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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;Reconcile;Ansilan-d5;Fluctin-d5
CBNumber:
CB5298253
Molecular Formula:
C17H19ClF3NO
Molecular Weight:
345.79
MDL Number:
MFCD00214288
MOL File:
56296-78-7.mol
MSDS File:
SDS
Last updated:2024-03-26 17:16:27

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)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
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
NFPA 704
3
0 0

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 $38.1 2024-03-01 Buy
Sigma-Aldrich 34012 Fluoxetine hydrochloride VETRANAL?, analytical standard 56296-78-7 10mg $241 2024-03-01 Buy
Sigma-Aldrich 1279804 Fluoxetine hydrochloride United States Pharmacopeia (USP) Reference Standard 56296-78-7 200mg $436 2024-03-01 Buy
Sigma-Aldrich BP797 Fluoxetine hydrochloride British Pharmacopoeia (BP) Reference Standard 56296-78-7 250MG $218 2023-06-20 Buy
TCI Chemical F0750 Fluoxetine Hydrochloride >98.0%(HPLC)(T) 56296-78-7 1g $75 2024-03-01 Buy
Product number Packaging Price Buy
F-918 1mL $38.1 Buy
34012 10mg $241 Buy
1279804 200mg $436 Buy
BP797 250MG $218 Buy
F0750 1g $75 Buy

Fluoxetine hydrochloride Chemical Properties,Uses,Production

Description

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. It also appears effective in the treatment of obesity.

Chemical Properties

White to Off-White Powder

Originator

Lilly (USA)

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).

Application

Fluoxetine hydrochloride has been used to study its effect on the binding ability of the radiopharmaceutical 123I-labeled 2-((2-((dimethylamino)methyl)phenyl)thio)-5-iodophenylamine ([123I]ADAM) to SERT (serotonin transporters) in mice. It has also been used for the chronic treatment of light deprived animals.

Preparation

A method for the synthesis of fluoxetine hydrochloride was developed by the Mannich reaction of acetophenone with methylamine hydrochloride, paraformaldehyde to form 3-methylamino-1-phenylacetic acid hydrochloride, followed by the preparation of 3-methylamino-I-phenylpropanol in methanol with potassium borohydride reductant, followed by etherification and salt formation to synthesize the antidepressant fluoxetine monohydrochloride.
Synthesis of Fluoxetine
Fluoxetine is the active ingredient in the antidepressant Prozac. It works as a selective serotonin reuptake inhibitor to treat conditions including depression and obsessive-compulsive disorder. To assemble this molecule, a three-step synthesis was utilized. Intermediates included 1- propanone, 3-(methylamino)-1-phenyl-(synthesized through an SN2 reaction between 3-chloropropiophenone and methylamine) and α-[2- (methylamino) ethyl] benzyl alcohol (synthesized through reduction of the first intermediate using NaBH4). The second intermediate was subjected to 4-chlorobenzotrifluoride and sodium hydride to produce the desired molecule, fluoxetine.

Definition

ChEBI: Fluoxetine hydrochloride (1:1) is a hydrochloride and a N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-amine. It inhibits the reuptake of serotonin and is used chiefly as an antidepressant.

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.

Side effects

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).

in vitro

in xenopusoocytes expressing either cloned 5ht2c receptors or 5ht receptors, micromolar concentrations of fluoxetine (prozac) inhibited the membrane currents elicited by serotonin (5-hydroxytryptamine; 5ht). for responses elicited by 1 μm 5-ht, the ic50 of fluoxetine was about 20 μm. fluoxetine also inhibited the binding of [3h]5ht to 5ht2c receptors expressed in hela cells and the binding of [3h]5ht to 5ht receptors in rat cortex membranes, with ki of ≈65–97 nm and ≈ 56 μm, respectively[2]. administration of fluoxetine blocked the downregulation of cell proliferation of hippocampal cells resulting from inescapable shock (is), which resulted in a state of behavioral despair[3]. fluoxetine increased the number of newborn cells in the dentate gyrus of the hippocampus of adult rat. fluoxetine also increased the number of proliferating cells in the prelimbic cortex[4]. fluoxetine accelerated the maturation of immature neurons. fluoxetine enhanced neurogenesis-dependent long-term potentiation (ltp) in the dentate gyrus [5]. fluoxetine, but not other selective serotonin uptake inhibitors such as citalopram, fluvoxamine, paroxetine and sertraline, increased norepinephrine and dopamine extracellular levels in prefrontal cortex. fluoxetine produced robust and sustained increases in extracellular concentrations of norepinephrine and dopamine after acute systemic administration [6].

in vivo

fluoxetine reversed the deficit in escape latency observed in animals exposed to inescapable shock in adult male sprague–dawley rats [3].the combination of olanzapine and fluoxetine produced robust, sustained increases of extracellular levels of dopamine ([da](ex)) and norepinephrine ([ne](ex)) up to 361 ± 28% and 272 ± 16% of the baseline, respectively[7]. fluoxetine (5 and 10 mg/kg) reduced cocaine infusions (0.2 mg/kg), and cocaine infusions returned to baseline levels within 48 hr after fluoxetine treatments were terminated [8]. in sham-operated or adrenalectomized/castrated (adx/cx) male rats, administration of fluoxetine dose-dependently (2.9-58 mumol/kg i.p.) increased the brain content of the neurosteroid 3 alpha-hydroxy-5 alpha-pregnan-20-one (allopregnanolone, 3 alpha, 5 alpha-th prog)[9].

storage

Room temperature

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

42142-52-9
455-13-0
56296-78-7
Synthesis of Fluoxetine hydrochloride from 3-Hydroxy-N-methyl-3-phenyl-propylamine and 4-Iodobenzotrifluoride

Fluoxetine hydrochloride Preparation Products And Raw materials

Global( 507)Suppliers
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View Lastest Price from Fluoxetine hydrochloride manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Fluoxetine hydrochloride pictures 2024-04-16 Fluoxetine hydrochloride
56296-78-7
US $1.00 / g 1g 99% 1000kg Dorne Chemical Technology co. LTD
Fluoxetine hydrochloride pictures 2024-03-08 Fluoxetine hydrochloride
56296-78-7
US $10.00 / kg 1kg 99% 1000kg Nantong Guangyuan Chemicl Co,Ltd
Fluoxetine Hydrochloride pictures 2024-01-04 Fluoxetine Hydrochloride
56296-78-7
US $30.00 / KG 1KG 99.9% 20 Tons Wuhan Ruichi Technology Co., Ltd

Fluoxetine hydrochloride Spectrum

(+-)-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 Reconcile Fluoxetine (hydrochloride) (CRM) FLUOXETINE HCL IP/USP Luoxetine HCl Reference Standard 56296-78-7 56269-78-7 C17H14ClD5F3NO