found in the periphery. CB<sub>2</sub> receptors are mostly located in the immune and <a href="/wiki/Haematopoietic" class="mw-redirect" title="Haematopoietic">haematopoietic</a> systems.<sup id="cite_ref-Patel_2007_1-2" class="reference"><a href="#cite_note-Patel_2007-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Xie_2007_14-1" class="reference"><a href="#cite_note-Xie_2007-14"><span class="cite-bracket">[</span>14<span class="cite-bracket">]</span></a></sup> </p><p>Endocannabinoids are <a href="/wiki/Eicosanoids" class="mw-redirect" title="Eicosanoids">eicosanoids</a> acting as agonists for cannabinoid receptors, and they occur naturally in the body.<sup id="cite_ref-Howlett_2004_9-1" class="reference"><a href="#cite_note-Howlett_2004-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup> Cannabinoid receptor-related processes are, for example, involved in cognition; memory; anxiety; control of appetite; <a href="/wiki/Emesis" class="mw-redirect" title="Emesis">emesis</a>; motor behavior; <a href="/wiki/Sensory_system" class="mw-redirect" title="Sensory system">sensory</a>, <a href="/wiki/Autonomic_nervous_system" title="Autonomic nervous system">autonomic</a>, <a href="/wiki/Neuroendocrine" class="mw-redirect" title="Neuroendocrine">neuroendocrine</a>, and immune responses; and inflammatory effects.<sup id="cite_ref-Svizenska_2008_13-1" class="reference"><a href="#cite_note-Svizenska_2008-13"><span class="cite-bracket">[</span>13<span class="cite-bracket">]</span></a></sup> There are two well-characterized endocannabinoids located in the brain and <a href="/wiki/Peripheral_nervous_system" title="Peripheral nervous system">periphery</a>. The first identified was <a href="/wiki/Anandamide" title="Anandamide">anandamide</a> (arachidonoyl ethanolamide), and the second was 2-AG (<a href="/wiki/2-arachidonoyl_glycerol" class="mw-redirect" title="2-arachidonoyl glycerol">2-arachidonoyl glycerol</a>). Additional endocannabinoids include <a href="/wiki/Virodhamine" title="Virodhamine">virodhamine</a> (O-arachidonoyl ethanolamine), <a href="/wiki/Noladin_ether" class="mw-redirect" title="Noladin ether">noladin ether</a> (2-arachidonoyl glyceryl ether) and NADA (<a href="/wiki/N-arachidonoyl_dopamine" class="mw-redirect" title="N-arachidonoyl dopamine">N-arachidonoyl dopamine</a>).<sup id="cite_ref-Xie_2007_14-2" class="reference"><a href="#cite_note-Xie_2007-14"><span class="cite-bracket">[</span>14<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Mechanism_of_action">Mechanism of action</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Cannabinoid_receptor_antagonist&action=edit&section=3" title="Edit section: Mechanism of action"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <figure class="mw-halign-right" typeof="mw:File/Thumb"><a href="/wiki/File:Metabolic_effects_of_CB1_antagonism.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/6/60/Metabolic_effects_of_CB1_antagonism.png/500px-Metabolic_effects_of_CB1_antagonism.png" decoding="async" width="500" height="238" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/60/Metabolic_effects_of_CB1_antagonism.png/750px-Metabolic_effects_of_CB1_antagonism.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/60/Metabolic_effects_of_CB1_antagonism.png/1000px-Metabolic_effects_of_CB1_antagonism.png 2x" data-file-width="2609" data-file-height="1243" /></a><figcaption><b>Figure 1</b> Hypothetical model for the metabolic effects of CB<sub>1</sub> receptor antagonists. (ECS=endocannabinoid system)</figcaption></figure> <p>CB<sub>1</sub> receptors are coupled through G<sub>i/o</sub> proteins and inhibit <a href="/wiki/Adenylate_cyclase" class="mw-redirect" title="Adenylate cyclase">adenylyl cyclase</a> and activate <a href="/wiki/Mitogen-activated_protein" class="mw-redirect" title="Mitogen-activated protein">mitogen-activated protein</a> (MAP) kinase. In addition, CB<sub>1</sub> receptors inhibit presynaptic N- and P/Q-type calcium channels and activate inwardly rectifying <a href="/wiki/Potassium_channels" class="mw-redirect" title="Potassium channels">potassium channels</a>.<sup id="cite_ref-Pertwee_2006_4-3" class="reference"><a href="#cite_note-Pertwee_2006-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Mackie_2006_11-2" class="reference"><a href="#cite_note-Mackie_2006-11"><span class="cite-bracket">[</span>11<span class="cite-bracket">]</span></a></sup> CB<sub>1</sub> antagonists produce inverse cannabimimetic effects that are opposite in direction from those produced by agonists for these receptors.<sup id="cite_ref-Pertwee_2006_4-4" class="reference"><a href="#cite_note-Pertwee_2006-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-DiMarzo_2008_16-0" class="reference"><a href="#cite_note-DiMarzo_2008-16"><span class="cite-bracket">[</span>16<span class="cite-bracket">]</span></a></sup> </p><p>CB<sub>1</sub> receptors are highly expressed in <a href="/wiki/Hypothalamic" class="mw-redirect" title="Hypothalamic">hypothalamic</a> areas which are involved in central food intake control and feeding behavior. This strongly indicates that the cannabinoid system is directly involved in feeding regulation. These regions are also interconnected with the <a href="/wiki/Mesolimbic_dopamine_pathway" class="mw-redirect" title="Mesolimbic dopamine pathway">mesolimbic dopamine pathway</a>, the so-called "reward" system. Therefore, CB<sub>1</sub> antagonists might indirectly inhibit the dopamine-mediated rewarding properties of food.<sup id="cite_ref-Xie_2007_14-3" class="reference"><a href="#cite_note-Xie_2007-14"><span class="cite-bracket">[</span>14<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-DiMarzo_2008_16-1" class="reference"><a href="#cite_note-DiMarzo_2008-16"><span class="cite-bracket">[</span>16<span class="cite-bracket">]</span></a></sup> Peripheral CB<sub>1</sub> receptors are located in the gastrointestinal (GI) tract, liver and in adipose tissue. In the GI, CB<sub>1</sub> receptors are located on nerve terminals in the intestines. Endocannabinoids act at the CB<sub>1</sub> receptors to increase hunger and promote feeding and it is speculated that they decrease intestinal <a href="/wiki/Peristalsis" title="Peristalsis">peristalsis</a> and gastric emptying. Thus, antagonism at these receptors can inverse these effects.<sup id="cite_ref-Xie_2007_14-4" class="reference"><a href="#cite_note-Xie_2007-14"><span class="cite-bracket">[</span>14<span class="cite-bracket">]</span></a></sup> Also, in peripheral tissues, antagonism of CB<sub>1</sub> receptors increases <a href="/wiki/Insulin" title="Insulin">insulin</a> sensitivity and oxidation of <a href="/wiki/Fatty_acids" class="mw-redirect" title="Fatty acids">fatty acids</a> in muscles and the liver.<sup id="cite_ref-Patel_2007_1-3" class="reference"><a href="#cite_note-Patel_2007-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> A hypothetical scheme for the metabolic effects of CB<sub>1</sub> receptor antagonists is shown in Figure 1. </p> <div class="mw-heading mw-heading2"><h2 id="Drug_design">Drug design</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Cannabinoid_receptor_antagonist&action=edit&section=4" title="Edit section: Drug design"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>The first approach to develop cannabinoid antagonists in the late 1980s was to modify the structure of THC, but the results were disappointing. In the early 1990s new family of cannabinoid agonists was discovered from the <a href="/wiki/NSAID" class="mw-redirect" title="NSAID">NSAID</a> (non-steroidal anti-inflammatory) drug <a href="/wiki/Pravadoline" title="Pravadoline">pravadoline</a> which led to the discovery of aminoalkyl indole antagonists with some but limited success. As the search based on the structure of agonists was disappointing it was no surprise that the first potent and selective cannabinoid antagonist belonged to an entirely new chemical family. In 1994 the first selective cannabinoid antagonist, <a href="/wiki/SR141716" class="mw-redirect" title="SR141716">SR141716</a> (rimonabant), was introduced by <a href="/wiki/Sanofi" title="Sanofi">Sanofi</a> belonging to a family of 1,5-diarylpyrazoles.<sup id="cite_ref-Barth_1999_10-3" class="reference"><a href="#cite_note-Barth_1999-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-RinaldiCarmona_1994_17-0" class="reference"><a href="#cite_note-RinaldiCarmona_1994-17"><span class="cite-bracket">[</span>17<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Rimonabant">Rimonabant</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Cannabinoid_receptor_antagonist&action=edit&section=5" title="Edit section: Rimonabant"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <style data-mw-deduplicate="TemplateStyles:r1236090951">.mw-parser-output .hatnote{font-style:italic}.mw-parser-output div.hatnote{padding-left:1.6em;margin-bottom:0.5em}.mw-parser-output .hatnote i{font-style:normal}.mw-parser-output .hatnote+link+.hatnote{margin-top:-0.5em}@media print{body.ns-0 .mw-parser-output .hatnote{display:none!important}}</style><div role="note" class="hatnote navigation-not-searchable">Main article: <a href="/wiki/Rimonabant" title="Rimonabant">Rimonabant</a></div> <figure class="mw-halign-right" typeof="mw:File/Thumb"><a href="/wiki/File:Rimonabant_highlighted.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/c/cf/Rimonabant_highlighted.svg/300px-Rimonabant_highlighted.svg.png" decoding="async" width="300" height="214" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/cf/Rimonabant_highlighted.svg/450px-Rimonabant_highlighted.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/cf/Rimonabant_highlighted.svg/600px-Rimonabant_highlighted.svg.png 2x" data-file-width="512" data-file-height="366" /></a><figcaption><b>Figure 2</b> Chemical structure of <a href="/wiki/Rimonabant" title="Rimonabant">rimonabant</a></figcaption></figure> <figure class="mw-halign-right" typeof="mw:File/Thumb"><a href="/wiki/File:Two_state_model_CB1_antagonists.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/7/70/Two_state_model_CB1_antagonists.png/300px-Two_state_model_CB1_antagonists.png" decoding="async" width="300" height="434" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/7/70/Two_state_model_CB1_antagonists.png/450px-Two_state_model_CB1_antagonists.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/7/70/Two_state_model_CB1_antagonists.png/600px-Two_state_model_CB1_antagonists.png 2x" data-file-width="1206" data-file-height="1746" /></a><figcaption><b>Figure 3</b> Schematic representation of the two state-model of CB<sub>1</sub> receptor activation, in which receptors are in equilibrium between two states, active and inactive (R* and R)</figcaption></figure> <figure class="mw-halign-right" typeof="mw:File/Thumb"><a href="/wiki/File:Rimonabant_Pharmacophore.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/6/64/Rimonabant_Pharmacophore.png/300px-Rimonabant_Pharmacophore.png" decoding="async" width="300" height="365" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/64/Rimonabant_Pharmacophore.png/450px-Rimonabant_Pharmacophore.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/64/Rimonabant_Pharmacophore.png/600px-Rimonabant_Pharmacophore.png 2x" data-file-width="1387" data-file-height="1688" /></a><figcaption><b>Figure 4</b> A general CB<sub>1</sub> receptor inverse agonist pharmacophore model. Putative CB<sub>1</sub> receptor amino acid side chain residues in receptor-ligand interaction are shown. Rimonabant is taken as a representative example below. The applied colors indicate the mutual properties with the general CB<sub>1</sub> pharmacophore</figcaption></figure> <p>Rimonabant, also known by the systematic name [<i>N</i>-(piperidin-1-yl)-5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1<i>H</i>-pyrazole-3-carboxamidehydrochloride)], is a 1,5-diarylpyrazole CB<sub>1</sub> receptor antagonist (Figure 2).<sup id="cite_ref-RinaldiCarmona_1994_17-1" class="reference"><a href="#cite_note-RinaldiCarmona_1994-17"><span class="cite-bracket">[</span>17<span class="cite-bracket">]</span></a></sup> Rimonabant is not only a potent and highly selective ligand of the CB<sub>1</sub> receptor, but it is also orally active and antagonizes most of the effects of cannabinoid agonists, such as THC, both <i>in vitro</i> and <i>in vivo</i>. Rimonabant has shown clear clinical efficacy for the treatment of obesity.<sup id="cite_ref-Muccioli_2005_18-0" class="reference"><a href="#cite_note-Muccioli_2005-18"><span class="cite-bracket">[</span>18<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Binding">Binding</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Cannabinoid_receptor_antagonist&action=edit&section=6" title="Edit section: Binding"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Binding of an agonist ligand to the CB<sub>1</sub> receptor provokes a conformational change and leads to the active state of the receptor which is responsible for the signal transduction. However, there is an additional mechanism that can lead to the active state in the absence of ligand. As numerous other GPCRs, CB<sub>1</sub> receptor displays a high level of constitutive activity and thus it can spontaneously adopt an active conformational state in the absence of agonist binding, keeping elevated basal levels of intracellular signaling.<sup id="cite_ref-OrtegaGutierrez_2005_19-0" class="reference"><a href="#cite_note-OrtegaGutierrez_2005-19"><span class="cite-bracket">[</span>19<span class="cite-bracket">]</span></a></sup> This can be explained by the two state-model of receptor activation in which receptors are in equilibrium between two states, active and inactive (R* and R). An agonist will stabilize the active state leading to activation, a <a href="/wiki/Neutral_antagonist" class="mw-redirect" title="Neutral antagonist">neutral antagonist</a> binds equally to active and inactive states, whereas an <a href="/wiki/Inverse_agonist" title="Inverse agonist">inverse agonist</a> will preferentially stabilize the inactive state (Figure 3).<sup id="cite_ref-OrtegaGutierrez_2005_19-1" class="reference"><a href="#cite_note-OrtegaGutierrez_2005-19"><span class="cite-bracket">[</span>19<span class="cite-bracket">]</span></a></sup> </p><p>Rimonabant has been reported in many cases to behave as an inverse agonist rather than as a neutral antagonist and it is likely that it binds preferentially to the inactive state of the CB<sub>1</sub>, thereby decreasing the activation of the signaling pathway.<sup id="cite_ref-Lange_2005_20-0" class="reference"><a href="#cite_note-Lange_2005-20"><span class="cite-bracket">[</span>20<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-McAllister_2003_21-0" class="reference"><a href="#cite_note-McAllister_2003-21"><span class="cite-bracket">[</span>21<span class="cite-bracket">]</span></a></sup> The key binding interaction is a <a href="/wiki/Hydrogen_bond" title="Hydrogen bond">hydrogen bond</a> formed between the <a href="/wiki/Carbonyl" class="mw-redirect" title="Carbonyl">carbonyl</a> group of rimonabant and the Lys192 residue of the CB<sub>1</sub> receptor. This bond stabilizes the Lys192-Asp366 <a href="/wiki/Salt_bridge_(protein)" class="mw-redirect" title="Salt bridge (protein)">salt bridge</a> of the intracellular end of <a href="/wiki/Transmembrane" class="mw-redirect" title="Transmembrane">transmembrane</a> helices 3 and 6 (Figure 4). This specific salt bridge is present in the inactive state of the receptor but absent in the active state.<sup id="cite_ref-Lange_2005_20-1" class="reference"><a href="#cite_note-Lange_2005-20"><span class="cite-bracket">[</span>20<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-McAllister_2003_21-1" class="reference"><a href="#cite_note-McAllister_2003-21"><span class="cite-bracket">[</span>21<span class="cite-bracket">]</span></a></sup> </p><p>In the inactive state of CB<sub>1</sub> rimonabant binds within the transmembrane-3-4-5-6 aromatic microdomain. The binding of rimonabant involves direct aromatic stacking interactions between its 2,4-dichlorophenyl ring and the Trp279/Phe200/Trp356 residues on the one side and the <i>para</i>-chlorophenyl ring and the Tyr275/Trp255/Phe278 residues on the other side. The lipophilic <a href="/wiki/Piperidine" title="Piperidine">piperidinyl</a> moiety fits nicely in a cavity formed by the amino acid residues Val196/Phe170/Leu387 and Met384 (Figure 4).<sup id="cite_ref-Lange_2005_20-2" class="reference"><a href="#cite_note-Lange_2005-20"><span class="cite-bracket">[</span>20<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Muccioli_2005_18-1" class="reference"><a href="#cite_note-Muccioli_2005-18"><span class="cite-bracket">[</span>18<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-OrtegaGutierrez_2005_19-2" class="reference"><a href="#cite_note-OrtegaGutierrez_2005-19"><span class="cite-bracket">[</span>19<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Fan_2008_22-0" class="reference"><a href="#cite_note-Fan_2008-22"><span class="cite-bracket">[</span>22<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Pharmacophore">Pharmacophore</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Cannabinoid_receptor_antagonist&action=edit&section=7" title="Edit section: Pharmacophore"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Most CB<sub>1</sub> antagonists reported so far are close analogs or <a href="/wiki/Isostere" title="Isostere">isosteres</a> of rimonabant.<sup id="cite_ref-Foloppe_2008_23-0" class="reference"><a href="#cite_note-Foloppe_2008-23"><span class="cite-bracket">[</span>23<span class="cite-bracket">]</span></a></sup> A general CB<sub>1</sub> inverse agonist <a href="/wiki/Pharmacophore" title="Pharmacophore">pharmacophore</a> model can be extracted from the common features of these analogs, diarylpyrazoles (Figure 4).<sup id="cite_ref-Lange_2005_20-3" class="reference"><a href="#cite_note-Lange_2005-20"><span class="cite-bracket">[</span>20<span class="cite-bracket">]</span></a></sup> This pharmacophore contains a cyclic core, C, (e.g. pyrazole in rimonabant) substituted by two aromatic moieties, A and B. A <a href="/wiki/Hydrogen_bond_acceptor" class="mw-redirect" title="Hydrogen bond acceptor">hydrogen bond acceptor</a> unit, D, connects C with a cyclic lipophilic part, E. In some cases unit E directly connects to C.<sup id="cite_ref-Lange_2005_20-4" class="reference"><a href="#cite_note-Lange_2005-20"><span class="cite-bracket">[</span>20<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Foloppe_2008_23-1" class="reference"><a href="#cite_note-Foloppe_2008-23"><span class="cite-bracket">[</span>23<span class="cite-bracket">]</span></a></sup> In Figure 4 rimonabant is used as an example. Unit A represents a 4-chlorophenyl group and unit B a 2,4-dichlorophenyl ring. Unit C is the central <a href="/wiki/Pyrazole" title="Pyrazole">pyrazole</a> ring and unit D represents the carbonyl group which serves as the hydrogen bond acceptor. Unit E represents a lipophilic aminopiperidinyl moiety.<sup id="cite_ref-Lange_2005_20-5" class="reference"><a href="#cite_note-Lange_2005-20"><span class="cite-bracket">[</span>20<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Structure-activity_relationships">Structure-activity relationships</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Cannabinoid_receptor_antagonist&action=edit&section=8" title="Edit section: Structure-activity relationships"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Optimal binding at the CB<sub>1</sub> receptor requires a <i>para</i>-substituted phenyl ring at the pyrazole 5-position. The 5-substituent of the pyrazole is involved in receptor recognition and antagonism. The <i>para</i>-substituent of the phenyl ring could be chlorine, bromine or iodine, but it has been shown that an alkyl chain could also be tolerated.<sup id="cite_ref-Lange_2005_20-6" class="reference"><a href="#cite_note-Lange_2005-20"><span class="cite-bracket">[</span>20<span class="cite-bracket">]</span></a></sup> Numbering of the central pyrazole ring is shown in Figure 2. </p><p>A 2,4-dichloro-substituted phenyl ring at the pyrazole 1-position is preferred for affinity as well as for the activity. It has been shown that additional <a href="/wiki/Halogens" class="mw-redirect" title="Halogens">halogens</a> on this phenyl ring decrease affinity.<sup id="cite_ref-Lange_2005_20-7" class="reference"><a href="#cite_note-Lange_2005-20"><span class="cite-bracket">[</span>20<span class="cite-bracket">]</span></a></sup> </p><p>It is also favorable to have a ring substitution at the 3-carboxamide group, such as the 1-piperidinyl group in rimonabant.<sup id="cite_ref-Lange_2005_20-8" class="reference"><a href="#cite_note-Lange_2005-20"><span class="cite-bracket">[</span>20<span class="cite-bracket">]</span></a></sup> Replacement of the amino piperidinyl substituent by <a href="/wiki/Alkyl" class="mw-redirect" title="Alkyl">alkyl</a> <a href="/wiki/Amides" class="mw-redirect" title="Amides">amides</a>, <a href="/wiki/Ethers" class="mw-redirect" title="Ethers">ethers</a>, <a href="/wiki/Ketones" class="mw-redirect" title="Ketones">ketones</a>, <a href="/wiki/Alcohols" class="mw-redirect" title="Alcohols">alcohols</a> or <a href="/wiki/Alkanes" class="mw-redirect" title="Alkanes">alkanes</a> resulted mostly in decreased affinity. Replacement of the piperidinyl by <a href="/wiki/Pentyl" class="mw-redirect" title="Pentyl">pentyl</a> or a heptyl chain gave the compounds agonistic properties. Based on these results it was concluded that the pyrazole 3-position seems to be involved in agonism, while the 1-,4-,5-positions appear to be involved in antagonism.<sup id="cite_ref-Muccioli_2005_18-2" class="reference"><a href="#cite_note-Muccioli_2005-18"><span class="cite-bracket">[</span>18<span class="cite-bracket">]</span></a></sup> </p><p>Research has shown that the absence of the <a href="/wiki/Carboxamide" class="mw-redirect" title="Carboxamide">carboxamide</a> oxygen results in decreased affinity. Furthermore, the presence of carboxamide oxygen contributes in conferring the inverse agonist properties, whereas analogs lacking this oxygen are found to be neutral antagonists. These results support the hypothesis that the carboxamide oxygen forms a hydrogen bond with Lys192 residue at the CB<sub>1</sub> receptor.<sup id="cite_ref-Jagerovic_2008_24-0" class="reference"><a href="#cite_note-Jagerovic_2008-24"><span class="cite-bracket">[</span>24<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Diarylpyrazole_derivatives">Diarylpyrazole derivatives</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Cannabinoid_receptor_antagonist&action=edit&section=9" title="Edit section: Diarylpyrazole derivatives"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>SR141716 (rimonabant) analogs have recently been described by several groups, leading to a good understanding of the <a href="/wiki/Structure-activity_relationship" class="mw-redirect" title="Structure-activity relationship">structure-activity relationship</a> (SAR) within this chemical group. While most compounds described are less potent than SR141716, two of them are worth mentioning, SR147778 and <a href="/wiki/AM251" class="mw-redirect" title="AM251">AM251</a>, although both may have action at mu opioid receptors as well.