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Molecular Pharmacology

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Research ArticleArticle

Approximate Molecular Potentials of Mescaline Analogues in a Study of Similarities to 5-Hydroxytryptamine

SHERYL BALDWIN, LEMONT B. KIER and DONALD SHILLADY
Molecular Pharmacology November 1980, 18 (3) 455-460;
SHERYL BALDWIN
Department of Pharmaceutical Chemistry, Medical College of Virginia, Virginia Commonwealth University, Richmond, Virginia 23298
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LEMONT B. KIER
Department of Pharmaceutical Chemistry, Medical College of Virginia, Virginia Commonwealth University, Richmond, Virginia 23298
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DONALD SHILLADY
Department of Pharmaceutical Chemistry, Medical College of Virginia, Virginia Commonwealth University, Richmond, Virginia 23298
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Abstract

The electrostatic potentials of five substituted phenethylamines have been calculated and compared with that of 5-hydroxytryptamine (5-HT). A common pattern of potentials was found in four of the five phenethylamines and 5-hydroxytryptamine which is associated with a previously postulated 5-HT pharmacophore. These four analogues are qualitatively reported as being hallucinogenic; the fifth analogue is not. A quantitative relationship was found between the hallucinogenic potency in the four phenethylamines and the decline of a negative electrostatic potential in the region between the 3 and 4 phenyl positions, reinforcing previous reports on the quantitative importance of this part of the molecule.

  • Copyright © 1980 by The American Society for Pharmacology and Experimental Therapeutics

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Molecular Pharmacology
Vol. 18, Issue 3
1 Nov 1980
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Research ArticleArticle

Approximate Molecular Potentials of Mescaline Analogues in a Study of Similarities to 5-Hydroxytryptamine

SHERYL BALDWIN, LEMONT B. KIER and DONALD SHILLADY
Molecular Pharmacology November 1, 1980, 18 (3) 455-460;

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Research ArticleArticle

Approximate Molecular Potentials of Mescaline Analogues in a Study of Similarities to 5-Hydroxytryptamine

SHERYL BALDWIN, LEMONT B. KIER and DONALD SHILLADY
Molecular Pharmacology November 1, 1980, 18 (3) 455-460;
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