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Luliconazole

Luliconazole 구조식 이미지
카스 번호:
187164-19-8
상품명:
Luliconazole
동의어(영문):
C13478;NND 502;Lulicon;Luliconazole;NND 502; LULICON;Luliconazole fandachem;Luliconazole USP/EP/BP;(R)-Luliconazole E-isomer;Luliconazole (This product is only available in Japan.);4-(2,4-Dichlorophenyl)-1,3-dithiolan-2-ylidene-1-imidazolylacetonitrile
CBNumber:
CB01120404
분자식:
C14H9Cl2N3S2
포뮬러 무게:
354.27
MOL 파일:
187164-19-8.mol

Luliconazole 속성

녹는점
152 °C
끓는 점
499.1±55.0 °C(Predicted)
밀도
1.52±0.1 g/cm3(Predicted)
저장 조건
Sealed in dry,Store in freezer, under -20°C
산도 계수 (pKa)
3.76±0.10(Predicted)
CAS 데이터베이스
187164-19-8

안전

Luliconazole C화학적 특성, 용도, 생산

개요

Luliconazole is a member of the imidazole class of antifungal agents, with specific utility as a dermatological antimycotic drug. It was launched in Japan as a topical agent for the treatment of athlete’s foot. Luliconazole is an optically active drug with (R)-configuration at its chiral center. It is structurally related to lanoconazole, which has been marketed as a racemic mixture since 1994. As with other azole antifungal drugs, the mechanism of action of luliconazole is the inhibition of sterol 14-a-demethylase, and subsequently, inhibition of ergosterol biosynthesis. The in vivo activity of luliconazole against dermatophytes has been evaluated in the guinea pig model of tinea pedis. In this study, a 1% topical solution of luliconazole, administered once daily for seven days, achieved complete mycologic cure. Additionally, there were no occurrences of relapse for up to 16 weeks after the treatment. No data is currently available on the clinical efficacy of luliconazole. The chemical synthesis of luliconazole involves the condensation of 1-(cyanomethyl)imidazole with carbon disulfide to produce a dithioate intermediate, and subsequent alkylation with either the mesylate derivative of (S′)-1-(2,4-dichlorophenyl)-2-bromoethanol or the bis-mesylate derivative of (S′)-1-(2,4-dichlorophenyl)ethane-1,2-diol. .

Originator

Nihon Nohyaku (Japan)

상표명

Lulicon

Chemical Synthesis

Synthesis of luliconazole started with diol 77, prepared according to literature procedure in 98%ee which was activated by converting to dimesylate 78 in 99% yield and coupled to dipotassium enolate 80, prepared in situ by reacting cyano methylimidazole 79 with carbon disulfide, to give luliconazole (XI), 99% ee in 48% yield.

Luliconazole 준비 용품 및 원자재

원자재

준비 용품


Luliconazole 공급 업체

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