D Mobilio, L G Humber, A H Katz, C A Demerson, P Hughes, R Brigance, K Conway, U Shah, G Williams, F Labbadia
Ayerst Laboratories Research Inc., Princeton, New Jersey 08543-8000.
Journal of medicinal chemistry 1988 NovThe syntheses of analogues of pemedolac (cis-1-ethyl-1,3,4,9-tetrahydro-4-(phenylmethyl)pyrano[3,4-b]indol e-1-acetic acid), a potent analgesic, are described. They were tested for analgesic and antiinflammatory effects in vivo and for inhibition of prostaglandin production in vitro. Analysis of structure-activity relationships shows that analgesic activity in this series is associated with 1S-cis stereochemistry, the presence of a pi-system (allyl or benzyl) at position 4, and a log P value greater than 4.0.
D Mobilio, L G Humber, A H Katz, C A Demerson, P Hughes, R Brigance, K Conway, U Shah, G Williams, F Labbadia. Structure-activity relationships among analogues of pemedolac, cis-1-ethyl-1,3,4,9-tetrahydro-4-(phenylmethyl)pyrano[3,4-b]indo le-1-a cetic acid, a potent analgesic agent. Journal of medicinal chemistry. 1988 Nov;31(11):2211-7
PMID: 3263504
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