Triflupromazinhydrochlorid

Bezeichnung:Triflupromazinhydrochlorid

CAS-Nr1098-60-8

Englisch Name:TRIFLUPROMAZINE HYDROCHLORIDE

CBNumberCB1723214

SummenformelC18H20ClF3N2S

Molgewicht388.88

MOL-Datei1098-60-8.mol

Synonyma

Triflupromazinhydrochlorid

Triflupromazinhydrochlorid physikalisch-chemischer Eigenschaften

Schmelzpunkt	174.0 to 179.0 °C
storage temp.	Keep in dark place,Inert atmosphere,Room temperature
Wasserlöslichkeit	Soluble in water
Löslichkeit	DMF: 5mg/mL; DMSO: 3mg/mL; Ethanol: 5mg/mL; Ethanol:PBS (pH 7.2) (1:10): 0.09mg/mL
Farbe	White to Light yellow
maximale Wellenlänge (λmax)	305nm(H2O)(lit.)
Merck	14,9685
BRN	3801519
Stabilität	Hygroscopic
CAS Datenbank	1098-60-8

Sicherheit

Kennzeichnung gefährlicher	Xn
R-Sätze:	20/21/22
S-Sätze:	36
RIDADR	UN 2811 6.1/PG 3
WGK Germany	3
RTECS-Nr.	SO8925000
HazardClass	6.1
PackingGroup	III
HS Code	2934302300

Gefahreninformationscode (GHS)

TRIFLUPROMAZINE HYDROCHLORIDE Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.
S-Sätze Betriebsanweisung:
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Beschreibung
Triflupromazine is a phenothiazine with diverse biological activities. It binds to muscarinic receptors in isolated rat corpus striatum (IC₅₀ = 100 μM in a radioligand binding assay). Triflupromazine inhibits serotonin (5-HT) uptake by isolated rat brainstem synaptosomes (IC₅₀ = 0.8 μM). It inhibits T. cruzi infection in mouse peritoneal macrophages when used at a concentration of 12.5 μM. Triflupromazine is active against S. aureus, shigellae, and vibrios (MICs = 2-100 μg/ml) in vitro and is protective against S. typhimurium infection in mice when administered at a dose of 30 μg per animal. Formulations containing triflupromazine were previously used as antipsychotics.
Originator
Vesprin,Squibb,US,1957
Verwenden
analgesic, antiinflammatory, antipyretic, COX-II inhibitor
Manufacturing Process
Approximately 3.8 grams of sodamide is freshly prepared from 2.25 grams of sodium, 90 grams of liquid ammonia and a catalytic trace of ferric nitrate. The ammonia is allowed to evaporate. A solution of 19.1 grams of 2-trifluoromethylphenothiazine (prepared by the Bernthsen thionation of 3- trifluoromethyldiphenylamine) in 160 ml of dry benzene is added to the reaction flask followed by 18 grams of 3-chloro-1-dimethylaminopropane. The reaction mixture is heated at reflux for 20 hours. After washing the cooled mixture with 130 ml of water, the organic layer is extracted with several portions of dilute hydrochloric acid. The acid extracts are combined and neutralized with ammonium hydroxide solution. The oily free base is extracted into benzene and purified by distillation to give 19.6 grams of 10-(3'- dimethylaminopropyl)-2-trifluoromethylphenothiazine, boiling point 177° to 181°C at 1 mm. The free base (7 grams) is converted to the hydrochloride salt by reacting an alcoholic solution of the base with hydrogen chloride gas.
Evaporation of the volatiles in vacuo leaves an amorphous solid which is recrystallized from ethanol/ether to pink crystals, MP 173° to 174°C, the hydrochloride salt of the free base prepared above.
Trademarks
Vesprin (Bristol-Myers Squibb).
Therapeutic Function
Tranquilizer
Allgemeine Beschreibung
Triflupromazinehydrochloride, 10-[3-(dimethylamino)propyl]-2-(trifluoromethyl)phenothiazine monohydrochloride (Vesprin), has agreater milligram potency as an antipsychotic, higher EPS,but lower sedative and hypotensive effects than chlorpromazine.The 2-CF₃ versus the 2-Cl is associated with thesechanges. Overall, the drug has uses analogous to those ofchlorpromazine.

TRIFLUPROMAZINE HYDROCHLORIDE Upstream-Materialien And Downstream Produkte

Triflupromazinhydrochlorid Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

1098-60-8, TRIFLUPROMAZINE HYDROCHLORIDE Verwandte Suche:

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