(R)-flutrimazole

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

What is the (R)-flutrimazole?

The molecule (R)-flutrimazole presents a molecular formula of C22H16F2N2 and its IUPAC name is 1-[(R)-(2-fluorophenyl)-(4-fluorophenyl)-phenylmethyl]imidazole.

R-flutrimazole is a molecule used as an antifungal drug. It is a member of the class of drugs known as azoles. Azoles are a class of compounds that contain a nitrogen atom in the ring structure. The R-flutrimazole molecule contains a nitrogen atom in the ring structure. The R-flutrimazole molecule is used to treat fungal infections. The R-flutrimazole molecule is used to treat infections of the skin, nails, and hair. The R-flutrimazole molecule is also used to treat vaginal yeast infections..

3D structure

Cartesian coordinates

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

2D drawing

 

(R)-flutrimazole QHMWCHQXCUNUAK-JOCHJYFZSA-N chemical compound 2D structure molecule svg
(R)-flutrimazole

 

Molecule descriptors

 
IUPAC name1-[(R)-(2-fluorophenyl)-(4-fluorophenyl)-phenylmethyl]imidazole
InChI codeInChI=1S/C22H16F2N2/c23-19-12-10-18(11-13-19)22(26-15-14-25-16-26,17-6-2-1-3-7-17)20-8-4-5-9-21(20)24/h1-16H/t22-/m1/s1
InChI KeyQHMWCHQXCUNUAK-JOCHJYFZSA-N
SMILESFc1ccc([C@](c2ccccc2)(c2ccccc2F)n2ccnc2)cc1

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.

  • (R)-flutrimazole
  • 1H-IMIDAZOLE, 1-((2-FLUOROPHENYL)(4-FLUOROPHENYL)PHENYLMETHYL)-, (R)-
  • FLUTRIMAZOLE, (R)-
  • L0M00Y087K
  • Q27282549

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC3799012
  • SCHEMBL154963

Physico-Chemical properties

IUPAC name1-[(R)-(2-fluorophenyl)-(4-fluorophenyl)-phenylmethyl]imidazole
Molecular formulaC22H16F2N2
Molecular weight346.373
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity96.75
LogP5.0
Topological polar surface area17.8

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.