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Submit Review(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.
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.
Solvent | Max Conc. mg/mL | Max Conc. mM | |
---|---|---|---|
Solubility | |||
water | 27.42 | 100 | |
DMSO | 27.42 | 100 |
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 |
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
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The key feature of drug addiction is the inability to stop using a drug despite clear evidence of harm. This poster describes the brain circuits associated with addiction, and provides an overview of the main classes of addictive drugs and the neurotransmitter systems that they target.
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