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K2753

Sigma-Aldrich

(±)-Ketamine hydrochloride

≥99% (HPLC), solid, NMDA glutamate receptor antagonist

Synonym(s):

(±)-2-(2-Chlorophenyl)-2-(methylamino)cyclohexanone hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C13H16ClNO · HCl
CAS Number:
1867-66-9
Molecular Weight:
274.19
EC Number:
217-484-6
MDL number:
MFCD00051420
UNSPSC Code:
12352116
PubChem Substance ID:
24896222
NACRES:
NA.77

product name

(±)-Ketamine hydrochloride, solid

form

solid

Quality Level

200

drug control

USDEA Schedule III; stupéfiant (France); regulated under CDSA - not available from Sigma-Aldrich Canada; psicótropo (Spain)

storage temp.

2-8°C

SMILES string

Cl.CNC1(CCCCC1=O)c2ccccc2Cl

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

InChI key

VCMGMSHEPQENPE-UHFFFAOYSA-N

Gene Information

human ... GRIN1(2902) , GRIN2A(2903) , GRIN2B(2904) , GRIN2C(2905) , GRIN2D(2906) , GRIN3A(116443) , GRIN3B(116444)

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Biochem/physiol Actions

Selective NMDA glutamate receptor antagonist; veterinary anesthetic.

Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H336

Hazard Classifications

Acute Tox. 4 Oral - STOT SE 3

Target Organs

Central nervous system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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R V Pustovit et al.
Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society, 27(5), 610-617 (2015-01-24)
Despite constipation being a common problem, the treatments that are available have side effects and are only partly effective. Recent studies show that centrally penetrant ghrelin receptor agonists cause defecation in humans and other species. Here, we describe some features
Ege T Kavalali et al.
The American journal of psychiatry, 169(11), 1150-1156 (2013-03-28)
Recent clinical studies have demonstrated that a single subpsychotomimetic dose of ketamine, an ionotropic glutamatergic N-methyl-D-aspartate (NMDA) receptor antagonist, produces a rapid antidepressant response in patients with major depressive disorder, with effects lasting up to 2 weeks. Despite enthusiasm about
Scott A Schobel et al.
Neuron, 78(1), 81-93 (2013-04-16)
The hippocampus in schizophrenia is characterized by both hypermetabolism and reduced size. It remains unknown whether these abnormalities are mechanistically linked. Here we addressed this question by using MRI tools that can map hippocampal metabolism and structure in patients and
James W Murrough et al.
The American journal of psychiatry, 170(10), 1134-1142 (2013-08-29)
Ketamine, a glutamate N-methyl-d-aspartate (NMDA) receptor antagonist, has shown rapid antidepressant effects, but small study groups and inadequate control conditions in prior studies have precluded a definitive conclusion. The authors evaluated the rapid antidepressant efficacy of ketamine in a large
Songen Zhang et al.
Journal of leukocyte biology, 97(6), 1003-1010 (2015-01-15)
Streptococcus pyogenes of the M1 serotype can cause STSS, which is associated with significant morbidity and mortality. The purpose of the present study was to examine the role of NFAT signaling in M1 protein-induced lung injury. NFAT-luc mice were treated
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Chromatograms

application for HPLC

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