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Sulconazole

Sulconazole structure

CAS No:
61318-90-9
Formula:
C18H15Cl3N2S
Chemical Name:
Sulconazole
Synonyms:
1H-Imidazole,1-[2-[[(4-chlorophenyl)methyl]thio]-2-(2,4-dichlorophenyl)ethyl]-;1H-Imidazole,1-[2-[[(4-chlorophenyl)methyl]thio]-2-(2,4-dichlorophenyl)ethyl]-,(±)-;1-[2-[[(4-Chlorophenyl)methyl]thio]-2-(2,4-dichlorophenyl)ethyl]-1H-imidazole;Sulconazole;(±)-Sulconazole;1-[2-[(4-Chlorophenyl)methylsulfanyl]-2-(2,4-dichlorophenyl)ethyl]imidazole;1-(2-((4-Chlorobenzyl)thio)-2-(2,4-dichlorophenyl)ethyl)-1H-imidazole;59293-81-1;92446-60-1
Categories:
Active Pharmaceutical Ingredients > Synthetic Anti-infective Drugs

Description

ChEBI: A member of the class of imidazoles that is 1-ethyl-1H-imidazole in which one of the hydrogens of the methyl group is replaced by a (4-chlorobenzyl)sulfanediyl group while a second is replaced by a 2,4-dichlorophenyl group.

1-{2-[(4-chlorobenzyl)sulfanyl]-2-(2,4-dichlorophenyl)ethyl}-1H-imidazole is a member of the class of imidazoles that is 1-ethyl-1H-imidazole in which one of the hydrogens of the methyl group is replaced by a (4-chlorobenzyl)sulfanediyl group while a second is replaced by a 2,4-dichlorophenyl group. It is a member of imidazoles, an organic sulfide, a dichlorobenzene and a member of monochlorobenzenes.|Sulconazole, brand name Exelderm, is a broad-spectrum anti-fungal agent available as a topical cream and solution. Sulconazole nitrate, the active ingredient, is an imidazole derivative that inhibits the growth of common pathogenic dermatophytes making it an effective treatment for tinea cruris and tinea corporis infections.

Sulconazole Basic Attributes

Molecular Weight：

397.75

Exact Mass：

397.75

DSSTox ID：

DTXSID8044129

ATC Code：

D01AC09|D - Dermatologicals

HScode：

2933290090

Characteristics

PSA：

43.1

XLogP3：

6.51800

Appearance：

white crystalline or crystalloid powder

Density：

1.34 g/cm3

Boiling Point：

558.2ºC at 760 mmHg

Flash Point：

291.4ºC

Toxicity

Toxicity Summary：

Sulconazole has been shown to be embryotoxic in a study of rats given 125 times the human dose (in mg/kg) and also resulted in prolonged gestation and dystocia. There are no adequate or controlled studies in pregnant women, therefore sulconazole should only be used during pregnancy if potential benefit justifies potential risk to the fetus.

Drug Information

Drug Indication：

Sulconazole solution 1.0% is indicated for the treatment of tinea cruris and tinea corporis caused by Trichophyton rubrum, Trichophyton mentagrophytes, Epidermophyton floccosum, and Microsporum canis; and for the treatment of tinea versicolor. Effectiveness has not been proven in tinea pedis (athlete’s foot).|FDA Label

Pharmacology：

The function of imidazole derivatives can be attributed to their structural resemblance to purines essential to metabolism.

MeSH：

Substances that destroy fungi by suppressing their ability to grow or reproduce. They differ from FUNGICIDES, INDUSTRIAL because they defend against fungi present in human or animal tissues. (See all compounds classified as Antifungal Agents.)

Absorption：

Total sulconazole systemic absorption after topical administration was ~8.71% of the dose.|About 6.70% of the dose was recovered in urine, and 2.01% in feces over a 7 day collection period. Radioactivity could be detected in both urine and feces at 7 days potentially due to a reservoir effect.

MeSH Entry Terms：

1-(beta-(4''-chlorobenzylthio)-2'4'-dichlorophenethyl)imidazole

Sulconazole Use and Manufacturing

Broad-spectrum imidazole antifungal drugs

Computed Properties

Molecular Weight:397.7
XLogP3:6.1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:6
Exact Mass:396.002153
Monoisotopic Mass:396.002153
Topological Polar Surface Area:43.1
Heavy Atom Count:24
Complexity:379
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Tetrahydrofuran

Thionyl chloride

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Sulconazole CAS 61318-90-9 for Scientific Research Chemical Reagents Use only

CAS No.: 61318-90-9

Grade: Pharmaceutical Grade

Content: 99%

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