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class="vector-toc-link" href="#Hétérocycles_saturés"> <div class="vector-toc-text"> <span class="vector-toc-numb">2</span> <span>Hétérocycles saturés</span> </div> </a> <ul id="toc-Hétérocycles_saturés-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Hétérocycles_insaturés" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Hétérocycles_insaturés"> <div class="vector-toc-text"> <span class="vector-toc-numb">3</span> <span>Hétérocycles insaturés</span> </div> </a> <ul id="toc-Hétérocycles_insaturés-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Nomenclature" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Nomenclature"> <div class="vector-toc-text"> <span class="vector-toc-numb">4</span> <span>Nomenclature</span> </div> </a> <ul id="toc-Nomenclature-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Références" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Références"> <div class="vector-toc-text"> <span class="vector-toc-numb">5</span> <span>Références</span> </div> </a> <ul id="toc-Références-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Voir_aussi" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Voir_aussi"> <div class="vector-toc-text"> <span class="vector-toc-numb">6</span> <span>Voir aussi</span> </div> </a> <button aria-controls="toc-Voir_aussi-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>Afficher / masquer la sous-section Voir aussi</span> </button> <ul id="toc-Voir_aussi-sublist" class="vector-toc-list"> <li id="toc-Bibliographie" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Bibliographie"> <div class="vector-toc-text"> <span class="vector-toc-numb">6.1</span> <span>Bibliographie</span> </div> </a> <ul id="toc-Bibliographie-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Articles_connexes" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Articles_connexes"> <div class="vector-toc-text"> <span class="vector-toc-numb">6.2</span> <span>Articles connexes</span> </div> </a> <ul id="toc-Articles_connexes-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Liens_externes" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Liens_externes"> <div class="vector-toc-text"> <span class="vector-toc-numb">6.3</span> <span>Liens externes</span> </div> </a> <ul id="toc-Liens_externes-sublist" class="vector-toc-list"> </ul> </li> </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="Sommaire" class="vector-toc-landmark"> <div id="vector-page-titlebar-toc" class="vector-dropdown vector-page-titlebar-toc vector-button-flush-left" > <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="Basculer la table des matières" > <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">Basculer la table des matières</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">Hétérocycle</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="Aller à un article dans une autre langue. Disponible en 54 langues." > <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-54" 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">54 langues</span> </label> <div class="vector-dropdown-content"> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li class="interlanguage-link interwiki-ar mw-list-item"><a href="https://ar.wikipedia.org/wiki/%D9%85%D8%B1%D9%83%D8%A8_%D8%AD%D9%84%D9%82%D9%8A_%D8%BA%D9%8A%D8%B1_%D9%85%D8%AA%D8%AC%D8%A7%D9%86%D8%B3" title="مركب حلقي غير متجانس – arabe" lang="ar" hreflang="ar" data-title="مركب حلقي غير متجانس" data-language-autonym="العربية" data-language-local-name="arabe" 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/Heterotsiklik_birl%C9%99%C5%9Fm%C9%99l%C9%99r" title="Heterotsiklik birləşmələr – azerbaïdjanais" lang="az" hreflang="az" data-title="Heterotsiklik birləşmələr" data-language-autonym="Azərbaycanca" data-language-local-name="azerbaïdjanais" class="interlanguage-link-target"><span>Azərbaycanca</span></a></li><li class="interlanguage-link interwiki-be mw-list-item"><a href="https://be.wikipedia.org/wiki/%D0%93%D0%B5%D1%82%D1%8D%D1%80%D0%B0%D1%86%D1%8B%D0%BA%D0%BB%D1%96%D1%87%D0%BD%D1%8B%D1%8F_%D0%B7%D0%BB%D1%83%D1%87%D1%8D%D0%BD%D0%BD%D1%96" title="Гетэрацыклічныя злучэнні – biélorusse" lang="be" hreflang="be" data-title="Гетэрацыклічныя злучэнні" data-language-autonym="Беларуская" data-language-local-name="biélorusse" 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%A5%D0%B5%D1%82%D0%B5%D1%80%D0%BE%D1%86%D0%B8%D0%BA%D0%BB%D0%B8%D1%87%D0%BD%D0%BE_%D1%81%D1%8A%D0%B5%D0%B4%D0%B8%D0%BD%D0%B5%D0%BD%D0%B8%D0%B5" title="Хетероциклично съединение – bulgare" lang="bg" hreflang="bg" data-title="Хетероциклично съединение" data-language-autonym="Български" data-language-local-name="bulgare" class="interlanguage-link-target"><span>Български</span></a></li><li class="interlanguage-link interwiki-bn mw-list-item"><a href="https://bn.wikipedia.org/wiki/%E0%A6%AC%E0%A6%BF%E0%A6%B7%E0%A6%AE%E0%A6%9A%E0%A6%BE%E0%A6%95%E0%A7%8D%E0%A6%B0%E0%A6%BF%E0%A6%95_%E0%A6%AF%E0%A7%8C%E0%A6%97" title="বিষমচাক্রিক যৌগ – bengali" lang="bn" hreflang="bn" data-title="বিষমচাক্রিক যৌগ" data-language-autonym="বাংলা" data-language-local-name="bengali" class="interlanguage-link-target"><span>বাংলা</span></a></li><li class="interlanguage-link interwiki-bs mw-list-item"><a href="https://bs.wikipedia.org/wiki/Heterocikli%C4%8Dni_spoj" title="Heterociklični spoj – bosniaque" lang="bs" hreflang="bs" data-title="Heterociklični spoj" data-language-autonym="Bosanski" data-language-local-name="bosniaque" class="interlanguage-link-target"><span>Bosanski</span></a></li><li class="interlanguage-link interwiki-ca mw-list-item"><a href="https://ca.wikipedia.org/wiki/Compost_heteroc%C3%ADclic" title="Compost heterocíclic – catalan" lang="ca" hreflang="ca" data-title="Compost heterocíclic" data-language-autonym="Català" data-language-local-name="catalan" class="interlanguage-link-target"><span>Català</span></a></li><li class="interlanguage-link interwiki-cs mw-list-item"><a href="https://cs.wikipedia.org/wiki/Heterocyklick%C3%A9_slou%C4%8Deniny" title="Heterocyklické sloučeniny – tchèque" lang="cs" hreflang="cs" data-title="Heterocyklické