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Idoxuridine (Standard)

CAT: 0804-HY-B0307R-01Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-B0307R-01Size:10 mg
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Description
Idoxuridine (Standard) is the analytical standard of Idoxuridine. This product is intended for research and analytical applications. Idoxuridine (5-Iodo-2′-deoxyuridine, 5-IUdR, IdUrd) is an iodinated thymidine analogue that competitively inhibits phosphorylases. Idoxuridine can inhibit viral activity, particularly viral eye infections, including herpes simplex keratitis, by inhibiting DNA polymerase and affecting viral replication. Idoxuridine against feline herpesvirus has the IC50 value of 4.3 μM[1]. Idoxuridine shows anti-orthopoxvirus activity.
CAS Number
54-42-2
Product Name Alternative
5-Iodo-2′-deoxyuridine (Standard) ; 5-IUdR (Standard) ; IdUrd (Standard)
UNSPSC
12352005
Target
Orthopoxvirus; Phosphatase; Reference Standards
Type
Reference Standards
Related Pathways
Anti-infection; Metabolic Enzyme/Protease; Others
Field of Research
Infection; Cancer
Assay Protocol
https://www.medchemexpress.com/idoxuridine-standard.html
Smiles
O=C(N1)N([C@H]2C[C@H](O)[C@@H](CO)O2)C=C(I)C1=O
Molecular Formula
C9H11IN2O5
Molecular Weight
354.10
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]D E Griswold, et al. Stimulation of hemolysin plaque-forming cells by idoxuridine. Cancer Res. 1975 Jan;35 (1) :88-92.|[3]Mark N Prichard, et al. Orthopoxvirus targets for the development of antiviral therapies. Curr Drug Targets Infect Disord
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Idoxuridine

5-iodo-2'-deoxyuridine is a pyrimidine 2'-deoxyribonucleoside compound having 5-iodouracil as the nucleobase; used as an antiviral agent. It has a role as an antiviral drug and a DNA synthesis inhibitor. It is a pyrimidine 2'-deoxyribonucleoside and an organoiodine compound.

CAS Number54-42-2
PubChem CID5905
IUPAC Name1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodopyrimidine-2,4-dione
Molecular FormulaC9H11IN2O5
Molecular Weight354.10
XLogP-1
Topological Polar Surface Area99.1
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count2
Heavy Atom Count17
Formal Charge0
Complexity386
SMILES
C1[C@@H]([C@H](O[C@H]1N2C=C(C(=O)NC2=O)I)CO)O
InChI
InChI=1S/C9H11IN2O5/c10-4-2-12(9(16)11-8(4)15)7-1-5(14)6(3-13)17-7/h2,5-7,13-14H,1,3H2,(H,11,15,16)/t5-,6+,7+/m0/s1
InChIKey
XQFRJNBWHJMXHO-RRKCRQDMSA-N
Chemical Structure
2D Structure
2D structure of Idoxuridine
CAS: 54-42-2
CID: 5905
Formula: C9H11IN2O5
MW: 354.10
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight354.10
XLogP3-1
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count2
Exact Mass353.97127
Monoisotopic Mass353.97127
Topological Polar Surface Area99.1 Ų
Heavy Atom Count17
Formal Charge0
Complexity386
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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