1-[2-[(4-Chlorphenyl)methoxy]-2-(2,4-dichlorphenyl)ethyl]-1H-imidazoliumnitrat

Bezeichnung:1-[2-[(4-Chlorphenyl)methoxy]-2-(2,4-dichlorphenyl)ethyl]-1H-imidazoliumnitrat

CAS-Nr24169-02-6

Englisch Name:Econazole nitrate

CBNumberCB3173103

SummenformelC18H16Cl3N3O4

Molgewicht444.7

MOL-Datei24169-02-6.mol

Synonyma

1-[2-[(4-Chlorphenyl)methoxy]-2-(2,4-dichlorphenyl)ethyl]-1H-imidazoliumnitrat

1-[2-[(4-Chlorphenyl)methoxy]-2-(2,4-dichlorphenyl)ethyl]-1H-imidazoliumnitrat physikalisch-chemischer Eigenschaften

Schmelzpunkt	162°C
storage temp.	Inert atmosphere,Room Temperature
Löslichkeit	chloroform/methanol: soluble25mg/mL (choloroform:methanol (1:1))
Aggregatzustand	powder
Farbe	white to off-white
Wasserlöslichkeit	<0.1 g/100 mL at 19 ºC
Merck	14,3502
InChIKey	DDXORDQKGIZAME-UHFFFAOYSA-N
CAS Datenbank	24169-02-6(CAS DataBase Reference)
EPA chemische Informationen	Econazole mononitrate (24169-02-6)

Sicherheit

Kennzeichnung gefährlicher	Xn,Xi
R-Sätze:	22-36/38-36/37/38
S-Sätze:	26-36-36/37
WGK Germany	3
RTECS-Nr.	NI4450000
HS Code	29332900
Toxizität	LD50 in mice, rats (mg/kg): 462.7, 667.7 orally (Thienpont)

Gefahreninformationscode (GHS)

Econazole nitrate Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R22:Gesundheitsschädlich beim Verschlucken.
R36/38:Reizt die Augen und die Haut.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.
Chemische Eigenschaften
White to Off-White Solid
Originator
Pevaryl,Cilag Chemie,France,1976
Verwenden
Azole antifungal
Verwenden
Antifungal;Ergosterol synthesis inhibition
Verwenden
Econazole nitrate is an antifungal agent of the imidazole type used in topical and vaginal preparations to prevent growth of dermatophytes, yeast, and mold.
Manufacturing Process
A suspension of 10.3 parts of α-(2,4-dichlorophenyl)-imidazole-1-ethanol and 2.1 parts of sodium hydride in 50 parts of dry tetrahydrofuran is stirred andrefluxed for 2 hours. After this reaction-time, the evolution of hydrogen is ceased. Then there are added successively 60 parts dimethylformamide and 8 parts of p-chlorobenzylchloride and stirring and refluxing is continued for another two hours. The tetrahydrofuran is removed at atmospheric pressure. The dimethylformamide solution is poured onto water. The product, 1-[2,4- dichloro-β-(p-chlorobenzyloxy)phenethyl]imidazole, is extracted with benzene. The extract is washed with water, dried, filtered and evaporated in vacuo. From the residual oily free base, the nitrate salt is prepared in the usual manner in 2-propanol by treatment with concentrated nitric acid, yielding, after recrystallization of the crude solid salt from a mixture of 2-propanol, methanol and diisopropylether, 1-[2,4-dichloro-β-(pchlorobenzyloxy)phenethyl]imidazole nitrate; MP 162°C.
Trademarks
Spectazole (Johnson & Johnson).
Therapeutic Function
Antifungal
Allgemeine Beschreibung
White crystalline powder.
Air & Water Reaktionen
Insoluble in water.
Brandgefahr
Flash point data for Econazole nitrate are not available; however, Econazole nitrate is probably combustible.
Biochem/physiol Actions
Econazole interacts with 14-α demethylase, a cytochrome P-450 enzyme necessary to convert lanosterol to ergosterol. Inhibition of ergosterol results in increased cellular permeability causing leakage of cellular contents. Econazole may also inhibit endogenous respiration, interact with membrane phospholipids, inhibit the transformation of yeasts to mycelial forms, inhibit purine uptake, and impair triglyceride and phospholipid biosynthesis.

Econazole nitrate Upstream-Materialien And Downstream Produkte

1-[2-[(4-Chlorphenyl)methoxy]-2-(2,4-dichlorphenyl)ethyl]-1H-imidazoliumnitrat Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

24169-02-6, Econazole nitrate Verwandte Suche:

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