sloučeniny" data-language-autonym="Čeština" data-language-local-name="tchèque" 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/Heterocyklisk_forbindelse" title="Heterocyklisk forbindelse – danois" lang="da" hreflang="da" data-title="Heterocyklisk forbindelse" data-language-autonym="Dansk" data-language-local-name="danois" class="interlanguage-link-target"><span>Dansk</span></a></li><li class="interlanguage-link interwiki-de badge-Q17437798 badge-goodarticle mw-list-item" title="bon article"><a href="https://de.wikipedia.org/wiki/Heterocyclen" title="Heterocyclen – allemand" lang="de" hreflang="de" data-title="Heterocyclen" data-language-autonym="Deutsch" data-language-local-name="allemand" class="interlanguage-link-target"><span>Deutsch</span></a></li><li class="interlanguage-link interwiki-el mw-list-item"><a href="https://el.wikipedia.org/wiki/%CE%95%CF%84%CE%B5%CF%81%CE%BF%CE%BA%CF%85%CE%BA%CE%BB%CE%B9%CE%BA%CE%AD%CF%82_%CE%B5%CE%BD%CF%8E%CF%83%CE%B5%CE%B9%CF%82" title="Ετεροκυκλικές ενώσεις – grec" lang="el" hreflang="el" data-title="Ετεροκυκλικές ενώσεις" data-language-autonym="Ελληνικά" data-language-local-name="grec" class="interlanguage-link-target"><span>Ελληνικά</span></a></li><li class="interlanguage-link interwiki-en mw-list-item"><a href="https://en.wikipedia.org/wiki/Heterocyclic_compound" title="Heterocyclic compound – anglais" lang="en" hreflang="en" data-title="Heterocyclic compound" data-language-autonym="English" data-language-local-name="anglais" class="interlanguage-link-target"><span>English</span></a></li><li class="interlanguage-link interwiki-eo mw-list-item"><a href="https://eo.wikipedia.org/wiki/Heterocikla_kombina%C4%B5o" title="Heterocikla kombinaĵo – espéranto" lang="eo" hreflang="eo" data-title="Heterocikla kombinaĵo" data-language-autonym="Esperanto" data-language-local-name="espéranto" class="interlanguage-link-target"><span>Esperanto</span></a></li><li class="interlanguage-link interwiki-es mw-list-item"><a href="https://es.wikipedia.org/wiki/Compuesto_heteroc%C3%ADclico" title="Compuesto heterocíclico – espagnol" lang="es" hreflang="es" data-title="Compuesto heterocíclico" data-language-autonym="Español" data-language-local-name="espagnol" class="interlanguage-link-target"><span>Español</span></a></li><li class="interlanguage-link interwiki-et mw-list-item"><a href="https://et.wikipedia.org/wiki/Heterots%C3%BCklilised_%C3%BChendid" title="Heterotsüklilised ühendid – estonien" lang="et" hreflang="et" data-title="Heterotsüklilised ühendid" data-language-autonym="Eesti" data-language-local-name="estonien" class="interlanguage-link-target"><span>Eesti</span></a></li><li class="interlanguage-link interwiki-eu mw-list-item"><a href="https://eu.wikipedia.org/wiki/Konposatu_heterozikliko" title="Konposatu heterozikliko – basque" lang="eu" hreflang="eu" data-title="Konposatu heterozikliko" 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/%D8%AA%D8%B1%DA%A9%DB%8C%D8%A8_%D9%86%D8%A7%D8%AC%D9%88%D8%B1%D8%AD%D9%84%D9%82%D9%87" title="ترکیب ناجورحلقه – persan" lang="fa" hreflang="fa" data-title="ترکیب ناجورحلقه" data-language-autonym="فارسی" data-language-local-name="persan" class="interlanguage-link-target"><span>فارسی</span></a></li><li class="interlanguage-link interwiki-fi mw-list-item"><a href="https://fi.wikipedia.org/wiki/Heterosyklinen_yhdiste" title="Heterosyklinen yhdiste – finnois" lang="fi" hreflang="fi" data-title="Heterosyklinen yhdiste" data-language-autonym="Suomi" data-language-local-name="finnois" class="interlanguage-link-target"><span>Suomi</span></a></li><li class="interlanguage-link interwiki-ga mw-list-item"><a href="https://ga.wikipedia.org/wiki/Comhdh%C3%BAil_heitreafh%C3%A1inneach" title="Comhdhúil heitreafháinneach – irlandais" lang="ga" hreflang="ga" data-title="Comhdhúil heitreafháinneach" data-language-autonym="Gaeilge" data-language-local-name="irlandais" 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/Composto_heteroc%C3%ADclico" title="Composto heterocíclico – galicien" lang="gl" hreflang="gl" data-title="Composto heterocíclico" data-language-autonym="Galego" data-language-local-name="galicien" class="interlanguage-link-target"><span>Galego</span></a></li><li class="interlanguage-link interwiki-he mw-list-item"><a href="https://he.wikipedia.org/wiki/%D7%AA%D7%A8%D7%9B%D7%95%D7%91%D7%AA_%D7%94%D7%98%D7%A8%D7%95%D7%A6%D7%99%D7%A7%D7%9C%D7%99%D7%AA" title="תרכובת הטרוציקלית – hébreu" lang="he" hreflang="he" data-title="תרכובת הטרוציקלית" data-language-autonym="עברית" data-language-local-name="hébreu" class="interlanguage-link-target"><span>עברית</span></a></li><li class="interlanguage-link interwiki-hr mw-list-item"><a href="https://hr.wikipedia.org/wiki/Heterocikli%C4%8Dki_aromatski_spojevi" title="Heterociklički aromatski spojevi – croate" lang="hr" hreflang="hr" data-title="Heterociklički aromatski spojevi" data-language-autonym="Hrvatski" data-language-local-name="croate" class="interlanguage-link-target"><span>Hrvatski</span></a></li><li class="interlanguage-link interwiki-hu mw-list-item"><a href="https://hu.wikipedia.org/wiki/Heterociklusos_vegy%C3%BClet" title="Heterociklusos vegyület – hongrois" lang="hu" hreflang="hu" data-title="Heterociklusos vegyület" data-language-autonym="Magyar" data-language-local-name="hongrois" class="interlanguage-link-target"><span>Magyar</span></a></li><li class="interlanguage-link interwiki-hy mw-list-item"><a href="https://hy.wikipedia.org/wiki/%D5%80%D5%A5%D5%BF%D5%A5%D6%80%D5%B8%D6%81%D5%AB%D5%AF%D5%AC%D5%AB%D5%AF_%D5%B4%D5%AB%D5%A1%D6%81%D5%B8%D6%82%D5%A9%D5%B5%D5%B8%D6%82%D5%B6%D5%B6%D5%A5%D6%80" title="Հետերոցիկլիկ միացություններ – arménien" lang="hy" hreflang="hy" data-title="Հետերոցիկլիկ միացություններ" data-language-autonym="Հայերեն" data-language-local-name="arménien" class="interlanguage-link-target"><span>Հայերեն</span></a></li><li class="interlanguage-link interwiki-id mw-list-item"><a href="https://id.wikipedia.org/wiki/Senyawa_heterosiklik" title="Senyawa heterosiklik – indonésien" lang="id" hreflang="id" data-title="Senyawa heterosiklik" data-language-autonym="Bahasa Indonesia" data-language-local-name="indonésien" 