(R)-(-)-Ketamine hydrochloride

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Cat.No. 6751 - (R)-(-)-Ketamine hydrochloride | C13H16ClNO.HCl | CAS No. 33795-24-3
Description: NMDA antagonist; antidepressant; may not display psychotomimetic or addictive side effects of (S)-ketamine
Chemical Name: (R)-(-)-2-(2-Chlorophenyl)-2-(methylamino)cyclohexanone hydrochloride
Purity: ≥99% (HPLC)
Datasheet
Citations
Reviews
Literature

Biological Activity

NMDA antagonist (Ki = 1.4 μM); exhibits more potent and longer lasting antidepressant effects compared to its enantiomer (S)-ketamine in vivo. Also may not display the psychotomimetic or addictive side effects associated with (S)-ketamine.

Technical Data

M. Wt 274.19
Formula C13H16ClNO.HCl
Storage Store at RT
Purity ≥99% (HPLC)
CAS Number 33795-24-3
PubChem ID 9838417
InChI Key VCMGMSHEPQENPE-BTQNPOSSSA-N
Smiles O=C1[C@@](C2=CC=CC=C2Cl)(NC)CCCC1.Cl

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
water 27.42 100
DMSO 27.42 100

Preparing Stock Solutions

The following data is based on the product molecular weight 274.19. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 3.65 mL 18.24 mL 36.47 mL
5 mM 0.73 mL 3.65 mL 7.29 mL
10 mM 0.36 mL 1.82 mL 3.65 mL
50 mM 0.07 mL 0.36 mL 0.73 mL

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References

References are publications that support the biological activity of the product.

Zhang et al (2014) R-(-)-ketamine shows greater potency and longer lasting antidepressant effects than S-(+)-ketamine. Pharmacol.Biochem.Behav. 116 137 PMID: 24316345

Xiong et al (2018) Comparison of rapid and long-lasting antidepressant effects of negative modulators of α5-containing GABAA receptors and (R)-ketamine in a chronic social defeat stress model. Pharmacol.Biochem.Behav. 175 139 PMID: 30359627

Zanos et al (2016) NMDAR inhibition-independent antidepressant actions of ketamine metabolites. Nature 533 481 PMID: 27144355

Ebert et al (1997) Norketamine, the main metabolite of ketamine, is a non-competitive NMDA receptor antagonist in the rat cortex and spinal cord. Eur.J.Pharmacol. 333 99 PMID: 9311667


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Citations for (R)-(-)-Ketamine hydrochloride

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Literature in this Area

Tocris offers the following scientific literature in this area to showcase our products. We invite you to request* or download your copy today!

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