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(3RS)-N-Methyl-3-phenyl-3-[2-(trifluoroMethyl)-phenoxy]propan-1-aMine Hydrochloride(2-TrifluoroMethylisoMer of Fluoxetine Hydro-chloride)

Basic information Safety Supplier Related

(3RS)-N-Methyl-3-phenyl-3-[2-(trifluoroMethyl)-phenoxy]propan-1-aMine Hydrochloride(2-TrifluoroMethylisoMer of Fluoxetine Hydro-chloride) Basic information

Product Name:
(3RS)-N-Methyl-3-phenyl-3-[2-(trifluoroMethyl)-phenoxy]propan-1-aMine Hydrochloride(2-TrifluoroMethylisoMer of Fluoxetine Hydro-chloride)
Synonyms:
  • Fluoxetine IMpurity
  • N-Methyl-N-[3-phenyl-3-[4-(trifluoromethyl)phenoxy]propyl]formamide
  • Fluoxetine Hydrochloride Imp. (EP)
  • N-ForMylfluoxetine
  • Fluoxetine Impurity 6
  • Formamide, N-methyl-N-[3-phenyl-3-[4-(trifluoromethyl)phenoxy]propyl]-
  • (3RS)-N-Methyl-3-phenyl-3-[2-(trifluoroMethyl)-phenoxy]propan-1-aMine Hydrochloride(2-TrifluoroMethylisoMer of Fluoxetine Hydro-chloride)
  • Fluoxetine Hydrochloride Impurity 34
CAS:
199188-97-1
MF:
C18H18F3NO2
MW:
337.34
Mol File:
199188-97-1.mol
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(3RS)-N-Methyl-3-phenyl-3-[2-(trifluoroMethyl)-phenoxy]propan-1-aMine Hydrochloride(2-TrifluoroMethylisoMer of Fluoxetine Hydro-chloride) Chemical Properties

Boiling point:
475.3±45.0 °C(Predicted)
Density 
1.209±0.06 g/cm3(Predicted)
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
Thick Oil
pka
-0.54±0.70(Predicted)
color 
Colourless
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(3RS)-N-Methyl-3-phenyl-3-[2-(trifluoroMethyl)-phenoxy]propan-1-aMine Hydrochloride(2-TrifluoroMethylisoMer of Fluoxetine Hydro-chloride) Usage And Synthesis

Description

N-Formylfluoxetine is impuritie generated during the production of fluoxetine. Fluoxetine (Fluoxetine, trade name Prozac) is a drug developed by Eli Lilly and launched in 1987 for the treatment of depression. It can also be used to treat symptoms of alcoholism, headaches, migraines, anxiety, and obesity.

Uses

N-Formylfluoxetine is an impurity generated during the production process of fluoxetine, which can be used as a reference substance for pharmaceutical impurities.

Synthesis

Fluoxetine (154.7 mg, 0.5 mmol), and a stirrer were placed into the reaction tube, and after displacing the inert gas, DMF (193 ??L, 2.5 mmol) was added and the reaction tube was sealed. The reaction tube was placed in an oil bath reactor at 150 ??C for 96 h with stirring. After cooling to room temperature, diluted with 15mL water, and extracted with ethyl acetate for 3 times, 15mL each time, combined the extracts, and dried with anhydrous sodium sulfate, filtered, the filtrate was concentrated under reduced pressure, and then the crude product was obtained as pure product by column chromatography with the eluent of ethyl acetate: petroleum ether = 1:2 (containing 1% triethylamine). Yellow oily liquid, yield 76%.

(3RS)-N-Methyl-3-phenyl-3-[2-(trifluoroMethyl)-phenoxy]propan-1-aMine Hydrochloride(2-TrifluoroMethylisoMer of Fluoxetine Hydro-chloride)Supplier

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