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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
Molecular Weight:
323.1
MDL Number:
MFCD00006528
MOL File:
957-75-5.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-27 23:44:00
Product description Number Pack Size Price
5-Bromouridine 98% 850187 250mg $49.7
5-Bromouridine 98% 850187 1g $123
5-Bromouridine >99.0%(HPLC) B0666 1g $70
5-Bromouridine >99.0%(HPLC) B0666 100mg $18
5-Bromouridine ≥98% 30457 500mg $49
More product size

5-Bromouridine 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
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
InChIKey AGFIRQJZCNVMCW-UAKXSSHOSA-N
SMILES OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N2C=C(Br)C(=O)NC2=O
CAS DataBase Reference 957-75-5(CAS DataBase Reference)
FDA UNII KEY8PG1BRC
UNSPSC Code 12352204
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Flame (GHS02)
GHS02
Signal word  Danger
Hazard statements  H225
Precautionary statements  P210-P403+P235
PPE Eyeshields, Gloves, type N95 (US)
Safety Statements  22-24/25
WGK Germany  3
RTECS  YU7300000
10
HS Code  29349990
Storage Class 11 - Combustible Solids
NFPA 704
1
0 0

5-Bromouridine price More Price(84)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 850187 5-Bromouridine 98% 957-75-5 250mg $49.7 2026-04-30 Buy
Sigma-Aldrich 850187 5-Bromouridine 98% 957-75-5 1g $123 2026-04-30 Buy
TCI Chemical B0666 5-Bromouridine >99.0%(HPLC) 957-75-5 1g $70 2026-04-30 Buy
TCI Chemical B0666 5-Bromouridine >99.0%(HPLC) 957-75-5 100mg $18 2026-04-30 Buy
Cayman Chemical 30457 5-Bromouridine ≥98% 957-75-5 500mg $49 2026-04-30 Buy
Product number Packaging Price Buy
850187 250mg $49.7 Buy
850187 1g $123 Buy
B0666 1g $70 Buy
B0666 100mg $18 Buy
30457 500mg $49 Buy

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

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.

Definition

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

Synthesis

Uridine

58-96-8

5-Bromouridine

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

118-00-3
957-75-5
Synthesis of 5-Bromouridine from Guanosine
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View Lastest Price from 5-Bromouridine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
5-Bromouridine pictures 2026-07-17 5-Bromouridine
957-75-5
1KG 99.0% 500kg/month WUHAN FORTUNA CHEMICAL CO., LTD
5-Bromouridine pictures 2026-07-09 5-Bromouridine
957-75-5
1G 98% 2000 Shenzhen Nexcon Pharmatechs Ltd.
5-Bromouridine pictures 2026-03-20 5-Bromouridine
957-75-5
$10.00 1KG 99% 10 mt Hebei Chuanghai Biotechnology Co., Ltd
  • 5-Bromouridine pictures
  • 5-Bromouridine
    957-75-5
  • $10.00
  • 99%
  • Hebei Chuanghai Biotechnology Co., Ltd
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 > 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