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Broxuridine

Product Name
Broxuridine
CAS No.
59-14-3
Chemical Name
Broxuridine
Synonyms
BDU;bromodeoxyuridine;5-BRDU;BUDR;BRUDR;BR-DU;5-bdu;5-budr;radibud;5-BrdU5G
CBNumber
CB2775230
Molecular Formula
C9H11BrN2O5
Formula Weight
307.1
MOL File
59-14-3.mol
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Broxuridine Property

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)
EPA Substance Registry System
Uridine, 5-bromo-2'-deoxy- (59-14-3)
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Safety

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
F 
10-23
TSCA 
Yes
HS Code 
29349990
Hazardous Substances Data
59-14-3(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H340May cause genetic defects

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P308+P313IF exposed or concerned: Get medical advice/attention.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
B5002
Product name
5-Bromo-2′-deoxyuridine
Purity
≥99% (HPLC)
Packaging
1g
Price
$151
Updated
2024/03/01
Sigma-Aldrich
Product number
B5002
Product name
5-Bromo-2′-deoxyuridine
Purity
≥99% (HPLC)
Packaging
5g
Price
$598
Updated
2024/03/01
Sigma-Aldrich
Product number
203806
Product name
5-Bromo-2ʹ-deoxyuridine - CAS 59-14-3 - Calbiochem
Purity
Thymidineanalog.UsefulforthestudyofDNAsynthesiswhereitisincorporated
Packaging
1g
Price
$241
Updated
2024/03/01
Sigma-Aldrich
Product number
203806
Product name
5-Bromo-2ʹ-deoxyuridine - CAS 59-14-3 - Calbiochem
Purity
Thymidineanalog.UsefulforthestudyofDNAsynthesiswhereitisincorporated
Packaging
5G
Price
$758
Updated
2024/03/01
Sigma-Aldrich
Product number
10280879001
Product name
5-Bromo-2′-deoxyuridine
Packaging
1g
Price
$119
Updated
2024/03/01
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Broxuridine Chemical Properties,Usage,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

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.

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.

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.

Broxuridine Preparation Products And Raw materials

Raw materials

Preparation Products

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Broxuridine Suppliers

Americas 1 Belgium 1 Canada 3 China 249 Czech 1 Europe 3 France 2 Germany 8 Hungary 1 India 13 Italy 1 Japan 4 Poland 1 Slovakia 1 South Korea 1 Switzerland 2 Ukraine 1 United Kingdom 13 United States 73 Global 379
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View Lastest Price from Broxuridine manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
5-Bromo-2'-deoxyuridine 59-14-3
Price
US $0.00-0.00/KG
Min. Order
100g
Purity
98%min
Supply Ability
100kgs
Release date
2021-09-07
Hebei Weibang Biotechnology Co., Ltd
Product
Broxuridine 59-14-3
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500000kg
Release date
2024-11-05
Hebei Mojin Biotechnology Co., Ltd
Product
Broxuridine 59-14-3
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-10-11

59-14-3, BroxuridineRelated Search:

Trifluridine UMP 1-beta-D-Arabinofuranosyluracil Doxifluridine 2'-Deoxyuridine Bromocresol Purple Dimidium bromide Ethidium bromide Bromocresol green 1-Bromohexane Cyanogen bromide 5-Bromouridine 5-Bromo-2'-deoxy-5'-uridylic acid disodium salt 5-Bromouracil Uridine Uracil Bromine BrdU (Bromodeoxyuridine)

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  • BRUDR
  • BROXURIDINE
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  • BRDU LABELING REAGENT
  • BDU
  • 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)
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  • (+)-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