PROFILBARU.COM

3,4-Methylenedioxy-N-hydroxyamphetamine
Clinical data
ATC code	none;
Legal status
Legal status	CA: Schedule I; DE: Anlage I (Authorized scientific use only); UK: Class A; US: Schedule I; UN: Psychotropic Schedule I;
Identifiers
	IUPAC name 1-(1,3-Benzodioxol-5-yl)-N-hydroxypropan-2-amine;
CAS Number	74698-47-8;
PubChem CID	98528;
ChemSpider	88979;
UNII	SJE1T2B1A7;
KEGG	C22807;
CompTox Dashboard (EPA)	DTXSID30860972 ;
Chemical and physical data
Formula	C10H13NO3
Molar mass	195.218 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC(CC1=CC2=C(C=C1)OCO2)NO;

3,4-Methylenedioxy-N-hydroxyamphetamine (MDOH, MDH, N-hydroxytenamphetamine) is an entactogen, psychedelic, and stimulant of the phenethylamine and amphetamine chemical classes.^[1] It is the N-hydroxy homologue of MDA, and the N-desmethyl homologue of MDHMA. MDOH was first synthesized and assayed by Alexander Shulgin.^[2] In his book PiHKAL (Phenethylamines i Have Known And Loved), Shulgin listed the dosage range as 100–160 mg, and the duration as approximately 3–6 hours.^[2] He describes MDOH as being very psychedelic and producing increased pleasure in beauty and nature.^[2] He also mentioned several negative side effects also seen with MDMA ("Ecstasy") such as difficulty urinating and internal dryness.^[2]