1-Methylamino-1-(3,4-methylenedioxyphenyl)propane

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.^[1][2] It was reported by Alexander Shulgin in his book PIHKAL as a positional isomer of MDMA.^[1][2] 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.^[3] It was described by Shulgin as similar in action to its demethylated homologue, ALPHA, but with roughly twice the duration and twice the potency.^[1] ALPHA itself was described as active at doses of 10 to 140 mg, with a duration of about 3 hours, and producing eyes-closed "dreams", some body tingling, and a pleasant positive feeling, but without any appetite suppression.^[1] M-ALPHA was encountered as a designer drug by 2010.^[4]

1-Methylamino-1-(3,4-methylenedioxyphenyl)propane

Clinical data
Other names	3,4-Methylenedioxy-α-ethyl-N-methylbenzylamine; α-Ethyl-N-methylpiperonylamine; 1-Methylamino-1-(3,4-methylenedioxyphenyl)propane
Routes of administration	Oral[1]
Drug class	Unknown[1]
ATC code	None
Pharmacokinetic data
Duration of action	~6 hours[1]
Identifiers
IUPAC name 1-(1,3-Benzodioxol-5-yl)-N-methylpropan-1-amine
CAS Number	127292-43-7 Y 1134709-81-1 (hydrochloride)
PubChem CID	14647597
ChemSpider	37674716 Y
UNII	5U214IRH62
CompTox Dashboard (EPA)	DTXSID301016936
Chemical and physical data
Formula	C11H15NO2
Molar mass	193.246 g·mol−1
3D model (JSmol)	Interactive image
SMILES CNC(CC)C1=CC2=C(C=C1)OCO2
InChI InChI=1S/C11H15NO2/c1-3-9(12-2)8-4-5-10-11(6-8)14-7-13-10/h4-6,9,12H,3,7H2,1-2H3 N Key:NLINVDHEDVEOMJ-UHFFFAOYSA-N N
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See also

• ALPHA
• MDM1EA
• Methylenedioxybenzylpiperazine (MDBZP)
• Filenadol
• Isoethcathinone
• Methylenedioxyphencyclidine
• M-α-HMCA
• Homo-MDA
• Homo-MDMA
• UC-514321