Homo-MDMA

Homo-MDMA
Clinical data
Other names	HMDMA; MDP-3-MB; α,N-Dimethyl-3-(3,4-methylenedioxyphenyl)propylamine; α,N-Dimethyl-1,3-benzodioxole-5-propylamine
Identifiers
	IUPAC name N-methyl-N-(2-methylpropyl)-1,3-benzodioxol-5-amine;
CAS Number	108248-08-4;
PubChem CID	135381;
ChemSpider	119255;
CompTox Dashboard (EPA)	DTXSID00910655 ;
Chemical and physical data
Formula	C12H17NO2
Molar mass	207.273 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC(C)CN(C)C1=CC2=C(C=C1)OCO2;
	InChI InChI=1S/C12H17NO2/c1-9(2)7-13(3)10-4-5-11-12(6-10)15-8-14-11/h4-6,9H,7-8H2,1-3H3; Key:PUKMCMUXXJZVNY-UHFFFAOYSA-N;

Homo-MDMA (HMDMA), also known as α,N-dimethyl-3-(3,4-methylenedioxyphenyl)propylamine, is an entactogen-like drug of the phenylpropylamine group related to MDMA.^[1]^[2] It is an analogue of MDMA in which the side chain has been lengthened by one carbon atom.^[1]^[2]

Other namesHMDMA; MDP-3-MB; α,N-Dimethyl-3-(3,4-methylenedioxyphenyl)propylamine; α,N-Dimethyl-1,3-benzodioxole-5-propylamine

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It showed very weak induction of serotonin release (much less than that of MDMA or methamphetamine) and no significant release of dopamine in rat brain synaptosomes.^[1]^[3] As such, its monoamine-releasing activity was said to have been essentially abolished relative to MDMA.^[3] The drug partially substituted for MDMA in rodent drug discrimination tests but produced seizures at high doses.^[1]^[3]

Based on unpublished findings by Alexander Shulgin, homo-MDMA has been said to be inactive in humans.^[1]^[3] However, it has been encountered as a designer and recreational drug in Japan and was being sold as "MBDB".^[1]^[4] It is not a controlled substance in the United States as of 2011.^[1]

See also