Non-aromatic A-ring replacement in the triaryl bis-sulfone CB2 receptor inhibitors

…, C Huang, J Kelly, BJ Lavey, SW McCombie…

Index: Gilbert, Eric J.; Zhou, Guowei; Wong, Michael K.C.; Tong, Ling; Shankar, Bandarpalle B.; Huang, Chunli; Kelly, Joseph; Lavey, Brian J.; McCombie, Stuart W.; Chen, Lei; Rizvi, Razia; Dong, Youhao; Shu, Youheng; Kozlowski, Joseph A.; Shih, Neng-Yang; Hipkin, R. William; Gonsiorek, Waldemar; Malikzay, Asra; Lunn, Charles A.; Favreau, Len; Lundell, Daniel J. Bioorganic and Medicinal Chemistry Letters, 2010 , vol. 20, # 2 p. 608 - 611

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Citation Number: 6

Abstract

The triaryl bis-sulfone 1 was modified by converting the aryl A-ring to a piperidine ring. The piperidine ring was further elaborated to a spirocyclopropyl piperidine moiety. The effect on CB2 binding potency, rat calcium channel affinity, and CYP 2C9 inhibition is described. ... A-ring replacements of 1 were investigated leading to compound 53 which had good affinity for the human CB2 receptor, reduced affinity for the rat calcium channel, and an improved cytochrome P450 ...

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