CAS 187164-19-8|Luliconazole

Introduction：Basic information about CAS 187164-19-8|Luliconazole, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Luliconazole BiologicalActivity
3. Chemical & Physical Properties
4. Safety Information
5. Synonyms

Common Name	Luliconazole
CAS Number	187164-19-8	Molecular Weight	354.277
Density	1.5±0.1 g/cm3	Boiling Point	499.1±55.0 °C at 760 mmHg
Molecular Formula	C₁₄H₉Cl₂N₃S₂	Melting Point	/
MSDS	/	Flash Point	255.6±31.5 °C

Names

Name	(2E)-2-[(4R)-4-(2,4-dichlorophenyl)-1,3-dithiolan-2-ylidene]-2-imidazol-1-ylacetonitrile
Synonym	More Synonyms

Luliconazole BiologicalActivity

Description	Luliconazole(NND 502) is an azole antifungal indicated for the topical treatment of interdigital tinea pedis.IC50 Value: Target: AntifungalLuliconazole is an antifungal that belongs to the azole class. Although the exact mechanism of action against dermatophytes is unknown, luliconazole appears to inhibit ergosterol synthesis by inhibiting the enzyme lanosterol demethylase. Inhibition of this enzyme’s activity by azoles results in decreased amounts of ergosterol, a constituent of fungal cell membranes, and a corresponding accumulation of lanosterol. In a fertility study in rats, subcutaneous doses of 1, 5 and 25 mg/kg/day luliconazole were administered prior to and during mating and through early pregnancy. Treatment related effects on reproductive function were noted in females (decreased live embryos and decreased corpus luteum) at 5 and 25 mg/kg/day and males (decreased sperm counts) at 25 mg/kg/day. No treatment related effects on fertility or reproductive function were noted at 1 mg/kg/day (0.1X MRHD based on BSA comparisons).
Related Catalog	Signaling Pathways >>Anti-infection >>FungalResearch Areas >>Infection
References	[1]. In vitro antifungal activities of luliconazole, a new topical imidazole By Koga, Hiroyasu; Nanjoh, Yasuko; Makimura, Koichi; Tsuboi, Ryoji From Medical Mycology (2009), 47(6), 640-647. [2]. Koga H, Nanjoh Y, Kaneda H, Yamaguchi H, Tsuboi R. Short-term therapy with luliconazole, a novel topical antifungal imidazole, in guinea pig models of tinea corporis and tinea pedis. Antimicrob Agents Chemother. 2012 Jun;56(6):3138-43. [3]. Ghannoum MA, Long L, Kim HG, Cirino AJ, Miller AR, Mallefet P. Efficacy of terbinafine compared to lanoconazole and luliconazole in the topical treatment of dermatophytosis in a guinea pig model. Med Mycol. 2010 May;48(3):491-7. [4]. Koga H, Nanjoh Y, Makimura K, Tsuboi R. In vitro antifungal activities of luliconazole, a new topical imidazole. Med Mycol. 2009;47(6):640-7. [5]. Tanaka T, Satoh T, Yokozeki H. Allergic contact dermatitis from luliconazole: implication of the dithioacetal structure. Acta Derm Venereol. 2007;87(3):271-2.

Description

Luliconazole(NND 502) is an azole antifungal indicated for the topical treatment of interdigital tinea pedis.IC50 Value: Target: AntifungalLuliconazole is an antifungal that belongs to the azole class. Although the exact mechanism of action against dermatophytes is unknown, luliconazole appears to inhibit ergosterol synthesis by inhibiting the enzyme lanosterol demethylase. Inhibition of this enzyme’s activity by azoles results in decreased amounts of ergosterol, a constituent of fungal cell membranes, and a corresponding accumulation of lanosterol. In a fertility study in rats, subcutaneous doses of 1, 5 and 25 mg/kg/day luliconazole were administered prior to and during mating and through early pregnancy. Treatment related effects on reproductive function were noted in females (decreased live embryos and decreased corpus luteum) at 5 and 25 mg/kg/day and males (decreased sperm counts) at 25 mg/kg/day. No treatment related effects on fertility or reproductive function were noted at 1 mg/kg/day (0.1X MRHD based on BSA comparisons).

Related Catalog

Signaling Pathways >>Anti-infection >>FungalResearch Areas >>Infection

References

[1]. In vitro antifungal activities of luliconazole, a new topical imidazole By Koga, Hiroyasu; Nanjoh, Yasuko; Makimura, Koichi; Tsuboi, Ryoji From Medical Mycology (2009), 47(6), 640-647.

[2]. Koga H, Nanjoh Y, Kaneda H, Yamaguchi H, Tsuboi R. Short-term therapy with luliconazole, a novel topical antifungal imidazole, in guinea pig models of tinea corporis and tinea pedis. Antimicrob Agents Chemother. 2012 Jun;56(6):3138-43.

[3]. Ghannoum MA, Long L, Kim HG, Cirino AJ, Miller AR, Mallefet P. Efficacy of terbinafine compared to lanoconazole and luliconazole in the topical treatment of dermatophytosis in a guinea pig model. Med Mycol. 2010 May;48(3):491-7.

[4]. Koga H, Nanjoh Y, Makimura K, Tsuboi R. In vitro antifungal activities of luliconazole, a new topical imidazole. Med Mycol. 2009;47(6):640-7.

[5]. Tanaka T, Satoh T, Yokozeki H. Allergic contact dermatitis from luliconazole: implication of the dithioacetal structure. Acta Derm Venereol. 2007;87(3):271-2.

Chemical & Physical Properties

Density	1.5±0.1 g/cm3
Boiling Point	499.1±55.0 °C at 760 mmHg
Molecular Formula	C₁₄H₉Cl₂N₃S₂
Molecular Weight	354.277
Flash Point	255.6±31.5 °C
Exact Mass	352.961487
PSA	92.21000
LogP	3.98
Vapour Pressure	0.0±1.3 mmHg at 25°C
Index of Refraction	1.734
InChIKey	YTAOBBFIOAEMLL-REQDGWNSSA-N
SMILES	N#CC(=C1SCC(c2ccc(Cl)cc2Cl)S1)n1ccnc1
Storage condition	-20°C

Safety Information

Hazard Codes	Xi

Synonyms

Luzu

(2E)-[(4R)-4-(2,4-Dichlorophenyl)-1,3-dithiolan-2-ylidene](1H-imidazol-1-yl)acetonitrile

(-)-(E)-((4R)-4-(2,4-Dichlorophenyl)-1,3-dithiolan-2-ylidene)(1H-imidazol-1-yl)acetonitrile

NND-502

Luliconazole

PR-2699

1H-Imidazole-1-acetonitrile, α-[(4R)-4-(2,4-dichlorophenyl)-1,3-dithiolan-2-ylidene]-, (αE)-

Lulicon

Recommended......