Methoctramine-related polymethylene tetraamines. 4. Chirality effect on M2 muscarinic receptor blocking activity
Affiliations
- PMID: 1793471
Item in Clipboard
Methoctramine-related polymethylene tetraamines. 4. Chirality effect on M2 muscarinic receptor blocking activity
Farmaco.
1991 Jul-Aug.
Abstract
Chiral methoctramine-related compounds (3 and 4), bearing two asymmetric atoms in the terminal benzylic moieties, were synthesized and evaluated for their blocking activity on M2 and M3 muscarinic receptors of guinea pig left atrium and ileum, respectively. It turned out that insertion of these chiral centers in methoctramine structure is ineffective in the ileum whereas it produces a significant decrease in potency in the atrium when compared to methoctramine (1). Furthermore, the enantiomers of 3 and 4 did not display significant enantioselectivity at both M2 and M3 muscarinic receptors.
Similar articles
-
Further investigation on methoctramine-related tetraamines: effects of terminal N-substitution and of chain length separating the four nitrogens on M2 muscarinic receptor blocking activity.Farmaco. 1991 Oct;46(10):1167-78. Farmaco. 1991. PMID: 1815579
-
Structure-activity relationships among methoctramine-related polymethylene tetraamines. 3. Effect of the four nitrogens on M2 muscarinic blocking activity as revealed by symmetrical and unsymmetrical polyamines.Farmaco. 1991 Mar;46(3):417-34. Farmaco. 1991. PMID: 1892500
-
Structure-activity relationships of methoctramine-related polyamines as muscular nicotinic receptor noncompetitive antagonists. 2. Role of polymethylene chain lengths separating amine functions and of substituents on the terminal nitrogen atoms.J Med Chem. 2002 Apr 25;45(9):1860-78. doi: 10.1021/jm011067f. J Med Chem. 2002. PMID: 11960498
-
Polymethylene tetraamines as muscarinic receptor probes.Trends Pharmacol Sci. 1989 Dec;Suppl:55-9. Trends Pharmacol Sci. 1989. PMID: 2694524 Review.
-
Polymethylene tetramines: a new generation of selective muscarinic antagonists.Trends Pharmacol Sci. 1988 Jun;9(6):216-20. doi: 10.1016/0165-6147(88)90089-2. Trends Pharmacol Sci. 1988. PMID: 3073559 Review. No abstract available.