(RS)-ketamine

Key facts

Drug.C

13

Drug.Watchedfields

changed

Drug.verifiedrevid

477168837

Drug.image

Ketamine2DCSD.svg

Drug.image_class

skin-invert-image

Drug.width

150px

Drug.image2

S-ketamine-from-HCl-xtal-3D-balls.png

Drug.image_class2

bg-transparent

Drug.width2

175px

Drug.alt2

(S)-Ketamine ball-and-stick model

Drug.tradename

Ketalar, others

Drug.DailyMedID

Ketamine

Drug.pregnancy_AU

B3

Drug.addiction_liability

Moderate–high

Drug.routes_of_administration

Any

Drug.class

NMDA receptor antagonist; general anesthetic; dissociative hallucinogen; analgesic; antidepressant

Drug.ATC_prefix

N01

Drug.ATC_suffix

AX03

via Wikipedia infobox

Chemical data

Formula

C13H16ClNO

Molecular weight

237.72 g/mol

IUPAC name

2-(2-chlorophenyl)-2-(methylamino)cyclohexan-1-one

SMILES

CNC1(CCCCC1=O)C2=CC=CC=C2Cl

InChIKey

YQEZLKZALYSWHR-UHFFFAOYSA-N

XLogP

2.2

Polar surface area

29.1 Ų

H-bond donors

1

H-bond acceptors

2

Formal charge

0

via PubChem

• Pharmacokinetics of S-ketamine and R-ketamine and their active metabolites after racemic ketamine or S-ketamine intravenous administration in dogs sedated with medetomidine.Veterinary anaesthesia and analgesia · 2020Romagnoli N, Bektas RN, Kutter APN et al.DOI: 10.1016/j.vaa.2019.08.048
• Stereoselective Ketamine Metabolism by Genetic Variants of Cytochrome P450 CYP2B6 and Cytochrome P450 Oxidoreductase.Anesthesiology · 2018Wang PF, Neiner A, Kharasch EDDOI: 10.1097/ALN.0000000000002371
• Subarachnoid ketamine and ketamine s (+) associated with lidocaine in sheep and goats anesthesia.Veterinary and animal science · 2021Dória RGS, Ferraz GRL, Filippo PAD et al.DOI: 10.1016/j.vas.2020.100148
• Differential role of nitric oxide in the psychedelic symptoms induced by racemic ketamine and esketamine in human volunteers.British journal of anaesthesia · 2018Jonkman K, van der Schrier R, van Velzen M et al.DOI: 10.1016/j.bja.2018.01.022
• Cognitive Impairment That Is Induced by (R)-Ketamine Is Abolished in NMDA GluN2D Receptor Subunit Knockout Mice.The international journal of neuropsychopharmacology · 2019Ide S, Ikekubo Y, Mishina M et al.DOI: 10.1093/ijnp/pyz025
• Role of NMDA receptor GluN2D subunit in the antidepressant effects of enantiomers of ketamine.Journal of pharmacological sciences · 2017Ide S, Ikekubo Y, Mishina M et al.DOI: 10.1016/j.jphs.2017.11.001

via PubMed