5-Bromouridine

Synonym(s):5-Bromouracil-1-β-D-ribofuranoside

CAS NO.：957-75-5
Empirical Formula: C9H11BrN2O6
Molecular Weight: 323.1
MDL number: MFCD00006528
EINECS: 213-486-6
SAFETY DATA SHEET (SDS)
Update Date: 2025-09-03 19:45:19

What is 5-Bromouridine?

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

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The Uses of 5-Bromouridine

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

The Uses of 5-Bromouridine

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.

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.]

Properties of 5-Bromouridine

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)

Safety information for 5-Bromouridine

Signal word	Danger
Pictogram(s)	Flame Flammables GHS02
GHS Hazard Statements	H225:Flammable liquids
Precautionary Statement Codes	P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P403+P235:Store in a well-ventilated place. Keep cool.