3C-BOH

3C-BOH, also known as β-methoxy-3,4-methylenedioxyamphetamine (β-methoxy-MDA) or as BOMDA, is a psychoactive drug of the phenethylamine, amphetamine, MDxx, and BOx families related to 3,4-methylenedioxyamphetamine (MDA).^[1][2] It is the β-methoxy derivative of MDA and the amphetamine (α-methyl) analogue of BOH (β-methoxy-MDPEA).^[1][2] The drug is active at a dose of 40 to 70 mg orally with a duration of 3 to 6 hours.^[1][2] It is said to produce "amphetamine-like effects", as well as physical side effects and temporary body stiffness.^[1][2] 3C-BOH acts as a monoamine releasing agent and reuptake inhibitor, including of serotonin and norepinephrine, and additionally acts as an agonist of the serotonin 5-HT₂ receptors, among other actions.^[2] The compound can exist as four stereoisomers, with individual assessment of each individual isomer still needed.^[1][2] 3C-BOH was first described in the scientific literature by Daniel Trachsel and colleagues in 2013 via personal communication with another person.^[1][2]

3C-BOH

Clinical data
Other names	β-Methoxy-3,4-methylenedioxyamphetamine; β-Methoxy-MDA; β-MeO-3,4-MDA; BOMDA
Routes of administration	Oral[1][2]
Drug class	Psychoactive drug; Monoamine releasing agent; Serotonin 5-HT2 receptor agonist; Serotonin 5-HT2A receptor agonist
ATC code	None
Pharmacokinetic data
Duration of action	3–6 hours[1][2]
Identifiers
IUPAC name 1-(1,3-benzodioxol-5-yl)-1-methoxypropan-2-amine
PubChem CID	121223475
ChemSpider	62956603
Chemical and physical data
Formula	C11H15NO3
Molar mass	209.245 g·mol−1
3D model (JSmol)	Interactive image
SMILES CC(C(C1=CC2=C(C=C1)OCO2)OC)N
InChI InChI=1S/C11H15NO3/c1-7(12)11(13-2)8-3-4-9-10(5-8)15-6-14-9/h3-5,7,11H,6,12H2,1-2H3 Key:CIORWKUPFZCTGW-UHFFFAOYSA-N

See also

• Substituted methylenedioxyphenethylamine
• BOx (psychedelics)