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Foscarnet sodium

CAS No.
63585-09-1
Chemical Name:
Foscarnet sodium
Synonyms
FOSCARNET;Foscavir;Triapten;a29622;Foscanet sodium;foscarnet sodim;SODIUM FOSCARNET;FOSCARNET SODIUM;Phenytion Sodium;Foscarnet (sodium salt)
CBNumber:
CB5667480
Molecular Formula:
CNa3O5P
Molecular Weight:
191.95
MDL Number:
MFCD00013973
MOL File:
63585-09-1.mol
MSDS File:
SDS
Last updated:2023-06-30 18:06:54

Foscarnet sodium Properties

Melting point >250°
storage temp. Inert atmosphere,Room Temperature
Water Solubility ≥ 24.9mg/mL in water
CAS DataBase Reference 63585-09-1(CAS DataBase Reference)
NCI Dictionary of Cancer Terms foscarnet sodium; Foscavir
FDA UNII 8C5OQ81LWT
ATC code J05AD01

Pharmacokinetic data

Protein binding 14-17%
Excreted unchanged in urine 85%
Volume of distribution 0.4-0.6(L/kg)
Biological half-life 2-4 / >100

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H319
Precautionary statements  P305+P351+P338
Toxicity LD50 i.p. in mice: 2000-4000 mmol/kg (Eriksson)

Foscarnet sodium price More Price(15)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 20774 Foscarnet (sodium salt) ≥98% 63585-09-1 500mg $59 2021-12-16 Buy
Cayman Chemical 20774 Foscarnet (sodium salt) ≥98% 63585-09-1 250mg $33 2021-12-16 Buy
Cayman Chemical 20774 Foscarnet (sodium salt) ≥98% 63585-09-1 1g $92 2021-12-16 Buy
Cayman Chemical 20774 Foscarnet (sodium salt) ≥98% 63585-09-1 5g $363 2021-12-16 Buy
TRC F727403 Foscarnet Sodium 63585-09-1 1g $175 2021-12-16 Buy
Product number Packaging Price Buy
20774 500mg $59 Buy
20774 250mg $33 Buy
20774 1g $92 Buy
20774 5g $363 Buy
F727403 1g $175 Buy

Foscarnet sodium Chemical Properties,Uses,Production

Description

Foscamet sodium is a new, injectable antiviral agent useful in the treatment of severe cytomegalovirus retinitis in immunodepressed patients. Foscarnet sodium acts by inhibiting viral-specific DNA polymerases; its side-effects include decreased hemoglobin levels and acute tubular necrosis.

Originator

Astra (Sweden)

Uses

Inhibits viral DNA polymerase and reverse transcriptase.
Foscarnet is the only antiviral approved by the FDA for the treatment of acyclovir-resistant HSV infections, a growing problem in the AIDS population. Foscarnet does not require HSV-encoded thymidine kinase. Foscarnet therapy reduces the healing time, pain, and viral shedding. It is administered intravenously, 40 mg/kg every 8 to 12 hours within 7 to 10 days in patients suspected of having acyclovir-resistant herpes simplex infection. Foscarnet is administered for 10 days. Associated side effects include azotemia secondary to nephrotoxicity, hyperphosphatemia, hypocalcemia, anemia, nausea, vomiting, and genital ulceration. Patients may eventually develop resistant strains. Preliminary trials indicate that topical 1%foscarnet cream may have some benefit for the treatment of acyclovir-resistant mucocutaneous HSV infection in patients with AIDS.

Definition

ChEBI: The trisodium salt of phosphonoformic acid. 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 patients who r quire concurrent antiretroviral therapy but are unable to tolerate ganciclovir due to haematological toxicity.

Manufacturing Process

423 g (4.77 mol) of sodium hydroxide is added to 400 ml of water. The solution is heated to about 50°C and 167 g (0.795 mol) of triethyl phosphonoformate is added. The reaction mixture is then heated to about 90°C and ethanol formed is distilled off. After about 1 hour at 90-95°C the reaction mixture is cooled to about 20°C and the product is filtered off. The yield of trisodium phosphonoformate hexahydrate wet is 248 g.
The wet substance is recrystallized in 570 ml of water by heating to 423 g (4.77 mol) of sodium hydroxide liquid conc. is added to 400 ml of water. The solution is heated to about 50°C and 167 g (0.795 mol) of triethyl phosphonoformate is added at this temperature. The reaction mixture is then heated to about 90°C and ethanol formed is distilled off. After about 1 hour at 90-95°C the reaction mixture is cooled to about 20°C and the product is filtered off. The yield of trisodium phosphonoformate hexahydrate wet is 248 g.
The wet substance is recrystallized in 570 ml of water by heating to 90°C in order to obtain a clear solution and then cooling to about 20°C. After filtration and washing with 50 ml of water at 18-22°C 187 g (74% of theoretical yield) of trisodium phosphonoformate hexahydrate is obtained. This substance contains about 2% free water, which can be eliminated by drying.

brand name

Foscavir (AstraZeneca).

