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Details

Stereochemistry ABSOLUTE
Molecular Formula C13H16ClNO.ClH
Molecular Weight 274.186
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ESKETAMINE HYDROCHLORIDE

SMILES

Cl.CN[C@@]1(CCCCC1=O)C2=CC=CC=C2Cl

InChI

InChIKey=VCMGMSHEPQENPE-ZOWNYOTGSA-N
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

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C13H16ClNO
Molecular Weight 237.725
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Esketamine is an S(+)-enantiomer of ketamine. It is a nonselective, noncompetitive antagonist of N-methyl-D-aspartate (NMDA) receptor. A nasal spray, containing esketamine, was approved in 2019 for the treatment of treatment-resistant depression in adults, in conjunction with an oral antidepressant, and is marketed under tradename SPARAVATO. Esketamine is a schedule III drug product in the USA.

Approval Year

PubMed

PubMed

TitleDatePubMed
Determination of absolute configuration of ketamine enantiomers by HPLC-CD-UV technique.
1999
Stereoselective interaction of ketamine with recombinant mu, kappa, and delta opioid receptors expressed in Chinese hamster ovary cells.
1999 Jan
Substance Class Chemical
Created
by admin
on Mon Oct 21 21:11:40 UTC 2019
Edited
by admin
on Mon Oct 21 21:11:40 UTC 2019
Record UNII
L8P1H35P2Z
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ESKETAMINE HYDROCHLORIDE
EP   MART.   USAN   WHO-DD  
USAN  
Official Name English
ESKETAMINE HYDROCHLORIDE [MART.]
Common Name English
ESKETAMINE HYDROCHLORIDE [USAN]
Common Name English
CYCLOHEXANONE, 2-(2-CHLOROPHENYL)-2-(METHYLAMINO)-, HYDROCHLORIDE (1:1), (2S)-
Systematic Name English
SPRAVATO
Brand Name English
(S)-(+)-KETAMINE HYDROCHLORIDE
Common Name English
KETANEST S
Brand Name English
KETAMINE HYDROCHLORIDE, S-
Common Name English
ESKETAMINE HYDROCHLORIDE [WHO-DD]
Common Name English
(+)-(S)-KETAMINE HYDROCHLORIDE
Common Name English
ESKETAMINE HYDROCHLORIDE [EP]
Common Name English
KETAMINE HYDROCHLORIDE, (S)-
Common Name English
AM-101
Code English
Code System Code Type Description
CAS
33643-47-9
Created by admin on Mon Oct 21 21:11:40 UTC 2019 , Edited by admin on Mon Oct 21 21:11:40 UTC 2019
PRIMARY
PUBCHEM
44632368
Created by admin on Mon Oct 21 21:11:40 UTC 2019 , Edited by admin on Mon Oct 21 21:11:40 UTC 2019
PRIMARY
EVMPD
SUB25811
Created by admin on Mon Oct 21 21:11:40 UTC 2019 , Edited by admin on Mon Oct 21 21:11:40 UTC 2019
PRIMARY
ChEMBL
CHEMBL395091
Created by admin on Mon Oct 21 21:11:40 UTC 2019 , Edited by admin on Mon Oct 21 21:11:40 UTC 2019
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
RACEMATE -> ENANTIOMER
Related Record Type Details
ACTIVE MOIETY