title: Novel pyridine derivatives as potent and selective CB2 cannabinoid receptor agonists.
abstract: Replacement of the phenyl ring in our previous (morpholinomethyl)aniline carboxamide cannabinoid receptor ligands with a pyridine ring led to the discovery of a novel chemical series of CB2 ligands. Compound 3, that is, 2,2-dimethyl-N-(5-methyl-4-(morpholinomethyl)pyridin-2-yl)butanamide was identified as a potent and selective CB2 agonist exhibiting in vivo efficacy after oral administration in a rat model of neuropathic pain.
authors.affiliation: Department of Chemistry, Adolor Corporation, 700 Pennsylvania Drive, Exton, PA 19341, USA. ghchu@adolor.com
authors.forename: Guo-Hua
authors.initials: GH
authors.lastname: Chu
authors.forename: Christopher T
authors.initials: CT
authors.lastname: Saeui
authors.forename: Karin
authors.initials: K
authors.lastname: Worm
authors.forename: Damian G
authors.initials: DG
authors.lastname: Weaver
authors.forename: Allan J
authors.initials: AJ
authors.lastname: Goodman
authors.forename: Robert L
authors.initials: RL
authors.lastname: Broadrup
authors.forename: Joel A
authors.initials: JA
authors.lastname: Cassel
authors.forename: Robert N
authors.initials: RN
authors.lastname: DeHaven
authors.forename: Christopher J
authors.initials: CJ
authors.lastname: LaBuda
authors.forename: Michael
authors.initials: M
authors.lastname: Koblish
authors.forename: Bernice
authors.initials: B
authors.lastname: Brogdon
authors.forename: Steve
authors.initials: S
authors.lastname: Smith
authors.forename: Bertrand
authors.initials: B
authors.lastname: Le Bourdonnec
authors.forename: Roland E
authors.initials: RE
authors.lastname: Dolle
mesh_terms: D000284:Administration, Oral; D000631:Aminopyridines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D000818:Animals; D004285:Dogs; D006801:Humans; D008297:Male; D008862:Microsomes, Liver; D009025:Morpholines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D010146:Pain / Q000188:drug therapy; D011485:Protein Binding; D011725:Pyridines / Q000138:chemical synthesis / Q000737:chemistry* / Q000493:pharmacokinetics; D051381:Rats; D017207:Rats, Sprague-Dawley; D043884:Receptor, Cannabinoid, CB1 / Q000819:agonists / Q000378:metabolism; D043885:Receptor, Cannabinoid, CB2 / Q000819:agonists* / Q000378:metabolism; D013329:Structure-Activity Relationship
chemical_list: C546014:2,2-dimethyl-N-(5-methyl-4-(morpholinomethyl)pyridin-2-yl)butanamide; D000631:Aminopyridines; D009025:Morpholines; D011725:Pyridines; D043884:Receptor, Cannabinoid, CB1; D043885:Receptor, Cannabinoid, CB2