61318-90-9 Usage
Description
Sulconazole, also known as Exelderm, is a synthetic, sulfur-substituted imidazole antifungal agent. It is structurally related to other imidazole antifungals such as ketoconazole, econazole, and miconazole. Sulconazole works by inhibiting 14-α-demethylase, leading to decreased ergosterol synthesis, increased cell membrane permeability, and ultimately cell death. It is effective against most dermatophytes, yeast, and P. orbiculare, as well as some aerobic and anaerobic gram-positive bacteria. Additionally, it acts as a mild inducer of cytochrome P-450 microsomal enzymes CYP1A1 and CYP2B1, which could potentially induce the metabolism of other drugs.
Uses
Used in Pharmaceutical Industry:
Sulconazole is used as an antifungal agent for the treatment of various fungal infections, particularly those affecting the skin. Its broad-spectrum activity against dermatophytes, yeast, and some bacteria makes it a versatile option for managing skin conditions caused by fungal overgrowth.
Used in Drug Metabolism Research:
Sulconazole's ability to induce the cytochrome P-450 microsomal enzymes CYP1A1 and CYP2B1 makes it a valuable tool in drug metabolism research. It can be used to study the effects of enzyme induction on drug metabolism and to evaluate the potential for drug-drug interactions involving these enzymes.
Indications
Sulconazole (Exelderm) is a synthetic, sulfur-substituted imidazole that is
structurally related to the other imidazole antifungals (ketoconazole, econazole,
and miconazole). It is postulated to inhibit 14-α-demethylase for
decreased ergosterol synthesis, increased cell membrane permeability, and
resultant cell death. It is active against most dermatophytes, yeast, and
P. orbiculare. It also displays activity against some aerobic and anaerobic
gram-positive bacteria. Sulconazole is a mild inducer of the cytochrome P-450
microsomal enzymes CYP1A1 and CYP2B1 and could theoretically induce
the metabolism of other drugs.
Synthesis
Sulconazole, 1-[2,4-dichloro-β-[(4-chlorobenzyl)thio]phenethyl]-imidazole
(35.2.9), is an analog of exonazole. It differs in the replacement of the etheral oxygen
bridge (which connects the 4-chlorobenzyl part of the molecule with phenethylimidazole)
for a thioether bond. The corresponding changes in the synthesis of this drug are the
replacement of the hydroxyl group in 1-(2,4-dichlorophenyl)-2-(1-imidazolyl)-ethanol
(35.2.6) with a chlorine atom using thionyl chloride, followed by a reaction of the resulting chloride with 4-chlorobenzylmercaptane to make sulconazole.
Check Digit Verification of cas no
The CAS Registry Mumber 61318-90-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,1,3,1 and 8 respectively; the second part has 2 digits, 9 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 61318-90:
(7*6)+(6*1)+(5*3)+(4*1)+(3*8)+(2*9)+(1*0)=109
109 % 10 = 9
So 61318-90-9 is a valid CAS Registry Number.
InChI:InChI=1/C18H15Cl3N2S.HNO3/c19-14-3-1-13(2-4-14)11-24-18(10-23-8-7-22-12-23)16-6-5-15(20)9-17(16)21;2-1(3)4/h1-9,12,18H,10-11H2;(H,2,3,4)
61318-90-9Relevant articles and documents
1-Phenethylimidazoles
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, (2008/06/13)
Novel 1-phenethylimidazoles substituted at the position β to the imidazole ring by an optionally substituted hydrocarbyl ester, thioester, or dithioester are useful as antimicrobial agents and as intermediates in the preparation of novel 1-phenethylimidazoles substituted at the position β to the imidazole with a mercapto. Both the former and latter compounds are useful as intermediates in the preparation of certain 1-[β-(R-thio)phenethyl] imidazoles.
