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id="toc-Oxidation_and_reduction" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Oxidation_and_reduction"> <div class="vector-toc-text"> <span class="vector-toc-numb">3.2</span> <span>Oxidation and reduction</span> </div> </a> <ul id="toc-Oxidation_and_reduction-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Analysis_of_nitrite" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Analysis_of_nitrite"> <div class="vector-toc-text"> <span class="vector-toc-numb">3.3</span> <span>Analysis of nitrite</span> </div> </a> <ul id="toc-Analysis_of_nitrite-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Coordination_complexes" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Coordination_complexes"> <div class="vector-toc-text"> <span class="vector-toc-numb">3.4</span> <span>Coordination complexes</span> </div> </a> <ul id="toc-Coordination_complexes-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Biochemistry" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Biochemistry"> <div class="vector-toc-text"> <span class="vector-toc-numb">4</span> <span>Biochemistry</span> </div> </a> <ul id="toc-Biochemistry-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Uses" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Uses"> <div class="vector-toc-text"> <span class="vector-toc-numb">5</span> <span>Uses</span> </div> </a> <button aria-controls="toc-Uses-sublist" class="cdx-button cdx-button--weight-quiet cdx-button--icon-only vector-toc-toggle"> <span class="vector-icon mw-ui-icon-wikimedia-expand"></span> <span>Toggle Uses subsection</span> </button> <ul id="toc-Uses-sublist" class="vector-toc-list"> <li id="toc-Chemical_precursor" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Chemical_precursor"> <div class="vector-toc-text"> <span class="vector-toc-numb">5.1</span> <span>Chemical precursor</span> </div> </a> <ul id="toc-Chemical_precursor-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Nitrite_in_food_preservation_and_biochemistry" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Nitrite_in_food_preservation_and_biochemistry"> <div class="vector-toc-text"> <span class="vector-toc-numb">5.2</span> <span>Nitrite in food preservation and biochemistry</span> </div> </a> <ul id="toc-Nitrite_in_food_preservation_and_biochemistry-sublist" class="vector-toc-list"> <li id="toc-Curing_of_meat" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Curing_of_meat"> <div class="vector-toc-text"> <span class="vector-toc-numb">5.2.1</span> <span>Curing of meat</span> </div> </a> <ul id="toc-Curing_of_meat-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Antidote_for_cyanide_poisoning" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Antidote_for_cyanide_poisoning"> <div class="vector-toc-text"> <span class="vector-toc-numb">5.3</span> <span>Antidote for cyanide poisoning</span> </div> </a> <ul id="toc-Antidote_for_cyanide_poisoning-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Organic_nitrites" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Organic_nitrites"> <div class="vector-toc-text"> <span class="vector-toc-numb">6</span> <span>Organic nitrites</span> </div> </a> <ul id="toc-Organic_nitrites-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Safety" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Safety"> <div class="vector-toc-text"> <span class="vector-toc-numb">7</span> <span>Safety</span> </div> </a> <ul id="toc-Safety-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" href="#See_also"> <div class="vector-toc-text"> <span class="vector-toc-numb">8</span> <span>See also</span> </div> </a> <ul id="toc-See_also-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-References" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#References"> <div class="vector-toc-text"> <span class="vector-toc-numb">9</span> <span>References</span> </div> </a> <ul id="toc-References-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-External_links" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#External_links"> <div class="vector-toc-text"> <span class="vector-toc-numb">10</span> <span>External links</span> </div> </a> <ul id="toc-External_links-sublist" class="vector-toc-list"> </ul> </li> </ul> </div> </div> </nav> </div> </div> <div class="mw-content-container"> <main id="content" class="mw-body"> <header class="mw-body-header vector-page-titlebar"> <nav aria-label="Contents" class="vector-toc-landmark"> <div id="vector-page-titlebar-toc" class="vector-dropdown vector-page-titlebar-toc vector-button-flush-left" title="Table of Contents" > <input type="checkbox" id="vector-page-titlebar-toc-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-vector-page-titlebar-toc" class="vector-dropdown-checkbox " aria-label="Toggle the table of contents" > <label id="vector-page-titlebar-toc-label" for="vector-page-titlebar-toc-checkbox" class="vector-dropdown-label cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--icon-only " aria-hidden="true" ><span class="vector-icon mw-ui-icon-listBullet mw-ui-icon-wikimedia-listBullet"></span> <span class="vector-dropdown-label-text">Toggle the table of contents</span> </label> <div class="vector-dropdown-content"> <div id="vector-page-titlebar-toc-unpinned-container" class="vector-unpinned-container"> </div> </div> </div> </nav> <h1 id="firstHeading" class="firstHeading mw-first-heading"><span class="mw-page-title-main">Nitrite</span></h1> <div id="p-lang-btn" class="vector-dropdown mw-portlet mw-portlet-lang" > <input type="checkbox" id="p-lang-btn-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-p-lang-btn" class="vector-dropdown-checkbox mw-interlanguage-selector" aria-label="Go to an article in another language. Available in 52 languages" > <label id="p-lang-btn-label" for="p-lang-btn-checkbox" class="vector-dropdown-label cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--action-progressive mw-portlet-lang-heading-52" aria-hidden="true" ><span class="vector-icon mw-ui-icon-language-progressive mw-ui-icon-wikimedia-language-progressive"></span> <span class="vector-dropdown-label-text">52 languages</span> </label> <div class="vector-dropdown-content"> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li class="interlanguage-link interwiki-af mw-list-item"><a href="https://af.wikipedia.org/wiki/Nitriet" title="Nitriet – Afrikaans" lang="af" hreflang="af" data-title="Nitriet" data-language-autonym="Afrikaans" data-language-local-name="Afrikaans" class="interlanguage-link-target"><span>Afrikaans</span></a></li><li class="interlanguage-link interwiki-ar mw-list-item"><a href="https://ar.wikipedia.org/wiki/%D9%86%D8%AA%D8%B1%D9%8A%D8%AA" title="نتريت – Arabic" lang="ar" hreflang="ar" data-title="نتريت" data-language-autonym="العربية" data-language-local-name="Arabic" class="interlanguage-link-target"><span>العربية</span></a></li><li class="interlanguage-link interwiki-az mw-list-item"><a href="https://az.wikipedia.org/wiki/Nitritl%C9%99r" title="Nitritlər – Azerbaijani" lang="az" hreflang="az" data-title="Nitritlər" data-language-autonym="Azərbaycanca" data-language-local-name="Azerbaijani" class="interlanguage-link-target"><span>Azərbaycanca</span></a></li><li class="interlanguage-link interwiki-azb mw-list-item"><a href="https://azb.wikipedia.org/wiki/%D9%86%DB%8C%D8%AA%D8%B1%DB%8C%D8%AA" title="نیتریت – South Azerbaijani" lang="azb" hreflang="azb" data-title="نیتریت" data-language-autonym="تۆرکجه" data-language-local-name="South Azerbaijani" class="interlanguage-link-target"><span>تۆرکجه</span></a></li><li class="interlanguage-link interwiki-zh-min-nan mw-list-item"><a href="https://zh-min-nan.wikipedia.org/wiki/Nitrite" title="Nitrite – Minnan" lang="nan" hreflang="nan" data-title="Nitrite" data-language-autonym="閩南語 / Bân-lâm-gú" data-language-local-name="Minnan" class="interlanguage-link-target"><span>閩南語 / Bân-lâm-gú</span></a></li><li class="interlanguage-link interwiki-be mw-list-item"><a href="https://be.wikipedia.org/wiki/%D0%9D%D1%96%D1%82%D1%80%D1%8B%D1%82" title="Нітрыт – Belarusian" lang="be" hreflang="be" data-title="Нітрыт" data-language-autonym="Беларуская" data-language-local-name="Belarusian" class="interlanguage-link-target"><span>Беларуская</span></a></li><li class="interlanguage-link interwiki-bg mw-list-item"><a href="https://bg.wikipedia.org/wiki/%D0%9D%D0%B8%D1%82%D1%80%D0%B8%D1%82" title="Нитрит – Bulgarian" lang="bg" hreflang="bg" data-title="Нитрит" data-language-autonym="Български" data-language-local-name="Bulgarian" class="interlanguage-link-target"><span>Български</span></a></li><li class="interlanguage-link interwiki-ca mw-list-item"><a href="https://ca.wikipedia.org/wiki/Nitrit" title="Nitrit – Catalan" lang="ca" hreflang="ca" data-title="Nitrit" data-language-autonym="Català" data-language-local-name="Catalan" class="interlanguage-link-target"><span>Català</span></a></li><li class="interlanguage-link interwiki-cv mw-list-item"><a href="https://cv.wikipedia.org/wiki/%D0%9D%D0%B8%D1%82%D1%80%D0%B8%D1%82" title="Нитрит – Chuvash" lang="cv" hreflang="cv" data-title="Нитрит" data-language-autonym="Чӑвашла" data-language-local-name="Chuvash" class="interlanguage-link-target"><span>Чӑвашла</span></a></li><li class="interlanguage-link interwiki-cs mw-list-item"><a href="https://cs.wikipedia.org/wiki/Dusitany" title="Dusitany – Czech" lang="cs" hreflang="cs" data-title="Dusitany" data-language-autonym="Čeština" data-language-local-name="Czech" class="interlanguage-link-target"><span>Čeština</span></a></li><li class="interlanguage-link interwiki-da mw-list-item"><a href="https://da.wikipedia.org/wiki/Nitrit" title="Nitrit – Danish" lang="da" hreflang="da" data-title="Nitrit" data-language-autonym="Dansk" data-language-local-name="Danish" class="interlanguage-link-target"><span>Dansk</span></a></li><li class="interlanguage-link interwiki-de mw-list-item"><a href="https://de.wikipedia.org/wiki/Nitrite" title="Nitrite – German" lang="de" hreflang="de" data-title="Nitrite" data-language-autonym="Deutsch" data-language-local-name="German" class="interlanguage-link-target"><span>Deutsch</span></a></li><li class="interlanguage-link interwiki-et mw-list-item"><a href="https://et.wikipedia.org/wiki/Nitritid" title="Nitritid – Estonian" lang="et" hreflang="et" data-title="Nitritid" data-language-autonym="Eesti" data-language-local-name="Estonian" class="interlanguage-link-target"><span>Eesti</span></a></li><li class="interlanguage-link interwiki-el mw-list-item"><a href="https://el.wikipedia.org/wiki/%CE%9D%CE%B9%CF%84%CF%81%CF%8E%CE%B4%CE%B5%CF%82_%CE%B9%CF%8C%CE%BD" title="Νιτρώδες ιόν – Greek" lang="el" hreflang="el" data-title="Νιτρώδες ιόν" data-language-autonym="Ελληνικά" data-language-local-name="Greek" class="interlanguage-link-target"><span>Ελληνικά</span></a></li><li class="interlanguage-link interwiki-es mw-list-item"><a href="https://es.wikipedia.org/wiki/Nitrito" title="Nitrito – Spanish" lang="es" hreflang="es" data-title="Nitrito" data-language-autonym="Español" data-language-local-name="Spanish" class="interlanguage-link-target"><span>Español</span></a></li><li class="interlanguage-link interwiki-eu mw-list-item"><a href="https://eu.wikipedia.org/wiki/Nitrito" title="Nitrito – Basque" lang="eu" hreflang="eu" data-title="Nitrito" data-language-autonym="Euskara" data-language-local-name="Basque" class="interlanguage-link-target"><span>Euskara</span></a></li><li class="interlanguage-link interwiki-fa mw-list-item"><a href="https://fa.wikipedia.org/wiki/%D9%86%DB%8C%D8%AA%D8%B1%DB%8C%D8%AA" title="نیتریت – Persian" lang="fa" hreflang="fa" data-title="نیتریت" data-language-autonym="فارسی" data-language-local-name="Persian" class="interlanguage-link-target"><span>فارسی</span></a></li><li class="interlanguage-link interwiki-fr mw-list-item"><a href="https://fr.wikipedia.org/wiki/Nitrite" title="Nitrite – French" lang="fr" hreflang="fr" data-title="Nitrite" data-language-autonym="Français" data-language-local-name="French" class="interlanguage-link-target"><span>Français</span></a></li><li class="interlanguage-link interwiki-ga mw-list-item"><a href="https://ga.wikipedia.org/wiki/N%C3%ADtr%C3%ADt" title="Nítrít – Irish" lang="ga" hreflang="ga" data-title="Nítrít" data-language-autonym="Gaeilge" data-language-local-name="Irish" class="interlanguage-link-target"><span>Gaeilge</span></a></li><li class="interlanguage-link interwiki-gl mw-list-item"><a href="https://gl.wikipedia.org/wiki/Nitrito" title="Nitrito – Galician" lang="gl" hreflang="gl" data-title="Nitrito" data-language-autonym="Galego" data-language-local-name="Galician" class="interlanguage-link-target"><span>Galego</span></a></li><li class="interlanguage-link interwiki-ko mw-list-item"><a href="https://ko.wikipedia.org/wiki/%EC%95%84%EC%A7%88%EC%82%B0%EC%97%BC" title="아질산염 – Korean" lang="ko" hreflang="ko" data-title="아질산염" data-language-autonym="한국어" data-language-local-name="Korean" class="interlanguage-link-target"><span>한국어</span></a></li><li class="interlanguage-link interwiki-hy mw-list-item"><a href="https://hy.wikipedia.org/wiki/%D5%86%D5%AB%D5%BF%D6%80%D5%AB%D5%BF%D5%B6%D5%A5%D6%80" title="Նիտրիտներ – Armenian" lang="hy" hreflang="hy" data-title="Նիտրիտներ" data-language-autonym="Հայերեն" data-language-local-name="Armenian" class="interlanguage-link-target"><span>Հայերեն</span></a></li><li class="interlanguage-link interwiki-hr mw-list-item"><a href="https://hr.wikipedia.org/wiki/Nitriti" title="Nitriti – Croatian" lang="hr" hreflang="hr" data-title="Nitriti" data-language-autonym="Hrvatski" data-language-local-name="Croatian" class="interlanguage-link-target"><span>Hrvatski</span></a></li><li class="interlanguage-link interwiki-id mw-list-item"><a href="https://id.wikipedia.org/wiki/Nitrit" title="Nitrit – Indonesian" lang="id" hreflang="id" data-title="Nitrit" data-language-autonym="Bahasa Indonesia" data-language-local-name="Indonesian" class="interlanguage-link-target"><span>Bahasa Indonesia</span></a></li><li class="interlanguage-link interwiki-it mw-list-item"><a href="https://it.wikipedia.org/wiki/Nitrito" title="Nitrito – Italian" lang="it" hreflang="it" data-title="Nitrito" data-language-autonym="Italiano" data-language-local-name="Italian" class="interlanguage-link-target"><span>Italiano</span></a></li><li class="interlanguage-link interwiki-he mw-list-item"><a href="https://he.wikipedia.org/wiki/%D7%A0%D7%99%D7%98%D7%A8%D7%99%D7%98" title="ניטריט – Hebrew" lang="he" hreflang="he" data-title="ניטריט" data-language-autonym="עברית" data-language-local-name="Hebrew" class="interlanguage-link-target"><span>עברית</span></a></li><li class="interlanguage-link interwiki-ka mw-list-item"><a href="https://ka.wikipedia.org/wiki/%E1%83%9C%E1%83%98%E1%83%A2%E1%83%A0%E1%83%98%E1%83%A2%E1%83%98" title="ნიტრიტი – Georgian" lang="ka" hreflang="ka" data-title="ნიტრიტი" data-language-autonym="ქართული" data-language-local-name="Georgian" class="interlanguage-link-target"><span>ქართული</span></a></li><li class="interlanguage-link interwiki-kk mw-list-item"><a href="https://kk.wikipedia.org/wiki/%D0%9D%D0%B8%D1%82%D1%80%D0%B8%D1%82%D1%82%D0%B5%D1%80" title="Нитриттер – Kazakh" lang="kk" hreflang="kk" data-title="Нитриттер" data-language-autonym="Қазақша" data-language-local-name="Kazakh" class="interlanguage-link-target"><span>Қазақша</span></a></li><li class="interlanguage-link interwiki-ky mw-list-item"><a href="https://ky.wikipedia.org/wiki/%D0%9D%D0%B8%D1%82%D1%80%D0%B8%D1%82%D1%82%D0%B5%D1%80" title="Нитриттер – Kyrgyz" lang="ky" hreflang="ky" data-title="Нитриттер" data-language-autonym="Кыргызча" data-language-local-name="Kyrgyz" class="interlanguage-link-target"><span>Кыргызча</span></a></li><li class="interlanguage-link interwiki-hu mw-list-item"><a href="https://hu.wikipedia.org/wiki/Nitrit" title="Nitrit – Hungarian" lang="hu" hreflang="hu" data-title="Nitrit" data-language-autonym="Magyar" data-language-local-name="Hungarian" class="interlanguage-link-target"><span>Magyar</span></a></li><li class="interlanguage-link interwiki-ms mw-list-item"><a href="https://ms.wikipedia.org/wiki/Nitrit" title="Nitrit – Malay" lang="ms" hreflang="ms" data-title="Nitrit" data-language-autonym="Bahasa Melayu" data-language-local-name="Malay" class="interlanguage-link-target"><span>Bahasa