Benzylamines

Benzylamine, also known as phenylmethylamine, is an organic chemical compound with the condensed structural formula C6H5CH2NH2 (sometimes abbreviated as PhCH2NH2 or BnNH2). It consists of a benzyl group, C6H5CH2, attached to an amine functional group, NH2. This colorless water-soluble liquid is a common precursor in organic chemistry and used in the industrial production of many pharmaceuticals. The hydrochloride salt was used to treat motion sickness on the Mercury-Atlas 6 mission in which NASA astronaut John Glenn became the first American to orbit the Earth.

1-Phenylethylamine (1-PEA or α-PEA), also known as α-methylbenzylamine, is the organic compound with the formula C6H5CH(NH2)CH3. This primary amine is a colorless liquid is often used in chiral resolutions. Like benzylamine, it is relatively basic and forms stable ammonium salts and imines.

Pargyline, sold under the brand name Eutonyl among others, is a monoamine oxidase inhibitor (MAOI) medication which has been used to treat hypertension (high blood pressure) but is no longer marketed. It has also been studied as an antidepressant, but was never licensed for use in the treatment of depression. The drug is taken by mouth.

M-ALPHA, also known as '3,4-methylenedioxy-α-ethyl-N-methylbenzylamine or as α-ethyl-N-methylpiperonylamine', is a psychoactive drug of the substituted benzylamine group. It was reported by Alexander Shulgin in his book PIHKAL as a positional isomer of MDMA. Subsequently, the drug was encountered as a designer drug in the United Kingdom in 2010 and was reported to the EMCDDA new drug monitoring service. It was described by Shulgin as similar in action to its demethylated homologue, ALPHA, but with roughly twice the duration and twice the potency. ALPHA itself was described as active at doses o