U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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
Interaction of monoclonal antibodies directed against bromodeoxyuridine with pyrimidine bases, nucleosides, and DNA.
1986 Mar 1
Structure-activity relationship of ligands of uracil phosphoribosyltransferase from Toxoplasma gondii.
1994 Aug 17
Synthesis of pyrrolidine C-nucleosides via Heck reaction.
2001 Feb 8
Synthesis of 1-(2-hydroxy-3-methoxypropyl)uracils and their activity against L1210 and macrophage raw 264.7 cells.
2002 Apr-May
Influence of halogenation on the properties of uracil and its noncovalent interactions with alkali metal ions. Threshold collision-induced dissociation and theoretical studies.
2004 Dec 15
Identification of base-specific contacts in protein-DNA complexes by photocrosslinking and mass spectrometry: a case study using the restriction endonuclease SsoII.
2005 Jul
Evaluation of novel one-electron reduction with metal in DNA.
2006
Simple synthesis of novel acyclic (e)-bromovinyl nucleosides as potential antiviral agents.
2006
The DNA N-glycosylase MED1 exhibits preference for halogenated pyrimidines and is involved in the cytotoxicity of 5-iododeoxyuridine.
2006 Aug 1
Functionalization of unprotected uracil derivatives using the halogen-magnesium exchange.
2007 Apr 26
Synthesis of novel 2'-methyl carbovir analogues as potent antiviral agents.
2007 Feb
Redetermination of 5-iodo-uracil.
2008 Jan 4
Herpes simplex virus-1 helicase-primase: roles of each subunit in DNA binding and phosphodiester bond formation.
2009 Nov 3
Patents
Name Type Language
5-IODOURACIL
Systematic 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
NSC-57848
Code English
Classification Tree Code System Code
NCI_THESAURUS C542
Created by admin on Sat Dec 16 08:58:21 GMT 2023 , Edited by admin on Sat Dec 16 08:58:21 GMT 2023
Code System Code Type Description
CAS
696-07-1
Created by admin on Sat Dec 16 08:58:21 GMT 2023 , Edited by admin on Sat Dec 16 08:58:21 GMT 2023
PRIMARY
EPA CompTox
DTXSID3061009
Created by admin on Sat Dec 16 08:58:21 GMT 2023 , Edited by admin on Sat Dec 16 08:58:21 GMT 2023
PRIMARY
ECHA (EC/EINECS)
211-788-2
Created by admin on Sat Dec 16 08:58:21 GMT 2023 , Edited by admin on Sat Dec 16 08:58:21 GMT 2023
PRIMARY
DRUG BANK
DB03554
Created by admin on Sat Dec 16 08:58:21 GMT 2023 , Edited by admin on Sat Dec 16 08:58:21 GMT 2023
PRIMARY
PUBCHEM
69672
Created by admin on Sat Dec 16 08:58:21 GMT 2023 , Edited by admin on Sat Dec 16 08:58:21 GMT 2023
PRIMARY
NSC
57848
Created by admin on Sat Dec 16 08:58:21 GMT 2023 , Edited by admin on Sat Dec 16 08:58:21 GMT 2023
PRIMARY
FDA UNII
H59BRK500M
Created by admin on Sat Dec 16 08:58:21 GMT 2023 , Edited by admin on Sat Dec 16 08:58:21 GMT 2023
PRIMARY
NCI_THESAURUS
C122724
Created by admin on Sat Dec 16 08:58:21 GMT 2023 , Edited by admin on Sat Dec 16 08:58:21 GMT 2023
PRIMARY