BOH (drug)

BOH
Clinical data
Other namesβ-MeO-MDPEA; β-Methoxy-MDPEA; 3,4-Methylenedioxy-β-methoxyphenethylamine
MedlinePlusa609035
Routes of
administration		Oral
Drug classPsychoactive drug
ATC code
  • None
Legal status
Legal status
Pharmacokinetic data
Duration of action6–8 hours
Identifiers
  • 2-(1,3-benzodioxol-5-yl)-2-methoxyethanamine
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC10H13NO3
Molar mass195.218 g·mol−1
3D model (JSmol)
  • NCC(OC)c1ccc2OCOc2c1
  • 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 checkY
  • Key:KUTKTMOZFCYDLZ-UHFFFAOYSA-N checkY
 X markNcheckY (what is this?)  (verify)

BOH, also known as 3,4-methylenedioxy-β-methoxyphenethylamine or as β-methoxy-MDPEA, is a drug of the phenethylamine, MDxx, and BOx families. It is the β-methoxy analogue of 3,4-methylenedioxyphenethylamine (MDPEA) and is also more distantly related to methylone (β-keto-MDMA).

Use and effects

In his book PiHKAL (Phenethylamines I Have Known and Loved), Alexander Shulgin lists BOH's dose range as 80 to 120 mg orally and its duration as 6 to 8 hours. The effects of BOH were reported to include distinct body awareness, a faint sense of inner warmth, mild mood enhancement, pupil dilation, skin prickling, bodily discomfort, loose bowels, decreased appetite, thirstiness, vague nausea, and cold feet. There were no clear psychedelic, entactogenic, or euphoriant effects described.

Pharmacology

Pharmacodynamics

On account of its structural similarity to norepinephrine, BOH might be purely adrenergic in nature.

Chemistry

Synthesis

The chemical synthesis of BOH has been described.

Analogues

Analogues of BOH (β-methoxy-MDPEA) include 3,4-methylenedioxyphenethylamine (MDPEA; homopiperonylamine), BOHH (β-hydroxy-MDPEA), 3C-BOH (α-methyl-BOH), BOB (β-methoxy-2C-B), BOD (β-methoxy-2C-D), and methylone (β-keto-MDMA), among others.

History

BOH was first described in the scientific literature by Alexander Shulgin, Peyton Jacob III, and Darrell Lemaire in 1985. Subsequently, it was described in greater detail by Shulgin in his 1991 book PiHKAL (Phenethylamines I Have Known and Loved).

Society and culture

Canada

BOH is a controlled substance in Canada under phenethylamine blanket-ban language.

United Kingdom

This substance is a Class A drug in the Drugs controlled by the UK Misuse of Drugs Act.

United States

BOH is not an explicitly controlled substance in the United States. However, it could be considered a controlled substance under the Federal Analogue Act if intended for human consumption.

See also

References

  1. 1 2 3 4 5 6 7 8 9 10 11 Shulgin A, Shulgin A (1991). Pihkal: A Chemical Love Story. Transform Press. ISBN 0-9630096-0-5.
  2. ↑ Lemaire D, Jacob P, Shulgin AT (August 1985). "Ring-substituted beta-methoxyphenethylamines: a new class of psychotomimetic agents active in man". J Pharm Pharmacol. 37 (8): 575–577. doi:10.1111/j.2042-7158.1985.tb03072.x. PMID 2864422.
  3. ↑ "Controlled Drugs and Substances Act". Department of Justice Canada. 5 December 2025. Retrieved 20 January 2026.
  4. ↑ "UK Misuse of Drugs act 2001 Amendment summary". Isomer Design. Retrieved 12 March 2014.
  5. ↑ Orange Book: List of Controlled Substances and Regulated Chemicals (January 2026) (PDF), United States: U.S. Department of Justice: Drug Enforcement Administration (DEA): Diversion Control Division, January 2026