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Fluoxetine hydrochloride

CAS No.
56296-78-7
Chemical Name:
Fluoxetine hydrochloride
Synonyms
Fluoxertine Hydrochloride;fontex;Lovan-d;Lovan-d5;Zepax-d5;Adofen-d5;Fontex-d5;Ansilan-d5;Fluctin-d5;Foxetin-d5
CBNumber:
CB5298253
Molecular Formula:
C17H19ClF3NO
Molecular Weight:
345.79
MDL Number:
MFCD00214288
MOL File:
56296-78-7.mol
MSDS File:
SDS
Modify Date:2022-08-15 17:37:25

Fluoxetine hydrochloride Properties

Melting point 158-159°C
alpha -0.05~+0.05°
Flash point 9℃
storage temp. 2-8°C
solubility H2O: soluble (sparingly)
form solid
color white
Water Solubility Soluble in dimethylsulfoxide and water.
Stability Stable for 2 years from date of purchase as supplied. Solutions in DMSO or distilled water may be stored at -20°C for up to 3 months.
InChIKey GIYXAJPCNFJEHY-UHFFFAOYSA-N
CAS DataBase Reference 56296-78-7(CAS DataBase Reference)
FDA UNII I9W7N6B1KJ
EPA Substance Registry System Fluoxetine hydrochloride (56296-78-7)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS05,GHS07,GHS08,GHS09
Signal word  Danger
Hazard statements  H302-H318-H336-H373-H410
Precautionary statements  P260-P273-P280-P301+P312-P305+P351+P338-P314
Hazard Codes  Xn,N
Risk Statements  22-38-41-50
Safety Statements  26-36/37/39-61-39
RIDADR  3249
WGK Germany  3
RTECS  UI4050000
HazardClass  6.1(b)
PackingGroup  III
HS Code  29222990

Fluoxetine hydrochloride price More Price(49)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich F-918 Fluoxetine hydrochloride solution 1.0?mg/mLinmethanol(asfreebase),ampuleof1?mL,certifiedreferencemateri 56296-78-7 1mL $32.8 2022-05-15 Buy
Sigma-Aldrich BP797 Fluoxetine hydrochloride British Pharmacopoeia (BP) Reference Standard 56296-78-7 250MG $202 2022-05-15 Buy
Sigma-Aldrich 34012 Fluoxetine hydrochloride VETRANAL?, analytical standard 56296-78-7 10mg $218 2022-05-15 Buy
Sigma-Aldrich 1279804 Fluoxetine hydrochloride United States Pharmacopeia (USP) Reference Standard 56296-78-7 200mg $400 2022-05-15 Buy
TCI Chemical F0750 Fluoxetine Hydrochloride >98.0%(HPLC)(T) 56296-78-7 1g $73 2022-04-27 Buy
Product number Packaging Price Buy
F-918 1mL $32.8 Buy
BP797 250MG $202 Buy
34012 10mg $218 Buy
1279804 200mg $400 Buy
F0750 1g $73 Buy

Fluoxetine hydrochloride Chemical Properties,Uses,Production

Antidepressants

Fluoxetine hydrochloride is a selective serotonin reuptake inhibitor (SSRI),it is adapted to the treatment of various depressive disorders, including mild or major depression, bipolar disorder depression, psychogenic depression and depressive neurosis. The mechanism is inhibiting neuronal uptake of serotonin from the synaptic cleft, increasing this neurotransmitter in the gap for practical use , thereby improving the emotional state,and treating depressive disorders. Common adverse reactions are dry mouth, loss of appetite, nausea, insomnia, fatigue,  a few cases of anxiety and headaches are seen . Because fluoxetine hydrochloride has longer half-life, patients whose liver and kidney function are poor or elderly patients, should appropriately reduce the dose. Children should be applied in accordance with the doctor's advice. Patients who has the history of epilepsy, pregnancy or lactation women should use with caution . If rash or fever occurs, the drug should be discontinued immediately and symptomatic treatment should be given. It  is not appropriate to be used with monoamine oxidase inhibitor (MAOI) ; if necessary, the drug should be discontinued after five weeks, before switching to a monoamine oxidase inhibitor (MAOI).

