(2S,3S)-Hydroxybupropion hydrochloride

• Catalog No.: H3167
• CAS Number: 106083-71-0
• M. F.: C13H19Cl2NO2
• M. W.: 292.20146
• Purity: ≥98% (HPLC)

SYNONYMS

• IUPAC name: (2S,3S)-2-(3-chlorophenyl)-3,5,5-trimethylmorpholin-2-ol hydrochloride
• IUPAC Traditional name: radafaxine hydrochloride
• Synonyms: GW 353162; (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; Radafaxine hydrochloride; SS-hydroxybupropion hydrochloride

DATABASE IDS

• MDL Number: MFCD10565921
• CAS Number: 106083-71-0

PROPERTIES

• Empirical Formula (Hill Notation): C13H18ClNO2 · HCl
• Purity: ≥98% (HPLC)
• Apperance: white to tan powder
• Solubility: DMSO: ≥12 mg/mL
• GHS Signal Word: Warning
• GHS Hazard statements: H319
• European Hazard Symbols: Irritant (Xi)
• GHS Precautionary statements: P305 + P351 + P338
• Risk Statements: 36
• Safety Statements: 26
• Storage Temperature: -20°C
• German water hazard class: 3

DETAILS

Description (English)

Biochem/physiol Actions
(2S,3S)-hydroxybupropion is a DAT (dopamine transporter) and NET(norepinephrine transporter) transporters inhibitor, and nAChR family modulator. (2S,3S)-hydroxybupropion is a major metabolite of bupropion. 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.

Description (简体中文)

Biochem/physiol Actions
(2S,3S)-hydroxybupropion is a DAT (dopamine transporter) and NET(norepinephrine transporter) transporters inhibitor, and nAChR family modulator. (2S,3S)-hydroxybupropion is a major metabolite of bupropion. 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.