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Broxuridine

CAS No.
59-14-3
Chemical Name:
Broxuridine
Synonyms
BDU;bromodeoxyuridine;5-BRDU;BUDR;BRUDR;BR-DU;5-bdu;5-budr;radibud;NSC-3829
CBNumber:
CB2775230
Molecular Formula:
C9H11BrN2O5
Molecular Weight:
307.1
MDL Number:
MFCD00006529
MOL File:
59-14-3.mol
MSDS File:
SDS
Last updated:2023-10-11 17:37:18

Broxuridine Properties

Melting point 191-194 °C (dec.)(lit.)
alpha 31 º (c=1, 0.1N NaOH)
Density 1.8573 (rough estimate)
refractive index 22 ° (C=1, H2O)
storage temp. -20°C
solubility NH4OH: 0.1 M at 20 °C, clear, colorless
pka 7.73±0.10(Predicted)
form Crystals or Crystalline Powder
color White to yellow
Water Solubility 1-5 g/100 mL at 22 ºC
Merck 14,1452
BRN 30395
Stability Stable, but may be light sensitive. Incompatible with strong oxidizing agents.
InChIKey XMJRLEURHMTTRX-UHFFFAOYSA-N
LogP -0.290
CAS DataBase Reference 59-14-3(CAS DataBase Reference)
NCI Dictionary of Cancer Terms broxuridine
FDA UNII G34N38R2N1
NCI Drug Dictionary bromodeoxyuridine
EPA Substance Registry System Uridine, 5-bromo-2'-deoxy- (59-14-3)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS08
Signal word  Danger
Hazard statements  H340-H361fd
Precautionary statements  P201-P202-P280-P308+P313-P405-P501
Hazard Codes  Xn,T
Risk Statements  68-36/37/38-63-46-24-61
Safety Statements  36/37/39-26-53-45-36
WGK Germany  2
RTECS  YU7350000
10-23
TSCA  Yes
HS Code  29349990
NFPA 704
0
1 0

Broxuridine price More Price(74)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich B5002 5-Bromo-2′-deoxyuridine ≥99% (HPLC) 59-14-3 1g $151 2024-03-01 Buy
Sigma-Aldrich B5002 5-Bromo-2′-deoxyuridine ≥99% (HPLC) 59-14-3 5g $598 2024-03-01 Buy
Sigma-Aldrich 203806 5-Bromo-2ʹ-deoxyuridine - CAS 59-14-3 - Calbiochem Thymidineanalog.UsefulforthestudyofDNAsynthesiswhereitisincorporated 59-14-3 1g $241 2024-03-01 Buy
Sigma-Aldrich 203806 5-Bromo-2ʹ-deoxyuridine - CAS 59-14-3 - Calbiochem Thymidineanalog.UsefulforthestudyofDNAsynthesiswhereitisincorporated 59-14-3 5G $758 2024-03-01 Buy
Sigma-Aldrich 10280879001 5-Bromo-2′-deoxyuridine 59-14-3 1g $119 2024-03-01 Buy
Product number Packaging Price Buy
B5002 1g $151 Buy
B5002 5g $598 Buy
203806 1g $241 Buy
203806 5G $758 Buy
10280879001 1g $119 Buy

Broxuridine Chemical Properties,Uses,Production

Description

5-Bromo-2'-deoxyuridine is a nitrate reductase inhibitor that prevents the reduction of nitrate to nitrite by inhibiting the enzyme nitrate reductase. 5-Bromo-2'-deoxyuridine is a genotoxic agent that has been shown to cause DNA damage and cell death in vitro. 5-Bromo-2'-deoxyuridine also binds to NMDA receptors and may be useful as a model system for studying neurodegenerative diseases.

Chemical Properties

White crystalline powder

Uses

5-Bromo-2'-deoxyuridine (BrdU) is a thymidine analog used to label DNA. It is incorporated into newly synthesized DNA in place of thymidine during the S phase of the cell cycle. Cells that were actively proliferating can then be detected by denaturing the DNA and allowing specific antibodies to target the BrdU incorporation. Consequently 5-BrdU is used to study cell signaling and other processes that induce cell proliferation.

Uses

A Thymidine analogue used as a mutagen in genetic research. Selectively incorporated into cellular DNA during S-phase

Uses

Research tool for measuring DNA synthesis.

Definition

ChEBI: A pyrimidine 2'-deoxyribonucleoside compound having 5-bromouracil as the nucleobase.

General Description

White crystalline powder.

Air & Water Reactions

Water soluble.

Reactivity Profile

Broxuridine may be heat and light sensitive. .

Health Hazard

ACUTE/CHRONIC HAZARDS: When heated to decomposition Broxuridine emits very toxic fumes of bromide ion and NOx.

Fire Hazard

Flash point data for Broxuridine are not available; however, Broxuridine is probably combustible.

Biological Activity

5-bromodeoxyuridine (5-brdu) is an analog of thy that is incorporated into the dna of cells undergoing the s-phase and can be detected by monoclonal antibodies or polyclona111.

Biochem/physiol Actions

5-Bromo-2′-deoxyuridine (BrdU) is used to analyze cell proliferation, because of its facile incorporation into DNA during the S phase of the cell cycle. BrdU stimulates cellular differentiation and maturation in leukemia cell lines, while it inhibits differentiation of friend erythroleukemia cells. Studies of BrdU incorporation often subsequently use BrdU-specific antibodies with fluorescent tags, for detection of the incorporated BrdU, via such methods as flow cytometry or fluorescence microscopy.

Safety Profile

Moderately toxic by subcutaneous, intravenous, intraperitoneal, and possibly other routes. Mildly toxic by ingestion. Experimental teratogenic and reproductive effects. Human mutation data reported. When heated to decomposition it emits very toxic fumes of Brand NOx

in vitro

the effect of 5-brdu on the proliferation was studied in the early phases of dedifferentiation of nicotiana glauca pith explants grown. it was found to be wholly inhibitory only when given during the first 72 h of culture, this inhibition being reversed by simultaneous addition of either deoxyeytidine or thymidine [1].

in vivo

young adult offspring mice were stained for 5-brdu using a monoclonal antibody and the peroxidase-antiperoxidase method. the distribution of immunoreactive nuclei was very similar to the previous [3h] thymidine data. the pattern of labelled nuclei at different embryonic ages followed the spatiotemporal gradients described for cortical and hippocampal neurogenesis. these data indicate that brdu can be used to map neuronal birthdates [2].

storage

-20°C

Purification Methods

Recrystallise the uridine from EtOH or 96% EtOH. It has max 279 nm at pH 7.0, and 279 nm (log  3.95) at pH 1.9. Its RF values are 0.49, 0.46 and 0.53 in n-BuOH/AcOH/H2O (4:1:1), n-BuOH/EtOH/H2O (40:11:19) and i-PrOH-25% aqueous NH3-H2O (7:1:1), respectively. [Nature 209 230 1966, Pryst.s & Sorm Collect Czech Chem Comm 29 2956 1964, Beilstein 24 III/IV 1234.]

References

[1] m. durante, c. geri, v. nuti-ronchi, g. martini, e. guillé, j. grisvard, l. giorgi, r. parenti, m. bulatti. inhibition of nicotiana glauca pich tissue proliferation through incorporation of 5-brdu into sna. cell differentiation, volume 6, issue 1, june 1977, pages 53-63
[2] del rio ja, soriano e. immunocytochemical detection of 5'-bromodeoxyuridine incorporation in the central nervous system of the mouse. brain res dev brain res. 1989 oct 1; 49 (2): 311-7.

51-20-7
50-89-5
59-14-3
Synthesis of Broxuridine from 5-Bromouracil and Thymidine

Broxuridine Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 367)Suppliers
Supplier Tel Email Country ProdList Advantage
Wuhu Nuowei chemistry Co., Ltd.
+86-0553-2911116-802 +undefined17756524438 sales1@nuowei-chem.com China 1642 58
Hebei Mojin Biotechnology Co., Ltd
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View Lastest Price from Broxuridine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Broxuridine pictures 2023-10-11 Broxuridine
59-14-3
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
Broxuridine pictures 2023-09-06 Broxuridine
59-14-3
US $0.00-0.00 / KG 1KG 99% 500000kg Hebei Guanlang Biotechnology Co., Ltd.
Broxuridine pictures 2022-09-30 Broxuridine
59-14-3
US $0.00-0.00 / kg 1kg 98% 1Ton Henan Aochuang Chemical Co.,Ltd.
  • Broxuridine pictures
  • Broxuridine
    59-14-3
  • US $0.00 / KG
  • 99%
  • Hebei Mojin Biotechnology Co., Ltd
  • Broxuridine pictures
  • Broxuridine
    59-14-3
  • US $0.00-0.00 / KG
  • 99%
  • Hebei Guanlang Biotechnology Co., Ltd.
  • Broxuridine pictures
  • Broxuridine
    59-14-3
  • US $0.00-0.00 / kg
  • 98%
  • Henan Aochuang Chemical Co.,Ltd.
5-BROMO-1-(2-DEOXY-BETA-D-RIBOFURANOSYL)URACIL 5-BROMO DEOXYURIDINE 5-BROMO-2'-DESOXYURIDINE (+)-5-BROMO-2'-DEOXYURIDINE 5-BROMO-2'-DEOXYURIDINE 5-budr bromouracildeoxyriboside 5-Bromo-1-(2-deoxy-β-D-ribofuranosyl)uracil 5-BROMO-2'-DEOXYURIDINE SIGMAULTRA 5-Bromodeoxyuridine,Crystalline,>98% Bromo-2'-deoxyuridine 5-Bromo-2'-deoxy-D-uridine 5-BROMO-2-DEOXYURIDINE,ULTRAPURE 5-BROMO-2''-DEOXYURIDINE(5-BRDU) BROMO-2'-DEOXYURIDINE, 5-(RG) 5-Bromo-2'-deoxyuridine, 99+% BROMODESOXYURIDINE 5-BROMO-2''-DEOXYURIDINE, HPLC PURIFIED, 98% PURE WITH HPLC UV CHROMATOGRAM 5-BROMO-2''-DEOXYURIDINE CRYSTALLINE BROMO-2'-DEOXYURIDINE,5- BRUDR BROXURIDINE BR-DU BRDU LABELING REAGENT CHEMPACIFIC 52436 5-BROMO-2-DEOXYURIDINE extrapure 5-BrdU, 5-Bromo-1-(2-deoxy-β-D-ribofuranosyl)uracil, 5-Bromouracil deoxyriboside, BUdR 1-(2-deoxy-β-D-ribofuranosyl)-5-bromouracil 5-bdu 5-bromodesoxyuridine 5-bromouracil-2-deoxyriboside 5-bromouracildeoxyriboside 5''-BROMODEOXYURIDINE (BROXURIDINE) 2'-DEOXY-5-BROMOROURIDINE 2'-DEOXY-5-BROMOURIDINE NSC-3829 radibud 5-Bromo-2’-deoxyridine 5-Bromo-1-(2-deoxy-β-D-ribofuranosyl)uraci 5-Brdu, 5-Bromo-2'-deoxyuridine (+)-5-BroMo-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxyMethyl)oxolan-2-yl]pyriMidine-2,4-dione NSC 38297 5-Br-2'--dU 5-Bromo-1-(2-deoxy-beta-D-ribofuranosyl)uracil 5-BrdU BUdR l 5-Bromouracil deoxyriboside 5-Bromo-2′-deoxyuridine,5-BrdU, 5-Bromo-1-(2-deoxy-β-D-ribofuranosyl)uracil, 5-Bromouracil deoxyriboside, BUdR 5-broMo-1-[(2S,4R,5S)-4-hydroxy-5-(hydroxyMethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyriMidine-2,4-dione 5-BroMo-3-deoxyuridine BrdU [5-Bromo-2'-deoxyuridine] *CAS 59-14-3* 5-BrdU5G Bromodeoxyuridine Cell Proliferation Kit, BioAssay&trade 5-bromo-2-deoxyuridine (BrdU) 5-Bromo-1-(2-deoxy-&beta -D-ribofuranosyl)uracil 5-Bromo-2'-deoxyuridine> Uridine, 5-bromo-2'-deoxy- 5-Bromo-1-(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-ylpyrimidine-2,4-dione Broxuridine USP/EP/BP