Description

Fluoxetine hydrochloride is a serotonin-selective antidepressant approved for the treatment of major depressive disorders, including those with concomitant anxiety. It also appears effective in the treatment of obesity.

Chemical Properties

White to Off-White Powder

Originator

Lilly (USA)

Uses

A selective serotonin reuptake inhibitor (SSRI). Used as an antidepressant.

Uses

A labelled selective serotonin reuptake inhibitor (SSRI). Used as an antidepressant.

Uses

A selectiive derotonin reuptake inhibitor. Used as an antidepressant

Uses

Fluoxetine hydrochloride is a selective serotonin reuptake inhibitor. It is used to treat major depressive disorder, bulimia nervosa (an eating disorder) obsessive-compulsive disorder, panic disorder and premenstrual dysphoric disorder (PMDD).

Manufacturing Process

About 600 g of β-dimethylaminopropiophenone hydrochloride were converted to the corresponding free base by the action of 1.5 N aqueous sodium hydroxide. Free base was dissolved in 2 L of THF, and the resulting solution added in dropwise fashion to a solution of 4 moles of diborane in 4 L of THF. The reaction mixture was stirred overnight. An additional mole of diborane in 1 L of THF was added, and the reaction mixture stirred again overnight. Next, 2 L of aqueous hydrochloric acid were added to decompose any excess diborane present. The tetrahydrofuran was removed by evaporation. The acidic solution was extracted twice with 1 L portions of benzene, and the benzene extracts were discarded. The acidic solution was then made basic with an excess of 5 N aqueous sodium hydroxide. The basic solution was extracted three times with 2 L portions of benzene. The combined extracts washed with a saturated aqueous sodium chloride and then dried. Evaporation of the solvent in vacuo yields 442 g of N,N-dimethyl-3-phenyl-3hydroxypropylamine.
A solution containing 442 g of N,N-dimethyl-3-phenyl-3-hydroxypropylamine in 5 L of chloroform was saturated with dry gaseous hydrogen chloride. 400 mL of thionyl chloride were then added to the solution at a rate sufficient to maintain reflux. The solution was refluxed an additional 5 hours. Evaporation of the chloroform and other volatile constituents in vacuo yielded N,Ndimethyl-3-phenyl-3-chloropropylamine hydrochloride which was collected by filtration, and the filter cake washed twice with 1.5 L portions of acetone. The washed crystals weighed about 500 g and melted at 181-183°C with decomposition. An additional 30 g of compound were obtained from the acetone wash by standard crystallization procedures. The structure of the above compound was verified by NMR and titration.
A solution of 50 g p-trifluoromethylphenol, 12 g of solid sodium hydroxide and 400 mL of methanol were added 29.8 g of N,N-dimethyl 3-phenyl-3chloropropylamine hydrochloride. The resulting reaction mixture was refluxed for about 5 days and then cooled. The methanol was removed by evaporation, and the resulting residue taken up in a mixture of ether and 5 N aqueous sodium hydroxide. The ether layer was separated and washed twice with 5 N aqueous sodium hydroxide and three times with water. The ether layer was dried, and the ether removed by evaporation in vacuo to yield as a residue N,N-dimethyl-3-(p-trifluoromethylphenoxy)-3-phenylpropylamine.
To a solution 8.1 g of cyanogen bromide in 500 mL benzene and 50 mL of toluene at 5°C in nitrogen was added dropwise a solution of 12.146 g of N,Ndimethyl-3-(p-trifluoromethylphenoxy)-3-phenylpropylamine in 40 mL of benzene. The temperature of the reaction mixture was allowed to rise slowly to room temperature, at which temperature stirring was continued overnight while still maintaining a nitrogen atmosphere. 100 mL of benzene were added. The reaction mixture was washed twice with water, once with 2 N aqueous sulfuric acid and then with water until neutral. The organic layer was dried, and the solvents removed therefrom by evaporation in vacuo to yield about 9.5 g of an oil comprising N-methyl-N-cyano-3-(p-trifluoromethylphenoxy)-3phenylpropylamine.
The reaction mixture containing 100 g potassium hydroxide, 85 mL water, 400 mL ethylene glycol and 9.50 g of N-methyl-N-cyano-3-(ptrifluoromethylphenoxy)-3-phenylpropylamine was heated to refluxing temperature for 20 hours, and was then cooled. 500 mL of water were added. The reaction mixture was extracted with three 500 mL portions of ether. The combined extracts washed with water. The water wash was discarded. The ether solution was next contacted with 2 N aqueous hydrochloric acid. The acidic aqueous layer was separated. A second aqueous acidic extract with 2 N hydrochloric acid was made followed by three aqueous extracts and an extract with saturated aqueous sodium chloride. The aqueous layers were all combined and made basic with 5 N aqueous sodium hydroxide. N-methyl 3(p-trifluoromethylphenoxy)-3-phenylpropylamine, formed in the above reaction, was insoluble in the basic solution and separated. The amine was extracted into ether. Two further ether extractions were carried out. The ether extracts were combined, and the combined extracts washed with saturated aqueous sodium chloride and then dried. Evaporation of the ether in vacuo yielded about 6.3 g of N-methyl-3-(p-trifluoromethylphenoxy)-3phenylpropylamine. The amine free base was converted to the corresponding hydrochloride salt.

