AZBENZOMORPHANE AND RELATED COMPOUNDS. II. A SYNTHESIS OF 1,2,3,4-TETRAHYDRO-6H-1,5-METHANOBENZO(F)(1,4)DIAZOCINE.

doi:10.1248/CPB.13.295

Paper

AZBENZOMORPHANE AND RELATED COMPOUNDS. II. A SYNTHESIS OF 1,2,3,4-TETRAHYDRO-6H-1,5-METHANOBENZO(F)(1,4)DIAZOCINE.

Published Mar 25, 1965 · T. Kametani, K. Kigasawa, M. Hiiragi

Chemical & pharmaceutical bulletin

Q3 SJR score

7

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0

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Abstract

In order to test the analgesic action of 2, 3, 4, 5-tetrahydro-6H-1, 5-methanobenzo-[f][1, 4]diazocine (III), methods for its synthesis were examined using various starting materials. Compounds (XIII, XVI, and XVII) were synthesized from isoquinoline (IV) via 4-aminoisoquinoline (VI). Cyclization of compounds (XIII, XVI, and XVII) gave the objective azabenzomorphane derivatives (XIV, III, and XVIII), respectively. Reduction of lactam (XVIII) with lithium aluminum hydride and debenzylation of XIV by catalytic hydrogenation in the presence of Adam's platinum afforded the same objective compound (III), which was also recognized as benzoyl and acetyl derivatives (XIV and XX).

Study Snapshot

The study presents a method for synthesizing 1,2,3,4-tetrahydro-6H-1,5-methanobenzo(F)(1,4)diazocine, a potential analgesic agent, using various starting materials and reaction conditions.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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AZBENZOMORPHANE AND RELATED COMPOUNDS. II. A SYNTHESIS OF 1,2,3,4-TETRAHYDRO-6H-1,5-METHANOBENZO(F)(1,4)DIAZOCINE.

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