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BOHD (drug)
| Field | Value | |||
|---|---|---|---|---|
| verifiedrevid | 429510863 | |||
| drug_name | BOHD | |||
| image | 4-methyl-2,5-dimethoxy-beta-hydroxyphenethylamine.svg | |||
| image_class | skin-invert-image | |||
| width | 225px | |||
| image2 | BOHD-3d-sticks.png | |||
| image_class2 | bg-transparent | |||
| width2 | 225px | |||
| routes_of_administration | Oral | |||
| ATC_prefix | None | |||
| duration_of_action | Unknown | |||
| CAS_number_Ref | ||||
| CAS_number | 29348-16-1 | |||
| PubChem | 44719489 | |||
| ChemSpiderID_Ref | ||||
| ChemSpiderID | 21106263 | |||
| UNII_Ref | ||||
| UNII | QX20VMP285 | |||
| synonyms | 4-Methyl-2,5-dimethoxy-β-hydroxyphenethylamine; β-Hydroxy-2C-D; β-OH-2C-D | |||
| IUPAC_name | 2-amino-1-(2,5-dimethoxy-4-methylphenyl)ethan-1-ol | |||
| C | 11 | H=17 | N=1 | O=3 |
| SMILES | COc1cc(C)c(cc1C(O)CN)OC | |||
| StdInChI_Ref | ||||
| StdInChI | 1S/C11H17NO3/c1-7-4-11(15-3)8(9(13)6-12)5-10(7)14-2/h4-5,9,13H,6,12H2,1-3H3 | |||
| StdInChIKey_Ref | ||||
| StdInChIKey | WCURBUJUIMRCCJ-UHFFFAOYSA-N |
| Drugs.com =
| elimination_half-life =
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. It is the β-hydroxy derivative of 2C-D.
Use and effects
In his book PiHKAL (Phenethylamines I Have Known and Loved), Alexander Shulgin lists BOHD's dose as greater than 50mg orally and its duration as unknown. Its effects have been reported to include a marked drop in blood pressure without any change in heart rate, suggestive of adrenolytic toxicity. Higher doses were not explored and other effects not observed or described.
Chemistry
Synthesis
The chemical synthesis of BOHD has been described.
Analogues
Analogues of BOHD include BOHB (β-hydroxy-2C-B), BOD (β-methoxy-2C-D), and BOB (β-methoxy-2C-B), among others.
History
BOHD was first described in the scientific literature by Beng T. Ho and colleagues in 1970. Subsequently it was described in greater detail by Alexander Shulgin in his 1991 book PiHKAL (Phenethylamines I Have Known and Loved).
Society and culture
Legal status
Canada
BOHD is a controlled substance in Canada under phenethylamine blanket-ban language.
United Kingdom
This substance is a Class A drug under the UK Misuse of Drugs Act 1971.
United States
In the U.S., this substance is a Schedule 1 isomer of Mescaline.
References
References
- {{CitePiHKAL
- (2013). "Phenethylamine: von der Struktur zur Funktion". Nachtschatten-Verlag.
- (September 1970). "Derivatives of 2,5-dimethoxy-4-methylamphetamine (DOM)". Journal of Medicinal Chemistry.
- "Controlled Drugs and Substances Act".
- "UK Misuse of Drugs act 2001 Amendment summary". Isomer Design.
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