(R)-Fluoxetine Hydrochloride

Base Information

• Chemical Name: (R)-Fluoxetine Hydrochloride
• CAS No.: 114247-09-5
• Molecular Formula: C17H18F3NO.ClH
• Molecular Weight: 345.792
• European Community (EC) Number: 634-544-0
• UNII: 7C4D25ST1T
• DSSTox Substance ID: DTXSID20872286
• Wikidata: Q27159318
• NCI Thesaurus Code: C61807
• ChEMBL ID: CHEMBL1256757
• Mol file: 114247-09-5.mol

Synonyms:(R)-Fluoxetine Hydrochloride;114247-09-5;R-(-)-Fluoxetine hydrochloride;(-)-(R)-Fluoxetine Hydrochloride;(-)-Fluoxetine Hydrochloride;Fluoxetine hydrochloride, R-;UNII-7C4D25ST1T;7C4D25ST1T;Fluoxetine hydrochloride, (R)-;CHEBI:86996;(r)-(-)-fluoxetine hydrochloride;(3R)-N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-amine;hydrochloride;Benzenepropanamine, N-methyl-gamma-[4-(trifluoromethyl)phenoxy]-, hydrochloride (1:1), (gammaR)-;(R)-fluoxetine HCl;MLS002153334;SCHEMBL3905325;CHEMBL1256757;DTXSID20872286;AKOS030241579;NCGC00093891-01;SMR001230747;EU-0100485;F 1678;FLUOXETINE HYDROCHLORIDE, ANHYDROUS, R-;SR-01000939464;J-003069;R-(-)-Fluoxetine hydrochloride, analytical standard;SR-01000939464-1;Q27159318;R-(-)-Fluoxetine hydrochloride, >98% (HPLC), solid;(3R)-N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-amine hydrochloride;(3R)-N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-aminium chloride;(R)-3-[4(Trifluoromethyl)phenoxy]-N-methyl-3-phenylpropan-1-amine hydrochloride;(R)-N-Methyl-3-phenyl-3-(4-(trifluoromethyl)phenoxy)propan-1-amine hydrochloride;(R)-N-Methyl-3-phenyl-3-(4-(trifluoromethyl)phenoxy)propan-1-aminehydrochloride;Methyl-[(3R)-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propyl]azanium;chloride;BENZENEPROPANAMINE, N-METHYL-.GAMMA.-(4-(TRIFLUOROMETHYL)PHENOXY)-, HYDROCHLORIDE (1:1), (.GAMMA.R)-;Benzenepropanamine,?N-methyl-.gamma.-[4-(trifluoromethyl)phenoxy]-, (.gamma.R)-, hydrochloride (1:1)

Chemical Property of (R)-Fluoxetine Hydrochloride

Chemical Property:

• Vapor Pressure: 1.88E-06mmHg at 25°C
• Melting Point: 126-129°C
• Boiling Point: 395.1 °C at 760 mmHg
• Flash Point: 192.8 °C
• PSA: 21.26000
• LogP: 5.62790
• Storage Temp.: Hygroscopic, -20?C Freezer, Under Inert Atmosphere
• Solubility.: H2O: 20 mg/mL, soluble
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 345.1107264
• Heavy Atom Count: 23
• Complexity: 308

Purity/Quality:

99%, ^*data from raw suppliers

R-(?)-Fluoxetine hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNCCC(C1=CC=CC=C1)OC2=CC=C(C=C2)C(F)(F)F.Cl
• Isomeric SMILES: CNCC[C@H](C1=CC=CC=C1)OC2=CC=C(C=C2)C(F)(F)F.Cl
• Uses: As a selective serotonin reuptake inhibitor (SSRI), R-(-)-Fluoxetine hydrochloride can be used as an antidepressant.

Technology Process of (R)-Fluoxetine Hydrochloride

There total 44 articles about (R)-Fluoxetine Hydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

(R)-3-dimethylamino-1-phenyl-1-(4-trifluoromethylphenoxy)propane → (R)-fluoxetine hydrochloride (114247-09-5)

Guidance literature:

With carbonochloridic acid 1-chloro-ethyl ester; In 1,2-dichloro-ethane; at 0 - 50 ℃; for 1.33333h;

DOI:10.1021/ja001098k

Reference yield: 95.0%

(R)-fluoxetine (54910-89-3,57226-07-0,100568-02-3,100568-03-4) → (R)-fluoxetine hydrochloride (114247-09-5)

Guidance literature:

With hydrogenchloride; In diethyl ether;

DOI:10.1016/S0040-4039(02)00842-0

Reference yield: 90.0%

-(+)-1-chloro-3-phenyl-3-<4-(trifluoromethyl)phenoxy>propane (114446-48-9) + methylamine (74-89-5) → (R)-fluoxetine hydrochloride (114247-09-5)

Guidance literature:

In ethanol; water; at 130 ℃; for 3h;

DOI:10.1021/jo00248a005

upstream raw materials:

(+)-N-tert-butoxycarbonyl-N-methyl-3-phenyl-3-<4-(trifluoromethyl)phenoxy>propanamine

(R)-fluoxetine

4-chlorobenzotrifluoride

(R)-N-methyl-3-phenyl-3-hydroxypropylamine

Downstream raw materials:

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

Refernces

• 1、 -. "Efficient method for preparing 3-aryloxy-3-arylpropylamines and their optical stereoisomers". Page/Page column 7. . Retrieved 2008/06/13.
• 2、 Pandey, Rajesh Kumar,Fernandes, Rodney A.,Kumar, Pradeep. "An asymmetric dihydroxylation route to enantiomerically pure norfluoxetine and fluoxetine". . p. 4425 - 4426. Retrieved 2007/10/03.