title: Structure-activity relationships of 2-arylamido-5,7-dihydro-4H-thieno[2,3-c]pyran-3-carboxamide derivatives as cannabinoid receptor agonists and their analgesic action.
abstract: SAR studies were performed on a series of 2-arylamido-5,7-dihydro-4H-thieno[2,3-c]pyran-3-carboxamide derivatives as cannabinoid receptor agonists. Starting from a HTS hit both potency and selectivity could be improved. Modifications to the thiophene fusion and C-3 amides were studied. A representative compound 3t produced analgesia when dosed orally in inflammatory pain models of writhing and carrageenan-induced allodynia.
authors.affiliation: Global Discovery, Nycomed Pharma Pvt. Ltd, Plot Number 29-30-31, Suren Road, Andheri (East), Mumbai 400 093, Maharashtra, India.
authors.forename: Yithachu
authors.initials: Y
authors.lastname: Thur
authors.forename: Amit
authors.initials: A
authors.lastname: Bhalerao
authors.forename: Zaki
authors.initials: Z
authors.lastname: Munshi
authors.forename: Nisha
authors.initials: N
authors.lastname: Pansare
authors.forename: Klaus
authors.initials: K
authors.lastname: Mann
authors.forename: Guido
authors.initials: G
authors.lastname: Hanauer
authors.forename: Hans-Peter
authors.initials: HP
authors.lastname: Kley
authors.forename: Sandra
authors.initials: S
authors.lastname: Nappe
authors.forename: Cornelia
authors.initials: C
authors.lastname: Weiss-Haljiti
authors.forename: Claude
authors.initials: C
authors.lastname: Ostermann
authors.forename: Christof
authors.initials: C
authors.lastname: Zitt
authors.forename: Michaela
authors.initials: M
authors.lastname: Schaefer
authors.forename: Dibyendu
authors.initials: D
authors.lastname: Mondal
authors.forename: Afsar
authors.initials: A
authors.lastname: Ali Siddiki
authors.forename: Velavan
authors.initials: V
authors.lastname: Armugam
authors.forename: Vinod
authors.initials: V
authors.lastname: Gudaghe
authors.forename: Mahendra
authors.initials: M
authors.lastname: Gupta
authors.forename: Pramila
authors.initials: P
authors.lastname: Rayudu
authors.forename: Frank M
authors.initials: FM
authors.lastname: Dautzenberg
authors.forename: Koushik
authors.initials: K
authors.lastname: Das Sarma
mesh_terms: D000818:Animals; D006801:Humans; D015394:Molecular Structure; D011714:Pyrans / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D051381:Rats; D043882:Receptors, Cannabinoid / Q000378:metabolism*; D013329:Structure-Activity Relationship; D013876:Thiophenes / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D011714:Pyrans; D043882:Receptors, Cannabinoid; D013876:Thiophenes