| Identification | Back Directory | [Name]
(2R,6R)-Hydroxynorketamine | [CAS]
1430202-69-9 | [Synonyms]
(2R,6R)-Hydroxynorketamine
(2R,6R)-Hydroxynorketamine hydrochloride
(2R,6R)-Hydroxynorketamine hydrochloride >=98% (HPLC)
(2R,6R)-2-amino-2-(2-chlorophenyl)-6-hydroxycyclohexanone hydrochloride
(2R,6R)-2-amino-2-(2-chlorophenyl)-6-hydroxycyclohexan-1-onehydrochloride | [Molecular Formula]
C12H15Cl2NO2 | [MOL File]
1430202-69-9.mol | [Molecular Weight]
276.16 |
| Chemical Properties | Back Directory | [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 Rotation]
[α]/D -95 to -115°, c = 1 in H2O | [Water Solubility ]
H2O: 25mg/mL, clear | [InChI]
1S/C12H14ClNO2.ClH/c13-9-5-2-1-4-8(9)12(14)7-3-6-10(15)11(12)16;/h1-2,4-5,10,15H,3,6-7,14H2;1H/t10-,12-;/m1./s1 | [InChIKey]
ZQJVHBJDLMIKJK-MHDYBILJSA-N | [SMILES]
O=C1[C@@](C2=CC=CC=C2Cl)(N)CCC[C@H]1O.Cl |
| Hazard Information | Back Directory | [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 |
|
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