Pentamethoxyamphetamine

Pentamethoxyamphetamine
Clinical data
Other names	PeMA; 2,3,4,5,6-Pentamethoxyamphetamine; 2,3,4,5,6-PeMA
ATC code	None;
Identifiers
	IUPAC name 1-(2,3,4,5,6-pentamethoxyphenyl)propan-2-amine;
CAS Number	23693-29-0;
PubChem CID	129681609;
Chemical and physical data
Formula	C14H23NO5
Molar mass	285.340 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC(CC1=C(C(=C(C(=C1OC)OC)OC)OC)OC)N;
	InChI InChI=1S/C14H23NO5/c1-8(15)7-9-10(16-2)12(18-4)14(20-6)13(19-5)11(9)17-3/h8H,7,15H2,1-6H3; Key:CDUJLDXLXICILS-UHFFFAOYSA-N;

Pentamethoxyamphetamine (PeMA), also known as 2,3,4,5,6-pentamethoxyamphetamine (2,3,4,5,6-PeMA), is a chemical compound of the phenethylamine and amphetamine families related to the psychedelic drug mescaline (3,4,5-trimethoxyphenethylamine).^[1]^[2] It is the α-methyl or amphetamine derivative of pentamethoxyphenethylamine (PeMPEA).^[1]^[2] The compound does not seem to have been tested in animals or humans.^[1]^[2] However, the related drug PeMPEA is known to be behaviorally active in animal studies.^[1]^[3] PeMA was first described in the scientific literature by Alexander Shulgin by 1969.^[2]

References

^ ^a ^b ^c ^d Shulgin A, Manning T, Daley PF (2011). "#108. PeMPEA". The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds. Vol. 1. Berkeley, CA: Transform Press. pp. 263–264. ISBN 978-0-9630096-3-0. OCLC 709667010.
^ ^a ^b ^c ^d Shulgin AT, Sargent T, Naranjo C (1969). "Structure–Activity Relationships of One-Ring Psychotomimetics". Nature. 221 (5180): 537–541. doi:10.1038/221537a0. ISSN 0028-0836. PMID 5789297.
^ Brimblecombe RW, Pinder RM (1975). "Phenylalkylamines and Their Derivatives". Hallucinogenic Agents. Bristol: Wright-Scientechnica. pp. 55–97. Table 3.2.—Relative Hallucinogenic Potencies of Some Phenylethylamines [...]