114247-09-5

Basic information

• Product Name: R-(-)-Fluoxetine hydrochloride
• Synonyms: Unii-7C4D25st1t;(R)-N-Methyl-3-(4-trifluoroMethylphenoxy)-3-phenylpropylaMine Hydrochloride;(γR)-N-Methyl-γ-[4-(trifluoroMethyl)phenoxy]benzenepropanaMine Hydrochloride;Fluoxetine R-IsoMer HCl;(R)-N-Methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propylamine hydrochloride;(R)-3-[4(TRIFLUOROMETHYL)PHENOXY]-N-METHYL-3-PHENYLPROPAN-1-AMINE HYDROCHLORIDE;(R)-FLUOXETINE;R-(-)-FLUOXETINE HYDROCHLORIDE
• CAS NO: 114247-09-5
• Molecular Formula: C₁₇H₁₈F₃NO*ClH
• Molecular Weight: 345.79
• Product Categories: Amines;Aromatics;Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals;Biogenic Amine Transport Inhibitors;Biogenic Amine Transport InhibitorsObesity Research;Neurotransmission;Neurotransmission (Obesity);Neurotransmitters
• Mol File: 114247-09-5.mol
• Article Data: 20

Chemical Properties

• Melting Point: 126-129°C
• Boiling Point: 395.1 °C at 760 mmHg
• Flash Point: 192.8 °C
• Appearance: white/solid
• Vapor Pressure: 1.88E-06mmHg at 25°C
• Storage Temp.: Hygroscopic, -20?C Freezer, Under Inert Atmosphere
• Solubility: H2O: 20 mg/mL, soluble
• CAS DataBase Reference: R-(-)-Fluoxetine hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: R-(-)-Fluoxetine hydrochloride(114247-09-5)
• EPA Substance Registry System: R-(-)-Fluoxetine hydrochloride(114247-09-5)

Safety Data

• Hazard Codes: Xn
• Statements: 22-38-41
• Safety Statements: 26-39
• WGK Germany: 3
• Hazardous Substances Data: 114247-09-5(Hazardous Substances Data)

Usage

Description

R-(-)-Fluoxetine hydrochloride, also known as (R)-fluoxetine hydrochloride, is a hydrochloride obtained by the reaction of (R)-fluoxetine with one equivalent of hydrochloric acid. It is a white solid and is primarily recognized as a selective serotonin reuptake inhibitor (SSRI). R-(-)-Fluoxetine hydrochloride plays a significant role in the treatment of various mental health disorders by modulating the levels of serotonin in the brain.

Uses

Used in Pharmaceutical Industry:
R-(-)-Fluoxetine hydrochloride is used as an antidepressant for the treatment of major depressive disorder, obsessive-compulsive disorder, bulimia nervosa, and panic disorder. It works by selectively inhibiting the reuptake of serotonin, thereby increasing its availability in the synaptic cleft and promoting a balanced mood.
Additionally, R-(-)-Fluoxetine hydrochloride has been found to have potential applications in the treatment of other conditions, such as premenstrual dysphoric disorder, social anxiety disorder, and certain cases of autism spectrum disorder. However, it is essential to consult a healthcare professional before using this compound for any purpose other than its approved indications.

InChI:InChI=1/C17H18F3NO.ClH/c1-21-12-11-16(13-5-3-2-4-6-13)22-15-9-7-14(8-10-15)17(18,19)20;/h2-10,16,21H,11-12H2,1H3;1H/t16-;/m1./s1

Upstream product

• 98-56-6 4-chlorobenzotrifluoride 
• 74-89-5 methylamine 
• 51699-49-1 3-hydroxy-3-phenylpropyl 4-methylbenzenesulfonate 
• 455-13-0 4-Iodobenzotrifluoride 
• 115290-81-8 (R)-N-methyl-3-phenyl-3-hydroxypropylamine 
• 127073-84-1 (R)-3-iodo-1-phenyl-1-propanol 
• 100306-33-0 (1R)-3-chloro-1-phenylpropanol 
• 936-59-4 3-chloropropiophenone 
• 402-45-9 α,α,α-trifluoro-p-cresol 
• 100306-34-1 3-chloro-1-phenylpropanol 
• 138110-76-6 (R)-3-(4-trifluoromethylphenoxy)-3-phenylprop-1-yl methanesulfonate 
• 138110-77-7 (R)-3-Iodo-3-(4-trifluoromethylphenoxy)propane 
• 115290-77-2 (1S) 3-phenyl-3-hydroxypropyl methanesulfonate 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 

Downstream Products

• 1159998-53-4 (R)-[4-(4-chlorobenzoyl)phenoxy]-N,2-dimethyl-N-[3-phenyl-3-(4-trifluoromethyl)phenoxy]propanamide 

Relevant articles and documents

Direct catalytic asymmetric aldol reaction of thioamides: A concise asymmetric synthesis of (R)-fluoxetine

A direct catalytic asymmetric aldol reaction of aromatic aldehydes and thioamides is described. A soft Lewis acid/hard Bronsted base cooperative catalyst comprising (R,R)-Ph-BPE/[Cu(CH3CN)4]PF 6/Li(OC6H4-p-OMe) promoted the title reaction efficiently, triggered by in situ generation of the active thioamide enolate through a soft-soft interaction of Cu(I) and the thioamide. The aldol product was transformed into (R)-fluoxetine, an antidepressant agent.

AN EFFICIENT METHOD FOR PREPARING 3-ARYLOXY-3- ARYLPROPYLAMINES AND THEIR OPTICAL STEREOISOMERS

Provided is an efficient method for the preparation of 3-aryloxy-3- arylpropylamines, their optical stereoisomers, and pharmaceutically acceptable salts thereof. The process allows for the isolation of 3-aryloxy-3- arylpropylamines in high yield and purity. The present invention further relates to a process for producing fluoxetine, tomoxetine, norfluoxetine, duloxetine, nisoxetine, and their optically enriched (R)- and (S)-enantiomers.

An asymmetric dihydroxylation route to enantiomerically pure norfluoxetine and fluoxetine

An efficient, practical asymmetric synthesis of (R)-norfluoxetine 1 and (R)-fluoxetine 2 has been achieved. The synthetic strategy features a Sharpless asymmetric dihydroxylation (SAD) route to the common building block 1,3-amino alcohol 9, from which (R)-norfluoxetine, (R)-fluoxetine and other related analogs can be synthesized.