RT Journal Article
SR Electronic
T1 STRUCTURAL ASPECTS OF THE EFFECT OF ETHYL AMINOBENZOATES ON CAFFEINE CONTRACTURE
JF Journal of Pharmacology and Experimental Therapeutics
JO J Pharmacol Exp Ther
FD American Society for Pharmacology and Experimental Therapeutics
SP 423
OP 433
VO 189
IS 2
A1 Herbert A. Friedman
A1 C. Paul Bianchi
A1 Stuart J. Weiss
YR 1974
UL http://jpet.aspetjournals.org/content/189/2/423.abstract
AB The effect of the three isomeric ethyl aminobenzoates on the caffeine-induced contracture of frog sartorius muscle was investigated. The meta- and para-isomers of the ester depressed both the initial phase and the peak tension of the contracture whereas the ortho- isomer potentiated the initial phase and had no effect on the peak tension. The ortho- and para-isomers of aminobenzoic acid had a lesser depressing effect than their esters On the initial phase and very little effect on the peak tension. Possible factors involved in the divergent activity of the ortho-ester on the caffeine contracture are discussed. These include partition coefficients, dissociation constants, hydrogen bonding and steric factors in the drug molecule. It is proposed that the ortho-isomer may exert its effect in a manner analogous to that of caffeine itself. Examination of molecular models of the drugs supports this view. © 1974 by The Williams & Wilkins Co.