Synonym: (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
CAS Number: 106083-71-0
Empirical Formula (Hill Notation): C13H18ClNO2 · HCl
Molecular Weight: 292.20
MDL Number: MFCD10565921
Linear Formula: C13H18ClNO2 · HCl
Product Type: Chemical
| assay |
≥98% (HPLC) |
| color |
white to tan |
| form |
powder |
| 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 |
| Quality Level |
100  |
| SMILES string |
Cl.C[C@@H]1NC(C)(C)CO[C@@]1(O)c2cccc(Cl)c2 |
| solubility |
DMSO: ≥12 mg/mL |
| storage condition |
desiccated |
| storage temp. |
−20°C |
| 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 . |
| General description: |
(2S,3S)-hydroxybupropion is a major metabolite of bupropion. |
| Packaging: |
5, 25 mg in glass bottle |
| Symbol |
 GHS07 |
| Signal word |
Warning |
| Hazard statements |
H319 |
| Precautionary statements |
P305 + P351 + P338 |
| Hazard Codes |
Xi |
| Risk Statements |
36 |
| Safety Statements |
26 |
| RIDADR |
NONH for all modes of transport |
| WGK Germany |
WGK 3 |
| Flash Point(F) |
Not applicable |
| Flash Point(C) |
Not applicable |
| Purity |
≥98% (HPLC) |
| Storage Temp. |
−20°C |
| UNSPSC |
12352200 |
