(S)-flutrimazole

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

What is the (S)-flutrimazole?

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

S-flutrimazole is a molecule that has shown promise in the treatment of fungal infections. It is a member of the class of drugs known as azoles, which are used to treat a variety of fungal infections. S-flutrimazole is structurally similar to other azoles, such as ketoconazole and clotrimazole..

S-flutrimazole has a number of advantages over other azoles. It is more water soluble than ketoconazole, which makes it easier to absorb from the gut. It also has a longer half-life in the body, which means that it can be taken less frequently..

S-flutrimazole has been shown to be effective in the treatment of a variety of fungal infections, including candidiasis, tinea cruris, and tinea pedis. It has also been shown to be effective in the prevention of fungal infections in immunocompromised patients..

S-flutrimazole is generally well tolerated, with the most common side effects being gastrointestinal upset and headache. Rarely, more serious side effects, such as liver damage, have been reported..

S-flutrimazole is a promising new drug for the treatment of fungal infections. It has a number of advantages over other azoles, and has been shown to be effective in the treatment of a variety of fungal infections..

3D structure

Cartesian coordinates

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

2D drawing

 

(S)-flutrimazole QHMWCHQXCUNUAK-QFIPXVFZSA-N chemical compound 2D structure molecule svg
(S)-flutrimazole

 

Molecule descriptors

 
IUPAC name1-[(S)-(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-/m0/s1
InChI KeyQHMWCHQXCUNUAK-QFIPXVFZSA-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.

  • (S)-flutrimazole
  • 1H-IMIDAZOLE, 1-((2-FLUOROPHENYL)(4-FLUOROPHENYL)PHENYLMETHYL)-, (S)-
  • FLUTRIMAZOLE, (S)-
  • N15800299L
  • Q27284375

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC3872602

Physico-Chemical properties

IUPAC name1-[(S)-(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.