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/Composto_eterociclico" title="Composto eterociclico – italien" lang="it" hreflang="it" data-title="Composto eterociclico" data-language-autonym="Italiano" data-language-local-name="italien" class="interlanguage-link-target"><span>Italiano</span></a></li><li class="interlanguage-link interwiki-ja mw-list-item"><a href="https://ja.wikipedia.org/wiki/%E8%A4%87%E7%B4%A0%E7%92%B0%E5%BC%8F%E5%8C%96%E5%90%88%E7%89%A9" title="複素環式化合物 – japonais" lang="ja" hreflang="ja" data-title="複素環式化合物" data-language-autonym="日本語" data-language-local-name="japonais" class="interlanguage-link-target"><span>日本語</span></a></li><li class="interlanguage-link interwiki-jv mw-list-item"><a href="https://jv.wikipedia.org/wiki/Senyawa_heterosiklik" title="Senyawa heterosiklik – javanais" lang="jv" hreflang="jv" data-title="Senyawa heterosiklik" data-language-autonym="Jawa" data-language-local-name="javanais" class="interlanguage-link-target"><span>Jawa</span></a></li><li class="interlanguage-link interwiki-ka mw-list-item"><a href="https://ka.wikipedia.org/wiki/%E1%83%B0%E1%83%94%E1%83%A2%E1%83%94%E1%83%A0%E1%83%9D%E1%83%AA%E1%83%98%E1%83%99%E1%83%9A%E1%83%A3%E1%83%A0%E1%83%98_%E1%83%9C%E1%83%90%E1%83%94%E1%83%A0%E1%83%97%E1%83%94%E1%83%91%E1%83%98" title="ჰეტეროციკლური ნაერთები – géorgien" lang="ka" hreflang="ka" data-title="ჰეტეროციკლური ნაერთები" data-language-autonym="ქართული" data-language-local-name="géorgien" 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%93%D0%B5%D1%82%D0%B5%D1%80%D0%BE%D1%86%D0%B8%D0%BA%D0%BB%D0%B4%D1%96_%D2%9B%D0%BE%D1%81%D1%8B%D0%BB%D1%8B%D1%81%D1%82%D0%B0%D1%80" title="Гетероциклді қосылыстар – kazakh" lang="kk" hreflang="kk" data-title="Гетероциклді қосылыстар" data-language-autonym="Қазақша" data-language-local-name="kazakh" class="interlanguage-link-target"><span>Қазақша</span></a></li><li class="interlanguage-link interwiki-ko mw-list-item"><a href="https://ko.wikipedia.org/wiki/%ED%97%A4%ED%85%8C%EB%A1%9C%EA%B3%A0%EB%A6%AC_%ED%99%94%ED%95%A9%EB%AC%BC" title="헤테로고리 화합물 – coréen" lang="ko" hreflang="ko" data-title="헤테로고리 화합물" data-language-autonym="한국어" data-language-local-name="coréen" class="interlanguage-link-target"><span>한국어</span></a></li><li class="interlanguage-link interwiki-ky mw-list-item"><a href="https://ky.wikipedia.org/wiki/%D0%93%D0%B5%D1%82%D0%B5%D1%80%D0%BE%D1%86%D0%B8%D0%BA%D0%BB%D0%B4%D2%AF%D2%AF_%D0%B1%D0%B8%D1%80%D0%B8%D0%BA%D0%BC%D0%B5%D0%BB%D0%B5%D1%80" title="Гетероциклдүү бирикмелер – kirghize" lang="ky" hreflang="ky" data-title="Гетероциклдүү бирикмелер" data-language-autonym="Кыргызча" data-language-local-name="kirghize" class="interlanguage-link-target"><span>Кыргызча</span></a></li><li class="interlanguage-link interwiki-lmo mw-list-item"><a href="https://lmo.wikipedia.org/wiki/Cumpost_eteruciclich" title="Cumpost eteruciclich – lombard" lang="lmo" hreflang="lmo" data-title="Cumpost eteruciclich" data-language-autonym="Lombard" data-language-local-name="lombard" class="interlanguage-link-target"><span>Lombard</span></a></li><li class="interlanguage-link interwiki-lv mw-list-item"><a href="https://lv.wikipedia.org/wiki/Heterocikliskie_savienojumi" title="Heterocikliskie savienojumi – letton" lang="lv" hreflang="lv" data-title="Heterocikliskie savienojumi" data-language-autonym="Latviešu" data-language-local-name="letton" class="interlanguage-link-target"><span>Latviešu</span></a></li><li class="interlanguage-link interwiki-mk mw-list-item"><a href="https://mk.wikipedia.org/wiki/%D0%A5%D0%B5%D1%82%D0%B5%D1%80%D0%BE%D1%86%D0%B8%D0%BA%D0%BB%D0%B8%D1%87%D0%BD%D0%BE_%D1%81%D0%BE%D0%B5%D0%B4%D0%B8%D0%BD%D0%B5%D0%BD%D0%B8%D0%B5" title="Хетероциклично соединение – macédonien" lang="mk" hreflang="mk" data-title="Хетероциклично соединение" data-language-autonym="Македонски" data-language-local-name="macédonien" class="interlanguage-link-target"><span>Македонски</span></a></li><li class="interlanguage-link interwiki-ml mw-list-item"><a href="https://ml.wikipedia.org/wiki/%E0%B4%B9%E0%B5%86%E0%B4%9F%E0%B5%8D%E0%B4%B0%E0%B5%8B%E0%B4%B8%E0%B5%88%E0%B4%95%E0%B5%8D%E0%B4%B2%E0%B4%BF%E0%B4%95%E0%B5%8D_%E0%B4%B0%E0%B4%BE%E0%B4%B8%E0%B4%B8%E0%B4%82%E0%B4%AF%E0%B5%81%E0%B4%95%E0%B5%8D%E0%B4%A4%E0%B4%99%E0%B5%8D%E0%B4%99%E0%B5%BE" title="ഹെട്രോസൈക്ലിക് രാസസംയുക്തങ്ങൾ – malayalam" lang="ml" hreflang="ml" data-title="ഹെട്രോസൈക്ലിക് രാസസംയുക്തങ്ങൾ" data-language-autonym="മലയാളം" data-language-local-name="malayalam" class="interlanguage-link-target"><span>മലയാളം</span></a></li><li class="interlanguage-link interwiki-nl badge-Q17437796 badge-featuredarticle mw-list-item" title="article de qualité"><a href="https://nl.wikipedia.org/wiki/Heterocyclische_verbinding" title="Heterocyclische verbinding – néerlandais" lang="nl" hreflang="nl" data-title="Heterocyclische verbinding" data-language-autonym="Nederlands" data-language-local-name="néerlandais" class="interlanguage-link-target"><span>Nederlands</span></a></li><li class="interlanguage-link interwiki-no mw-list-item"><a href="https://no.wikipedia.org/wiki/Heterosyklisk_forbindelse" title="Heterosyklisk forbindelse – norvégien bokmål" lang="nb" hreflang="nb" data-title="Heterosyklisk forbindelse" data-language-autonym="Norsk bokmål" data-language-local-name="norvégien bokmål" class="interlanguage-link-target"><span>Norsk bokmål</span></a></li><li class="interlanguage-link interwiki-pl mw-list-item"><a href="https://pl.wikipedia.org/wiki/Zwi%C4%85zki_heterocykliczne" title="Związki heterocykliczne – polonais" lang="pl" hreflang="pl" data-title="Związki heterocykliczne" data-language-autonym="Polski" data-language-local-name="polonais" 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/Composto_heteroc%C3%ADclico" title="Composto heterocíclico – portugais" lang="pt" hreflang="pt" data-title="Composto heterocíclico" data-language-autonym="Português" data-language-local-name="portugais" 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/Compus_heterociclic" title="Compus heterociclic – roumain" lang="ro" hreflang="ro" data-title="Compus heterociclic" data-language-autonym="Română" data-language-local-name="roumain" 