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(2R,6R)-Hydroxynorketamine hydrochloride

SIGMA/SML1873 - ≥98% (HPLC)

Synonym: (2R,6R)-HNK hydrochloride; (2R,6R)-2-Amino-2-(2-chlorophenyl)-6-hydroxy-cyclohexanone hydrochloride

CAS Number: 1430202-69-9
Empirical Formula (Hill Notation): C12H14ClNO2 · HCl
Molecular Weight: 276.16
MDL Number: MFCD30182371
Linear Formula: C12H14ClNO2 · HCl
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-SML1873-5MG 5 mg
 $152.00
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45-SML1873-25MG 25 mg
 $584.00
1/EA		 Add To Favorites

 

assay ≥98% (HPLC)
color white to beige
drug control regulated under CDSA - not available from Sigma-Aldrich Canada
form powder
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
InChI key ZQJVHBJDLMIKJK-MHDYBILJSA-N
optical activity [α]/D -95 to -115°, c = 1 in H2O
Quality Level 100 
SMILES string O=C1[C@@](C2=CC=CC=C2Cl)(N)CCC[C@H]1O.Cl
solubility H2O: 25 mg/mL, clear
storage condition desiccated
storage temp. 2-8°C
Biochem/physiol Actions: (2R,6R)-Hydroxynorketamine is a ketamine metabolite that has rapid antidepressant activity without ketamine-related side 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.
Packaging: 5, 25 mg in glass bottle
Purity ≥98% (HPLC)
Storage Temp. 2-8°C
UNSPSC 12352116

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