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Homo-MDA

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Pharmaceutical compound

Homo-MDA
Clinical data

Other names	HMDA α-Methyl-γ-(3,4-methylenedioxyphenyl)propylamine; α-Methyl-1,3-benzodioxole-5-propanamine; 3,4-Methylenedioxyphenylaminobutane
Identifiers
IUPAC name 4-(1,3-benzodioxol-5-yl)butan-2-amine
CAS Number	40742-32-3
PubChemCID	162424
ChemSpider	142612
ChEMBL	ChEMBL4534949
CompTox Dashboard(EPA)	DTXSID60961163
ECHA InfoCard	100.359.348
Chemical and physical data
Formula	C₁₁H₁₅NO₂
Molar mass	193.246 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CC(CCC1=CC2=C(C=C1)OCO2)N
InChI InChI=1S/C11H15NO2/c1-8(12)2-3-9-4-5-10-11(6-9)14-7-13-10/h4-6,8H,2-3,7,12H2,1H3 Key:LWUIKWNECJUNDA-UHFFFAOYSA-N

Homo-MDA (HMDA), also known asα-methyl-γ-(3,4-methylenedioxyphenyl)propylamine, is aentactogen-likedrug related to3,4-methylenedioxyamphetamine (MDA).^[1] It is ananalogue of MDA in which theside chain has been lengthened by onecarbon atom.^[1]

Unlike thestimulant amphetamine and thepsychedelic DOM, and in contrast to MDA, homo-MDA has no effect onlocomotor activity in rodents.^[2] It was found to be moretoxic than MDA in rodents.^[3]

The effects of homo-MDA in humans are unknown.^[1] It is not acontrolled substance in theUnited States as of 2011.^[1]

^^a ^b ^c ^dShulgin A, Manning T, Daley PF (2011)."#78. Homo-MDA".The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds. Vol. 1. Berkeley, CA: Transform Press. pp. 177–179.ISBN 978-0-9630096-3-0.OCLC 709667010.
^Buxton DA (1972). "Behavioural Actions of Some Substituted Amphetamines".Biochemical and Pharmacological Mechanisms Underlying Behaviour. Progress in Brain Research. Vol. 36. pp. 171–181.doi:10.1016/S0079-6123(08)62519-4.ISBN 978-0-444-40992-8.PMID 4644027.
^Davis WM, Borne RF (1984). "Pharmacologic investigation of compounds related to 3,4-methylenedioxyamphetamine (MDA)".Substance and Alcohol Actions/Misuse.5 (2):105–110.PMID 6147902.