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Cidofovir (sodium)

CAT: 0804-HY-167911Size: 1 EachDry Ice: NoHazardous: No
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Description
Cidofovir sodium is an acyclic monophosphate nucleotide analogue and CMV inhibitor with antiviral activity. Cidofovir sodium inhibits cytomegalovirus (CMV) replication by selectively inhibiting viral DNA polymerase. Cidofovir sodium induces apoptosis and can be used in studies of AIDS cytomegalovirus retinitis, herpes, and cancer[1][3]. Cidofovir sodium also has anti-orthopoxvirus and anti-variola activities[4].
CAS Number
127749-27-3
Product Name Alternative
GS 0504 (sodium) ; HPMPC (sodium) ; (S) -HPMPC (sodium)
UNSPSC
12352005
Target
Apoptosis; CMV; DNA/RNA Synthesis; Endogenous Metabolite; Orthopoxvirus
Type
Reference compound
Related Pathways
Anti-infection; Apoptosis; Cell Cycle/DNA Damage; Metabolic Enzyme/Protease
Field of Research
Infection; Cancer
Assay Protocol
https://www.medchemexpress.com/cidofovir-sodium.html
Smiles
OC[C@@H](OCP(O[Na])(O[Na])=O)CN1C=CC(N)=NC1=O
Molecular Formula
C8H12N3Na2O6P
Molecular Weight
323.15
References & Citations
[1]David J Maggs, et al. In vitro efficacy of ganciclovir, cidofovir, penciclovir, foscarnet, idoxuridine, and acyclovir against feline herpesvirus type-1. Am J Vet Res. 2004 Apr;65 (4) :399-403.|[2] M Bray, et al. Cidofovir protects mice against lethal aerosol or intranasal cowpox virus challenge. J Infect Dis. 2000 Jan;181 (1) :10-9.|[3]Simona Catalani, et al. Reduced cell viability and apoptosis induction in human thyroid carcinoma and mesothelioma cells exposed to cidofovir. Toxicol In Vitro. 2017 Jun;41:49-55.|[4]Robert O Baker, et al. Potential antiviral therapeutics for smallpox, monkeypox and other orthopoxvirus infections. Antiviral Res. 2003 Jan;57 (1-2) :13-23.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
Phase 4

Chemical Information

Cidofovir Sodium
CAS Number127749-27-3
PubChem CID135406
IUPAC Namedisodium;4-amino-1-[(2S)-3-hydroxy-2-(phosphonatomethoxy)propyl]pyrimidin-2-one
Molecular FormulaC8H12N3Na2O6P
Molecular Weight323.15
Topological Polar Surface Area151
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count5
Heavy Atom Count20
Formal Charge0
Complexity406
SMILES
C1=CN(C(=O)N=C1N)C[C@@H](CO)OCP(=O)([O-])[O-].[Na+].[Na+]
InChI
InChI=1S/C8H14N3O6P.2Na/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);;/q;2*+1/p-2/t6-;;/m0../s1
InChIKey
HKIAHFPOQYDOHP-ILKKLZGPSA-L
Chemical Structure
2D Structure
2D structure of Cidofovir Sodium
CAS: 127749-27-3
CID: 135406
Formula: C8H12N3Na2O6P
MW: 323.15
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight323.15
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count5
Exact Mass323.02591067
Monoisotopic Mass323.02591067
Topological Polar Surface Area151 Ų
Heavy Atom Count20
Formal Charge0
Complexity406
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count3
Compound Is CanonicalizedYes