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2C-B-OH

From Wikipedia, the free encyclopedia

Pharmaceutical compound
2C-B-OH
Clinical data
Other names4-Bromo-2,5-dimethoxy-N-hydroxyphenethylamine; 2,5-Dimethoxy-4-bromo-N-hydroxyphenethylamine;N-Hydroxy-4-bromo-2,5-dimethoxyphenethylamine;N-Hydroxy-2C-B
ATC code
  • None
Identifiers
  • N-[2-(4-bromo-2,5-dimethoxyphenyl)ethyl]hydroxylamine
PubChemCID
Chemical and physical data
FormulaC10H14BrNO3
Molar mass276.130 g·mol−1
3D model (JSmol)
  • COC1=CC(=C(C=C1CCNO)OC)Br
  • InChI=1S/C10H14BrNO3/c1-14-9-6-8(11)10(15-2)5-7(9)3-4-12-13/h5-6,12-13H,3-4H2,1-2H3
  • Key:BXSZGYIMATXPNW-UHFFFAOYSA-N

2C-B-OH, also known as4-bromo-2,5-dimethoxy-N-hydroxyphenethylamine or asN-hydroxy-2C-B, is achemical compound of thephenethylamine and2C families related to thepsychedelic drug2C-B.[1] It is theN-hydroxyderivative of 2C-B and isstructurally related to theHOT-x psychedelics likeHOT-2 (N-hydroxy-2C-T-2),HOT-7 (N-hydroxy-2C-T-7), andHOT-17 (N-hydroxy-2C-T-17).[2] Unlike the HOT-x drugs however, 2C-B-OH was not included or mentioned byAlexander Shulgin in his 1991 bookPiHKAL (Phenethylamines I Have Known and Loved).[2] The HOT-x psychedelics, as well as theMDxxentactogensMDOH (N-hydroxy-MDA) andFLEA (MDMOH;N-hydroxy-MDMA), may act asprodrugs of theirN-unsubstitutedanalogues, for instance HOT-2 into2C-T-2.[2] Thechemical synthesis of 2C-B-OH has been described.[1] The drug was first described in thescientific literature by Leth-Petersen and colleagues in 2016.[1]

See also

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References

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  1. ^abcLeth-Petersen S, Gabel-Jensen C, Gillings N, Lehel S, Hansen HD, Knudsen GM, et al. (January 2016). "Metabolic Fate of Hallucinogenic NBOMes".Chemical Research in Toxicology.29 (1):96–100.doi:10.1021/acs.chemrestox.5b00450.PMID 26669514.[Supporting Information] [...] Entry 35: N-(4-bromo-2,5-dimethoxyphenethyl)hydroxylamine [...]
  2. ^abcShulgin A,Shulgin A (September 1991).PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press.ISBN 0-9630096-0-5.OCLC 25627628.

External links

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