brand name

Prozac (Lilly); Sarafem (Lilly); Sarafem (Warner Chilcott).

Therapeutic Function

Antidepressant

General Description

Fluoxetine hydrochloride is an antidepressant drug and a selective serotonin reuptake inhibitor, which is widely used for the treatment of major depressive disorders, obsessive-compulsive disorder and panic fits.

Biological Activity

Selective serotonin reuptake inhibitor. Binds to the human 5-HT transporter with a K i of 0.9 nmol/l and is between 150- and 900- fold selective over 5-HT 1A , 5-HT 2A , H 1 , α 1 , α 2 -adrenergic, and muscarinic receptors. Antidepressant. Also available as part of the Serotonin Uptake Inhibitor Tocriset™ .

Biochem/physiol Actions

Selective serotonin reuptake inhibitor; antidepressant.

References

1) Tatsumi?et al.?(1997),?Pharmacological profile of antidepressants and related compounds at human monoamine transporters; Eur. J. Pharmacol.,?340?249 2) Benfield?et al.?(1986),?Fluoxetine. A review of its pharmacodynamic and pharmacokinetic properties, and therapeutic efficacy in depressive illness; Drugs,?32?481 3) Benvenuto?et al.?(2013),?Pharmacotherapy of autism spectrum disorders; Brain Dev.,?35?119 4) Liu?et al.?(2018),?Fluoxetine attenuates neuroinflammation in early brain injury after subarachnoid hemorrhage: a possible role for the regulation of TLR4/MyD88/NFkB signaling pathway; J. Neuroinflammation,?15?347 5) Chang?et al.?(2010),?Increased cellular turnover in response to fluoxetine in neuronal precursors derived from human embryonic stem cells; Prog. Int. J. Dev. Biol.,?54?707

