BOHD (drug)
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| Other names | 4-Methyl-2,5-dimethoxy-β-hydroxyphenethylamine; β-Hydroxy-2C-D; β-OH-2C-D |
| Routes of administration | Oral[1] |
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| Pharmacokinetic data | |
| Duration of action | Unknown[1] |
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| Chemical and physical data | |
| Formula | C11H17NO3 |
| Molar mass | 211.261 g·mol−1 |
| 3D model (JSmol) | |
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BOHD, also known as 4-methyl-2,5-dimethoxy-β-hydroxyphenethylamine or as β-hydroxy-2C-D, is a drug of the phenethylamine, 2C, and BOx families.[1] It is the β-hydroxy derivative of 2C-D.[1]
Use and effects
In his book PiHKAL (Phenethylamines I Have Known and Loved), Alexander Shulgin lists BOHD's dose as greater than 50 mg orally and its duration as unknown.[1] Its effects have been reported to include a marked drop in blood pressure without any change in heart rate, suggestive of adrenolytic toxicity.[1] Higher doses were not explored and other effects not observed or described.[1]
Chemistry
Synthesis
The chemical synthesis of BOHD has been described.[1]
Analogues
Analogues of BOHD include BOHB (β-hydroxy-2C-B), BOD (β-methoxy-2C-D), and BOB (β-methoxy-2C-B), among others.[1]
History
BOHD was first described in the scientific literature by Beng T. Ho and colleagues in 1970.[2][3] Subsequently it was described in greater detail by Alexander Shulgin in his 1991 book PiHKAL (Phenethylamines I Have Known and Loved).[1]
Society and culture
Legal status
United Kingdom
This substance is a Class A drug under the UK Misuse of Drugs Act 1971.[4]
United States
In the U.S., this substance is a Schedule 1 isomer of Mescaline.
See also
References
- ^ a b c d e f g h i j Shulgin A, Shulgin A (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628.
- ^ Trachsel D, Lehmann D, Enzensperger C (2013). Phenethylamine: von der Struktur zur Funktion [Phenethylamines: From Structure to Function]. Nachtschatten-Science (in German) (1 ed.). Solothurn: Nachtschatten-Verlag. pp. 833–834. ISBN 978-3-03788-700-4. OCLC 858805226. Archived from the original on 21 August 2025.
- ^ Ho BT, Tansey LW, McIsaac WM (September 1970). "Derivatives of 2,5-dimethoxy-4-methylamphetamine (DOM)". Journal of Medicinal Chemistry. 13 (5): 1022. doi:10.1021/jm00299a071. PMID 5458353.
- ^ "UK Misuse of Drugs act 2001 Amendment summary". Isomer Design. Retrieved 12 March 2014.