Methyl[3-phenyl-3-[4-(trifluormethyl)phenoxy]propyl]ammoniumchlorid

Fluoxetine hydrochloride Struktur
56296-78-7
CAS-Nr.
56296-78-7
Bezeichnung:
Methyl[3-phenyl-3-[4-(trifluormethyl)phenoxy]propyl]ammoniumchlorid
Englisch Name:
Fluoxetine hydrochloride
Synonyma:
Fluoxertine Hydrochloride;fontex;Lovan-d;Lovan-d5;Zepax-d5;Adofen-d5;Fontex-d5;Reconcile;Ansilan-d5;Fluctin-d5
CBNumber:
CB5298253
Summenformel:
C17H19ClF3NO
Molgewicht:
345.79
MOL-Datei:
56296-78-7.mol

Methyl[3-phenyl-3-[4-(trifluormethyl)phenoxy]propyl]ammoniumchlorid Eigenschaften

Schmelzpunkt:
158-159°C
alpha 
-0.05~+0.05°
Flammpunkt:
9℃
storage temp. 
2-8°C
Löslichkeit
H2O: soluble (sparingly)
Aggregatzustand
solid
Farbe
white
Wasserlöslichkeit
Soluble in dimethylsulfoxide and water.
Stabilität:
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 Datenbank
56296-78-7(CAS DataBase Reference)
EPA chemische Informationen
Fluoxetine hydrochloride (56296-78-7)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Kennzeichnung gefährlicher Xn,N
R-Sätze: 22-38-41-50
S-Sätze: 26-36/37/39-61-39
RIDADR  3249
WGK Germany  3
RTECS-Nr. UI4050000
HazardClass  6.1(b)
PackingGroup  III
HS Code  29222990
Giftige Stoffe Daten 56296-78-7(Hazardous Substances Data)
Bildanzeige (GHS) GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H302 Gesundheitsschädlich bei Verschlucken. Akute Toxizität oral Kategorie 4 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P270, P301+P312, P330, P501
H318 Verursacht schwere Augenschäden. Schwere Augenschädigung Kategorie 1 Achtung GHS hazard pictogramssrc="/GHS05.jpg" width="20" height="20" /> P280, P305+P351+P338, P310
H336 Kann Schläfrigkeit und Benommenheit verursachen. Spezifische Zielorgan-Toxizität (einmalige Exposition) Kategorie 3 (Schläfrigkeit und Benommenheit) Warnung P261, P271, P304+P340, P312,P403+P233, P405, P501
H373 Kann die Organe schädigen bei längerer oder wiederholter Exposition. Spezifische Zielorgan-Toxizität (wiederholte Exposition) Kategorie 2 Warnung P260, P314, P501
H410 Sehr giftig für Wasserorganismen mit langfristiger Wirkung. Langfristig (chronisch) gewässergefährdend Kategorie 1 Warnung GHS hazard pictogramssrc="/GHS09.jpg" width="20" height="20" /> P273, P391, P501
Sicherheit
P260 Dampf/Aerosol/Nebel nicht einatmen.
P273 Freisetzung in die Umwelt vermeiden.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P301+P312 BEI VERSCHLUCKEN: Bei Unwohlsein GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen.
P305+P351+P338 BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach Möglichkeit entfernen. Weiter spülen.
P314 Bei Unwohlsein ärztlichen Rat einholen / ärztliche Hilfe hinzuziehen.

Methyl[3-phenyl-3-[4-(trifluormethyl)phenoxy]propyl]ammoniumchlorid Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:

R22:Gesundheitsschädlich beim Verschlucken.
R38:Reizt die Haut.
R41:Gefahr ernster Augenschäden.

S-Sätze Betriebsanweisung:

S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.

Beschreibung

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.

Chemische Eigenschaften

White to Off-White Powder

Verwenden

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.

synthetische

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.

Allgemeine Beschreibung

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.

Biologische Aktivität

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™ .

Nebenwirkungen

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).

Methyl[3-phenyl-3-[4-(trifluormethyl)phenoxy]propyl]ammoniumchlorid Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Methyl[3-phenyl-3-[4-(trifluormethyl)phenoxy]propyl]ammoniumchlorid Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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56296-78-7(Methyl[3-phenyl-3-[4-(trifluormethyl)phenoxy]propyl]ammoniumchlorid)Verwandte Suche:


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  • 3-(p-trifluoromethylphenoxy)-n-methyl-3-phenylpropylaminehydrochloride
  • Fluoxetine hydrochlorid
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  • Methyl[3-phenyl-3-[4-(trifluoromethyl)phenoxy]propyl]amine hydrochloride
  • N-Methyl-gama-[4-(trifluoromethyl)
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  • 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
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  • FLUOXETINE-D5 HCL
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  • FLUOXETINE-D5 HYDROCHLORIDE
  • methyl[3-phenyl-3-[4-(trifluoromethyl)phenoxy]propyl]ammonium chloride
  • (±)-N-methyl-γ-[4-(trifluoromethyl)phenoxy]-benzenepropanamine
  • Adofen-d5
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  • 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
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