Melayu</span></a></li><li class="interlanguage-link interwiki-nl mw-list-item"><a href="https://nl.wikipedia.org/wiki/Nitriet" title="Nitriet – Dutch" lang="nl" hreflang="nl" data-title="Nitriet" data-language-autonym="Nederlands" data-language-local-name="Dutch" class="interlanguage-link-target"><span>Nederlands</span></a></li><li class="interlanguage-link interwiki-ja mw-list-item"><a href="https://ja.wikipedia.org/wiki/%E4%BA%9C%E7%A1%9D%E9%85%B8%E5%A1%A9" title="亜硝酸塩 – Japanese" lang="ja" hreflang="ja" data-title="亜硝酸塩" data-language-autonym="日本語" data-language-local-name="Japanese" class="interlanguage-link-target"><span>日本語</span></a></li><li class="interlanguage-link interwiki-no mw-list-item"><a href="https://no.wikipedia.org/wiki/Nitritt" title="Nitritt – Norwegian Bokmål" lang="nb" hreflang="nb" data-title="Nitritt" data-language-autonym="Norsk bokmål" data-language-local-name="Norwegian Bokmål" class="interlanguage-link-target"><span>Norsk bokmål</span></a></li><li class="interlanguage-link interwiki-nn mw-list-item"><a href="https://nn.wikipedia.org/wiki/Nitritt" title="Nitritt – Norwegian Nynorsk" lang="nn" hreflang="nn" data-title="Nitritt" data-language-autonym="Norsk nynorsk" data-language-local-name="Norwegian Nynorsk" class="interlanguage-link-target"><span>Norsk nynorsk</span></a></li><li class="interlanguage-link interwiki-oc mw-list-item"><a href="https://oc.wikipedia.org/wiki/Nitrit" title="Nitrit – Occitan" lang="oc" hreflang="oc" data-title="Nitrit" data-language-autonym="Occitan" data-language-local-name="Occitan" class="interlanguage-link-target"><span>Occitan</span></a></li><li class="interlanguage-link interwiki-pl mw-list-item"><a href="https://pl.wikipedia.org/wiki/Azotyny" title="Azotyny – Polish" lang="pl" hreflang="pl" data-title="Azotyny" data-language-autonym="Polski" data-language-local-name="Polish" class="interlanguage-link-target"><span>Polski</span></a></li><li class="interlanguage-link interwiki-pt mw-list-item"><a href="https://pt.wikipedia.org/wiki/Nitrito" title="Nitrito – Portuguese" lang="pt" hreflang="pt" data-title="Nitrito" data-language-autonym="Português" data-language-local-name="Portuguese" class="interlanguage-link-target"><span>Português</span></a></li><li class="interlanguage-link interwiki-ro mw-list-item"><a href="https://ro.wikipedia.org/wiki/Azotit" title="Azotit – Romanian" lang="ro" hreflang="ro" data-title="Azotit" data-language-autonym="Română" data-language-local-name="Romanian" class="interlanguage-link-target"><span>Română</span></a></li><li class="interlanguage-link interwiki-ru mw-list-item"><a href="https://ru.wikipedia.org/wiki/%D0%9D%D0%B8%D1%82%D1%80%D0%B8%D1%82%D1%8B" title="Нитриты – Russian" lang="ru" hreflang="ru" data-title="Нитриты" data-language-autonym="Русский" data-language-local-name="Russian" class="interlanguage-link-target"><span>Русский</span></a></li><li class="interlanguage-link interwiki-simple mw-list-item"><a href="https://simple.wikipedia.org/wiki/Nitrite" title="Nitrite – Simple English" lang="en-simple" hreflang="en-simple" data-title="Nitrite" data-language-autonym="Simple English" data-language-local-name="Simple English" class="interlanguage-link-target"><span>Simple English</span></a></li><li class="interlanguage-link interwiki-sl mw-list-item"><a href="https://sl.wikipedia.org/wiki/Nitrit" title="Nitrit – Slovenian" lang="sl" hreflang="sl" data-title="Nitrit" data-language-autonym="Slovenščina" data-language-local-name="Slovenian" class="interlanguage-link-target"><span>Slovenščina</span></a></li><li class="interlanguage-link interwiki-sr mw-list-item"><a href="https://sr.wikipedia.org/wiki/%D0%9D%D0%B8%D1%82%D1%80%D0%B8%D1%82" title="Нитрит – Serbian" lang="sr" hreflang="sr" data-title="Нитрит" data-language-autonym="Српски / srpski" data-language-local-name="Serbian" class="interlanguage-link-target"><span>Српски / srpski</span></a></li><li class="interlanguage-link interwiki-sh mw-list-item"><a href="https://sh.wikipedia.org/wiki/Nitrit" title="Nitrit – Serbo-Croatian" lang="sh" hreflang="sh" data-title="Nitrit" data-language-autonym="Srpskohrvatski / српскохрватски" data-language-local-name="Serbo-Croatian" class="interlanguage-link-target"><span>Srpskohrvatski / српскохрватски</span></a></li><li class="interlanguage-link interwiki-fi mw-list-item"><a href="https://fi.wikipedia.org/wiki/Nitriitti" title="Nitriitti – Finnish" lang="fi" hreflang="fi" data-title="Nitriitti" data-language-autonym="Suomi" data-language-local-name="Finnish" class="interlanguage-link-target"><span>Suomi</span></a></li><li class="interlanguage-link interwiki-sv mw-list-item"><a href="https://sv.wikipedia.org/wiki/Nitrit" title="Nitrit – Swedish" lang="sv" hreflang="sv" data-title="Nitrit" data-language-autonym="Svenska" data-language-local-name="Swedish" class="interlanguage-link-target"><span>Svenska</span></a></li><li class="interlanguage-link interwiki-ta mw-list-item"><a href="https://ta.wikipedia.org/wiki/%E0%AE%A8%E0%AF%88%E0%AE%A4%E0%AF%8D%E0%AE%A4%E0%AE%BF%E0%AE%B0%E0%AF%88%E0%AE%B1%E0%AF%8D%E0%AE%B1%E0%AF%81" title="நைத்திரைற்று – Tamil" lang="ta" hreflang="ta" data-title="நைத்திரைற்று" data-language-autonym="தமிழ்" data-language-local-name="Tamil" class="interlanguage-link-target"><span>தமிழ்</span></a></li><li class="interlanguage-link interwiki-th mw-list-item"><a href="https://th.wikipedia.org/wiki/%E0%B9%84%E0%B8%99%E0%B9%84%E0%B8%95%E0%B8%A3%E0%B8%95%E0%B9%8C" title="ไนไตรต์ – Thai" lang="th" hreflang="th" data-title="ไนไตรต์" data-language-autonym="ไทย" data-language-local-name="Thai" class="interlanguage-link-target"><span>ไทย</span></a></li><li class="interlanguage-link interwiki-tr mw-list-item"><a href="https://tr.wikipedia.org/wiki/Nitrit" title="Nitrit – Turkish" lang="tr" hreflang="tr" data-title="Nitrit" data-language-autonym="Türkçe" data-language-local-name="Turkish" class="interlanguage-link-target"><span>Türkçe</span></a></li><li class="interlanguage-link interwiki-uk mw-list-item"><a href="https://uk.wikipedia.org/wiki/%D0%9D%D1%96%D1%82%D1%80%D0%B8%D1%82%D0%B8" title="Нітрити – Ukrainian" lang="uk" hreflang="uk" data-title="Нітрити" data-language-autonym="Українська" data-language-local-name="Ukrainian" class="interlanguage-link-target"><span>Українська</span></a></li><li class="interlanguage-link interwiki-wuu mw-list-item"><a href="https://wuu.wikipedia.org/wiki/%E4%BA%9A%E7%A1%9D%E9%85%B8%E7%9B%90" title="亚硝酸盐 – Wu" lang="wuu" hreflang="wuu" data-title="亚硝酸盐" data-language-autonym="吴语" data-language-local-name="Wu" class="interlanguage-link-target"><span>吴语</span></a></li><li class="interlanguage-link interwiki-zh mw-list-item"><a href="https://zh.wikipedia.org/wiki/%E4%BA%9A%E7%A1%9D%E9%85%B8%E7%9B%90" title="亚硝酸盐 – Chinese" lang="zh" hreflang="zh" data-title="亚硝酸盐" data-language-autonym="中文" data-language-local-name="Chinese" 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searchaux" style="display:none">Portmanteau name for nitrite derivatives</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">Not to be confused with <a href="/wiki/Nitride" title="Nitride">nitride</a>, <a href="/wiki/Nitrate" title="Nitrate">nitrate</a>, or <a href="/wiki/Nitrogen_dioxide" title="Nitrogen dioxide">nitrogen dioxide</a>.</div> <p> <style data-mw-deduplicate="TemplateStyles:r1268415487">.mw-parser-output .ib-chembox{border-collapse:collapse;text-align:left}.mw-parser-output .ib-chembox td,.mw-parser-output .ib-chembox th{border:1px solid #a2a9b1;width:40%}.mw-parser-output .ib-chembox td+td{width:60%}@media screen{html.skin-theme-clientpref-night .mw-parser-output .ib-chembox figure:not(.skin-invert-image):not(.skin-invert):not(.bg-transparent){background:var(--background-color-inverted,#f8f9fa)}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .ib-chembox figure:not(.skin-invert-image):not(.skin-invert):not(.bg-transparent){background:var(--background-color-inverted,#f8f9fa)}}</style> </p> <table class="infobox ib-chembox"> <caption>Nitrite </caption> <tbody><tr> <td colspan="2" class="borderless" style="text-align:center"> <table border="0" style="width:100%;display:inline-table;"> <tbody><tr> <td style="border-right:1px solid #aaa; width:50%;"><figure class="mw-halign-center skin-invert" typeof="mw:File"><a href="/wiki/File:Nitrit-Ion2.svg" class="mw-file-description"><img alt="A nitrogen atom is bonded to two oxygen atoms, with bond strength 1.5, in a bent geometry; the collective ion bears a single negative charge" src="//upload.wikimedia.org/wikipedia/commons/thumb/e/ec/Nitrit-Ion2.svg/110px-Nitrit-Ion2.svg.png" decoding="async" width="110" height="51" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/e/ec/Nitrit-Ion2.svg/165px-Nitrit-Ion2.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/e/ec/Nitrit-Ion2.svg/220px-Nitrit-Ion2.svg.png 2x" data-file-width="125" data-file-height="58" /></a><figcaption></figcaption></figure> </td> <td style="width:50%;"><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Nitrite-3D-vdW.png" class="mw-file-description"><img alt="Space-filling model of the nitrite ion" src="//upload.wikimedia.org/wikipedia/commons/thumb/a/a6/Nitrite-3D-vdW.png/110px-Nitrite-3D-vdW.png" decoding="async" width="110" height="87" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/a6/Nitrite-3D-vdW.png/165px-Nitrite-3D-vdW.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/a6/Nitrite-3D-vdW.png/220px-Nitrite-3D-vdW.png 2x" data-file-width="1100" data-file-height="866" /></a><figcaption></figcaption></figure> </td></tr></tbody></table> </td></tr> <tr> <th colspan="2" style="background: #f8eaba;color:inherit; text-align: center;">Names </th></tr> <tr> <td colspan="2" style="text-align:left;"><a href="/wiki/Chemical_nomenclature" title="Chemical nomenclature">IUPAC name</a> <div style="max-width:22em; word-wrap:break-word; padding-left:1.7em;">Nitrite</div> </td></tr> <tr> <td colspan="2" style="text-align:left;"><a href="/wiki/Chemical_nomenclature#Systematic_name" title="Chemical nomenclature">Systematic IUPAC name</a> <div style="max-width:22em; word-wrap:break-word; padding-left:1.7em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0; max-width:22em;">dioxidonitrate(1−)</div></div> </td></tr> <tr> <td colspan="2" style="text-align:left;">Other names <div style="max-width:22em; word-wrap:break-word; padding-left:1.7em;">nitrite</div> </td></tr> <tr> <th colspan="2" style="background: #f8eaba;color:inherit; text-align: center;">Identifiers </th></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/CAS_Registry_Number" title="CAS Registry Number">CAS Number</a></div> </td> <td><style data-mw-deduplicate="TemplateStyles:r1126788409">.mw-parser-output .plainlist ol,.mw-parser-output .plainlist ul{line-height:inherit;list-style:none;margin:0;padding:0}.mw-parser-output .plainlist ol li,.mw-parser-output .plainlist ul li{margin-bottom:0}</style><div class="plainlist"><ul><li><span title="commonchemistry.cas.org"><a rel="nofollow" class="external text" href="https://commonchemistry.cas.org/detail?cas_rn=14797-65-0">14797-65-0</a></span><sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;">3D model (<a href="/wiki/JSmol" class="mw-redirect" title="JSmol">JSmol</a>)</div> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409" /><div class="plainlist"><ul><li><span title="chemapps.stolaf.edu (3D interactive model)"><a rel="nofollow" class="external text" href="https://chemapps.stolaf.edu/jmol/jmol.php?model=N%28%3DO%29%5BO-%5D">Interactive image</a></span></li></ul></div> </td></tr> <tr> <td><a href="/wiki/ChEBI" title="ChEBI">ChEBI</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409" /><div class="plainlist"><ul><li><span title="www.ebi.ac.uk"><a rel="nofollow" class="external text" href="https://www.ebi.ac.uk/chebi/searchId.do?chebiId=16301">CHEBI:16301</a></span></li></ul></div> </td></tr> <tr> <td><a href="/wiki/ChemSpider" title="ChemSpider">ChemSpider</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409" /><div class="plainlist"><ul><li><span title="www.chemspider.com"><a rel="nofollow" class="external text" href="https://www.chemspider.com/Chemical-Structure.921.html">921</a></span></li></ul></div> </td></tr> <tr> <td><a href="/wiki/European_Community_number" title="European Community number"><span title="European Community number (chemical identifier)">EC Number</span></a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409" /><div class="plainlist"><ul><li>233-272-6</li></ul></div> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/PubChem" title="PubChem">PubChem</a> <abbr title="Compound ID">CID</abbr></div> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409" /><div class="plainlist"><ul><li><span title="pubchem.ncbi.nlm.nih.gov"><a rel="nofollow" class="external text" href="https://pubchem.ncbi.nlm.nih.gov/compound/946">946</a></span></li></ul></div> </td></tr> <tr> <td><a href="/wiki/Unique_Ingredient_Identifier" title="Unique Ingredient Identifier">UNII</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409" /><div class="plainlist"><ul><li><span title="precision.fda.gov"><a rel="nofollow" class="external text" href="https://precision.fda.gov/uniisearch/srs/unii/J39976L608">J39976L608</a></span><sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div> </td></tr> <tr> <td colspan="2"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold; text-align:left; font-weight:normal;"><div><a href="/wiki/International_Chemical_Identifier" title="International Chemical Identifier">InChI</a></div></div> <ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all;"><li style="line-height: inherit; margin: 0"><div style="border-top:1px solid #ccc; padding:0.2em 0 0.2em 1.5em; text-align:left;"><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">InChI=1S/HNO2/c2-1-3/h(H,2,3)/p-1</div><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">Key: IOVCWXUNBOPUCH-UHFFFAOYSA-M</div></div></li><li style="line-height: inherit; margin: 0"><div style="border-top:1px solid #ccc; padding:0.2em 0 0.2em 1.5em; text-align:left;"><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">InChI=1/HNO2/c2-1-3/h(H,2,3)/p-1</div><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">Key: IOVCWXUNBOPUCH-REWHXWOFAR</div></div></li></ul> </div> </td></tr> <tr> <td colspan="2"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold; text-align:left; font-weight:normal;"><div><a href="/wiki/Simplified_molecular-input_line-entry_system" class="mw-redirect" title="Simplified molecular-input line-entry system">SMILES</a></div></div> <ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all;"><li style="line-height: inherit; margin: 0"><div style="border-top:1px solid #ccc; padding:0.2em 0 0.2em 1.6em; word-wrap:break-word; text-indent:-1.5em; text-align:left; font-size:97%; line-height:120%;">N(=O)[O-]</div></li></ul> </div> </td></tr> <tr> <th colspan="2" style="background: #f8eaba;color:inherit; text-align: center;">Properties </th></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Chemical_formula" title="Chemical formula">Chemical formula</a></div> </td> <td><span class="chemf nowrap">NO<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">−</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">2</sub></span></span></span>  </td></tr> <tr> <td><a href="/wiki/Molar_mass" title="Molar mass">Molar mass</a> </td> <td><span class="nowrap"><span data-sort-value="7001460050000000000♠"></span>46.005</span> g·mol<sup>−1</sup>   </td></tr> <tr> <td><a href="/wiki/Conjugate_acid" class="mw-redirect" title="Conjugate acid">Conjugate acid</a> </td> <td><a href="/wiki/Nitrous_acid" title="Nitrous acid">Nitrous acid</a> </td></tr> <tr> <td colspan="2" style="text-align:left; background:#f8eaba; color:inherit; border:1px solid #a2a9b1;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;">Except where otherwise noted, data are given for materials in their <a href="/wiki/Standard_state" title="Standard state">standard state</a> (at 25 °C [77 °F], 100 kPa).