Homarylamine


Homarylamine, also known as 3,4-methylenedioxy-N-methylphenethylamine or as METHYL-H, is a chemical compound of the phenethylamine and methylenedioxyphenethylamine family. It is the N-methyl derivative of homopiperonylamine. The drug was patented by Merck & Co. in 1956 and studied as an antitussive in 1961. It is a schedule I drug in the United States as a positional isomer of 3,4-methylenedioxyamphetamine.

Use and effects

Homarylamine was briefly mentioned by Alexander Shulgin in his book PiHKAL. According to Shulgin, homarylamine has been reported to be active as an antitussive at a dose of 30mg. No central [nervous system|central] effects were described as this dose. Shulgin tried this dose and experienced a little tightness of facial muscles, but no mental effects whatsoever.

Chemistry

Reactions

Reaction of homarylamine with formaldehyde gives hydrastinine.
A practical application of homarylamine is in the synthesis of.

Analogues

s of homarylamine include homopiperonylamine, lobivine, lophophine, MDA, MDMA, hydrastine, and hydrastinine, among others.