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5-Bromouridine

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5-Bromouridine Basic information

Product Name:
5-Bromouridine
Synonyms:
  • 1-beta-ribofuranosyl-5-bromo-uracil
  • 5-bromo-uridin
  • 5-Bromouridine,98%
  • 5-Bromouridine, 99+%
  • 5-bromouracil-1-β-d-ribofuranoside
  • 5-Bromo-D-uridine
  • 5-BROMO-URIDINE(5-BRU)
  • 5-BROMOURIDINE (5-BROMOURACIL-1-β-D-RIBOFURANOSIDE: 5-BRU)
CAS:
957-75-5
MF:
C9H11BrN2O6
MW:
323.1
EINECS:
213-486-6
Product Categories:
  • Pyridines, Pyrimidines, Purines and Pteredines
  • Biochemistry
  • Nucleosides and their analogs
  • Nucleosides, Nucleotides & Related Reagents
Mol File:
957-75-5.mol
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5-Bromouridine Chemical Properties

Melting point:
180-182 °C (dec.) (lit.)
alpha 
-11 º (c=2 in H2O)
Density 
1.9322 (rough estimate)
refractive index 
1.6520 (estimate)
storage temp. 
-20°C
solubility 
Water (Sonicated)
form 
Solid
pka
7.73±0.10(Predicted)
color 
Off-White
optical activity
[α]22/D 11°, c = 2 in H2O
Water Solubility 
Insoluble in water.
BRN 
33664
CAS DataBase Reference
957-75-5(CAS DataBase Reference)
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Safety Information

Safety Statements 
22-24/25
WGK Germany 
3
RTECS 
YU7300000
10
HS Code 
29349990

MSDS

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5-Bromouridine Usage And Synthesis

Description

5-Bromouridine is an energy-related metabolite that is a precursor of uridine. 5-Bromouridine binds to the nuclear DNA in cells, where it can act as a transcriptional regulator. 5-Bromouridine is used in the treatment of malignant brain tumors, where it can inhibit tumor growth by binding to the dna of cancer cells and preventing the synthesis of proteins required for cell division.

Chemical Properties

WHITE FINE POWDER

Uses

5-Bromouridine is often incorporated into RNA in order to detect immunocytochemically and analyzed by cytometry. It possesses anti-viral activity and inhibits the activity of viruses such as human immunodeficiency virus.

Uses

5-Bromouridine is a uridine (U829910) derivative and is often incorporated into RNA in order to detect immunocytochemically and analyzed by cytometry.

Definition

ChEBI: A uridine having a bromo substituent at the 5-position.

Purification Methods

Recrystallise it from 96% EtOH. UV max 279nm (log  3.95)in 2O pH 1.9. RF in n -BuOH/AcOH/H2O (4:4:1) is 0.49; in n-BuOH/EtOH/H2O (40:11:9) it is 0.46 and in isoPrOH/25%NH3/H2O (7:1:2) it is 0.53 using Whatman No 1 paper. [Pryst.s & Sorm Collect Czech Chem Commmun 29 2956 1964, Beilstein 31 H 24.]

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