2-Bromodeschloroketamine

2-Bromodeschloroketamine (also known as 2-Br-2'-Oxo-PCM and Bromoketamine) is a chemical compound of the arylcyclohexylamine class, which is an analog of the dissociative anesthetic drug ketamine in which the chlorine atom has been replaced with a bromine atom. It is used in scientific research as a comparison or control compound in studies into the metabolism of ketamine and norketamine,[1][2][3] and has also been sold online alongside arylcyclohexylamine designer drugs, though it is unclear whether bromoketamine has similar pharmacological activity.

2-Bromodeschloroketamine
Legal status
Legal status
Identifiers
IUPAC name
  • 2-(2-Bromophenyl)-2-(methylamino)cyclohexan-1-one
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC13H16BrNO
Molar mass282.181 g·mol−1
3D model (JSmol)
SMILES
  • CNC1(CCCCC1=O)C2=CC=CC=C2Br
InChI
  • InChI=1S/C13H16BrNO/c1-15-13(9-5-4-8-12(13)16)10-6-2-3-7-11(10)14/h2-3,6-7,15H,4-5,8-9H2,1H3
  • Key:XPMMBFIMXKSQIQ-UHFFFAOYSA-N

See also

References
  1. Stiller RL, Dayton PG, Perel JM, Hug CC (November 1982). "Gas chromatographic analysis of ketamine and norketamine in plasma and urine: nitrogen-sensitive detection". Journal of Chromatography. 232 (2): 305–14. doi:10.1016/s0378-4347(00)84170-5. PMID 6818238.
  2. Rodriguez Rosas ME, Patel S, Wainer IW (August 2003). "Determination of the enantiomers of ketamine and norketamine in human plasma by enantioselective liquid chromatography-mass spectrometry". Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences. 794 (1): 99–108. doi:10.1016/s1570-0232(03)00420-3. PMID 12888202.
  3. Wang PF, Neiner A, Lane TR, Zorn KM, Ekins S, Kharasch ED (February 2019). "Halogen Substitution Influences Ketamine Metabolism by Cytochrome P450 2B6: In Vitro and Computational Approaches". Molecular Pharmaceutics. 16 (2): 898–906. doi:10.1021/acs.molpharmaceut.8b01214. PMID 30589555.


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