</div> <div style="margin-top: 0.3em;"></div> <div style="margin-top: 0.3em; text-align: center;"><a href="/wiki/Wikipedia:Chemical_infobox#References" title="Wikipedia:Chemical infobox">Infobox references</a></div> </td></tr> </tbody></table><div class="shortdescription nomobile noexcerpt noprint searchaux" style="display:none">Chemical compound</div> <p>The <b>nitrite</b> <a href="/wiki/Polyatomic_ion" title="Polyatomic ion">ion</a> has the <a href="/wiki/Chemical_formula" title="Chemical formula">chemical formula</a> <span class="chemf nowrap">NO<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">−</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">2</sub></span></span></span>. Nitrite (mostly <a href="/wiki/Sodium_nitrite" title="Sodium nitrite">sodium nitrite</a>) is widely used throughout chemical and pharmaceutical industries.<sup id="cite_ref-Ullmann_1-0" class="reference"><a href="#cite_note-Ullmann-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> The nitrite anion is a pervasive intermediate in the <a href="/wiki/Nitrogen_cycle" title="Nitrogen cycle">nitrogen cycle</a> in nature. The name nitrite also refers to organic compounds having the –ONO group, which are esters of <a href="/wiki/Nitrous_acid" title="Nitrous acid">nitrous acid</a>. </p> <meta property="mw:PageProp/toc" /> <div class="mw-heading mw-heading2"><h2 id="Production">Production</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitrite&action=edit&section=1" title="Edit section: Production"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p><a href="/wiki/Sodium_nitrite" title="Sodium nitrite">Sodium nitrite</a> is made industrially by passing a mixture of nitrogen oxides into aqueous <a href="/wiki/Sodium_hydroxide" title="Sodium hydroxide">sodium hydroxide</a> or <a href="/wiki/Sodium_carbonate" title="Sodium carbonate">sodium carbonate</a> solution:<sup id="cite_ref-p461_2-0" class="reference"><a href="#cite_note-p461-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Ullmann_1-1" class="reference"><a href="#cite_note-Ullmann-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> </p> <dl><dd><style data-mw-deduplicate="TemplateStyles:r1123817410">.mw-parser-output .template-chem2-su{display:inline-block;font-size:80%;line-height:1;vertical-align:-0.35em}.mw-parser-output .template-chem2-su>span{display:block;text-align:left}.mw-parser-output sub.template-chem2-sub{font-size:80%;vertical-align:-0.35em}.mw-parser-output sup.template-chem2-sup{font-size:80%;vertical-align:0.65em}</style><span class="chemf nowrap">NO + NO<sub class="template-chem2-sub">2</sub> + 2 NaOH → 2 NaNO<sub class="template-chem2-sub">2</sub> + H<sub class="template-chem2-sub">2</sub>O</span></dd> <dd><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">NO + NO<sub class="template-chem2-sub">2</sub> + Na<sub class="template-chem2-sub">2</sub>CO<sub class="template-chem2-sub">3</sub> → 2 NaNO<sub class="template-chem2-sub">2</sub> + CO<sub class="template-chem2-sub">2</sub></span></dd></dl> <p>The product is purified by recrystallization. Alkali metal nitrites are thermally stable up to and beyond their melting point (441 °C for KNO<sub>2</sub>). <a href="/wiki/Ammonium_nitrite" title="Ammonium nitrite">Ammonium nitrite</a> can be made from <a href="/wiki/Dinitrogen_trioxide" title="Dinitrogen trioxide">dinitrogen trioxide</a>, N<sub>2</sub>O<sub>3</sub>, which is formally the <a href="/wiki/Anhydride" class="mw-redirect" title="Anhydride">anhydride</a> of nitrous acid: </p> <dl><dd>2 NH<sub>3</sub> + H<sub>2</sub>O + N<sub>2</sub>O<sub>3</sub> → 2 NH<sub>4</sub>NO<sub>2</sub></dd></dl> <div class="mw-heading mw-heading2"><h2 id="Structure">Structure</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitrite&action=edit&section=2" title="Edit section: Structure"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <figure class="skin-invert-image" typeof="mw:File/Thumb"><a href="/wiki/File:Nitrite-ion-canonical-structures.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/f/f7/Nitrite-ion-canonical-structures.svg/200px-Nitrite-ion-canonical-structures.svg.png" decoding="async" width="200" height="46" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/f/f7/Nitrite-ion-canonical-structures.svg/300px-Nitrite-ion-canonical-structures.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/f/f7/Nitrite-ion-canonical-structures.svg/400px-Nitrite-ion-canonical-structures.svg.png 2x" data-file-width="460" data-file-height="105" /></a><figcaption>The two <a href="/wiki/Resonance_(chemistry)#Resonance_as_a_diagrammatic_tool" title="Resonance (chemistry)">canonical structures</a> of <span class="chemf nowrap">NO<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">−</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">2</sub></span></span></span>, which contribute to the resonance hybrid for the nitrite ion</figcaption></figure> <figure class="skin-invert-image" typeof="mw:File/Thumb"><a href="/wiki/File:Trans-nitrous-acid-2D-dimensions.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/0/02/Trans-nitrous-acid-2D-dimensions.png/200px-Trans-nitrous-acid-2D-dimensions.png" decoding="async" width="200" height="85" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/0/02/Trans-nitrous-acid-2D-dimensions.png/300px-Trans-nitrous-acid-2D-dimensions.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/0/02/Trans-nitrous-acid-2D-dimensions.png/400px-Trans-nitrous-acid-2D-dimensions.png 2x" data-file-width="1100" data-file-height="467" /></a><figcaption>Dimensions of <i>trans</i>-HONO (from the <a href="/wiki/Rotational_spectroscopy" title="Rotational spectroscopy">microwave spectrum</a>)</figcaption></figure> <p>The nitrite ion has a symmetrical structure (C<sub>2v</sub> <a href="/wiki/Molecular_point_group" class="mw-redirect" title="Molecular point group">symmetry</a>), with both N–O bonds having equal length and a bond angle of about 115°. In <a href="/wiki/Valence_bond_theory" title="Valence bond theory">valence bond theory</a>, it is described as a <a href="/wiki/Resonance_hybrid" class="mw-redirect" title="Resonance hybrid">resonance hybrid</a> with equal contributions from two canonical forms that are mirror images of each other. In <a href="/wiki/Molecular_orbital_theory" title="Molecular orbital theory">molecular orbital theory</a>, there is a <a href="/wiki/Sigma_bond" title="Sigma bond">sigma bond</a> between each oxygen atom and the nitrogen atom, and a delocalized <a href="/wiki/Pi_bond" title="Pi bond">pi bond</a> made from the <a href="/wiki/P_orbitals" class="mw-redirect" title="P orbitals">p orbitals</a> on nitrogen and oxygen atoms which is perpendicular to the plane of the molecule. The negative charge of the ion is equally distributed on the two oxygen atoms. Both nitrogen and oxygen atoms carry a <a href="/wiki/Lone_pair" title="Lone pair">lone pair</a> of electrons. Therefore, the nitrite ion is a <a href="/wiki/Lewis_base" class="mw-redirect" title="Lewis base">Lewis base</a>. </p><p>In the gas phase it exists predominantly as a <i>trans</i>-planar molecule. </p> <div class="mw-heading mw-heading2"><h2 id="Reactions">Reactions</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitrite&action=edit&section=3" title="Edit section: Reactions"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <div class="mw-heading mw-heading3"><h3 id="Acid-base_properties">Acid-base properties</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitrite&action=edit&section=4" title="Edit section: Acid-base properties"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Nitrite is the conjugate base of the weak acid <a href="/wiki/Nitrous_acid" title="Nitrous acid">nitrous acid</a>: </p> <dl><dd>HNO<sub>2</sub> ⇌ H<sup>+</sup> + <span class="chemf nowrap">NO<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">−</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">2</sub></span></span></span>;<span class="nowrap">     </span> <a href="/wiki/Acid_dissociation_constant" title="Acid dissociation constant">p<i>K</i><sub>a</sub></a> ≈ 3.3 at 18 °C<sup id="cite_ref-scdb_3-0" class="reference"><a href="#cite_note-scdb-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup></dd></dl> <p>Nitrous acid is also highly unstable, tending to <a href="/wiki/Disproportionate" class="mw-redirect" title="Disproportionate">disproportionate</a>: </p> <dl><dd>3 HNO<sub>2</sub> (aq) ⇌ H<sub>3</sub>O<sup>+</sup> + <span class="chemf nowrap">NO<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">−</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">3</sub></span></span></span> + 2 NO</dd></dl> <p>This reaction is slow at 0 °C.<sup id="cite_ref-p461_2-1" class="reference"><a href="#cite_note-p461-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> Addition of acid to a solution of a nitrite in the presence of a <a href="/wiki/Reducing_agent" title="Reducing agent">reducing agent</a>, such as iron(II), is a way to make <a href="/wiki/Nitric_oxide" title="Nitric oxide">nitric oxide</a> (NO) in the laboratory. </p> <div class="mw-heading mw-heading3"><h3 id="Oxidation_and_reduction">Oxidation and reduction</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitrite&action=edit&section=5" title="Edit section: Oxidation and reduction"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>The formal <a href="/wiki/Oxidation_state" title="Oxidation state">oxidation state</a> of the nitrogen atom in nitrite is +3. This means that it can be either oxidized to oxidation states +4 and +5, or reduced to oxidation states as low as −3. Standard <a href="/wiki/Reduction_potential" title="Reduction potential">reduction potentials</a> for reactions directly involving nitrous acid are shown in the table below:<sup id="cite_ref-4" class="reference"><a href="#cite_note-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup> </p> <dl><dd><table class="wikitable"> <tbody><tr> <th>Half-reaction</th> <th><i>E</i><sup>0</sup> (<a href="/wiki/Volt" title="Volt">V</a>) </th></tr> <tr> <td><span class="chemf nowrap">NO<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">−</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">3</sub></span></span></span> + 3 H<sup>+</sup> + 2 e<sup>−</sup> ⇌ HNO<sub>2</sub> + H<sub>2</sub>O</td> <td>+0.94 </td></tr> <tr> <td>2 HNO<sub>2</sub> + 4 H<sup>+</sup> + 4 e<sup>−</sup> ⇌ H<sub>2</sub>N<sub>2</sub>O<sub>2</sub> + 2 H<sub>2</sub>O</td> <td>+0.86 </td></tr> <tr> <td>N<sub>2</sub>O<sub>4</sub> + 2 H<sup>+</sup> + 2 e<sup>−</sup> ⇌ 2 HNO<sub>2</sub></td> <td>+1.065 </td></tr> <tr> <td>2 HNO<sub>2</sub>+ 4 H<sup>+</sup> + 4 e<sup>−</sup> ⇌ N<sub>2</sub>O + 3 H<sub>2</sub>O</td> <td>+1.29 </td></tr></tbody></table></dd></dl> <p>The data can be extended to include products in lower oxidation states. For example: </p> <dl><dd>H<sub>2</sub>N<sub>2</sub>O<sub>2</sub> + 2 H<sup>+</sup> + 2 <i>e</i><sup>−</sup> ⇌ N<sub>2</sub> + 2 H<sub>2</sub>O;<span class="nowrap">     </span> <i>E</i><sup>0</sup> = +2.65 V</dd></dl> <p>Oxidation reactions usually result in the formation of the <a href="/wiki/Nitrate" title="Nitrate">nitrate</a> ion, with nitrogen in oxidation state +5. For example, oxidation with <a href="/wiki/Permanganate" title="Permanganate">permanganate</a> ion can be used for quantitative analysis of nitrite (by <a href="/wiki/Titration" title="Titration">titration</a>): </p> <dl><dd>5 <span class="chemf nowrap">NO<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">−</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">2</sub></span></span></span> + 2 <span class="chemf nowrap">MnO<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">−</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">4</sub></span></span></span> + 6 H<sup>+</sup> → 5 <span class="chemf nowrap">NO<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">−</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">3</sub></span></span></span> + 2 Mn<sup>2+</sup> + 3 H<sub>2</sub>O</dd></dl> <p>The product of reduction reactions with nitrite ion are varied, depending on the <a href="/wiki/Reducing_agent" title="Reducing agent">reducing agent</a> used and its strength. With <a href="/wiki/Sulfur_dioxide" title="Sulfur dioxide">sulfur dioxide</a>, the products are NO and N<sub>2</sub>O; with tin(II) (Sn<sup>2+</sup>) the product is <a href="/wiki/Hyponitrous_acid" title="Hyponitrous acid">hyponitrous acid</a> (H<sub>2</sub>N<sub>2</sub>O<sub>2</sub>); reduction all the way to ammonia (NH<sub>3</sub>) occurs with <a href="/wiki/Hydrogen_sulfide" title="Hydrogen sulfide">hydrogen sulfide</a>. With the <a href="/wiki/Hydrazine" title="Hydrazine">hydrazinium</a> cation (<span class="chemf nowrap">N<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline"></sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">2</sub></span></span>H<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">+</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">5</sub></span></span></span>) the product of nitrite reduction is <a href="/wiki/Hydrazoic_acid" title="Hydrazoic acid">hydrazoic acid</a> (HN<sub>3</sub>), an unstable and explosive compound: </p> <dl><dd>HNO<sub>2</sub> + <span class="chemf nowrap">N<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline"></sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">2</sub></span></span>H<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">+</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">5</sub></span></span></span> → HN<sub>3</sub> + H<sub>2</sub>O + H<sub>3</sub>O<sup>+</sup></dd></dl> <p>which can also further react with nitrite: </p> <dl><dd>HNO<sub>2</sub> + HN<sub>3</sub> → N<sub>2</sub>O + N<sub>2</sub> + H<sub>2</sub>O</dd></dl> <p>This reaction is unusual in that it involves compounds with nitrogen in four different oxidation states.<sup id="cite_ref-p461_2-2" class="reference"><a href="#cite_note-p461-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Analysis_of_nitrite">Analysis of nitrite</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitrite&action=edit&section=6" title="Edit section: Analysis of nitrite"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236090951" /><div role="note" class="hatnote navigation-not-searchable">See also: <a href="/wiki/Nitrite_test" title="Nitrite test">Nitrite test</a></div> <p>Nitrite is detected and analyzed by the <a href="/wiki/Griess_test" title="Griess test">Griess Reaction</a>, involving the formation of a deep red-colored <a href="/wiki/Azo_dye" title="Azo dye">azo dye</a> upon treatment of a <span class="chemf nowrap">NO<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">−</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">2</sub></span></span></span>-containing sample with <a href="/wiki/Sulfanilic_acid" title="Sulfanilic acid">sulfanilic acid</a> and naphthyl-1-amine in the presence of acid.<sup id="cite_ref-5" class="reference"><a href="#cite_note-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Coordination_complexes">Coordination complexes</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitrite&action=edit&section=7" title="Edit section: Coordination complexes"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236090951" /><div role="note" class="hatnote navigation-not-searchable">Main article: <a href="/wiki/Transition_metal_nitrite_complex" title="Transition metal nitrite complex">Transition metal nitrite complex</a></div> <p>Nitrite is an <a href="/wiki/Ambidentate_ligand" class="mw-redirect" title="Ambidentate ligand">ambidentate ligand</a> and can form a wide variety of <a href="/wiki/Coordination_complex" title="Coordination complex">coordination complexes</a> by binding to metal ions in several ways.<sup id="cite_ref-p461_2-3" class="reference"><a href="#cite_note-p461-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> Two examples are the red nitrito complex [Co(NH<sub>3</sub>)<sub>5</sub>(ONO)]<sup>2+</sup> is <a href="/wiki/Metastable" class="mw-redirect" title="Metastable">metastable</a>, <a href="/wiki/Isomer" title="Isomer">isomerizing</a> to the yellow <a href="/wiki/Nitropentaamminecobalt(III)_chloride" class="mw-redirect" title="Nitropentaamminecobalt(III) chloride">nitro complex [Co(NH<sub>3</sub>)<sub>5</sub>(NO<sub>2</sub>)]<sup>2+</sup></a>. Nitrite is processed by several enzymes, all of which utilize coordination complexes. </p> <div class="mw-heading mw-heading2"><h2 id="Biochemistry">Biochemistry</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitrite&action=edit&section=8" title="Edit section: Biochemistry"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <figure class="mw-default-size skin-invert-image" typeof="mw:File/Thumb"><a href="/wiki/File:Nitrogen_Cycle_-_Reactions_and_Enzymes.