Pyrrole esters of tropanols and related structures as analgesics
- 1 August 1977
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Medicinal Chemistry
- Vol. 20 (8) , 1094-1096
- https://doi.org/10.1021/jm00218a021
Abstract
2,4,5-Trimethylpyrrole-3-carboxylic acid esters of tropanols and related monocyclic amino alcohols were synthesized and evaluated for analgesic activity [in monkeys] by the mouse hot-plate and Nilsen methods. 1-Methyl-4-piperidinol 4-(2,4,5-trimethylpyrrole-3-carboxylate) (7) exhibited activity in the morphine-codeine range (mouse hot plate). 4-Piperidinol ester 7 acted neither as a typical narcotic agonist nor as a typical antagonist and showed no physical dependence liability of the morphine-type. Pethidine and prodine analgesics have quaternary phenyl substitution at C-4 of the piperidine ring; compound 7 does not.This publication has 2 references indexed in Scilit:
- Stereochemical studies on medicinal agents. 20. Absolute configuration and analgetic potency of .alpha.-promedol enantiomers. The role of the C-4 chiral center in conferring stereoselectivity in axial- and equatorial-phenylprodine congenersJournal of Medicinal Chemistry, 1976
- Structures Related to Morphine. XXXI.1 2'-Substituted BenzomorphansJournal of Medicinal Chemistry, 1965