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%93%D0%B5%D1%82%D0%B5%D1%80%D0%BE%D1%86%D0%B8%D0%BA%D0%BB%D0%B8%D1%87%D0%B5%D1%81%D0%BA%D0%B8%D0%B5_%D1%81%D0%BE%D0%B5%D0%B4%D0%B8%D0%BD%D0%B5%D0%BD%D0%B8%D1%8F" title="Гетероциклические соединения – russe" lang="ru" hreflang="ru" data-title="Гетероциклические соединения" data-language-autonym="Русский" data-language-local-name="russe" class="interlanguage-link-target"><span>Русский</span></a></li><li class="interlanguage-link interwiki-sh mw-list-item"><a href="https://sh.wikipedia.org/wiki/Heterocikli%C4%8Dno_jedinjenje" title="Heterociklično jedinjenje – serbo-croate" lang="sh" hreflang="sh" data-title="Heterociklično jedinjenje" data-language-autonym="Srpskohrvatski / српскохрватски" data-language-local-name="serbo-croate" class="interlanguage-link-target"><span>Srpskohrvatski / српскохрватски</span></a></li><li class="interlanguage-link interwiki-sk mw-list-item"><a href="https://sk.wikipedia.org/wiki/Heterocyklick%C3%A1_zl%C3%BA%C4%8Denina" title="Heterocyklická zlúčenina – slovaque" lang="sk" hreflang="sk" data-title="Heterocyklická zlúčenina" data-language-autonym="Slovenčina" data-language-local-name="slovaque" class="interlanguage-link-target"><span>Slovenčina</span></a></li><li class="interlanguage-link interwiki-sl mw-list-item"><a href="https://sl.wikipedia.org/wiki/Heterocikli%C4%8Dna_spojina" title="Heterociklična spojina – slovène" lang="sl" hreflang="sl" data-title="Heterociklična spojina" data-language-autonym="Slovenščina" data-language-local-name="slovène" 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/Heterocikli%C4%8Dno_jedinjenje" title="Heterociklično jedinjenje – serbe" lang="sr" hreflang="sr" data-title="Heterociklično jedinjenje" data-language-autonym="Српски / srpski" data-language-local-name="serbe" class="interlanguage-link-target"><span>Српски / srpski</span></a></li><li class="interlanguage-link interwiki-sv mw-list-item"><a href="https://sv.wikipedia.org/wiki/Heterocyklisk_f%C3%B6rening" title="Heterocyklisk förening – suédois" lang="sv" hreflang="sv" data-title="Heterocyklisk förening" data-language-autonym="Svenska" data-language-local-name="suédois" class="interlanguage-link-target"><span>Svenska</span></a></li><li class="interlanguage-link interwiki-tr mw-list-item"><a href="https://tr.wikipedia.org/wiki/Heterosiklik_bile%C5%9Fik" title="Heterosiklik bileşik – turc" lang="tr" hreflang="tr" data-title="Heterosiklik bileşik" data-language-autonym="Türkçe" data-language-local-name="turc" 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%93%D0%B5%D1%82%D0%B5%D1%80%D0%BE%D1%86%D0%B8%D0%BA%D0%BB%D1%96%D1%87%D0%BD%D1%96_%D1%81%D0%BF%D0%BE%D0%BB%D1%83%D0%BA%D0%B8" title="Гетероциклічні сполуки – ukrainien" lang="uk" hreflang="uk" data-title="Гетероциклічні сполуки" data-language-autonym="Українська" data-language-local-name="ukrainien" class="interlanguage-link-target"><span>Українська</span></a></li><li class="interlanguage-link interwiki-uz mw-list-item"><a href="https://uz.wikipedia.org/wiki/Geterotsiklik_birikmalar" title="Geterotsiklik birikmalar – ouzbek" lang="uz" hreflang="uz" data-title="Geterotsiklik birikmalar" data-language-autonym="Oʻzbekcha / ўзбекча" data-language-local-name="ouzbek" class="interlanguage-link-target"><span>Oʻzbekcha / ўзбекча</span></a></li><li class="interlanguage-link interwiki-vi mw-list-item"><a href="https://vi.wikipedia.org/wiki/H%E1%BB%A3p_ch%E1%BA%A5t_d%E1%BB%8B_v%C3%B2ng" title="Hợp chất dị vòng – vietnamien" lang="vi" hreflang="vi" data-title="Hợp chất dị vòng" data-language-autonym="Tiếng Việt" data-language-local-name="vietnamien" class="interlanguage-link-target"><span>Tiếng Việt</span></a></li><li class="interlanguage-link interwiki-wuu mw-list-item"><a href="https://wuu.wikipedia.org/wiki/%E6%9D%82%E7%8E%AF%E5%8C%96%E5%90%88%E7%89%A9" title="杂环化合物 – wu" lang="wuu" hreflang="wuu" data-title="杂环化合物" 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/%E6%9D%82%E7%8E%AF%E5%8C%96%E5%90%88%E7%89%A9" title="杂环化合物 – chinois" lang="zh" hreflang="zh" data-title="杂环化合物" data-language-autonym="中文" data-language-local-name="chinois" class="interlanguage-link-target"><span>中文</span></a></li><li class="interlanguage-link interwiki-zh-yue mw-list-item"><a href="https://zh-yue.wikipedia.org/wiki/%E9%9B%9C%E7%92%B0%E5%8C%96%E5%90%88%E7%89%A9" title="雜環化合物 – cantonais" lang="yue" hreflang="yue" data-title="雜環化合物" data-language-autonym="粵語" data-language-local-name="cantonais" class="interlanguage-link-target"><span>粵語</span></a></li> </ul> <div class="after-portlet after-portlet-lang"><span class="wb-langlinks-edit wb-langlinks-link"><a href="https://www.wikidata.org/wiki/Special:EntityPage/Q193430#sitelinks-wikipedia" title="Modifier les liens interlangues" class="wbc-editpage">Modifier les liens</a></span></div> </div> </div> </div> </header> <div class="vector-page-toolbar"> <div class="vector-page-toolbar-container"> <div id="left-navigation"> <nav aria-label="Espaces de noms"> <div id="p-associated-pages" class="vector-menu vector-menu-tabs mw-portlet mw-portlet-associated-pages" > <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="ca-nstab-main" class="selected vector-tab-noicon mw-list-item"><a href="/wiki/H%C3%A9t%C3%A9rocycle" title="Voir le contenu de la page [c]" accesskey="c"><span>Article</span></a></li><li id="ca-talk" class="vector-tab-noicon mw-list-item"><a href="/wiki/Discussion:H%C3%A9t%C3%A9rocycle" rel="discussion" title="Discussion au sujet de cette page de contenu [t]" accesskey="t"><span>Discussion</span></a></li> </ul> </div> </div> <div id="vector-variants-dropdown" class="vector-dropdown emptyPortlet" > <input type="checkbox" id="vector-variants-dropdown-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-vector-variants-dropdown" class="vector-dropdown-checkbox " aria-label="Modifier la variante de langue" > <label id="vector-variants-dropdown-label" for="vector-variants-dropdown-checkbox" class="vector-dropdown-label cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet" aria-hidden="true" ><span class="vector-dropdown-label-text">français</span> </label> <div class="vector-dropdown-content"> <div id="p-variants" class="vector-menu mw-portlet mw-portlet-variants emptyPortlet" > <div class="vector-menu-content"> <ul class="vector-menu-content-list"> </ul> </div> </div> </div> </div> </nav> </div> <div id="right-navigation" class="vector-collapsible"> <nav aria-label="Affichages"> <div id="p-views" class="vector-menu vector-menu-tabs mw-portlet mw-portlet-views" > <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="ca-view" class="selected vector-tab-noicon mw-list-item"><a href="/wiki/H%C3%A9t%C3%A9rocycle"><span>Lire</span></a></li><li id="ca-ve-edit" class="vector-tab-noicon mw-list-item"><a href="/w/index.php?title=H%C3%A9t%C3%A9rocycle&veaction=edit" title="Modifier cette page [v]" accesskey="v"><span>Modifier</span></a></li><li id="ca-edit" class="collapsible vector-tab-noicon mw-list-item"><a href="/w/index.php?title=H%C3%A9t%C3%A9rocycle&action=edit" title="Modifier le wikicode de cette page [e]" accesskey="e"><span>Modifier le code</span></a></li><li id="ca-history" class="vector-tab-noicon mw-list-item"><a href="/w/index.php?title=H%C3%A9t%C3%A9rocycle&action=history" title="Historique des versions de cette page [h]" accesskey="h"><span>Voir l’historique</span></a></li> </ul> </div> </div> </nav> <nav class="vector-page-tools-landmark" aria-label="Outils de la page"> <div id="vector-page-tools-dropdown" class="vector-dropdown vector-page-tools-dropdown" > <input type="checkbox" id="vector-page-tools-dropdown-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-vector-page-tools-dropdown" class="vector-dropdown-checkbox " aria-label="Outils" > <label id="vector-page-tools-dropdown-label" for="vector-page-tools-dropdown-checkbox" class="vector-dropdown-label cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet" aria-hidden="true" ><span class="vector-dropdown-label-text">Outils</span> </label> <div class="vector-dropdown-content"> <div id="vector-page-tools-unpinned-container" class="vector-unpinned-container"> <div id="vector-page-tools" class="vector-page-tools vector-pinnable-element"> <div class="vector-pinnable-header vector-page-tools-pinnable-header vector-pinnable-header-unpinned" data-feature-name="page-tools-pinned" data-pinnable-element-id="vector-page-tools" data-pinned-container-id="vector-page-tools-pinned-container" data-unpinned-container-id="vector-page-tools-unpinned-container" > <div class="vector-pinnable-header-label">Outils</div> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-pin-button" data-event-name="pinnable-header.vector-page-tools.pin">déplacer vers la barre latérale</button> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-unpin-button" data-event-name="pinnable-header.vector-page-tools.unpin">masquer</button> </div> <div id="p-cactions" class="vector-menu mw-portlet mw-portlet-cactions emptyPortlet vector-has-collapsible-items" title="Plus d’options" > <div class="vector-menu-heading"> Actions </div> <div 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class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="t-whatlinkshere" class="mw-list-item"><a href="/wiki/Sp%C3%A9cial:Pages_li%C3%A9es/H%C3%A9t%C3%A9rocycle" title="Liste des pages liées qui pointent sur celle-ci [j]" accesskey="j"><span>Pages liées</span></a></li><li id="t-recentchangeslinked" class="mw-list-item"><a href="/wiki/Sp%C3%A9cial:Suivi_des_liens/H%C3%A9t%C3%A9rocycle" rel="nofollow" title="Liste des modifications récentes des pages appelées par celle-ci [k]" accesskey="k"><span>Suivi des pages liées</span></a></li><li id="t-upload" class="mw-list-item"><a href="/wiki/Aide:Importer_un_fichier" title="Téléverser des fichiers [u]" accesskey="u"><span>Téléverser un fichier</span></a></li><li id="t-specialpages" class="mw-list-item"><a href="/wiki/Sp%C3%A9cial:Pages_sp%C3%A9ciales" title="Liste de toutes les pages spéciales [q]" accesskey="q"><span>Pages spéciales</span></a></li><li id="t-permalink" class="mw-list-item"><a href="/w/index.php?title=H%C3%A9t%C3%A9rocycle&oldid=206243691" title="Adresse permanente de cette version de cette page"><span>Lien permanent</span></a></li><li id="t-info" class="mw-list-item"><a href="/w/index.php?title=H%C3%A9t%C3%A9rocycle&action=info" title="Davantage d’informations sur cette page"><span>Informations sur la page</span></a></li><li id="t-cite" class="mw-list-item"><a href="/w/index.php?title=Sp%C3%A9cial:Citer&page=H%C3%A9t%C3%A9rocycle&id=206243691&wpFormIdentifier=titleform" title="Informations sur la manière de citer cette page"><span>Citer cette page</span></a></li><li id="t-urlshortener" class="mw-list-item"><a href="/w/index.php?title=Sp%C3%A9cial:UrlShortener&url=https%3A%2F%2Ffr.wikipedia.org%2Fwiki%2FH%25C3%25A9t%25C3%25A9rocycle"><span>Obtenir l'URL raccourcie</span></a></li><li id="t-urlshortener-qrcode" class="mw-list-item"><a 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class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/5/59/Arrows-move.svg/30px-Arrows-move.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/5/59/Arrows-move.svg/40px-Arrows-move.svg.png 2x" data-file-width="225" data-file-height="88" /></a></span></div><div class="bandeau-cell" style="display:table-cell;padding-right:0.5em"> <p>« Heterocycles  » redirige ici. Pour la revue scientifique, voir <a href="/wiki/Heterocycles_(journal)" class="mw-redirect" title="Heterocycles (journal)">Heterocycles (journal)</a>. </p> </div></div> <figure typeof="mw:File/Thumb"><a href="/wiki/Fichier:Pyridin.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/d/dc/Pyridin.svg/150px-Pyridin.svg.png" decoding="async" width="150" height="193" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/d/dc/Pyridin.svg/225px-Pyridin.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/d/dc/Pyridin.svg/300px-Pyridin.svg.png 2x" data-file-width="70" data-file-height="90" /></a><figcaption>Carbocycle de la pyridine : chaque sommet est occupé par un atome, dont un est l'azote (N) et les cinq autres le carbone.