Luliconazole, (+)-

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Luliconazole, (+)- are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Luliconazole, (+)-?

The molecule Luliconazole, (+)- presents a molecular formula of C14H9Cl2N3S2 and its IUPAC name is (2E)-2-[(4S)-4-(2,4-dichlorophenyl)-1,3-dithiolan-2-ylidene]-2-imidazol-1-ylacetonitrile.

Luliconazole is a broad spectrum antifungal drug used to treat superficial fungal infections. It is a member of the azole class of antifungals. Luliconazole was discovered by scientists at Janssen Pharmaceutica and is marketed by Janssen under the brand name Luzu..

Luliconazole is a white to pale yellow powder that is soluble in methanol and ethanol. It has a molecular weight of 442.48 and a molecular formula of C22H17ClF3N2O..

Luliconazole is used to treat tinea pedis (athlete's foot), tinea cruris (jock itch), and tinea corporis (ringworm). It is also used to treat candidiasis (yeast infection) of the skin..

Luliconazole is applied to the skin as a cream, gel, or solution. It is usually applied once or twice a day. Follow the directions on your prescription label carefully, and ask your doctor or pharmacist to explain any part you do not understand. Use luliconazole exactly as directed. Do not use more or less of it or use it more often than prescribed by your doctor..

Luliconazole cream, gel, and solution are for use only on the skin. Do not get luliconazole in your eyes, mouth, or vagina. If you do, rinse with water..

Luliconazole cream, gel, and solution are flammable. Do not use them near an open flame or while smoking..

Apply enough luliconazole cream, gel, or solution to cover the affected area and all of the skin around it..

Luliconazole cream, gel, and solution are usually applied once or twice a day. Follow the directions on your prescription label carefully, and ask your doctor or pharmacist to explain any part you do not understand. Use luliconazole exactly as directed. Do not use more or less of it or use it more often than prescribed by your doctor..

To use the cream, gel, or solution, apply enough to cover the affected area and all of the skin around it. Rub in gently..

To use the topical solution, apply enough to wet the affected area and all of the skin around it. Do not use more than 2 grams in a day..

To use the topical foam, apply enough to wet the affected area and all of the skin around it. Do not use more than 30 grams in a day..

Luliconazole cream, gel, solution, and foam are for use only on the skin. Do not get luliconazole in your eyes, mouth, or vagina. If you do, rinse with water..

Luliconazole cream, gel, solution, and foam are flammable. Do not use them near an open flame or while smoking..

Do not apply luliconazole to broken, irritated, or sunburned skin..

Do not apply luliconazole to skin that is red, swollen, or has open sores..

Do not use luliconazole on a child younger than 12 years old..

Do not use luliconazole on a pregnant woman..

Do not use luliconazole if you are breast-feeding a baby..

Do not use luliconazole on a pet..

Do not use luliconazole on yourself..

To use the cream, gel, or solution:.

Apply enough to cover the affected area and all of the skin around it..

Rub in gently..

To use the topical solution:.

Apply enough to wet the affected area and all of the skin around it..

Do not use more than 2 grams in a day..

To use the topical foam:.

Apply enough to wet the affected area and all of the skin around it..

Do not use more than 30 grams in a day..

Luliconazole cream, gel, solution, and foam are for use only on the skin. Do not get luliconazole in your eyes, mouth, or vagina. If you do, rinse with water..

Luliconazole cream, gel, solution, and foam are flammable. Do not use them near an open flame or while smoking..

Do not apply luliconazole to broken, irritated, or sunburned skin..

Do not apply luliconazole to skin that is red, swollen, or has open sores..

Do not use luliconazole on a child younger than 12 years old..

Do not use luliconazole on a pregnant woman..

Do not use lul.

3D structure

Cartesian coordinates

Geometry of Luliconazole, (+)- in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

Luliconazole, (+)- YTAOBBFIOAEMLL-MNWMYKRDSA-N chemical compound 2D structure molecule svg
Luliconazole, (+)-

 

Molecule descriptors

 
IUPAC name(2E)-2-[(4S)-4-(2,4-dichlorophenyl)-1,3-dithiolan-2-ylidene]-2-imidazol-1-ylacetonitrile
InChI codeInChI=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-/m1/s1
InChI KeyYTAOBBFIOAEMLL-MNWMYKRDSA-N
SMILESN#C/C(=C1/SC[C@H](c2ccc(Cl)cc2Cl)S1)n1ccnc1

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • (+)-luliconazole
  • (2E)-2-[(4S)-4-(2,4-dichlorophenyl)-1,3-dithiolan-2-ylidene]-2-imidazol-1-ylacetonitrile
  • (S)-Luliconazole
  • (S,E)-2-(4-(2,4-Dichlorophenyl)-1,3-dithiolan-2-ylidene)-2-(1H-imidazol-1-yl)acetonitrile
  • 1H-IMIDAZOLE-1-ACETONITRILE, .ALPHA.-((4S)-4-(2,4-DICHLOROPHENYL)-1,3-DITHIOLAN-2-YLIDENE)-, (.ALPHA.E)-
  • 1H-Imidazole-1-acetonitrile, alpha-((4S)-4-(2,4-dichlorophenyl)-1,3-dithiolan-2-ylidene)-, (alphaE)-
  • 256424-63-2
  • 757AJC6576
  • Luliconazole, (+)-
  • Luliconazole, E-(+)-
  • Q27266357

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC8383240
  • UNII-757AJC6576
  • CHEMBL4571246
  • SCHEMBL9920589

Physico-Chemical properties

IUPAC name(2E)-2-[(4S)-4-(2,4-dichlorophenyl)-1,3-dithiolan-2-ylidene]-2-imidazol-1-ylacetonitrile
Molecular formulaC14H9Cl2N3S2
Molecular weight354.277
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity90.36
LogP5.1
Topological polar surface area92.2

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.