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: 2026-04-24 14:58:46
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. |
Computed Descriptors for 5-Bromouridine
New Products
2-(2-Ethoxyphenoxy)ethyl bromide 1,3-Dibromo-2,2-dimethoxypropane 8-Bromo-7-(2-butynyl)-3-methyl xanthine 5-Chlorothiophene-2-carboxylic acid 8-Bromo-3-methyl xanthine Maleic hydrazide o-Anisaldehyde 4-Bromobenzaldehyde 3-Fluorobenzaldehyde 2-Chlorobenzaldehyde 3-Amino-3-(3-fluorophenyl)propanoic acid 1-Propyl-4-piperidone 2,3-Dihydro-5,6-dimethoxy-2-(4-piperidinylmethyl)-1H-inden-1-one hydrochloride 3-(4-Bromo-3-methyl-2-oxo-2,3-dihydro-1h-benzo[d]imidazol-1-yl)piperidine-2,6-dione 2-Fluoro-6-iodobenzoic acid 3-Pyridineacrylic acid 1-Boc-4-cyanopiperidine ethyl 2-oxo-2,3,9,10-tetrahydro-1H-pyrido[3',4':4,5]pyrrolo[1,2,3-de]quinoxaline-8(7H)-carboxylate Vardenafil Bis-sulphonamide(Dimer) Nitroso Irbesartan N-Nitroso Nortriptyline Sulfonic acid Impurity 2-(p-Tolyl)acetaldehyde 2,2-dibromo-1-cyclopropyl-2-(2-fluorophenyl)ethan-1-oneRelated products of tetrahydrofuran
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