Basic information Safety Supplier Related
ChemicalBook >  Product Catalog >  Organic Chemistry >  Phosphines >  Phosphonoformic acid trisodium salt hexahydrate

Phosphonoformic acid trisodium salt hexahydrate

Basic information Safety Supplier Related

Phosphonoformic acid trisodium salt hexahydrate Basic information

Product Name:
Phosphonoformic acid trisodium salt hexahydrate
Synonyms:
  • Foscarnet, Phosphonoformic acid hexahydrate trisodium salt
  • Sodium phosphonoformate hexahydrate tribasic
  • trisodium phosphonatoformate hexahydrate
  • trisodium phosphonatomethanoate hexahydrate
  • Foscarnet Sodium (50 mg)
  • 1,1-Dihydroxyphosphinecarboxylic Acid 1-Oxide SodiuM Salt Hydrate
  • A 29622 Hydrate
  • EHB 776 Hydrate
CAS:
34156-56-4
MF:
CH6NaO6P
MW:
168.02
Product Categories:
  • Phosphonic/Phosphinic Acid Salts
  • Bioactive Small Molecules
  • Building Blocks
  • Cell Biology
  • Chemical Synthesis
  • Organic Building Blocks
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Phosphorus Compounds
  • S
Mol File:
34156-56-4.mol
More
Less

Phosphonoformic acid trisodium salt hexahydrate Chemical Properties

storage temp. 
2-8°C
solubility 
H2O: 0.1 g/mL hot, clear, colorless
Water Solubility 
Soluble in water.
InChIKey
ILRVASBWNRYBFD-UHFFFAOYSA-K
CAS DataBase Reference
34156-56-4(CAS DataBase Reference)
More
Less

Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
RTECS 
SY8300000
HS Code 
29319090

MSDS

More
Less

Phosphonoformic acid trisodium salt hexahydrate Usage And Synthesis

Chemical Properties

Phosphonoformic acid trisodium salt hexahydrate is white or almost white, crystalline powder.

Uses

Sodium phosphonoformate hexahydrate acts as an antiviral agent and reverse transcriptase inhibitor. It is also used to inhibit viral DNA polymerase. Further, it is used as a type II Pi transporter inhibitor.

Uses

Foscarnet inhibits viral DNA polymerase and reverse transcriptase. Foscarnet is used as an antiviral.

Definition

ChEBI: The hexahydrate form of trisodium phosphonoformate. It is used as an antiviral agent in the treatment of cytomegalovirus retinitis (CMV retinitis, an inflamation of the retina that can lead to blindness) and as an alternative to ganciclovir for AIDS patien s who require concurrent antiretroviral therapy but are unable to tolerate ganciclovir due to haematological toxicity.

Acquired resistance

Phosphonoformic acid trisodium salt hexahydrate can be generated in vitro, and CMV strains resistant to both ganciclovir and foscarnet have occasionally been recovered from humans.

Pharmaceutical Applications

Phosphonoformic acid trisodium salt hexahydrate is a synthetic non-nucleoside pyrophosphate analog formulated as the trisodium hexahydrate for intravenous use. The solubility in water at pH 7 is only about 5% (w/w).

Pharmacokinetics

Oral absorption: c. 17%
Cmax 60 mg/kg intravenous 8-hourly: 557 μmol/L
Plasma half-life: 3.3–6.8 h
Volume of distribution: 0.52–0.74 L/kg
Plasma protein binding: 14–17%
Absorption and distribution
Oral bioavailability is poor. A wide range of plasma concentrations was noted (75–500 μmol/L) during 3–21 days of continuous intravenous infusion of 0.14–0.19 mg/kg per min. During continuous intravenous therapy the concentrations reached a plateau on day 3. Considerable differences in steady-state plasma concentrations exist between individuals. Drug penetrates the CSF; the mean concentration is about 40–60% of the mean plasma concentration, depending upon dose.
Metabolism and excretion
Elimination appears to be triphasic, with two initially short half-lives of 0.5–1.4 h and 3.3–6.8 h, followed by a long terminal phase of 88 h. About 88% of the cumulative intravenous dose is recovered unchanged in the urine within a week of stopping an infusion, indicating that the drug is not significantly metabolized. Non-renal clearance accounts for 14–18% of total clearance and may relate to uptake into bone. Plasma clearance decreases markedly with decreased renal function and the elimination half-life may be increased by up to 10-fold. Conventional dialysis eliminates about 25% of a dose while high-flux dialysis can remove nearly 60%.

Clinical Use

Treatment of CMV retinitis in patients for whom ganciclovir is contraindicated, inappropriate or ineffective
It is also potentially of value in the treatment of aciclovir-resistant HSV infection.

Side effects

Treatment is more frequently limited by toxicity than with ganciclovir. Renal toxicity is most common. A two- to three-fold increase in serum creatinine levels occurs in 20–60% (mean 45%) of patients given 130–230 mg/kg per day as a continuous intravenous infusion. Renal impairment usually develops within the first few weeks of treatment and is generally reversible within several weeks of discontinuing therapy. Foscarnet chelates metal ions, and serum electrolyte abnormalities – predominantly hypocalcemia, hypomagnesemia, hypokalemia and hypophosphatemia – occur in about 30, 15, 16 and 8% of patients, respectively. Convulsions occur in 10–15%. Other side effects include anemia (25–50%), penile or vulval ulceration (3–9%), nausea and vomiting (20–30%), local irritation and thrombophlebitis at the infusion site, abdominal pain and occasional pancreatitis, headache (c. 25%), dizziness, involuntary muscle contractions, tremor, hypoesthesia, ataxia, neuropathy, anxiety, nervousness, depression and confusion, and skin rash. Nephrogenic diabetes insipidus has been reported.
Foscarnet is contraindicated in pregnancy. Topical application does not result in dermal toxicity similar to that produced by phosphonacetic acid.

Phosphonoformic acid trisodium salt hexahydrate Preparation Products And Raw materials

Preparation Products

Phosphonoformic acid trisodium salt hexahydrateSupplier

J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Email
jkinfo@jkchemical.com
Alfa Aesar
Tel
400-6106006
Email
saleschina@alfa-asia.com
Energy Chemical
Tel
021-021-58432009 400-005-6266
Email
sales8178@energy-chemical.com
Pure Chemistry Scientific Inc.
Tel
001-857-928-2050 or 1-888-588-9418
Email
sales@chemreagents.com
LGM Pharma
Tel
1-(800)-881-8210
Email
inquiries@lgmpharma.com