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/a/ab/Nitrogen_Cycle_-_Reactions_and_Enzymes.svg/330px-Nitrogen_Cycle_-_Reactions_and_Enzymes.svg.png" decoding="async" width="330" height="360" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/ab/Nitrogen_Cycle_-_Reactions_and_Enzymes.svg/495px-Nitrogen_Cycle_-_Reactions_and_Enzymes.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/ab/Nitrogen_Cycle_-_Reactions_and_Enzymes.svg/660px-Nitrogen_Cycle_-_Reactions_and_Enzymes.svg.png 2x" data-file-width="550" data-file-height="600" /></a><figcaption>A schematic representation of the microbial nitrogen cycle.<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><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> <a href="/wiki/Anammox" title="Anammox">ANAMMOX</a> is anaerobic ammonium oxidation, <a href="/wiki/Dissimilatory_nitrate_reduction_to_ammonium" title="Dissimilatory nitrate reduction to ammonium">DNRA</a> is dissimilatory nitrate reduction to ammonium, and <a href="/wiki/Comammox" title="Comammox">COMMAMOX</a> is complete ammonium oxidation.</figcaption></figure> <p>In <a href="/wiki/Nitrification" title="Nitrification">nitrification</a>, <a href="/wiki/Ammonium" title="Ammonium">ammonium</a> is converted to nitrite. Important species include <i><a href="/wiki/Nitrosomonas" title="Nitrosomonas">Nitrosomonas</a></i>. Other bacterial species such as <i><a href="/wiki/Nitrobacter" title="Nitrobacter">Nitrobacter</a></i>, are responsible for the oxidation of the nitrite into nitrate. </p><p>Nitrite can be reduced to <a href="/wiki/Nitric_oxide" title="Nitric oxide">nitric oxide</a> or <a href="/wiki/Ammonia" title="Ammonia">ammonia</a> by many species of bacteria. Under hypoxic conditions, nitrite may release nitric oxide, which causes potent <a href="/wiki/Vasodilation" title="Vasodilation">vasodilation</a>. Several mechanisms for nitrite conversion to NO have been described, including enzymatic reduction by <a href="/wiki/Xanthine_oxidoreductase" class="mw-redirect" title="Xanthine oxidoreductase">xanthine oxidoreductase</a>, <a href="/wiki/Nitrite_reductase" title="Nitrite reductase">nitrite reductase</a>, and <a href="/wiki/Nitric_oxide_synthase" title="Nitric oxide synthase">NO synthase</a> (NOS), as well as nonenzymatic acidic <a href="/wiki/Disproportionation" title="Disproportionation">disproportionation</a> reactions. </p> <div class="mw-heading mw-heading2"><h2 id="Uses">Uses</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitrite&action=edit&section=9" title="Edit section: Uses"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <div class="mw-heading mw-heading3"><h3 id="Chemical_precursor">Chemical precursor</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitrite&action=edit&section=10" title="Edit section: Chemical precursor"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p><a href="/wiki/Azo_dye" title="Azo dye">Azo dyes</a> and other colorants are prepared by the process called <a href="/wiki/Diazonium_compound#Preparation" title="Diazonium compound">diazotization</a>, which requires nitrite.<sup id="cite_ref-Ullmann_1-2" class="reference"><a href="#cite_note-Ullmann-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Nitrite_in_food_preservation_and_biochemistry">Nitrite in food preservation and biochemistry</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitrite&action=edit&section=11" title="Edit section: Nitrite in food preservation and biochemistry"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236090951" /><div role="note" class="hatnote navigation-not-searchable">See also: <a href="/wiki/Warmed-over_flavor" title="Warmed-over flavor">Warmed-over flavor</a> and <a href="/wiki/Sodium_nitrite#Food_additive_and_preservative" title="Sodium nitrite">Sodium nitrite § Food additive and preservative</a></div> <p>The addition of <a class="mw-selflink-fragment" href="#Nitrite_in_food_preservation_and_biochemistry">nitrites</a> and <a href="/wiki/Nitrates" class="mw-redirect" title="Nitrates">nitrates</a> to processed meats such as ham, bacon, and sausages speeds up the <a href="/wiki/Curing_(food_preservation)" title="Curing (food preservation)">curing</a> of meat and also impart an attractive colour.<sup id="cite_ref-Wilson_8-0" class="reference"><a href="#cite_note-Wilson-8"><span class="cite-bracket">[</span>8<span class="cite-bracket">]</span></a></sup> </p><p>The academic and industrial consensus is that nitrites also reduces growth and toxin production of <i><a href="/wiki/Clostridium_botulinum" title="Clostridium botulinum">Clostridium botulinum</a></i>.<sup id="cite_ref-9" class="reference"><a href="#cite_note-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-10" class="reference"><a href="#cite_note-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-11" class="reference"><a href="#cite_note-11"><span class="cite-bracket">[</span>11<span class="cite-bracket">]</span></a></sup> On the other hand, a 2018 study (full text not available) by the British Meat Producers Association determined that legally permitted levels of nitrite do not affect the growth of <i>C. botulinum</i>.<sup id="cite_ref-12" class="reference"><a href="#cite_note-12"><span class="cite-bracket">[</span>12<span class="cite-bracket">]</span></a></sup> In the U.S., meat cannot be labeled as "cured" without the addition of nitrite.<sup id="cite_ref-13" class="reference"><a href="#cite_note-13"><span class="cite-bracket">[</span>13<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-14" class="reference"><a href="#cite_note-14"><span class="cite-bracket">[</span>14<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-CMSFB_15-0" class="reference"><a href="#cite_note-CMSFB-15"><span class="cite-bracket">[</span>15<span class="cite-bracket">]</span></a></sup> In some countries, cured-meat products are manufactured without <a href="/wiki/Nitrate" title="Nitrate">nitrate</a> or nitrite, and without nitrite from vegetable sources. <a href="/wiki/Parma_ham" class="mw-redirect" title="Parma ham">Parma ham</a>, produced without nitrite since 1993, was reported in 2018 to have caused no cases of botulism. This is because the interior of the muscle is sterile and the surface is exposed to oxygen.<sup id="cite_ref-Wilson_8-1" class="reference"><a href="#cite_note-Wilson-8"><span class="cite-bracket">[</span>8<span class="cite-bracket">]</span></a></sup> Other manufacture processes do not assure these conditions, and reduction of nitrite results in toxin production.<sup id="cite_ref-16" class="reference"><a href="#cite_note-16"><span class="cite-bracket">[</span>16<span class="cite-bracket">]</span></a></sup> </p><p>In mice, food rich in nitrites together with unsaturated fats can prevent <a href="/wiki/Hypertension" title="Hypertension">hypertension</a> by forming nitro fatty acids that inhibit soluble <a href="/wiki/Epoxide_hydrolase" title="Epoxide hydrolase">epoxide hydrolase</a>, which is one explanation for the apparent health effect of the <a href="/wiki/Mediterranean_diet" title="Mediterranean diet">Mediterranean diet</a>.<sup id="cite_ref-17" class="reference"><a href="#cite_note-17"><span class="cite-bracket">[</span>17<span class="cite-bracket">]</span></a></sup> Adding nitrites to meat has been shown to generate known <a href="/wiki/Carcinogen" title="Carcinogen">carcinogens</a>; the <a href="/wiki/World_Health_Organization" title="World Health Organization">World Health Organization</a> (WHO) advises that eating 50 g (1.8 oz) of nitrite processed meat a day would raise the risk of getting <a href="/wiki/Bowel_cancer" class="mw-redirect" title="Bowel cancer">bowel cancer</a> by 18% over a lifetime.<sup id="cite_ref-Wilson_8-2" class="reference"><a href="#cite_note-Wilson-8"><span class="cite-bracket">[</span>8<span class="cite-bracket">]</span></a></sup> </p><p>The recommended maximum limits by the World Health Organization in <a href="/wiki/Drinking_water" title="Drinking water">drinking water</a> are 3 mg L<sup>−1</sup> and 50 mg L<sup>−1</sup> for nitrite and <a href="/wiki/Nitrate" title="Nitrate">nitrate</a> ions, respectively.<sup id="cite_ref-ReferenceB_18-0" class="reference"><a href="#cite_note-ReferenceB-18"><span class="cite-bracket">[</span>18<span class="cite-bracket">]</span></a></sup> Ingesting too much nitrite and/or nitrate through well water is suspected to cause <a href="/wiki/Methemoglobinemia" title="Methemoglobinemia">methemoglobinemia</a>.<sup id="cite_ref-19" class="reference"><a href="#cite_note-19"><span class="cite-bracket">[</span>19<span class="cite-bracket">]</span></a></sup> </p><p>95% of the nitrite ingested in modern diets comes from bacterial conversion of nitrates naturally found in vegetables.<sup id="cite_ref-20" class="reference"><a href="#cite_note-20"><span class="cite-bracket">[</span>20<span class="cite-bracket">]</span></a></sup> However, potentially cancer-causing nitroso compounds are not made in the pH-neutral colon. They are mostly made in the acidic stomach.<sup id="cite_ref-21" class="reference"><a href="#cite_note-21"><span class="cite-bracket">[</span>21<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-22" class="reference"><a href="#cite_note-22"><span class="cite-bracket">[</span>22<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading4"><h4 id="Curing_of_meat">Curing of meat</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitrite&action=edit&section=12" title="Edit section: Curing of meat"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Nitrite reacts with the meat's <a href="/wiki/Myoglobin" title="Myoglobin">myoglobin</a> by attaching to the heme iron atom, forming reddish-brown nitrosomyoglobin and the characteristic pink "fresh" color of nitrosohemochrome or nitrosyl-heme upon cooking.<sup id="cite_ref-ind_23-0" class="reference"><a href="#cite_note-ind-23"><span class="cite-bracket">[</span>23<span class="cite-bracket">]</span></a></sup> In the US, nitrite has been formally used since 1925. According to scientists working for the industry group <a href="/wiki/American_Meat_Institute" title="American Meat Institute">American Meat Institute</a>, this use of nitrite started in the <a href="/wiki/Middle_Ages" title="Middle Ages">Middle Ages</a>.<sup id="cite_ref-24" class="reference"><a href="#cite_note-24"><span class="cite-bracket">[</span>24<span class="cite-bracket">]</span></a></sup> Historians and <a href="/wiki/Epidemiology" title="Epidemiology">epidemiologists</a> argue that the widespread use of nitrite in meat-curing is closely linked to the development of industrial meat-processing.<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-26" class="reference"><a href="#cite_note-26"><span class="cite-bracket">[</span>26<span class="cite-bracket">]</span></a></sup> French investigative journalist <a href="/w/index.php?title=Guillaume_Coudray&action=edit&redlink=1" class="new" title="Guillaume Coudray (page does not exist)">Guillaume Coudray</a><span class="noprint" style="font-size:85%; font-style: normal;"> [<a href="https://fr.wikipedia.org/wiki/Guillaume_Coudray" class="extiw" title="fr:Guillaume Coudray">fr</a>]</span> asserts that the meat industry chooses to cure its meats with nitrite even though it is established that this chemical gives rise to cancer-causing <a href="/wiki/Nitroso" title="Nitroso">nitroso</a>-compounds.<sup id="cite_ref-27" class="reference"><a href="#cite_note-27"><span class="cite-bracket">[</span>27<span class="cite-bracket">]</span></a></sup> Some traditional and artisanal producers avoid nitrites. </p> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236090951" /><div role="note" class="hatnote navigation-not-searchable">See also: <a href="/wiki/Nitrosamine_formation_during_digestion" title="Nitrosamine formation during digestion">Nitrosamine formation during digestion</a></div> <p>Addition of <a href="/wiki/Ascorbic_acid" class="mw-redirect" title="Ascorbic acid">ascorbic acid</a>, <a href="/wiki/Erythorbic_acid" title="Erythorbic acid">erythorbic acid</a>, or one of their salts enhance the binding of nitrite to the iron atom in myoglobin.<sup id="cite_ref-ind_23-1" class="reference"><a href="#cite_note-ind-23"><span class="cite-bracket">[</span>23<span class="cite-bracket">]</span></a></sup> These chemicals also reduce the formation of nitrosamine in the stomach, but only when the fat content of a meal is less than 10%, beyond which they instead increase the formation of nitrosamine.<sup id="cite_ref-28" class="reference"><a href="#cite_note-28"><span class="cite-bracket">[</span>28<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-29" class="reference"><a href="#cite_note-29"><span class="cite-bracket">[</span>29<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Antidote_for_cyanide_poisoning">Antidote for cyanide poisoning</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitrite&action=edit&section=13" title="Edit section: Antidote for cyanide poisoning"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Nitrites in the form of <a href="/wiki/Sodium_nitrite" title="Sodium nitrite">sodium nitrite</a> and <a href="/wiki/Amyl_nitrite" title="Amyl nitrite">amyl nitrite</a> are components of many <a href="/wiki/Cyanide" title="Cyanide">cyanide</a> <a href="/wiki/Antidote" title="Antidote">antidote</a> kits.<sup id="cite_ref-30" class="reference"><a href="#cite_note-30"><span class="cite-bracket">[</span>30<span class="cite-bracket">]</span></a></sup> Both of these compounds bind to <a href="/wiki/Hemoglobin" title="Hemoglobin">hemoglobin</a> and oxidize the Fe<sup>2+</sup> ions to Fe<sup>3+</sup> ions forming <a href="/wiki/Methemoglobin" title="Methemoglobin">methemoglobin</a>. Methemoglobin, in turn, binds to cyanide (CN), creating cyanmethemoglobin, effectively removing cyanide from the <a href="/wiki/Complex_IV" class="mw-redirect" title="Complex IV">complex IV</a> of the <a href="/wiki/Electron_transport_chain" title="Electron transport chain">electron transport chain</a> (ETC) in <a href="/wiki/Mitochondrion" title="Mitochondrion">mitochondria</a>, which is the primary site of disruption caused by cyanide. Another mechanism by which nitrites help treat cyanide toxicity is the generation of <a href="/wiki/Nitric_oxide" title="Nitric oxide">nitric oxide</a> (NO). NO displaces the CN from the <a href="/wiki/Cytochrome_c_oxidase" title="Cytochrome c oxidase">cytochrome c oxidase</a> (ETC complex IV), making it available for methemoglobin to bind.<sup id="cite_ref-31" class="reference"><a href="#cite_note-31"><span class="cite-bracket">[</span>31<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Organic_nitrites">Organic nitrites</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitrite&action=edit&section=14" title="Edit section: Organic nitrites"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <figure class="mw-default-size mw-halign-right skin-invert-image" typeof="mw:File/Thumb"><a href="/wiki/File:Nitrite-group-2D.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/6/6e/Nitrite-group-2D.svg/110px-Nitrite-group-2D.svg.png" decoding="async" width="110" height="38" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/6e/Nitrite-group-2D.svg/165px-Nitrite-group-2D.