BOH (drug)

Psychoactive drug From Wikipedia, the free encyclopedia

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]

Other namesβ-MeO-MDPEA; β-Methoxy-MDPEA; 3,4-Methylenedioxy-β-methoxyphenethylamine
Quick facts Clinical data, Other names ...
BOH
Clinical data
Other namesβ-MeO-MDPEA; β-Methoxy-MDPEA; 3,4-Methylenedioxy-β-methoxyphenethylamine
MedlinePlusa609035
Routes of
administration
Oral[1]
Drug classPsychoactive drug
ATC code
  • None
Legal status
Legal status
Pharmacokinetic data
Duration of action6–8 hours[1]
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
 ☒NcheckY (what is this?)  (verify)
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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.[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

Pharmacodynamics

On account of its structural similarity to norepinephrine, BOH might be purely adrenergic in nature.[1]

Chemistry

Synthesis

The chemical synthesis of BOH has been described.[1]

Analogues

Analogues of BOH include 3,4-methylenedioxyphenethylamine (MDPEA; homopiperonylamine), 3C-BOH (α-methyl-BOH), BOB (β-methoxy-2C-B), BOD (β-methoxy-2C-D), and methylone (β-keto-MDMA), among others.[1]

History

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

Canada

BOH is a controlled substance in Canada under phenethylamine blanket-ban language.[3]

United Kingdom

This substance is a Class A drug in the Drugs controlled by the UK Misuse of Drugs Act.[4]

United States

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

References

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