(R)-(-)-Ketamine hydrochloride

Name: ( R )-(-)-Ketamine hydrochloride
Brand: Tocris Bioscience
SKU: 6751

Tocris Bioscience, part of Bio-Techne | Catalog # 6751

Citations (1)

COA / SDS

NMDA antagonist; antidepressant; may not display psychotomimetic or addictive side effects of (S)-ketamine

Key Product Details

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)
Molecular Weight:	274.19

View Full Technical Details for (R)-(-)-Ketamine hydrochloride

Technical Data
Citations

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

(R)-(-)-Ketamine hydrochloride is a NMDA antagonist (K_i = 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
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 for (R)-(-)-Ketamine hydrochloride

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
	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.

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 for (R)-(-)-Ketamine hydrochloride

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

Lopez Ketamine exerts its sustained antidepressant effects via cell-type-specific regulation of Kcnq2. Neuron 2022 PMID: 35649415
Ebert Norketamine, the main metabolite of ketamine, is a non-competitive NMDA receptor antagonist in the rat cortex and spinal cord. Eur.J.Pharmacol. 1997 PMID: 9311667
Xiong Comparison of rapid and long-lasting antidepressant effects of negative modulators of α5-containing GABA_A receptors and (R)-ketamine in a chronic social defeat stress model. Pharmacol.Biochem.Behav. 2018 PMID: 30359627
Zanos NMDAR inhibition-independent antidepressant actions of ketamine metabolites. Nature 2016 PMID: 27144355
Zhang R-(-)-ketamine shows greater potency and longer lasting antidepressant effects than S-(+)-ketamine. Pharmacol.Biochem.Behav. 2014 PMID: 24316345