Butoconazole

Names

[ Name ]:
Butoconazole

[Synonym ]:
BUTONAZOLE
1-{4-(4-Chlorophenyl)-2-[(2,6-dichlorophenyl)sulfanyl]butyl}-1H-imidazole
1-[2-(2,6-dichlorophenylthio)-4-(4-chlorophenyl)-n-butyl]imidazole
Butoconazole
1-[4-(4-chloro-phenyl)-2-(2,6-dichloro-phenylsulfanyl)-butyl]-1H-imidazole
1H-Imidazole, 1-[4-(4-chlorophenyl)-2-[(2,6-dichlorophenyl)thio]butyl]-
Butooonazole
(+/-)-1-[4-(4-chlorophenyl)-2[(2,6-dichlorophenyl)thio]butyl]-1H-imidazole
1-[4-(4-Chlorophenyl)-2-(2,6-dichlorophenyl)sulfanyl-butyl]imidazole
1-[2-(2,6-dichlorophenylthio)-4-(4-chlorophenyl)butyl]imidazole
1-[2-[(2,6-Dichlorophenyl)thio]-4-(4-chlorophenyl)butyl]-1H-imidazole
(±)-1-[4-(4-Chlorophenyl)-2-[(2,6-dichlorophenyl)thio]butyl]-1H-imidazole
Gynomyk
MFCD00865616
exelgyn

Biological Activity

[Description]:

Butoconazole, an imidazole antifungal agent, is active against Candida spp. and effective against vaginal infections due to Candida albicans. Butoconazole is presumed to function as other imidazole derivatives via inhibition of steroid synthesis[1][2].

[Related Catalog]:

Research Areas >> Infection

Signaling Pathways >> Anti-infection >> Fungal

[In Vitro]

Imidazoles generally inhibit the conversion of lanosterol to ergosterol, resulting in a change in fungal cell membrane lipid composition. This structural change alters cell permeability and, ultimately, results in the osmotic disruption or growth inhibition of the fungal cell[1].

[References]

[1]. Anik ST, et al. Extreme vertexes design in formulation development: solubility of butoconazole nitrate in a multicomponent system. J Pharm Sci. 1981;70(8):897-900.

[2]. Pharmacology refers to the chemical makeup and behavior of GYNAZOLE 1 (butoconazole nitrate cream).

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
566.9±50.0 °C at 760 mmHg

[ Melting Point ]:
68-70.5ºC

[ Molecular Formula ]:
C₁₉H₁₇Cl₃N₂S

[ Molecular Weight ]:
411.776

[ Flash Point ]:
296.7±30.1 °C

[ Exact Mass ]:
410.017792

[ PSA ]:
43.12000

[ LogP ]:
6.88

[ Vapour Pressure ]:
0.0±1.5 mmHg at 25°C

[ Index of Refraction ]:
1.634

[ Storage condition ]:
-20℃

Safety Information

[ Hazard Codes ]:
C

[ Risk Phrases ]:
R14:Reacts violently with water. R34:Causes burns. R40:Limited evidence of a carcinogenic effect. R42/43:May cause sensitization by inhalation and skin contact .

[ Safety Phrases ]:
S22-S26-S36/37/39-S45

[ RIDADR ]:
UN 3260 8/PG 2

[ WGK Germany ]:
3

[ Packaging Group ]:
II

[ Hazard Class ]:
8

[ HS Code ]:
2933290090

Customs

[ HS Code ]: 2933290090

[ Summary ]:
2933290090. other compounds containing an unfused imidazole ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Effects of terconazole and other azole antifungal agents on the sterol and carbohydrate composition of Candida albicans.

Diagn. Microbiol. Infect. Dis. 13(1) , 31-5, (1990)

The effects of terconazole, a triazole antifungal, on the sterol and carbohydrate composition of Candida albicans was compared with that of three imidazoles: clotrimazole, miconazole, and butoconazole...

Effect of butoconazole nitrate cream and wax insert on the barrier property of contraceptive devices.

Am. J. Obstet. Gynecol. 158(4) , 1011-3, (1988)

A new method was developed to assess the quality of the barrier property of several types of commonly used contraceptive devices (diaphragm, cervical cap, and condom). Our data showed that butoconazol...

Patient acceptance of prefilled disposable vaginal applicator.

Am. J. Obstet. Gynecol. 158(4) , 1006-8, (1988)

Patient acceptance of a new, compact, prefilled disposable vaginal applicator was tested in an open study in which 2% butoconazole cream was used for the treatment of vulvovaginal candidiasis. Twenty ...