<sup id="cite_ref-25" class="reference"><a href="#cite_note-25"><span class="cite-bracket">[</span>25<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Barth_2005_2-1" class="reference"><a href="#cite_note-Barth_2005-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> </p><p>SR147778 (<a href="/wiki/Surinabant" title="Surinabant">surinabant</a>), a second generation antagonist, has a longer duration of action than rimonabant and enhanced oral activity. This enhanced duration of action is probably due to the presence of the more metabolically stable ethyl group at the 4-position of its pyrazole ring. Another change is the replacement of the 5-phenyl chlorine substituent by bromine.<sup id="cite_ref-Barth_2005_2-2" class="reference"><a href="#cite_note-Barth_2005-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Lange_2005_20-9" class="reference"><a href="#cite_note-Lange_2005-20"><span class="cite-bracket">[</span>20<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Vemuri_2008_26-0" class="reference"><a href="#cite_note-Vemuri_2008-26"><span class="cite-bracket">[</span>26<span class="cite-bracket">]</span></a></sup> </p><p>The diarylpyrazole derivative, AM251, has been described where chlorine substituent has been replaced by iodine in the <i>para</i> position of the 5-phenyl ring. This derivative appeared to be more potent and selective than rimonabant.<sup id="cite_ref-Mackie_2006_11-3" class="reference"><a href="#cite_note-Mackie_2006-11"><span class="cite-bracket">[</span>11<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Muccioli_2005_18-3" class="reference"><a href="#cite_note-Muccioli_2005-18"><span class="cite-bracket">[</span>18<span class="cite-bracket">]</span></a></sup> </p><p>21 analogs possessing either an alkyl amide or an alkyl <a href="/wiki/Hydrazide" title="Hydrazide">hydrazide</a> of variant lengths in position 3 were synthesized. It was observed that affinity increases with increased carbon chain length up to five carbons. Also the amide analogs exhibited higher affinity than hydrazide analogs. However, none of these analogs possessed significantly greater affinity than rimonabant but nevertheless, they were slightly more selective than rimonabant for the CB<sub>1</sub> receptor over the CB<sub>2</sub> receptor.<sup id="cite_ref-Muccioli_2005_18-4" class="reference"><a href="#cite_note-Muccioli_2005-18"><span class="cite-bracket">[</span>18<span class="cite-bracket">]</span></a></sup> </p><p>Several attempts have been made to increase the affinity of the diarylpyrazole derivatives by rigidifying the structure of rimonabant. In terms of the general pharmacophore model the units A, B and/or C are connected by additional bonds leading to rigid molecules. For example, the condensed polycyclic pyrazole <a href="/wiki/NESS-0327" title="NESS-0327">NESS-0327</a> showed 5000 times more affinity for the CB<sub>1</sub> receptor than rimonabant. However, this compound possesses a poor central <a href="/wiki/Bioavailability" title="Bioavailability">bioavailability</a>.<sup id="cite_ref-Lange_2005_20-10" class="reference"><a href="#cite_note-Lange_2005-20"><span class="cite-bracket">[</span>20<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Muccioli_2005_18-5" class="reference"><a href="#cite_note-Muccioli_2005-18"><span class="cite-bracket">[</span>18<span class="cite-bracket">]</span></a></sup> </p><p>Another compound, the <a href="/wiki/Indazole" title="Indazole">indazole</a> derivative <a href="/w/index.php?title=O-1248&action=edit&redlink=1" class="new" title="O-1248 (page does not exist)">O-1248</a>, can be regarded as an analog of rimonabant wherein its 5-aryl group is fused to the pyrazole moiety. However, this structural modification resulted in a 67-fold decrease in CB<sub>1</sub> receptor affinity.<sup id="cite_ref-Lange_2005_20-11" class="reference"><a href="#cite_note-Lange_2005-20"><span class="cite-bracket">[</span>20<span class="cite-bracket">]</span></a></sup> </p><p>These diarylpyrazole derivatives of rimonabant are summarized in Table 1. </p> <table class="wikitable"> <caption><b>Table 1</b> Diarylpyrazole derivatives of rimonabant </caption> <tbody><tr> <td><span typeof="mw:File"><a href="/wiki/File:SR147778.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/e/e0/SR147778.png/200px-SR147778.png" decoding="async" width="200" height="128" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/e/e0/SR147778.png/300px-SR147778.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/e/e0/SR147778.png/400px-SR147778.png 2x" data-file-width="814" data-file-height="521" /></a></span> </td> <td><span typeof="mw:File"><a href="/wiki/File:AM251_CB1_antagonist.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/f/fe/AM251_CB1_antagonist.png/200px-AM251_CB1_antagonist.png" decoding="async" width="200" height="128" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/f/fe/AM251_CB1_antagonist.png/300px-AM251_CB1_antagonist.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/f/fe/AM251_CB1_antagonist.png/400px-AM251_CB1_antagonist.png 2x" data-file-width="814" data-file-height="521" /></a></span> </td></tr> <tr> <td><a href="/wiki/SR147778" class="mw-redirect" title="SR147778">SR147778</a> </td> <td><a href="/wiki/AM251" class="mw-redirect" title="AM251">AM251</a> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:NESS_0327.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/f/fc/NESS_0327.png/200px-NESS_0327.png" decoding="async" width="200" height="124" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/f/fc/NESS_0327.png/300px-NESS_0327.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/f/fc/NESS_0327.png/400px-NESS_0327.png 2x" data-file-width="874" data-file-height="540" /></a></span> </td> <td><span typeof="mw:File"><a href="/wiki/File:O1248.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/b/b2/O1248.png/200px-O1248.png" decoding="async" width="200" height="143" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/b/b2/O1248.png/300px-O1248.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/b/b2/O1248.png/400px-O1248.png 2x" data-file-width="763" data-file-height="544" /></a></span> </td></tr> <tr> <td><a href="/wiki/NESS-0327" title="NESS-0327">NESS-0327</a> </td> <td><a href="/w/index.php?title=O-1248&action=edit&redlink=1" class="new" title="O-1248 (page does not exist)">O-1248</a> </td></tr></tbody></table> <div class="mw-heading mw-heading3"><h3 id="Other_derivatives">Other derivatives</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Cannabinoid_receptor_antagonist&action=edit&section=10" title="Edit section: Other derivatives"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Structurally different from the 1,5-diarylpyrazoles are the chemical series of the 3,4-diarylpyrazolines. Within this series is SLV-319 (<a href="/wiki/Ibipinabant" title="Ibipinabant">ibipinabant</a>), a potent CB<sub>1</sub> antagonist which is about 1000-fold more selective for CB<sub>1</sub> compared with CB<sub>2</sub> and displays <i>in vivo</i> activity similar to rimonabant.<sup id="cite_ref-Barth_2005_2-3" class="reference"><a href="#cite_note-Barth_2005-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Lange_2005_20-12" class="reference"><a href="#cite_note-Lange_2005-20"><span class="cite-bracket">[</span>20<span class="cite-bracket">]</span></a></sup> </p><p>Another approach used to develop analogs of rimonabant was to replace central pyrazole ring by another <a href="/wiki/Heterocycle" class="mw-redirect" title="Heterocycle">heterocycle</a>. An example of this approach are 4,5-diarylimidazoles and 1,5-diarylpyrrole-3-carboxamides.<sup id="cite_ref-Barth_2005_2-4" class="reference"><a href="#cite_note-Barth_2005-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> </p><p>A large number of fused bicyclic derivatives of diaryl-pyrazole and imidazoles have been reported. An example of these is a purine derivative where a <a href="/wiki/Pyrimidine" title="Pyrimidine">pyrimidine</a> ring is fused to an <a href="/wiki/Imidazole" title="Imidazole">imidazole</a> ring.<sup id="cite_ref-Barth_2005_2-5" class="reference"><a href="#cite_note-Barth_2005-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> <a href="/wiki/Otenabant" title="Otenabant">Otenabant</a> (CP-945,598) is an example of a fused bicyclic derivative developed by <a href="/wiki/Pfizer" title="Pfizer">Pfizer</a>.<sup id="cite_ref-Kim_2008_27-0" class="reference"><a href="#cite_note-Kim_2008-27"><span class="cite-bracket">[</span>27<span class="cite-bracket">]</span></a></sup> </p><p>Several research groups have studied six-membered ring pyrazole <a href="/wiki/Bioisostere" title="Bioisostere">bioisosteres</a>. For example, one 2,3-diarylpyridine derivative was shown to be potent and selective CB<sub>1</sub> inverse agonist. The structure of this compound demonstrates the possibility that the amide moiety of rimonabant could be split into a lipophilic (benzyloxy) and a polar (nitrile) functionality. Other six-membered ring analogs are for example pyrimidines and <a href="/wiki/Pyrazines" class="mw-redirect" title="Pyrazines">pyrazines</a>.<sup id="cite_ref-Barth_2005_2-6" class="reference"><a href="#cite_note-Barth_2005-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> </p><p>In addition to the five and six-membered ring analogs there are other cyclic derivatives such as the azetidines. One example is the methylsulfonamide azetidine derivative which has a 1,1-diaryl group that mimics the 1,5-diaryl moiety of the diarylpyrazoles. The <a href="/wiki/Sulfonyl" class="mw-redirect" title="Sulfonyl">sulfonyl</a> group serves as a hydrogen bond acceptor. The 1,1-diaryl group is also present in derivatives such as the benzodioxoles and <a href="/wiki/Hydantoins" class="mw-redirect" title="Hydantoins">hydantoins</a>.<sup id="cite_ref-Barth_2005_2-7" class="reference"><a href="#cite_note-Barth_2005-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Lange_2005_20-13" class="reference"><a href="#cite_note-Lange_2005-20"><span class="cite-bracket">[</span>20<span class="cite-bracket">]</span></a></sup> </p><p>Acyclic analogs have also been reported. These analogs contain a 1,2-diaryl motif which corresponds to the 1,5-diaryl substituents of rimonabant.<sup id="cite_ref-Barth_2005_2-8" class="reference"><a href="#cite_note-Barth_2005-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> An example of an acyclic analog is <a href="/wiki/Taranabant" title="Taranabant">taranabant</a> (MK-0364) developed by <a href="/wiki/Merck_%26_Co." title="Merck & Co.">Merck</a>.<sup id="cite_ref-Kim_2008_27-1" class="reference"><a href="#cite_note-Kim_2008-27"><span class="cite-bracket">[</span>27<span class="cite-bracket">]</span></a></sup> </p><p>Determination of crystal structures of CB<sub>1</sub> and CB<sub>2</sub> receptors facilitated the design of structurally different CBR antagonists.<sup id="cite_ref-Hua_2016_28-0" class="reference"><a href="#cite_note-Hua_2016-28"><span class="cite-bracket">[</span>28<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Li_2019_29-0" class="reference"><a href="#cite_note-Li_2019-29"><span class="cite-bracket">[</span>29<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Stasiulewicz_2023_30-0" class="reference"><a href="#cite_note-Stasiulewicz_2023-30"><span class="cite-bracket">[</span>30<span class="cite-bracket">]</span></a></sup> </p><p>Representatives of these analogs are summarized in Table 2. </p> <table class="wikitable"> <caption><b>Table 2</b> Representatives of non-diarylpyrazole derivatives </caption> <tbody><tr> <td> </td> <td><span typeof="mw:File"><a href="/wiki/File:Ibipinabant.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/4/43/Ibipinabant.svg/200px-Ibipinabant.svg.png" decoding="async" width="200" height="124" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/4/43/Ibipinabant.svg/300px-Ibipinabant.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/4/43/Ibipinabant.svg/400px-Ibipinabant.svg.png 2x" data-file-width="630" data-file-height="392" /></a></span> </td> <td><span typeof="mw:File"><a href="/wiki/File:Diarylimidazole_derivative.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/0/0a/Diarylimidazole_derivative.png/184px-Diarylimidazole_derivative.png" decoding="async" width="184" height="200" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/0/0a/Diarylimidazole_derivative.png/276px-Diarylimidazole_derivative.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/0/0a/Diarylimidazole_derivative.png/367px-Diarylimidazole_derivative.png 2x" data-file-width="699" data-file-height="761" /></a></span> </td> <td><span typeof="mw:File"><a href="/wiki/File:Diarylpyrrol_carboxamide_CB1_derivative.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/5/50/Diarylpyrrol_carboxamide_CB1_derivative.png/200px-Diarylpyrrol_carboxamide_CB1_derivative.png" decoding="async" width="200" height="185" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/5/50/Diarylpyrrol_carboxamide_CB1_derivative.png/300px-Diarylpyrrol_carboxamide_CB1_derivative.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/5/50/Diarylpyrrol_carboxamide_CB1_derivative.png/400px-Diarylpyrrol_carboxamide_CB1_derivative.png 2x" data-file-width="741" data-file-height="684" /></a></span> </td></tr> <tr> <td>Type of <br />derivative </td> <td>3,4-Diarylpyrazoline (<a href="/wiki/Ibipinabant" title="Ibipinabant">Ibipinabant</a>) </td> <td>4,5-Diarylimidazole </td> <td>1,5-Diarylpyrrole-3-carboxamides </td></tr> <tr> <td> </td> <td><span typeof="mw:File"><a href="/wiki/File:Purine_CB1_derivative.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/f/f4/Purine_CB1_derivative.png/196px-Purine_CB1_derivative.png" decoding="async" width="196" height="200" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/f/f4/Purine_CB1_derivative.png/293px-Purine_CB1_derivative.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/f/f4/Purine_CB1_derivative.png/391px-Purine_CB1_derivative.png 2x" data-file-width="703" data-file-height="719" /></a></span> </td> <td><span typeof="mw:File"><a href="/wiki/File:Otenabant_CP945598_CB1_antagonist.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/f/f2/Otenabant_CP945598_CB1_antagonist.png/200px-Otenabant_CP945598_CB1_antagonist.png" decoding="async" width="200" height="158" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/f/f2/Otenabant_CP945598_CB1_antagonist.png/300px-Otenabant_CP945598_CB1_antagonist.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/f/f2/Otenabant_CP945598_CB1_antagonist.png/400px-Otenabant_CP945598_CB1_antagonist.png 2x" data-file-width="813" data-file-height="642" /></a></span> </td> <td><span typeof="mw:File"><a href="/wiki/File:2_3_diarylpyridine_CB1_derivative.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/f/f2/2_3_diarylpyridine_CB1_derivative.png/200px-2_3_diarylpyridine_CB1_derivative.png" decoding="async" width="200" height="161" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/f/f2/2_3_diarylpyridine_CB1_derivative.png/300px-2_3_diarylpyridine_CB1_derivative.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/f/f2/2_3_diarylpyridine_CB1_derivative.png/400px-2_3_diarylpyridine_CB1_derivative.png 2x" data-file-width="876" data-file-height="704" /></a></span> </td></tr> <tr> <td>Type of <br />derivative </td> <td><a href="/wiki/Purine" title="Purine">Purine</a> (<a href="/wiki/Pyrimidine" title="Pyrimidine">pyrimidine</a> ring <br />fused to an <a href="/wiki/Imidazole" title="Imidazole">imidazole</a> ring) </td> <td>Purine derivative (<a href="/wiki/Otenabant" title="Otenabant">Otenabant</a>) </td> <td>2,3-Diarylpyridine </td></tr> <tr> <td> </td> <td><span typeof="mw:File"><a href="/wiki/File:Pyrimidine_CB1_derivative.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/3/39/Pyrimidine_CB1_derivative.png/200px-Pyrimidine_CB1_derivative.png" decoding="async" width="200" height="151" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/3/39/Pyrimidine_CB1_derivative.png/300px-Pyrimidine_CB1_derivative.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/3/39/Pyrimidine_CB1_derivative.png/400px-Pyrimidine_CB1_derivative.png 2x" data-file-width="869" data-file-height="656" /></a></span> </td> <td><span typeof="mw:File"><a href="/wiki/File:Pyrazine_CB1_derivative.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/b/ba/Pyrazine_CB1_derivative.png/200px-Pyrazine_CB1_derivative.png" decoding="async" width="200" height="154" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/b/ba/Pyrazine_CB1_derivative.png/300px-Pyrazine_CB1_derivative.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/b/ba/Pyrazine_CB1_derivative.png/400px-Pyrazine_CB1_derivative.png 2x" data-file-width="815" data-file-height="626" /></a></span> </td> <td><span typeof="mw:File"><a href="/wiki/File:Azetidine_CB1_derivative.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/f/fa/Azetidine_CB1_derivative.png/200px-Azetidine_CB1_derivative.png" decoding="async" width="200" height="160" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/f/fa/Azetidine_CB1_derivative.png/300px-Azetidine_CB1_derivative.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/f/fa/Azetidine_CB1_derivative.png/400px-Azetidine_CB1_derivative.png 2x" data-file-width="840" data-file-height="673" /></a></span> </td></tr> <tr> <td>Type of <br />derivative </td> <td><a href="/wiki/Pyrimidine" title="Pyrimidine">Pyrimidine</a> </td> <td><a href="/wiki/Pyrazine" title="Pyrazine">Pyrazine</a> </td> <td>Methylsulfonamide <br /><a href="/wiki/Azetidine" title="Azetidine">azetidine</a> </td></tr> <tr> <td> </td> <td><span typeof="mw:File"><a href="/wiki/File:Benzodioxoles_CB1_derivative.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/e/e4/Benzodioxoles_CB1_derivative.png/200px-Benzodioxoles_CB1_derivative.png" decoding="async" width="200" height="159" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/e/e4/Benzodioxoles_CB1_derivative.png/300px-Benzodioxoles_CB1_derivative.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/e/e4/Benzodioxoles_CB1_derivative.png/400px-Benzodioxoles_CB1_derivative.png 2x" data-file-width="828" data-file-height="660" /></a></span> </td> <td><span typeof="mw:File"><a href="/wiki/File:Hydantoin_CB1_derivative.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/c/c4/Hydantoin_CB1_derivative.png/200px-Hydantoin_CB1_derivative.png" decoding="async" width="200" height="176" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/c4/Hydantoin_CB1_derivative.png/300px-Hydantoin_CB1_derivative.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/c4/Hydantoin_CB1_derivative.png/400px-Hydantoin_CB1_derivative.png 2x" data-file-width="776" data-file-height="684" /></a></span> </td> <td><span typeof="mw:File"><a href="/wiki/File:Taranabant_MK0364_CB1_antagonist.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/f/f1/Taranabant_MK0364_CB1_antagonist.png/200px-Taranabant_MK0364_CB1_antagonist.png" decoding="async" width="200" height="87" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/f/f1/Taranabant_MK0364_CB1_antagonist.png/300px-Taranabant_MK0364_CB1_antagonist.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/f/f1/Taranabant_MK0364_CB1_antagonist.png/400px-Taranabant_MK0364_CB1_antagonist.png 2x" data-file-width="1086" data-file-height="471" /></a></span> </td></tr> <tr> <td>Type of <br />derivative </td> <td><a href="/wiki/Benzodioxole" class="mw-redirect" title="Benzodioxole">Benzodioxole</a> </td> <td><a href="/wiki/Hydantoin" title="Hydantoin">Hydantoin</a> </td> <td>Acyclic derivative <br />(<a href="/wiki/Taranabant" title="Taranabant">Taranabant</a>) </td></tr></tbody></table> <div class="mw-heading mw-heading3"><h3 id="CB1_receptor_antibodies">CB<sub>1</sub> receptor antibodies</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Cannabinoid_receptor_antagonist&action=edit&section=11" title="Edit section: CB1 receptor antibodies"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p><a href="/wiki/Antibody" title="Antibody">Antibodies</a> against the CB<sub>1</sub> receptor have been developed and introduced into clinical use in <a href="/wiki/Russia" title="Russia">Russia</a>.<sup id="cite_ref-BarchukovZhavbert2015_31-0" class="reference"><a href="#cite_note-BarchukovZhavbert2015-31"><span class="cite-bracket">[</span>31<span class="cite-bracket">]</span></a></sup> They include <a href="/w/index.php?title=Brizantin&action=edit&redlink=1" class="new" title="Brizantin (page does not exist)">brizantin</a> (Russian: <span title="Russian-language text"><span lang="ru">Бризантин</span></span>) and <a href="/w/index.php?title=Dietressa&action=edit&redlink=1" class="new" title="Dietressa (page does not exist)">dietressa</a> (Russian: <span title="Russian-language text"><span lang="ru">Диетресса</span></span>).<sup id="cite_ref-BarchukovZhavbert2015_31-1" class="reference"><a href="#cite_note-BarchukovZhavbert2015-31"><span class="cite-bracket">[</span>31<span class="cite-bracket">]</span></a></sup> Brizantin is indicated for the treatment of <a href="/wiki/Nicotine_withdrawal" title="Nicotine withdrawal">nicotine withdrawal</a> and <a href="/wiki/Smoking_cessation" title="Smoking cessation">smoking cessation</a> and dietressa is indicated for <a href="/wiki/Weight_loss" title="Weight loss">weight loss</a>.<sup id="cite_ref-BarchukovZhavbert2015_31-2" class="reference"><a href="#cite_note-BarchukovZhavbert2015-31"><span class="cite-bracket">[</span>31<span class="cite-bracket">]</span></a></sup> Dietressa is available <a href="/wiki/Over-the-counter" class="mw-redirect" title="Over-the-counter">over-the-counter</a> in Russia.<sup id="cite_ref-BarchukovZhavbert2015_31-3" class="reference"><a href="#cite_note-BarchukovZhavbert2015-31"><span class="cite-bracket">[</span>31<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-32" class="reference"><a href="#cite_note-32"><span class="cite-bracket">[</span>32<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Current_status">Current status</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Cannabinoid_receptor_antagonist&action=edit&section=12" title="Edit section: Current status"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Rimonabant (Acomplia) has been approved in the <a href="/wiki/European_Union" title="European Union">European Union</a> (EU) since June 2006 for the treatment of obesity. On 23 October 2008 the <a href="/wiki/European_Medicines_Agency" title="European Medicines Agency">European Medicines Agency</a> (EMEA) has recommended the suspension of the marketing authorization across the EU for Acomplia from Sanofi-Aventis based on the risk of serious psychiatric disorders.