H3167

(2S,3S)-Hydroxybupropion hydrochloride

≥98% (HPLC)

• Synonyme(s) : (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
• Formule empirique (notation de Hill) : C₁₃H₁₈ClNO₂ · HCl
• CAS Number: 106083-71-0
• Poids moléculaire : 292.20
• Numéro MDL: MFCD10565921
• Code UNSPSC : 12352200
• ID de substance PubChem : 329815193
• Nomenclature NACRES : NA.77

Propriétés

• Niveau de qualité: 100
• Essai: ≥98% (HPLC)
• Forme: powder
• Conditions de stockage: desiccated
• Couleur: white to tan
• Solubilité: DMSO: ≥12 mg/mL
• Température de stockage: −20°C
• Chaîne SMILES: 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
• Clé InChI: ORXTVTDGPVINDN-BTJVGWIPSA-N

Description

Description générale

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

Actions biochimiques/physiologiques

(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.

Caractéristiques et avantages

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.

Informations sur la sécurité

• Pictogrammes: GHS07
• Mention d'avertissement: Warning
• Mentions de danger: H319
• Conseils de prudence: P264 - P280 - P305 + P351 + P338 - P337 + P313
• Classification des risques: Eye Irrit. 2
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable