Basic information Safety Supplier Related

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

Basic information Safety Supplier Related

(+)-(2S,3S)-2-(3-chlorophenyl)-3,5,5-trimethylmorpholin-2-ol Basic information

Product Name:
(+)-(2S,3S)-2-(3-chlorophenyl)-3,5,5-trimethylmorpholin-2-ol
Synonyms:
  • (+)-(2S,3S)-2-(3-chlorophenyl)-3,5,5-trimethyl-2-morpholinol hydrochloride
  • (2S,3S)-2-(3-Chlorophenyl)-3,5,5-trimethyl-2-morpholinol hydrochloride
  • (2S,3S)-Hydroxybupropion hydrochloride
  • GW 353162
  • SS-hydroxybupropion hydrochloride
  • (+)-(2S,3S)-2-(3-chlorophenyl)-3,5,5-trimethylmorpholin-2-ol
  • Bupropion Morpholinol (2S,3S)-Isomer
  • Bupropion Morpholinol IMpurity
CAS:
106083-71-0
MF:
C13H19Cl2NO2
MW:
292.2
Mol File:
106083-71-0.mol
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(+)-(2S,3S)-2-(3-chlorophenyl)-3,5,5-trimethylmorpholin-2-ol Chemical Properties

storage temp. 
-20°C
solubility 
DMSO: ≥12mg/mL
form 
powder
color 
white to tan
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36
Safety Statements 
26
WGK Germany 
3
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(+)-(2S,3S)-2-(3-chlorophenyl)-3,5,5-trimethylmorpholin-2-ol Usage And Synthesis

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.

(+)-(2S,3S)-2-(3-chlorophenyl)-3,5,5-trimethylmorpholin-2-olSupplier

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