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Volumn 19, Issue 3, 2009, Pages 1022-1025

1,2,3-Triazole derivatives as new cannabinoid CB1 receptor antagonists

Author keywords

Cannabinoid; Obesity; Triazole

Indexed keywords

1,2,3 TRIAZOLE DERIVATIVE; CANNABINOID 1 RECEPTOR; CANNABINOID 1 RECEPTOR ANTAGONIST; CANNABINOID 2 RECEPTOR; RIMONABANT;

EID: 58549117673     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2008.11.029     Document Type: Article
Times cited : (58)

References (55)
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    • note
    • No product was observed when bis(2,4-dichlorophenyl)ethyne 2 was used, and compound 3 gave 57% yield.
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    • note
    • Previous examples: Tullis, J. S.; Van Rens, J. C.; Natchus, M. G.; Clark, M. P.; De, B.; Hsieh, L. C.; Janusz, M. J. Bioorg. Med. Chem. Lett. 2003, 13, 1665. It is also known that 2-acetyl 1,2,3-triazole is predominated over 1- acetyl isomer under equilibrium. Joule, J. A.; Mills, K. Heterocyclic Chemistry; Blackwell Publishing: Oxford, UK, 2000; p 505.
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    • note
    • Please see the supporting information for the detailed procedures.
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    • note
    • The reported CB1/CB2 selectivity of Rimonabant is ∼143, Ref. 12b. Current studies on this issue, see: (a) Tuccinardi, T.; Ferrarini, P. L.; Manera, C.; Ortore, G.; Saccomanni, G.; Martinelli, A. J. Med. Chem. 2006, 49, 984; (b) Lange, J. H. M.; Kruse, C. G.; Van Vliet, B. J. WO2007138050, 2007.
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    • note
    • The ligand binding models for Rimonabant and SLV319 in the CB1 receptor have been reported, which show the hydrogen bonding acceptor, that is, carbonyl or sulfonyl group, is not located on the same plane of the central core; see Refs. 12c,14a.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.