3-(1-Indolinyl)benzylamines: a new class of analgesic agents

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Abstract
An extensive series of 3-(1-indolinyl)benzylamines and related compounds was synthesized and tested for analgesic activity. After a detailed study of structure-activity relationships, 3-(1-indolinyl)benzylamine (2b) was selected for further investigation as the most interesting member of this novel class of compounds. It was active in both the phenylquinone writhing and tail-flick assays for analgesic activity. No motor deficits were observed in the rotorod test, and 2b was free of any other effects on the CNS. The compound did not bind to opiate receptors, since it was inactive in inhibiting the stereospecific binding of [3H]naloxone in rat brain homogenates. Evidently 3-(1-indolinyl)benzylamine represents a novel analgesic with an unusual chemical structure and biological profile.

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