Fluconazole

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

What is the Fluconazole?

The molecule Fluconazole presents a molecular formula of C13H12F2N6O and its IUPAC name is 2-(2,4-difluorophenyl)-1,3-bis(1,2,4-triazol-1-yl)propan-2-ol.

Fluconazole is a molecule that is used to treat fungal infections. It is a member of the class of drugs known as azole antifungals. Fluconazole works by inhibiting the growth of fungi by preventing the synthesis of ergosterol, a vital component of the fungal cell membrane..

Fluconazole exists as a tablet, suspension, or infusion. It is typically taken once a day, although it may be taken more frequently for severe infections. Common side effects include nausea, vomiting, and diarrhea. Serious side effects include liver damage, kidney damage, and allergic reactions..

Fluconazole is a relatively new drug and its long-term safety and effectiveness have not been fully established. However, it has been shown to be safe and effective in the treatment of a variety of fungal infections..

3D structure

Cartesian coordinates

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

2D drawing

 

Fluconazole RFHAOTPXVQNOHP-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Fluconazole

 

Molecule descriptors

 
IUPAC name2-(2,4-difluorophenyl)-1,3-bis(1,2,4-triazol-1-yl)propan-2-ol
InChI codeInChI=1S/C13H12F2N6O/c14-10-1-2-11(12(15)3-10)13(22,4-20-8-16-6-18-20)5-21-9-17-7-19-21/h1-3,6-9,22H,4-5H2
InChI KeyRFHAOTPXVQNOHP-UHFFFAOYSA-N
SMILESOC(Cn1cncn1)(Cn1cncn1)c1ccc(F)cc1F

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.

