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Merck
CN

K1884

S-(+)-Ketamine hydrochloride

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About This Item

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

SMILES string

Cl.CN[C@@]1(CCCCC1=O)c2ccccc2Cl

InChI key

VCMGMSHEPQENPE-ZOWNYOTGSA-N

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

Quality Level

Biochem/physiol Actions

Selective NMDA glutamate receptor antagonist.

pictograms

Health hazardExclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

Regulatory Information

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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
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
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
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

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