BOH (drug)
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| Other names | β-MeO-MDPEA; β-Methoxy-MDPEA; 3,4-Methylenedioxy-β-methoxyphenethylamine |
| MedlinePlus | a609035 |
| Routes of administration | Oral[1] |
| Drug class | Psychoactive drug |
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| Pharmacokinetic data | |
| Duration of action | 6–8 hours[1] |
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| Chemical and physical data | |
| Formula | C10H13NO3 |
| Molar mass | 195.218 g·mol−1 |
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BOH, also known as 3,4-methylenedioxy-β-methoxyphenethylamine or as β-methoxy-MDPEA, is a drug of the phenethylamine, MDxx, and BOx families.[1] It is the β-methoxy analogue of 3,4-methylenedioxyphenethylamine (MDPEA) and is also more distantly related to methylone (β-keto-MDMA).[1]
Use and effects
[edit]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.[1] 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.[1] There were no clear psychedelic, entactogenic, or euphoriant effects described.[1]
Pharmacology
[edit]Pharmacodynamics
[edit]On account of its structural similarity to norepinephrine, BOH might be purely adrenergic in nature.[1]
Chemistry
[edit]Synthesis
[edit]The chemical synthesis of BOH has been described.[1]
Analogues
[edit]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.[1]
History
[edit]BOH was first described in the scientific literature by Alexander Shulgin, Peyton Jacob III, and Darrell Lemaire in 1985.[2] Subsequently, it was described in greater detail by Shulgin in his 1991 book PiHKAL (Phenethylamines I Have Known and Loved).[1]
Society and culture
[edit]Legal status
[edit]Canada
[edit]BOH is a controlled substance in Canada under phenethylamine blanket-ban language.[3]
United Kingdom
[edit]This substance is a Class A drug in the Drugs controlled by the UK Misuse of Drugs Act.[4]
United States
[edit]BOH is not an explicitly controlled substance in the United States.[5] However, it could be considered a controlled substance under the Federal Analogue Act if intended for human consumption.
See also
[edit]References
[edit]- 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.
- ↑ 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.
- ↑ "Controlled Drugs and Substances Act". Department of Justice Canada. 5 December 2025. Retrieved 20 January 2026.
- ↑ "UK Misuse of Drugs act 2001 Amendment summary". Isomer Design. Retrieved 12 March 2014.
- ↑ 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