CONFORMATIONALLY RESTRICTED PETHIDINE ANA LOGS .5. SYNTHESIS AND PHARMACOLOGICAL EXAMINATION OF CIS-B-B-10-ACYL-1,2,3,4,4A,5,6,10B-OCTAHYDROBENZO [F]ISOQUINOLINES
E. Reimann et al., CONFORMATIONALLY RESTRICTED PETHIDINE ANA LOGS .5. SYNTHESIS AND PHARMACOLOGICAL EXAMINATION OF CIS-B-B-10-ACYL-1,2,3,4,4A,5,6,10B-OCTAHYDROBENZO [F]ISOQUINOLINES, Die Pharmazie, 48(12), 1993, pp. 890-893
Cyanophenylcyclobuten (1 a) gave the corresponding cis-B-configurated
10b-acyloctahydrobenzo[fl isoquinolines 3a-f by Grignard reaction. Cis
-B-3b was demethylated to yield the secondary base 3g, which in turn w
as realkylated to the homologous allyl- and isopentenyl derivatives 3h
and 3i. In the writing test the desoxyketobemidon analogon cis-B-3b e
xhibits a remarkable activity, whereas 3a, c-e are somewhat weaker and
3h and 3i are inactive.