Petter, A. and Schönenberger, Helmut and Zwez, W. (1972) Mechanism of action of local anesthetics. 2. Demonstration of the differential effect of enantiomeric local anesthetics. Pharmazie 27 (4), pp. 250-255.
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The 8 stereoisomers of N-[N-dimethylphenylalanyl]ephedrine [10385-91-8], the 2 stereoisomers of N-[N-dimethylalanyl]-2,6-dimethylaniline [19216-39-8] (I, R = H), and the 2 stereoisomers of N-[N-dimethylphenylalanyl]-2,6-dimethylaniline [19216-40-1] (I, R = Ph) were synthesized and tested, as models of local anesthetics, for their ability to slow the impulse conduction velocity of frog ventricle strips. In all cases, each enantiomeric pair had quant. different effects, supporting the concept that local anesthetics react in a stereospecific manner with structural proteins in the membranes, leading to a blockade of impulse conduction. A discussion of membrane structure and of the interaction of enantiomeric compds. with receptors is given.
|Additional information (public):||CAN 77:43086 1-3 Pharmacodynamics 2480-20-8; 2673-32-7; 5042-94-4; 7232-10-2; 7232-11-3; 7232-12-4; 7275-84-5; 7278-68-4; 19216-71-8; 19216-72-9; 19216-73-0; 19237-86-6 Role: BAC (Biological activity or effector, except adverse), BSU (Biological study, unclassified), THU (Therapeutic use), BIOL (Biological study), USES (Uses) (local anesthetic activity of)|
|Institutions:||Chemistry and Pharmacy > Institute of Pharmacy > Retired Professors > Prof. Schönenberger|
|Keywords:||Anesthetics (local, dimethylaniline and ephedrine enantiomers as) local anesthetic membrane protein nerve conduction anesthetic|
|Subjects:||500 Science > 540 Chemistry & allied sciences|
|Refereed:||Yes, this version has been refereed|
|Created at the University of Regensburg:||Unknown|
|Deposited On:||22 Nov 2010 13:16|
|Last Modified:||22 Nov 2010 13:16|
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