1. Carboxyarylindoles as nonsteroidal antiinflammatory agents
- Author
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Anderson V Brian, Howard B. Lassman, Richard C. Allen, J. C. Wilker, William J. Novick, and Marc N. Agnew
- Subjects
Male ,Indole test ,Steric effects ,Indoles ,Nonsteroidal ,Stereochemistry ,Anti-Inflammatory Agents ,Substituent ,Carrageenan ,Rats ,Electronegativity ,Structure-Activity Relationship ,chemistry.chemical_compound ,chemistry ,Drug Discovery ,Animals ,Edema ,Molecular Medicine ,Moiety ,Derivative (chemistry) ,Pyrrole - Abstract
An extensive series of carboxyarylindoles has been evaluated for antiinflammatory activity in the carrageenin paw edema assay. The requirements for optimal antiinflammatory activity in this series are relatively specific: a central pyrrole nucleus with (a) a 3-carboxy-4-hydroxyphenyl moiety substituted directly on the nitrogen, (b) a 2-phenyl group (R2) with a substituent of low electronegativity, (c) absence of a substituent in the 3 position (R3), and (d) a system fused across the 4,5 positions (X), which is lipophilic, quasiplanar, and does not interact sterically with the N-phenyl group. One derivative, 3-(3-carboxy-4-hydroxyphenyl)-2-phenyl-4,5-dihydro-3H-benz[e]indole (42), has been selected for further study.
- Published
- 1976