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Substance Name: Fluconazole [USAN:USP:INN:BAN:JAN]
RN: 86386-73-4
UNII: 8VZV102JFY
InChIKey: RFHAOTPXVQNOHP-UHFFFAOYSA-N

Note

  • Triazole antifungal agent that is used to treat oropharyngeal candidiasis and cryptococcal meningitis in AIDS.

Molecular Formula

  • C13-H12-F2-N6-O

Molecular Weight

  • 306.2748
 

Classification Codes

  • 14-alpha Demethylase Inhibitors
  • Anti-Infective Agents
  • Antifungal
  • Antifungal Agents
  • Cytochrome P-450 CYP2C19 Inhibitors
  • Cytochrome P-450 CYP2C9 Inhibitors
  • Cytochrome P-450 Enzyme Inhibitors
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Hormone Antagonists
  • Hormones, Hormone Substitutes, and Hormone Antagonists
  • Human Data
  • Metabolic Side Effects of Drugs and Substances
  • Steroid Synthesis Inhibitors

Names and Synonyms

Name of Substance

  • Fluconazole
  • Fluconazole [USAN:USP:INN:BAN:JAN]

MeSH Heading

  • Fluconazole

Synonyms

  • 2,4-Difluoro-alpha,alpha-bis(1H-1,2,4-triazol-1-ylmethyl)benzyl alcohol
  • 2-(2,4-Difluorophenyl)-1,3-bis(1H-1,2,4-triazol-1-yl)-2-propanol
  • Afungil
  • Alflucoz
  • alpha-(2,4-Difluorophenyl)-alpha-(1H-1,2,4-triazol-1-ylmethyl)-1H-1,2,4-triazole-1-ethanol
  • Baten
  • Biocanol
  • Biozolene
  • Canzol
  • CCRIS 7211
  • Cryptal
  • Diflucan
  • Diflucan in dextrose 5% in plastic container
  • Diflucan in sodium chloride 0.9%
  • Diflucan in sodium chloride 0.9% in plastic container
  • Dimycon
  • DRG-0005
  • Elazor
  • Flucazol
  • Fluconazol
  • Fluconazol [Spanish]
  • Fluconazole
  • Fluconazole in dextrose 5% in plastic container
  • Fluconazole in sodium chloride 0.9%
  • Fluconazole in sodium chloride 0.9% in plastic container
  • Fluconazolum
  • Fluconazolum [Latin]
  • Flucostat
  • Flukezol
  • Flunazol
  • Flunizol
  • Flusol
  • Fluzon [Antifungal]
  • Forcan
  • Fungata
  • HSDB 7420
  • Mutum
  • Oxifugol
  • Pritenzol
  • Syscan
  • Triconal
  • Triflucan
  • UK 49858
  • UK-49,858
  • UNII-8VZV102JFY
  • Zemyc
  • Zoltec
  • Zonal

Systematic Names

  • 1H-1,2,4-Triazole-1-ethanol, alpha-(2,4-difluorophenyl)-alpha-(1H-1,2,4-triazol-1-ylmethyl)-
  • Fluconazole

Registry Numbers

CAS Registry Number

  • 86386-73-4

FDA UNII

  • 8VZV102JFY

Other Registry Number

  • 123631-92-5

System Generated Number

  • 0086386734

Structure Descriptors

InChI

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

InChIKey

RFHAOTPXVQNOHP-UHFFFAOYSA-N

Smiles

c1cc(c(cc1F)F)C(Cn2cncn2)(Cn3cncn3)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous > 100mg/kg (100mg/kg)   Drugs in Japan Vol. -, Pg. 983, 1990.
dog LD50 oral > 300mg/kg (300mg/kg)   Drugs in Japan Vol. -, Pg. 983, 1990.
man TDLo oral 60mg/kg/3W-I (60mg/kg)   Postgraduate Medical Journal. Vol. 67, Pg. 1084, 1991.
man TDLo oral 60mg/kg/3W-I (60mg/kg)   Postgraduate Medical Journal. Vol. 67, Pg. 1084, 1991.
man TDLo oral 1040mg/kg/26W (1040mg/kg) SKIN AND APPENDAGES (SKIN): HAIR: OTHER Annals of Internal Medicine. Vol. 123, Pg. 354, 1995.
mouse LD50 intraperitoneal 1273mg/kg (1273mg/kg)   Drugs in Japan Vol. -, Pg. 983, 1990.
mouse LD50 intravenous > 200mg/kg (200mg/kg)   Drugs in Japan Vol. -, Pg. 983, 1990.
mouse LD50 oral 1408mg/kg (1408mg/kg)   Drugs in Japan Vol. -, Pg. 983, 1990.
mouse LD50 unreported > 1gm/kg (1000mg/kg)   Antimicrobial Agents and Chemotherapy. Vol. 29, Pg. 161, 1986.
rat LD50 intraperitoneal > 941mg/kg (941mg/kg)   Drugs in Japan Vol. -, Pg. 983, 1990.
rat LD50 intravenous > 200mg/kg (200mg/kg)   Drugs in Japan Vol. -, Pg. 983, 1990.
rat LD50 oral 1271mg/kg (1271mg/kg)   Drugs in Japan Vol. -, Pg. 983, 1990.
rat LD50 unreported > 1gm/kg (1000mg/kg)   Antimicrobial Agents and Chemotherapy. Vol. 29, Pg. 161, 1986.
women TDLo multiple routes 426mg/kg/37D- (426mg/kg) CARDIAC: EKG CHANGES NOT DIAGNOSTIC OF ABOVE

CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP
Annals of Internal Medicine. Vol. 131, Pg. 797, 1999.
women TDLo oral 1456mg/kg/26W (1456mg/kg) SKIN AND APPENDAGES (SKIN): HAIR: OTHER Annals of Internal Medicine. Vol. 123, Pg. 354, 1995.