</figcaption></figure> <p>Les <b>hétérocycles</b> ou <b>composés hétérocycliques</b> sont les <a href="/wiki/Compos%C3%A9_organique" title="Composé organique">composés organiques</a> comportant un <a href="/wiki/Compos%C3%A9_cyclique" title="Composé cyclique">cycle</a> constitué d'<a href="/wiki/Atome" title="Atome">atomes</a> d'au moins deux <a href="/wiki/%C3%89l%C3%A9ment_chimique" title="Élément chimique">éléments</a> différents<sup id="cite_ref-1" class="reference"><a href="#cite_note-1"><span class="cite_crochet">[</span>1<span class="cite_crochet">]</span></a></sup>. Il s'agit généralement de <a href="/wiki/Carbone" title="Carbone">carbone</a> et d'un <a href="/wiki/H%C3%A9t%C3%A9roatome" title="Hétéroatome">hétéroatome</a> tel l'<a href="/wiki/Oxyg%C3%A8ne" title="Oxygène">oxygène</a>, l'<a href="/wiki/Azote" title="Azote">azote</a>, le <a href="/wiki/Phosphore" title="Phosphore">phosphore</a> ou le <a href="/wiki/Soufre" title="Soufre">soufre</a>. Un très grand nombre de substances naturelles et de médicaments sont des hétérocycles, dont les <a href="/wiki/Alcalo%C3%AFde" title="Alcaloïde">alcaloïdes</a>, les <a href="/wiki/Base_azot%C3%A9e" title="Base azotée">bases azotées</a> composants de l'<a href="/wiki/Acide_d%C3%A9soxyribonucl%C3%A9ique" title="Acide désoxyribonucléique">ADN</a> (<a href="/wiki/Ad%C3%A9nine" title="Adénine">adénine</a>, <a href="/wiki/Guanine" title="Guanine">guanine</a>, <a href="/wiki/Cytosine" title="Cytosine">cytosine</a> et <a href="/wiki/Thymine" title="Thymine">thymine</a>) et des <a href="/wiki/Acide_ribonucl%C3%A9ique" title="Acide ribonucléique">ARN</a> (dans lesquels la thymine ou <a href="/wiki/Thymine" title="Thymine">5-méthyl-uracile</a> est remplacée par l'<a href="/wiki/Uracile" title="Uracile">uracile</a>). </p> <meta property="mw:PageProp/toc" /> <div class="mw-heading mw-heading2"><h2 id="Historique">Historique</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=H%C3%A9t%C3%A9rocycle&veaction=edit&section=1" title="Modifier la section : Historique" class="mw-editsection-visualeditor"><span>modifier</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=H%C3%A9t%C3%A9rocycle&action=edit&section=1" title="Modifier le code source de la section : Historique"><span>modifier le code</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li>1820 : Découverte du <a href="/wiki/Naphtal%C3%A8ne" title="Naphtalène">naphtalène</a> par Garden.</li> <li>1833 : Découverte du <a href="/wiki/Pyrrole" title="Pyrrole">pyrrole</a> et de la <a href="/wiki/Quinol%C3%A9ine" title="Quinoléine">quinoléine</a> par <a href="/wiki/Friedrich_Ferdinand_Runge" class="mw-redirect" title="Friedrich Ferdinand Runge">Friedrich Runge</a>.</li> <li>1851 : Découverte de la <a href="/wiki/Pyridine" title="Pyridine">pyridine</a> par <a href="/wiki/Thomas_Anderson_(chimiste)" title="Thomas Anderson (chimiste)">Thomas Anderson</a>.</li> <li>1882 : Découverte du <a href="/wiki/Furane" title="Furane">furane</a> par Heinrich Limpricht.</li> <li>1882 : Découverte du <a href="/wiki/Thioph%C3%A8ne" title="Thiophène">thiophène</a> par <a href="/wiki/Victor_Meyer" class="mw-redirect" title="Victor Meyer">Victor Meyer</a>.</li> <li>1884 : Découverte de la <a href="/wiki/Purine" title="Purine">purine</a> par <a href="/wiki/Hermann_Emil_Fischer" class="mw-redirect" title="Hermann Emil Fischer">Hermann Emil Fischer</a>.</li> <li>1912 : Découverte de la <a href="/wiki/Thiamine" class="mw-redirect" title="Thiamine">thiamine</a> par Casimir Funk.</li></ul> <div class="mw-heading mw-heading2"><h2 id="Hétérocycles_saturés"><span id="H.C3.A9t.C3.A9rocycles_satur.C3.A9s"></span>Hétérocycles saturés</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=H%C3%A9t%C3%A9rocycle&veaction=edit&section=2" title="Modifier la section : Hétérocycles saturés" class="mw-editsection-visualeditor"><span>modifier</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=H%C3%A9t%C3%A9rocycle&action=edit&section=2" title="Modifier le code source de la section : Hétérocycles saturés"><span>modifier le code</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Les hétérocycles saturés ne comportent que des liaisons simples. On trouve dans ce groupe les <a href="/wiki/%C3%89poxyde" title="Époxyde">époxydes</a>, les <a href="/wiki/Pip%C3%A9ridine" title="Pipéridine">pipéridines</a>, les <a href="/wiki/Pip%C3%A9razine" title="Pipérazine">pipérazines</a>, les <a href="/wiki/Oxane" title="Oxane">oxanes</a>, <abbr class="abbr" title="et cetera">etc.</abbr> </p> <table class="wikitable"> <caption>Tableau récapitulatif des principaux hétérocycles </caption> <tbody><tr> <th rowspan="2">Nombre d'atomes<br />dans le cycle </th> <th colspan="4">Atomes </th></tr> <tr> <td>C </td> <td>O </td> <td>N </td> <td>S </td></tr> <tr> <td>3 </td> <td><a href="/wiki/Cyclopropane" title="Cyclopropane">Cyclopropane</a> </td> <td><a href="/wiki/Oxyde_d%27%C3%A9thyl%C3%A8ne" title="Oxyde d'éthylène">Oxirane</a> </td> <td><a href="/wiki/Aziridine" title="Aziridine">Aziridine</a> </td> <td><a href="/wiki/Thiirane" title="Thiirane">Thiirane</a> </td></tr> <tr> <td>4 </td> <td><a href="/wiki/Cyclobutane" title="Cyclobutane">Cyclobutane</a> </td> <td><a href="/wiki/Ox%C3%A9tane" title="Oxétane">Oxétane</a> </td> <td><a href="/wiki/Az%C3%A9tidine" title="Azétidine">Azétidine</a> </td> <td>Thiéthane </td></tr> <tr> <td>5 </td> <td><a href="/wiki/Cyclopentane" title="Cyclopentane">Cyclopentane</a> </td> <td><a href="/wiki/T%C3%A9trahydrofurane" title="Tétrahydrofurane">Tétrahydrofurane</a> </td> <td><a href="/wiki/Pyrrolidine" title="Pyrrolidine">Pyrrolidine</a> </td> <td><a href="/wiki/T%C3%A9trahydrothioph%C3%A8ne" title="Tétrahydrothiophène">Tétrahydrothiophène</a> </td></tr> <tr> <td>6 </td> <td><a href="/wiki/Cyclohexane" title="Cyclohexane">Cyclohexane</a> </td> <td>Tétrahydro-2H-pyrane </td> <td><a href="/wiki/Pip%C3%A9ridine" title="Pipéridine">Pipéridine</a> </td> <td>Tétrahydro-2H-thiopyrane </td></tr></tbody></table> <div class="mw-heading mw-heading2"><h2 id="Hétérocycles_insaturés"><span id="H.C3.A9t.C3.A9rocycles_insatur.C3.A9s"></span>Hétérocycles insaturés</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=H%C3%A9t%C3%A9rocycle&veaction=edit&section=3" title="Modifier la section : Hétérocycles