FLUTRIMAZOLE

Names

[ CAS No. ]:
119006-77-8

[ Name ]:
FLUTRIMAZOLE

[Synonym ]:
Flutrimazolum
1-[(2-Fluorophenyl)(4-fluorophenyl)phenylmethyl]-1H-Imidazol
Flutrimazole (INN)
FLUTRIMAZOLE
1-((2-fluorophenyl)(4-fluorophenyl)phenylmethyl)-1H-imidazole
Micetal
Flutrimazolum [INN-Latin]
Flutrimazol [INN-Spanish]
1-[(2-fluorophenyl)-(4-fluorophenyl)-phenylmethyl]imidazole
MFCD00865591
Flutrimazol
1-[(2-Fluorophenyl)(4-fluorophenyl)phenylmethyl]-1H-imidazole
1-[o-Fluoro-a-(p-fluorophenyl)-a-phenylbenzyl]imidazole
1H-Imidazole, 1-[(2-fluorophenyl)(4-fluorophenyl)phenylmethyl]-
UR-4056

Biological Activity

[Description]:

Flutrimazole is an imidazole antifungal with dual anti-inflammatory and antifungal activity. Flutrimazole shows scarce transdermal penetration. Flutrimazole has the advantageous in the research of topical fungal infections with an inflammatory component[1].

[Related Catalog]:

Research Areas >> Infection

Signaling Pathways >> Anti-infection >> Fungal

[References]

[1]. Merlos M, et al. Topical anti-inflammatory properties of flutrimazole, a new imidazole antifungal agent. Inflamm Res. 1996;45(1):20-25.

[2]. Ramis J, et al. Influence of formulation on the in vitro transdermal penetration of flutrimazole. Arzneimittelforschung. 1997;47(10):1139-1144.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
457.1±40.0 °C at 760 mmHg

[ Melting Point ]:
161-166ºC

[ Molecular Formula ]:
C₂₂H₁₆F₂N₂

[ Molecular Weight ]:
346.373

[ Flash Point ]:
230.3±27.3 °C

[ Exact Mass ]:
346.128143

[ PSA ]:
17.82000

[ LogP ]:
4.95

[ Vapour Pressure ]:
0.0±1.1 mmHg at 25°C

[ Index of Refraction ]:
1.590

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: NI6259450

CHEMICAL NAME :: 1H-Imidazole, 1-((2-fluorophenyl)(4-fluorophenyl)phenylmethyl)-

CAS REGISTRY NUMBER :: 119006-77-8

LAST UPDATED :: 199612

DATA ITEMS CITED :: 4

MOLECULAR FORMULA :: C22-H16-F2-N2

MOLECULAR WEIGHT :: 346.40

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 808 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Behavioral - tremor Lungs, Thorax, or Respiration - respiratory depression

REFERENCE :: ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 42,841,1992

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1079 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Behavioral - tremor Lungs, Thorax, or Respiration - respiratory depression

REFERENCE :: ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 42,841,1992

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >1 gm/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Behavioral - tremor Lungs, Thorax, or Respiration - respiratory depression

REFERENCE :: ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 42,841,1992

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >2 gm/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Behavioral - tremor Lungs, Thorax, or Respiration - respiratory depression

REFERENCE :: ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 42,841,1992

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

Double-blind randomized dose-finding study in acute vulvovaginal candidosis. Comparison of flutrimazole site-release cream (1, 2 and 4%) with placebo site-release vaginal cream.

Mycoses 43(9-10) , 355-65, (2000)

A double-blind randomized comparative phase II study of flutrimazole site-release vaginal cream (1, 2 and 4%) with placebo site-release vaginal cream was undertaken in patients with acute vulvovaginal...

Efficacy of flutrimazole 1% powder in the treatment of tinea pedis.

Mycoses 46(3-4) , 126-31, (2003)

The aim of the study was to compare the efficacy and tolerability of flutrimazole 1% powder vs. bifonazole 1% powder in treating tinea pedis. A multicentre, double blind, randomized, parallel and comp...

Study to compare the efficacy and safety of fluconazole cream with flutrimazole cream in the treatment of superficial mycosis: a multicentre, randomised, double-blind, phase III trial.

Mycoses 53(6) , 522-9, (2010)

Fluconazole, which is a drug of the azole family, is safely used in systemic treatment of oral and intravenous injection, but it is difficult to use fluconazole as a topical application because of its...