ESKETAMINE

Details

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

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=YQEZLKZALYSWHR-ZDUSSCGKSA-N

InChI=1S/C13H16ClNO/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/t13-/m0/s1

HIDE SMILES / InChI

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

Title	Date	PubMed
Determination of absolute configuration of ketamine enantiomers by HPLC-CD-UV technique.	1999	10561702
Stereoselective interaction of ketamine with recombinant mu, kappa, and delta opioid receptors expressed in Chinese hamster ovary cells.	1999 Jan	9915326

Substance Class	Chemical Created by `admin` on `Mon Oct 21 21:11:39 UTC 2019` Edited by `admin` on `Mon Oct 21 21:11:39 UTC 2019`
Record UNII	50LFG02TXD
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

ESKETAMINE

Official Name

English

KETAMINE, S-

Common Name

English

(2S)-2-(2-CHLOROPHENYL)-2-(METHYLAMINO)CYCLOHEXANONE

Systematic Name

English

ESKETAMINE [WHO-DD]

Common Name

English

CYCLOHEXANONE, 2-(O-CHLOROPHENYL)-2-(METHYLAMINO)-, (-)-

Common Name

English

ESKETAMINE [USAN]

Common Name

English

KETAVED

Brand Name

English

S-KETAMINE

Common Name

English

(-)-KETAMINE

Common Name

English

L-KETAMINE

Common Name

English

CYCLOHEXANONE, 2-(2-CHLOROPHENYL)-2-(METHYLAMINO)-, (2S)-

Systematic Name

English

CYCLOHEXANONE, 2-(2-CHLOROPHENYL)-2-(METHYLAMINO)-, (S)-

Systematic Name

English

S-(-)-KETAMINE

Common Name

English

KETA-S

Brand Name

English

ESKETAMINE [INN]

Common Name

English

KETAMINE, (S)-

Common Name

English

(S)-2-(O-CHLOROPHENYL)-2-(METHYLAMINO)CYCLOHEXANONE

Common Name

English

Classification Tree Code System Code

WHO-ATC

N01AX14