ChemicalBook > CAS DataBase List > 5-Bromouridine

5-Bromouridine

Product Name: 5-Bromouridine
CAS No.: 957-75-5
Chemical Name: 5-Bromouridine
Synonyms: 5-BrU;5-Br-rU;5-Br-Ur;5-Br-Uridine;850187-250MG;5-bromo-uridin;5-BROMOURIDINE;5'-BROMOURIDINE;5-Bromo-D-uridine;Uridine, 5-bromo-
CBNumber: CB1683763
Molecular Formula: C9H11BrN2O6
Formula Weight: 323.1
MOL File: 957-75-5.mol

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5-Bromouridine Property

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

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

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H225Highly Flammable liquid and vapour

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P403+P235Store in a well-ventilated place. Keep cool.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 850187
Product name: 5-Bromouridine
Purity: 98%
Packaging: 250mg
Price: $44.13
Updated: 2025/07/31

Sigma-Aldrich

Product number: 850187
Product name: 5-Bromouridine
Purity: 98%
Packaging: 1g
Price: $108.67
Updated: 2025/07/31

TCI Chemical

Product number: B0666
Product name: 5-Bromouridine
Purity: >99.0%(HPLC)
Packaging: 1g
Price: $85
Updated: 2025/07/31

TCI Chemical

Product number: B0666
Product name: 5-Bromouridine
Purity: >99.0%(HPLC)
Packaging: 100mg
Price: $24
Updated: 2025/07/31

Cayman Chemical

Product number: 30457
Product name: 5-Bromouridine
Packaging: 500mg
Price: $44
Updated: 2024/03/01

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5-Bromouridine Chemical Properties,Usage,Production

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.

Synthesis

58-96-8

957-75-5

General method: 1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione (5, 0.103 g, 0.4 mmol) was dissolved in aqueous acetonitrile (H2O:CH3CN = 1:9, 5 mL) under stirring conditions. Subsequently, NaN3 (0.104 g, 1.6 mmol) was added and SMBI (0.101 g, 0.44 mmol) was added at room temperature. The reaction mixture was stirred continuously and the progress of the reaction was monitored by thin layer chromatography (TLC). After 1.5 h of reaction, the reaction mixture was filtered, concentrated under reduced pressure and co-evaporated with acetonitrile (2 × 2 mL) to remove residual water. The crude product was purified by column chromatography (eluent: 4%-6% methanol in dichloromethane, v/v) to afford the pure 5-bromouridine (6, 0.117 g, 93%) as a white solid.

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.]

References

[1] Canadian Journal of Chemistry, 1994, vol. 72, # 9, p. 2005 - 2010
[2] Synthesis, 2009, # 23, p. 3957 - 3962
[3] Journal of Organic Chemistry, 1990, vol. 55, # 16, p. 4928 - 4933
[4] Organic and Biomolecular Chemistry, 2008, vol. 6, # 16, p. 2884 - 2891
[5] Nucleosides, Nucleotides and Nucleic Acids, 2009, vol. 28, # 9, p. 821 - 834

5-Bromouridine Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 5-Bromouridine manufacturers

Shenzhen Nexcon Pharmatechs Ltd.

Product: 5-Bromouridine 957-75-5
Price: US $0.00-0.00/G
Min. Order: 1G
Purity: 98%
Supply Ability: 2000
Release date: 2025-06-03

WUHAN FORTUNA CHEMICAL CO., LTD

Product: 5-Bromouridine 957-75-5
Price: US $0.00/KG
Min. Order: 1KG
Purity: 99.0%
Supply Ability: 500kg/month
Release date: 2021-07-28

Hebei Chuanghai Biotechnology Co., Ltd

Product: 5-Bromouridine 957-75-5
Price: US $10.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 10 mt
Release date: 2024-11-14

957-75-5, 5-BromouridineRelated Search:

Uridine 5-Bromo-2-chloropyrimidine Floxuridine 5-Bromouracil 5-Bromopyrimidine Ribavirin 5-Fluorocytidine 1-beta-D-Arabinofuranosyluracil Uracil Doxifluridine Cytidine PROTOVERATRINE B 2'-DEOXY-5-BROMOURIDINE 5-bromouridine-5'-monophosphate 2'-DEOXY-2'-BROMO-URIDINE 5-bromouridine 2',3',5'-Triacetate,2',3',5'-Triacetyl-5-bromouridine 5-BROMOURIDINE 5'-TRIPHOSPHATE SODIUM SALT 2'-O-METHYL-5-BROMO-U CEP

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)

5-BROMOURIDINE extrapure

5-Bromouracil-1-β-D-ribofuranoside, 5-Bromouridine

5-Bromo-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione

5-BrU

5-broMo-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxyMethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyriMidine-2,4-dione

5-broMo-1-[(2S,3S,4R,5S)-3,4-dihydroxy-5-(hydroxyMethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyriMidine-2,4-dione

5-Br-rU

5-BroMo-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxyMethyl)tetrahydrofuran-2-yl)pyriMidine-2,4(1H,3H)-dione

5-Bromo-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)-tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3

5-Br-Uridine

5-BROMOURACIL-1-BETA-D-RIBOFURANOSIDE

(-)-5-BROMOURIDINE

5'-BROMOURIDINE

5-BROMOURIDINE

5-Bromo-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)-tetrahydrofuran-2-yl)pyrimidine-2,4(1

5-Br-Ur

5-Bromouridine &gt

Uridine, 5-bromo-

5-Bromouridine USP/EP/BP

(?)-5-Bromouridine

850187-250MG

957-75-5

C9H11BrN2O6

C9H11N2O6Br

Specialty Synthesis

Oligonucleotide Synthesis

Nucleosides

Pyridines, Pyrimidines, Purines and Pteredines

Biochemistry

Nucleosides and their analogs

Nucleosides, Nucleotides & Related Reagents