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

Details

Stereochemistry ABSOLUTE
Molecular Formula C9H11BrN2O6
Molecular Weight 323.097
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 5-BROMOURIDINE

SMILES

OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N2C=C(Br)C(=O)NC2=O

InChI

InChIKey=AGFIRQJZCNVMCW-UAKXSSHOSA-N
InChI=1S/C9H11BrN2O6/c10-3-1-12(9(17)11-7(3)16)8-6(15)5(14)4(2-13)18-8/h1,4-6,8,13-15H,2H2,(H,11,16,17)/t4-,5-,6-,8-/m1/s1

HIDE SMILES / InChI

Molecular Formula C9H11BrN2O6
Molecular Weight 323.097
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Interaction of monoclonal antibodies directed against bromodeoxyuridine with pyrimidine bases, nucleosides, and DNA.
1986 Mar 1
Synthesis and antiviral activity of phosphonoacetic and phosphonoformic acid esters of 5-bromo-2'-deoxyuridine and related pyrimidine nucleosides and acyclonucleosides.
1989 Feb
Analysis of RNA synthesis by cytometry.
2001
Electric field-mediated BrUTP uptake by mouse oocytes, eggs, and embryos.
2001 Feb
Phosphorylation of uridine and cytidine nucleoside analogs by two human uridine-cytidine kinases.
2001 May
Visualization of transcription sites at the electron microscope.
2003
Characterisation of an uridine-specific binding site in rat cerebrocortical homogenates.
2003 Jul
Formation of 3'-O-beta-galactosyl compounds of 5-bromouridine by Sporobolomyces singularis.
2003 Mar
Replication of hepatitis C virus RNA occurs in a membrane-bound replication complex containing nonstructural viral proteins and RNA.
2003 Oct
[Antiviral activity of different drugs in vitro against viruses of bovine infectious rhinotracheitis and bovine diarrhea].
2004 Sep-Oct
Changes in extranucleolar transcription during actinomycin D-induced apoptosis.
2005 Jan
Subcellular localization of protein kinase C delta and epsilon affects transcriptional and post-transcriptional processes in four-cell mouse embryos.
2005 Oct
Very slow turnover of beta-cells in aged adult mice.
2005 Sep
Pns12 protein of Rice dwarf virus is essential for formation of viroplasms and nucleation of viral-assembly complexes.
2006 Feb
Purinergic receptors in human placenta: evidence for functionally active P2X4, P2X7, P2Y2, and P2Y6.
2006 May
[SC35 splicing factor and coilin are colocalized within the "endobodies" in oocytes of the spider Araneus diadematus].
2007
Localization of RNA transcription sites in insect oocytes using microinjections of 5-bromouridine 5'-triphosphate.
2007
Three-dimensional analysis of a viral RNA replication complex reveals a virus-induced mini-organelle.
2007 Sep
NF-Y dependent epigenetic modifications discriminate between proliferating and postmitotic tissue.
2008 Apr 23
Novel derivatives of UDP-glucose: concise synthesis and fluorescent properties.
2008 Aug 21
Hematopoietic stem cells reversibly switch from dormancy to self-renewal during homeostasis and repair.
2008 Dec 12
5-Phenyluridine trihydrate.
2008 Feb
Association of ATRX with pericentric heterochromatin and the Y chromosome of neonatal mouse spermatogonia.
2008 Mar 13
Electron transfer through a stable phenanthrenyl pair in DNA.
2008 Nov 14
Subcellular imaging of RNA distribution and DNA replication in single mammalian cells with SIMS: the localization of heat shock induced RNA in relation to the distribution of intranuclear bound calcium.
2008 Oct
Localization of DNA and RNA in eosinophil secretory granules.
2010
'Broken symmetries' in macromolecular crystallography: phasing from unmerged data.
2010 Apr
DNA-mediated electron transfer in naphthalene-modified oligonucleotides.
2010 Apr 16
Differential effects of nucleotide analogs on scanning-dependent initiation and elongation of mammalian mRNA translation in vitro.
2010 Jun
Protein expression redirects vesicular stomatitis virus RNA synthesis to cytoplasmic inclusions.
2010 Jun 24
Effect of trichostatin A on chromatin remodeling, histone modifications, DNA replication, and transcriptional activity in cloned mouse embryos.
2010 Sep
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:08:59 GMT 2023
Edited
by admin
on Fri Dec 15 15:08:59 GMT 2023
Record UNII
KEY8PG1BRC
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
5-BROMOURIDINE
Systematic Name English
BROMOURIDINE
Systematic Name English
NSC-38296
Code English
URIDINE, 5-BROMO-
Systematic Name English
(-)-5-BROMOURIDINE
Systematic Name English
Code System Code Type Description
FDA UNII
KEY8PG1BRC
Created by admin on Fri Dec 15 15:08:59 GMT 2023 , Edited by admin on Fri Dec 15 15:08:59 GMT 2023
PRIMARY
WIKIPEDIA
5-BROMOURIDINE
Created by admin on Fri Dec 15 15:08:59 GMT 2023 , Edited by admin on Fri Dec 15 15:08:59 GMT 2023
PRIMARY
ECHA (EC/EINECS)
213-486-6
Created by admin on Fri Dec 15 15:08:59 GMT 2023 , Edited by admin on Fri Dec 15 15:08:59 GMT 2023
PRIMARY
EPA CompTox
DTXSID401317210
Created by admin on Fri Dec 15 15:08:59 GMT 2023 , Edited by admin on Fri Dec 15 15:08:59 GMT 2023
PRIMARY
NSC
38296
Created by admin on Fri Dec 15 15:08:59 GMT 2023 , Edited by admin on Fri Dec 15 15:08:59 GMT 2023
PRIMARY
CAS
957-75-5
Created by admin on Fri Dec 15 15:08:59 GMT 2023 , Edited by admin on Fri Dec 15 15:08:59 GMT 2023
PRIMARY
CHEBI
20553
Created by admin on Fri Dec 15 15:08:59 GMT 2023 , Edited by admin on Fri Dec 15 15:08:59 GMT 2023
PRIMARY
PUBCHEM
91494
Created by admin on Fri Dec 15 15:08:59 GMT 2023 , Edited by admin on Fri Dec 15 15:08:59 GMT 2023
PRIMARY
CAS
21597-77-3
Created by admin on Fri Dec 15 15:08:59 GMT 2023 , Edited by admin on Fri Dec 15 15:08:59 GMT 2023
SUPERSEDED