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/6e/Nitrite-group-2D.svg/220px-Nitrite-group-2D.svg.png 2x" data-file-width="512" data-file-height="179" /></a><figcaption>A nitrite ester</figcaption></figure> <p>In <a href="/wiki/Organic_chemistry" title="Organic chemistry">organic chemistry</a>, <a href="/wiki/Alkyl_nitrites" class="mw-redirect" title="Alkyl nitrites">alkyl nitrites</a> are <a href="/wiki/Ester" title="Ester">esters</a> of nitrous acid and contain the nitrosoxy functional group. Nitro compounds contain the C–NO<sub>2</sub> group. Nitrites have the general formula RONO, where R is an <a href="/wiki/Aryl" class="mw-redirect" title="Aryl">aryl</a> or <a href="/wiki/Alkyl" class="mw-redirect" title="Alkyl">alkyl</a> group. <a href="/wiki/Amyl_nitrite" title="Amyl nitrite">Amyl nitrite</a> and other alkyl nitrites have a <a href="/wiki/Vasodilation" title="Vasodilation">vasodilating action</a> and must be handled in the laboratory with caution. They are sometimes used in medicine for the treatment of heart diseases. A classic <a href="/wiki/Named_reaction" class="mw-redirect" title="Named reaction">named reaction</a> for the synthesis of alkyl nitrites is the <b>Meyer synthesis</b><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><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> in which <a href="/wiki/Alkyl_halide" class="mw-redirect" title="Alkyl halide">alkyl halides</a> react with metallic nitrites to a mixture to nitroalkanes and nitrites. </p> <div class="mw-heading mw-heading2"><h2 id="Safety">Safety</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitrite&action=edit&section=15" title="Edit section: Safety"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236090951" /><div role="note" class="hatnote navigation-not-searchable">See also: <a href="/wiki/Curing_(food_preservation)#Nitrates_and_nitrites" title="Curing (food preservation)">Curing (food preservation) § Nitrates and nitrites</a></div> <p>Nitrite salts can react with secondary <a href="/wiki/Amines" class="mw-redirect" title="Amines">amines</a> to produce <a href="/wiki/Nitrosamine" title="Nitrosamine"><i>N</i>-nitrosamines</a>, which are suspected of causing <a href="/wiki/Stomach_cancer" title="Stomach cancer">stomach cancer</a>. The <a href="/wiki/World_Health_Organization" title="World Health Organization">World Health Organization (WHO)</a> advises that each 50 g (1.8 oz) of processed meat eaten a day would raise the risk of getting bowel cancer by 18% over a lifetime; processed meat refers to meat that has been transformed through fermentation, nitrite curing, salting, smoking, or other processes to enhance flavor or improve preservation. The World Health Organization's review of more than 400 studies concluded in 2015 that there was sufficient evidence that processed meats caused cancer, particularly colon cancer; the WHO's <a href="/wiki/International_Agency_for_Research_on_Cancer" title="International Agency for Research on Cancer">International Agency for Research on Cancer</a> (IARC) classified processed meats as carcinogenic to humans (<a href="/wiki/List_of_IARC_Group_1_carcinogens" class="mw-redirect" title="List of IARC Group 1 carcinogens">Group 1</a>).<sup id="cite_ref-Wilson_8-3" class="reference"><a href="#cite_note-Wilson-8"><span class="cite-bracket">[</span>8<span class="cite-bracket">]</span></a></sup><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>Nitrite (ingested) under conditions that result in endogenous <a href="/wiki/Nitrosation" class="mw-redirect" title="Nitrosation">nitrosation</a>, specifically the production of <a href="/wiki/Nitrosamine" title="Nitrosamine">nitrosamine</a>, has been classified as <i>Probably carcinogenic to humans</i> (<a href="/wiki/List_of_IARC_Group_2A_carcinogens" class="mw-redirect" title="List of IARC Group 2A carcinogens">Group 2A</a>) by the IARC.<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> <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=Nitrite&action=edit&section=16" title="Edit section: See also"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><a href="/wiki/Curing_(food_preservation)" title="Curing (food preservation)">Curing (food preservation)</a></li> <li><a href="/wiki/Alkyl_nitrites" class="mw-redirect" title="Alkyl nitrites">Alkyl nitrites</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=Nitrite&action=edit&section=17" 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"> <div class="mw-references-wrap mw-references-columns"><ol class="references"> <li id="cite_note-Ullmann-1"><span class="mw-cite-backlink">^ <a href="#cite_ref-Ullmann_1-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-Ullmann_1-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-Ullmann_1-2"><sup><i><b>c</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="CITEREFLaueThiemannScheiblerWiegand2006" class="citation encyclopaedia cs1">Laue W, Thiemann M, Scheibler E, 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Retrieved <span class="nowrap">14 February</span> 2021</span>. <q>In trade journals of the 1960s, the firms who sold nitrite powders to ham-makers spoke quite openly about how the main advantage was to increase profit margins by speeding up production.</q></cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=The+Guardian&rft.atitle=Yes%2C+bacon+really+is+killing+us&rft.date=2018-03-01&rft.issn=0261-3077&rft.aulast=Wilson&rft.aufirst=Bee&rft_id=https%3A%2F%2Fwww.theguardian.com%2Fnews%2F2018%2Fmar%2F01%2Fbacon-cancer-processed-meats-nitrates-nitrites-sausages&rfr_id=info%3Asid%2Fen.wikipedia.org%3ANitrite" class="Z3988"></span></span> </li> <li id="cite_note-9"><span class="mw-cite-backlink"><b><a href="#cite_ref-9">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite id="CITEREFChristiansenJohnstonKautterHoward1973" class="citation journal cs1">Christiansen LN, Johnston RW, Kautter DA, Howard JW, Aunan WJ (March 1973). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC380811">"Effect of nitrite and nitrate on toxin production by Clostridium botulinum and on nitrosamine formation in perishable canned comminuted cured meat"</a>. <i>Applied Microbiology</i>. <b>25</b> (3): <span class="nowrap">357–</span>62. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1128%2FAEM.25.3.357-362.1973">10.1128/AEM.25.3.357-362.1973</a>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a> <span class="id-lock-free" title="Freely accessible"><a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC380811">380811</a></span>. <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/4572891">4572891</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Applied+Microbiology&rft.atitle=Effect+of+nitrite+and+nitrate+on+toxin+production+by+Clostridium+botulinum+and+on+nitrosamine+formation+in+perishable+canned+comminuted+cured+meat&rft.volume=25&rft.issue=3&rft.pages=%3Cspan+class%3D%22nowrap%22%3E357-%3C%2Fspan%3E62&rft.date=1973-03&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC380811%23id-name%3DPMC&rft_id=info%3Apmid%2F4572891&rft_id=info%3Adoi%2F10.1128%2FAEM.25.3.357-362.1973&rft.aulast=Christiansen&rft.aufirst=LN&rft.au=Johnston%2C+RW&rft.au=Kautter%2C+DA&rft.au=Howard%2C+JW&rft.au=Aunan%2C+WJ&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC380811&rfr_id=info%3Asid%2Fen.wikipedia.org%3ANitrite" class="Z3988"></span></span> </li> <li id="cite_note-10"><span class="mw-cite-backlink"><b><a href="#cite_ref-10">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite id="CITEREFLeeLeeKimLee2018" class="citation journal cs1">Lee, Soomin; 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London. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20210126134441/https://www.theguardian.com/food/2019/mar/23/nitrites-ham-bacon-cancer-risk-additives-meat-industry-confidential--report">Archived</a> from the original on 26 January 2021<span class="reference-accessdate">. Retrieved <span class="nowrap">14 February</span> 2021</span>. <q>The results show that there is no change in levels of inoculated <i>C. botulinum</i> over the curing process, which implies that the action of nitrite during curing is not toxic to <i>C. botulinum</i> spores at levels of 150ppm [parts per million] ingoing nitrite and below.</q></cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=The+Observer&rft.atitle=Revealed%3A+no+need+to+add+cancer-risk+nitrites+to+ham&rft.date=2019-03-23&rft.aulast=Doward&rft.aufirst=Jamie&rft_id=https%3A%2F%2Fwww.theguardian.com%2Ffood%2F2019%2Fmar%2F23%2Fnitrites-ham-bacon-cancer-risk-additives-meat-industry-confidential--report&rfr_id=info%3Asid%2Fen.wikipedia.org%3ANitrite" class="Z3988"></span></span> </li> <li id="cite_note-13"><span class="mw-cite-backlink"><b><a href="#cite_ref-13">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite id="CITEREFDe_Vries1997" class="citation book cs1">De Vries, John (1997). <i>Food Safety and Toxicity</i>. 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Vierte Mittheilung"</a>. <i><a href="/wiki/Chemische_Berichte" title="Chemische Berichte">Chemische Berichte</a></i>. <b>5</b> (2): <span class="nowrap">1034–</span>38. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1002%2Fcber.187200502134">10.1002/cber.187200502134</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Chemische+Berichte&rft.atitle=Ueber+die+Nitroverbindungen+der+Fettreihe.+Vierte+Mittheilung&rft.volume=5&rft.issue=2&rft.pages=%3Cspan+class%3D%22nowrap%22%3E1034-%3C%2Fspan%3E38&rft.date=1872&rft_id=info%3Adoi%2F10.1002%2Fcber.187200502134&rft.au=Victor+Meyer%2C+C.+Chojnacki&rft_id=https%3A%2F%2Fzenodo.org%2Frecord%2F1425030&rfr_id=info%3Asid%2Fen.wikipedia.org%3ANitrite" class="Z3988"></span></span> </li> <li id="cite_note-33"><span class="mw-cite-backlink"><b><a href="#cite_ref-33">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite id="CITEREFRobert_B._Reynolds,_Homer_Adkins1929" class="citation journal cs1">Robert B. Reynolds, Homer Adkins (1929). "The Relationship of the Constitution of Certain Alky Halides to the Formation of Nitroparaffins and Alkyl Nitrites". <i><a href="/wiki/Journal_of_the_American_Chemical_Society" title="Journal of the American Chemical Society">Journal of the American Chemical Society</a></i>. <b>51</b> (1): <span class="nowrap">279–</span>87. <a href="/wiki/Bibcode_(identifier)" class="mw-redirect" title="Bibcode (identifier)">Bibcode</a>:<a rel="nofollow" class="external text" href="https://ui.adsabs.harvard.edu/abs/1929JAChS..51..279R">1929JAChS..51..279R</a>. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1021%2Fja01376a037">10.1021/ja01376a037</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Journal+of+the+American+Chemical+Society&rft.atitle=The+Relationship+of+the+Constitution+of+Certain+Alky+Halides+to+the+Formation+of+Nitroparaffins+and+Alkyl+Nitrites&rft.volume=51&rft.issue=1&rft.pages=%3Cspan+class%3D%22nowrap%22%3E279-%3C%2Fspan%3E87&rft.date=1929&rft_id=info%3Adoi%2F10.1021%2Fja01376a037&rft_id=info%3Abibcode%2F1929JAChS..51..279R&rft.au=Robert+B.+Reynolds%2C+Homer+Adkins&rfr_id=info%3Asid%2Fen.wikipedia.org%3ANitrite" class="Z3988"></span></span> </li> <li id="cite_note-34"><span class="mw-cite-backlink"><b><a href="#cite_ref-34">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite id="CITEREFBouvardLoomisGuytonGrosse2015" class="citation journal cs1">Bouvard V, Loomis D, Guyton KZ, Grosse Y, El Ghissassi F, Benbrahim-Tallaa L, et al. (December 2015). <span class="id-lock-registration" title="Free registration required"><a rel="nofollow" class="external text" href="https://www.thelancet.com/journals/lanonc/article/PIIS1470-2045(15)00444-1/fulltext">"Carcinogenicity of consumption of red and processed meat"</a></span>. <i>The Lancet Oncology</i>. <b>16</b> (16): <span class="nowrap">1599–</span>1600. <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%2FS1470-2045%2815%2900444-1">10.1016/S1470-2045(15)00444-1</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/26514947">26514947</a><span class="reference-accessdate">. Retrieved <span class="nowrap">13 October</span> 2024</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=The+Lancet+Oncology&rft.atitle=Carcinogenicity+of+consumption+of+red+and+processed+meat&rft.volume=16&rft.issue=16&rft.pages=%3Cspan+class%3D%22nowrap%22%3E1599-%3C%2Fspan%3E1600&rft.date=2015-12&rft_id=info%3Adoi%2F10.1016%2FS1470-2045%2815%2900444-1&rft_id=info%3Apmid%2F26514947&rft.aulast=Bouvard&rft.aufirst=V&rft.au=Loomis%2C+D&rft.au=Guyton%2C+KZ&rft.au=Grosse%2C+Y&rft.au=El+Ghissassi%2C+F&rft.au=Benbrahim-Tallaa%2C+L&rft.au=Guha%2C+N&rft.au=Mattock%2C+H&rft.au=Straif%2C+K&rft_id=https%3A%2F%2Fwww.thelancet.com%2Fjournals%2Flanonc%2Farticle%2FPIIS1470-2045%2815%2900444-1%2Ffulltext&rfr_id=info%3Asid%2Fen.wikipedia.org%3ANitrite" 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 id="CITEREFGrosseBaanStraifSecretan2006" class="citation journal cs1">Grosse Y, Baan R, Straif K, Secretan B, El Ghissassi F, Cogliano V (August 2006). <span class="id-lock-registration" title="Free registration required"><a rel="nofollow" class="external text" href="https://www.thelancet.com/journals/lanonc/article/PIIS1470-2045(06)70789-6/fulltext">"Carcinogenicity of nitrate, nitrite, and cyanobacterial peptide toxins"</a></span>. <i>The Lancet Oncology</i>. <b>7</b> (8): <span class="nowrap">628–</span>629. <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%2FS1470-2045%2806%2970789-6">10.1016/S1470-2045(06)70789-6</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/16900606">16900606</a><span class="reference-accessdate">. Retrieved <span class="nowrap">13 October</span> 2024</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=The+Lancet+Oncology&rft.atitle=Carcinogenicity+of+nitrate%2C+nitrite%2C+and+cyanobacterial+peptide+toxins&rft.volume=7&rft.issue=8&rft.pages=%3Cspan+class%3D%22nowrap%22%3E628-%3C%2Fspan%3E629&rft.date=2006-08&rft_id=info%3Adoi%2F10.1016%2FS1470-2045%2806%2970789-6&rft_id=info%3Apmid%2F16900606&rft.aulast=Grosse&rft.aufirst=Y&rft.au=Baan%2C+R&rft.au=Straif%2C+K&rft.au=Secretan%2C+B&rft.au=El+Ghissassi%2C+F&rft.au=Cogliano%2C+V&rft_id=https%3A%2F%2Fwww.thelancet.com%2Fjournals%2Flanonc%2Farticle%2FPIIS1470-2045%2806%2970789-6%2Ffulltext&rfr_id=info%3Asid%2Fen.wikipedia.org%3ANitrite" class="Z3988"></span></span> </li> </ol></div></div> <div class="mw-heading mw-heading2"><h2 id="External_links">External links</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a 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href="https://web.archive.org/web/20100304080534/http://www.atsdr.cdc.gov/csem/nitrate/no3cover.html">archive</a>) – US <a href="/wiki/Department_of_Health_and_Human_Services" class="mw-redirect" title="Department of Health and Human Services">Department of Health and Human Services</a> (public domain)</li> <li><a rel="nofollow" class="external text" href="http://www.merckvetmanual.com/mvm/toxicology/nitrate_and_nitrite_poisoning/overview_of_nitrate_and_nitrite_poisoning.html">Article about Toxicity of Nitrite</a></li></ul> <div class="navbox-styles"><style data-mw-deduplicate="TemplateStyles:r1129693374">.mw-parser-output .hlist dl,.mw-parser-output .hlist ol,.mw-parser-output .hlist ul{margin:0;padding:0}.mw-parser-output .hlist dd,.mw-parser-output .hlist dt,.mw-parser-output .hlist li{margin:0;display:inline}.mw-parser-output .hlist.inline,.mw-parser-output .hlist.inline dl,.mw-parser-output .hlist.inline ol,.mw-parser-output .hlist.inline ul,.mw-parser-output .hlist dl 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title="Hydroxylamine">NH<sub>2</sub>OH</a></li> <li><a href="/wiki/Hydrazine" title="Hydrazine">N<sub>2</sub>H<sub>4</sub></a></li> <li><a href="/wiki/Hydrazoic_acid" title="Hydrazoic acid">HN<sub>3</sub></a></li> <li><a href="/wiki/Azide" title="Azide">N<sub>3</sub><sup>−</sup></a></li> <li><a href="/wiki/Nitrogen_pentahydride" title="Nitrogen pentahydride"><i>NH<sub>5</sub></i></a> (?)