CHEBI:60800 - esketamine hydrochloride

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ChEBI Name esketamine hydrochloride
ChEBI ID CHEBI:60800
Definition The hydrochloride salt of esketamine.
Stars This entity has been manually annotated by the ChEBI Team.
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/t13-;/m0./s1
InChIKey VCMGMSHEPQENPE-ZOWNYOTGSA-N
SMILES [Cl-].C[NH2+][C@@]1(CCCCC1=O)c1ccccc1Cl
Roles Classification
Biological Role(s): 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.
(via ketamine hydrochloride )
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.
(via ketamine hydrochloride )
Application(s): intravenous anaesthetic

(via ketamine hydrochloride )
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.
(via ketamine hydrochloride )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing esketamine hydrochloride (CHEBI:60800) has part esketamine (CHEBI:60799)
esketamine hydrochloride (CHEBI:60800) has role analgesic (CHEBI:35480)
esketamine hydrochloride (CHEBI:60800) has role intravenous anaesthetic (CHEBI:38877)
esketamine hydrochloride (CHEBI:60800) has role NMDA receptor antagonist (CHEBI:60643)
esketamine hydrochloride (CHEBI:60800) is a ketamine hydrochloride (CHEBI:650657)
IUPAC Names
(1S)-1-(2-chlorophenyl)-N-methyl-2-oxocyclohexanaminium chloride
(2S)-2-(2-chlorophenyl)-2-(methylamino)cyclohexanone hydrochloride
Synonyms Sources
(S)-(+)-ketamine hydrochloride ChEBI
(S)-2-(o-chlorophenyl)-2-(methylamino)cyclohexanone HCl ChEBI
(S)-2-(o-chlorophenyl)-2-(methylamino)cyclohexanone hydrochloride ChEBI
(S)-ketamine HCl ChEBI
(S)-ketamine hydrochloride ChEBI
esketamine HCl ChEBI
Brand Name Source
Ketanest S ChEBI
Manual Xref Database
DB01221 DrugBank
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Registry Number Type Source
4279015 Reaxys Registry Number Reaxys
Last Modified
10 December 2010
General Comment
2010-12-10 Ketamine is a rapid-acting general anaesthetic which, unlike other general anaesthetic agents, does not interact with GABA receptors. Esketamine, the (S)-enantiomer, has 3-4 times more anaesthetic potency than the (R)-enantiomer. Administered as the hydrochloride by intravenous or intramuscular injection it produces dissociative anaesthesia characterised by profound analgesia, amnesia, and a trance-like state. 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. Note that while (S)-ketamine is levorotatory (−), its hydrochloride salt is dextrorotatory (+).