title: Discovery of N-(3-(morpholinomethyl)-phenyl)-amides as potent and selective CB2 agonists.
abstract: Recently sulfamoyl benzamides were identified as a novel series of cannabinoid receptor ligands. Replacing the sulfonamide functionality and reversing the original carboxamide bond led to the discovery of N-(3-(morpholinomethyl)-phenyl)-amides as potent and selective CB(2) agonists. Selective CB(2) agonist 31 (K(i)=2.7; CB(1)/CB(2)=190) displayed robust activity in a rodent model of postoperative pain.
authors: Department of Chemistry, Adolor Corporation, 700 Pennsylvania Drive, Exton, PA 19341, USA. kworm@adolor.com
authors: Karin
authors: K
authors: Worm
authors: Damian G
authors: DG
authors: Weaver
authors: Rosalyn C
authors: RC
authors: Green
authors: Christopher T
authors: CT
authors: Saeui
authors: Doreen-Marie S
authors: DM
authors: Dulay
authors: William M
authors: WM
authors: Barker
authors: Joel A
authors: JA
authors: Cassel
authors: Gabriel J
authors: GJ
authors: Stabley
authors: Robert N
authors: RN
authors: DeHaven
authors: Christopher J
authors: CJ
authors: LaBuda
authors: Michael
authors: M
authors: Koblish
authors: Bernice L
authors: BL
authors: Brogdon
authors: Steven A
authors: SA
authors: Smith
authors: Roland E
authors: RE
authors: Dolle
mesh_terms: D000818:Animals; D000893:Anti-Inflammatory Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D001549:Benzamides / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D016466:CHO Cells; D002460:Cell Line; D006224:Cricetinae; D003412:Cricetulus; D055808:Drug Discovery; D006801:Humans; D010149:Postoperative Pain / Q000188:drug therapy; D051381:Rats; D043885:Receptor, Cannabinoid, CB2 / Q000819:agonists* / Q000378:metabolism; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D014162:Transfection
chemical_list: D000893:Anti-Inflammatory Agents; D001549:Benzamides; D043885:Receptor, Cannabinoid, CB2