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喷他佐辛(顺式-1-乙基-1,3,4,9-四氢-4-(苯甲基)吡喃并[3,4-b]吲哚-1-乙酸)的合成与镇痛活性

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.

DOI:10.1021/jm00401a029
PMID:3373493
Abstract

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.

摘要

描述了顺式-1-乙基-1,3,4,9-四氢-4-(苯甲基)吡喃并[3,4-b]吲哚-1-乙酸(培美拉酸,USAN)的合成。该化合物在初步筛选中已被发现是一种强效镇痛剂。培美拉酸已被拆分,并且基于其(S)-(-)-冰片酯的晶体学分析,活性(+)-对映体被指定为1S,4R绝对构型。

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