Econazol

Bezeichnung:Econazol

CAS-Nr27220-47-9

Englisch Name:Econazole

CBNumberCB9447792

SummenformelC18H15Cl3N2O

Molgewicht381.68

MOL-Datei27220-47-9.mol

Synonyma

Econazol

Econazol physikalisch-chemischer Eigenschaften

Schmelzpunkt	86.8°C
Siedepunkt	533.8±50.0 °C(Predicted)
Dichte	1.33±0.1 g/cm3(Predicted)
storage temp.	Sealed in dry,Room Temperature
Löslichkeit	Practically insoluble in water, very soluble in ethanol (96 per cent) and in methylene chloride.
pka	6.68±0.12(Predicted)
Aggregatzustand	Solid
Farbe	White to off-white
Wasserlöslichkeit	0.37g/L(ambient temperature)
CAS Datenbank	27220-47-9(CAS DataBase Reference)
EPA chemische Informationen	Econazole (27220-47-9)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	24/25-36/37/39

Gefahreninformationscode (GHS)

Econazole Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S24/25:Berührung mit den Augen und der Haut vermeiden.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
Chemische Eigenschaften
White or almost white powder
Originator
Pevaryl,Cilag Chemie,France,1976
Verwenden
antineoplastic, anti-estrogen.
Econazole (Spectazole) is a synthetic imidazole. Econazole blocks C-14 demethylation of sterols, interfering with the biosynthesis of ergosterol, which results in disorganization of the fungal plasma cell membrane and increased permeability. It is active against dermatophytes, yeast, P. orbiculare, Aspergillus, Cladosporium, and Sporothrix.
Verwenden
Econazole (cas# 27220-47-9) is a compound useful in organic synthesis.
Indications
Econazole (Spectazole) is a synthetic imidazole. Econazole blocks C-14 demethylation of sterols, interfering with the biosynthesis of ergosterol, which results in disorganization of the fungal plasma cell membrane and increased permeability. It is active against dermatophytes, yeast, P. orbiculare, Aspergillus, Cladosporium, and Sporothrix.
Definition
ChEBI: 1-{2-(4-chlorobenzyloxy)-2-(2,4-dichlorophenyl)ethyl}imidazole is a member of the class of imidazoles that is 1-(2,4-dichlorophenyl)-2-(imidazol-1-yl)ethanol in which the hydroxyl hydrogen is replaced by a 4-chlorobenzyl group. It is an ether, a member of imidazoles, a dichlorobenzene and a member of monochlorobenzenes.
Indications
Topical treatment of mycoses of the skin induced or sustained by fungi such as dermatophytes and yeasts. In addition, econazole is indicated for therapy of vulvovaginal mycoses caused by Candida species and Candida (Torulopsis) glabrata.
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
Antimicrobial activity
Broad-spectrum imidazole antimycotic with activity against almost all species of pathogenic fungi.
Nebenwirkungen
Local irritations such as itching and burning sensations and allergic reactions may occur in rare cases after topical therapy and are mainly due to the galenic formulation.
Synthese
Econazole, 1-[2,4-dichloro-β-[(4-chlorobenzyl)oxy]phenethyl]-imidazole (35.2.8), is an analog of myconazole. It differs in the presence of a single chlorine atom in the benzyl part of the molecule, and it is synthesized in the same manner, except that it uses 4-chlorobenzylchloride in the last stage instead of 2,4-dichlorobenzylbromide.
Solubility in organics
Econazole is soluble in methanol, acetic acid, and PEG 400; less soluble in ethanol, acetone, chloroform, and butanol; and barely soluble in water, ether, cyclohexane, and hexane.

Econazole Upstream-Materialien And Downstream Produkte

Econazol Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

27220-47-9, Econazole Verwandte Suche:

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