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 …

…, S Nappe, C Weiss-Haljiti, C Ostermann, C Zitt…

Index: Thur, Yithachu; Bhalerao, Amit; Munshi, Zaki; Pansare, Nisha; Mann, Klaus; Hanauer, Guido; Kley, Hans-Peter; Nappe, Sandra; Weiss-Haljiti, Cornelia; Ostermann, Claude; Zitt, Christof; Schaefer, Michaela; Mondal, Dibyendu; Ali Siddiki, Afsar; Armugam, Velavan; Gudaghe, Vinod; Gupta, Mahendra; Rayudu, Pramila; Dautzenberg, Frank M.; Das Sarma, Koushik Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 24 p. 7314 - 7321

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Citation Number: 6

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.