3,4,5-Trimethoxytranylcypromine

TMT
Clinical data
Other names	TMT; MCPA; trans-2-(3,4,5-Trimethoxyphenyl)cyclopropylamine
Drug class	Possible serotonergic psychedelic or hallucinogen
ATC code	None;
Identifiers
	IUPAC name 2-(3,4,5-trimethoxyphenyl)cyclopropan-1-amine;
CAS Number	17061-21-1;
PubChem CID	28236;
ChemSpider	26269;
CompTox Dashboard (EPA)	DTXSID90937795 ;
Chemical and physical data
Formula	C12H17NO3
Molar mass	223.272 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES COc1cc(cc(c1OC)OC)C1CC1N;
	InChI InChI=1S/C12H17NO3/c1-14-10-4-7(8-6-9(8)13)5-11(15-2)12(10)16-3/h4-5,8-9H,6,13H2,1-3H3; Key:HNYWYOQSLRJIMG-UHFFFAOYSA-N;

3,4,5-Trimethoxytranylcypromine (TMT), also known as MCPA as well as trans-2-(3,4,5-trimethoxyphenyl)cyclopropylamine, is a possible psychedelic drug of the phenethylamine, scaline, and phenylcyclopropylamine families related to mescaline (3,4,5-trimethoxyphenethylamine). It is a cyclized phenethylamine and the analogue of mescaline in which the α and β positions of the ethyl side chain have been cyclized to form a cyclopropane ring. The drug may also be thought of as a structural hybrid between mescaline and the antidepressant tranylcypromine.