(R)-(-)-Ketamine hydrochloride

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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)
Literature (2)

Biological Activity for (R)-(-)-Ketamine hydrochloride

(R)-(-)-Ketamine hydrochloride is a 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. (R)-(-)-Ketamine hydrochloride upregulates KCNQ2 channels in mouse ventral hippocampal glutamatergic neurons in vitro and in vivo. It exerts its sustained antidepressant effetcs via KCNQ2 cell type specific regulation.

Technical Data for (R)-(-)-Ketamine hydrochloride

M. Wt 274.19
Formula C13H16ClNO.HCl
Storage Store at RT
Purity ≥99% (HPLC)
CAS Number 33795-24-3
PubChem ID 9838417
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 for (R)-(-)-Ketamine hydrochloride

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

Preparing Stock Solutions for (R)-(-)-Ketamine hydrochloride

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.

Select a batch to recalculate based on the batch molecular weight:
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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Product Datasheets for (R)-(-)-Ketamine hydrochloride

References for (R)-(-)-Ketamine hydrochloride

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

Lopez et al (2022) Ketamine exerts its sustained antidepressant effects via cell-type-specific regulation of Kcnq2. Neuron 110 2283 PMID: 35649415

If you know of a relevant reference for (R)-(-)-Ketamine hydrochloride, please let us know.

Keywords: (R)-(-)-Ketamine hydrochloride, (R)-(-)-Ketamine hydrochloride supplier, NMDA, receptor, antagonists, antagonism, Glutamate, Receptors, N-Methyl-D-Aspartate, iGluR, Ionotropic, ketamine, Ketamine, and, Metabolites, 6751, Tocris Bioscience

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

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Literature in this Area

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