  • .alpha.-(2,4-Difluorophenyl)-.alpha.-(1H-1,2,4-triazol-1-ylmethyl)-1H-1,2,4-triazole-1-ethanol
  • 1,2,4-triazol-1-yl)propan-2-ol
  • 123631-92-5
  • 1H-1,2,4-TRIAZOLE-1-ETHANOL, 1-(2,4-DIFLUOROPHENYL)-1-(1H-1,2,4-TRIAZOL-1-YLMETHYL)-
  • 1H-1,2,4-Triazole-1-ethanol, .alpha.-(2,4-difluorophenyl)-.alpha.-(1H-1,2,4-triazol-1-ylmethyl)-
  • 1H-1,2,4-Triazole-1-ethanol, alpha-(2,4-difluorophenyl)-alpha-(1H-1,2,4-triazol-1-ylmethyl)-
  • 2,4-DIFLUORO-1',1'-BIS(1H-1,2,4-TRIAZOL-1-YLMETHYL)BENZYL ALCOHOL
  • 2,4-Difluoro-alpha,alpha-1-bis(1H-1,2,4-triazol-1-ylmethyl)benzyl alcohol
  • 2,4-Difluoro-alpha,alpha-bis(1H-1,2,4-triazol-1-ylmethyl)benzyl alcohol
  • 2,4-difluoro-,1-bis(1H-1,2,4-triazol-1-ylmethyl)benzyl alcohol
  • 2-(2,4-DIFLUORFENYL)-1,3-BIS(1H-1,2,4-TRIAZOOL-1-YL)PROPAAN-2-OL
  • 2-(2,4-DIFLUOROPHENYL)-1,3-DI(1H-1,2,4-TRIAZOL-1-YL)PROPAN-2-OL
  • 2-(2,4-Difluoro-phenyl)-1,3-bis-[1,2,4]triazol-1-yl-propan-2-ol
  • 2-(2,4-Difluorophenyl)-1,3-bis(1H-1,2,4-triazol-1-yl)-2-propanol
  • 2-(2,4-Difluorophenyl)-1,3-bis(1H-1,2,4-triazol-1-yl)propan-2-ol
  • 2-(2,4-Difluorophenyl)-1,3-di-1H-1,2,4-triazol-1-ylpropan-2-ol
  • 2-(2,4-difluorophenyl)-1,3-bis(1,2,4-triazol-1-yl)-2-propanol
  • 2-(2,4-difluorophenyl)-1,3-bis(1,2,4-triazol-1-yl)propan-2-ol
  • 2-(2,4-difluorophenyl)-1,3-di(1H-
  • 2-[2,4-bis(fluoranyl)phenyl]-1,3-bis(1,2,4-triazol-1-yl)propan-2-ol
  • 386F734
  • 86386-73-4
  • 8VZV102JFY
  • A841625
  • AB00052399-07
  • AB00052399-08
  • AB00052399_09
  • AB00052399_10
  • AC-428
  • AMY23415
  • Alflucoz
  • Alkanazole
  • BAYT-006267
  • BAYT006267
  • BBL005614
  • BCP28522
  • BDBM25817
  • BF164466
  • BIDD:GT0799
  • BSPBio_003504
  • Baten
  • Biocanol
  • Biozolene
  • C07002
  • CCG-39065
  • CCRIS 7211
  • CS-1835
  • Canzol
  • Cryptal
  • D00322
  • DB00196
  • DL-407
  • DRG-0005
  • DSSTox_CID_627
  • DSSTox_GSID_20627
  • DSSTox_RID_75701
  • Diflazon
  • Diflucan
  • Dimycon
  • DivK1c_001030
  • EN300-53634
  • Elazor
  • F0677
  • F2173-0496
  • FLC
  • FLCZ
  • FT-0626437
  • Flucazol
  • Fluconazol
  • Fluconazole
  • Fluconazole & Human recombinant granulocyte colony stimulating factor
  • Fluconazole & MC-510,011
  • Fluconazole & hGCSF
  • Fluconazole (JP17/USP/INN)
  • Fluconazole (f)
  • Fluconazole 2.0 mg/ml in Methanol
  • Fluconazole in combination with MGCD290
  • Fluconazole,(S)
  • Fluconazole- Bio-X
  • Fluconazoli
  • Fluconazolum
  • Flucoral
  • Flucostat
  • Flukezol
  • Flunazol
  • Flunizol
  • Forcan
  • Fuconal
  • Fungata
  • HMS1922O10
  • HMS2090I20
  • HMS2093M21
  • HMS2230O22
  • HMS3259H13
  • HMS3373I19
  • HMS3654P15
  • HMS3715F21
  • HMS3748G19
  • HMS503M21
  • HSDB 7420
  • HY-B0101
  • IDI1_001030
  • KBio1_001030
  • KBio2_002134
  • KBio2_004702
  • KBio2_007270
  • KBio3_003009
  • KBioGR_000360
  • KBioSS_002134
  • KS-1059
  • Loitin
  • MFCD00274549
  • MG-3290 and Fluconazole
  • MGCD290 and Fluconazole
  • MLS001066394
  • MLS001165780
  • MLS001195645
  • MLS001304713
  • MLS001306492
  • MLS006011884
  • Mutum
  • NC00650
  • NCGC00095089-01
  • NCGC00095089-02
  • NCGC00095089-04
  • NCGC00095089-05
  • NCGC00095089-06
  • NCGC00095089-07
  • NCGC00095089-08
  • NCGC00095089-09
  • NCGC00095089-10
  • NCGC00095089-11
  • NCGC00254412-01
  • NCGC00259789-01
  • NINDS_001030
  • NSC 758661
  • NSC-754343
  • NSC-758661
  • NSC754343
  • NSC758661
  • Oxifugol
  • Pharmakon1600-01503975
  • Pritenzol
  • Q-201120
  • Q411478
  • SBI-0051880.P002
  • SMR000471882
  • SPECTRUM1503975
  • SR-01000765440
  • SR-01000765440-2
  • SR-01000765440-4
  • SR-01000765440-8
  • STK619301
  • SW199616-2
  • Syscan
  • Trican
  • Triconal
  • Triflucan
  • UK 49858
  • UK-049858
  • UK-49,858
  • UK-49858
  • UK-49858;UK 49858;UK49858
  • Z235354561
  • Zemyc
  • Zoltec
  • Zonal
  • alpha-(2,4-Difluorophenyl)-alpha-(1H-1,2,4-triazol-1-ylmethyl)-1H-1,2,4-triazole-1-ethanol
  • cid_3365
  • difluconazole
  • fluconazole
  • s1331

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC4009
  • CAS-86386-73-4
  • UNII-8VZV102JFY
  • AKOS000280854
  • BRD-K05977355-001-02-6
  • BRD-K05977355-001-09-1
  • DTXSID3020627
  • CHEMBL106
  • CHEBI:46081
  • Tox21_111419
  • Tox21_202240
  • Tox21_300581
  • Tox21_111419_1
  • SPBio_001613
  • SCHEMBL3151
  • Spectrum_001654
  • Spectrum2_001607
  • Spectrum3_001912
  • Spectrum4_000090
  • Spectrum5_001277

Physico-Chemical properties

IUPAC name2-(2,4-difluorophenyl)-1,3-bis(1,2,4-triazol-1-yl)propan-2-ol
Molecular formulaC13H12F2N6O
Molecular weight306.271
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity70.71
LogP0.7
Topological polar surface area81.7

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.