Therapeutic Function

Antiviral

General Description

pyrophosphateanalog that inhibits replication in herpesviruses(CMV, HSV, and VSV) and retroviruses (HIV).Foscarnet(Foscavir) is taken up slowly by the cells and does not undergosignificant intracellular metabolism. Foscarnet is a reversible,noncompetitive inhibitor at the pyrophosphatebindingsite of the viral DNA polymerase and RT. Theultimate effect is inhibition of the cleavage of pyrophosphatefrom deoxynucleotide triphosphates and a cessation ofthe incorporation of nucleoside triphosphates into DNA(with the concomitant release of pyrophosphate).Becausethe inhibition is noncompetitive with respect to nucleosidetriphosphate binding, foscarnet can act synergistically withnucleoside triphosphate antimetabolites (e.g., zidovudineand didanosine triphosphates) in the inhibition of viral DNAsynthesis. Foscarnet does not require bioactivation by viralor cellular enzymes and, hence, can be effective against resistantviral strains that are deficient in virally encoded nucleosidekinases.
Foscarnet is a second-line drug for the treatment of retinitiscaused by CMV in patients with AIDS. The drug causesmetabolic abnormalities including increases or decreases inblood Ca2 levels. Nephrotoxicity is common, and this sideeffect precludes the use of foscarnet in other infections causedby herpesvirus or as single-agent therapy for HIV infection.Foscarnet is an excellent ligand for metal ion binding,which undoubtedly contributes to the electrolyte imbalancesobserved with the use of the drug.Hypocalcemia, hypomagnesemia,hypokalemia, and hypophosphatemia and hyperphosphatemiaare observed in patients treated with foscarnet.Side effects such as paresthesias, tetani, seizures, and cardiacarrhythmias may result.

Clinical Use

Foscarnet sodium was approved by the U.S. FDA for the treatment of CMV retinitis in patients with AIDS. In combination with ganciclovir, the results have been promising, even in progressive disease with ganciclovir-resistant strains. Foscarnet sodium also is effective in the treatment of mucocutaneous diseases caused by acyclovir-resistant strains of HSV and VZV in patients with AIDS. Foscarnet sodium is administered IV at 60 mg/kg three times a day for initial therapy and at 90 to 120 mg/kg daily for maintenance therapy. The plasma-half life is 3 to 6 hours. Foscarnet sodium penetrates into the CSF and the eye. The drug is neurotoxic, and common adverse effects include phlebitis, anemia, nausea, vomiting, and seizures. Foscarnet sodium carries the risk of severe hypocalcemia, especially with concurrent use of IV pentamidine. Foscarnet sodium used with zidovudine (ZDV) has an additive effect against CMV and acts synergistically against HIV.

Drug interactions

Potentially hazardous interactions with other drugs
Ciclosporin: may cause acute renal failure in combination.
Pentamidine: increased risk of hypocalcaemia with parenteral pentamidine

Metabolism

There is no metabolic conversion of foscarnet and it is eliminated by the kidneys as unchanged drug mainly through glomerular filtration, with some active tubular secretion.

Global( 226)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Mojin Biotechnology Co., Ltd
+86-13288715578 +86-13231137666 sales@hbmojin.com China 12409 58
Shanghai Yingrui Biopharma Co., Ltd.
+86-21-33585366 - 03@ sales03@shyrchem.com CHINA 738 60
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29919 58
SHANDONG ZHI SHANG CHEMICAL CO.LTD
+86 18953170293 sales@sdzschem.com China 2931 58
Hubei Jusheng Technology Co.,Ltd.
18871490254 linda@hubeijusheng.com CHINA 28180 58
Hebei Guanlang Biotechnology Co., Ltd.
+86-19930503282 alice@crovellbio.com China 8823 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 47464 58
Shaanxi Dideu Medichem Co. Ltd
18192627656 1012@dideu.com China 3911 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
Hefei TNJ Chemical Industry Co.,Ltd.
0551-65418671 sales@tnjchem.com China 34572 58

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View Lastest Price from Foscarnet sodium manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Foscarnet sodium pictures 2023-07-01 Foscarnet sodium
63585-09-1
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
Foscarnet sodium pictures 2021-11-26 Foscarnet sodium
63585-09-1
US $50.00 / KG 100g 99.99% 5ton/Month Qiuxian Baitai New Material Co., LTD
Foscarnet sodium pictures 2021-09-29 Foscarnet sodium
63585-09-1
US $0.00-0.00 / Kg/Drum 1KG 99%min 500KGS WUHAN FORTUNA CHEMICAL CO., LTD
  • Foscarnet sodium pictures
  • Foscarnet sodium
    63585-09-1
  • US $50.00 / KG
  • 99.99%
  • Qiuxian Baitai New Material Co., LTD
  • Foscarnet sodium pictures
  • Foscarnet sodium
    63585-09-1
  • US $0.00-0.00 / Kg/Drum
  • 99%min
  • WUHAN FORTUNA CHEMICAL CO., LTD

Foscarnet sodium Spectrum

Foscarnet sodium Trisodium phosphonoformate a29622 FOSCARNET SODIUM FOSCARNET TRISODIUM SALT dihydroxyphosphinecarboxylicacidoxidetrisodiumsalt phosphinecarboxylicacid,dihydroxy-,oxide,trisodiumsalt phosphonoformic acid trisodium salt SODIUM FOSCARNET trisodium carboxyphosphate trisodium phosphonoformate Foscanet sodium Phenytion Sodium (Sodiooxycarbonyl)phosphonic acid disodium salt Sodiooxycarbonylphosphonic acid disodium salt foscarnet sodim Foscarnet & Foscarnet Sodium Phosphinecarboxylic acid, 1,1-dihydroxy-, 1-oxide, sodium salt (1:3) Sodiumphosphonatoformate trisodium dioxidophosphinecarboxylate oxide trisodium phosphonato carbonate Foscarnet (sodium salt) Foscarnet sodium USP/EP/BP Foscavir Triapten FOSCARNET risodiumphosphonoformate 63585-09-1 63858-09-1 CO5PNa3 CNa3O5P6H2O CH3O5P3Na CNa3O5P Aliphatics Phosphorylating and Phosphitylating Agents Antiviral Miscellaneous Natural Products API Foscarnet 63585-09-1