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K1884

Sigma-Aldrich

S-(+)-Ketamine hydrochloride

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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’.

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Martin Chopra et al.
PloS one, 8(12), e81320-e81320 (2013-12-19)
To promote cancer research and to develop innovative therapies, refined pre-clinical mouse tumor models that mimic the actual disease in humans are of dire need. A number of neoplasms along the B cell lineage are commonly initiated by a translocation
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
Thomas T Joseph et al.
ACS chemical neuroscience, 12(9), 1487-1497 (2021-04-28)
Ketamine is an anesthetic, analgesic, and antidepressant whose secondary metabolite (2R,6R)-hydroxynorketamine (HNK) has N-methyl-d-aspartate-receptor-independent antidepressant activity in a rodent model. In humans, naltrexone attenuates its antidepressant effect, consistent with opioid pathway involvement. No detailed biophysical description is available of opioid
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
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Chromatograms

application for HPLC

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