Fluoxetine hydrochloride Preparation Products And Raw materials

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Supplier Tel Email Country ProdList Advantage
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View Lastest Price from Fluoxetine hydrochloride manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2022-09-24 Fluoxetine Hydrochloride
56296-78-7
US $30.00 / KG 1KG 99% 20T Hubei Amarvel Biotech Co.,Ltd.
2022-09-23 Fluoxetine hydrochloride
56296-78-7
US $0.00-0.00 / kg 1kg 98% 1Ton Henan Aochuang Chemical Co.,Ltd.
2022-09-22 fluoxetine hydrochloride
56296-78-7
US $0.00 / kg 1kg 99% 1000kg henan kanbei chemical co.,ltd
(+-)-methyl-gamma-(4-(trifluoromethyl)phenoxy)benzenepropanaminehydrochlorid 3-(p-trifluoromethylphenoxy)-n-methyl-3-phenylpropylaminehydrochloride Fluoxetine hydrochlorid Fluoxetine hydrochloride Methyl[3-phenyl-3-[4-(trifluoromethyl)phenoxy]propyl]amine hydrochloride N-Methyl-gama-[4-(trifluoromethyl) Lovan-d5 N-methyl--[4-(trifluoromethyl)phenoxy]benzene-d5-propanamine Hydrochloride N-methyl-3-phenyl-3-(4-(trifluoromethyl)phenoxy)propan-1-amine hydrochloride Fluoxetine hydrochloride,(±)-N-Methyl-γ-[4-(trifluoromethyl)phenoxy]benzenepropanamine hydrochloride, LY-110,140 hydrochloride, Prozac N-Methyl-3-[(4-trifluoroMethyl)phenoxy]-3-phenylpropylaMine HCl (S)-N-Methyl-3-(4-trifluoroMethylphenoxy)-3-(phenyl-d5)propylaMine Hydrochloride (γS)-N-Methyl-γ-[4-(trifluoroMethyl)phenoxy](benzene-d5)propanaMine Hydrochloride (+/-)-N-Methyl-3-(phenyl-d5)-3-[4-(trifluoroMethyl)phenoxy]propylaMine Hydrochloride Affectine-d5 Alzac 20-d5 Ansilan-d5 Deproxin-d5 DigassiM-d5 Zepax-d5 Fluoxetine hcl API fontex lilly110140 n-methyl-3-phenyl-3-(p-trifluoromethylphenoxy)-propylaminhydrochloride FLUOXETINE-D5 HCL FLUOXETINE-D5 HCL (PHENYL-D5) FLUOXETINE-D5 HYDROCHLORIDE methyl[3-phenyl-3-[4-(trifluoromethyl)phenoxy]propyl]ammonium chloride (±)-N-methyl-γ-[4-(trifluoromethyl)phenoxy]-benzenepropanamine Adofen-d5 Fluctin-d5 Fluoxeren-d5 Fontex-d5 Foxetin-d5 Lovan-d LY-110140-d5 N-methyl-g-[4-(trifluoromethyl)phenoxy]benzene-d5-propanamine Hydrochloride LY-110,140 hydrochloride, Prozac(R), (±)-N-Methyl-γ-[4-(trifluoromethyl)phenoxy]benzenepropanamine hydrochloride N-Methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]-1-propylamine Hydrochloride (59333-67-4) fluoxetine hydrochloride Methyl[3-phenyl-3-[4-(trifluormethyl)phenoxy]propyl]ammoniumchlorid Fluoxetine price Fluoxetine, Hydrochloride - CAS 56296-78-7 - Calbiochem (±)-Fluoxetine Hydrochloride Standard FluoxetineHydrochloride> FLUOXETINI HYDROCHLORIDUM Fluoxetine hydrochlo Fluoxetine HCl (LY-110140) Fluoxetine HydrochlorideQ: What is Fluoxetine Hydrochloride Q: What is the CAS Number of Fluoxetine Hydrochloride Q: What is the storage condition of Fluoxetine Hydrochloride Q: What are the applications of Fluoxetine Hydrochloride Fluoxetine Hydrochloride (1279804) Fluoxertine Hydrochloride 56296-78-7 56269-78-7 C17H14ClD5F3NO C17H14D5ClF3NO C17H19F3NOCl Aromatics Isotope Labelled Compounds