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Discovery of 5-(4-Chlorophenyl)-1-(2,4-dichlorophenyl)-3-hexyl-1H-1,2,4-triazole, a Novel in Vivo Cannabinoid Antagonist Containing a 1,2,4-Triazole Motif
A new series of 1,2,4-triazoles have been prepared and the evaluation of their cannabinoid properties have been carried out. Compound 8 showed cannabinoid silent antagonist activity in mouse vas deferens and guinea pig ileum preparations and in vivo assays (cannabinoid tetrad) in mouse. It did not h...
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| Published in: | Journal of medicinal chemistry 2004-05, Vol.47 (11), p.2939-2942 |
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| Main Authors: | , , , , , , , , , , , |
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| Language: | English |
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| container_end_page | 2942 |
| container_issue | 11 |
| container_start_page | 2939 |
| container_title | Journal of medicinal chemistry |
| container_volume | 47 |
| creator | Jagerovic, Nadine Hernandez-Folgado, Laura Alkorta, Ibon Goya, Pilar Navarro, Miguel Serrano, Antonia Rodriguez de Fonseca, Fernando Dannert, M. Teresa Alsasua, Angela Suardiaz, Margarita Pascual, David Martín, Maria Isabel |
| description | A new series of 1,2,4-triazoles have been prepared and the evaluation of their cannabinoid properties have been carried out. Compound 8 showed cannabinoid silent antagonist activity in mouse vas deferens and guinea pig ileum preparations and in vivo assays (cannabinoid tetrad) in mouse. It did not have intrinsic activity in these bioassays, and therefore, it did not behave as a partial agonist or an inverse agonist. |
| doi_str_mv | 10.1021/jm031099y |
| format | article |
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It did not have intrinsic activity in these bioassays, and therefore, it did not behave as a partial agonist or an inverse agonist.</description><identifier>ISSN: 0022-2623</identifier><identifier>EISSN: 1520-4804</identifier><identifier>DOI: 10.1021/jm031099y</identifier><identifier>PMID: 15139773</identifier><identifier>CODEN: JMCMAR</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>Animals ; Behavior, Animal - drug effects ; Binding, Competitive ; Biological and medical sciences ; Cannabinoid Receptor Agonists ; Cannabinoid Receptor Antagonists ; Cerebellum - metabolism ; Guinea Pigs ; Ileum - drug effects ; Ileum - physiology ; In Vitro Techniques ; Male ; Medical sciences ; Mice ; Miscellaneous ; Muscle Contraction - drug effects ; Muscle, Smooth - drug effects ; Muscle, Smooth - physiology ; Neuropharmacology ; Neurotransmitters. Neurotransmission. Receptors ; Pharmacology. Drug treatments ; Radioligand Assay ; Rats ; Triazoles - chemical synthesis ; Triazoles - chemistry ; Triazoles - pharmacology ; Vas Deferens - drug effects ; Vas Deferens - physiology</subject><ispartof>Journal of medicinal chemistry, 2004-05, Vol.47 (11), p.2939-2942</ispartof><rights>Copyright © 2004 American Chemical Society</rights><rights>2004 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=15753670$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/15139773$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Jagerovic, Nadine</creatorcontrib><creatorcontrib>Hernandez-Folgado, Laura</creatorcontrib><creatorcontrib>Alkorta, Ibon</creatorcontrib><creatorcontrib>Goya, Pilar</creatorcontrib><creatorcontrib>Navarro, Miguel</creatorcontrib><creatorcontrib>Serrano, Antonia</creatorcontrib><creatorcontrib>Rodriguez de Fonseca, Fernando</creatorcontrib><creatorcontrib>Dannert, M. Teresa</creatorcontrib><creatorcontrib>Alsasua, Angela</creatorcontrib><creatorcontrib>Suardiaz, Margarita</creatorcontrib><creatorcontrib>Pascual, David</creatorcontrib><creatorcontrib>Martín, Maria Isabel</creatorcontrib><title>Discovery of 5-(4-Chlorophenyl)-1-(2,4-dichlorophenyl)-3-hexyl-1H-1,2,4-triazole, a Novel in Vivo Cannabinoid Antagonist Containing a 1,2,4-Triazole Motif</title><title>Journal of medicinal chemistry</title><addtitle>J. Med. Chem</addtitle><description>A new series of 1,2,4-triazoles have been prepared and the evaluation of their cannabinoid properties have been carried out. Compound 8 showed cannabinoid silent antagonist activity in mouse vas deferens and guinea pig ileum preparations and in vivo assays (cannabinoid tetrad) in mouse. 