PMID: 6965276Oct 1, 1982Paper

Comparison of behavioral properties of di- and tri-methoxyphenylisopropylamines

Pharmacology, Biochemistry, and Behavior
R A Glennon, R Young

Abstract

Prominent among the class of hallucinogenic phenylisopropylamines is the 2,5-dimethoxy substitution pattern; this pattern has long been recognized as being an important feature of the more potent agents within this class. The purpose of this present study was to explore the behavioral properties of a series of methoxylated phenylisopropylamines in order to determine the effect of other substitution patterns and the relative importance of individual methoxy groups. Rats, trained to discriminate the hallucinogenic agent 2,5-dimethoxy-4-methyl-phenylisopropylamine (DOM) from saline in a two-lever drug discrimination task, were challenged with a series of di- and trimethoxyphenylisopropylamines (i.e., DMA and TMA derivatives). DOM-stimulus generalization was found to occur with 2,4-DMA but not with 2,3-DMA, 2.6-DMA, or 3,5-DMA; generalization also occurred with 2,3,4-TMA, 2,3,5-TMA, 2,4,6-TMA and 3,4,5-TMA. The 2,4-dimethoxy pattern also emerges as an important feature among the more active agents.

References

Apr 1, 1982·Pharmacology, Biochemistry, and Behavior·R A GlennonJ A Rosecrans
Dec 17, 1981·European Journal of Pharmacology·R A GlennonR Young

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Citations

May 1, 1985·Pharmacology, Biochemistry, and Behavior·R A GlennonA E Hauck
Mar 14, 1997·Drug and Alcohol Dependence·W L Woolverton, J A English
Jul 3, 1998·Drug and Alcohol Dependence·B GrellaR A Glennon
Dec 7, 2007·Biological & Pharmaceutical Bulletin·Ryouichi NonakaKanako Satoh
Dec 2, 2008·Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan·Kanako Satoh, Ryouichi Nonaka
Mar 1, 2012·Drug Testing and Analysis·Daniel Trachsel
May 30, 2009·Chemistry & Biodiversity·Daniel TrachselFranz Baumberger
Feb 23, 2019·Journal of Psychopharmacology·Adam L HalberstadtSimon D Brandt
Dec 19, 2019·Frontiers in Pharmacology·Karolina E KolaczynskaMatthias E Liechti
Mar 28, 2020·ACS Chemical Neuroscience·Emil Marcher-RørstedJesper L Kristensen

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