Foscarnet sodium
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Foscarnet sodium
structure -
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CAS No:
63585-09-1
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Formula:
CH3O5P.3Na
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Chemical Name:
Foscarnet sodium
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Synonyms:
Phosphinecarboxylic acid,1,1-dihydroxy-,1-oxide,sodium salt (1:3);Phosphinecarboxylic acid,dihydroxy-,oxide,trisodium salt;Trisodium phosphonoformate;A 29622;Phosphonoformic acid trisodium salt;Foscarnet sodium;PFA;Triapten;EHB 776;Foscavir;Gefin;Trisodium phosphonatoformate;884236-24-2
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Categories:
Active Pharmaceutical Ingredients > Synthetic Anti-infective Drugs
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CAS No:
Description
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.
Trisodium phosphonoformate is 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 require concurrent antiretroviral therapy but are unable to tolerate ganciclovir due to haematological toxicity. It has a role as an antiviral drug. It is an organic sodium salt and a one-carbon compound. It contains a phosphonatoformate.|An antiviral agent used in the treatment of cytomegalovirus retinitis. Foscarnet also shows activity against human herpesviruses and HIV.
Characteristics
103
-0.61620
White or almost white crystalline powder
>250 °C
490.7°C at 760 mmHg
250.6ºC
Store in original container in a cool dark place.
LD50 i.p. in mice: 2000-4000 mmol/kg (Eriksson)
Safety Information
II
UN 2811 6.1/PG 3
3
R36/37/38
S26; S36
Xi
P201, P202, P260, P281, P308+P313, P314, P405, P501
H341
|Warning|H341 (100%): Suspected of causing genetic defects [Warning Germ cell mutagenicity]|P201, P202, P260, P281, P308+P313, P314, P405, and P501|Aggregated GHS information provided by 9 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Drug Information
Agents used in the prophylaxis or therapy of VIRUS DISEASES. Some of the ways they may act include preventing viral replication by inhibiting viral DNA polymerase; binding to specific cell-surface receptors and inhibiting viral penetration or uncoating; inhibiting viral protein synthesis; or blocking late stages of virus assembly. (See all compounds classified as Antiviral Agents.)|Inhibitors of reverse transcriptase (RNA-DIRECTED DNA POLYMERASE), an enzyme that synthesizes DNA on an RNA template. (See all compounds classified as Reverse Transcriptase Inhibitors.)
Foscarnet
Foscarnet sodium Use and Manufacturing
Method 1: In the absence of organic base, phosphorus trichloride and ethanol produce diethyl phosphite; in the presence of organic base, triethyl phosphite is obtained. After the reaction between triethyl phosphite and ethyl chloroformate at 160℃, the fractions of 148~150℃/2.40kPa are collected to obtain triethylphosphonate with a yield of 71%. And diethyl phosphite in anhydrous ether, in the presence of sodium metal, and ethyl chloroformate reaction at room temperature, can also get triethyl phosphonate, yield 80%. 21 parts of triethyl phosphonate were dissolved in 60 parts of water containing 24 parts of 50% sodium hydroxide and refluxed for 2 hours. After cooling overnight, 4.7 parts of sodium phosphonate hexahydrate were filtered, melting point> 250°C. Method 2: Newly prepared sodium cyanide was placed in carbon tetrachloride, and equimolar diethyl phosphite was added dropwise at about 10°C, and then reacted at 35°C for 3 hours. Filtration, concentration and distillation under reduced pressure to obtain diethyl cyanophosphate, yield 72%, boiling point 88~91℃/1.46kPa. It was refluxed with 40% sodium hydroxide for 2h, filtered, and recrystallized with water to obtain sodium foscarnet hexahydrate with a yield of 52% and a melting point of >250°C.
Inhibits viral DNA polymerase and reverse transcriptase. Antiviral.
Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients
Computed Properties
Molecular Weight:191.95
Hydrogen Bond Acceptor Count:5
Exact Mass:191.91764294
Monoisotopic Mass:191.91764294
Topological Polar Surface Area:103
Heavy Atom Count:10
Complexity:103
Covalently-Bonded Unit Count:4
Compound Is Canonicalized:Yes
Drug Function and Efficacy
Unspecified
Registered Holders
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MAITHRI DRUGS PRIVATE LTD
Active
United States
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CHEM WERTH INC
Active
United States
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EMCURE PHARMACEUTICALS LTD
Active
United States
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