<sup id="cite_ref-33" class="reference"><a href="#cite_note-33"><span class="cite-bracket">[</span>33<span class="cite-bracket">]</span></a></sup> On 5 November 2008 Sanofi-Aventis announced discontinuation of rimonabant clinical development program.<sup id="cite_ref-34" class="reference"><a href="#cite_note-34"><span class="cite-bracket">[</span>34<span class="cite-bracket">]</span></a></sup> </p><p>Sanofi-Aventis has also discontinued development of surinabant (SR147778), a CB<sub>1</sub> receptor antagonist for smoking cessation (31 October 2008).<sup id="cite_ref-35" class="reference"><a href="#cite_note-35"><span class="cite-bracket">[</span>35<span class="cite-bracket">]</span></a></sup> </p><p>Merck has stated in its press release on 2 October 2008 that they will not seek regulatory approval for taranabant (MK-0364) to treat obesity and will discontinue its Phase III clinical development program. Data from Phase III clinical trial showed that greater efficacy and more adverse effects were associated with the higher doses of taranabant and it was determined that the overall profile of taranabant does not support further development for obesity.<sup id="cite_ref-36" class="reference"><a href="#cite_note-36"><span class="cite-bracket">[</span>36<span class="cite-bracket">]</span></a></sup> </p><p>Another pharmaceutical company, Pfizer, terminated the Phase III development program for its obesity compound otenabant (CP-945,598), a selective antagonist of the CB<sub>1</sub> receptor. According to Pfizer their decision was based on changing regulatory perspectives on the risk/benefit profile of the CB<sub>1</sub> class and likely new regulatory requirements for approval.<sup id="cite_ref-37" class="reference"><a href="#cite_note-37"><span class="cite-bracket">[</span>37<span class="cite-bracket">]</span></a></sup> </p><p>A number of initiatives have been published to develop CB1 antagonists that target only peripheral CB1 receptors by restricting their ability to cross the <a href="/wiki/Blood_brain_barrier" class="mw-redirect" title="Blood brain barrier">blood brain barrier</a>. Among these initiatives 7TM Pharma has reported the development of <a href="/wiki/TM38837" class="mw-redirect" title="TM38837">TM38837</a>.<sup class="noprint Inline-Template Template-Fact" style="white-space:nowrap;">[<i><a href="/wiki/Wikipedia:Citation_needed" title="Wikipedia:Citation needed"><span title="This claim needs references to reliable sources. (December 2013)">citation needed</span></a></i>]</sup> A review has now published on the approaches and compounds being pursued as peripherally restricted CB<sub>1</sub> receptor blockers.<sup id="cite_ref-38" class="reference"><a href="#cite_note-38"><span class="cite-bracket">[</span>38<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="See_also">See also</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Cannabinoid_receptor_antagonist&action=edit&section=13" title="Edit section: See also"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><a href="/wiki/Endocannabinoid_enhancer" title="Endocannabinoid enhancer">Endocannabinoid enhancer</a></li> <li><a href="/wiki/Endocannabinoid_reuptake_inhibitor" title="Endocannabinoid reuptake inhibitor">Endocannabinoid reuptake inhibitor</a></li></ul> <div class="mw-heading mw-heading2"><h2 id="References">References</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Cannabinoid_receptor_antagonist&action=edit&section=14" title="Edit section: References"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <style data-mw-deduplicate="TemplateStyles:r1239543626">.mw-parser-output .reflist{margin-bottom:0.5em;list-style-type:decimal}@media screen{.mw-parser-output .reflist{font-size:90%}}.mw-parser-output .reflist .references{font-size:100%;margin-bottom:0;list-style-type:inherit}.mw-parser-output .reflist-columns-2{column-width:30em}.mw-parser-output .reflist-columns-3{column-width:25em}.mw-parser-output .reflist-columns{margin-top:0.3em}.mw-parser-output .reflist-columns ol{margin-top:0}.mw-parser-output .reflist-columns li{page-break-inside:avoid;break-inside:avoid-column}.mw-parser-output .reflist-upper-alpha{list-style-type:upper-alpha}.mw-parser-output .reflist-upper-roman{list-style-type:upper-roman}.mw-parser-output .reflist-lower-alpha{list-style-type:lower-alpha}.mw-parser-output .reflist-lower-greek{list-style-type:lower-greek}.mw-parser-output .reflist-lower-roman{list-style-type:lower-roman}</style><div class="reflist reflist-columns references-column-width reflist-columns-2"> <ol class="references"> <li id="cite_note-Patel_2007-1"><span class="mw-cite-backlink">^ <a href="#cite_ref-Patel_2007_1-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-Patel_2007_1-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-Patel_2007_1-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-Patel_2007_1-3"><sup><i><b>d</b></i></sup></a></span> <span class="reference-text"><style data-mw-deduplicate="TemplateStyles:r1238218222">.mw-parser-output cite.citation{font-style:inherit;word-wrap:break-word}.mw-parser-output .citation q{quotes:"\"""\"""'""'"}.mw-parser-output .citation:target{background-color:rgba(0,127,255,0.133)}.mw-parser-output .id-lock-free.id-lock-free a{background:url("//upload.wikimedia.org/wikipedia/commons/6/65/Lock-green.svg")right 0.1em center/9px no-repeat}.mw-parser-output .id-lock-limited.id-lock-limited a,.mw-parser-output .id-lock-registration.id-lock-registration a{background:url("//upload.wikimedia.org/wikipedia/commons/d/d6/Lock-gray-alt-2.svg")right 0.1em center/9px no-repeat}.mw-parser-output .id-lock-subscription.id-lock-subscription a{background:url("//upload.wikimedia.org/wikipedia/commons/a/aa/Lock-red-alt-2.svg")right 0.1em center/9px no-repeat}.mw-parser-output .cs1-ws-icon a{background:url("//upload.wikimedia.org/wikipedia/commons/4/4c/Wikisource-logo.svg")right 0.1em center/12px no-repeat}body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-free a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-limited a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-registration a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-subscription a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .cs1-ws-icon a{background-size:contain;padding:0 1em 0 0}.mw-parser-output .cs1-code{color:inherit;background:inherit;border:none;padding:inherit}.mw-parser-output .cs1-hidden-error{display:none;color:var(--color-error,#d33)}.mw-parser-output .cs1-visible-error{color:var(--color-error,#d33)}.mw-parser-output .cs1-maint{display:none;color:#085;margin-left:0.3em}.mw-parser-output .cs1-kern-left{padding-left:0.2em}.mw-parser-output .cs1-kern-right{padding-right:0.2em}.mw-parser-output .citation .mw-selflink{font-weight:inherit}@media screen{.mw-parser-output .cs1-format{font-size:95%}html.skin-theme-clientpref-night .mw-parser-output .cs1-maint{color:#18911f}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .cs1-maint{color:#18911f}}</style><cite id="CITEREFPatelPathak2007" class="citation cs2">Patel, P.N.; Pathak, R. (2007), "Rimonabant: A novel selective cannabinoid – 1 receptor antagonist for treatment of obesity", <i>American Journal of Health-System Pharmacy</i>, <b>64</b> (5): 481–489, <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.2146%2F060258">10.2146/060258</a>, <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/17322160">17322160</a></cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=American+Journal+of+Health-System+Pharmacy&rft.atitle=Rimonabant%3A+A+novel+selective+cannabinoid+%E2%80%93+1+receptor+antagonist+for+treatment+of+obesity&rft.volume=64&rft.issue=5&rft.pages=481-489&rft.date=2007&rft_id=info%3Adoi%2F10.2146%2F060258&rft_id=info%3Apmid%2F17322160&rft.aulast=Patel&rft.aufirst=P.N.&rft.au=Pathak%2C+R.&rfr_id=info%3Asid%2Fen.wikipedia.org%3ACannabinoid+receptor+antagonist" class="Z3988"></span></span> </li> <li id="cite_note-Barth_2005-2"><span class="mw-cite-backlink">^ <a href="#cite_ref-Barth_2005_2-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-Barth_2005_2-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-Barth_2005_2-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-Barth_2005_2-3"><sup><i><b>d</b></i></sup></a> <a href="#cite_ref-Barth_2005_2-4"><sup><i><b>e</b></i></sup></a> <a href="#cite_ref-Barth_2005_2-5"><sup><i><b>f</b></i></sup></a> <a href="#cite_ref-Barth_2005_2-6"><sup><i><b>g</b></i></sup></a> <a href="#cite_ref-Barth_2005_2-7"><sup><i><b>h</b></i></sup></a> <a href="#cite_ref-Barth_2005_2-8"><sup><i><b>i</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFBarth2005" class="citation book cs1">Barth, F. 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Retrieved <span class="nowrap">2008-11-14</span></span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=en.sanofi-aventis.com&rft.atitle=Sanofi%2C+a+global+biopharmaceutical+company+focused+on+human+health+-+Sanofi&rft_id=http%3A%2F%2Fen.sanofi-aventis.com%2Fbinaries%2F20081105_rimonabant_en_tcm28-22682.pdf&rfr_id=info%3Asid%2Fen.wikipedia.org%3ACannabinoid+receptor+antagonist" class="Z3988"></span></span> </li> <li id="cite_note-35"><span class="mw-cite-backlink"><b><a href="#cite_ref-35">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="http://www.sanofi-aventis.ca/live/ca/medias/DA924A61-8E54-4D1D-B1FB-71C953E398C2.pdf">"Sanofi Canada: global healthcare and pharmaceutical company"</a> <span class="cs1-format">(PDF)</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=Sanofi+Canada%3A+global+healthcare+and+pharmaceutical+company&rft_id=http%3A%2F%2Fwww.sanofi-aventis.ca%2Flive%2Fca%2Fmedias%2FDA924A61-8E54-4D1D-B1FB-71C953E398C2.pdf&rfr_id=info%3Asid%2Fen.wikipedia.org%3ACannabinoid+receptor+antagonist" class="Z3988"></span><sup class="noprint Inline-Template"><span style="white-space: nowrap;">[<i><a href="/wiki/Wikipedia:Link_rot" title="Wikipedia:Link rot"><span title=" Dead link tagged October 2019">permanent dead link</span></a></i><span style="visibility:hidden; color:transparent; padding-left:2px">‍</span>]</span></sup></span> </li> <li id="cite_note-36"><span class="mw-cite-backlink"><b><a href="#cite_ref-36">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://web.archive.org/web/20081006054445/http://www.merck.com/newsroom/press_releases/research_and_development/2008_1002_print.html">"Merck News Item"</a>. 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Retrieved <span class="nowrap">2008-11-14</span></span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=Merck+News+Item&rft_id=http%3A%2F%2Fwww.merck.com%2Fnewsroom%2Fpress_releases%2Fresearch_and_development%2F2008_1002_print.html&rfr_id=info%3Asid%2Fen.wikipedia.org%3ACannabinoid+receptor+antagonist" class="Z3988"></span></span> </li> <li id="cite_note-37"><span class="mw-cite-backlink"><b><a href="#cite_ref-37">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://web.archive.org/web/20110616045842/http://www.pfizer.com/news/press_releases/pfizer_press_releases.jsp?rssUrl=http%3A%2F%2Fmediaroom.pfizer.com%2Fportal%2Fsite%2Fpfizer%2Findex.jsp%3FndmViewId%3Dnews_view&ndmConfigId=1010794&newsId=20081105006339&newsLang=en">"Recent Pfizer Press Releases"</a>. Archived from <a rel="nofollow" class="external text" href="http://www.pfizer.com/news/press_releases/pfizer_press_releases.jsp?rssUrl=http%3A%2F%2Fmediaroom.pfizer.com%2Fportal%2Fsite%2Fpfizer%2Findex.jsp%3FndmViewId%3Dnews_view&ndmConfigId=1010794&newsId=20081105006339&newsLang=en">the original</a> on 2011-06-16<span class="reference-accessdate">. Retrieved <span class="nowrap">2008-11-14</span></span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=Recent+Pfizer+Press+Releases&rft_id=http%3A%2F%2Fwww.pfizer.com%2Fnews%2Fpress_releases%2Fpfizer_press_releases.jsp%3FrssUrl%3Dhttp%253A%252F%252Fmediaroom.pfizer.com%252Fportal%252Fsite%252Fpfizer%252Findex.jsp%253FndmViewId%253Dnews_view%26ndmConfigId%3D1010794%26newsId%3D20081105006339%26newsLang%3Den&rfr_id=info%3Asid%2Fen.wikipedia.org%3ACannabinoid+receptor+antagonist" class="Z3988"></span></span> </li> <li id="cite_note-38"><span class="mw-cite-backlink"><b><a href="#cite_ref-38">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFChorvat2013" class="citation journal cs1">Chorvat, Robert J. (2013). "Peripherally restricted CB-1 receptor blockers". <i>Bioorg. Med. Chem. Lett</i>. <b>23</b> (17): 4751–4760. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2Fj.bmcl.2013.06.066">10.1016/j.bmcl.2013.06.066</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/23902803">23902803</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Bioorg.+Med.+Chem.+Lett.&rft.atitle=Peripherally+restricted+CB-1+receptor+blockers&rft.volume=23&rft.issue=17&rft.pages=4751-4760&rft.date=2013&rft_id=info%3Adoi%2F10.1016%2Fj.bmcl.2013.06.066&rft_id=info%3Apmid%2F23902803&rft.aulast=Chorvat&rft.aufirst=Robert+J.&rfr_id=info%3Asid%2Fen.wikipedia.org%3ACannabinoid+receptor+antagonist" class="Z3988"></span></span> </li> </ol></div> <div class="navbox-styles"><style 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style="width:1%">Types</th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>♦ <a href="/wiki/Enzyme" title="Enzyme">Enzyme</a>: <a href="/wiki/Enzyme_inducer" title="Enzyme inducer">Inducer</a></li> <li><a href="/wiki/Enzyme_inhibitor" title="Enzyme inhibitor">Inhibitor</a></li></ul> <ul><li>♦ <a href="/wiki/Ion_channel" title="Ion channel">Ion channel</a>: <a href="/wiki/Channel_opener" title="Channel opener">Opener</a></li> <li><a href="/wiki/Channel_blocker" title="Channel blocker">Blocker</a></li></ul> <ul><li>♦ <a href="/wiki/Receptor_(biochemistry)" title="Receptor (biochemistry)">Receptor</a>: <a href="/wiki/Agonist" title="Agonist">Agonist</a></li> <li><a href="/wiki/Partial_agonist" title="Partial agonist">Partial agonist</a></li> <li><a href="/wiki/Receptor_antagonist" title="Receptor antagonist">Antagonist</a></li> <li><a href="/wiki/Inverse_agonist" title="Inverse agonist">Inverse agonist</a></li> <li><a href="/wiki/Positive_allosteric_modulator" class="mw-redirect" title="Positive allosteric modulator">Positive allosteric modulator</a> (PAM)</li> <li><a href="/wiki/Negative_allosteric_modulator" class="mw-redirect" title="Negative allosteric modulator">Negative allosteric modulator</a> (NAM)</li></ul> <ul><li>♦ <a href="/wiki/Membrane_transport_protein" title="Membrane transport protein">Transporter</a> [<a href="/wiki/Reuptake" title="Reuptake">Reuptake</a> vs <a href="/wiki/Reverse_transport" title="Reverse transport">Efflux</a>]: <a href="/wiki/Reuptake_enhancer" title="Reuptake enhancer">Enhancer</a> (RE)</li> <li><a href="/wiki/Reuptake_inhibitor" title="Reuptake inhibitor">Inhibitor</a> (RI)</li> <li><a href="/wiki/Releasing_agent" class="mw-redirect" title="Releasing agent">Releaser</a> (RA)</li></ul> <ul><li>♦ Miscellaneous: <a href="/wiki/Precursor_(chemistry)" title="Precursor (chemistry)">Precursor</a></li> <li><a href="/wiki/Cofactor_(biochemistry)" title="Cofactor (biochemistry)">Cofactor</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Classes</th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Enzyme" title="Enzyme">Enzyme</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em">see <i><a href="/wiki/Template:Enzyme_inhibition" title="Template:Enzyme inhibition">Enzyme inhibition</a></i></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Ion_channel" title="Ion channel">Ion channel</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em">See <a href="/wiki/Template:Channel_blockers" class="mw-redirect" title="Template:Channel blockers">Ion channel modulators</a></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Receptor_(biochemistry)" title="Receptor (biochemistry)">Receptor</a> &<br /><a href="/wiki/Membrane_transport_protein" title="Membrane transport protein">transporter</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Biogenic_amine" title="Biogenic amine">BA</a>/<a href="/wiki/Monoamine_neurotransmitter" title="Monoamine neurotransmitter">M</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Adrenergic" scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Adrenergic" title="Adrenergic">Adrenergic</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Adrenergic_agonist" title="Adrenergic agonist">Adrenergic receptor agonist</a> (<a href="/wiki/Alpha-adrenergic_agonist" title="Alpha-adrenergic agonist">α</a></li> <li><a href="/wiki/Beta-adrenergic_agonist" title="Beta-adrenergic agonist">β</a> (<a href="/wiki/Beta1-adrenergic_agonist" title="Beta1-adrenergic agonist">1</a></li> <li><a href="/wiki/Beta2-adrenergic_agonist" title="Beta2-adrenergic agonist">2</a>))</li> <li><a href="/wiki/Adrenergic_antagonist" title="Adrenergic antagonist">Adrenergic receptor antagonist</a> (<a href="/wiki/Alpha_blocker" title="Alpha blocker">α</a> (<a href="/wiki/Alpha-1_blocker" title="Alpha-1 blocker">1</a></li> <li><a href="/wiki/Alpha-2_blocker" title="Alpha-2 blocker">2</a>)</li> <li><a href="/wiki/Beta_blocker" title="Beta blocker">β</a>)</li> <li><a href="/wiki/Norepinephrine_reuptake_inhibitor" title="Norepinephrine reuptake inhibitor">Norepinephrine reuptake inhibitor</a> (NRI)</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Dopaminergic" title="Dopaminergic">Dopaminergic</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Dopamine_agonist" title="Dopamine agonist">Dopamine receptor agonist</a></li> <li><a href="/wiki/Dopamine_antagonist" title="Dopamine antagonist">Dopamine receptor antagonist</a></li> <li><a href="/wiki/Dopamine_reuptake_inhibitor" title="Dopamine reuptake inhibitor">Dopamine reuptake inhibitor</a> (DRI)</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Histaminergic" title="Histaminergic">Histaminergic</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Histamine_agonist" title="Histamine agonist">Histamine receptor agonist</a></li> <li><a href="/wiki/Histamine_antagonist" class="mw-redirect" title="Histamine antagonist">Histamine receptor antagonist</a> (<a href="/wiki/H1_antagonist" title="H1 antagonist">H<sub>1</sub></a></li> <li><a href="/wiki/H2_antagonist" class="mw-redirect" title="H2 antagonist">H<sub>2</sub></a></li> <li><a href="/wiki/H3_receptor_antagonist" title="H3 receptor antagonist">H<sub>3</sub></a>)</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Serotonin" title="Serotonin">Serotonergic</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Serotonin_receptor_agonist" title="Serotonin receptor agonist">Serotonin receptor agonist</a></li> <li><a href="/wiki/Serotonin_antagonist" class="mw-redirect" title="Serotonin antagonist">Serotonin receptor antagonist</a> (<a href="/wiki/5-HT3_antagonist" title="5-HT3 antagonist">5-HT<sub>3</sub></a>)</li> <li><a href="/wiki/Serotonin_reuptake_inhibitor" title="Serotonin reuptake inhibitor">Serotonin reuptake inhibitor</a> (SRI)</li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Amino_acid" title="Amino acid">AA</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/GABAergic" title="GABAergic">GABAergic</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/GABA_agonist" class="mw-redirect" title="GABA agonist">GABA receptor agonist</a></li> <li><a href="/wiki/GABA_antagonist" class="mw-redirect" title="GABA antagonist">GABA receptor antagonist</a></li> <li><a href="/wiki/GABA_reuptake_inhibitor" title="GABA reuptake inhibitor">GABA reuptake inhibitor</a> (GRI)</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Glutamatergic" title="Glutamatergic">Glutamatergic</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Excitatory_amino_acid_agonist" class="mw-redirect" title="Excitatory amino acid agonist">Glutamate receptor agonist</a> (<a href="/wiki/Ampakine" title="Ampakine">AMPA</a>)</li> <li><a href="/wiki/Excitatory_amino_acid_antagonist" class="mw-redirect" title="Excitatory amino acid antagonist">Glutamate receptor antagonist</a> (<a href="/wiki/NMDA_receptor_antagonist" title="NMDA receptor antagonist">NMDA</a>)</li> <li><a href="/wiki/Excitatory_amino_acid_reuptake_inhibitor" title="Excitatory amino acid reuptake inhibitor">Glutamate reuptake inhibitor</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Cholinergic" title="Cholinergic">Cholinergic</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Parasympathomimetic_drug" title="Parasympathomimetic drug">Acetylcholine receptor agonist</a> (<a href="/wiki/Muscarinic_agonist" title="Muscarinic agonist">Muscarinic</a></li> <li><a href="/wiki/Nicotinic_agonist" title="Nicotinic agonist">Nicotinic</a>) <ul><li><a href="/wiki/Cholinesterase_inhibitor" title="Cholinesterase inhibitor">Cholinesterase inhibitor</a></li></ul></li> <li><a href="/wiki/Anticholinergic" title="Anticholinergic">Acetylcholine receptor antagonist</a> (<a href="/wiki/Muscarinic_antagonist" title="Muscarinic antagonist">Muscarinic</a></li> <li><a href="/wiki/Nicotinic_antagonist" title="Nicotinic antagonist">Nicotinic</a> (<a href="/wiki/Ganglionic_blocker" title="Ganglionic blocker">Ganglionic</a></li> <li><a href="/wiki/Neuromuscular-blocking_drug" title="Neuromuscular-blocking drug">Muscular</a>))</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Endocannabinoid_system" title="Endocannabinoid system">Cannabinoidergic</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Cannabinoid" title="Cannabinoid">Cannabinoid receptor agonist</a></li> <li><a class="mw-selflink selflink">Cannabinoid receptor antagonist</a></li> <li><a href="/wiki/Endocannabinoid_enhancer" title="Endocannabinoid enhancer">Endocannabinoid enhancer</a> (eCBE)</li> <li><a href="/wiki/Endocannabinoid_reuptake_inhibitor" title="Endocannabinoid reuptake inhibitor">Endocannabinoid reuptake inhibitor</a> (eCBRI)</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Opioidergic" title="Opioidergic">Opioidergic</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Opioid_modulator" title="Opioid modulator">Opioid modulator</a></li> <li><a href="/wiki/Opioid" title="Opioid">Opioid receptor agonist</a></li> <li><a href="/wiki/Opioid_antagonist" title="Opioid antagonist">Opioid receptor antagonist</a></li> <li><a href="/wiki/Enkephalinase_inhibitor" title="Enkephalinase inhibitor">Enkephalinase inhibitor</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Other</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Adenosine_reuptake_inhibitor" title="Adenosine reuptake inhibitor">Adenosine reuptake inhibitor</a> (AdoRI)</li> <li><a href="/wiki/Angiotensin_II_receptor_antagonist" class="mw-redirect" title="Angiotensin II receptor antagonist">Angiotensin II receptor antagonist</a></li> <li><a href="/wiki/Endothelin_receptor_antagonist" title="Endothelin receptor antagonist">Endothelin receptor antagonist</a></li> <li><a href="/wiki/NK1_receptor_antagonist" title="NK1 receptor antagonist">NK<sub>1</sub> receptor antagonist</a></li> <li><a href="/wiki/Vasopressin_receptor_antagonist" title="Vasopressin receptor antagonist">Vasopressin receptor