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Details

Stereochemistry ACHIRAL
Molecular Formula C4H3IN2O2
Molecular Weight 237.9833
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 5-IODOURACIL

SMILES

IC1=CNC(=O)NC1=O

InChI

InChIKey=KSNXJLQDQOIRIP-UHFFFAOYSA-N
InChI=1S/C4H3IN2O2/c5-2-1-6-4(9)7-3(2)8/h1H,(H2,6,7,8,9)

HIDE SMILES / InChI

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: CHEMBL2311222
Target ID: CHEMBL2311221
PubMed

PubMed

TitleDatePubMed
Synthesis and properties of triplex-forming oligonucleotides containing 2'-O-(2-methoxyethyl)-5-(3-aminoprop-1-ynyl)-uridine.
2010-09-01
Herpes simplex virus-1 helicase-primase: roles of each subunit in DNA binding and phosphodiester bond formation.
2009-11-03
Structures of native human thymidine phosphorylase and in complex with 5-iodouracil.
2009-09-04
Synthesis of N-substituted 5-iodouracils as antimicrobial and anticancer agents.
2009-07-27
[Myocardial single photon emission tomography imaging of reporter gene expression in rabbits].
2009-06
Aluminium(III), chromium(III) and iron(III) complexes with 5-iodouracil and 5-iodouracil-histidine and their antitumour activity.
2009-02
Redetermination of 5-iodo-uracil.
2008-01-04
A simple crosslinking method, CLAMP, to map the sites of RNA-contacting domains within a protein.
2008
N-1 regioselective Michael-type addition of 5-substituted uracils to (2-hydroxyethyl) acrylate.
2007-11-08
Functionalization of unprotected uracil derivatives using the halogen-magnesium exchange.
2007-04-26
Synthesis of novel 2'-methyl carbovir analogues as potent antiviral agents.
2007-02
Synthesis of new, base-modified PNA monomers.
2007
The DNA N-glycosylase MED1 exhibits preference for halogenated pyrimidines and is involved in the cytotoxicity of 5-iododeoxyuridine.
2006-08-01
Evaluation of novel one-electron reduction with metal in DNA.
2006
Simple synthesis of novel acyclic (e)-bromovinyl nucleosides as potential antiviral agents.
2006
Identification of base-specific contacts in protein-DNA complexes by photocrosslinking and mass spectrometry: a case study using the restriction endonuclease SsoII.
2005-07
Influence of halogenation on the properties of uracil and its noncovalent interactions with alkali metal ions. Threshold collision-induced dissociation and theoretical studies.
2004-12-15
Highly efficient photochemical 2'-deoxyribonolactone formation at the diagonal loop of a 5-iodouracil-containing antiparallel G-quartet.
2004-05-26
Anti-cowpox virus activities of certain adenosine analogs, arabinofuranosyl nucleosides, and 2'-fluoro-arabinofuranosyl nucleosides.
2004
Nucleobase modified peptide nucleic acid.
2003-10-21
Acyclic nucleoside analogues as novel inhibitors of human mitochondrial thymidine kinase.
2002-09-12
Synthesis of 1-(2-hydroxy-3-methoxypropyl)uracils and their activity against L1210 and macrophage raw 264.7 cells.
2002-08-17
Crystal structure of the productive ternary complex of dihydropyrimidine dehydrogenase with NADPH and 5-iodouracil. Implications for mechanism of inhibition and electron transfer.
2002-04-12
Photoreactivity of 5-iodouracil-containing DNA-Sso7d complex in solution: the protein-induced DNA kink causes intrastrand hydrogen abstraction from the 5-methyl of thymine at the 5' side.
2002-03-13
Mass spectrometric analysis of a UV-cross-linked protein-DNA complex: tryptophans 54 and 88 of E. coli SSB cross-link to DNA.
2001-10
N(1)-C(5')-linked dimer hydrates of 5-substituted uracils produced by anodic oxidation in aqueous solution.
2001-04-06
Synthesis of pyrrolidine C-nucleosides via Heck reaction.
2001-02-08
Structure-activity relationship of ligands of uracil phosphoribosyltransferase from Toxoplasma gondii.
1994-08-17
Interaction of monoclonal antibodies directed against bromodeoxyuridine with pyrimidine bases, nucleosides, and DNA.
1986-03-01
Patents
Name Type Language
5-IODOURACIL
Systematic Name English
NSC-57848
Preferred Name English
5-IODO-URACIL
Systematic Name English
2,4(1H,3H)-PYRIMIDINEDIONE, 5-IODO-
Systematic Name English
URACIL, 5-IODO-
Systematic Name English
5-IODO-2,4-DIHYDROXYPYRIMIDINE
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C542
Created by admin on Mon Mar 31 22:24:43 GMT 2025 , Edited by admin on Mon Mar 31 22:24:43 GMT 2025
Code System Code Type Description
CAS
696-07-1
Created by admin on Mon Mar 31 22:24:43 GMT 2025 , Edited by admin on Mon Mar 31 22:24:43 GMT 2025
PRIMARY
EPA CompTox
DTXSID3061009
Created by admin on Mon Mar 31 22:24:43 GMT 2025 , Edited by admin on Mon Mar 31 22:24:43 GMT 2025
PRIMARY
ECHA (EC/EINECS)
211-788-2
Created by admin on Mon Mar 31 22:24:43 GMT 2025 , Edited by admin on Mon Mar 31 22:24:43 GMT 2025
PRIMARY
DRUG BANK
DB03554
Created by admin on Mon Mar 31 22:24:43 GMT 2025 , Edited by admin on Mon Mar 31 22:24:43 GMT 2025
PRIMARY
PUBCHEM
69672
Created by admin on Mon Mar 31 22:24:43 GMT 2025 , Edited by admin on Mon Mar 31 22:24:43 GMT 2025
PRIMARY
NSC
57848
Created by admin on Mon Mar 31 22:24:43 GMT 2025 , Edited by admin on Mon Mar 31 22:24:43 GMT 2025
PRIMARY
FDA UNII
H59BRK500M
Created by admin on Mon Mar 31 22:24:43 GMT 2025 , Edited by admin on Mon Mar 31 22:24:43 GMT 2025
PRIMARY
NCI_THESAURUS
C122724
Created by admin on Mon Mar 31 22:24:43 GMT 2025 , Edited by admin on Mon Mar 31 22:24:43 GMT 2025
PRIMARY