Cidofovir

Cidofovir, brand name Vistide, is a topical or injectable antiviral medication primarily used as a treatment for cytomegalovirus (CMV) retinitis (an infection of the retina of the eye) in people with AIDS.

Cidofovir
Clinical data
Trade namesVistide
AHFS/Drugs.comMonograph
Pregnancy
category
  • AU: D
Routes of
administration		Intravenous
ATC code
Legal status
Legal status
  • AU: S4 (Prescription only)
  • CA: ℞-only
  • UK: POM (Prescription only)
  • US: WARNINGRx-only
Pharmacokinetic data
Bioavailabilitycomplete
Protein binding<6%
Elimination half-life2.6 hours (active metabolites: 15–65 hours)
Excretionrenal The above pharmacokinetic parameters are measured for cidofovir used in conjunction with probenecid.
Identifiers
  • ({[(S)-1-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3-hydroxypropan-2-yl]oxy}methyl)phosphonic acid
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
NIAID ChemDB
CompTox Dashboard (EPA)
ECHA InfoCard100.166.433
Chemical and physical data
FormulaC8H14N3O6P
Molar mass279.189 g·mol−1
3D model (JSmol)
Specific rotation-97.3
Melting point260 °C (500 °F)
SMILES
  • O=C1/N=C(\C=C/N1C[C@H](OCP(=O)(O)O)CO)N
  • InChI=1S/C8H14N3O6P/c9-7-1-2-11(8(13)10-7)3-6(4-12)17-5-18(14,15)16/h1-2,6,12H,3-5H2,(H2,9,10,13)(H2,14,15,16)/t6-/m0/s1 Y
  • Key:VWFCHDSQECPREK-LURJTMIESA-N Y
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Cidofovir was approved for medical use in 1996.

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