(2R,6R)-Hydroxynorketamine Chemical Properties

storage temp. 

2-8°C

solubility 

DMF: 5 mg/ml; DMSO: 10 mg/ml; Ethanol: 10 mg/ml; PBS (pH 7.2): 5 mg/ml

form 

powder

color 

white to beige

optical activity

[α]/D -95 to -115°, c = 1 in H2O

Water Solubility 

H2O: 25mg/mL, clear

(2R,6R)-Hydroxynorketamine Usage And Synthesis

Uses

cis-2-Amino-2-(2-chlorophenyl)-6-hydroxycyclohexanone Hydrochloride is a metabolite of ketamine and increase AMPA receptor-mediated excitatory post-synaptic potentials in the CA 1 region of hippocampal slices. Anti-depressive effects.

Biochem/physiol Actions

(2R,6R)-Hydroxynorketamine is a ketamine metabolite that has rapid antidepressant activity without ketamine-related side effects. The NMDAR antagonist (R,S)-ketamine must be metabolized to (2S,6S;2R,6R)-hydroxynorketamine (HNK) to have antidepressant effects. The (2R,6R)-HNK enantiomer appears to be the enantiomer most responsible for antidepressant effects in a mouse study and unlike (2S,6S)-HNK, (2R,6R)-HNK caused no significant changes in locomotion or coordination. (2R,6R)-HNK does not seem to have the same addiction potential as ketamine, since mice did not self-administer pharmacologically relevant doses of (2R,6R)-HNK under the same conditions where ketamine was readily self-administered. The (2R,6R)-HNK antidepressant appears to involve activation of AMPA glutamate receptors rather than inhibition of NMDA glutamate receptors.

storage

Store at RT