Isomeric cyclopropyl ring-methylated homologs of trans-2-(2,5-dimethoxy-4-methylphenyl)cyclopropylamine, an hallucinogen analog
Journal of Medicinal Chemistry May 1, 1982 James N. Jacob, David E. Nichols 6 citations
Adding a methyl group at the 3-position of the cyclopropyl ring, in either the cis or trans orientation relative to the amino group, eliminated the activity of the hallucinogen analogue trans-2-(2,5-dimethoxy-4-methylphenyl)cyclopropylamine. Neither the cis nor the trans isomer showed appreciable activity in the mouse ear-scratch assay or in producing contraction in the rat fundus preparation, compared to the nonmethylated parent compound.