insaturés" class="mw-editsection-visualeditor"><span>modifier</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=H%C3%A9t%C3%A9rocycle&action=edit&section=3" title="Modifier le code source de la section : Hétérocycles insaturés"><span>modifier le code</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Les hétérocycles insaturés possèdent une <a href="/wiki/Compos%C3%A9_insatur%C3%A9" title="Composé insaturé">insaturation</a> (en plus du cycle), c'est-à-dire au moins une <a href="/wiki/Liaison_double" title="Liaison double">liaison double</a> dans leur cycle. </p><p>Parmi les hétérocycles insaturés, on trouve les hétérocycles <a href="/wiki/Compos%C3%A9_aromatique" title="Composé aromatique">aromatiques</a>, qui possèdent une alternance formelle de liaisons simples et doubles, et respectent la <a href="/wiki/R%C3%A8gle_de_H%C3%BCckel" title="Règle de Hückel">règle de Hückel</a>. Les hétérocycles aromatiques les plus simples sont le <a href="/wiki/Pyrrole" title="Pyrrole">pyrrole</a>, le <a href="/wiki/Thioph%C3%A8ne" title="Thiophène">thiophène</a>, le <a href="/wiki/Furane" title="Furane">furane</a> et la <a href="/wiki/Pyridine" title="Pyridine">pyridine</a> (voir aussi <a href="/wiki/Noyau_aromatique_simple" title="Noyau aromatique simple">Noyau aromatique simple</a>). Les bases puriques (dérivées du noyau <a href="/wiki/Purine" title="Purine">purine</a>) et pyrimidiques (dérivées du noyau <a href="/wiki/Pyrimidine" title="Pyrimidine">pyrimidine</a>) dans l'<a href="/wiki/Acide_d%C3%A9soxyribonucl%C3%A9ique" title="Acide désoxyribonucléique">ADN</a> et dans l'<a href="/wiki/Acide_ribonucl%C3%A9ique" title="Acide ribonucléique">ARN</a> sont également constituées d'hétérocycles aromatiques (<a href="/wiki/Ad%C3%A9nine" title="Adénine">adénine</a>, <a href="/wiki/Cytosine" title="Cytosine">cytosine</a>, <a href="/wiki/Guanine" title="Guanine">guanine</a>, <a href="/wiki/Thymine" title="Thymine">thymine ou 5-méthyl-uracile</a> dans l'ADN, l'<a href="/wiki/Uracile" title="Uracile">uracile</a> remplaçant la thymine dans l'ARN). </p> <div class="mw-heading mw-heading2"><h2 id="Nomenclature">Nomenclature</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=H%C3%A9t%C3%A9rocycle&veaction=edit&section=4" title="Modifier la section : Nomenclature" class="mw-editsection-visualeditor"><span>modifier</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=H%C3%A9t%C3%A9rocycle&action=edit&section=4" title="Modifier le code source de la section : Nomenclature"><span>modifier le code</span></a><span class="mw-editsection-bracket">]</span></span></div> <div class="bandeau-container bandeau-section metadata bandeau-niveau-information"><div class="bandeau-cell bandeau-icone-css loupe">Article détaillé : <a href="/wiki/Nomenclature_des_h%C3%A9t%C3%A9rocycles" title="Nomenclature des hétérocycles">Nomenclature des hétérocycles</a>.</div></div> <p>En nomenclature systématique, le nom d'un hétérocycle est formé à partir du nom du <a href="/w/index.php?title=Carbocycle&action=edit&redlink=1" class="new" title="Carbocycle (page inexistante)">carbocycle</a> correspondant auquel on ajoute un préfixe pour identifier l'hétéroatome : <b>oxa-</b> pour l'oxygène, <b>thia-</b> pour le soufre et <b>aza-</b> pour l'azote. </p> <div class="mw-heading mw-heading2"><h2 id="Références"><span id="R.C3.A9f.C3.A9rences"></span>Références</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=H%C3%A9t%C3%A9rocycle&veaction=edit&section=5" title="Modifier la section : Références" class="mw-editsection-visualeditor"><span>modifier</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=H%C3%A9t%C3%A9rocycle&action=edit&section=5" title="Modifier le code source de la section : Références"><span>modifier le code</span></a><span class="mw-editsection-bracket">]</span></span></div> <div class="references-small decimal" style=""><div class="mw-references-wrap"><ol class="references"> <li id="cite_note-1"><span class="mw-cite-backlink noprint"><a href="#cite_ref-1">↑</a> </span><span class="reference-text"><abbr class="abbr indicateur-langue" title="Langue : anglais">(en)</abbr> « <i><a rel="nofollow" class="external text" href="http://goldbook.iupac.org/H02798.html">heterocyclic compounds</a></i> », <span class="ouvrage" id="IUPAC1997"><a href="/wiki/Union_internationale_de_chimie_pure_et_appliqu%C3%A9e" title="Union internationale de chimie pure et appliquée">IUPAC</a>, <cite class="italique"><span class="lang-en" lang="en"><a href="/wiki/Compendium_of_Chemical_Terminology" title="Compendium of Chemical Terminology">Compendium of Chemical Terminology</a></span></cite> [« <span class="lang-en" lang="en">Gold Book</span> »], Oxford, Blackwell Scientific Publications, 1997, version corrigée en ligne :  (2019-), <abbr class="abbr" title="deuxième">2<sup>e</sup></abbr> <abbr class="abbr" title="édition">éd.</abbr> <small style="line-height:1em;">(<a href="/wiki/International_Standard_Book_Number" title="International Standard Book Number">ISBN</a> <a href="/wiki/Sp%C3%A9cial:Ouvrages_de_r%C3%A9f%C3%A9rence/0-9678550-9-8" title="Spécial:Ouvrages de référence/0-9678550-9-8"><span class="nowrap">0-9678550-9-8</span></a>)</small><span class="Z3988" title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Compendium+of+Chemical+Terminology&rft.place=Oxford&rft.pub=Blackwell+Scientific+Publications&rft.edition=2&rft.au=IUPAC&rft.date=2019&rft.isbn=0-9678550-9-8&rfr_id=info%3Asid%2Ffr.wikipedia.org%3AH%C3%A9t%C3%A9rocycle"></span></span></span> </li> </ol></div> </div> <div class="mw-heading mw-heading2"><h2 id="Voir_aussi">Voir aussi</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=H%C3%A9t%C3%A9rocycle&veaction=edit&section=6" title="Modifier la section : Voir aussi" class="mw-editsection-visualeditor"><span>modifier</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=H%C3%A9t%C3%A9rocycle&action=edit&section=6" title="Modifier le code source de la section : Voir aussi"><span>modifier le code</span></a><span class="mw-editsection-bracket">]</span></span></div> <style data-mw-deduplicate="TemplateStyles:r194021218">.mw-parser-output .autres-projets>.titre{text-align:center;margin:0.2em 0}.mw-parser-output .autres-projets>ul{margin:0;padding:0}.mw-parser-output .autres-projets>ul>li{list-style:none;margin:0.2em 0;text-indent:0;padding-left:24px;min-height:20px;text-align:left;display:block}.mw-parser-output .autres-projets>ul>li>a{font-style:italic}@media(max-width:720px){.mw-parser-output .autres-projets{float:none}}</style><div class="autres-projets boite-grise boite-a-droite noprint js-interprojets"> <p class="titre">Sur les autres projets Wikimedia :</p> <ul class="noarchive plainlinks"> <li class="wiktionary"><a href="https://fr.wiktionary.org/wiki/h%C3%A9t%C3%A9rocycle" class="extiw" title="wikt:hétérocycle">hétérocycle</a>, <span class="nowrap">sur le <span class="project">Wiktionnaire</span></span></li> </ul> </div> <div class="mw-heading mw-heading3"><h3 id="Bibliographie">Bibliographie</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=H%C3%A9t%C3%A9rocycle&veaction=edit&section=7" title="Modifier la section : Bibliographie" class="mw-editsection-visualeditor"><span>modifier</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=H%C3%A9t%C3%A9rocycle&action=edit&section=7" title="Modifier le code source de la section : Bibliographie"><span>modifier le code</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li>David T. Davies, <i>Chimie des hétérocycles aromatiques</i>, DeBoeck Université, 1997 <small style="line-height:1em;">(<a href="/wiki/International_Standard_Book_Number" title="International Standard Book Number">ISBN</a> <a href="/wiki/Sp%C3%A9cial:Ouvrages_de_r%C3%A9f%C3%A9rence/2-7445-0031-3" title="Spécial:Ouvrages de référence/2-7445-0031-3"><span class="nowrap">2-7445-0031-3</span></a>)</small></li> <li><abbr class="abbr indicateur-langue" title="Langue : anglais">(en)</abbr> John A. Joules (G.F. Smith) et Keith Miles, <i>Heterocyclic Chemistry</i>, <abbr class="abbr" title="Quatrième">4<sup>e</sup></abbr> <abbr class="abbr" title="édition">éd.</abbr>, Blackwell Publishing, 2000 <small style="line-height:1em;">(<a href="/wiki/International_Standard_Book_Number" title="International Standard Book Number">ISBN</a> <a href="/wiki/Sp%C3%A9cial:Ouvrages_de_r%C3%A9f%C3%A9rence/0-6320-5453-0" title="Spécial:Ouvrages de référence/0-6320-5453-0"><span class="nowrap">0-6320-5453-0</span></a>)</small></li> <li><abbr class="abbr indicateur-langue" title="Langue : anglais">(en)</abbr> Leo A. Paquette, <i>Principles of Modern Heterocyclic Chemistry</i>, Benjamin, 1968</li></ul> <div class="mw-heading mw-heading3"><h3 id="Articles_connexes">Articles connexes</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=H%C3%A9t%C3%A9rocycle&veaction=edit&section=8" title="Modifier la section : Articles connexes" class="mw-editsection-visualeditor"><span>modifier</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=H%C3%A9t%C3%A9rocycle&action=edit&section=8" title="Modifier le code source de la section : Articles connexes"><span>modifier le code</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><a href="/wiki/Hydrocarbure_aromatique" title="Hydrocarbure aromatique">Hydrocarbure aromatique</a></li> <li><a href="/wiki/Chimie_organique" title="Chimie organique">Chimie organique</a></li> <li><a href="/wiki/Oxathiolane" title="Oxathiolane">Oxathiolane</a></li></ul> <div class="mw-heading mw-heading3"><h3 id="Liens_externes">Liens externes</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=H%C3%A9t%C3%A9rocycle&veaction=edit&section=9" title="Modifier la section : Liens externes" class="mw-editsection-visualeditor"><span>modifier</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=H%C3%A9t%C3%A9rocycle&action=edit&section=9" title="Modifier le code source de la section : Liens externes"><span>modifier le code</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><div class="liste-horizontale"><span class="wd_identifiers"><a href="/wiki/Autorit%C3%A9_(sciences_de_l%27information)" title="Autorité (sciences de l'information)">Notices d'autorité</a><span class="noprint wikidata-linkback skin-invert"><span class="mw-valign-baseline noviewer" typeof="mw:File"><a href="https://www.wikidata.org/wiki/Q193430?uselang=fr#identifiers" title="Voir et 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class="nowrap uid noarchive"><a rel="nofollow" class="external text" href="https://id.ndl.go.jp/auth/ndlna/00563641">Japon</a></span></li> <li><span class="nowrap uid noarchive"><a rel="nofollow" class="external text" href="http://catalogo.bne.es/uhtbin/authoritybrowse.cgi?action=display&authority_id=XX528450">Espagne</a></span></li> <li><span class="nowrap uid noarchive"><a rel="nofollow" class="external text" href="http://olduli.nli.org.il/F/?func=find-b&local_base=NLX10&find_code=UID&request=987007557898905171">Israël</a></span></li> <li><span class="nowrap uid noarchive"><a rel="nofollow" class="external text" href="http://aut.nkp.cz/ph167608">Tchéquie</a></span></li> <li><span class="nowrap uid noarchive"><a rel="nofollow" class="external text" href="https://kopkatalogs.lv/F/?func=direct&local_base=lnc10&doc_number=000091876">Lettonie</a></span></li> </ul></div></li> <li><span class="liste-horizontale noarchive"><span class="wd_identifiers">Ressource relative à la santé<span class="noprint wikidata-linkback skin-invert"><span class="mw-valign-baseline noviewer" typeof="mw:File"><a href="https://www.wikidata.org/wiki/Q193430?uselang=fr#identifiers" title="Voir et modifier les données sur Wikidata"><img alt="Voir et modifier les données sur Wikidata" src="//upload.wikimedia.org/wikipedia/commons/thumb/7/73/Blue_pencil.svg/10px-Blue_pencil.svg.png" decoding="async" width="10" height="10" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/7/73/Blue_pencil.svg/15px-Blue_pencil.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/7/73/Blue_pencil.svg/20px-Blue_pencil.svg.png 2x" data-file-width="600" data-file-height="600" /></a></span></span></span> : <ul><li><a rel="nofollow" class="external text" href="https://meshb.nlm.nih.gov/record/ui?ui=D006571"><span class="lang-en" lang="en">Medical Subject Headings</span></a></li> </ul></span></li> <li><div class="liste-horizontale"><span class="wd_identifiers">Notices dans des 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