ChemicalBook--->CAS DataBase List--->106083-71-0

106083-71-0

106083-71-0 Structure

106083-71-0 Structure
IdentificationBack Directory
[Name]

(+)-(2S,3S)-2-(3-chlorophenyl)-3,5,5-trimethylmorpholin-2-ol
[CAS]

106083-71-0
[Synonyms]

GW 353162
GW-353162A;BW-306U
Bupropion Morpholinol IMpurity
SS-hydroxybupropion hydrochloride
Bupropion Morpholinol (2S,3S)-Isomer
(2S,3S)-Hydroxybupropion hydrochloride
Bupropion Morpholinol IMpurity (HCl Salt)
(2S,3S)-Hydroxybupropion hydrochloride >=98% (HPLC)
(+)-(2S,3S)-2-(3-chlorophenyl)-3,5,5-trimethylmorpholin-2-ol
(+)-(2S,3S)-2-(3-chlorophenyl)-3,5,5-trimethylmorpholin-2-ol
(2S,3S)-2-(3-Chlorophenyl)-3,5,5-trimethyl-2-morpholinol hydrochloride
(+)-(2S,3S)-2-(3-chlorophenyl)-3,5,5-trimethyl-2-morpholinol hydrochloride
[Molecular Formula]

C13H18ClNO2
[MDL Number]

MFCD10565921
[MOL File]

106083-71-0.mol
[Molecular Weight]

255.741
Chemical PropertiesBack Directory
[storage temp. ]

?20°C
[solubility ]

DMSO: ≥12mg/mL
[form ]

powder
[color ]

white to tan
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H319
[Precautionary statements ]

P305+P351+P338
[Hazard Codes ]

Xi
[Risk Statements ]

36
[Safety Statements ]

26
[WGK Germany ]

3
Hazard InformationBack Directory
[Uses]

Antidepressant; antianxiety.
[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.
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