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Cidofovir

Cidofovir

CAS: 113852-37-2

Molecular Formula: C8H14N3O6P

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Cidofovir - Names and Identifiers

Name Cidofovir
Synonyms Cidovir
CS-1956
(S)-HPMPC
Cidofovir
UNII-768M1V522C
Cidofovir(GS-504)
Cidofovir (Vistide)
Cidofovir anhydrous
Cidofovir (anhydrous)
(S)-1-(3-Hydroxy-2-phosphonomethoxypropyl)cytosine
(S)-1-[3-HYDROXY-2-(PHOSPHONYL-METHOXY)PROPYL]-CYTOSINE
{[2-(4-amino-2-oxopyrimidin-1(2H)-yl)-1-(hydroxymethyl)ethoxy]methyl}phosphonic acid
(S)-(3-(4-amino-2-oxopyrimidin-1(2H)-yl)-1-hydroxypropan-2-yloxy)methylphosphonic acid
(S)-[1-(4-AMino-2-oxo-pyriMidin-1(2H)-yl)-3-hydroxy-propan-2-yl]oxyMethylphosphonic acid
({[(2S)-1-(4-amino-2-oxopyrimidin-1(2H)-yl)-3-hydroxypropan-2-yl]oxy}methyl)phosphonic acid
Phosphonic acid, ((2-(4-amino-2-oxo-1(2H)-pyrimidinyl)-1-(hydroxymethyl)ethoxy)methyl)-, (S)-
({[(S)-1-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3-hydroxypropan-2-yl]oxy}methyl)phosphonic acid
CAS 113852-37-2
EINECS 638-807-0
InChI InChI=1/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)
InChIKey VWFCHDSQECPREK-LURJTMIESA-N

Cidofovir - Physico-chemical Properties

Molecular FormulaC8H14N3O6P
Molar Mass279.19
Density1.76±0.1 g/cm3(Predicted)
Melting Point260° (dec)
Boling Point609.5±65.0 °C(Predicted)
Specific Rotation(α)D20 -97.3° (c = 0.80 in water)
Flash Point322.4°C
Solubility 25°C: DMSO <1 mg/mL; Water <1 mg/mL; Ethanol <1 mg/mL
Vapor Presure2.11E-17mmHg at 25°C
AppearancePowder
pKa2.29±0.10(Predicted)
Storage ConditionKeep in dark place,Sealed in dry,Store in freezer, under -20°C
Refractive Index1.656
MDLMFCD17215968
Physical and Chemical PropertiesBulky white powder, melting point 260 ° C (decomposition). [Α]{D}^ 20-97.3 °(C = 0.80, water). Monohydrate: UV absorption maximum (Ph = 2):279nm (λ13000).
UseAntiviral drugs
In vitro studyCidofovir treatment of cultured cells inhibits human cytomegalovirus (HCMV) infection. Cidofovir inhibits cytomegalovirus (CMV) plaque formation even when added to cells 48 hours after infection, the IC50 values for Davis and AD-169 strains were 0.9 μg/mL and 1.6 μg/mL, respectively. Cidofovir also Inhibits Herpes simplex virus infection. In addition, Cidofovir acts on monkey kidney cells, inhibits HSV-1-induced cell fusion, and also inhibits the expression of HSV-1-specific proteins and the synthesis of viral DNA.
In vivo studyCidofovir, administered subcutaneously to infected guinea pigs at a dose of 5 mg/kg daily for 5 days, significantly reduced viral infectivity in the blood, spleen, lung, and salivary glands. Cidofovir treatment of infected animals significantly reduced lymphocytosis and the average tissue index of the spleen. Cidofovir acts on hairless mice infected intradermally with HSV-1 or HSV-2, suppressing all clinical manifestations (skin lesions, paralysis of hind legs, and death). The most remarkable feature of Cidofovir is that it is administered alone until the 4th day after infection and is also significantly resistant to HSV-1 or HSV-2 infections. Cidofovir acts on C57B16/J mice subcutaneously transplanted with mouse melanoma B16 cells to inhibit the growth of the resulting highly aggressive melanoma.

Cidofovir - Risk and Safety

Hazard SymbolsT - Toxic
Toxic
Risk CodesR25 - Toxic if swallowed
R38 - Irritating to the skin
Safety DescriptionS36 - Wear suitable protective clothing.
S37 - Wear suitable gloves.
S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
UN IDsUN 2811 6.1 / PGIII
WGK Germany3
RTECSSZ6545000

Cidofovir - Nature

Open Data Verified Data

bulky white powder, melting point 260 ° C (decomposition). [a]2(o -97.3. (c = 0.80, water). Monohydrate: UV maximum absorption (pH 2):279nm(e13000).

Last Update:2025-06-10 22:55:16

Cidofovir - Preparation Method

Open Data Verified Data

dissolve 1-(2.3-dihydroxypropyl) cytosine in triethyl phosphate, add CICHz P( O) Cl2 with stirring, stir, then add ether, filter to collect precipitate, it was washed with ether and dried under vacuum. Then dissolved in water, reflux. Neutralization with triethylamine, evaporation of the solvent under vacuum, the resulting material Loh in water, column chromatography with octanoylated silica gel, buffer solution of hydrogen carbonate triethylamine salt as eluent, wash until the salt is completely removed. Then, the buffer solution containing methanol was used as an eluent, and the eluents were combined, and the solvent was distilled off under reduced pressure. Sodium hydroxide solution was added and neutralized with a cation exchange resin. After filtration, the solvent was distilled off. The obtained substance was separated by column chromatography to obtain a product.

Last Update:2025-06-10 22:55:16

Cidofovir - Introduction

Cidofovir inhibits viral replication by selectively inhibiting the synthesis of viral DNA.
Last Update:2022-10-16 17:12:19

Cidofovir - Application

Open Data Verified Data


It was developed in the United States, and was marketed in the United States in 1996. Antiviral drugs.

Last Update:2025-08-19 16:24:40
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