</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Organic</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/Amine" title="Amine">NR<sub>3</sub></a></li> <li><a href="/wiki/Imine" title="Imine">>C=NR</a></li> <li><a href="/wiki/Amide" title="Amide">−CONR<sub>2</sub></a></li> <li><a href="/wiki/Nitrile" title="Nitrile">−CN</a></li> <li><a href="/wiki/Hydrogen_cyanide" title="Hydrogen cyanide">HCN</a></li> <li><a href="/wiki/Cyanide" title="Cyanide">CN<sup>−</sup></a></li> <li><a href="/wiki/Cyanogen" title="Cyanogen">(CN)<sub>2</sub></a></li> <li><a href="/wiki/Cyanamide" title="Cyanamide">H<sub>2</sub>NCN</a></li> <li><a href="/wiki/Cyanate" title="Cyanate">HOCN</a></li> <li><a href="/wiki/Isocyanate" title="Isocyanate">HNCO</a></li> <li><a href="/wiki/Isothiocyanate" title="Isothiocyanate">HNCS</a></li> <li><a href="/wiki/Diazomethane" title="Diazomethane">CH<sub>2</sub>N<sub>2</sub></a></li> <li><a href="/wiki/Nitroso" title="Nitroso">–NO</a></li> <li><a href="/wiki/Nitro_compound" title="Nitro compound">–NO<sub>2</sub></a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Nitrogen_oxide" title="Nitrogen oxide">Oxides</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/Nitric_oxide" title="Nitric oxide">NO</a> / <a href="/wiki/Dinitrogen_dioxide" title="Dinitrogen dioxide">(NO)<sub>2</sub></a></li> <li><a href="/wiki/Dinitrogen_trioxide" title="Dinitrogen trioxide">N<sub>2</sub>O<sub>3</sub></a></li> <li><a href="/wiki/Nitrous_acid" title="Nitrous acid">HNO<sub>2</sub></a> / <a class="mw-selflink selflink">NO<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1.2em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">−</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">2</sub></span></span></a> / <a href="/wiki/Nitrosonium" title="Nitrosonium">NO<sup>+</sup></a></li> <li><a href="/wiki/Nitrogen_dioxide" title="Nitrogen dioxide">NO<sub>2</sub></a> / <a href="/wiki/Dinitrogen_tetroxide" title="Dinitrogen tetroxide">(NO<sub>2</sub>)<sub>2</sub></a></li> <li><a href="/wiki/Dinitrogen_pentoxide" title="Dinitrogen pentoxide">N<sub>2</sub>O<sub>5</sub></a></li> <li><a href="/wiki/Nitric_acid" title="Nitric acid">HNO<sub>3</sub></a> / <a href="/wiki/Nitrate" title="Nitrate">NO<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1.2em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">−</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">3</sub></span></span></a> / <a href="/wiki/Nitronium" class="mw-redirect" title="Nitronium">NO<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1.2em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">+</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">2</sub></span></span></a></li> <li><a href="/wiki/Nitrate_radical" title="Nitrate radical">NO<sub>3</sub></a></li> <li><a href="/wiki/Nitroxyl" title="Nitroxyl">HNO</a> / <a href="/wiki/Hyponitrous_acid" title="Hyponitrous acid">(HON)<sub>2</sub></a> / <a href="/wiki/Hyponitrite" title="Hyponitrite">N<sub>2</sub>O<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1.2em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">2−</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">2</sub></span></span></a> / <a href="/wiki/Nitrous_oxide" title="Nitrous oxide">N<sub>2</sub>O</a></li> <li><a href="/wiki/Nitramide" title="Nitramide">H<sub>2</sub>NNO<sub>2</sub></a></li> <li><a href="/wiki/Peroxynitrous_acid" title="Peroxynitrous acid">HO<sub>2</sub>NO</a> / <a href="/wiki/Peroxynitrite" title="Peroxynitrite">ONOO<sup>−</sup></a></li> <li><a href="/wiki/Peroxynitric_acid" title="Peroxynitric acid">HO<sub>2</sub>NO<sub>2</sub></a> / <a href="/wiki/Peroxynitrate" title="Peroxynitrate">O<sub>2</sub>NOO<sup>−</sup></a></li> <li><a href="/wiki/Orthonitrate" title="Orthonitrate">NO<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1.2em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">3−</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">4</sub></span></span></a></li> <li><a href="/wiki/Nitroxylic_acid" title="Nitroxylic acid">H<sub>4</sub>N<sub>2</sub>O<sub>4</sub></a> / <a href="/wiki/Angeli%27s_salt" title="Angeli's salt">N<sub>2</sub>O<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1.2em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">2−</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">3</sub></span></span></a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Halides</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/Nitrogen_monofluoride" title="Nitrogen monofluoride">NF</a></li> <li><a href="/wiki/Nitrogen_difluoride" title="Nitrogen difluoride">NF<sub>2</sub></a></li> <li><a href="/wiki/Nitrogen_trifluoride" title="Nitrogen trifluoride">NF<sub>3</sub></a></li> <li><a href="/wiki/Nitrogen_pentafluoride" title="Nitrogen pentafluoride"><i>NF<sub>5</sub></i></a> (?)</li> <li><a href="/wiki/Nitrogen_trichloride" title="Nitrogen trichloride">NCl<sub>3</sub></a></li> <li><a href="/wiki/Nitrogen_tribromide" title="Nitrogen tribromide">NBr<sub>3</sub></a></li> <li><a href="/wiki/Nitrogen_triiodide" title="Nitrogen triiodide">NI<sub>3</sub></a></li> <li><a href="/wiki/Fluorine_azide" title="Fluorine azide">FN<sub>3</sub></a></li> <li><a href="/wiki/Chlorine_azide" title="Chlorine azide">ClN<sub>3</sub></a></li> <li><a href="/wiki/Bromine_azide" title="Bromine azide">BrN<sub>3</sub></a></li> <li><a href="/wiki/Iodine_azide" title="Iodine azide">IN<sub>3</sub></a></li> <li><a href="/wiki/Fluoroamine" title="Fluoroamine">NH<sub>2</sub>F</a></li> <li><a href="/wiki/Dinitrogen_difluoride" title="Dinitrogen difluoride">N<sub>2</sub>F<sub>2</sub></a></li> <li><a href="/wiki/Monochloramine" title="Monochloramine">NH<sub>2</sub>Cl</a></li> <li><a href="/w/index.php?title=Difluoramine&action=edit&redlink=1" class="new" title="Difluoramine (page does not exist)">NHF<sub>2</sub></a></li> <li><a href="/wiki/Dichloramine" title="Dichloramine">NHCl<sub>2</sub></a></li> <li><a href="/w/index.php?title=Dibromamine&action=edit&redlink=1" class="new" title="Dibromamine (page does not exist)">NHBr<sub>2</sub></a></li> <li><a href="/w/index.php?title=Diiodoamine&action=edit&redlink=1" class="new" title="Diiodoamine (page does not exist)">NHI<sub>2</sub></a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Oxidation_state" title="Oxidation state">Oxidation states</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"><span style="font-size:112%;"><b><a href="/wiki/Nitride" title="Nitride">−3</a></b></span>, <a href="/wiki/Hydrazine" title="Hydrazine">−2</a>, <a href="/wiki/Hydroxylamine" title="Hydroxylamine">−1</a>, 0, <a href="/wiki/Nitroxyl" title="Nitroxyl">+1</a>, <a href="/wiki/Nitric_oxide" title="Nitric oxide">+2</a>, <span style="font-size:112%;"><b><a class="mw-selflink selflink">+3</a></b></span>, <a href="/wiki/Nitrogen_dioxide" title="Nitrogen dioxide">+4</a>, <span style="font-size:112%;"><b><a href="/wiki/Nitrate" title="Nitrate">+5</a></b></span> (a strongly <a href="/wiki/Acid" title="Acid">acidic</a> oxide)</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="Salts_and_covalent_derivatives_of_the_nitrite_ion125" style="display:table;;padding:3px"><table class="nowraplinks mw-collapsible autocollapse navbox-inner" style="border-spacing:0;background:transparent;color:inherit;table-layout:fixed;"><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:Nitrites" title="Template:Nitrites"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Nitrites" title="Template talk:Nitrites"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Nitrites" title="Special:EditPage/Template:Nitrites"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Salts_and_covalent_derivatives_of_the_nitrite_ion125" style="font-size:114%;margin:0 4em">Salts and covalent derivatives of the <a class="mw-selflink selflink">nitrite</a> ion</div></th></tr><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0;border-width:0;"><div style="padding:0"><div class="mw-collapsible-content" style="overflow-x:auto"> <table class="center"> <tbody><tr style="background-color:mistyrose"> <td><a href="/wiki/Nitrous_acid" title="Nitrous acid"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">HNO<sub class="template-chem2-sub">2</sub></span></a> </td> <td style="background-color:white;color:inherit;border:none"> </td> <td style="background-color:white;color:inherit;border:none" colspan="11" rowspan="3"> </td> <td style="background-color:white;color:inherit;border:none" colspan="5"> </td> <td>He </td></tr> <tr style="background-color:mistyrose;color:black;"> <td><a href="/wiki/Lithium_nitrite" title="Lithium nitrite"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">LiNO<sub class="template-chem2-sub">2</sub></span></a> </td> <td><a href="/w/index.php?title=Beryllium_nitrite&action=edit&redlink=1" class="new" title="Beryllium nitrite (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Be(NO<sub class="template-chem2-sub">2</sub>)<sub class="template-chem2-sub">2</sub></span></a> </td> <td>B </td> <td><a href="/wiki/Tetranitromethane" title="Tetranitromethane"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">C(NO<sub class="template-chem2-sub">2</sub>)<sub class="template-chem2-sub">4</sub></span></a><br /><a href="/wiki/Trinitromethane" title="Trinitromethane"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">CH(NO<sub class="template-chem2-sub">2</sub>)<sub class="template-chem2-sub">3</sub></span></a><br /><a href="/wiki/Dinitromethane" title="Dinitromethane"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">CH<sub class="template-chem2-sub">2</sub>(NO<sub class="template-chem2-sub">2</sub>)<sub class="template-chem2-sub">2</sub></span></a><br /><a href="/wiki/Nitromethane" title="Nitromethane"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">CH<sub class="template-chem2-sub">3</sub>(NO<sub class="template-chem2-sub">2</sub>)</span></a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409" /><div class="plainlist"><ul><li><a href="/wiki/Nitrous_acid" title="Nitrous acid">HNO<sub>2</sub></a></li><li><a href="/wiki/Trinitramide" title="Trinitramide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">N(NO<sub class="template-chem2-sub">2</sub>)<sub class="template-chem2-sub">3</sub></span></a></li><li><a href="/wiki/Nitramide" title="Nitramide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">H<sub class="template-chem2-sub">2</sub>NNO<sub class="template-chem2-sub">2</sub></span></a></li><li><a href="/wiki/Nitrate_nitrite" title="Nitrate nitrite">–NO<sub>3</sub>, –NO<sub>2</sub></a></li></ul></div> </td> <td><a href="/wiki/Dinitrogen_trioxide" title="Dinitrogen trioxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">N<sub class="template-chem2-sub">2</sub>O<sub class="template-chem2-sub">3</sub></span></a> </td> <td><a href="/wiki/Nitryl_fluoride" title="Nitryl fluoride"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">NO<sub class="template-chem2-sub">2</sub>F</span></a> </td> <td>Ne </td></tr> <tr style="background-color:mistyrose;color:black;"> <td><a href="/wiki/Sodium_nitrite" title="Sodium nitrite"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">NaNO<sub class="template-chem2-sub">2</sub></span></a> </td> <td><a href="/w/index.php?title=Magnesium_nitrite&action=edit&redlink=1" class="new" title="Magnesium nitrite (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Mg(NO<sub class="template-chem2-sub">2</sub>)<sub class="template-chem2-sub">2</sub></span></a> </td> <td><a href="/w/index.php?title=Aluminium_nitrite&action=edit&redlink=1" class="new" title="Aluminium nitrite (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Al(NO<sub class="template-chem2-sub">2</sub>)<sub class="template-chem2-sub">3</sub></span></a> </td> <td>Si </td> <td>P </td> <td>S </td> <td><a href="/wiki/Nitryl_chloride" title="Nitryl chloride"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">NO<sub class="template-chem2-sub">2</sub>Cl</span></a> </td> <td>Ar </td></tr> <tr style="background-color:mistyrose;color:black;"> <td><a href="/wiki/Potassium_nitrite" title="Potassium nitrite"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">KNO<sub class="template-chem2-sub">2</sub></span></a> </td> <td><a href="/wiki/Calcium_nitrite" title="Calcium nitrite"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Ca(NO<sub class="template-chem2-sub">2</sub>)<sub class="template-chem2-sub">2</sub></span></a> </td> <td style="background-color:white;color:inherit;border:none"> </td> <td><a href="/w/index.php?title=Scandium_nitrite&action=edit&redlink=1" class="new" title="Scandium nitrite (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Sc(NO<sub class="template-chem2-sub">2</sub>)<sub class="template-chem2-sub">3</sub></span></a> </td> <td>Ti </td> <td><a href="/w/index.php?title=Vanadyl_nitrite&action=edit&redlink=1" class="new" title="Vanadyl nitrite (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">VO(NO<sub class="template-chem2-sub">2</sub>)<sub class="template-chem2-sub">3</sub></span></a> </td> <td><a href="/w/index.php?title=Chromium_nitrite&action=edit&redlink=1" class="new" title="Chromium nitrite (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Cr(NO<sub class="template-chem2-sub">2</sub>)<sub class="template-chem2-sub">3</sub></span></a> </td> <td><a href="/w/index.php?title=Manganese(II)_nitrite&action=edit&redlink=1" class="new" title="Manganese(II) nitrite (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Mn(NO<sub class="template-chem2-sub">2</sub>)<sub class="template-chem2-sub">2</sub></span></a> </td> <td><a href="/w/index.php?title=Iron(III)_nitrite&action=edit&redlink=1" class="new" title="Iron(III) nitrite (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Fe(NO<sub class="template-chem2-sub">2</sub>)<sub class="template-chem2-sub">3</sub></span></a> </td> <td><a href="/w/index.php?title=Cobalt(II)_nitrite&action=edit&redlink=1" class="new" title="Cobalt(II) nitrite (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Co(NO<sub class="template-chem2-sub">2</sub>)<sub class="template-chem2-sub">2</sub></span></a><br /><a href="/w/index.php?title=Cobalt(III)_nitrite&action=edit&redlink=1" class="new" title="Cobalt(III) nitrite (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Co(NO<sub class="template-chem2-sub">2</sub>)<sub class="template-chem2-sub">3</sub></span></a> </td> <td><a href="/wiki/Nickel(II)_nitrite" title="Nickel(II) nitrite"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Ni(NO<sub class="template-chem2-sub">2</sub>)<sub class="template-chem2-sub">2</sub></span></a> </td> <td><a href="/w/index.php?title=Copper(II)_nitrite&action=edit&redlink=1" class="new" title="Copper(II) nitrite (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Cu(NO<sub class="template-chem2-sub">2</sub>)<sub class="template-chem2-sub">2</sub></span></a> </td> <td><a href="/w/index.php?title=Zinc_nitrite&action=edit&redlink=1" class="new" title="Zinc nitrite (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Zn(NO<sub class="template-chem2-sub">2</sub>)<sub class="template-chem2-sub">2</sub></span></a> </td> <td><a href="/w/index.php?title=Gallium_nitrite&action=edit&redlink=1" class="new" title="Gallium nitrite (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Ga(NO<sub class="template-chem2-sub">2</sub>)<sub class="template-chem2-sub">3</sub></span></a> </td> <td>Ge </td> <td>As </td> <td>Se </td> <td><a href="/w/index.php?title=Nitryl_bromide&action=edit&redlink=1" class="new" title="Nitryl bromide (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">NO<sub class="template-chem2-sub">2</sub>Br</span></a> </td> <td>Kr </td></tr> <tr style="background-color:mistyrose;color:black;"> <td><a href="/w/index.php?title=Rubidium_nitrite&action=edit&redlink=1" class="new" title="Rubidium nitrite (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">RbNO<sub class="template-chem2-sub">2</sub></span></a> </td> <td><a href="/w/index.php?title=Strontium_nitrite&action=edit&redlink=1" class="new" title="Strontium nitrite (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Sr(NO<sub class="template-chem2-sub">2</sub>)<sub class="template-chem2-sub">2</sub></span></a> </td> <td style="background-color:white;color:inherit;border:none"> </td> <td><a href="/w/index.php?title=Yttrium_nitrite&action=edit&redlink=1" class="new" title="Yttrium nitrite (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Y(NO<sub class="template-chem2-sub">2</sub>)<sub class="template-chem2-sub">3</sub></span></a> </td> <td>Zr </td> <td>Nb </td> <td>Mo </td> <td>Tc </td> <td>Ru </td> <td>Rh </td> <td><a href="/w/index.php?title=Palladium(II)_nitrite&action=edit&redlink=1" class="new" title="Palladium(II) nitrite (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Pd(NO<sub class="template-chem2-sub">2</sub>)<sub class="template-chem2-sub">2</sub></span></a> </td> <td><a href="/wiki/Silver_nitrite" title="Silver nitrite"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">AgNO<sub class="template-chem2-sub">2</sub></span></a> </td> <td><a href="/w/index.php?title=Cadmium_nitrite&action=edit&redlink=1" class="new" title="Cadmium nitrite (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Cd(NO<sub class="template-chem2-sub">2</sub>)<sub class="template-chem2-sub">2</sub></span></a> </td> <td>In </td> <td>Sn </td> <td>Sb </td> <td>Te </td> <td><a href="/w/index.php?title=Nitryl_iodide&action=edit&redlink=1" class="new" title="Nitryl iodide (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">NO<sub class="template-chem2-sub">2</sub>I</span></a> </td> <td>Xe </td></tr> <tr style="background-color:mistyrose;color:black;"> <td><a href="/w/index.php?title=Caesium_nitrite&action=edit&redlink=1" class="new" title="Caesium nitrite (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">CsNO<sub class="template-chem2-sub">2</sub></span></a> </td> <td><a href="/wiki/Barium_nitrite" title="Barium nitrite"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Ba(NO<sub class="template-chem2-sub">2</sub>)<sub class="template-chem2-sub">2</sub></span></a> </td> <td style="background-color:white;color:inherit;border:none">* </td> <td>Lu </td> <td>Hf </td> <td>Ta </td> <td>W </td> <td>Re </td> <td>Os </td> <td>Ir </td> <td><a href="/w/index.php?title=Platinum_nitrite&action=edit&redlink=1" class="new" title="Platinum nitrite (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Pt(NO<sub class="template-chem2-sub">2</sub>)<sub class="template-chem2-sub">2</sub></span></a><br /><a href="/w/index.php?title=Platinum_nitrite_complex&action=edit&redlink=1" class="new" title="Platinum nitrite complex (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">[Pt(NO<sub class="template-chem2-sub">2</sub>)<sub class="template-chem2-sub">4</sub>]<sup>2−</sup></span></a> </td> <td>Au </td> <td><a href="/w/index.php?title=Mercury(I)_nitrite&action=edit&redlink=1" class="new" title="Mercury(I) nitrite (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Hg<sub class="template-chem2-sub">2</sub>(NO<sub class="template-chem2-sub">2</sub>)<sub class="template-chem2-sub">2</sub></span></a><br /><a href="/w/index.php?title=Mercury(II)_nitrite&action=edit&redlink=1" class="new" title="Mercury(II) nitrite (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Hg(NO<sub class="template-chem2-sub">2</sub>)<sub class="template-chem2-sub">2</sub></span></a> </td> <td><a href="/w/index.php?title=Thallous_nitrite&action=edit&redlink=1" class="new" title="Thallous nitrite (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">TlNO<sub class="template-chem2-sub">2</sub></span></a> </td> <td><a href="/w/index.php?title=Lead(II)_nitrite&action=edit&redlink=1" class="new" title="Lead(II) nitrite (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Pb(NO<sub class="template-chem2-sub">2</sub>)<sub class="template-chem2-sub">2</sub></span></a> </td> <td><a href="/w/index.php?title=Bismuth(III)_nitrite&action=edit&redlink=1" class="new" title="Bismuth(III) nitrite (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Bi(NO<sub class="template-chem2-sub">2</sub>)<sub class="template-chem2-sub">3</sub></span></a><br /><a href="/w/index.php?title=Bismuth_oxynitrite&action=edit&redlink=1" class="new" title="Bismuth oxynitrite (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">BiO(NO<sub class="template-chem2-sub">2</sub>)</span></a> </td> <td>Po </td> <td>At </td> <td>Rn </td></tr> <tr style="background-color:mistyrose;color:black;"> <td>Fr </td> <td>Ra </td> <td style="background-color:white;color:inherit;border:none">** </td> <td>Lr </td> <td>Rf </td> <td>Db </td> <td>Sg </td> <td>Bh </td> <td>Hs </td> <td>Mt </td> <td>Ds </td> <td>Rg </td> <td>Cn </td> <td>Nh </td> <td>Fl </td> <td>Mc </td> <td>Lv </td> <td>Ts </td> <td>Og </td></tr> <tr> <td style="background-color:white;color:inherit;border:none" colspan="2" rowspan="3"> </td> <td style="background-color:white;color:inherit;border:none" colspan="20">  </td></tr> <tr style="background-color:mistyrose;color:black;"> <td style="background-color:white;color:inherit;border:none">* </td> <td><a href="/w/index.php?title=Lanthanum_nitrite&action=edit&redlink=1" class="new" title="Lanthanum nitrite (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">La(NO<sub class="template-chem2-sub">2</sub>)<sub class="template-chem2-sub">3</sub></span></a> </td> <td><a href="/w/index.php?title=Cerium_nitrite&action=edit&redlink=1" class="new" title="Cerium nitrite (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Ce(NO<sub class="template-chem2-sub">2</sub>)<sub class="template-chem2-sub">3</sub></span></a> </td> <td><a href="/w/index.php?title=Praseodymium_nitrite&action=edit&redlink=1" class="new" title="Praseodymium nitrite (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Pr(NO<sub class="template-chem2-sub">2</sub>)<sub class="template-chem2-sub">3</sub></span></a> </td> <td><a href="/w/index.php?title=Neodymium_nitrite&action=edit&redlink=1" class="new" title="Neodymium nitrite (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Nd(NO<sub class="template-chem2-sub">2</sub>)<sub class="template-chem2-sub">3</sub></span></a> </td> <td>Pm </td> <td><a href="/w/index.php?title=Samarium(III)_nitrite&action=edit&redlink=1" class="new" title="Samarium(III) nitrite (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Sm(NO<sub class="template-chem2-sub">2</sub>)<sub class="template-chem2-sub">3</sub></span></a> </td> <td><a href="/w/index.php?title=Europium(II)_nitrite&action=edit&redlink=1" class="new" title="Europium(II) nitrite (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Eu(NO<sub class="template-chem2-sub">2</sub>)<sub class="template-chem2-sub">2</sub></span></a> </td> <td><a href="/w/index.php?title=Gadolinium(III)_nitrite&action=edit&redlink=1" class="new" title="Gadolinium(III) nitrite (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Gd(NO<sub class="template-chem2-sub">2</sub>)<sub class="template-chem2-sub">3</sub></span></a> </td> <td>Tb </td> <td>Dy </td> <td>Ho </td> <td>Er </td> <td>Tm </td> <td>Yb </td></tr> <tr style="background-color:mistyrose;color:black;"> <td style="background-color:white;color:inherit;border:none">** </td> <td>Ac </td> <td>Th </td> <td>Pa </td> <td><a href="/w/index.php?title=Uranyl_nitrite&action=edit&redlink=1" class="new" title="Uranyl nitrite (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">UO<sub class="template-chem2-sub">2</sub>(NO<sub class="template-chem2-sub">2</sub>)<sub class="template-chem2-sub">2</sub></span></a> </td> <td>Np </td> <td>Pu </td> <td>Am </td> <td>Cm </td> <td>Bk </td> <td>Cf </td> <td>Es </td> <td>Fm </td> <td>Md </td> <td>No </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="Nitric_oxide_signaling_modulators330" style="padding:3px"><table class="nowraplinks 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:Nitric_oxide_signaling_modulators" title="Template:Nitric oxide signaling modulators"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Nitric_oxide_signaling_modulators" title="Template talk:Nitric oxide signaling modulators"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Nitric_oxide_signaling_modulators" title="Special:EditPage/Template:Nitric oxide signaling modulators"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Nitric_oxide_signaling_modulators330" style="font-size:114%;margin:0 4em"><a href="/wiki/Nitric_oxide" title="Nitric oxide">Nitric oxide</a> <a href="/wiki/Cell_signaling" title="Cell signaling">signaling</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/Nitric_oxide" title="Nitric oxide">Forms</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/Nitroxyl" title="Nitroxyl">Nitroxyl anion (NO<sup>−</sup>; oxonitrate(1-), hyponitrite anion)</a></li> <li><a href="/wiki/Nitric_oxide" title="Nitric oxide">Nitric oxide (NO<sup>⋅</sup>; nitrogen monoxide)</a></li> <li><a href="/wiki/Nitrosonium" title="Nitrosonium">Nitrosonium (NO<sup>+</sup>; nitrosyl cation)</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Biological_target" title="Biological target">Targets</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 navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="sGC33" scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Soluble_guanylate_cyclase" class="mw-redirect" title="Soluble guanylate cyclase">sGC</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><i>Activators/stimulators:</i> <a href="/w/index.php?title=Ataciguat&action=edit&redlink=1" class="new" title="Ataciguat (page does not exist)">Ataciguat</a></li> <li><a href="/w/index.php?title=BAY_41-2272&action=edit&redlink=1" class="new" title="BAY 41-2272 (page does not exist)">BAY 41-2272</a></li> <li><a href="/w/index.php?title=BAY_41-8543&action=edit&redlink=1" class="new" title="BAY 41-8543 (page does not exist)">BAY 41-8543</a></li> <li><a href="/w/index.php?title=BAY_60-4552&action=edit&redlink=1" class="new" title="BAY 60-4552 (page does not exist)">BAY 60-4552</a></li> <li><a href="/w/index.php?title=BI-703704&action=edit&redlink=1" class="new" title="BI-703704 (page does not exist)">BI-703704</a></li> <li><a href="/wiki/Cinaciguat" title="Cinaciguat">Cinaciguat (BAY 58-2667)</a></li> <li><a href="/w/index.php?title=GSK-2181236A&action=edit&redlink=1" class="new" title="GSK-2181236A (page does not exist)">GSK-2181236A</a></li> <li><a href="/w/index.php?title=Praliciguat&action=edit&redlink=1" class="new" title="Praliciguat (page does not exist)">Praliciguat</a></li> <li><a href="/wiki/Riociguat" title="Riociguat">Riociguat</a></li> <li><a href="/wiki/Vericiguat" title="Vericiguat">Vericiguat</a></li></ul> <ul><li><i>Inhibitors:</i> <a href="/w/index.php?title=1H-(1,2,4)Oxadiazolo(4,3-a)quinoxalin-1-one&action=edit&redlink=1" class="new" title="1H-(1,2,4)Oxadiazolo(4,3-a)quinoxalin-1-one (page does not exist)">ODQ</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/NO_donor" class="mw-redirect" title="NO donor">NO donors</a><br /><small>(<a href="/wiki/Prodrug" title="Prodrug">prodrugs</a>)</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><i><a href="/wiki/Nitrate" title="Nitrate">Nitrates</a>:</i> <a href="/wiki/Diethylene_glycol_dinitrate" title="Diethylene glycol dinitrate">Diethylene glycol dinitrate (DEGDN)</a></li> <li><a href="/wiki/Erythritol_tetranitrate" title="Erythritol tetranitrate">Erythritol tetranitrate (ETN)</a></li> <li><a href="/wiki/Ethylene_glycol_dinitrate" title="Ethylene glycol dinitrate">Ethylene glycol dinitrate (EGDN; nitroglycol)</a></li> <li><a href="/wiki/Isosorbide_mononitrate" title="Isosorbide mononitrate">Isosorbide mononitrate (ISMN)</a></li> <li><a href="/wiki/Isosorbide_dinitrate" title="Isosorbide dinitrate">Isosorbide dinitrate (ISDN)</a></li> <li><a href="/wiki/Itramin_tosilate" title="Itramin tosilate">Itramin tosilate</a></li> <li><a href="/wiki/Mannitol_hexanitrate" title="Mannitol hexanitrate">Mannitol hexanitrate</a></li> <li><a href="/wiki/Naproxcinod" title="Naproxcinod">Naproxcinod (nitronaproxen; AZD-3582, HCT-3012)</a></li> <li><a href="/w/index.php?title=NCX-466&action=edit&redlink=1" class="new" title="NCX-466 (page does not exist)">NCX-466</a></li> <li><a href="/w/index.php?title=NCX-2216&action=edit&redlink=1" class="new" title="NCX-2216 (page does not exist)">NCX-2216</a></li> <li><a href="/w/index.php?title=NCX-4016&action=edit&redlink=1" class="new" title="NCX-4016 (page does not exist)">NCX-4016</a></li> <li><a href="/w/index.php?title=NCX_4040&action=edit&redlink=1" class="new" title="NCX 4040 (page does not exist)">NCX 4040</a></li> <li><a href="/w/index.php?title=NCX-4215&action=edit&redlink=1" class="new" title="NCX-4215 (page does not exist)">NCX-4215</a></li> <li><a href="/wiki/Nicorandil" title="Nicorandil">Nicorandil</a></li> <li><a href="/wiki/Nipradilol" title="Nipradilol">Nipradilol (K-351)</a></li> <li><a href="/wiki/Nitrate" title="Nitrate">Nitrate (NO<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1.2em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">−</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">3</sub></span></span>)</a></li> <li><a href="/w/index.php?title=Nitroatorvastatin&action=edit&redlink=1" class="new" title="Nitroatorvastatin (page does not exist)">Nitroatorvastatin (NCX-6560)</a></li> <li><a href="/w/index.php?title=Nitroflurbiprofen&action=edit&redlink=1" class="new" title="Nitroflurbiprofen (page does not exist)">Nitroflurbiprofen (HCT-1026)</a></li> <li><a href="/w/index.php?title=Nitrofluvastatin&action=edit&redlink=1" class="new" title="Nitrofluvastatin (page does not exist)">Nitrofluvastatin</a></li> <li><a href="/wiki/Nitroglycerin_(drug)" class="mw-redirect" title="Nitroglycerin (drug)">Nitroglycerin (glyceryl trinitrate (GTN))</a></li> <li><a href="/w/index.php?title=Nitropravastatin&action=edit&redlink=1" class="new" title="Nitropravastatin (page does not exist)">Nitropravastatin (NCX-6550)</a></li> <li><a href="/wiki/Pentaerithrityl_tetranitrate" class="mw-redirect" title="Pentaerithrityl tetranitrate">Pentaerithrityl tetranitrate (PETN)</a></li> <li><a href="/wiki/Propatylnitrate" title="Propatylnitrate">Propatylnitrate</a></li> <li><a href="/wiki/Propylene_glycol_dinitrate" title="Propylene glycol dinitrate">Propylene glycol dinitrate (PGDN)</a></li> <li><a href="/w/index.php?title=Sodium_trioxodinitrate&action=edit&redlink=1" class="new" title="Sodium trioxodinitrate (page does not exist)">Sodium trioxodinitrate (Angeli's salt)</a></li> <li>Tenitramine</li> <li><a href="/wiki/Trolnitrate" title="Trolnitrate">Trolnitrate</a></li></ul> <ul><li><i><a href="/wiki/Nitroso_compound" class="mw-redirect" title="Nitroso compound">Nitroso compounds</a>/<a class="mw-selflink selflink">nitrites</a>:</i> <a class="mw-selflink selflink">Nitrite (NO<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1.2em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">−</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">2</sub></span></span>)</a>; <i>O-Nitroso compounds (<a href="/wiki/Alkyl_nitrite" title="Alkyl nitrite">alkyl nitrites</a>):</i> <a href="/wiki/Amyl_nitrite" title="Amyl nitrite">Amyl nitrite (isoamyl nitrite, isopentyl nitrite)</a></li> <li><a href="/wiki/Cyclohexyl_nitrite" title="Cyclohexyl nitrite">Cyclohexyl nitrite</a></li> <li><a href="/wiki/Ethyl_nitrite" title="Ethyl nitrite">Ethyl nitrite</a></li> <li><a href="/wiki/Hexyl_nitrite" title="Hexyl nitrite">Hexyl nitrite</a></li> <li><a href="/wiki/Isobutyl_nitrite" title="Isobutyl nitrite">Isobutyl nitrite (2-methylpropyl nitrite)</a></li> <li><a href="/wiki/Isopropyl_nitrite" title="Isopropyl nitrite">Isopropyl nitrite</a></li> <li><a href="/wiki/Methyl_nitrite" title="Methyl nitrite">Methyl nitrite</a></li> <li><a href="/wiki/Butyl_nitrite" title="Butyl nitrite"><i>n</i>-Butyl nitrite</a></li> <li><a href="/wiki/Pentyl_nitrite" title="Pentyl nitrite">Pentyl nitrite</a></li> <li><a href="/wiki/Tert-Butyl_nitrite" title="Tert-Butyl nitrite"><i>tert</i>-Butyl nitrite</a>; <i><a href="/wiki/S-Nitrosothiol" title="S-Nitrosothiol">S-Nitroso compounds</a> (thionitrites):</i> <a href="/w/index.php?title=LA810&action=edit&redlink=1" class="new" title="LA810 (page does not exist)">LA810</a></li> <li><a href="/w/index.php?title=S-Nitrosoalbumin&action=edit&redlink=1" class="new" title="S-Nitrosoalbumin (page does not exist)">S-Nitrosoalbumin (SNALB)</a></li> <li><a href="/w/index.php?title=S-Nitrosated_AR545C&action=edit&redlink=1" class="new" title="S-Nitrosated AR545C (page does not exist)">S-Nitrosated AR545C</a></li> <li><a href="/w/index.php?title=S-Nitroso-N-acetylcysteine&action=edit&redlink=1" class="new" title="S-Nitroso-N-acetylcysteine (page does not exist)">S-Nitroso-N-acetylcysteine (SNAC)</a></li> <li><a href="/wiki/S-Nitroso-N-acetylpenicillamine" title="S-Nitroso-N-acetylpenicillamine">S-Nitroso-N-acetylpenicillamine (SNAP)</a></li> <li><a href="/w/index.php?title=S-Nitroso-N-valerylpenicillamine&action=edit&redlink=1" class="new" title="S-Nitroso-N-valerylpenicillamine (page does not exist)">S-Nitroso-N-valerylpenicillamine (SNVP)</a></li> <li><a href="/w/index.php?title=S-Nitrosocaptopril&action=edit&redlink=1" class="new" title="S-Nitrosocaptopril (page does not exist)">S-Nitrosocaptopril (SNO-Cap)</a></li> <li><a href="/w/index.php?title=S-Nitrosocysteine&action=edit&redlink=1" class="new" title="S-Nitrosocysteine (page does not exist)">S-Nitrosocysteine (SNC, CysNO, SNO-Cys)</a></li> <li><a href="/w/index.php?title=S-Nitrosodiclofenac&action=edit&redlink=1" class="new" title="S-Nitrosodiclofenac (page does not exist)">S-Nitrosodiclofenac</a></li> <li><a href="/wiki/S-Nitrosoglutathione" title="S-Nitrosoglutathione">S-Nitrosoglutathione (GSNO, SNOG)</a></li> <li><a href="/w/index.php?title=S-Nitrosated_tissue-type_plasminogen_activator&action=edit&redlink=1" class="new" title="S-Nitrosated tissue-type plasminogen activator (page does not exist)">SNO-t-PA</a></li> <li><a