Ketamine hydrochlorideProduct ingredient for Ketamine

Name
Ketamine hydrochloride
Drug Entry
Ketamine

Ketamine is an NMDA receptor antagonist with a potent anesthetic effect.6 It was developed in 1963 as a replacement for phencyclidine (PCP) by Calvin Stevens at Parke Davis Laboratories. It started being used for veterinary purposes in Belgium and in 1964 was proven that compared to PCP, it produced minor hallucinogenic effects and shorter psychotomimetic effects. It was FDA approved in 1970, and from there, it has been used as an anesthetic for children or patients undergoing minor surgeries but mainly for veterinary purposes.14

Accession Number
DBSALT000396
Structure
Thumb
Synonyms
(±)-2-(o-chlorophenyl)-2-(methylamino)cyclohexanone hydrochloride / (±)-ketamine hydrochloride / Ketamine HCl
External IDs
CI-581 / CL-369 / CN-52372-2
UNII
O18YUO0I83
CAS Number
1867-66-9
Weight
Average: 274.186
Monoisotopic: 273.068719585
Chemical Formula
C13H17Cl2NO
InChI Key
VCMGMSHEPQENPE-UHFFFAOYSA-N
InChI
InChI=1S/C13H16ClNO.ClH/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;1H
IUPAC Name
2-(2-chlorophenyl)-2-(methylamino)cyclohexan-1-one hydrochloride
SMILES
Cl.CNC1(CCCCC1=O)C1=CC=CC=C1Cl
External Links
KEGG Drug
D00711
KEGG Compound
C07843
PubChem Compound
15851
ChemSpider
15065
ChEBI
650657
ChEMBL
CHEMBL1714
Wikipedia
Ketamine
Predicted Properties
PropertyValueSource
Water Solubility0.0464 mg/mLALOGPS
logP2.69ALOGPS
logP3.35ChemAxon
logS-3.7ALOGPS
pKa (Strongest Acidic)18.78ChemAxon
pKa (Strongest Basic)7.45ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area29.1 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity65.55 m3·mol-1ChemAxon
Polarizability24.97 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon