title: Design, synthesis, and biological evaluation of novel alkenylthiophenes as potent and selective CB1 cannabinoid receptor antagonists.
abstract: A novel class of (5-(pent-1-enyl)thiophen-2-yl)pyrazole antagonists was discovered, many of which exhibited potent CB1 activity and good CB1/2 selectivity, suggesting that along with a 1,3-transposition of the carbonyl of the pyrazole 3-carboxamide, bioisosteric replacement of the conventional pyrazole 5-aryl group with a thienyl ring substituted with an appropriate alkenyl moiety is viable.
authors.affiliation: Division of Biotechnology and Pharmaceutical Research, National Health Research Institutes, Miaoli County 350, Taiwan, Republic of China.
authors.forename: Chia-Liang
authors.initials: CL
authors.lastname: Tai
authors.forename: Ming-Shiu
authors.initials: MS
authors.lastname: Hung
authors.forename: Vijay D
authors.initials: VD
authors.lastname: Pawar
authors.forename: Shi-Liang
authors.initials: SL
authors.lastname: Tseng
authors.forename: Jen-Shin
authors.initials: JS
authors.lastname: Song
authors.forename: Wan-Ping
authors.initials: WP
authors.lastname: Hsieh
authors.forename: Hua-Hao
authors.initials: HH
authors.lastname: Chiu
authors.forename: Hui-Chuan
authors.initials: HC
authors.lastname: Wu
authors.forename: Min-Tsang
authors.initials: MT
authors.lastname: Hsieh
authors.forename: Chun-Wei
authors.initials: CW
authors.lastname: Kuo
authors.forename: Chia-Chien
authors.initials: CC
authors.lastname: Hsieh
authors.forename: Jing-Po
authors.initials: JP
authors.lastname: Tsao
authors.forename: Yu-Sheng
authors.initials: YS
authors.lastname: Chao
authors.forename: Kak-Shan
authors.initials: KS
authors.lastname: Shia
mesh_terms: D015195:Drug Design; D006801:Humans; D020128:Inhibitory Concentration 50; D043884:Receptor, Cannabinoid, CB1 / Q000037:antagonists & inhibitors* / Q000378:metabolism; D043885:Receptor, Cannabinoid, CB2 / Q000037:antagonists & inhibitors / Q000378:metabolism; D013379:Substrate Specificity; D013876:Thiophenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology*
chemical_list: D043884:Receptor, Cannabinoid, CB1; D043885:Receptor, Cannabinoid, CB2; D013876:Thiophenes