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3C-BOH

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3C-BOH
Clinical data
Other namesβ-Methoxy-3,4-methylenedioxyamphetamine; β-Methoxy-MDA; β-MeO-3,4-MDA; BOMDA
Routes of
administration		Oral[1][2]
Drug classPsychoactive drug; Monoamine releasing agent; Serotonin 5-HT2 receptor agonist; Serotonin 5-HT2A receptor agonist
ATC code
  • None
Pharmacokinetic data
Duration of action3–6 hours[1][2]
Identifiers
  • 1-(1,3-benzodioxol-5-yl)-1-methoxypropan-2-amine
PubChem CID
ChemSpider
Chemical and physical data
FormulaC11H15NO3
Molar mass209.245 g·mol−1
3D model (JSmol)
  • CC(C(C1=CC2=C(C=C1)OCO2)OC)N
  • InChI=1S/C11H15NO3/c1-7(12)11(13-2)8-3-4-9-10(5-8)15-6-14-9/h3-5,7,11H,6,12H2,1-2H3
  • Key:CIORWKUPFZCTGW-UHFFFAOYSA-N

3C-BOH, also known as β-methoxy-3,4-methylenedioxyamphetamine (β-methoxy-MDA) or as BOMDA, is a psychoactive drug of the phenethylamine, amphetamine, MDxx, and BOx families related to 3,4-methylenedioxyamphetamine (MDA).[1][2] It is the β-methoxy derivative of MDA and the amphetamine (α-methyl) analogue of BOH (β-methoxy-MDPEA).[1][2] The drug is active at a dose of 40 to 70 mg orally with a duration of 3 to 6 hours.[1][2] It is said to produce "amphetamine-like effects", as well as physical side effects and temporary body stiffness.[1][2] 3C-BOH acts as a monoamine releasing agent and reuptake inhibitor, including of serotonin and norepinephrine, and additionally acts as an agonist of the serotonin 5-HT2 receptors, among other actions.[2] The compound can exist as four stereoisomers, with individual assessment of each individual isomer still needed.[1][2] 3C-BOH was first described in the scientific literature by Daniel Trachsel and colleagues in 2013 via personal communication with another person.[1][2]

See also

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References

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  1. ^ a b c d e f g h 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. p. 583. ISBN 978-3-03788-700-4. OCLC 858805226. Archived from the original on 21 August 2025.
  2. ^ a b c d e f g h i Kolaczynska KE, Ducret P, Trachsel D, Hoener MC, Liechti ME, Luethi D (June 2022). "Pharmacological characterization of 3,4-methylenedioxyamphetamine (MDA) analogs and two amphetamine-based compounds: N,α-DEPEA and DPIA". European Neuropsychopharmacology. 59: 9–22. doi:10.1016/j.euroneuro.2022.03.006. PMID 35378384. 3C-BOH has been described to have amphetamine-like effects in humans at doses of 40–70 mg, with a duration of 3–6 h (Trachsel et al., 2013). 3C-BOH can exist as four stereoisomers; the pharmacological assessment of each individual isomer is therefore necessary to gain insight into their effects.
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