href="/w/index.php?title=S-Nitrosated_von_Willebrand_factor&action=edit&redlink=1" class="new" title="S-Nitrosated von Willebrand factor (page does not exist)">SNO-vWF</a>; <i>N-Nitroso compounds (e.g., <a href="/wiki/Nitrosamine" title="Nitrosamine">nitrosamines</a>):</i> <a href="/w/index.php?title=SIN-1A&action=edit&redlink=1" class="new" title="SIN-1A (page does not exist)">SIN-1A</a></li></ul> <ul><li><i>Nitrosyl compounds:</i> <i><a href="/wiki/Metal_nitrosyl_complex" title="Metal nitrosyl complex">Metal nitrosyl complexes</a>:</i> <a href="/wiki/Roussin%27s_black_salt" title="Roussin's black salt">Roussin's black salt</a></li> <li><a href="/wiki/Roussin%27s_red_salt" title="Roussin's red salt">Roussin's red salt</a></li> <li><a href="/wiki/Sodium_nitroprusside" title="Sodium nitroprusside">Sodium nitroprusside (SNP)</a></li></ul> <ul><li><i><a href="/wiki/NONOate" title="NONOate">NONOates</a> (diazeniumdiolates):</i> <a href="/w/index.php?title=Diethylamine/NO&action=edit&redlink=1" class="new" title="Diethylamine/NO (page does not exist)">Diethylamine/NO (DEA/NO)</a></li> <li><a href="/w/index.php?title=Diethylenetriamine/NO&action=edit&redlink=1" class="new" title="Diethylenetriamine/NO (page does not exist)">Diethylenetriamine/NO (DETA/NO)</a></li> <li><a href="/w/index.php?title=GLO/NO&action=edit&redlink=1" class="new" title="GLO/NO (page does not exist)">GLO/NO</a></li> <li><a href="/w/index.php?title=JS-K&action=edit&redlink=1" class="new" title="JS-K (page does not exist)">JS-K</a></li> <li><a href="/w/index.php?title=Methylamine_hexamethylene_methylamine/NO&action=edit&redlink=1" class="new" title="Methylamine hexamethylene methylamine/NO (page does not exist)">Methylamine hexamethylene methylamine/NO (MAHMA/NO)</a></li> <li><a href="/w/index.php?title=PROLI/NO&action=edit&redlink=1" class="new" title="PROLI/NO (page does not exist)">PROLI/NO</a></li> <li><a href="/w/index.php?title=Spermine/NO&action=edit&redlink=1" class="new" title="Spermine/NO (page does not exist)">Spermine/NO (SPER/NO)</a></li> <li><a href="/w/index.php?title=V-PYRRO/NO&action=edit&redlink=1" class="new" title="V-PYRRO/NO (page does not exist)">V-PYRRO/NO</a></li></ul> <ul><li><i>Heterocyclic compounds:</i> <i><a href="/wiki/Furoxan" title="Furoxan">Furoxans</a>:</i> <a href="/wiki/Furoxan" title="Furoxan">Furoxan</a></li> <li><a href="/w/index.php?title=REC15/2739&action=edit&redlink=1" class="new" title="REC15/2739 (page does not exist)">REC15/2739</a>; <i><a href="/w/index.php?title=Sydnonimine&action=edit&redlink=1" class="new" title="Sydnonimine (page does not exist)">Sydnonimines</a>:</i> <a href="/wiki/Feprosidnine" title="Feprosidnine">Feprosidnine</a></li> <li><a href="/wiki/Linsidomine" title="Linsidomine">Linsidomine (SIN-1)</a></li> <li><a href="/wiki/Molsidomine" title="Molsidomine">Molsidomine (SIN-10)</a></li> <li><a href="/w/index.php?title=Sydnonimine&action=edit&redlink=1" class="new" title="Sydnonimine (page does not exist)">Sydnonimine</a></li></ul> <ul><li><i>Unsorted:</i> <a href="/wiki/Cimlanod" title="Cimlanod">Cimlanod</a></li> <li><a href="/w/index.php?title=FK-409&action=edit&redlink=1" class="new" title="FK-409 (page does not exist)">FK-409</a></li> <li><a href="/w/index.php?title=FR144220&action=edit&redlink=1" class="new" title="FR144220 (page does not exist)">FR144220</a></li> <li><a href="/w/index.php?title=FR146881&action=edit&redlink=1" class="new" title="FR146881 (page does not exist)">FR146881</a></li> <li><a href="/w/index.php?title=N-Acetyl-N-acetoxy-4-chlorobenzenesulfonamide&action=edit&redlink=1" class="new" title="N-Acetyl-N-acetoxy-4-chlorobenzenesulfonamide (page does not exist)">N-Acetyl-N-acetoxy-4-chlorobenzenesulfonamide</a></li></ul> </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 /><small>(<a href="/wiki/Enzyme_inhibitor" title="Enzyme inhibitor">inhibitors</a>)</small></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%;text-align:center;"><a href="/wiki/Nitric_oxide_synthase" title="Nitric oxide synthase">NOS</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%;text-align:center;"><a href="/wiki/NOS1" title="NOS1">nNOS</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="/w/index.php?title=3-Bromo-7-nitroindazole&action=edit&redlink=1" class="new" title="3-Bromo-7-nitroindazole (page does not exist)">3-Bromo-7-nitroindazole</a></li> <li><a href="/w/index.php?title=3-Chloroindazole&action=edit&redlink=1" class="new" title="3-Chloroindazole (page does not exist)">3-Chloroindazole</a></li> <li><a href="/w/index.php?title=3-Chloro-5-nitroindazole&action=edit&redlink=1" class="new" title="3-Chloro-5-nitroindazole (page does not exist)">3-Chloro-5-nitroindazole</a></li> <li><a href="/w/index.php?title=5-Nitroindazole&action=edit&redlink=1" class="new" title="5-Nitroindazole (page does not exist)">5-Nitroindazole</a></li> <li><a href="/w/index.php?title=6-Nitroindazole&action=edit&redlink=1" class="new" title="6-Nitroindazole (page does not exist)">6-Nitroindazole</a></li> <li><a href="/wiki/7-Nitroindazole" title="7-Nitroindazole">7-Nitroindazole</a></li> <li><a href="/w/index.php?title=A-84643&action=edit&redlink=1" class="new" title="A-84643 (page does not exist)">A-84643</a></li> <li><a href="/wiki/Aminoguanidine" class="mw-redirect" title="Aminoguanidine">Aminoguanidine (pimagedine)</a></li> <li><a href="/w/index.php?title=ARL-17477&action=edit&redlink=1" class="new" title="ARL-17477 (page does not exist)">ARL-17477</a></li> <li><a href="/wiki/Indazole" title="Indazole">Indazole</a></li> <li><a href="/w/index.php?title=N5-(1-Iminoethyl)-L-ornithine&action=edit&redlink=1" class="new" title="N5-(1-Iminoethyl)-L-ornithine (page does not exist)">N<sup>5</sup>-(1-Iminoethyl)-L-ornithine (<small>L</small>-NIO)</a></li> <li><a href="/w/index.php?title=N%CF%89-Methyl-L-arginine&action=edit&redlink=1" class="new" title="Nω-Methyl-L-arginine (page does not exist)">N<sup>ω</sup>-Methyl-<small>L</small>-arginine (<small>L</small>-NMA)</a></li> <li><a href="/w/index.php?title=N%CF%89-Propyl-L-arginine&action=edit&redlink=1" class="new" title="Nω-Propyl-L-arginine (page does not exist)">N<sup>ω</sup>-Propyl-<small>L</small>-arginine (<small>L</small>-NPA)</a></li> <li><a href="/wiki/Nitroarginine" title="Nitroarginine">Nitroarginine (NNA, NOARG)</a></li> <li><a href="/wiki/Pentamidine_isethionate" class="mw-redirect" title="Pentamidine isethionate">Pentamidine isethionate</a></li> <li><a href="/w/index.php?title=1-(2-Trifluoromethylphenyl)imidazole&action=edit&redlink=1" class="new" title="1-(2-Trifluoromethylphenyl)imidazole (page does not exist)">TRIM</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Nitric_oxide_synthase_2_(inducible)" title="Nitric oxide synthase 2 (inducible)">iNOS</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="/w/index.php?title=1-Amino-2-hydroxyguanidine&action=edit&redlink=1" class="new" title="1-Amino-2-hydroxyguanidine (page does not exist)">1-Amino-2-hydroxyguanidine</a></li> <li><a href="/w/index.php?title=2-Ethylaminoguanidine&action=edit&redlink=1" class="new" title="2-Ethylaminoguanidine (page does not exist)">2-Ethylaminoguanidine</a></li> <li><a href="/w/index.php?title=2-Iminopiperidine&action=edit&redlink=1" class="new" title="2-Iminopiperidine (page does not exist)">2-Iminopiperidine</a></li> <li><a href="/w/index.php?title=1400W&action=edit&redlink=1" class="new" title="1400W (page does not exist)">1400W</a></li> <li><a href="/w/index.php?title=S-aminoethylisothiourea&action=edit&redlink=1" class="new" title="S-aminoethylisothiourea (page does not exist)">AEITU</a></li> <li><a href="/wiki/Aminoguanidine" class="mw-redirect" title="Aminoguanidine">Aminoguanidine (pimagedine)</a></li> <li><a href="/w/index.php?title=2-Amino-5,6-dihydro-6-methyl-4H-1,3-thiazine&action=edit&redlink=1" class="new" title="2-Amino-5,6-dihydro-6-methyl-4H-1,3-thiazine (page does not exist)">AMT</a></li> <li><a href="/w/index.php?title=AR-C_102222&action=edit&redlink=1" class="new" title="AR-C 102222 (page does not exist)">AR-C 102222</a></li> <li><a href="/w/index.php?title=BYK-191023&action=edit&redlink=1" class="new" title="BYK-191023 (page does not exist)">BYK-191023</a></li> <li><a href="/wiki/Canavanine" title="Canavanine">Canavanine</a></li> <li><a href="/w/index.php?title=Cindunistat&action=edit&redlink=1" class="new" title="Cindunistat (page does not exist)">Cindunistat (SD-6010)</a></li> <li><a href="/w/index.php?title=S-Ethylisothiourea&action=edit&redlink=1" class="new" title="S-Ethylisothiourea (page does not exist)">EITU</a></li> <li><a href="/w/index.php?title=S-Isopropylisothiourea&action=edit&redlink=1" class="new" title="S-Isopropylisothiourea (page does not exist)">IPTU</a></li> <li><a href="/w/index.php?title=S-Methylisothiourea&action=edit&redlink=1" class="new" title="S-Methylisothiourea (page does not exist)">MITU</a></li> <li><a href="/w/index.php?title=N5-(1-Iminoethyl)-L-ornithine&action=edit&redlink=1" class="new" title="N5-(1-Iminoethyl)-L-ornithine (page does not exist)">N<sup>5</sup>-(1-Iminoethyl)-<small>L</small>-ornithine (<small>L</small>-NIO)</a></li> <li><a href="/w/index.php?title=N6-(1-Iminoethyl)-L-lysine&action=edit&redlink=1" class="new" title="N6-(1-Iminoethyl)-L-lysine (page does not exist)">N<sup>6</sup>-(1-Iminoethyl)-<small>L</small>-lysine (<small>L</small>-NIL)</a></li> <li><a href="/w/index.php?title=N%CF%89-Methyl-L-arginine&action=edit&redlink=1" class="new" title="Nω-Methyl-L-arginine (page does not exist)">N<sup>ω</sup>-Methyl-<small>L</small>-arginine (<small>L</small>-NMA)</a></li> <li><a href="/w/index.php?title=Ronopterin&action=edit&redlink=1" class="new" title="Ronopterin (page does not exist)">Ronopterin (VAS-203)</a></li> <li><a href="/w/index.php?title=1-(2-Trifluoromethylphenyl)imidazole&action=edit&redlink=1" class="new" title="1-(2-Trifluoromethylphenyl)imidazole (page does not exist)">TRIM</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Endothelial_NOS" title="Endothelial NOS">eNOS</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/Aminoguanidine" class="mw-redirect" title="Aminoguanidine">Aminoguanidine (pimagedine)</a></li> <li><a href="/w/index.php?title=N5-(1-Iminoethyl)-L-ornithine&action=edit&redlink=1" class="new" title="N5-(1-Iminoethyl)-L-ornithine (page does not exist)">N<sup>5</sup>-(1-Iminoethyl)-<small>L</small>-ornithine (<small>L</small>-NIO)</a></li> <li><a href="/w/index.php?title=N%CF%89-Methyl-L-arginine&action=edit&redlink=1" class="new" title="Nω-Methyl-L-arginine (page does not exist)">N<sup>ω</sup>-Methyl-<small>L</small>-arginine (<small>L</small>-NMA)</a></li> <li><a href="/wiki/Nitroarginine" title="Nitroarginine">Nitroarginine (NNA, NOARG)</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Unsorted</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/Asymmetric_dimethylarginine" title="Asymmetric dimethylarginine">Asymmetric dimethylarginine (ADMA)</a></li> <li><a href="/w/index.php?title=CKD-712&action=edit&redlink=1" class="new" title="CKD-712 (page does not exist)">CKD-712</a></li> <li><a href="/w/index.php?title=Guanidinoethyldisulfide&action=edit&redlink=1" class="new" title="Guanidinoethyldisulfide (page does not exist)">Guanidinoethyldisulfide (GED)</a></li> <li><a href="/w/index.php?title=GW-273629&action=edit&redlink=1" class="new" title="GW-273629 (page does not exist)">GW-273629</a></li> <li><a href="/wiki/Indospicine" title="Indospicine">Indospicine</a></li> <li><a href="/w/index.php?title=KD-7040&action=edit&redlink=1" class="new" title="KD-7040 (page does not exist)">KD-7040</a></li> <li><a href="/w/index.php?title=Nitroarginine_methyl_ester&action=edit&redlink=1" class="new" title="Nitroarginine methyl ester (page does not exist)">Nitroarginine methyl ester (NAME)</a></li> <li><a href="/w/index.php?title=NCX-456&action=edit&redlink=1" class="new" title="NCX-456 (page does not exist)">NCX-456</a></li> <li><a href="/w/index.php?title=NXN-462&action=edit&redlink=1" class="new" title="NXN-462 (page does not exist)">NXN-462</a></li> <li><a href="/w/index.php?title=ONO-1714&action=edit&redlink=1" class="new" title="ONO-1714 (page does not exist)">ONO-1714</a></li> <li><a href="/w/index.php?title=VAS-2381&action=edit&redlink=1" class="new" title="VAS-2381 (page does not exist)">VAS-2381</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/Arginase" title="Arginase">Arginase</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="/w/index.php?title=2S-Amino-6-boronohexonic_acid&action=edit&redlink=1" class="new" title="2S-Amino-6-boronohexonic acid (page does not exist)">ABH</a></li> <li><a href="/w/index.php?title=N%CF%89-Hydroxy-L-arginine&action=edit&redlink=1" class="new" title="Nω-Hydroxy-L-arginine (page does not exist)">N<sup>ω</sup>-Hydroxy-<small>L</small>-arginine (NOHA)</a></li> <li><a href="/wiki/Chlorogenic_acid" title="Chlorogenic acid">chlorogenic acid</a></li> <li><a href="/wiki/Ginseng" title="Ginseng">ginseng</a></li> <li><a href="/wiki/Epicatechin" class="mw-redirect" title="Epicatechin">epicatechin</a></li> <li><a href="/wiki/Ornithine" title="Ornithine">ornithine</a></li> <li><a href="/wiki/Norvaline" title="Norvaline">norvaline</a></li> <li><a href="/wiki/Lysine" title="Lysine">lysine</a></li> <li><a href="/w/index.php?title=Alpha_aminoacids&action=edit&redlink=1" class="new" title="Alpha aminoacids (page does not exist)">alpha aminoacids</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/CAMK" title="CAMK">CAMK</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="/w/index.php?title=Calmidazolium&action=edit&redlink=1" class="new" title="Calmidazolium (page does not exist)">Calmidazolium</a></li> <li><a href="/w/index.php?title=W-7_(drug)&action=edit&redlink=1" class="new" title="W-7 (drug) (page does not exist)">W-7</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 hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Precursors:</i> <a href="/wiki/Arginine" title="Arginine"><small>L</small>-Arginine</a></li> <li><a href="/w/index.php?title=N%CF%89-Hydroxy-L-arginine&action=edit&redlink=1" class="new" title="Nω-Hydroxy-L-arginine (page does not exist)">N<sup>ω</sup>-Hydroxy-<small>L</small>-arginine (NOHA)</a></li></ul> <ul><li><i>Cofactors:</i> <a href="/wiki/Nicotinamide_adenine_dinucleotide_phosphate" title="Nicotinamide adenine dinucleotide phosphate">NADPH</a></li> <li><a href="/wiki/Flavin_adenine_dinucleotide" title="Flavin adenine dinucleotide">FAD</a></li> <li><a href="/wiki/Flavin_mononucleotide" title="Flavin mononucleotide">FMN</a></li> <li><a href="/wiki/Heme" title="Heme">Heme</a></li> <li><a href="/wiki/Tetrahydrobiopterin" title="Tetrahydrobiopterin">BH<sub>4</sub></a></li> <li><a href="/wiki/Calmodulin" title="Calmodulin">CaM</a></li> <li><a href="/wiki/Oxygen" title="Oxygen">O<sub>2</sub></a></li> <li><a href="/wiki/Calcium" title="Calcium">Ca<sup>2+</sup></a></li></ul> <ul><li><i>Indirect/downstream NO modulators:</i> <a href="/wiki/ACE_inhibitor" title="ACE inhibitor">ACE inhibitors</a>/<a href="/wiki/Angiotensin_II_receptor_antagonist" class="mw-redirect" title="Angiotensin II receptor antagonist">AT-II receptor antagonists</a> (e.g., <a href="/wiki/Captopril" title="Captopril">captopril</a>, <a href="/wiki/Losartan" title="Losartan">losartan</a>)</li> <li><a href="/wiki/Endothelin_receptor_antagonist" title="Endothelin receptor antagonist">ET<sub>B</sub> receptor antagonists</a> (e.g., <a href="/wiki/Bosentan" title="Bosentan">bosentan</a>)</li> <li><a href="/wiki/L-Type_calcium_channel" class="mw-redirect" title="L-Type calcium channel">L-Type calcium channel</a> <a href="/wiki/Calcium_channel_blocker" title="Calcium channel blocker">blockers</a> (e.g., <a href="/wiki/Dihydropyridine" class="mw-redirect" title="Dihydropyridine">dihydropyridines</a>: <a href="/wiki/Nifedipine" title="Nifedipine">nifedipine</a>)</li> <li><a href="/wiki/Nebivolol" title="Nebivolol">Nebivolol</a> (<a href="/wiki/Beta_blocker" title="Beta blocker">beta blocker</a>)</li> <li><a href="/wiki/PDE5_inhibitor" title="PDE5 inhibitor">PDE5 inhibitors</a> (e.g., <a href="/wiki/Sildenafil" title="Sildenafil">sildenafil</a>)</li> <li>non-selective PDE inhibitors (e.g., <a href="/wiki/Caffeine" title="Caffeine">caffeine</a>)</li> <li>PDE9 inhibitors (e.g., <a href="/wiki/Paraxanthine" 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