BOHD (drug)

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]

BOHD

Clinical data
Other names	4-Methyl-2,5-dimethoxy-β-hydroxyphenethylamine; β-Hydroxy-2C-D; β-OH-2C-D
Routes of administration	Oral[1]
ATC code	None
Pharmacokinetic data
Duration of action	Unknown[1]
Identifiers
IUPAC name 2-amino-1-(2,5-dimethoxy-4-methylphenyl)ethan-1-ol
CAS Number	29348-16-1 Y
PubChem CID	44719489
ChemSpider	21106263 Y
UNII	QX20VMP285
CompTox Dashboard (EPA)	DTXSID70660352
Chemical and physical data
Formula	C11H17NO3
Molar mass	211.261 g·mol−1
3D model (JSmol)	Interactive image
SMILES COc1cc(C)c(cc1C(O)CN)OC
InChI InChI=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 Y Key:WCURBUJUIMRCCJ-UHFFFAOYSA-N Y
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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

• BOx (psychedelics)