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BOH (drug)

From Wikipedia, the free encyclopedia
Psychoactive drug
Pharmaceutical compound
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
PubChemCID
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)

BOH, also known as3,4-methylenedioxy-β-methoxyphenethylamine or asβ-methoxy-MDPEA, is adrug of thephenethylamine,MDxx, andBOx families.[1] It is the β-methoxyanalogue of3,4-methylenedioxyphenethylamine (MDPEA) and is also more distantly related tomethylone (β-keto-MDMA).[1]

Use and effects

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In his bookPiHKAL (Phenethylamines I Have Known and Loved),Alexander Shulgin lists BOH's dose range as 80 to 120 mgorally and itsduration as 6 to 8 hours.[1] The effects of BOH were reported to include distinct body awareness, a faint sense of innerwarmth, mildmood enhancement,pupil dilation, skin prickling, bodily discomfort,loose bowels,decreased appetite,thirstiness, vaguenausea, andcold feet.[1] There were no clearpsychedelic,entactogenic, oreuphoriant effects described.[1]

Pharmacology

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Pharmacodynamics

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On account of itsstructural similarity tonorepinephrine, BOH might be purelyadrenergic in nature.[1]

Chemistry

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Synthesis

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Thechemical synthesis of BOH has been described.[1]

Analogues

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Analogues of BOH include3,4-methylenedioxyphenethylamine (MDPEA; homopiperonylamine),3C-BOH (α-methyl-BOH),BOB (β-methoxy-2C-B),BOD (β-methoxy-2C-D), andmethylone (β-keto-MDMA), among others.[1]

History

[edit]

BOH was first described in thescientific literature byAlexander Shulgin,Peyton Jacob III, andDarrell Lemaire in 1985.[2] Subsequently, it was described in greater detail by Shulgin in his 1991 bookPiHKAL (Phenethylamines I Have Known and Loved).[1]

Society and culture

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Legal status

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United Kingdom

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This substance is a Class A drug in theDrugs controlled by the UK Misuse of Drugs Act.[3]

See also

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References

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  1. ^abcdefghijkShulgin A, Shulgin A (1991).Pihkal: A Chemical Love Story. Transform Press.ISBN 0-9630096-0-5.
  2. ^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.
  3. ^"UK Misuse of Drugs act 2001 Amendment summary". Isomer Design. Retrieved12 March 2014.

External links

[edit]
Phenethylamines
Amphetamines
Phentermines
Cathinones
Phenylisobutylamines
(and further-extended)
Catecholamines
(and close relatives)
Cyclized
phenethylamines
Phenylalkylpyrrolidines
2-Benzylpiperidines
(phenidates)
Phenylmorpholines
(phenmetrazines)
Phenyloxazolamines
(aminorexes)
Isoquinolines and
tetrahydroisoquinolines
2-Aminoindanes
2-Aminotetralins
Others / unsorted
Related compounds
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