Methylenedioxyhydroxymethamphetamine

3,4-Methylenedioxy-N-hydroxy-N-methylamphetamine

Legal status
Legal status	DE: Anlage I (Controlled) UK: Class A
Identifiers
IUPAC name 1-(1,3-Benzodioxol-5-yl)-N-hydroxy-N-methylpropan-2-amine
CAS Number	214414-88-7
ChemSpider	21106310
Chemical and physical data
Formula	C11H15NO3
Molar mass	209.24 g/mol
3D model (Jmol)	Interactive image
SMILES C1=C2C(=CC=C1CC(C)N(C)O)OCO2

3,4-Methylenedioxy-N-hydroxy-N-methylamphetamine (MDHMA; FLEA) is an entactogen, psychedelic, and stimulant of the phenethylamine and amphetamine chemical classes. It is the N-hydroxy homologue of MDMA ("Ecstasy"), and the N-methyl homologue of MDOH. MDHMA was first synthesized and assayed by Alexander Shulgin. In his book PiHKAL (Phenethylamines i Have Known And Loved), Shulgin listed the dosage range as 100–160 mg, and the duration as approximately 4–8 hours. He describes MDHMA as causing entactogenic and open MDMA-like effects, easing communication, and increasing appreciation of the senses.