H3167

(2S,3S)-Hydroxybupropion hydrochloride

≥98% (HPLC), DAT and NET inhibitor, powder

• Synonym(e): (2S,3S)-Hydroxybupropion hydrochloride, (+)-(2S,3S)-2-(3-chlorophenyl)-3,5,5-trimethyl-2-morpholinol hydrochloride, (2S,3S)-2-(3-Chlorophenyl)-3,5,5-trimethyl-2-morpholinol hydrochloride, GW 353162, Radafaxine hydrochloride, SS-hydroxybupropion hydrochloride
• Empirische Formel (Hill-System): C₁₃H₁₈ClNO₂ · HCl
• CAS-Nummer: 106083-71-0
• Molekulargewicht: 292.20
• UNSPSC Code: 12352200
• PubChem Substance ID: 329815193
• NACRES: NA.77
• MDL number: MFCD10565921
• Assay: ≥98% (HPLC)
• Form: powder
• Storage condition: desiccated

Eigenschaften

• Produktname: (2S,3S)-Hydroxybupropion hydrochloride, ≥98% (HPLC)
• Quality Segment: 100
• assay: ≥98% (HPLC)
• form: powder
• storage condition: desiccated
• color: white to tan
• solubility: DMSO: ≥12 mg/mL
• storage temp.: −20°C
• SMILES string: Cl.C[C@@H]1NC(C)(C)CO[C@@]1(O)c2cccc(Cl)c2
• InChI: 1S/C13H18ClNO2.ClH/c1-9-13(16,17-8-12(2,3)15-9)10-5-4-6-11(14)7-10;/h4-7,9,15-16H,8H2,1-3H3;1H/t9-,13+;/m0./s1
• InChI key: ORXTVTDGPVINDN-BTJVGWIPSA-N

Beschreibung

General description

(2S,3S)-hydroxybupropion is a major metabolite of bupropion.

Biochem/physiol Actions

(2S,3S)-hydroxybupropion is a dopamine transporter (DAT) and norepinephrine transporter (NET) transporters inhibitor and nicotinic acetylcholine receptor (nAChR) family modulator. Hydroxybupropions were reported to contribute to antidepressant and perhaps smoking cessation activities. Both (2S,3S) and (2R,3R) metabolites reverse affective and somatic withdrawal signs in nicotine-dependent mice, but (2S,3S)-hydroxybupropion is more potent. (2S,3S)-hydroxybupropion significantly decreases the development of nicotine reward in mice.

Features and Benefits

This compound is featured on the Biogenic Amine Transporters page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Sicherheitshinweise

• Piktogramme: GHS07
• Signalwort: Warning
• Gefahrencodes: H319
• Sicherheitshinweise: P264 - P280 - P305 + P351 + P338 - P337 + P313
• Hazard Classifications: Eye Irrit. 2
• Lagerklasse: 11 - Combustible Solids
• Was ist los?: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable