Misplaced Pages

Fosfluconazole

Article snapshot taken from Wikipedia with creative commons attribution-sharealike license. Give it a read and then ask your questions in the chat. We can research this topic together.
Chemical compound
This article needs additional citations for verification. Please help improve this article by adding citations to reliable sources. Unsourced material may be challenged and removed.
Find sources: "Fosfluconazole" – news · newspapers · books · scholar · JSTOR (April 2020) (Learn how and when to remove this message)
Pharmaceutical compound
Fosfluconazole
Clinical data
AHFS/Drugs.comInternational Drug Names
Routes of
administration		IV
ATC code
  • none
Legal status
Legal status
  • In general: ℞ (Prescription only)
Identifiers
IUPAC name
  • {oxy}phosphonic acid
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC13H13F2N6O4P
Molar mass386.256 g·mol
3D model (JSmol)
SMILES
  • Fc1ccc(c(F)c1)C(OP(=O)(O)O)(Cn2ncnc2)Cn3ncnc3
InChI
  • InChI=1S/C13H13F2N6O4P/c14-10-1-2-11(12(15)3-10)13(25-26(22,23)24,4-20-8-16-6-18-20)5-21-9-17-7-19-21/h1-3,6-9H,4-5H2,(H2,22,23,24)
  • Key:GHJWNRRCRIGGIO-UHFFFAOYSA-N
  (what is this?)  (verify)

Fosfluconazole (INNTooltip International Nonproprietary Name) is a water-soluble phosphate prodrug of fluconazole — a triazole antifungal drug used in the treatment and prevention of superficial and systemic fungal infections.

The phosphate ester bond is hydrolyzed by the action of a phosphatase — an enzyme that removes a phosphate group from its substrate by hydrolyzing phosphoric acid monoesters into a phosphate ion and a molecule with a free hydroxyl group (dephosphorylation).

References

  1. Bentley A, Butters M, Green SP, Learmonth WJ, MacRae JA, Morland MC, O'Conno G, Skuse J (2002). "The Discovery and Process Development of a Commercial Route to the Water Soluble Prodrug, Fosfluconazole". Organic Process Research & Development. 6 (2): 109–112. doi:10.1021/op010064+. ISSN 1083-6160.
  2. Takahashi D, Nakamura T, Shigematsu R, Matsui M, Araki S, Kubo K, et al. (2009-05-25). "Fosfluconazole for antifungal prophylaxis in very low birth weight infants". International Journal of Pediatrics. 2009 (2009): 274768. doi:10.1155/2009/274768. PMC 2778452. PMID 19946419.
  3. Lee CC, Schrier WH, Nagyvary J (January 1979). "The enzymatic hydrolysis of the phosphate ester bond in some thionucleotides". Biochimica et Biophysica Acta (BBA) - Nucleic Acids and Protein Synthesis. 561 (1): 223–231. doi:10.1016/0005-2787(79)90505-7. PMID 84687.
Antifungals (D01 and J02)
Wall/
membrane
Ergosterol
inhibitors
Azoles (lanosterol 14α-
demethylase inhibitors)
Imidazoles
  • Systemic: ketoconazole
Triazoles
Thiazoles
Polyene antimycotics
(ergosterol binding)
Squalene monooxygenase
inhibitors
Allylamines
Benzylamines
Others
β-glucan synthase
inhibitors
Intracellular
Pyrimidine analogues/
thymidylate synthase inhibitors
Mitotic inhibitors
Aminoacyl tRNA synthetase inhibitors
Others
Stub icon

This antiinfective drug article is a stub. You can help Misplaced Pages by expanding it.

Categories: