BOH, also known as 3,4-methylenedioxy-β-methoxyphenethylamine, is a drug of the phenethylamine class.^[1] It is the β-methoxy analog of methylenedioxyphenethylamine (MDPEA) and is also more distantly related to methylone. On account of its similarity to norepinephrine, the effects of BOH may be of a purely adrenergic nature.^[1]

BOH

Clinical data
Other names	3,4-methylenedioxy-β-methoxyphenethylamine
MedlinePlus	a609035
Routes of administration	Oral
ATC code	none
Legal status
Legal status	US: Schedule I (isomer of MDOH) In general: uncontrolled
Identifiers
IUPAC name 2-(1,3-Benzodioxol-5-yl)-2-methoxyethanamine
CAS Number	73304-06-0 N
PubChem CID	44719487
ChemSpider	21106264 Y
UNII	W7KI9V2RCE
CompTox Dashboard (EPA)	DTXSID10660351
Chemical and physical data
Formula	C10H13NO3
Molar mass	195.218 g·mol−1
3D model (JSmol)	Interactive image
SMILES NCC(OC)c1ccc2OCOc2c1
InChI InChI=1S/C10H13NO3/c1-12-10(5-11)7-2-3-8-9(4-7)14-6-13-8/h2-4,10H,5-6,11H2,1H3 Y Key:KUTKTMOZFCYDLZ-UHFFFAOYSA-N Y
NY (what is this?)  (verify)

BOH was first synthesized by Alexander Shulgin.^[1] In his book PiHKAL, the dosage range is listed as 80–120 mg, and the duration listed as 6–8 hours. Shulgin reports that BOH causes slight warmth, mydriasis, anorexia, mild nausea, and cold feet, with no psychedelic, entactogen, or euphoriant effects.^[1] He gives it a ++ on the Shulgin Rating Scale.^[1]