Synthesis of pyrazolone derivatives. XXXV. Synthetic and pharmacological studies on some (4S,7R)-4,7-methano-1H-indazoles.

1 January 1979

journal article
research article
Published by Pharmaceutical Society of Japan in CHEMICAL & PHARMACEUTICAL BULLETIN

Vol. 27 (8) , 1764-1770
https://doi.org/10.1248/cpb.27.1764

Abstract

Treatment of (1R,4S)-2-oxobornaneglyoxylic acid (1) with substituted hydrazines gave (4S,7R)-1-substituted-4,7-methano-1H-indazole-3-carboxylic acids (2). (4S,7R)-1-Phenyl-4,7-methanoindazole-3-ol (8) was synthesized by 2 independent synthetic routes. (4S,7R)-N-Substituted-4,7-methanoindazole-3-carboxamides (4a, b) were tested for their CNS stimulant properties on an isolated nerve-muscle preparation of bullfrog. Compound 4b caused marked contracture of the muscle.

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