antagonist</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Miscellaneous</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Cofactor_(biochemistry)" title="Cofactor (biochemistry)">Cofactor</a> (see <i><a href="/wiki/Template:Enzyme_cofactors" title="Template:Enzyme cofactors">Enzyme cofactors</a></i>)</li> <li><a href="/wiki/Precursor_(chemistry)" title="Precursor (chemistry)">Precursor</a> (see <i><a href="/wiki/Template:Amino_acids" class="mw-redirect" title="Template:Amino acids">Amino acids</a></i>)</li></ul> </div></td></tr></tbody></table><div></div></td></tr></tbody></table></div> <div class="navbox-styles"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236075235"></div><div role="navigation" class="navbox" aria-labelledby="Cannabinoids" style="padding:3px"><table class="nowraplinks hlist mw-collapsible mw-collapsed navbox-inner" style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="col" class="navbox-title" colspan="2"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239400231"><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Cannabinoids" title="Template:Cannabinoids"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Cannabinoids" title="Template talk:Cannabinoids"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Cannabinoids" title="Special:EditPage/Template:Cannabinoids"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Cannabinoids" style="font-size:114%;margin:0 4em"><a href="/wiki/Cannabinoid" title="Cannabinoid">Cannabinoids</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Cannabinoid#Phytocannabinoids" title="Cannabinoid">Phytocannabinoids</a><br />(<a href="/wiki/Comparison_of_phytocannabinoids" title="Comparison of phytocannabinoids">comparison</a>)</th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks hlist navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Cannabibutols</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/w/index.php?title=Cannabibutol&action=edit&redlink=1" class="new" title="Cannabibutol (page does not exist)">CBB</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Cannabichromenes</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Cannabichromene" title="Cannabichromene">CBC</a> <ul><li><a href="/wiki/Cannabichromenic_acid" title="Cannabichromenic acid">CBCA</a> <ul><li><a href="/wiki/Cannabichromenic_acid#Cannabichromenic_acid_A" title="Cannabichromenic acid">CBCA-A</a></li></ul></li></ul></li> <li><a href="/w/index.php?title=Cannabichromebutol&action=edit&redlink=1" class="new" title="Cannabichromebutol (page does not exist)">CBCB</a> <ul><li><a href="/w/index.php?title=Cannabichromebutolic_acid&action=edit&redlink=1" class="new" title="Cannabichromebutolic acid (page does not exist)">CBCBA</a></li></ul></li> <li><a href="/w/index.php?title=Cannabichromephorol&action=edit&redlink=1" class="new" title="Cannabichromephorol (page does not exist)">CBCP</a> <ul><li><a href="/w/index.php?title=Cannabichromephorolic_acid&action=edit&redlink=1" class="new" title="Cannabichromephorolic acid (page does not exist)">CBCPA</a></li></ul></li> <li><a href="/wiki/Cannabichromevarin" title="Cannabichromevarin">CBCV</a> <ul><li><a href="/w/index.php?title=Cannabichromevarinic_acid&action=edit&redlink=1" class="new" title="Cannabichromevarinic acid (page does not exist)">CBCVA</a></li></ul></li> <li><a href="/w/index.php?title=Cannabichromenquinone&action=edit&redlink=1" class="new" title="Cannabichromenquinone (page does not exist)">CBCQ</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Cannabicyclols</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Cannabicyclol" title="Cannabicyclol">CBL</a> <ul><li><a href="/w/index.php?title=Cannabicyclolic_acid&action=edit&redlink=1" class="new" title="Cannabicyclolic acid (page does not exist)">CBLA</a></li></ul></li> <li><a href="/w/index.php?title=Cannabicyclobutol&action=edit&redlink=1" class="new" title="Cannabicyclobutol (page does not exist)">CBLB</a></li> <li><a href="/w/index.php?title=Cannabicyclophorol&action=edit&redlink=1" class="new" title="Cannabicyclophorol (page does not exist)">CBLP</a> <ul><li><a href="/w/index.php?title=Cannabicyclophorolic_acid&action=edit&redlink=1" class="new" title="Cannabicyclophorolic acid (page does not exist)">CBLPA</a></li></ul></li> <li><a href="/w/index.php?title=Cannabicyclovarin&action=edit&redlink=1" class="new" title="Cannabicyclovarin (page does not exist)">CBLV</a> <ul><li><a href="/w/index.php?title=Cannabicyclovarinic_acid&action=edit&redlink=1" class="new" title="Cannabicyclovarinic acid (page does not exist)">CBLVA</a></li></ul></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Cannabidiols</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Cannabidiol" title="Cannabidiol">CBD</a> <ul><li><a href="/wiki/Cannabidiolic_acid" title="Cannabidiolic acid">CBDA</a></li></ul></li> <li><a href="/wiki/Cannabidiorcol" title="Cannabidiorcol">CBD-C1</a></li> <li><a href="/w/index.php?title=(%E2%88%92)-Cannabidiol&action=edit&redlink=1" class="new" title="(−)-Cannabidiol (page does not exist)">CBD-C5</a></li> <li><a href="/wiki/Cannabidibutol" class="mw-redirect" title="Cannabidibutol">CBDB</a> <ul><li><a href="/w/index.php?title=Cannabidibutolic_acid&action=edit&redlink=1" class="new" title="Cannabidibutolic acid (page does not exist)">CBDBA</a></li></ul></li> <li><a href="/wiki/Cannabidiol_dimethyl_ether" title="Cannabidiol dimethyl ether">CBDD</a></li> <li><a href="/wiki/Cannabidihexol" class="mw-redirect" title="Cannabidihexol">CBDH</a></li> <li><a href="/wiki/Cannabidiphorol" title="Cannabidiphorol">CBDP</a> <ul><li><a href="/w/index.php?title=Cannabidiphorolic_acid&action=edit&redlink=1" class="new" title="Cannabidiphorolic acid (page does not exist)">CBDPA</a></li></ul></li> <li><a href="/w/index.php?title=Cannabidiol_monomethyl_ether&action=edit&redlink=1" class="new" title="Cannabidiol monomethyl ether (page does not exist)">CBDM</a> <ul><li><a href="/w/index.php?title=Cannabidiolic_acid_monomethyl_ether&action=edit&redlink=1" class="new" title="Cannabidiolic acid monomethyl ether (page does not exist)">CBDMA</a></li></ul></li> <li><a href="/wiki/Cannabidivarin" title="Cannabidivarin">CBDV</a> <ul><li><a href="/w/index.php?title=Cannabidivarinic_acid&action=edit&redlink=1" class="new" title="Cannabidivarinic acid (page does not exist)">CBDVA</a></li></ul></li> <li><a href="/w/index.php?title=Cannabidiolquinone&action=edit&redlink=1" class="new" title="Cannabidiolquinone (page does not exist)">CBDQ</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Cannabielsoins</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Cannabielsoin" title="Cannabielsoin">CBE</a> <ul><li><a href="/w/index.php?title=Cannabielsoin_acid&action=edit&redlink=1" class="new" title="Cannabielsoin acid (page does not exist)">CBEA</a> <ul><li><a href="/w/index.php?title=Cannabielsoic_acid&action=edit&redlink=1" class="new" title="Cannabielsoic acid (page does not exist)">CBEA-A</a></li> <li><a href="/w/index.php?title=Cannabielsoic_acid&action=edit&redlink=1" class="new" title="Cannabielsoic acid (page does not exist)">CBEA-B</a></li></ul></li></ul></li> <li><a href="/w/index.php?title=Cannabielsobutol&action=edit&redlink=1" class="new" title="Cannabielsobutol (page does not exist)">CBEB</a></li> <li><a href="/w/index.php?title=Cannabielsophorol&action=edit&redlink=1" class="new" title="Cannabielsophorol (page does not exist)">CBEP</a> <ul><li><a href="/w/index.php?title=Cannabielsophorolic_acid&action=edit&redlink=1" class="new" title="Cannabielsophorolic acid (page does not exist)">CBEPA</a></li></ul></li> <li><a href="/w/index.php?title=Cannabielsovarin&action=edit&redlink=1" class="new" title="Cannabielsovarin (page does not exist)">CBEV</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Cannabigerols</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Cannabigerol" title="Cannabigerol">CBG</a> <ul><li><a href="/wiki/Cannabigerolic_acid" title="Cannabigerolic acid">CBGA</a></li> <li><a href="/w/index.php?title=Cannabigerobutol&action=edit&redlink=1" class="new" title="Cannabigerobutol (page does not exist)">CBGB</a></li> <li><a href="/w/index.php?title=Cannabigerobutolic_acid&action=edit&redlink=1" class="new" title="Cannabigerobutolic acid (page does not exist)">CBGBA</a></li> <li><a href="/w/index.php?title=Cannabigerolic_monoethyl_ether&action=edit&redlink=1" class="new" title="Cannabigerolic monoethyl ether (page does not exist)">CBGM</a> <ul><li><a href="/w/index.php?title=Cannabigerolic_acid_monomethyl_ether&action=edit&redlink=1" class="new" title="Cannabigerolic acid monomethyl ether (page does not exist)">CBGAM</a></li></ul></li></ul></li> <li><a href="/w/index.php?title=Cannabigerophorol&action=edit&redlink=1" class="new" title="Cannabigerophorol (page does not exist)">CBGP</a> <ul><li><a href="/w/index.php?title=Cannabigerophorolic_acid&action=edit&redlink=1" class="new" title="Cannabigerophorolic acid (page does not exist)">CBGPA</a></li></ul></li> <li><a href="/w/index.php?title=Cannabinerol&action=edit&redlink=1" class="new" title="Cannabinerol (page does not exist)">CBNR</a> <ul><li><a href="/w/index.php?title=Cannabinerolic_acid&action=edit&redlink=1" class="new" title="Cannabinerolic acid (page does not exist)">CBNRA</a> <ul><li><a href="/w/index.php?title=Cannabinerolic_acid_A&action=edit&redlink=1" class="new" title="Cannabinerolic acid A (page does not exist)">CBNRA-A</a></li></ul></li></ul></li> <li><a href="/wiki/Cannabigerovarin" title="Cannabigerovarin">CBGV</a> <ul><li><a href="/w/index.php?title=Cannabigerovarinic_acid&action=edit&redlink=1" class="new" title="Cannabigerovarinic acid (page does not exist)">CBGVA</a> <ul><li><a href="/w/index.php?title=Cannabigerovarinic_acid&action=edit&redlink=1" class="new" title="Cannabigerovarinic acid (page does not exist)">CBGVA-A</a></li></ul></li></ul></li> <li><a href="/w/index.php?title=Cannabigeroquinone&action=edit&redlink=1" class="new" title="Cannabigeroquinone (page does not exist)">CBGQ</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Cannabiphorols</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/w/index.php?title=Cannabiphorol&action=edit&redlink=1" class="new" title="Cannabiphorol (page does not exist)">CBP</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Cannabinols</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Cannabinol" title="Cannabinol">CBN</a> <ul><li><a href="/w/index.php?title=Cannabinolic_acid&action=edit&redlink=1" class="new" title="Cannabinolic acid (page does not exist)">CBNA</a></li> <li><a href="/w/index.php?title=Cannabiorcool&action=edit&redlink=1" class="new" title="Cannabiorcool (page does not exist)">CBN-C1</a></li> <li><a href="/w/index.php?title=Cannabinol-C2&action=edit&redlink=1" class="new" title="Cannabinol-C2 (page does not exist)">CBN-C2</a></li> <li><a href="/w/index.php?title=Cannabinol-C4&action=edit&redlink=1" class="new" title="Cannabinol-C4 (page does not exist)">CBN-C4</a></li> <li><a href="/w/index.php?title=Cannabinol_methyl_ether&action=edit&redlink=1" class="new" title="Cannabinol methyl ether (page does not exist)">CBNM</a></li></ul></li> <li><a href="/wiki/Cannabinodiol" title="Cannabinodiol">CBND</a> <ul><li><a href="/w/index.php?title=Cannabinodiolic_acid&action=edit&redlink=1" class="new" title="Cannabinodiolic acid (page does not exist)">CBNDA</a></li></ul></li> <li>CBNP <ul><li><a href="/w/index.php?title=Cannabinophorolic_acid&action=edit&redlink=1" class="new" title="Cannabinophorolic acid (page does not exist)">CBNPA</a></li></ul></li> <li><a href="/w/index.php?title=Cannabinodivarin&action=edit&redlink=1" class="new" title="Cannabinodivarin (page does not exist)">CBVD</a> <ul><li><a href="/w/index.php?title=Cannabinodivarinic_acid&action=edit&redlink=1" class="new" title="Cannabinodivarinic acid (page does not exist)">CBVDA</a></li></ul></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Cannabitriols</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Cannabitriol" title="Cannabitriol">CBT</a> <ul><li><a href="/w/index.php?title=Cannabitriolic_acid&action=edit&redlink=1" class="new" title="Cannabitriolic acid (page does not exist)">CBTA</a></li></ul></li> <li><a href="/w/index.php?title=Cannabicitrabutol&action=edit&redlink=1" class="new" title="Cannabicitrabutol (page does not exist)">CBTB</a></li> <li><a href="/w/index.php?title=Cannabitriolvarin&action=edit&redlink=1" class="new" title="Cannabitriolvarin (page does not exist)">CBTV</a> <ul><li><a href="/w/index.php?title=Cannabitriolvarinic_acid&action=edit&redlink=1" class="new" title="Cannabitriolvarinic acid (page does not exist)">CBTVA</a></li></ul></li> <li><a href="/w/index.php?title=Cannabicitraphorol&action=edit&redlink=1" class="new" title="Cannabicitraphorol (page does not exist)">CBTP</a> <ul><li><a href="/w/index.php?title=Cannabitriophorolic_acid&action=edit&redlink=1" class="new" title="Cannabitriophorolic acid (page does not exist)">CBTPA</a></li></ul></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Cannabivarins</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Cannabivarin" title="Cannabivarin">CBV</a> <ul><li><a href="/w/index.php?title=Cannabivarinic_acid&action=edit&redlink=1" class="new" title="Cannabivarinic acid (page does not exist)">CBVA</a></li></ul></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Delta-8-tetrahydrocannabinols</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Delta-8-Tetrahydrocannabinol" class="mw-redirect" title="Delta-8-Tetrahydrocannabinol">Delta-8-THC</a> <ul><li><a href="/w/index.php?title=Delta-8-Tetrahydrocannabinolic_acid&action=edit&redlink=1" class="new" title="Delta-8-Tetrahydrocannabinolic acid (page does not exist)">Delta-8-THCA</a> <ul><li><a href="/w/index.php?title=Delta-8-Tetrahydrocannabinolic_acid_A&action=edit&redlink=1" class="new" title="Delta-8-Tetrahydrocannabinolic acid A (page does not exist)">Delta-8-THCA-A</a></li></ul></li></ul></li> <li><a href="/w/index.php?title=Delta-8-Tetrahydrocannabibutol&action=edit&redlink=1" class="new" title="Delta-8-Tetrahydrocannabibutol (page does not exist)">Delta-8-THCB</a></li> <li><a href="/w/index.php?title=Delta-8-Tetrahydrocannabiphorol&action=edit&redlink=1" class="new" title="Delta-8-Tetrahydrocannabiphorol (page does not exist)">Delta-8-THCP</a></li> <li><a href="/w/index.php?title=Delta-8-Tetrahydrocannabivarin&action=edit&redlink=1" class="new" title="Delta-8-Tetrahydrocannabivarin (page does not exist)">Delta-8-THCV</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Delta-9-tetrahydrocannabinols</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Tetrahydrocannabinol" title="Tetrahydrocannabinol">Delta-9-THC</a> (THC) <ul><li><a href="/wiki/Tetrahydrocannabinolic_acid" title="Tetrahydrocannabinolic acid">THCA</a> <ul><li><a href="/w/index.php?title=Tetrahydrocannabinolic_acid_monomethyl_ether&action=edit&redlink=1" class="new" title="Tetrahydrocannabinolic acid monomethyl ether (page does not exist)">THCMA</a></li> <li><a href="/wiki/Tetrahydrocannabinolic_acid#Tetrahydrocannabinolic_acid_A" title="Tetrahydrocannabinolic acid">THCA-A</a></li> <li><a href="/wiki/Tetrahydrocannabinolic_acid#Tetrahydrocannabinolic_acid_B" title="Tetrahydrocannabinolic acid">THCA-B</a></li></ul></li> <li><a href="/w/index.php?title=Tetrahydrocannabibutolic_acid&action=edit&redlink=1" class="new" title="Tetrahydrocannabibutolic acid (page does not exist)">THCBA</a> <ul><li><a href="/w/index.php?title=Tetrahydrocannabinolic_acid-C4&action=edit&redlink=1" class="new" title="Tetrahydrocannabinolic acid-C4 (page does not exist)">THCA-C4</a></li></ul></li> <li><a href="/wiki/Tetrahydrocannabiorcol" title="Tetrahydrocannabiorcol">THCC</a> <ul><li><a href="/w/index.php?title=Delta-9-tetrahydrocannabiorcolic_acid&action=edit&redlink=1" class="new" title="Delta-9-tetrahydrocannabiorcolic acid (page does not exist)">THCA-C1</a> <ul><li><a href="/w/index.php?title=Delta-9-tetrahydrocannabiorcolic_acid&action=edit&redlink=1" class="new" title="Delta-9-tetrahydrocannabiorcolic acid (page does not exist)">THCA-A-C1</a></li> <li><a href="/w/index.php?title=Delta-9-tetrahydrocannabiorcolic_acid&action=edit&redlink=1" class="new" title="Delta-9-tetrahydrocannabiorcolic acid (page does not exist)">THCA-B-C1</a></li></ul></li></ul></li> <li><a href="/wiki/Tetrahydrocannabutol" title="Tetrahydrocannabutol">THCB</a></li></ul></li> <li><a href="/wiki/Tetrahydrocannabihexol" title="Tetrahydrocannabihexol">THCH</a></li> <li><a href="/wiki/Tetrahydrocannabiphorol" title="Tetrahydrocannabiphorol">THCP</a> <ul><li><a href="/w/index.php?title=Tetrahydrocannabiphorolic_acid&action=edit&redlink=1" class="new" title="Tetrahydrocannabiphorolic acid (page does not exist)">THCPA</a></li></ul></li> <li><a href="/wiki/Tetrahydrocannabivarin" title="Tetrahydrocannabivarin">THCV</a> <ul><li><a href="/w/index.php?title=Tetrahydrocannabivarinic_acid&action=edit&redlink=1" class="new" title="Tetrahydrocannabivarinic acid (page does not exist)">THCVA</a></li></ul></li> <li><a href="/w/index.php?title=Tetrahydrocannabinoquinone&action=edit&redlink=1" class="new" title="Tetrahydrocannabinoquinone (page does not exist)">THCQ</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Delta-10-Tetrahydrocannabinols</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Delta-10-Tetrahydrocannabinol" class="mw-redirect" title="Delta-10-Tetrahydrocannabinol">Delta-10-THC</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Miscellaneous cannabinoids</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/w/index.php?title=%CE%948-iso-THC&action=edit&redlink=1" class="new" title="Δ8-iso-THC (page does not exist)">Δ8-iso-THC</a></li> <li><a href="/w/index.php?title=%CE%944(8)-iso-THC&action=edit&redlink=1" class="new" title="Δ4(8)-iso-THC (page does not exist)">Δ4(8)-iso-THC</a></li> <li><a href="/wiki/7,8-Dihydrocannabinol" title="7,8-Dihydrocannabinol">7,8-Dihydrocannabinol</a></li> <li><a href="/wiki/8,9-Dihydrocannabidiol" title="8,9-Dihydrocannabidiol">8,9-Dihydrocannabidiol</a></li> <li><a href="/w/index.php?title=Cannabichromanon&action=edit&redlink=1" class="new" title="Cannabichromanon (page does not exist)">CBCF</a></li> <li><a href="/wiki/Cannabicitran" title="Cannabicitran">Cannabicitran</a></li> <li><a href="/w/index.php?title=Cannabifuran&action=edit&redlink=1" class="new" title="Cannabifuran (page does not exist)">CBF</a></li> <li><a href="/w/index.php?title=Cannabiglendol&action=edit&redlink=1" class="new" title="Cannabiglendol (page does not exist)">Cannabiglendol</a></li> <li><a href="/wiki/Cannabimovone" title="Cannabimovone">CBM</a></li> <li><a href="/wiki/Cannabiripsol" title="Cannabiripsol">CBR</a></li> <li><a href="/w/index.php?title=Cannabiripsophorolic_acid&action=edit&redlink=1" class="new" title="Cannabiripsophorolic acid (page does not exist)">CBRPA</a></li> <li><a href="/wiki/Caryophyllene" title="Caryophyllene">Caryophyllene</a></li> <li><a href="/w/index.php?title=Dehydrocannabifuran&action=edit&redlink=1" class="new" title="Dehydrocannabifuran (page does not exist)">DCBF</a></li> <li><a href="/wiki/Echinacea" title="Echinacea">Alkylamides</a></li> <li><a href="/wiki/Epigallocatechin_gallate" title="Epigallocatechin gallate">Epigallocatechin gallate</a></li> <li><a href="/wiki/Gallocatechol" title="Gallocatechol">Gallocatechol</a></li> <li><a href="/wiki/Hexahydrocannabinol" title="Hexahydrocannabinol">Hexahydrocannabinol</a> (HHC)</li> <li><a href="/wiki/Perrottetinene" title="Perrottetinene">Perrottetinene</a></li> <li><a href="/wiki/Serinolamide_A" title="Serinolamide A">Serinolamide A</a></li> <li><a href="/wiki/Yangonin" title="Yangonin">Yangonin</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Active metabolites</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/3%27-Hydroxy-THC" title="3'-Hydroxy-THC">3'-OH-THC</a></li> <li><a href="/wiki/7-Hydroxycannabidiol" title="7-Hydroxycannabidiol">7-OH-CBD</a></li> <li><a href="/wiki/8,11-Dihydroxytetrahydrocannabinol" title="8,11-Dihydroxytetrahydrocannabinol">8,11-DiOH-THC</a></li> <li><a href="/wiki/11-Nor-9-carboxy-THC" title="11-Nor-9-carboxy-THC">11-COOH-THC</a></li> <li><a href="/wiki/11-OH-CBN" class="mw-redirect" title="11-OH-CBN">11-OH-CBN</a></li> <li><a href="/wiki/11-OH-HHC" class="mw-redirect" title="11-OH-HHC">11-OH-HHC</a></li> <li><a href="/wiki/11-Hydroxy-Delta-8-THC" class="mw-redirect" title="11-Hydroxy-Delta-8-THC">11-OH-Δ8-THC</a></li> <li><a href="/wiki/11-Hydroxy-THC" title="11-Hydroxy-THC">11-OH-Δ9-THC</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Endocannabinoid_system" title="Endocannabinoid system">Endocannabinoids</a></th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Anandamide" title="Anandamide">Arachidonoyl ethanolamide (AEA; anandamide)</a></li> <li><a href="/wiki/2-Arachidonoylglycerol" title="2-Arachidonoylglycerol">2-Arachidonoylglycerol (2-AG)</a></li> <li><a href="/wiki/2-Arachidonyl_glyceryl_ether" title="2-Arachidonyl glyceryl ether">2-Arachidonyl glyceryl ether (2-AGE; noladin ether)</a></li> <li><a href="/wiki/2-Oleoylglycerol" title="2-Oleoylglycerol">2-Oleoylglycerol (2-OG)</a></li> <li><a href="/wiki/N-Arachidonoyl_dopamine" title="N-Arachidonoyl dopamine">N-Arachidonoyl dopamine (NADA)</a></li> <li><a href="/wiki/N-Arachidonylglycine" title="N-Arachidonylglycine">N-Arachidonylglycine (NAGly)</a></li> <li><a href="/w/index.php?title=2-Arachidonoyl_lysophosphatidylinositol&action=edit&redlink=1" class="new" title="2-Arachidonoyl lysophosphatidylinositol (page does not exist)">2-Arachidonoyl lysophosphatidylinositol (2-ALPI)</a></li> <li><a href="/wiki/Arachidonoyl_serotonin" title="Arachidonoyl serotonin">N-Arachidonoyl serotonin (AA-5-HT)</a></li> <li><a href="/wiki/Docosatetraenoylethanolamide" title="Docosatetraenoylethanolamide">Docosatetraenoylethanolamide (DEA)</a></li> <li><a href="/wiki/Lysophosphatidylinositol" title="Lysophosphatidylinositol">Lysophosphatidylinositol (LPI)</a></li> <li><a href="/wiki/Oleamide" title="Oleamide">Oleamide</a></li> <li><a href="/wiki/Oleoylethanolamide" title="Oleoylethanolamide">Oleoylethanolamide (OEA)</a></li> <li><a href="/wiki/Palmitoylethanolamide" title="Palmitoylethanolamide">Palmitoylethanolamide (PEA)</a></li> <li><a href="/wiki/RVD-Hp%CE%B1" title="RVD-Hpα">RVD-Hpα</a></li> <li><a href="/wiki/Stearoylethanolamide" title="Stearoylethanolamide">Stearoylethanolamide (SEA)</a></li> <li><a href="/wiki/Virodhamine" title="Virodhamine">O-Arachidonoyl ethanolamine (O-AEA; virodhamine)</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Synthetic_cannabinoids" title="Synthetic cannabinoids">Synthetic<br />cannabinoid<br />receptor<br />agonists /<br />neocannabinoids</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks hlist navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Classical cannabinoids<br />(dibenzopyrans)</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/1,2-Didehydro-3-oxo-THCO" title="1,2-Didehydro-3-oxo-THCO">1,2-Didehydro-3-oxo-THCO</a></li> <li><a