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Drug treatments</subject><subject>Radioligand Assay</subject><subject>Rats</subject><subject>Triazoles - chemical synthesis</subject><subject>Triazoles - chemistry</subject><subject>Triazoles - pharmacology</subject><subject>Vas Deferens - drug effects</subject><subject>Vas Deferens - physiology</subject><issn>0022-2623</issn><issn>1520-4804</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2004</creationdate><recordtype>article</recordtype><recordid>eNpVkc9uEzEQhy0EoqFw4AWQL6BWisF_dtfxsWxLWykUJAJXa9b2Ng4bO6w3VZdH6dPWVUKB04xmvvkOv0HoNaPvGeXsw2pNBaNKjU_QhJWckmJGi6doQinnhFdcHKAXKa0ozRgXz9EBK5lQUooJujv1ycQb1484trgkRwWpl13s42bpwtgdE0aO-LQg1pv_xoIs3e3YEXZB2PQBGHoPv2PnphjwVRZ22Af8w99EXEMI0PgQvcUnYYDrGHwacB1z74MP1_li51jsHfhzHHz7Ej1roUvu1b4eou-fzhb1BZl_Ob-sT-YEBC0HAg03vBWUzyyFxlnX8LKsGkuFmEELxlYSioo7BdI6ZVzFW2U42Kq0gionxSF6t_Nu-vhr69Kg1zkT13UQXNwmLZlihaxUBt_swW2zdlZver-GftR_0szA2z0AyUDX9hCMT_9wshSVpJkjOy7n4G4f99D_1JUUstSLr99yx4qPp8VcX_31gkl6Fbd9yHloRvXD9_Xj98U9F9WcKw</recordid><startdate>20040520</startdate><enddate>20040520</enddate><creator>Jagerovic, Nadine</creator><creator>Hernandez-Folgado, Laura</creator><creator>Alkorta, Ibon</creator><creator>Goya, Pilar</creator><creator>Navarro, Miguel</creator><creator>Serrano, Antonia</creator><creator>Rodriguez de Fonseca, Fernando</creator><creator>Dannert, M. Teresa</creator><creator>Alsasua, Angela</creator><creator>Suardiaz, Margarita</creator><creator>Pascual, David</creator><creator>Martín, Maria Isabel</creator><general>American Chemical Society</general><scope>BSCLL</scope><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>7X8</scope></search><sort><creationdate>20040520</creationdate><title>Discovery of 5-(4-Chlorophenyl)-1-(2,4-dichlorophenyl)-3-hexyl-1H-1,2,4-triazole, a Novel in Vivo Cannabinoid Antagonist Containing a 1,2,4-Triazole Motif</title><author>Jagerovic, Nadine ; Hernandez-Folgado, Laura ; Alkorta, Ibon ; Goya, Pilar ; Navarro, Miguel ; Serrano, Antonia ; Rodriguez de Fonseca, Fernando ; Dannert, M. 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| ispartof | Journal of medicinal chemistry, 2004-05, Vol.47 (11), p.2939-2942 |
| issn | 0022-2623 1520-4804 |
| language | eng |
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| source | American Chemical Society:Jisc Collections:American Chemical Society Read & Publish Agreement 2022-2024 (Reading list) |
| subjects | Animals Behavior, Animal - drug effects Binding, Competitive Biological and medical sciences Cannabinoid Receptor Agonists Cannabinoid Receptor Antagonists Cerebellum - metabolism Guinea Pigs Ileum - drug effects Ileum - physiology In Vitro Techniques Male Medical sciences Mice Miscellaneous Muscle Contraction - drug effects Muscle, Smooth - drug effects Muscle, Smooth - physiology Neuropharmacology Neurotransmitters. Neurotransmission. Receptors Pharmacology. Drug treatments Radioligand Assay Rats Triazoles - chemical synthesis Triazoles - chemistry Triazoles - pharmacology Vas Deferens - drug effects Vas Deferens - physiology |
| title | Discovery of 5-(4-Chlorophenyl)-1-(2,4-dichlorophenyl)-3-hexyl-1H-1,2,4-triazole, a Novel in Vivo Cannabinoid Antagonist Containing a 1,2,4-Triazole Motif |
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