Skip to Content
Merck
All Photos(1)

Key Documents

SML1595

Sigma-Aldrich

Luliconazole

≥98% (HPLC)

Synonym(s):

(αE)-α-[(4R)-4-(2,4-Dichlorophenyl)-1,3-dithiolan-2-ylidene]-1H-imidazole-1-acetonitrile, NND 502, [R-(E)]-α-[4-(2,4-Dichlorophenyl)-1,3-dithiolan-2-ylidene]-1H-imidazole-1-acetonitrile

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C14H9Cl2N3S2
CAS Number:
Molecular Weight:
354.28
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

−20°C

SMILES string

N#C/C(N1C=NC=C1)=C2SC[C@@H](C3=C(Cl)C=C(Cl)C=C3)S/2

InChI

1S/C14H9Cl2N3S2/c15-9-1-2-10(11(16)5-9)13-7-20-14(21-13)12(6-17)19-4-3-18-8-19/h1-5,8,13H,7H2/b14-12+/t13-/m0/s1

InChI key

YTAOBBFIOAEMLL-REQDGWNSSA-N

General description

Luliconazole also called LLCZ, {(−)-(E)-[(4R)-4-(2,4-dichlorophenyl)-1,3-dithiolan-2-ylidene](1H-imidazol-1-yl) acetonitrile} is optically active compound. It is used as a topical medicine for treating dermatophytosis and dermatitis. It is a potential antifungal against Candida and other fungal infections of skin, groin and feet.

Biochem/physiol Actions

Luliconazole is an imidazole antifungal. Its mechanism of action involves inhibition of ergosterol biosynthesis by inhibition of sterol 14α-demethylase.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

In vitro antifungal activities of luliconazole, a new topical imidazole
Koga H, et al.
Medical Mycology, 47(6), 640-647 (2009)
Short-term therapy with luliconazole, a novel topical antifungal imidazole, in guinea pig models of tinea corporis and tinea pedis
Koga H, et al.
Antimicrobial Agents and Chemotherapy, AAC-05255 (2012)
A critical appraisal of once-daily topical luliconazole for the treatment of superficial fungal infections
Gupta AK and Daigle D
Infection and Drug Resistance, 9(6), 1-6 (2016)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service