href="/wiki/9-OH-HHC" class="mw-redirect" title="9-OH-HHC">9-OH-HHC</a></li> <li><a href="/wiki/9-Nor-9%CE%B2-hydroxyhexahydrocannabinol" title="9-Nor-9β-hydroxyhexahydrocannabinol">9-Nor-9β-HHC</a></li> <li><a href="/wiki/A-40174" title="A-40174">A-40174</a></li> <li><a href="/wiki/A-41988" title="A-41988">A-41988</a></li> <li><a href="/w/index.php?title=A-42574&action=edit&redlink=1" class="new" title="A-42574 (page does not exist)">A-42574</a></li> <li><a href="/wiki/Ajulemic_acid" class="mw-redirect" title="Ajulemic acid">Ajulemic acid</a></li> <li><a href="/wiki/AM-087" title="AM-087">AM-087</a></li> <li><a href="/wiki/AM-411" title="AM-411">AM-411</a></li> <li><a href="/wiki/AM-855" title="AM-855">AM-855</a></li> <li><a href="/wiki/AM-905" title="AM-905">AM-905</a></li> <li><a href="/wiki/AM-906" title="AM-906">AM-906</a></li> <li><a href="/wiki/AM-919" title="AM-919">AM-919</a></li> <li><a href="/wiki/AM-926" class="mw-redirect" title="AM-926">AM-926</a></li> <li><a href="/wiki/AM-938" title="AM-938">AM-938</a></li> <li><a href="/wiki/AM-2389" title="AM-2389">AM-2389</a></li> <li><a href="/wiki/AM-4030" title="AM-4030">AM-4030</a></li> <li><a href="/wiki/AM-7438" title="AM-7438">AM-7438</a></li> <li><a href="/wiki/AM-11245" title="AM-11245">AM-11245</a></li> <li><a href="/wiki/AMG-1" title="AMG-1">AMG-1</a></li> <li><a href="/wiki/AMG-3" title="AMG-3">AMG-3</a></li> <li><a href="/wiki/AMG-36" title="AMG-36">AMG-36</a></li> <li><a href="/wiki/AMG-41" title="AMG-41">AMG-41</a></li> <li><a href="/wiki/CP_42,096" title="CP 42,096">CP 42,096</a></li> <li><a href="/wiki/Delta-3-Tetrahydrocannabinol" class="mw-redirect" title="Delta-3-Tetrahydrocannabinol">Delta-3-THC</a></li> <li><a href="/wiki/Delta-4-Tetrahydrocannabinol" class="mw-redirect" title="Delta-4-Tetrahydrocannabinol">Delta-4-THC</a></li> <li><a href="/wiki/Delta-7-Tetrahydrocannabinol" class="mw-redirect" title="Delta-7-Tetrahydrocannabinol">Delta-7-THC</a></li> <li><a href="/wiki/Delta-10-Tetrahydrocannabinol" class="mw-redirect" title="Delta-10-Tetrahydrocannabinol">Delta-10-THC</a></li> <li><a href="/wiki/Dexanabinol" title="Dexanabinol">Dexanabinol (HU-211)</a></li> <li><a href="/wiki/Dimethylheptylpyran" title="Dimethylheptylpyran">DMHP</a></li> <li><a href="/wiki/Dronabinol" title="Dronabinol">Dronabinol</a></li> <li><a href="/wiki/HU-210" title="HU-210">HU-210</a></li> <li><a href="/wiki/HU-243" title="HU-243">HU-243</a></li> <li><a href="/wiki/JWH-051" title="JWH-051">JWH-051</a></li> <li><a href="/w/index.php?title=JWH-056&action=edit&redlink=1" class="new" title="JWH-056 (page does not exist)">JWH-056</a></li> <li><a href="/wiki/JWH-057" title="JWH-057">JWH-057</a></li> <li><a href="/w/index.php?title=JWH-065&action=edit&redlink=1" class="new" title="JWH-065 (page does not exist)">JWH-065</a></li> <li><a href="/wiki/JWH-091" class="mw-redirect" title="JWH-091">JWH-091</a></li> <li><a href="/w/index.php?title=JWH-102&action=edit&redlink=1" class="new" title="JWH-102 (page does not exist)">JWH-102</a></li> <li><a href="/w/index.php?title=JWH-103&action=edit&redlink=1" class="new" title="JWH-103 (page does not exist)">JWH-103</a></li> <li><a href="/wiki/JWH-124" class="mw-redirect" title="JWH-124">JWH-124</a></li> <li><a href="/wiki/JWH-130" class="mw-redirect" title="JWH-130">JWH-130</a></li> <li><a href="/wiki/JWH-133" title="JWH-133">JWH-133</a></li> <li><a href="/wiki/JWH-138" title="JWH-138">JWH-138</a></li> <li><a href="/w/index.php?title=JWH-139&action=edit&redlink=1" class="new" title="JWH-139 (page does not exist)">JWH-139</a></li> <li><a href="/wiki/JWH-142" class="mw-redirect" title="JWH-142">JWH-142</a></li> <li><a href="/wiki/JWH-143" class="mw-redirect" title="JWH-143">JWH-143</a></li> <li><a href="/wiki/JWH-161" title="JWH-161">JWH-161</a></li> <li><a href="/w/index.php?title=JWH-186&action=edit&redlink=1" class="new" title="JWH-186 (page does not exist)">JWH-186</a></li> <li><a href="/w/index.php?title=JWH-187&action=edit&redlink=1" class="new" title="JWH-187 (page does not exist)">JWH-187</a></li> <li><a href="/w/index.php?title=JWH-188&action=edit&redlink=1" class="new" title="JWH-188 (page does not exist)">JWH-188</a></li> <li><a href="/w/index.php?title=JWH-189&action=edit&redlink=1" class="new" title="JWH-189 (page does not exist)">JWH-189</a></li> <li><a href="/w/index.php?title=JWH-190&action=edit&redlink=1" class="new" title="JWH-190 (page does not exist)">JWH-190</a></li> <li><a href="/w/index.php?title=JWH-191&action=edit&redlink=1" class="new" title="JWH-191 (page does not exist)">JWH-191</a></li> <li><a href="/w/index.php?title=JWH-215&action=edit&redlink=1" class="new" title="JWH-215 (page does not exist)">JWH-215</a></li> <li><a href="/w/index.php?title=JWH-216&action=edit&redlink=1" class="new" title="JWH-216 (page does not exist)">JWH-216</a></li> <li><a href="/w/index.php?title=JWH-217&action=edit&redlink=1" class="new" title="JWH-217 (page does not exist)">JWH-217</a></li> <li><a href="/w/index.php?title=JWH-224&action=edit&redlink=1" class="new" title="JWH-224 (page does not exist)">JWH-224</a></li> <li><a href="/w/index.php?title=JWH-225&action=edit&redlink=1" class="new" title="JWH-225 (page does not exist)">JWH-225</a></li> <li><a href="/w/index.php?title=JWH-226&action=edit&redlink=1" class="new" title="JWH-226 (page does not exist)">JWH-226</a></li> <li><a href="/w/index.php?title=JWH-227&action=edit&redlink=1" class="new" title="JWH-227 (page does not exist)">JWH-227</a></li> <li><a href="/w/index.php?title=JWH-229&action=edit&redlink=1" class="new" title="JWH-229 (page does not exist)">JWH-229</a></li> <li><a href="/w/index.php?title=JWH-230&action=edit&redlink=1" class="new" title="JWH-230 (page does not exist)">JWH-230</a></li> <li><a href="/w/index.php?title=JWH-233&action=edit&redlink=1" class="new" title="JWH-233 (page does not exist)">JWH-233</a></li> <li><a href="/w/index.php?title=JWH-247&action=edit&redlink=1" class="new" title="JWH-247 (page does not exist)">JWH-247</a></li> <li><a href="/w/index.php?title=JWH-254&action=edit&redlink=1" class="new" title="JWH-254 (page does not exist)">JWH-254</a></li> <li><a href="/w/index.php?title=JWH-256&action=edit&redlink=1" class="new" title="JWH-256 (page does not exist)">JWH-256</a></li> <li><a href="/w/index.php?title=JWH-277&action=edit&redlink=1" class="new" title="JWH-277 (page does not exist)">JWH-277</a></li> <li><a href="/w/index.php?title=JWH-278&action=edit&redlink=1" class="new" title="JWH-278 (page does not exist)">JWH-278</a></li> <li><a href="/w/index.php?title=JWH-298&action=edit&redlink=1" class="new" title="JWH-298 (page does not exist)">JWH-298</a></li> <li><a href="/w/index.php?title=JWH-299&action=edit&redlink=1" class="new" title="JWH-299 (page does not exist)">JWH-299</a></li> <li><a href="/w/index.php?title=JWH-300&action=edit&redlink=1" class="new" title="JWH-300 (page does not exist)">JWH-300</a></li> <li><a href="/w/index.php?title=JWH-301&action=edit&redlink=1" class="new" title="JWH-301 (page does not exist)">JWH-301</a></li> <li><a href="/w/index.php?title=JWH-310&action=edit&redlink=1" class="new" title="JWH-310 (page does not exist)">JWH-310</a></li> <li><a href="/w/index.php?title=JWH-336&action=edit&redlink=1" class="new" title="JWH-336 (page does not exist)">JWH-336</a></li> <li><a href="/w/index.php?title=JWH-338&action=edit&redlink=1" class="new" title="JWH-338 (page does not exist)">JWH-338</a></li> <li><a href="/w/index.php?title=JWH-339&action=edit&redlink=1" class="new" title="JWH-339 (page does not exist)">JWH-339</a></li> <li><a href="/w/index.php?title=JWH-340&action=edit&redlink=1" class="new" title="JWH-340 (page does not exist)">JWH-340</a></li> <li><a href="/w/index.php?title=JWH-341&action=edit&redlink=1" class="new" title="JWH-341 (page does not exist)">JWH-341</a></li> <li><a href="/w/index.php?title=JWH-349&action=edit&redlink=1" class="new" title="JWH-349 (page does not exist)">JWH-349</a></li> <li><a href="/w/index.php?title=JWH-350&action=edit&redlink=1" class="new" title="JWH-350 (page does not exist)">JWH-350</a></li> <li><a href="/w/index.php?title=JWH-352&action=edit&redlink=1" class="new" title="JWH-352 (page does not exist)">JWH-352</a></li> <li><a href="/w/index.php?title=JWH-353&action=edit&redlink=1" class="new" title="JWH-353 (page does not exist)">JWH-353</a></li> <li><a href="/w/index.php?title=JWH-354&action=edit&redlink=1" class="new" title="JWH-354 (page does not exist)">JWH-354</a></li> <li><a href="/w/index.php?title=JWH-355&action=edit&redlink=1" class="new" title="JWH-355 (page does not exist)">JWH-355</a></li> <li><a href="/w/index.php?title=JWH-356&action=edit&redlink=1" class="new" title="JWH-356 (page does not exist)">JWH-356</a></li> <li><a href="/w/index.php?title=JWH-357&action=edit&redlink=1" class="new" title="JWH-357 (page does not exist)">JWH-357</a></li> <li><a href="/w/index.php?title=JWH-358&action=edit&redlink=1" class="new" title="JWH-358 (page does not exist)">JWH-358</a></li> <li><a href="/wiki/JWH-359" title="JWH-359">JWH-359</a></li> <li><a href="/w/index.php?title=JWH-360&action=edit&redlink=1" class="new" title="JWH-360 (page does not exist)">JWH-360</a></li> <li><a href="/w/index.php?title=JWH-361&action=edit&redlink=1" class="new" title="JWH-361 (page does not exist)">JWH-361</a></li> <li><a href="/w/index.php?title=JWH-362&action=edit&redlink=1" class="new" title="JWH-362 (page does not exist)">JWH-362</a></li> <li><a href="/wiki/KM-233" title="KM-233">KM-233</a></li> <li><a href="/wiki/L-759,633" title="L-759,633">L-759,633</a></li> <li><a href="/wiki/L-759,656" title="L-759,656">L-759,656</a></li> <li><a href="/wiki/Levonantradol" title="Levonantradol">Levonantradol (CP 50,5561)</a></li> <li><a href="/wiki/Menabitan" title="Menabitan">Menabitan</a></li> <li><a href="/wiki/Nabazenil" title="Nabazenil">Nabazenil</a></li> <li><a href="/wiki/Canbisol" title="Canbisol">Nabidrox (Canbisol)</a></li> <li><a href="/wiki/Nabilone" title="Nabilone">Nabilone</a></li> <li><a href="/wiki/Nabitan" title="Nabitan">Nabitan</a></li> <li><a href="/wiki/Naboctate" title="Naboctate">Naboctate</a></li> <li><a href="/w/index.php?title=O-224&action=edit&redlink=1" class="new" title="O-224 (page does not exist)">O-224</a></li> <li><a href="/w/index.php?title=O-581&action=edit&redlink=1" class="new" title="O-581 (page does not exist)">O-581</a></li> <li><a href="/wiki/O-774" title="O-774">O-774</a></li> <li><a href="/wiki/O-806" title="O-806">O-806</a></li> <li><a href="/wiki/O-823" title="O-823">O-823</a></li> <li><a href="/wiki/O-1057" title="O-1057">O-1057</a></li> <li><a href="/wiki/O-1125" title="O-1125">O-1125</a></li> <li><a href="/w/index.php?title=O-1191&action=edit&redlink=1" class="new" title="O-1191 (page does not exist)">O-1191</a></li> <li><a href="/wiki/O-1238" title="O-1238">O-1238</a></li> <li><a href="/w/index.php?title=O-2048&action=edit&redlink=1" class="new" title="O-2048 (page does not exist)">O-2048</a></li> <li><a href="/wiki/O-2113" title="O-2113">O-2113</a></li> <li><a href="/w/index.php?title=O-2365&action=edit&redlink=1" class="new" title="O-2365 (page does not exist)">O-2365</a></li> <li><a href="/wiki/O-2372" title="O-2372">O-2372</a></li> <li><a href="/w/index.php?title=O-2373&action=edit&redlink=1" class="new" title="O-2373 (page does not exist)">O-2373</a></li> <li><a href="/w/index.php?title=O-2383&action=edit&redlink=1" class="new" title="O-2383 (page does not exist)">O-2383</a></li> <li><a href="/w/index.php?title=O-2426&action=edit&redlink=1" class="new" title="O-2426 (page does not exist)">O-2426</a></li> <li><a href="/w/index.php?title=O-2484&action=edit&redlink=1" class="new" title="O-2484 (page does not exist)">O-2484</a></li> <li><a href="/wiki/O-2545" title="O-2545">O-2545</a></li> <li><a href="/wiki/O-2694" title="O-2694">O-2694</a></li> <li><a href="/w/index.php?title=O-2715&action=edit&redlink=1" class="new" title="O-2715 (page does not exist)">O-2715</a></li> <li><a href="/w/index.php?title=O-2716&action=edit&redlink=1" class="new" title="O-2716 (page does not exist)">O-2716</a></li> <li><a href="/w/index.php?title=O-3223&action=edit&redlink=1" class="new" title="O-3223 (page does not exist)">O-3223</a></li> <li><a href="/w/index.php?title=O-3226&action=edit&redlink=1" class="new" title="O-3226 (page does not exist)">O-3226</a></li> <li><a href="/wiki/Parahexyl" title="Parahexyl">Parahexyl</a></li> <li><a href="/wiki/Pirnabine" title="Pirnabine">Pirnabine</a></li> <li><a href="/wiki/SP-111" class="mw-redirect" title="SP-111">SP-111</a></li> <li><a href="/wiki/THC_hemisuccinate" title="THC hemisuccinate">THC hemisuccinate</a></li> <li><a href="/wiki/THC-O-acetate" title="THC-O-acetate">THC-O-acetate</a></li> <li><a href="/wiki/THC-O-phosphate" title="THC-O-phosphate">THC-O-phosphate</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Non-classical<br />cannabinoids</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Cannabicyclohexanol" title="Cannabicyclohexanol">Cannabicyclohexanol</a></li> <li><a href="/wiki/Cannabinor" title="Cannabinor">Cannabinor</a></li> <li><a href="/wiki/CBD-DMH" title="CBD-DMH">CBD-DMH</a></li> <li><a href="/wiki/CP_47,497" title="CP 47,497">CP 47,497</a></li> <li><a href="/wiki/(C6)-CP_47,497" title="(C6)-CP 47,497">(C6)-CP 47,497</a></li> <li><a href="/wiki/(C9)-CP_47,497" title="(C9)-CP 47,497">(C9)-CP 47,497</a></li> <li><a href="/wiki/CP_55,244" title="CP 55,244">CP 55,244</a></li> <li><a href="/wiki/CP_55,940" title="CP 55,940">CP 55,940</a></li> <li><a href="/wiki/Delta-6-Cannabidiol" class="mw-redirect" title="Delta-6-Cannabidiol">Delta-6-Cannabidiol</a></li> <li><a href="/wiki/Etrinabdione" title="Etrinabdione">Etrinabdione</a></li> <li><a href="/wiki/HU-320" title="HU-320">HU-320</a></li> <li><a href="/wiki/HU-331" title="HU-331">HU-331</a></li> <li><a href="/wiki/HU-336" title="HU-336">HU-336</a></li> <li><a href="/wiki/HU-345" title="HU-345">HU-345</a></li> <li><a href="/w/index.php?title=HU-446&action=edit&redlink=1" class="new" title="HU-446 (page does not exist)">HU-446</a></li> <li><a href="/w/index.php?title=HU-465&action=edit&redlink=1" class="new" title="HU-465 (page does not exist)">HU-465</a></li> <li><a href="/w/index.php?title=HU-910&action=edit&redlink=1" class="new" title="HU-910 (page does not exist)">HU-910</a></li> <li><a href="/wiki/4%27-Fluorocannabidiol" title="4'-Fluorocannabidiol">HUF-101</a></li> <li><a href="/wiki/Nonabine" title="Nonabine">Nonabine</a></li> <li><a href="/w/index.php?title=O-1376&action=edit&redlink=1" class="new" title="O-1376 (page does not exist)">O-1376</a></li> <li><a href="/w/index.php?title=O-1422&action=edit&redlink=1" class="new" title="O-1422 (page does not exist)">O-1422</a></li> <li><a href="/w/index.php?title=O-1601&action=edit&redlink=1" class="new" title="O-1601 (page does not exist)">O-1601</a></li> <li><a href="/wiki/O-1656" title="O-1656">O-1656</a></li> <li><a href="/w/index.php?title=O-1657&action=edit&redlink=1" class="new" title="O-1657 (page does not exist)">O-1657</a></li> <li><a href="/w/index.php?title=O-1660&action=edit&redlink=1" class="new" title="O-1660 (page does not exist)">O-1660</a></li> <li><a href="/w/index.php?title=O-1663&action=edit&redlink=1" class="new" title="O-1663 (page does not exist)">O-1663</a></li> <li><a href="/wiki/O-1871" title="O-1871">O-1871</a></li> <li><a href="/wiki/Onternabez" title="Onternabez">Onternabez</a> (HU-308)</li> <li><a href="/w/index.php?title=SPA-229&action=edit&redlink=1" class="new" title="SPA-229 (page does not exist)">SPA-229</a></li> <li><a href="/wiki/Tinabinol" title="Tinabinol">Tinabinol</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Adamantoylindoles</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/5F-APINACA" title="5F-APINACA">5F-AKB-48</a></li> <li><a href="/wiki/APICA_(synthetic_cannabinoid_drug)" title="APICA (synthetic cannabinoid drug)">APICA</a></li> <li><a href="/wiki/STS-135_(drug)" title="STS-135 (drug)">STS-135</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Benzimidazoles</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/AZ-11713908" title="AZ-11713908">AZ-11713908</a></li> <li><a href="/wiki/AZD-1940" title="AZD-1940">AZD-1940</a></li> <li><a href="/wiki/BIM-018" title="BIM-018">BIM-018</a></li> <li><a href="/wiki/FUBIMINA" title="FUBIMINA">FUBIMINA</a></li> <li><a href="/wiki/MCHB-1" title="MCHB-1">MCHB-1</a></li> <li><a href="/wiki/PF-03550096" title="PF-03550096">PF-03550096</a></li> <li><a href="/wiki/RQ-00202730" title="RQ-00202730">RQ-00202730</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Benzoylindoles</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/w/index.php?title=1-Butyl-3-(2-methoxybenzoyl)indole&action=edit&redlink=1" class="new" title="1-Butyl-3-(2-methoxybenzoyl)indole (page does not exist)">1-Butyl-3-(2-methoxybenzoyl)indole</a></li> <li><a href="/w/index.php?title=1-Butyl-3-(4-methoxybenzoyl)indole&action=edit&redlink=1" class="new" title="1-Butyl-3-(4-methoxybenzoyl)indole (page does not exist)">1-Butyl-3-(4-methoxybenzoyl)indole</a></li> <li><a href="/w/index.php?title=1-Pentyl-3-(2-methoxybenzoyl)indole&action=edit&redlink=1" class="new" title="1-Pentyl-3-(2-methoxybenzoyl)indole (page does not exist)">1-Pentyl-3-(2-methoxybenzoyl)indole</a></li> <li><a href="/wiki/AM-630" title="AM-630">AM-630</a></li> <li><a href="/wiki/AM-679_(cannabinoid)" title="AM-679 (cannabinoid)">AM-679</a></li> <li><a href="/wiki/AM-694" title="AM-694">AM-694</a></li> <li><a href="/wiki/AM-1241" title="AM-1241">AM-1241</a></li> <li><a href="/wiki/AM-2233" title="AM-2233">AM-2233</a></li> <li><a href="/wiki/GW-405,833" title="GW-405,833">GW-405,833 (L-768,242)</a></li> <li><a href="/wiki/Pravadoline" title="Pravadoline">Pravadoline</a></li> <li><a href="/wiki/RCS-4" title="RCS-4">RCS-4</a></li> <li><a href="/wiki/WIN_54,461" title="WIN 54,461">WIN 54,461</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Cyclohexylphenols</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/CP_47,497" title="CP 47,497">CP-47,947</a></li> <li><a href="/wiki/CP_55,940" title="CP 55,940">CP-55,940</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Eicosanoid" title="Eicosanoid">Eicosanoids</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/AM-883" class="mw-redirect" title="AM-883">AM-883</a></li> <li><a href="/w/index.php?title=AM-1346&action=edit&redlink=1" class="new" title="AM-1346 (page does not exist)">AM-1346</a></li> <li><a href="/wiki/Arachidonyl-2%27-chloroethylamide" title="Arachidonyl-2'-chloroethylamide">ACEA</a></li> <li><a href="/wiki/Arachidonylcyclopropylamide" title="Arachidonylcyclopropylamide">ACPA</a></li> <li><a href="/wiki/Methanandamide" title="Methanandamide">Methanandamide (AM-356)</a></li> <li><a href="/w/index.php?title=O-585&action=edit&redlink=1" class="new" title="O-585 (page does not exist)">O-585</a></li> <li><a href="/w/index.php?title=O-689&action=edit&redlink=1" class="new" title="O-689 (page does not exist)">O-689</a></li> <li><a href="/wiki/O-1812" title="O-1812">O-1812</a></li> <li><a href="/w/index.php?title=O-1860&action=edit&redlink=1" class="new" title="O-1860 (page does not exist)">O-1860</a></li> <li><a href="/w/index.php?title=O-1861&action=edit&redlink=1" class="new" title="O-1861 (page does not exist)">O-1861</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Indazole-3-<br />carboxamides</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/4F-MDMB-BINACA" title="4F-MDMB-BINACA">4F-MDMB-BINACA</a></li> <li><a href="/wiki/4%27Cl-CUMYL-PINACA" title="4'Cl-CUMYL-PINACA">4'Cl-CUMYL-PINACA</a></li> <li><a href="/wiki/4%27F-CUMYL-5F-PINACA" class="mw-redirect" title="4'F-CUMYL-5F-PINACA">4'F-CUMYL-5F-PINACA</a></li> <li><a href="/w/index.php?title=5Cl-APINACA&action=edit&redlink=1" class="new" title="5Cl-APINACA (page does not exist)">5Cl-APINACA</a></li> <li><a href="/wiki/5F-ADB" title="5F-ADB">5F-ADB</a></li> <li><a href="/wiki/5F-ADB-PINACA" title="5F-ADB-PINACA">5F-ADB-PINACA</a></li> <li><a href="/wiki/5F-AMB" title="5F-AMB">5F-AMB</a></li> <li><a href="/wiki/5F-APINACA" title="5F-APINACA">5F-APINACA</a></li> <li><a href="/wiki/5F-CUMYL-PINACA" title="5F-CUMYL-PINACA">5F-CUMYL-PINACA</a></li> <li><a href="/wiki/5F-EDMB-PINACA" title="5F-EDMB-PINACA">5F-EDMB-PINACA</a></li> <li><a href="/wiki/5F-EMB-PINACA" title="5F-EMB-PINACA">5F-EMB-PINACA</a></li> <li><a href="/wiki/AB-CHMINACA" title="AB-CHMINACA">AB-CHMINACA</a></li> <li><a href="/wiki/AB-FUBINACA" title="AB-FUBINACA">AB-FUBINACA</a></li> <li><a href="/w/index.php?title=AB-FUBINACA_2-fluorobenzyl_isomer&action=edit&redlink=1" class="new" title="AB-FUBINACA 2-fluorobenzyl isomer (page does not exist)">AB-FUBINACA 2-fluorobenzyl isomer</a></li> <li><a href="/wiki/AB-PINACA" title="AB-PINACA">AB-PINACA</a></li> <li><a href="/wiki/ADB-BINACA" title="ADB-BINACA">ADB-BINACA</a></li> <li><a href="/wiki/ADB-BUTINACA" title="ADB-BUTINACA">ADB-BUTINACA</a></li> <li><a href="/wiki/ADB-CHMINACA" title="ADB-CHMINACA">ADB-CHMINACA</a></li> <li><a href="/wiki/ADB-HEXINACA" title="ADB-HEXINACA">ADB-HEXINACA</a></li> <li><a href="/wiki/ADB-FUBINACA" title="ADB-FUBINACA">ADB-FUBINACA</a></li> <li><a href="/wiki/ADB-PINACA" title="ADB-PINACA">ADB-PINACA</a></li> <li><a href="/wiki/ADB-4en-PINACA" title="ADB-4en-PINACA">ADB-4en-PINACA</a></li> <li><a href="/wiki/ADB-5%27Br-PINACA" title="ADB-5'Br-PINACA">ADB-5'Br-PINACA</a></li> <li><a href="/wiki/ADMB-3TMS-PRINACA" title="ADMB-3TMS-PRINACA">ADMB-3TMS-PRINACA</a></li> <li><a href="/wiki/Adamantyl-THPINACA" title="Adamantyl-THPINACA">Adamantyl-THPINACA</a></li> <li><a href="/wiki/ADSB-FUB-187" title="ADSB-FUB-187">ADSB-FUB-187</a></li> <li><a href="/wiki/AMB-CHMINACA" title="AMB-CHMINACA">AMB-CHMINACA</a></li> <li><a href="/wiki/AMB-FUBINACA" title="AMB-FUBINACA">AMB-FUBINACA</a></li> <li><a href="/wiki/APINACA" title="APINACA">APINACA (AKB48)</a></li> <li><a href="/wiki/APP-FUBINACA" title="APP-FUBINACA">APP-FUBINACA</a></li> <li><a href="/wiki/CUMYL-3TMS-PRINACA" title="CUMYL-3TMS-PRINACA">CUMYL-3TMS-PRINACA</a></li> <li><a href="/wiki/CUMYL-4CN-BINACA" title="CUMYL-4CN-BINACA">CUMYL-4CN-BINACA</a></li> <li><a href="/wiki/CUMYL-CBMINACA" title="CUMYL-CBMINACA">CUMYL-CBMINACA</a></li> <li><a href="/w/index.php?title=CUMYL-CHSINACA&action=edit&redlink=1" class="new" title="CUMYL-CHSINACA (page does not exist)">CUMYL-CHSINACA</a></li> <li><a href="/wiki/CUMYL-FUBINACA" title="CUMYL-FUBINACA">CUMYL-FUBINACA</a></li> <li><a href="/wiki/CUMYL-NBMINACA" title="CUMYL-NBMINACA">CUMYL-NBMINACA</a></li> <li><a href="/wiki/CUMYL-PINACA" title="CUMYL-PINACA">CUMYL-PINACA</a></li> <li><a href="/wiki/CUMYL-THPINACA" title="CUMYL-THPINACA">CUMYL-THPINACA</a></li> <li><a href="/w/index.php?title=CUMYL-TSINACA&action=edit&redlink=1" class="new" title="CUMYL-TSINACA (page does not exist)">CUMYL-TSINACA</a></li> <li><a href="/w/index.php?title=EMB-FUBINACA&action=edit&redlink=1" class="new" title="EMB-FUBINACA (page does not