Synthesis and analgesic activity of pemedolac (cis-1-ethyl-1,3,4,9-tetrahydro-4-(phenylmethyl)pyrano[3,4-b]ind ole-1- acetic acid).

作者信息

Katz A H, Demerson C A, Shaw C C, Asselin A A, Humber L G, Conway K M, Gavin G, Guinosso C, Jensen N P, Mobilio D

机构信息

Ayerst Laboratories Research, Inc., Princeton, New Jersey 08543-8000.

出版信息

J Med Chem. 1988 Jun;31(6):1244-50. doi: 10.1021/jm00401a029.

The synthesis of cis-1-ethyl-1,3,4,9-tetrahydro-4-(phenylmethyl)pyrano[3,4-b]indole -1-acetic acid, pemedolac (USAN), is described. This compound has been found to be a potent analgesic agent in primary screening. Pemedolac has been resolved and the active (+)-enantiomer assigned a 1S,4R absolute configuration on the basis of a crystallographic analysis of its (S)-(-)-borneol ester.