Skip to Content
Merck
All Photos(1)

Documents

K1884

Sigma-Aldrich

S-(+)-Ketamine hydrochloride

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C13H16ClNO · HCl
CAS Number:
33643-47-9
Molecular Weight:
274.19
MDL number:
MFCD00274163
UNSPSC Code:
12352116
PubChem Substance ID:
329817128
NACRES:
NA.77

form

powder

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.CN[C@@]1(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/t13-;/m0./s1

InChI key

VCMGMSHEPQENPE-ZOWNYOTGSA-N

Gene Information

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

Biochem/physiol Actions

Selective NMDA glutamate receptor antagonist.

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335,H351

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory 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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Adam L Halberstadt et al.
Psychopharmacology, 233(7), 1215-1225 (2016-01-14)
Methoxetamine (MXE) is a ketamine analog sold online that has been subject to widespread abuse for its dissociative and hallucinogenic effects. Previous studies have shown that MXE has high affinity for the phencyclidine (PCP) binding site located within the channel
M Nishimura et al.
Neuroscience letters, 274(2), 131-134 (1999-12-20)
Ketamine is usually administered as a racemate, which is composed of the two isomers, S(+)-and R(-)-ketamine. Recently, we have shown that racemic ketamine at clinical relevant concentrations specifically inhibits the transporter proteins for norepinephrine, dopamine and serotonin heterologously expressed in
T Kawasaki et al.
Anesthesia and analgesia, 89(3), 665-669 (1999-09-04)
The production of proinflammatory cytokines, such as tumor necrosis factor (TNF) a, interleukin (IL)-6, and IL-8, increases in patients with sepsis; marked production causes organ failure and septic shock. We previously reported that ketamine suppressed lipopolysaccharide (LPS)-induced TNF-alpha production in
Kallol Bera et al.
Frontiers in cellular neuroscience, 13, 499-499 (2019-12-05)
The target for the "rapid" (<24 h) antidepressant effects of S-ketamine is unknown, vitiating programs to rationally develop more effective rapid antidepressants. To describe a drug's target, one must first understand the compartments entered by the drug, at all levels-the
Martin Chopra et al.
PloS one, 8(9), e75737-e75737 (2013-10-08)
Multiple activities are ascribed to the cytokine tumor necrosis factor (TNF) in health and disease. In particular, TNF was shown to affect carcinogenesis in multiple ways. This cytokine acts via the activation of two cell surface receptors, TNFR1, which is
View All Related Papers

Chromatograms

application for HPLC

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service