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Foscarnet, also known as trisodium phosphonoformate, is a phosphonic acid analog of pyrophosphate. It is a broad-spectrum antiviral agent that inhibits the replication of various DNA viruses by interfering with viral DNA polymerase.
Used in Pharmaceutical Industry:
Foscarnet is used as an antiviral agent for the treatment of cytomegalovirus retinitis (CMV retinitis), an inflammation of the retina that can lead to blindness. It is particularly beneficial for AIDS patients who require concurrent antiretroviral therapy but are unable to tolerate ganciclovir due to hematological toxicity.
Additionally, Foscarnet can be used as an alternative to ganciclovir for patients who experience adverse effects or develop resistance to ganciclovir. It is also effective against other herpesviruses, such as herpes simplex virus and varicella-zoster virus, as well as some poxviruses and hepadnaviruses.

4428-95-9

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4428-95-9 Usage

Originator

Foscarnet Sodium,AstraZeneca,USA

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.

Therapeutic Function

Antiviral

Enzyme inhibitor

This pyrophosphate analogue (FWtrisodium salt = 191.95 g/mol; CAS 4428-95- 9), also called foscarnet, exhibits antiherpetic activity. It is a stro+ng inhibitor of viral reverse transcriptases and viral replication as well as Na/phosphate cotransporters. Target (s) : adenylyl cyclase; avian myeloblastosis virus reverse transcriptase; cytomegalovirus DNA polymerase (4-6); DNA- directed DNA polymerase; DNA polymerase b; DNA polymerases, viral; duck hepatitis B virus reverse transcriptase ; Epstein-Barr virus DNA polymerase; equine infectious anemia virus reverse transcriptase; exoribonuclease H; feline immunodeficiency virus reverse transcriptase; geranyl-diphosphate cyclase, or bornyl-diphosphate synthase; guanylyl cyclase; HIV-1 reverse transcriptase; human T-lymphotropic virus type III reverse transcriptase; herpes virus reverse transcriptase ; human hepatitis B virus reverse transcripta+se; Moloney murine leukemia virus reverse transcriptase; Na-dependent phosphate transport (32-38); phosphoenolpyruvate carboxylase; phosphoenolpyruvate mutase; phosphonoacetate hydrolase; phosphonopyruvate hydrolase; ribonuclease H; RNA-directed DNA polymerase; simian immunodeficiency virus reverse transcriptase; and woodchuck hepatitis virus reverse transcriptase.

Check Digit Verification of cas no

The CAS Registry Mumber 4428-95-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,4,2 and 8 respectively; the second part has 2 digits, 9 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 4428-95:
(6*4)+(5*4)+(4*2)+(3*8)+(2*9)+(1*5)=99
99 % 10 = 9
So 4428-95-9 is a valid CAS Registry Number.
InChI:InChI=1/CH3O5P/c2-1(3)7(4,5)6/h(H,2,3)(H2,4,5,6)

4428-95-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name phosphonoformic acid

1.2 Other means of identification

Product number -
Other names Foscarmet

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:4428-95-9 SDS

4428-95-9Relevant academic research and scientific papers

Pharmaceutical formulation

-

, (2008/06/13)

PCT No. PCT/SE96/00123 Sec. 371 Date Mar. 8, 1996 Sec. 102(e) Date Mar. 8, 1996 PCT Filed Feb. 2, 1996 PCT Pub. No. WO96/24359 PCT Pub. Date Aug. 15, 1996The invention relates to a pharmaceutical composition for topical administration comprising a combination of foscarnet and an antiinflammatory glucocorticoid, in admixture with a carrier based on galactolipids and a polar solvent. The pharmaceutical composition can be used in a prophylactic and/or curative treatment of herpesvirus infections in mammals including man. The invention also relates to the use of said pharmaceutical composition in the manufacture of a medicament for said prophylactic or curative treatment.

PHOSPHONOFORMIC ACID ESTERS

-

, (2008/06/13)

A compound of the formula, wherein R1, R2 and R3 are the same or different, and each is selected from the group consisting of hydrogen and phenyl groups of the formula, wherein R4 and R5 are the same or different and each is selected from the group consis

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