exist)">EMB-FUBINACA</a></li> <li><a href="/wiki/FUB-APINACA" title="FUB-APINACA">FUB-APINACA</a></li> <li><a href="/wiki/MDMB-4en-PINACA" title="MDMB-4en-PINACA">MDMB-4en-PINACA</a></li> <li><a href="/wiki/MDMB-5Br-INACA" title="MDMB-5Br-INACA">MDMB-5Br-INACA</a></li> <li><a href="/wiki/MDMB-BINACA" title="MDMB-BINACA">MDMB-BINACA</a></li> <li><a href="/wiki/MDMB-CHMINACA" title="MDMB-CHMINACA">MDMB-CHMINACA</a></li> <li><a href="/wiki/MDMB-FUBINACA" title="MDMB-FUBINACA">MDMB-FUBINACA</a></li> <li><a href="/wiki/MN-18" title="MN-18">MN-18</a></li> <li><a href="/wiki/PX-2" title="PX-2">PX-2</a></li> <li><a href="/wiki/PX-3" title="PX-3">PX-3</a></li> <li><a href="/wiki/THQ-PINACA" title="THQ-PINACA">THQ-PINACA</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Indole-3-carboxamides</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/4%27F-CUMYL-5F-PICA" class="mw-redirect" title="4'F-CUMYL-5F-PICA">4'F-CUMYL-5F-PICA</a></li> <li><a href="/wiki/5F-ADBICA" title="5F-ADBICA">5F-ADBICA</a></li> <li><a href="/w/index.php?title=5F-EDMB-PICA&action=edit&redlink=1" class="new" title="5F-EDMB-PICA (page does not exist)">5F-EDMB-PICA</a></li> <li><a href="/wiki/5F-MDMB-PICA" title="5F-MDMB-PICA">5F-MDMB-PICA</a></li> <li><a href="/wiki/5F-NNE1" title="5F-NNE1">5F-NNE1</a></li> <li><a href="/wiki/5F-PCN" title="5F-PCN">5F-PCN</a></li> <li><a href="/wiki/5F-SDB-006" title="5F-SDB-006">5F-SDB-006</a></li> <li><a href="/wiki/AB-FUBICA" title="AB-FUBICA">AB-FUBICA</a></li> <li><a href="/wiki/AB-PICA" title="AB-PICA">AB-PICA</a></li> <li><a href="/wiki/ADBICA" title="ADBICA">ADBICA</a></li> <li><a href="/wiki/ADB-FUBICA" title="ADB-FUBICA">ADB-FUBICA</a></li> <li><a href="/wiki/APICA_(synthetic_cannabinoid_drug)" title="APICA (synthetic cannabinoid drug)">APICA</a></li> <li><a href="/wiki/BMS-F" title="BMS-F">BMS-F</a></li> <li><a href="/w/index.php?title=CUMYL-BICA&action=edit&redlink=1" class="new" title="CUMYL-BICA (page does not exist)">CUMYL-BICA</a></li> <li><a href="/wiki/CUMYL-CBMICA" title="CUMYL-CBMICA">CUMYL-CBMICA</a></li> <li><a href="/w/index.php?title=CUMYL-CHMICA&action=edit&redlink=1" class="new" title="CUMYL-CHMICA (page does not exist)">CUMYL-CHMICA</a></li> <li><a href="/w/index.php?title=CUMYL-NBMICA&action=edit&redlink=1" class="new" title="CUMYL-NBMICA (page does not exist)">CUMYL-NBMICA</a></li> <li><a href="/wiki/CUMYL-PICA" title="CUMYL-PICA">CUMYL-PICA</a></li> <li><a href="/w/index.php?title=CUMYL-5F-PICA&action=edit&redlink=1" class="new" title="CUMYL-5F-PICA (page does not exist)">CUMYL-5F-PICA</a></li> <li><a href="/wiki/FDU-NNE1" title="FDU-NNE1">FDU-NNE1</a></li> <li><a href="/wiki/MDMB-CHMICA" title="MDMB-CHMICA">MDMB-CHMICA</a></li> <li><a href="/wiki/MMB-CHMICA" title="MMB-CHMICA">MMB-CHMICA</a></li> <li><a href="/wiki/MMB-2201" title="MMB-2201">MMB-2201</a></li> <li><a href="/wiki/MN-25" title="MN-25">MN-25</a> (UR-12)</li> <li><a href="/wiki/NNE1" title="NNE1">NNE1</a></li> <li><a href="/wiki/PX-1" title="PX-1">PX-1</a></li> <li><a href="/wiki/Org_28312" title="Org 28312">Org 28312</a></li> <li><a href="/wiki/Org_28611" title="Org 28611">Org 28611</a></li> <li><a href="/wiki/SDB-006" title="SDB-006">SDB-006</a></li> <li><a href="/wiki/STS-135_(drug)" title="STS-135 (drug)">STS-135</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Indole-3-carboxylates</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/5F-PB-22" title="5F-PB-22">5F-PB-22</a></li> <li><a href="/wiki/FDU-PB-22" title="FDU-PB-22">FDU-PB-22</a></li> <li><a href="/wiki/FUB-PB-22" title="FUB-PB-22">FUB-PB-22</a></li> <li><a href="/wiki/QUCHIC" title="QUCHIC">QUCHIC (BB-22)</a></li> <li><a href="/wiki/PB-22" title="PB-22">QUPIC (PB-22)</a></li> <li><a href="/wiki/NM-2201" title="NM-2201">NM-2201</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Naphthoylindazoles</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/THJ-018" title="THJ-018">THJ-018</a></li> <li><a href="/wiki/THJ-2201" title="THJ-2201">THJ-2201</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Naphthoylindole" class="mw-redirect" title="Naphthoylindole">Naphthoylindoles</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/5F-JWH-398" title="5F-JWH-398">5F-JWH-398</a></li> <li><a href="/wiki/AM-1220" title="AM-1220">AM-1220</a></li> <li><a href="/wiki/AM-1221" title="AM-1221">AM-1221</a></li> <li><a href="/wiki/AM-1235" title="AM-1235">AM-1235</a></li> <li><a href="/wiki/AM-2201" title="AM-2201">AM-2201</a></li> <li><a href="/wiki/AM-2232" title="AM-2232">AM-2232</a></li> <li><a href="/wiki/CHM-081" title="CHM-081">CHM-081</a></li> <li><a href="/wiki/EAM-2201" title="EAM-2201">EAM-2201</a></li> <li><a href="/wiki/FUB-JWH-018" title="FUB-JWH-018">FUB-JWH-018</a></li> <li><a href="/w/index.php?title=JWH-004&action=edit&redlink=1" class="new" title="JWH-004 (page does not exist)">JWH-004</a></li> <li><a href="/wiki/JWH-007" title="JWH-007">JWH-007</a></li> <li><a href="/w/index.php?title=JWH-009&action=edit&redlink=1" class="new" title="JWH-009 (page does not exist)">JWH-009</a></li> <li><a href="/w/index.php?title=JWH-011&action=edit&redlink=1" class="new" title="JWH-011 (page does not exist)">JWH-011</a></li> <li><a href="/wiki/JWH-015" title="JWH-015">JWH-015</a></li> <li><a href="/w/index.php?title=JWH-016&action=edit&redlink=1" class="new" title="JWH-016 (page does not exist)">JWH-016</a></li> <li><a href="/wiki/JWH-018" title="JWH-018">JWH-018</a></li> <li><a href="/wiki/JWH-019" title="JWH-019">JWH-019</a></li> <li><a href="/w/index.php?title=JWH-020&action=edit&redlink=1" class="new" title="JWH-020 (page does not exist)">JWH-020</a></li> <li><a href="/w/index.php?title=JWH-042&action=edit&redlink=1" class="new" title="JWH-042 (page does not exist)">JWH-042</a></li> <li><a href="/w/index.php?title=JWH-043&action=edit&redlink=1" class="new" title="JWH-043 (page does not exist)">JWH-043</a></li> <li><a href="/w/index.php?title=JWH-046&action=edit&redlink=1" class="new" title="JWH-046 (page does not exist)">JWH-046</a></li> <li><a href="/wiki/JWH-047" title="JWH-047">JWH-047</a></li> <li><a href="/wiki/JWH-048" title="JWH-048">JWH-048</a></li> <li><a href="/w/index.php?title=JWH-049&action=edit&redlink=1" class="new" title="JWH-049 (page does not exist)">JWH-049</a></li> <li><a href="/w/index.php?title=JWH-050&action=edit&redlink=1" class="new" title="JWH-050 (page does not exist)">JWH-050</a></li> <li><a href="/w/index.php?title=JWH-070&action=edit&redlink=1" class="new" title="JWH-070 (page does not exist)">JWH-070</a></li> <li><a href="/w/index.php?title=JWH-072&action=edit&redlink=1" class="new" title="JWH-072 (page does not exist)">JWH-072</a></li> <li><a href="/wiki/JWH-073" title="JWH-073">JWH-073</a></li> <li><a href="/w/index.php?title=JWH-076&action=edit&redlink=1" class="new" title="JWH-076 (page does not exist)">JWH-076</a></li> <li><a href="/w/index.php?title=JWH-077&action=edit&redlink=1" class="new" title="JWH-077 (page does not exist)">JWH-077</a></li> <li><a href="/w/index.php?title=JWH-079&action=edit&redlink=1" class="new" title="JWH-079 (page does not exist)">JWH-079</a></li> <li><a href="/w/index.php?title=JWH-080&action=edit&redlink=1" class="new" title="JWH-080 (page does not exist)">JWH-080</a></li> <li><a href="/wiki/JWH-081" title="JWH-081">JWH-081</a></li> <li><a href="/w/index.php?title=JWH-082&action=edit&redlink=1" class="new" title="JWH-082 (page does not exist)">JWH-082</a></li> <li><a href="/w/index.php?title=JWH-083&action=edit&redlink=1" class="new" title="JWH-083 (page does not exist)">JWH-083</a></li> <li><a href="/w/index.php?title=JWH-093&action=edit&redlink=1" class="new" title="JWH-093 (page does not exist)">JWH-093</a></li> <li><a href="/w/index.php?title=JWH-094&action=edit&redlink=1" class="new" title="JWH-094 (page does not exist)">JWH-094</a></li> <li><a href="/w/index.php?title=JWH-095&action=edit&redlink=1" class="new" title="JWH-095 (page does not exist)">JWH-095</a></li> <li><a href="/w/index.php?title=JWH-096&action=edit&redlink=1" class="new" title="JWH-096 (page does not exist)">JWH-096</a></li> <li><a href="/w/index.php?title=JWH-097&action=edit&redlink=1" class="new" title="JWH-097 (page does not exist)">JWH-097</a></li> <li><a href="/wiki/JWH-098" title="JWH-098">JWH-098</a></li> <li><a href="/w/index.php?title=JWH-099&action=edit&redlink=1" class="new" title="JWH-099 (page does not exist)">JWH-099</a></li> <li><a href="/w/index.php?title=JWH-100&action=edit&redlink=1" class="new" title="JWH-100 (page does not exist)">JWH-100</a></li> <li><a href="/wiki/JWH-116" title="JWH-116">JWH-116</a></li> <li><a href="/wiki/JWH-120" title="JWH-120">JWH-120</a></li> <li><a href="/wiki/JWH-122" title="JWH-122">JWH-122</a></li> <li><a href="/wiki/JWH-148" title="JWH-148">JWH-148</a></li> <li><a href="/wiki/JWH-149" title="JWH-149">JWH-149</a></li> <li><a href="/w/index.php?title=JWH-151&action=edit&redlink=1" class="new" title="JWH-151 (page does not exist)">JWH-151</a></li> <li><a href="/w/index.php?title=JWH-153&action=edit&redlink=1" class="new" title="JWH-153 (page does not exist)">JWH-153</a></li> <li><a href="/w/index.php?title=JWH-159&action=edit&redlink=1" class="new" title="JWH-159 (page does not exist)">JWH-159</a></li> <li><a href="/w/index.php?title=JWH-160&action=edit&redlink=1" class="new" title="JWH-160 (page does not exist)">JWH-160</a></li> <li><a href="/w/index.php?title=JWH-163&action=edit&redlink=1" class="new" title="JWH-163 (page does not exist)">JWH-163</a></li> <li><a href="/wiki/JWH-164" title="JWH-164">JWH-164</a></li> <li><a href="/w/index.php?title=JWH-165&action=edit&redlink=1" class="new" title="JWH-165 (page does not exist)">JWH-165</a></li> <li><a href="/w/index.php?title=JWH-166&action=edit&redlink=1" class="new" title="JWH-166 (page does not exist)">JWH-166</a></li> <li><a href="/w/index.php?title=JWH-180&action=edit&redlink=1" class="new" title="JWH-180 (page does not exist)">JWH-180</a></li> <li><a href="/w/index.php?title=JWH-181&action=edit&redlink=1" class="new" title="JWH-181 (page does not exist)">JWH-181</a></li> <li><a href="/wiki/JWH-182" class="mw-redirect" title="JWH-182">JWH-182</a></li> <li><a href="/w/index.php?title=JWH-189&action=edit&redlink=1" class="new" title="JWH-189 (page does not exist)">JWH-189</a></li> <li><a href="/wiki/JWH-193" title="JWH-193">JWH-193</a></li> <li><a href="/wiki/JWH-198" title="JWH-198">JWH-198</a></li> <li><a href="/wiki/JWH-200" title="JWH-200">JWH-200</a></li> <li><a href="/wiki/JWH-210" title="JWH-210">JWH-210</a></li> <li><a href="/w/index.php?title=JWH-211&action=edit&redlink=1" class="new" title="JWH-211 (page does not exist)">JWH-211</a></li> <li><a href="/w/index.php?title=JWH-212&action=edit&redlink=1" class="new" title="JWH-212 (page does not exist)">JWH-212</a></li> <li><a href="/w/index.php?title=JWH-213&action=edit&redlink=1" class="new" title="JWH-213 (page does not exist)">JWH-213</a></li> <li><a href="/w/index.php?title=JWH-234&action=edit&redlink=1" class="new" title="JWH-234 (page does not exist)">JWH-234</a></li> <li><a href="/w/index.php?title=JWH-235&action=edit&redlink=1" class="new" title="JWH-235 (page does not exist)">JWH-235</a></li> <li><a href="/w/index.php?title=JWH-236&action=edit&redlink=1" class="new" title="JWH-236 (page does not exist)">JWH-236</a></li> <li><a href="/w/index.php?title=JWH-239&action=edit&redlink=1" class="new" title="JWH-239 (page does not exist)">JWH-239</a></li> <li><a href="/w/index.php?title=JWH-240&action=edit&redlink=1" class="new" title="JWH-240 (page does not exist)">JWH-240</a></li> <li><a href="/w/index.php?title=JWH-241&action=edit&redlink=1" class="new" title="JWH-241 (page does not exist)">JWH-241</a></li> <li><a href="/w/index.php?title=JWH-242&action=edit&redlink=1" class="new" title="JWH-242 (page does not exist)">JWH-242</a></li> <li><a href="/w/index.php?title=JWH-258&action=edit&redlink=1" class="new" title="JWH-258 (page does not exist)">JWH-258</a></li> <li><a href="/w/index.php?title=JWH-259&action=edit&redlink=1" class="new" title="JWH-259 (page does not exist)">JWH-259</a></li> <li><a href="/w/index.php?title=JWH-260&action=edit&redlink=1" class="new" title="JWH-260 (page does not exist)">JWH-260</a></li> <li><a href="/w/index.php?title=JWH-261&action=edit&redlink=1" class="new" title="JWH-261 (page does not exist)">JWH-261</a></li> <li><a href="/w/index.php?title=JWH-262&action=edit&redlink=1" class="new" title="JWH-262 (page does not exist)">JWH-262</a></li> <li><a href="/w/index.php?title=JWH-265&action=edit&redlink=1" class="new" title="JWH-265 (page does not exist)">JWH-265</a></li> <li><a href="/w/index.php?title=JWH-266&action=edit&redlink=1" class="new" title="JWH-266 (page does not exist)">JWH-266</a></li> <li><a href="/w/index.php?title=JWH-267&action=edit&redlink=1" class="new" title="JWH-267 (page does not exist)">JWH-267</a></li> <li><a href="/w/index.php?title=JWH-268&action=edit&redlink=1" class="new" title="JWH-268 (page does not exist)">JWH-268</a></li> <li><a href="/w/index.php?title=JWH-387&action=edit&redlink=1" class="new" title="JWH-387 (page does not exist)">JWH-387</a></li> <li><a href="/wiki/JWH-398" title="JWH-398">JWH-398</a></li> <li><a href="/w/index.php?title=JWH-416&action=edit&redlink=1" class="new" title="JWH-416 (page does not exist)">JWH-416</a></li> <li><a href="/w/index.php?title=JWH-417&action=edit&redlink=1" class="new" title="JWH-417 (page does not exist)">JWH-417</a></li> <li><a href="/w/index.php?title=JWH-422&action=edit&redlink=1" class="new" title="JWH-422 (page does not exist)">JWH-422</a></li> <li><a href="/w/index.php?title=JWH-423&action=edit&redlink=1" class="new" title="JWH-423 (page does not exist)">JWH-423</a></li> <li><a href="/wiki/JWH-424" title="JWH-424">JWH-424</a></li> <li><a href="/w/index.php?title=JWH-425&action=edit&redlink=1" class="new" title="JWH-425 (page does not exist)">JWH-425</a></li> <li><a href="/w/index.php?title=MAM-1220&action=edit&redlink=1" class="new" title="MAM-1220 (page does not exist)">MAM-1220</a></li> <li><a href="/wiki/MAM-2201" title="MAM-2201">MAM-2201</a></li> <li><a href="/wiki/NE-CHMIMO" title="NE-CHMIMO">NE-CHMIMO</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Naphthoylpyrroles</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/JWH-030" title="JWH-030">JWH-030</a></li> <li><a href="/w/index.php?title=JWH-031&action=edit&redlink=1" class="new" title="JWH-031 (page does not exist)">JWH-031</a></li> <li><a href="/w/index.php?title=JWH-032&action=edit&redlink=1" class="new" title="JWH-032 (page does not exist)">JWH-032</a></li> <li><a href="/w/index.php?title=JWH-033&action=edit&redlink=1" class="new" title="JWH-033 (page does not exist)">JWH-033</a></li> <li><a href="/w/index.php?title=JWH-036&action=edit&redlink=1" class="new" title="JWH-036 (page does not exist)">JWH-036</a></li> <li><a href="/w/index.php?title=JWH-044&action=edit&redlink=1" class="new" title="JWH-044 (page does not exist)">JWH-044</a></li> <li><a href="/w/index.php?title=JWH-045&action=edit&redlink=1" class="new" title="JWH-045 (page does not exist)">JWH-045</a></li> <li><a href="/wiki/JWH-145" title="JWH-145">JWH-145</a></li> <li><a href="/wiki/JWH-146" title="JWH-146">JWH-146</a></li> <li><a href="/wiki/JWH-147" title="JWH-147">JWH-147</a></li> <li><a href="/wiki/JWH-150" title="JWH-150">JWH-150</a></li> <li><a href="/w/index.php?title=JWH-156&action=edit&redlink=1" class="new" title="JWH-156 (page does not exist)">JWH-156</a></li> <li><a href="/w/index.php?title=JWH-243&action=edit&redlink=1" class="new" title="JWH-243 (page does not exist)">JWH-243</a></li> <li><a href="/w/index.php?title=JWH-244&action=edit&redlink=1" class="new" title="JWH-244 (page does not exist)">JWH-244</a></li> <li><a href="/w/index.php?title=JWH-245&action=edit&redlink=1" class="new" title="JWH-245 (page does not exist)">JWH-245</a></li> <li><a href="/w/index.php?title=JWH-246&action=edit&redlink=1" class="new" title="JWH-246 (page does not exist)">JWH-246</a></li> <li><a href="/w/index.php?title=JWH-292&action=edit&redlink=1" class="new" title="JWH-292 (page does not exist)">JWH-292</a></li> <li><a href="/w/index.php?title=JWH-293&action=edit&redlink=1" class="new" title="JWH-293 (page does not exist)">JWH-293</a></li> <li><a href="/wiki/JWH-307" title="JWH-307">JWH-307</a></li> <li><a href="/w/index.php?title=JWH-308&action=edit&redlink=1" class="new" title="JWH-308 (page does not exist)">JWH-308</a></li> <li><a href="/wiki/JWH-309" title="JWH-309">JWH-309</a></li> <li><a href="/w/index.php?title=JWH-346&action=edit&redlink=1" class="new" title="JWH-346 (page does not exist)">JWH-346</a></li> <li><a href="/w/index.php?title=JWH-347&action=edit&redlink=1" class="new" title="JWH-347 (page does not exist)">JWH-347</a></li> <li><a href="/w/index.php?title=JWH-348&action=edit&redlink=1" class="new" title="JWH-348 (page does not exist)">JWH-348</a></li> <li><a href="/wiki/JWH-363" title="JWH-363">JWH-363</a></li> <li><a href="/wiki/JWH-364" title="JWH-364">JWH-364</a></li> <li><a href="/wiki/JWH-365" title="JWH-365">JWH-365</a></li> <li><a href="/wiki/JWH-366" title="JWH-366">JWH-366</a></li> <li><a href="/wiki/JWH-367" title="JWH-367">JWH-367</a></li> <li><a href="/wiki/JWH-368" title="JWH-368">JWH-368</a></li> <li><a href="/wiki/JWH-369" title="JWH-369">JWH-369</a></li> <li><a href="/wiki/JWH-370" title="JWH-370">JWH-370</a></li> <li><a href="/wiki/JWH-371" title="JWH-371">JWH-371</a></li> <li><a href="/wiki/JWH-372" title="JWH-372">JWH-372</a></li> <li><a href="/wiki/JWH-373" title="JWH-373">JWH-373</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Naphthylmethylindenes</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/JWH-171" class="mw-redirect" title="JWH-171">JWH-171</a></li> <li><a href="/wiki/JWH-176" title="JWH-176">JWH-176</a></li> <li><a href="/w/index.php?title=JWH-220&action=edit&redlink=1" class="new" title="JWH-220 (page does not exist)">JWH-220</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Naphthylmethylindoles</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/JWH-175" title="JWH-175">JWH-175</a></li> <li><a href="/wiki/JWH-184" title="JWH-184">JWH-184</a></li> <li><a href="/wiki/JWH-185" title="JWH-185">JWH-185</a></li> <li><a href="/w/index.php?title=JWH-192&action=edit&redlink=1" class="new" title="JWH-192 (page does not exist)">JWH-192</a></li> <li><a href="/w/index.php?title=JWH-194&action=edit&redlink=1" class="new" title="JWH-194 (page does not exist)">JWH-194</a></li> <li><a href="/w/index.php?title=JWH-195&action=edit&redlink=1" class="new" title="JWH-195 (page does not exist)">JWH-195</a></li> <li><a href="/wiki/JWH-196" title="JWH-196">JWH-196</a></li> <li><a href="/w/index.php?title=JWH-197&action=edit&redlink=1" class="new" title="JWH-197 (page does not exist)">JWH-197</a></li> <li><a href="/w/index.php?title=JWH-199&action=edit&redlink=1" class="new" title="JWH-199 (page does not exist)">JWH-199</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Phenylacetylindoles</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Cannabipiperidiethanone" title="Cannabipiperidiethanone">Cannabipiperidiethanone</a></li> <li><a href="/wiki/JWH-167" title="JWH-167">JWH-167</a></li> <li><a href="/w/index.php?title=JWH-201&action=edit&redlink=1" class="new" title="JWH-201 (page does not exist)">JWH-201</a></li> <li><a href="/w/index.php?title=JWH-202&action=edit&redlink=1" class="new" title="JWH-202 (page does not exist)">JWH-202</a></li> <li><a href="/wiki/JWH-203" title="JWH-203">JWH-203</a></li> <li><a href="/w/index.php?title=JWH-204&action=edit&redlink=1" class="new" title="JWH-204 (page does not exist)">JWH-204</a></li> <li><a href="/w/index.php?title=JWH-205&action=edit&redlink=1" class="new" title="JWH-205 (page does not exist)">JWH-205</a></li> <li><a href="/w/index.php?title=JWH-206&action=edit&redlink=1" class="new" title="JWH-206 (page does not exist)">JWH-206</a></li> <li><a href="/w/index.php?title=JWH-207&action=edit&redlink=1" class="new" title="JWH-207 (page does not exist)">JWH-207</a></li> <li><a href="/w/index.php?title=JWH-208&action=edit&redlink=1" class="new" title="JWH-208 (page does not exist)">JWH-208</a></li> <li><a href="/w/index.php?title=JWH-209&action=edit&redlink=1" class="new" title="JWH-209 (page does not exist)">JWH-209</a></li> <li><a href="/w/index.php?title=JWH-237&action=edit&redlink=1" class="new" title="JWH-237 (page does not exist)">JWH-237</a></li> <li><a href="/w/index.php?title=JWH-248&action=edit&redlink=1" class="new" title="JWH-248 (page does not exist)">JWH-248</a></li> <li><a href="/wiki/JWH-249" title="JWH-249">JWH-249</a></li> <li><a href="/wiki/JWH-250" title="JWH-250">JWH-250</a></li> <li><a href="/wiki/JWH-251" title="JWH-251">JWH-251</a></li> <li><a href="/w/index.php?title=JWH-252&action=edit&redlink=1" class="new" title="JWH-252 (page does not exist)">JWH-252</a></li> <li><a href="/w/index.php?title=JWH-253&action=edit&redlink=1" class="new" title="JWH-253 (page does not exist)">JWH-253</a></li> <li><a href="/wiki/JWH-302" title="JWH-302">JWH-302</a></li> <li><a href="/w/index.php?title=JWH-303&action=edit&redlink=1" class="new" title="JWH-303 (page does not exist)">JWH-303</a></li> <li><a href="/w/index.php?title=JWH-304&action=edit&redlink=1" class="new" title="JWH-304 (page does not exist)">JWH-304</a></li> <li><a href="/w/index.php?title=JWH-305&action=edit&redlink=1" class="new" title="JWH-305 (page does not exist)">JWH-305</a></li> <li><a href="/w/index.php?title=JWH-306&action=edit&redlink=1" class="new" title="JWH-306 (page does not exist)">JWH-306</a></li> <li><a href="/w/index.php?title=JWH-311&action=edit&redlink=1" class="new" title="JWH-311 (page does not exist)">JWH-311</a></li> <li><a href="/w/index.php?title=JWH-312&action=edit&redlink=1" class="new" title="JWH-312 (page does not exist)">JWH-312</a></li> <li><a href="/w/index.php?title=JWH-313&action=edit&redlink=1" class="new" title="JWH-313 (page does not exist)">JWH-313</a></li> <li><a href="/w/index.php?title=JWH-314&action=edit&redlink=1" class="new" title="JWH-314 (page does not exist)">JWH-314</a></li> <li><a href="/w/index.php?title=JWH-315&action=edit&redlink=1" class="new" title="JWH-315 (page does not exist)">JWH-315</a></li> <li><a href="/w/index.php?title=JWH-316&action=edit&redlink=1" class="new" title="JWH-316 (page does not exist)">JWH-316</a></li> <li><a href="/wiki/RCS-8" title="RCS-8">RCS-8</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Pyrazolecarboxamides</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/5F-AB-FUPPYCA" title="5F-AB-FUPPYCA">5F-AB-FUPPYCA</a></li> <li><a href="/w/index.php?title=5F-AMPPPCA&action=edit&redlink=1" class="new" title="5F-AMPPPCA (page does not exist)">5F-AMPPPCA</a></li> <li><a href="/wiki/AB-CHFUPYCA" title="AB-CHFUPYCA">AB-CHFUPYCA</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Tetramethylcyclo-<br />propanoylindazoles</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/FAB-144" title="FAB-144">FAB-144</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Tetramethylcyclo-<br />propanoylindoles</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/w/index.php?title=5Br-UR-144&action=edit&redlink=1" class="new" title="5Br-UR-144 (page does not exist)">5Br-UR-144</a></li> <li><a href="/w/index.php?title=5Cl-UR-144&action=edit&redlink=1" class="new" title="5Cl-UR-144 (page does not exist)">5Cl-UR-144</a></li> <li><a href="/wiki/A-796,260" title="A-796,260">A-796,260</a></li> <li><a href="/wiki/A-834,735" title="A-834,735">A-834,735</a></li> <li><a href="/wiki/FUB-144" title="FUB-144">FUB-144</a></li> <li><a href="/wiki/UR-144" title="UR-144">UR-144</a></li> <li><a href="/wiki/XLR-11" title="XLR-11">XLR-11</a></li> <li><a href="/wiki/XLR-12" title="XLR-12">XLR-12</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Others</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/2F-QMPSB" title="2F-QMPSB">2F-QMPSB</a></li> <li><a href="/wiki/4-HTMPIPO" title="4-HTMPIPO">4-HTMPIPO</a></li> <li><a href="/w/index.php?title=4CN-CUMYL-BUT7AICA&action=edit&redlink=1" class="new" title="4CN-CUMYL-BUT7AICA (page does not exist)">4CN-CUMYL-BUT7AICA</a></li> <li><a href="/w/index.php?title=5F-PY-PICA&action=edit&redlink=1" class="new" title="5F-PY-PICA (page does not exist)">5F-PY-PICA</a></li> <li><a href="/w/index.php?title=5F-PY-PINACA&action=edit&redlink=1" class="new" title="5F-PY-PINACA (page does not exist)">5F-PY-PINACA</a></li> <li><a href="/w/index.php?title=5F-3-pyridinoylindole&action=edit&redlink=1" class="new" title="5F-3-pyridinoylindole (page does not exist)">5F-3-pyridinoylindole</a></li> <li><a href="/w/index.php?title=5F-ADB-P7AICA&action=edit&redlink=1" class="new" title="5F-ADB-P7AICA (page does not exist)">5F-ADB-P7AICA</a></li> <li><a href="/wiki/5F-CUMYL-P7AICA" title="5F-CUMYL-P7AICA">5F-CUMYL-P7AICA</a></li> <li><a href="/wiki/5F-CUMYL-PEGACLONE" title="5F-CUMYL-PEGACLONE">5F-CUMYL-PEGACLONE</a></li> <li><a href="/wiki/A-836,339" title="A-836,339">A-836,339</a></li> <li><a href="/w/index.php?title=A-955,840&action=edit&redlink=1" class="new" title="A-955,840 (page does not exist)">A-955,840</a></li> <li><a href="/wiki/A-PBITMO" title="A-PBITMO">A-PBITMO</a></li> <li><a href="/wiki/A-PONASA" title="A-PONASA">A-PONASA</a></li> <li><a href="/wiki/Abnormal_cannabidiol" title="Abnormal cannabidiol">Abnormal cannabidiol</a></li> <li><a href="/wiki/AB-001" title="AB-001">AB-001</a></li> <li><a href="/wiki/ADB-FUBHQUCA" title="ADB-FUBHQUCA">ADB-FUBHQUCA</a></li> <li><a href="/wiki/ADB-FUBIATA" title="ADB-FUBIATA">ADB-FUBIATA</a></li> <li><a href="/wiki/ADB-P7AICA" title="ADB-P7AICA">ADB-P7AICA</a></li> <li><a href="/wiki/AM-1248" title="AM-1248">AM-1248</a></li> <li><a href="/wiki/AM-1714" title="AM-1714">AM-1714</a></li> <li><a href="/wiki/BAY_38-7271" title="BAY 38-7271">BAY 38-7271</a></li> <li><a href="/wiki/BAY_59-3074" title="BAY 59-3074">BAY 59-3074</a></li> <li><a href="/wiki/BzODZ-EPyr" title="BzODZ-EPyr">BzODZ-EPyr</a></li> <li><a href="/wiki/CB-13" title="CB-13">CB-13</a></li> <li><a href="/w/index.php?title=CB-86&action=edit&redlink=1" class="new" title="CB-86 (page does not exist)">CB-86</a></li> <li><a href="/wiki/CBS-0550" title="CBS-0550">CBS-0550</a></li> <li><a href="/w/index.php?title=CUMYL-4CN-B7AICA&action=edit&redlink=1" class="new" title="CUMYL-4CN-B7AICA (page does not exist)">CUMYL-4CN-B7AICA</a></li> <li><a href="/wiki/CUMYL-CB-MEGACLONE" title="CUMYL-CB-MEGACLONE">CUMYL-CB-MEGACLONE</a></li> <li><a href="/wiki/CUMYL-CH-MEGACLONE" title="CUMYL-CH-MEGACLONE">CUMYL-CH-MEGACLONE</a></li> <li><a href="/wiki/CUMYL-PEGACLONE" title="CUMYL-PEGACLONE">CUMYL-PEGACLONE</a></li> <li><a href="/wiki/EG-018" title="EG-018">EG-018</a></li> <li><a href="/w/index.php?title=GSK-554,418A&action=edit&redlink=1" class="new" title="GSK-554,418A (page does not exist)">GSK-554,418A</a></li> <li><a href="/wiki/GW-842,166X" title="GW-842,166X">GW-842,166X</a></li> <li><a href="/wiki/JTE_7-31" title="JTE 7-31">JTE 7-31</a></li> <li><a href="/wiki/LASSBio-881" title="LASSBio-881">LASSBio-881</a></li> <li><a href="/wiki/LBP-1_(drug)" title="LBP-1 (drug)">LBP-1</a></li> <li><a href="/wiki/Leelamine" title="Leelamine">Leelamine</a></li> <li><a href="/w/index.php?title=MDA-7&action=edit&redlink=1" class="new" title="MDA-7 (page does not exist)">MDA-7</a></li> <li><a href="/wiki/MDA-19" title="MDA-19">MDA-19</a></li> <li><a href="/wiki/MEPIRAPIM" class="mw-redirect" title="MEPIRAPIM">MEPIRAPIM</a></li> <li><a href="/wiki/NESS-040C5" title="NESS-040C5">NESS-040C5</a></li> <li><a href="/w/index.php?title=NMDMSB&action=edit&redlink=1" class="new" title="NMDMSB (page does not exist)">NMDMSB</a></li> <li><a href="/wiki/NMP-7" title="NMP-7">NMP-7</a></li> <li><a href="/w/index.php?title=O-889&action=edit&redlink=1" class="new" title="O-889 (page does not exist)">O-889</a></li> <li><a href="/wiki/O-1269" title="O-1269">O-1269</a></li> <li><a href="/w/index.php?title=O-1270&action=edit&redlink=1" class="new" title="O-1270 (page does not exist)">O-1270</a></li> <li><a href="/w/index.php?title=O-1399&action=edit&redlink=1" class="new" title="O-1399 (page does not exist)">O-1399</a></li> <li><a href="/wiki/O-1602" title="O-1602">O-1602</a></li> <li><a href="/w/index.php?title=O-2220&action=edit&redlink=1" class="new" title="O-2220 (page does not exist)">O-2220</a></li> <li><a href="/wiki/Olorinab" title="Olorinab">Olorinab</a></li> <li><a href="/wiki/PF-03550096" title="PF-03550096">PF-03550096</a></li> <li><a href="/wiki/PSB-SB-1202" title="PSB-SB-1202">PSB-SB-1202</a></li> <li><a href="/wiki/PTI-1" title="PTI-1">PTI-1</a></li> <li><a href="/wiki/PTI-2" title="PTI-2">PTI-2</a></li> <li><a href="/wiki/PTI-3" title="PTI-3">PTI-3</a></li> <li><a href="/wiki/QMPSB" title="QMPSB">QMPSB</a></li> <li><a href="/wiki/S-444,823" title="S-444,823">S-444,823</a></li> <li><a href="/wiki/S-777,469" title="S-777,469">S-777,469</a></li> <li><a href="/wiki/SER-601" title="SER-601">SER-601</a></li> <li><a href="/wiki/Tedalinab" title="Tedalinab">Tedalinab</a></li> <li><a href="/w/index.php?title=URB-447&action=edit&redlink=1" class="new" title="URB-447 (page does not exist)">URB-447</a></li> <li><a href="/w/index.php?title=VSN-16&action=edit&redlink=1" class="new" title="VSN-16 (page does not exist)">VSN-16</a></li> <li><a href="/wiki/WIN_55,212-2" title="WIN 55,212-2">WIN 55,212-2</a></li> <li><a href="/wiki/WIN_56,098" title="WIN 56,098">WIN 56,098</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Allosteric_regulation" title="Allosteric regulation">Allosteric</a> <a href="/wiki/Cannabinoid_receptor" title="Cannabinoid receptor"><abbr title="Cannabinoid receptor">CBR</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Cannabinoid receptor</span> <a href="/wiki/Ligand_(biochemistry)" title="Ligand (biochemistry)">ligands</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/AEF0117" title="AEF0117">AEF0117</a></li> <li><a href="/wiki/GAT100" title="GAT100">GAT100</a></li> <li><a href="/wiki/Org_27569" title="Org 27569">Org 27569</a></li> <li><a href="/w/index.php?title=Org_27759&action=edit&redlink=1" class="new" title="Org 27759 (page does not exist)">Org 27759</a></li> <li><a href="/w/index.php?title=Org_29647&action=edit&redlink=1" class="new" title="Org 29647 (page does not exist)">Org 29647</a></li> <li><a href="/wiki/PSNCBAM-1" title="PSNCBAM-1">PSNCBAM-1</a></li> <li><a href="/wiki/Pregnenolone" title="Pregnenolone">Pregnenolone</a></li> <li><a href="/wiki/RTI-371" title="RTI-371">RTI-371</a></li> <li><a href="/wiki/ZCZ-011" title="ZCZ-011">ZCZ-011</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Endocannabinoid_enhancer" title="Endocannabinoid enhancer">Endocannabinoid<br />enhancers</a><br /><small>(inactivation inhibitors)</small></th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/4-Nonylphenylboronic_acid" title="4-Nonylphenylboronic acid">4-Nonylphenylboronic acid</a></li> <li><a href="/wiki/AM404" title="AM404">AM-404</a></li> <li><a href="/wiki/Arachidonoyl_serotonin" title="Arachidonoyl serotonin">Arachidonoyl serotonin</a></li> <li><a href="/w/index.php?title=Arvanil&action=edit&redlink=1" class="new" title="Arvanil (page does not exist)">Arvanil</a></li> <li><a href="/wiki/BIA_10-2474" title="BIA 10-2474">BIA 10-2474</a></li> <li><a href="/wiki/Biochanin_A" title="Biochanin A">Biochanin A</a></li> <li><a href="/w/index.php?title=CAY-10401&action=edit&redlink=1" class="new" title="CAY-10401 (page does not exist)">CAY-10401</a></li> <li><a href="/w/index.php?title=CAY-10429&action=edit&redlink=1" class="new" title="CAY-10429 (page does not exist)">CAY-10429</a></li> <li><a href="/wiki/Genistein" title="Genistein">Genistein</a></li> <li><a href="/wiki/Guineesine" title="Guineesine">Guineesine</a></li> <li><a href="/wiki/IDFP" title="IDFP">IDFP</a></li> <li><a href="/w/index.php?title=JNJ_1661010&action=edit&redlink=1" class="new" title="JNJ 1661010 (page does not exist)">JNJ 1661010</a></li> <li><a href="/wiki/JNJ-42165279" title="JNJ-42165279">JNJ-42165279</a></li> <li><a href="/wiki/JZL184" title="JZL184">JZL184</a></li> <li><a href="/wiki/JZL195" title="JZL195">JZL195</a></li> <li><a href="/wiki/Kaempferol" title="Kaempferol">Kaempferol</a></li> <li><a href="/wiki/LY-2183240" title="LY-2183240">LY-2183240</a></li> <li><a href="/wiki/MK-4409" title="MK-4409">MK-4409</a></li> <li><a href="/w/index.php?title=O-1624&action=edit&redlink=1" class="new" title="O-1624 (page does not exist)">O-1624</a></li> <li><a href="/w/index.php?title=O-2093&action=edit&redlink=1" class="new" title="O-2093 (page does not exist)">O-2093</a></li> <li><a href="/wiki/Oleoylethanolamide" title="Oleoylethanolamide">Oleoylethanolamide (OEA)</a></li> <li><a href="/w/index.php?title=Olvanil&action=edit&redlink=1" class="new" title="Olvanil (page does not exist)">Olvanil</a></li> <li><a href="/wiki/Palmitoylethanolamide" title="Palmitoylethanolamide">Palmitoylethanolamide (PEA)</a></li> <li><a href="/wiki/PF-04457845" class="mw-redirect" title="PF-04457845">PF-04457845</a></li> <li><a href="/w/index.php?title=PF-622&action=edit&redlink=1" class="new" title="PF-622 (page does not exist)">PF-622</a></li> <li><a href="/w/index.php?title=PF-750&action=edit&redlink=1" class="new" title="PF-750 (page does not exist)">PF-750</a></li> <li><a href="/wiki/PF-3845" title="PF-3845">PF-3845</a></li> <li><a href="/w/index.php?title=PHOP&action=edit&redlink=1" class="new" title="PHOP (page does not exist)">PHOP</a></li> <li><a href="/w/index.php?title=URB447&action=edit&redlink=1" class="new" title="URB447 (page does not exist)">URB-447</a></li> <li><a href="/wiki/URB597" class="mw-redirect" title="URB597">URB-597</a></li> <li><a href="/wiki/URB602" title="URB602">URB-602</a></li> <li><a href="/wiki/URB754" title="URB754">URB-754</a></li> <li><a href="/wiki/VDM-11" title="VDM-11">VDM-11</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a class="mw-selflink selflink">Anticannabinoids</a><br /><small>(antagonists/inverse<br />agonists/antibodies)</small></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/AM-251_(drug)" title="AM-251 (drug)">AM-251</a></li> <li><a href="/w/index.php?title=AM281&action=edit&redlink=1" class="new" title="AM281 (page does not exist)">AM-281</a></li> <li><a href="/wiki/AM-630" title="AM-630">AM-630</a></li> <li><a href="/w/index.php?title=AM-1387&action=edit&redlink=1" class="new" title="AM-1387 (page does not exist)">AM-1387</a></li> <li><a href="/wiki/AM-4113" class="mw-redirect" title="AM-4113">AM-4113</a></li> <li><a href="/w/index.php?title=AM-6527&action=edit&redlink=1" class="new" title="AM-6527 (page does not exist)">AM-6527</a></li> <li><a href="/wiki/AM-6545" title="AM-6545">AM-6545</a></li> <li><a href="/wiki/BML-190" title="BML-190">BML-190</a></li> <li><a href="/w/index.php?title=Brizantin&action=edit&redlink=1" class="new" title="Brizantin (page does not exist)">Brizantin (Бризантин)</a></li> <li><a href="/w/index.php?title=CAY-10508&action=edit&redlink=1" class="new" title="CAY-10508 (page does not exist)">CAY-10508</a></li> <li><a href="/w/index.php?title=CB-25&action=edit&redlink=1" class="new" title="CB-25 (page does not exist)">CB-25</a></li> <li><a href="/w/index.php?title=CB-52&action=edit&redlink=1" class="new" title="CB-52 (page does not exist)">CB-52</a></li> <li><a href="/w/index.php?title=CB-86&action=edit&redlink=1" class="new" title="CB-86 (page does not exist)">CB-86</a></li> <li><a href="/w/index.php?title=Dietressa&action=edit&redlink=1" class="new" title="Dietressa (page does not exist)">Dietressa (Диетресса)</a></li> <li><a href="/wiki/Drinabant" title="Drinabant">Drinabant (AVE1625)</a></li> <li><a href="/wiki/Hemopressin" title="Hemopressin">Hemopressin</a></li> <li><a href="/wiki/Ibipinabant" title="Ibipinabant">Ibipinabant (SLV319)</a></li> <li><a href="/wiki/JTE-907" title="JTE-907">JTE-907</a></li> <li><a href="/w/index.php?title=LH-21&action=edit&redlink=1" class="new" title="LH-21 (page does not exist)">LH-21</a></li> <li><a href="/wiki/LY-320,135" title="LY-320,135">LY-320,135</a></li> <li><a href="/w/index.php?title=MDA-77&action=edit&redlink=1" class="new" title="MDA-77 (page does not exist)">MDA-77</a></li> <li><a href="/w/index.php?title=MJ-15&action=edit&redlink=1" class="new" title="MJ-15 (page does not exist)">MJ-15</a></li> <li><a href="/wiki/MK-9470" title="MK-9470">MK-9470</a></li> <li><a href="/wiki/NESS-0327" title="NESS-0327">NESS-0327</a></li> <li><a href="/w/index.php?title=NIDA-41020&action=edit&redlink=1" class="new" title="NIDA-41020 (page does not exist)">NIDA-41020</a></li> <li><a href="/w/index.php?title=O-606&action=edit&redlink=1" class="new" title="O-606 (page does not exist)">O-606</a></li> <li><a href="/w/index.php?title=O-1184&action=edit&redlink=1" class="new" title="O-1184 (page does not exist)">O-1184</a></li> <li><a href="/w/index.php?title=O-1248&action=edit&redlink=1" class="new" title="O-1248 (page does not exist)">O-1248</a></li> <li><a href="/wiki/O-1918" title="O-1918">O-1918</a></li> <li><a href="/wiki/O-2050" title="O-2050">O-2050</a></li> <li><a href="/w/index.php?title=O-2654&action=edit&redlink=1" class="new" title="O-2654 (page does not exist)">O-2654</a></li> <li><a href="/wiki/Otenabant" title="Otenabant">Otenabant (CP-945,598)</a></li> <li><a href="/wiki/PF-514273" title="PF-514273">PF-514273</a></li> <li><a href="/wiki/PipISB" title="PipISB">PipISB</a></li> <li><a href="/wiki/PSB-SB-487" title="PSB-SB-487">PSB-SB-487</a></li> <li><a href="/wiki/Rimonabant" title="Rimonabant">Rimonabant (SR141716)</a></li> <li><a href="/wiki/Rosonabant" title="Rosonabant">Rosonabant (E-6776)</a></li> <li><a href="/wiki/SR-144,528" title="SR-144,528">SR-144,528</a></li> <li><a href="/wiki/Surinabant" title="Surinabant">Surinabant (SR147778)</a></li> <li><a href="/wiki/Taranabant" title="Taranabant">Taranabant (MK-0364)</a></li> <li><a href="/wiki/TM-38837" title="TM-38837">TM-38837</a></li> <li><a href="/wiki/VCHSR" title="VCHSR">VCHSR</a></li></ul> </div></td></tr><tr><td class="navbox-abovebelow" colspan="2"><div> <ul><li><i><b>See also:</b> <a href="/wiki/Template:Cannabinoid_receptor_modulators" title="Template:Cannabinoid receptor modulators">Cannabinoid receptor modulators</a> (cannabinoids by pharmacology)</i></li> <li><i>List of: <a href="/wiki/List_of_AM_cannabinoids" title="List of AM cannabinoids">AM cannabinoids</a></i></li> <li><i><a href="/wiki/List_of_JWH_cannabinoids" title="List of JWH cannabinoids">JWH cannabinoids</a></i></li> <li><i><a href="/wiki/List_of_designer_drugs#Synthetic_cannabimimetics" title="List of designer drugs">Designer drugs § Synthetic cannabimimetics</a></i></li></ul> </div></td></tr></tbody></table></div> <div class="navbox-styles"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236075235"><style data-mw-deduplicate="TemplateStyles:r886047488">.mw-parser-output .nobold{font-weight:normal}</style><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r886047488"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r886047488"></div><div role="navigation" class="navbox" aria-labelledby="Cannabinoid_receptor_modulators" style="padding:3px"><table class="nowraplinks hlist mw-collapsible mw-collapsed navbox-inner" style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="col" class="navbox-title" colspan="2"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239400231"><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Cannabinoid_receptor_modulators" title="Template:Cannabinoid receptor modulators"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Cannabinoid_receptor_modulators" title="Template talk:Cannabinoid receptor modulators"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Cannabinoid_receptor_modulators" title="Special:EditPage/Template:Cannabinoid receptor modulators"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Cannabinoid_receptor_modulators" style="font-size:114%;margin:0 4em"><a href="/wiki/Cannabinoid_receptor" title="Cannabinoid receptor">Cannabinoid receptor</a> <a href="/wiki/Receptor_modulator" title="Receptor modulator">modulators</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Receptor_(biochemistry)" title="Receptor (biochemistry)">Receptor</a><br /><span class="nobold">(<a href="/wiki/Ligand_(biochemistry)" title="Ligand (biochemistry)">ligands</a>)</span></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:4em;;text-align:center;"><a href="/wiki/Cannabinoid_receptor_type_1" class="mw-redirect" title="Cannabinoid receptor type 1"><abbr title="Cannabinoid receptor type 1">CB<sub>1</sub></abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Cannabinoid receptor type 1</span></th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%">Agonists<br /><i>(abridged,<br /><a href="/wiki/Template:Cannabinoids" title="Template:Cannabinoids">full list</a>)</i></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/2-Arachidonoylglycerol" title="2-Arachidonoylglycerol">2-AG</a></li> <li><a href="/wiki/2-Arachidonyl_glyceryl_ether" title="2-Arachidonyl glyceryl ether">2-AGE (noladin ether)</a></li> <li><a href="/wiki/11-Hydroxy-THC" title="11-Hydroxy-THC">11-Hydroxy-THC</a></li> <li><a href="/wiki/Amyrin" title="Amyrin">α-Amyrin · β-Amyrin</a></li> <li><a href="/wiki/AB-CHMINACA" title="AB-CHMINACA">AB-CHMINACA</a></li> <li><a href="/w/index.php?title=AM-1172&action=edit&redlink=1" class="new" title="AM-1172 (page does not exist)">AM-1172</a></li> <li><a href="/wiki/AM-1220" title="AM-1220">AM-1220</a></li> <li><a href="/wiki/AM-1221" title="AM-1221">AM-1221</a></li> <li><a href="/wiki/AM-1235" title="AM-1235">AM-1235</a></li> <li><a href="/wiki/AM-2201" title="AM-2201">AM-2201</a></li> <li><a href="/wiki/AM-2232" title="AM-2232">AM-2232</a></li> <li><a href="/wiki/Anandamide" title="Anandamide">Anandamide</a></li> <li><a href="/w/index.php?title=Arvanil&action=edit&redlink=1" class="new" title="Arvanil (page does not exist)">Arvanil</a></li> <li><a href="/wiki/AZ-11713908" title="AZ-11713908">AZ-11713908</a></li> <li><a href="/wiki/Cannabinol" title="Cannabinol">Cannabinol</a></li> <li><a href="/wiki/CB-13" title="CB-13">CB-13</a></li> <li><a href="/wiki/CP_47,497" title="CP 47,497">CP 47,497</a></li> <li><a href="/wiki/CP_55,940" title="CP 55,940">CP 55,940</a></li> <li><a href="/wiki/Dimethylheptylpyran" title="Dimethylheptylpyran">Dimethylheptylpyran</a></li> <li><a href="/wiki/Docosatetraenoylethanolamide" title="Docosatetraenoylethanolamide">DEA</a></li> <li><a href="/wiki/Epicatechin_gallate" title="Epicatechin gallate">ECG</a></li> <li><a href="/wiki/Epigallocatechin_gallate" title="Epigallocatechin gallate">EGCG</a></li> <li><a href="/wiki/Catechin" title="Catechin">Epicatechin</a></li> <li><a href="/wiki/Gallocatechol" title="Gallocatechol">Gallocatechol (gallocatechin)</a></li> <li><a href="/wiki/Honokiol" title="Honokiol">Honokiol</a></li> <li><a href="/wiki/HU-210" title="HU-210">HU-210</a></li> <li><a href="/wiki/JWH-007" title="JWH-007">JWH-007</a></li> <li><a href="/wiki/JWH-015" title="JWH-015">JWH-015</a></li> <li><a href="/wiki/JWH-018" title="JWH-018">JWH-018</a></li> <li><a href="/wiki/JWH-073" title="JWH-073">JWH-073</a></li> <li><a href="/wiki/Kavain" title="Kavain">Kavain</a></li> <li><a href="/wiki/L-759,633" title="L-759,633">L-759,633</a></li> <li><a href="/wiki/Levonantradol" title="Levonantradol">Levonantradol</a></li> <li><a href="/wiki/Menabitan" title="Menabitan">Menabitan</a></li> <li><a href="/wiki/Nabilone" title="Nabilone">Nabilone</a></li> <li><a href="/wiki/Nabitan" title="Nabitan">Nabitan</a></li> <li><a href="/wiki/N-Arachidonoyl_dopamine" title="N-Arachidonoyl dopamine">NADA</a></li> <li><a href="/wiki/O-1812" title="O-1812">O-1812</a></li> <li><a href="/wiki/Oleamide" title="Oleamide">Oleamide</a></li> <li><a href="/wiki/Pravadoline" title="Pravadoline">Pravadoline</a></li> <li><a href="/wiki/Serinolamide_A" title="Serinolamide A">Serinolamide A</a></li> <li><a href="/wiki/Tetrahydrocannabinol" title="Tetrahydrocannabinol">THC (dronabinol)</a></li> <li><a href="/wiki/UR-144" title="UR-144">UR-144</a></li> <li><a href="/wiki/WIN_55,212-2" title="WIN 55,212-2">WIN 55,212-2</a></li> <li><a href="/wiki/Yangonin" title="Yangonin">Yangonin</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Inverse agonists</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/AM-251_(drug)" title="AM-251 (drug)">AM-251</a></li> <li><a href="/wiki/INV-202" class="mw-redirect" title="INV-202">INV-202</a></li> <li><a href="/wiki/Monlunabant" title="Monlunabant">Monlunabant</a></li> <li><a href="/wiki/Rimonabant" title="Rimonabant">Rimonabant</a></li> <li><a href="/wiki/Surinabant" title="Surinabant">Surinabant</a></li> <li><a href="/wiki/Taranabant" title="Taranabant">Taranabant</a></li> <li><a href="/wiki/TM-38837" title="TM-38837">TM-38837</a></li> <li><a href="/wiki/Zevaquenabant" title="Zevaquenabant">Zevaquenabant</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Antagonists</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/AM-6545" title="AM-6545">AM-6545</a></li> <li><a href="/wiki/Cannabidiol" title="Cannabidiol">Cannabidiol</a></li> <li><a href="/wiki/Cannabigerol" title="Cannabigerol">Cannabigerol</a></li> <li><a href="/wiki/Drinabant" title="Drinabant">Drinabant</a></li> <li><a href="/wiki/Falcarinol" title="Falcarinol">Falcarinol (carotatoxin)</a></li> <li><a href="/wiki/Hemopressin" title="Hemopressin">Hemopressin</a></li> <li><a href="/wiki/Ibipinabant" title="Ibipinabant">Ibipinabant</a></li> <li><a href="/wiki/LY-320,135" title="LY-320,135">LY-320,135</a></li> <li><a href="/wiki/MK-9470" title="MK-9470">MK-9470</a></li> <li><a href="/wiki/NESS-0327" title="NESS-0327">NESS-0327</a></li> <li><a href="/wiki/O-2050" title="O-2050">O-2050</a></li> <li><a href="/wiki/Otenabant" title="Otenabant">Otenabant</a></li> <li><a href="/wiki/PF-514273" title="PF-514273">PF-514273</a></li> <li><a href="/wiki/PipISB" title="PipISB">PipISB</a></li> <li><a href="/wiki/Rosonabant" title="Rosonabant">Rosonabant</a></li> <li><a