SML1875

(2S,6S)-Hydroxynorketamine hydrochloride

≥98% (HPLC)

• Synonym(e): (2S,6S)-2-Amino-2-(2-chlorophenyl)-6-hydroxy-cyclohexanone hydrochloride, (2S,6S)-HNK hydrochloride
• Empirische Formel (Hill-System): C₁₂H₁₄ClNO₂ · HCl
• CAS-Nummer: 1430202-70-2
• Molekulargewicht: 276.16
• UNSPSC-Code: 12352116
• NACRES: NA.77

Eigenschaften

• Qualitätsniveau: 100
• Assay: ≥98% (HPLC)
• Form: powder
• Optische Aktivität: [α]/D +95 to +115°, c = 1 in H₂O
• Arzneimittelkontrolle: regulated under CDSA - not available from Sigma-Aldrich Canada
• Lagerbedingungen: desiccated
• Farbe: white to beige
• Löslichkeit: H₂O: 25 mg/mL, clear
• Lagertemp.: 2-8°C
• SMILES String: [H]Cl.ClC1=CC=CC=C1[C@](CCC[C@@H]2O)(N)C2=O
• 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-;/m0./s1
• InChIKey: ZQJVHBJDLMIKJK-JGAZGGJJSA-N

Beschreibung

Biochem./physiol. Wirkung

(2S,6S)-Hydroxynorketamine hydrochlorideKetamine is a metabolite associated with increased locomotor activity and motor incoordination.
It has been found that 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, while (2S,6S)-hydroxynorketamine was associated with increased locomotor activity and motor incoordination. (2S,6S)-HNK, was also found to increase the function of the mammalian target of rapamycin (mTOR) 2-fold at 0.05 nM. (2S,6S)-HNK and (2R,6R)-HNK both inhibited intracellular concentrations of D-serine, an endogenous NMDA receptor co-agonist, with IC₅₀ values of 0.18 nM and 0.68 nM, respectively. Neither bind with high affinity to NMDA receptors, with Ki values of 21.19 μM and > 100 μM for (2S,6S)-HNK and (2R,6R)-HNK, respectively.

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable