2-Bromodeschloroketamine

2-Bromodeschloroketamine
Legal status
Legal status	CA: Schedule I; DE: NpSG (Industrial and scientific use only); UK: Class B;
Identifiers
	IUPAC name 2-(2-Bromophenyl)-2-(methylamino)cyclohexan-1-one;
CAS Number	120807-70-7 ;
PubChem CID	71588007;
ChemSpider	62958449;
UNII	BG9ADQ6XT9;
CompTox Dashboard (EPA)	DTXSID201336501 ;
Chemical and physical data
Formula	C13H16BrNO
Molar mass	282.181 g·mol−1
3D model (JSmol)	Interactive image;
	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;

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.^{[citation needed]}

References

^ 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.
^ 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.
^ 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. PMC 9121441. PMID 30589555.

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[pmid6818238-1] 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.

[pmid12888202-2] 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.

[pmid30589555-3] 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. PMC 9121441. PMID 30589555.

[1]

[2]

[3]

Legal status

Legal status	CA: Schedule I DE: NpSG (Industrial and scientific use only) UK: Class B
Identifiers
IUPAC name 2-(2-Bromophenyl)-2-(methylamino)cyclohexan-1-one
CAS Number	120807-70-7^Y
PubChem CID	71588007
ChemSpider	62958449
UNII	BG9ADQ6XT9
CompTox Dashboard (EPA)	DTXSID201336501
Chemical and physical data
Formula	C₁₃H₁₆BrNO
Molar mass	282.181 g·mol⁻¹
3D model (JSmol)	Interactive image
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

2-Bromodeschloroketamine

See also

References