href="/w/index.php?title=Selonabant&action=edit&redlink=1" class="new" title="Selonabant (page does not exist)">Selonabant</a></li> <li><a href="/wiki/Tetrahydrocannabivarin" title="Tetrahydrocannabivarin">THCV</a></li> <li><a href="/wiki/VCHSR" title="VCHSR">VCHSR</a></li> <li><a href="/wiki/Virodhamine" title="Virodhamine">Virodhamine</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:4em;;text-align:center;"><a href="/wiki/Cannabinoid_receptor_type_2" class="mw-redirect" title="Cannabinoid receptor type 2"><abbr title="Cannabinoid receptor type 2">CB<sub>2</sub></abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Cannabinoid receptor type 2</span></th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%">Agonists</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/2-Arachidonoylglycerol" title="2-Arachidonoylglycerol">2-AG</a></li> <li><a href="/wiki/2-Arachidonyl_glyceryl_ether" title="2-Arachidonyl glyceryl ether">2-AGE (noladin ether)</a></li> <li><a href="/wiki/3,3%27-Diindolylmethane" title="3,3'-Diindolylmethane">3,3'-Diindolylmethane</a></li> <li><a href="/wiki/4-O-Methylhonokiol" title="4-O-Methylhonokiol">4-O-Methylhonokiol</a></li> <li><a href="/wiki/Amyrin" title="Amyrin">α-Amyrin · β-Amyrin</a></li> <li><a href="/wiki/A-796,260" title="A-796,260">A-796,260</a></li> <li><a href="/wiki/A-834,735" title="A-834,735">A-834,735</a></li> <li><a href="/wiki/A-836,339" title="A-836,339">A-836,339</a></li> <li><a href="/w/index.php?title=AM-1172&action=edit&redlink=1" class="new" title="AM-1172 (page does not exist)">AM-1172</a></li> <li><a href="/wiki/AM-1221" title="AM-1221">AM-1221</a></li> <li><a href="/wiki/AM-1235" title="AM-1235">AM-1235</a></li> <li><a href="/wiki/AM-1241" title="AM-1241">AM-1241</a></li> <li><a href="/wiki/AM-2232" title="AM-2232">AM-2232</a></li> <li><a href="/wiki/Anandamide" title="Anandamide">Anandamide</a></li> <li><a href="/wiki/AZ-11713908" title="AZ-11713908">AZ-11713908</a></li> <li><a href="/wiki/Cannabinol" title="Cannabinol">Cannabinol</a></li> <li><a href="/wiki/Caryophyllene" title="Caryophyllene">Caryophyllene</a></li> <li><a href="/wiki/CB-13" title="CB-13">CB-13</a></li> <li><a href="/wiki/CBS-0550" title="CBS-0550">CBS-0550</a></li> <li><a href="/wiki/CP_55,940" title="CP 55,940">CP 55,940</a></li> <li><a href="/wiki/GW-405,833" title="GW-405,833">GW-405,833 (L-768,242)</a></li> <li><a href="/wiki/GW-842,166X" title="GW-842,166X">GW-842,166X</a></li> <li><a href="/wiki/HU-308" class="mw-redirect" title="HU-308">HU-308</a></li> <li><a href="/wiki/JTE_7-31" title="JTE 7-31">JTE 7-31</a></li> <li><a href="/wiki/JWH-007" title="JWH-007">JWH-007</a></li> <li><a href="/wiki/JWH-015" title="JWH-015">JWH-015</a></li> <li><a href="/wiki/JWH-018" title="JWH-018">JWH-018</a></li> <li><a href="/w/index.php?title=JWH-73&action=edit&redlink=1" class="new" title="JWH-73 (page does not exist)">JWH-73</a></li> <li><a href="/wiki/JWH-133" title="JWH-133">JWH-133</a></li> <li><a href="/wiki/L-759,633" title="L-759,633">L-759,633</a></li> <li><a href="/wiki/L-759,656" title="L-759,656">L-759,656</a></li> <li><a href="/wiki/Lenabasum" title="Lenabasum">Lenabasum (anabasum)</a></li> <li><a href="/wiki/Magnolol" title="Magnolol">Magnolol</a></li> <li><a href="/wiki/MDA-19" title="MDA-19">MDA-19</a></li> <li><a href="/wiki/Nabitan" title="Nabitan">Nabitan</a></li> <li><a href="/wiki/N-Arachidonoyl_dopamine" title="N-Arachidonoyl dopamine">NADA</a></li> <li><a href="/wiki/Olorinab" title="Olorinab">Olorinab (APD-371)</a></li> <li><a href="/wiki/PF-03550096" title="PF-03550096">PF-03550096</a></li> <li><a href="/wiki/S-444,823" title="S-444,823">S-444,823</a></li> <li><a href="/wiki/SER-601" title="SER-601">SER-601</a></li> <li><a href="/wiki/Serinolamide_A" title="Serinolamide A">Serinolamide A</a></li> <li><a href="/wiki/UR-144" title="UR-144">UR-144</a></li> <li><a href="/wiki/Tedalinab" title="Tedalinab">Tedalinab</a></li> <li><a href="/wiki/Tetrahydrocannabinol" title="Tetrahydrocannabinol">THC (dronabinol)</a></li> <li><a href="/wiki/Tetrahydrocannabivarin" title="Tetrahydrocannabivarin">THCV</a></li> <li><a href="/w/index.php?title=Tetrahydromagnolol&action=edit&redlink=1" class="new" title="Tetrahydromagnolol (page does not exist)">Tetrahydromagnolol</a></li> <li><a href="/wiki/Virodhamine" title="Virodhamine">Virodhamine</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Antagonists</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/4-O-Methylhonokiol" title="4-O-Methylhonokiol">4-O-Methylhonokiol</a></li> <li><a href="/wiki/AM-630" title="AM-630">AM-630</a></li> <li><a href="/wiki/BML-190" title="BML-190">BML-190</a></li> <li><a href="/wiki/Cannabidiol" title="Cannabidiol">Cannabidiol</a></li> <li><a href="/wiki/Honokiol" title="Honokiol">Honokiol</a></li> <li><a href="/wiki/JTE-907" title="JTE-907">JTE-907</a></li> <li><a href="/wiki/SR-144,528" title="SR-144,528">SR-144,528</a></li> <li><a href="/wiki/WIN_54,461" title="WIN 54,461">WIN 54,461</a></li> <li><a href="/wiki/WIN_56,098" title="WIN 56,098">WIN 56,098</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:4em;;text-align:center;"><a href="/wiki/NAGly_receptor" title="NAGly receptor"><abbr title="N-Arachidonyl glycine receptor">NAGly</abbr><br />(<abbr title="G protein-coupled receptor 18">GPR18</abbr>)</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%">Agonists</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Abnormal_cannabidiol" title="Abnormal cannabidiol">Abnormal cannabidiol</a></li> <li><a href="/wiki/Arachidonylcyclopropylamide" title="Arachidonylcyclopropylamide">ACPA</a></li> <li><a href="/wiki/AM-251_(drug)" title="AM-251 (drug)">AM251</a></li> <li><a href="/wiki/Anandamide" title="Anandamide">Anandamide</a></li> <li><a href="/wiki/Cannabidiol" title="Cannabidiol">Cannabidiol</a></li> <li><a href="/wiki/N-Arachidonylglycine" title="N-Arachidonylglycine">NADGly</a></li> <li><a href="/wiki/Tetrahydrocannabinol" title="Tetrahydrocannabinol">THC (dronabinol)</a></li> <li><a href="/wiki/O-1602" title="O-1602">O-1602</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Antagonists</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/PSB-CB5" title="PSB-CB5">PSB-CB5</a></li> <li><a href="/wiki/O-1918" title="O-1918">O-1918</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:4em;;text-align:center;"><abbr title="G protein-coupled receptor 55"><a href="/wiki/GPR55" title="GPR55">GPR55</a></abbr></th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%">Agonists</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/2-Arachidonyl_glyceryl_ether" title="2-Arachidonyl glyceryl ether">2-AGE (noladin ether)</a></li> <li><a href="/w/index.php?title=2-Arachidonoyl_lysophosphatidylinositol&action=edit&redlink=1" class="new" title="2-Arachidonoyl lysophosphatidylinositol (page does not exist)">2-ALPI</a></li> <li><a href="/wiki/Abnormal_cannabidiol" title="Abnormal cannabidiol">Abnormal cannabidiol</a></li> <li><a href="/wiki/AM-251_(drug)" title="AM-251 (drug)">AM-251</a></li> <li><a href="/w/index.php?title=CID1011163&action=edit&redlink=1" class="new" title="CID1011163 (page does not exist)">CID1011163</a></li> <li><a href="/w/index.php?title=CID1252842&action=edit&redlink=1" class="new" title="CID1252842 (page does not exist)">CID1252842</a></li> <li><a href="/w/index.php?title=CID1792579&action=edit&redlink=1" class="new" title="CID1792579 (page does not exist)">CID1792579</a></li> <li><a href="/wiki/CP_55,940" title="CP 55,940">CP 55,940</a></li> <li><a href="/w/index.php?title=GSK-494581A&action=edit&redlink=1" class="new" title="GSK-494581A (page does not exist)">GSK-494581A</a></li> <li><a href="/wiki/Lysophosphatidylinositol" title="Lysophosphatidylinositol">Lysophosphatidylinositol</a></li> <li><a href="/w/index.php?title=ML-184&action=edit&redlink=1" class="new" title="ML-184 (page does not exist)">ML-184</a></li> <li><a href="/w/index.php?title=ML-185&action=edit&redlink=1" class="new" title="ML-185 (page does not exist)">ML-185</a></li> <li><a href="/w/index.php?title=ML-186&action=edit&redlink=1" class="new" title="ML-186 (page does not exist)">ML-186</a></li> <li><a href="/wiki/O-1602" title="O-1602">O-1602</a></li> <li><a href="/wiki/Oleoylethanolamide" title="Oleoylethanolamide">Oleoylethanolamide</a></li> <li><a href="/wiki/Palmitoylethanolamide" title="Palmitoylethanolamide">Palmitoylethanolamide</a></li> <li><a href="/wiki/Tetrahydrocannabinol" title="Tetrahydrocannabinol">THC (dronabinol)</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Antagonists</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Cannabidiol" title="Cannabidiol">Cannabidiol</a></li> <li><a href="/wiki/CID-16020046" class="mw-redirect" title="CID-16020046">CID-16020046</a></li> <li><a href="/w/index.php?title=ML-191&action=edit&redlink=1" class="new" title="ML-191 (page does not exist)">ML-191</a></li> <li><a href="/w/index.php?title=ML-192&action=edit&redlink=1" class="new" title="ML-192 (page does not exist)">ML-192</a></li> <li><a href="/w/index.php?title=ML-193&action=edit&redlink=1" class="new" title="ML-193 (page does not exist)">ML-193</a></li> <li><a href="/wiki/O-1918" title="O-1918">O-1918</a></li> <li><a href="/wiki/PSB-SB-487" title="PSB-SB-487">PSB-SB-487</a></li> <li><a href="/wiki/PSB-SB-1202" title="PSB-SB-1202">PSB-SB-1202</a></li> <li><a href="/w/index.php?title=PSB-SB-1203&action=edit&redlink=1" class="new" title="PSB-SB-1203 (page does not exist)">PSB-SB-1203</a></li> <li><a href="/w/index.php?title=Tetrahydromagnolol&action=edit&redlink=1" class="new" title="Tetrahydromagnolol (page does not exist)">Tetrahydromagnolol</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:4em;;text-align:center;"><abbr title="G protein-coupled receptor 119"><a href="/wiki/GPR119" title="GPR119">GPR119</a></abbr></th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Agonists" scope="row" class="navbox-group" style="width:1%">Agonists</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/2-Oleoylglycerol" title="2-Oleoylglycerol">2-Oleoylglycerol</a></li> <li><a href="/wiki/Anandamide" title="Anandamide">Anandamide</a></li> <li><a href="/w/index.php?title=APD668&action=edit&redlink=1" class="new" title="APD668 (page does not exist)">APD668</a></li> <li><a href="/wiki/AR-231,453" title="AR-231,453">AR-231,453</a></li> <li><a href="/w/index.php?title=AS-1269574&action=edit&redlink=1" class="new" title="AS-1269574 (page does not exist)">AS-1269574</a></li> <li><a href="/w/index.php?title=MBX-2982&action=edit&redlink=1" class="new" title="MBX-2982 (page does not exist)">MBX-2982</a></li> <li><a href="/w/index.php?title=N-Oleoyldopamine&action=edit&redlink=1" class="new" title="N-Oleoyldopamine (page does not exist)">N-Oleoyldopamine</a></li> <li><a href="/wiki/Oleoylethanolamide" title="Oleoylethanolamide">Oleoylethanolamide</a></li> <li><a href="/w/index.php?title=Olvanil&action=edit&redlink=1" class="new" title="Olvanil (page does not exist)">Olvanil</a></li> <li><a href="/wiki/PSN-375,963" title="PSN-375,963">PSN-375,963</a></li> <li><a href="/wiki/PSN-632,408" title="PSN-632,408">PSN-632,408</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Endocannabinoid_transporter" title="Endocannabinoid transporter">Transporter</a><br /><span class="nobold">(<a href="/wiki/Reuptake_modulator" title="Reuptake modulator">modulators</a>)</span></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="eCBTsTooltip_Endocannabinoid_transporter" scope="row" class="navbox-group" style="width:4em;;text-align:center;"><a href="/wiki/Endocannabinoid_transporter" title="Endocannabinoid transporter"><abbr title="Endocannabinoid transporter">eCBTs</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Endocannabinoid transporter</span></th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em"> <ul><li><b>Inhibitors:</b> <a href="/w/index.php?title=5%27-DMH-CBD&action=edit&redlink=1" class="new" title="5'-DMH-CBD (page does not exist)">5'-DMH-CBD</a></li> <li><a href="/wiki/AM404" title="AM404">AM-404</a></li> <li><a href="/w/index.php?title=AM-1172&action=edit&redlink=1" class="new" title="AM-1172 (page does not exist)">AM-1172</a></li> <li><a href="/wiki/Arachidonoyl_serotonin" title="Arachidonoyl serotonin">Arachidonoyl serotonin</a></li> <li><a href="/w/index.php?title=Arvanil&action=edit&redlink=1" class="new" title="Arvanil (page does not exist)">Arvanil</a></li> <li><a href="/wiki/Cannabidiol" title="Cannabidiol">Cannabidiol</a></li> <li><a href="/wiki/Guineesine" title="Guineesine">Guineensine</a></li> <li><a href="/wiki/LY-2183240" title="LY-2183240">LY-2183240</a></li> <li><a href="/w/index.php?title=O-2093&action=edit&redlink=1" class="new" title="O-2093 (page does not exist)">O-2093</a></li> <li><a href="/w/index.php?title=OMDM-2&action=edit&redlink=1" class="new" title="OMDM-2 (page does not exist)">OMDM-2</a></li> <li><a href="/wiki/Paracetamol" title="Paracetamol">Paracetamol (acetaminophen)</a></li> <li><a href="/w/index.php?title=SB-FI-26&action=edit&redlink=1" class="new" title="SB-FI-26 (page does not exist)">SB-FI-26</a></li> <li><a href="/w/index.php?title=UCM-707&action=edit&redlink=1" class="new" title="UCM-707 (page does not exist)">UCM-707</a></li> <li><a href="/wiki/URB597" class="mw-redirect" title="URB597">URB-597</a></li> <li><a href="/wiki/VDM-11" title="VDM-11">VDM-11</a></li> <li><a href="/w/index.php?title=WOBE490&action=edit&redlink=1" class="new" title="WOBE490 (page does not exist)">WOBE490</a></li> <li><a href="/w/index.php?title=WOBE491&action=edit&redlink=1" class="new" title="WOBE491 (page does not exist)">WOBE491</a></li> <li><a href="/w/index.php?title=WOBE492&action=edit&redlink=1" class="new" title="WOBE492 (page does not exist)">WOBE492</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Enzyme" title="Enzyme">Enzyme</a><br /><span class="nobold">(<a href="/wiki/Enzyme_modulator" title="Enzyme modulator">modulators</a>)</span></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:4em;;text-align:center;"><a href="/wiki/Fatty_acid_amide_hydrolase" class="mw-redirect" title="Fatty acid amide hydrolase"><abbr title="Fatty acid amide hydrolase">FAAH</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Fatty acid amide hydrolase</span></th><td class="navbox-list-with-group navbox-list navbox-even" style="padding:0"><div style="padding:0 0.25em"> <ul><li><b>Inhibitors:</b> <a href="/wiki/4-Nonylphenylboronic_acid" title="4-Nonylphenylboronic acid">4-Nonylphenylboronic acid</a></li> <li><a href="/wiki/Arachidonyl_trifluoromethyl_ketone" title="Arachidonyl trifluoromethyl ketone">AACOCF<sub>3</sub></a></li> <li><a href="/wiki/AM404" title="AM404">AM-404</a></li> <li><a href="/wiki/Arachidonoyl_serotonin" title="Arachidonoyl serotonin">Arachidonoyl serotonin</a></li> <li><a href="/wiki/BIA_10-2474" title="BIA 10-2474">BIA 10-2474</a></li> <li><a href="/wiki/Biochanin_A" title="Biochanin A">Biochanin A</a></li> <li><a href="/wiki/Genistein" title="Genistein">Genistein</a></li> <li><a href="/wiki/IDFP" title="IDFP">IDFP</a></li> <li><a href="/w/index.php?title=JNJ-1661010&action=edit&redlink=1" class="new" title="JNJ-1661010 (page does not exist)">JNJ-1661010</a></li> <li><a href="/wiki/JNJ-42165279" title="JNJ-42165279">JNJ-42165279</a></li> <li><a href="/wiki/JZL195" title="JZL195">JZL-195</a></li> <li><a href="/wiki/Kaempferol" title="Kaempferol">Kaempferol</a></li> <li><a href="/wiki/LY-2183240" title="LY-2183240">LY-2183240</a></li> <li><a href="/wiki/Methoxy_arachidonyl_fluorophosphonate" title="Methoxy arachidonyl fluorophosphonate">MAFP</a></li> <li><a href="/w/index.php?title=Palmitoylisopropylamide&action=edit&redlink=1" class="new" title="Palmitoylisopropylamide (page does not exist)">Palmitoylisopropylamide</a></li> <li><a href="/wiki/Paracetamol" title="Paracetamol">Paracetamol (acetaminophen)</a></li> <li><a href="/wiki/PF-3845" title="PF-3845">PF-3845</a></li> <li><a href="/w/index.php?title=PF-750&action=edit&redlink=1" class="new" title="PF-750 (page does not exist)">PF-750</a></li> <li><a href="/wiki/Redafamdastat" title="Redafamdastat">Redafamdastat (JZP-150, PF-04457845)</a></li> <li><a href="/w/index.php?title=SA-47&action=edit&redlink=1" class="new" title="SA-47 (page does not exist)">SA-47</a></li> <li><a href="/w/index.php?title=SA-57&action=edit&redlink=1" class="new" title="SA-57 (page does not exist)">SA-57</a></li> <li><a href="/w/index.php?title=TAK_21d&action=edit&redlink=1" class="new" title="TAK 21d (page does not exist)">TAK 21d</a></li> <li><a href="/w/index.php?title=TC-F_2&action=edit&redlink=1" class="new" title="TC-F 2 (page does not exist)">TC-F 2</a></li> <li><a href="/w/index.php?title=UCM710&action=edit&redlink=1" class="new" title="UCM710 (page does not exist)">UCM710</a></li> <li><a href="/wiki/URB597" class="mw-redirect" title="URB597">URB-597</a></li></ul> <ul><li><b>Activators:</b> <a href="/w/index.php?title=PDP-EA&action=edit&redlink=1" class="new" title="PDP-EA (page does not exist)">PDP-EA</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:4em;;text-align:center;"><a href="/wiki/Monoacylglycerol_lipase" title="Monoacylglycerol lipase">MAGL</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em"> <ul><li><b>Inhibitors:</b> <a href="/w/index.php?title=ABX-1431&action=edit&redlink=1" class="new" title="ABX-1431 (page does not exist)">ABX-1431</a></li> <li><a href="/wiki/IDFP" title="IDFP">IDFP</a></li> <li><a href="/w/index.php?title=JJKK_048&action=edit&redlink=1" class="new" title="JJKK 048 (page does not exist)">JJKK 048</a></li> <li><a href="/w/index.php?title=JW_642&action=edit&redlink=1" class="new" title="JW 642 (page does not exist)">JW 642</a></li> <li><a href="/wiki/JZL184" title="JZL184">JZL-184</a></li> <li><a href="/wiki/JZL195" title="JZL195">JZL-195</a></li> <li><a href="/w/index.php?title=JZP-361&action=edit&redlink=1" class="new" title="JZP-361 (page does not exist)">JZP-361</a></li> <li><a href="/w/index.php?title=KML_29&action=edit&redlink=1" class="new" title="KML 29 (page does not exist)">KML 29</a></li> <li><a href="/wiki/Methoxy_arachidonyl_fluorophosphonate" title="Methoxy arachidonyl fluorophosphonate">MAFP</a></li> <li><a href="/w/index.php?title=MJN110&action=edit&redlink=1" class="new" title="MJN110 (page does not exist)">MJN110</a></li> <li><a href="/w/index.php?title=N-Arachidonoylmaleimide&action=edit&redlink=1" class="new" title="N-Arachidonoylmaleimide (page does not exist)">NAM</a></li> <li><a href="/w/index.php?title=Pristimerin&action=edit&redlink=1" class="new" title="Pristimerin (page does not exist)">Pristimerin</a></li> <li><a href="/wiki/URB602" title="URB602">URB-602</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:4em;;text-align:center;"><abbr title="alpha/beta-Hydrolase domain containing 6"><a href="/wiki/ABHD6" title="ABHD6">ABHD6</a></abbr></th><td class="navbox-list-with-group navbox-list navbox-even" style="padding:0"><div style="padding:0 0.25em"> <ul><li><b>Inhibitors:</b> <a href="/w/index.php?title=JZP-169&action=edit&redlink=1" class="new" title="JZP-169 (page does not exist)">JZP-169</a></li> <li><a href="/w/index.php?title=JZP-430&action=edit&redlink=1" class="new" title="JZP-430 (page does not exist)">JZP-430</a></li> <li><a href="/w/index.php?title=KT182&action=edit&redlink=1" class="new" title="KT182 (page does not exist)">KT182</a></li> <li><a href="/w/index.php?title=KT185&action=edit&redlink=1" class="new" title="KT185 (page does not exist)">KT185</a></li> <li><a href="/w/index.php?title=KT195&action=edit&redlink=1" class="new" title="KT195 (page does not exist)">KT195</a></li> <li><a href="/w/index.php?title=KT203&action=edit&redlink=1" class="new" title="KT203 (page does not exist)">KT203</a></li> <li><a href="/w/index.php?title=LEI-106&action=edit&redlink=1" class="new" title="LEI-106 (page does not exist)">LEI-106</a></li> <li><a href="/w/index.php?title=ML294&action=edit&redlink=1" class="new" title="ML294 (page does not exist)">ML294</a></li> <li><a href="/w/index.php?title=ML295&action=edit&redlink=1" class="new" title="ML295 (page does not exist)">ML295</a></li> <li><a href="/w/index.php?title=ML296&action=edit&redlink=1" class="new" title="ML296 (page does not exist)">ML296</a></li> <li><a href="/w/index.php?title=UCM710&action=edit&redlink=1" class="new" title="UCM710 (page does not exist)">UCM710</a></li> <li><a href="/w/index.php?title=WWL-70&action=edit&redlink=1" class="new" title="WWL-70 (page does not exist)">WWL-70</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:4em;;text-align:center;"><abbr title="alpha/beta-Hydrolase domain containing 12"><a href="/wiki/ABHD12" title="ABHD12">ABHD12</a></abbr></th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em"> <ul><li><b>Inhibitors:</b> <a href="/wiki/Betulinic_acid" title="Betulinic acid">Betulinic acid</a></li> <li><a href="/wiki/Maslinic_acid" title="Maslinic acid">Maslinic acid</a></li> <li><a href="/wiki/Methoxy_arachidonyl_fluorophosphonate" title="Methoxy arachidonyl fluorophosphonate">MAFP</a></li> <li><a href="/wiki/Oleanolic_acid" title="Oleanolic acid">Oleanolic acid</a></li> <li><a href="/wiki/Orlistat" title="Orlistat">Orlistat (tetrahydrolipstatin)</a></li> <li><a href="/wiki/Ursolic_acid" title="Ursolic acid">Ursolic acid</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Others</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><b>Precursors:</b> <a href="/wiki/Phosphatidylethanolamine" title="Phosphatidylethanolamine">Phosphatidylethanolamine</a></li> <li><a href="/wiki/N-Acylphosphatidylethanolamine" title="N-Acylphosphatidylethanolamine">NAPE</a></li> <li><a href="/wiki/Diglyceride" title="Diglyceride">Diacylglycerol</a></li></ul> <ul><li><b>Others:</b> <a href="/w/index.php?title=2-Palmitoylglycerol&action=edit&redlink=1" class="new" title="2-Palmitoylglycerol (page does not exist)">2-PG</a> <i>(directly potentiates activity of 2-AG at CB<sub>1</sub> receptor)</i></li> <li><a href="/w/index.php?title=ARN-272&action=edit&redlink=1" class="new" title="ARN-272 (page does not exist)">ARN-272</a> <i>(FAAH-like anandamide transporter inhibitor)</i></li></ul> </div></td></tr><tr><td class="navbox-abovebelow" colspan="2"><div> <dl><dt>See also</dt> <dd><i> <a href="/wiki/Template:Receptor_modulators" title="Template:Receptor modulators">Receptor/signaling modulators</a></i></dd> <dd><i> <a href="/wiki/Template:Cannabinoids" title="Template:Cannabinoids">Cannabinoids</a> (cannabinoids by structure)</i></dd></dl> </div></td></tr></tbody></table></div> <!-- NewPP limit report Parsed by mw‐web.eqiad.main‐d948c7fb8‐7k97h Cached time: 20241207150339 Cache expiry: 2592000 Reduced expiry: false Complications: [vary‐revision‐sha1, show‐toc] CPU time usage: 0.910 seconds Real time usage: 1.302 seconds Preprocessor visited node count: 4743/1000000 Post‐expand include size: 370761/2097152 bytes Template argument size: 3398/2097152 bytes Highest expansion depth: 17/100 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