CHEBI:650657 - ketamine hydrochloride

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name ketamine hydrochloride
ChEBI ID CHEBI:650657
Definition The hydrochloride salt of ketamine.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:138629, CHEBI:6122
Supplier Information
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Formula C13H17Cl2NO
Net Charge 0
Average Mass 274.18600
Monoisotopic Mass 273.06872
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
InChIKey VCMGMSHEPQENPE-UHFFFAOYSA-N
SMILES [Cl-].C[NH2+]C1(CCCCC1=O)c1ccccc1Cl
Roles Classification
Biological Role(s): analgesic
An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
NMDA receptor antagonist
Any substance that inhibits the action of N-methyl-D-aspartate (NMDA) receptors. They tend to induce a state known as dissociative anesthesia, marked by catalepsy, amnesia, and analgesia, while side effects can include hallucinations, nightmares, and confusion. Due to their psychotomimetic effects, many NMDA receptor antagonists are used as recreational drugs.
Application(s): analgesic
An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
intravenous anaesthetic

View more via ChEBI Ontology
ChEBI Ontology
Outgoing ketamine hydrochloride (CHEBI:650657) has part ketamine (CHEBI:6121)
ketamine hydrochloride (CHEBI:650657) has role analgesic (CHEBI:35480)
ketamine hydrochloride (CHEBI:650657) has role intravenous anaesthetic (CHEBI:38877)
ketamine hydrochloride (CHEBI:650657) has role NMDA receptor antagonist (CHEBI:60643)
ketamine hydrochloride (CHEBI:650657) is a hydrochloride (CHEBI:36807)
Incoming esketamine hydrochloride (CHEBI:60800) is a ketamine hydrochloride (CHEBI:650657)
IUPAC Names
1-(2-chlorophenyl)-N-methyl-2-oxocyclohexanaminium chloride
2-(2-chlorophenyl)-2-(methylamino)cyclohexanone hydrochloride
Synonyms Sources
(±)-2-(o-chlorophenyl)-2-(methylamino)cyclohexanone hydrochloride ChemIDplus
(±)-ketamine hydrochloride ChemIDplus
2-(o-chlorophenyl)-2-(methylamino)cyclohexanone hydrochloride ChEBI
CI-581 ChEMBL
CL-369 ChEMBL
CN-52372-2 ChEMBL
ketamine HCl ChemIDplus
KETAMINE HYDROCHLORIDE ChEMBL
Brand Names Sources
Ketaject DrugBank
Ketalar DrugBank
Ketanest DrugBank
Manual Xrefs Databases
D00711 KEGG DRUG
DB01221 DrugBank
View more database links
Registry Numbers Types Sources
1867-66-9 CAS Registry Number KEGG DRUG
1867-66-9 CAS Registry Number ChemIDplus
5318526 Reaxys Registry Number Reaxys
Last Modified
04 August 2014
General Comment
2010-12-10 Ketamine is a rapid-acting general anaesthetic administered as the hydrochloride by intravenous or intramuscular injection and producing dissociative anaesthesia characterised by profound analgesia, amnesia, and a trance-like state. The (S)-enantiomer has 3-4 times more anaesthetic potency than the (R)-enantiomer. Unlike other general anaesthetic agents, ketamine does not interact with GABA receptors. It is used for diagnostic or short surgical operations not requiring skeletal muscle relaxation, and for induction of anaesthesia which is then maintained with other drugs. It also has good analgesic properties when used in subanaesthetic doses.