Isomeric cyclopropyl ring-methylated homologs of trans-2-(2,5-dimethoxy-4-methylphenyl)cyclopropylamine, an hallucinogen analog
James N. Jacob, David E. Nichols
Journal of Medicinal Chemistry May 1, 1982 DOI: 10.1021/jm00347a009 (opens in new tab)
Study at a glance
AI-extracted from the abstract| Characteristics | Experimental study Peer reviewed |
|---|---|
| Population | Mice and rats |
| Intervention | 5-dimethoxy-4-methylphenyl)cyclopropylamine |
| Keywords | Hallucinogen Stereochemistry Ring chemistry Pharmacology Organic chemistry Cyclopropane reaction mechanisms |
| Citations | 6 |
| Key findings | Neither the cis nor the trans 3-methylated isomer of trans-2-(2,5-dimethoxy-4-methylphenyl)cyclopropylamine showed appreciable activity in the mouse ear-scratch assay or rat fundus preparation compared to the nonmethylated parent. |
Abstract
The hallucinogen analogue trans-2-(2,5-dimethoxy-4-methylphenyl)cyclopropylamine was modified by adding a 3-methyl group, either cis or trans with respect to the amino group. These two isomeric cyclopropyl ring-methylated compounds were then tested for activity in the mouse ear-scratch assay and for a contractile effect in the rat fundus preparation. Neither compound was found to possess appreciable activity when compared to the nonmethylated parent, in either assay.
Citations in the library
Cited by 4
- Structure–activity relationships of serotonin 5‐HT2Aagonists Wiley Interdisciplinary Reviews Membrane Transport and Signalling February 28, 2012
- Differential phospholipase C activation by phenylalkylamine serotonin 5‐HT2Areceptor agonists Journal of Neurochemistry November 8, 2005
- Studies of the relationship between molecular structure and hallucinogenic activity. Pharmacology, Biochemistry, and Behavior February 1986
- ChemInform Abstract: ISOMERIC CYCLOPROPYL RING‐METHYLATED HOMOLOGS OF TRANS‐2‐(2,5‐DIMETHOXY‐4‐METHYLPHENYL)CYCLOPROPYLAMINE, AN HALLUCINOGEN ANALOG Chemischer Informationsdienst October 12, 1982