Norketamine information

Norketamine
Clinical data
ATC code	None;
Legal status
Legal status	CA: Schedule I; UK: Class B;
Identifiers
	IUPAC name 2-Amino-2-(2-chlorophenyl)cyclohexan-1-one;
CAS Number	35211-10-0 ; 79499-59-5 (HCl);
PubChem CID	123767;
ChemSpider	110322;
UNII	XQY6JVF94X;
ChEMBL	ChEMBL1039;
CompTox Dashboard (EPA)	DTXSID40891434 ;
Chemical and physical data
Formula	C12H14ClNO
Molar mass	223.70 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C1CCC(C(=O)C1)(C2=CC=CC=C2Cl)N;
	InChI InChI=1S/C12H14ClNO/c13-10-6-2-1-5-9(10)12(14)8-4-3-7-11(12)15/h1-2,5-6H,3-4,7-8,14H2; Key:BEQZHFIKTBVCAU-UHFFFAOYSA-N;

Norketamine, or N-desmethylketamine, is the major active metabolite of ketamine, which is formed mainly by CYP3A4.^[1]^[2] Similarly to ketamine, norketamine acts as a noncompetitive NMDA receptor antagonist,^[1]^[3] but is about 3–5 times less potent as an anesthetic in comparison.^[2]^[4]

^ ^a ^b Adams AP, Cashman JN, Grounds RM (12 January 2002). Recent Advances in Anaesthesia and Intensive Care. Cambridge University Press. pp. 42–. ISBN 978-1-84110-117-0.
^ ^a ^b Barceloux DG (3 February 2012). Medical Toxicology of Drug Abuse: Synthesized Chemicals and Psychoactive Plants. John Wiley & Sons. pp. 112–. ISBN 978-1-118-10605-1.
^ Smith HS (21 December 2008). Current Therapy in Pain. Elsevier Health Sciences. pp. 482–. ISBN 978-1-4377-1117-2.
^ Stanley TH, Schafer PG (6 December 2012). Pediatric and Obstetrical Anesthesia: Papers presented at the 40th Annual Postgraduate Course in Anesthesiology, February 1995. Springer Science & Business Media. pp. 372–. ISBN 978-94-011-0319-0.

[AdamsCashman2002-1] Adams AP, Cashman JN, Grounds RM (12 January 2002). Recent Advances in Anaesthesia and Intensive Care. Cambridge University Press. pp. 42–. ISBN 978-1-84110-117-0.

[Barceloux2012-2] Barceloux DG (3 February 2012). Medical Toxicology of Drug Abuse: Synthesized Chemicals and Psychoactive Plants. John Wiley & Sons. pp. 112–. ISBN 978-1-118-10605-1.

[Smith2008-3] Smith HS (21 December 2008). Current Therapy in Pain. Elsevier Health Sciences. pp. 482–. ISBN 978-1-4377-1117-2.

[StanleySchafer2012-4] Stanley TH, Schafer PG (6 December 2012). Pediatric and Obstetrical Anesthesia: Papers presented at the 40th Annual Postgraduate Course in Anesthesiology, February 1995. Springer Science & Business Media. pp. 372–. ISBN 978-94-011-0319-0.

Norketamine information

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Clinical data

ATC code	None
Legal status
Legal status	CA: Schedule I UK: Class B
Identifiers
IUPAC name 2-Amino-2-(2-chlorophenyl)cyclohexan-1-one
CAS Number	35211-10-0 79499-59-5 (HCl)
PubChem CID	123767
ChemSpider	110322
UNII	XQY6JVF94X
ChEMBL	ChEMBL1039
CompTox Dashboard (EPA)	DTXSID40891434
Chemical and physical data
Formula	C₁₂H₁₄ClNO
Molar mass	223.70 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES C1CCC(C(=O)C1)(C2=CC=CC=C2Cl)N
InChI InChI=1S/C12H14ClNO/c13-10-6-2-1-5-9(10)12(14)8-4-3-7-11(12)15/h1-2,5-6H,3-4,7-8,14H2 Key:BEQZHFIKTBVCAU-UHFFFAOYSA-N