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Molecular Connectivity Analysis of Hallucinogenic Mescaline Analogs

Richard A. Glennon, Lemont B. Kier, Alexander T. Shulgin

Journal of Pharmaceutical Sciences July 1, 1979 DOI: 10.1002/jps.2600680733 via OpenAlex

Summary

AI-generated from the abstract

The hallucinogenic potency of ten mescaline analogs was analyzed using molecular connectivity. A two-term equation based on structural variation explained 94% of the variance in activity. Substitutions at the 2,5-dimethoxy positions and the nature of the 4-position substituent were important determinants of potency. The equation also made reasonable potency predictions for six additional compounds not included in the original analysis.

Study at a glance

Characteristics Computational analysis Peer reviewed
Topics Mescaline
Keywords Psychotomimetic Hallucinogen Potency Stereochemistry
Citations 29
Key finding A two-term equation based on molecular connectivity explained 94% of the variance in hallucinogenic potency among ten mescaline analogs, with 2,5-dimethoxy substitution and the 4-position substituent being key determinants.

Abstract

The hallucinogenic (psychotomimetic) potency of 10 mescaline analogs was examined by molecular connectivity analysis. Potencies could be described by a two-term relating equation, which explained 94% of the variance in activity, on the basis of structural variation, 2,5-Dimethoxy substitution as well as the nature of the 4-position substituent played an important role in determining hallucinogenic potency. With the relating equation, reasonable potency predictions were made for six compounds not included in the initial investigation.

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