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5-Bromouracil

5-Bromouracil Structure
CAS No.
51-20-7
Chemical Name:
5-Bromouracil
Synonyms
5-bromopyrimidine-2,4(1H,3H)-dione;5-BROMOPYRIMIDINE-2,4-DIOL;5-BROMO-1H-PYRIMIDINE-2,4-DIONE;5-Bromo-1,2,3,4-tetrahydropyrimidine-2,4-dione;5-BrUra;BROMOURACIL;5-Bromuracil;5-BROMOURACIL;5-bromo-uraci;BROMOURACIL, 5-
CBNumber:
CB6388195
Molecular Formula:
C4H3BrN2O2
Molecular Weight:
190.98
MOL File:
51-20-7.mol
MSDS File:
SDS
Modify Date:
2024/2/6 18:17:50

5-Bromouracil Properties

Melting point >300 °C (lit.)
Density 1.8710 (rough estimate)
refractive index 1.6200 (estimate)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility <1g/l
pka 6.77±0.10(Predicted)
form Solid
color White
Water Solubility SOLUBLE IN COLD WATER
Merck 14,1445
BRN 127176
InChIKey LQLQRFGHAALLLE-UHFFFAOYSA-N
CAS DataBase Reference 51-20-7(CAS DataBase Reference)
NIST Chemistry Reference 5-Bromouracil(51-20-7)
EPA Substance Registry System 5-Bromouracil (51-20-7)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS08
Signal word  Warning
Hazard statements  H341
Precautionary statements  P201-P202-P280-P308+P313-P405-P501a
Hazard Codes  Xn
Risk Statements  22-46
Safety Statements  36/37-53-45-24/25
WGK Germany  3
RTECS  YQ9060000
TSCA  Yes
HS Code  29335995
NFPA 704
1
2 0

5-Bromouracil price More Price(8)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 852473 5-Bromouracil 98% 51-20-7 5G ₹1558.8 2022-06-14 Buy
Sigma-Aldrich(India) 852473 5-Bromouracil 98% 51-20-7 25G ₹3756.28 2022-06-14 Buy
TCI Chemicals (India) B0665 5-Bromouracil 51-20-7 25G ₹10800 2022-05-26 Buy
ottokemi B 2235 5-Bromo uracil, GR 98%+ 98%+ 51-20-7 1gm ₹189 2022-05-26 Buy
SRL 27964 5-Bromouracil extrapure, 99% 51-20-7 1Gms ₹470 2022-05-26 Buy
Product number Packaging Price Buy
852473 5G ₹1558.8 Buy
852473 25G ₹3756.28 Buy
B0665 25G ₹10800 Buy
B 2235 1gm ₹189 Buy
27964 1Gms ₹470 Buy

5-Bromouracil Chemical Properties,Uses,Production

Description

5-bromouracil (5-BU) is a uracil derivative, and its 5' position of the pyrimidine ring is halogenated. If 5-BU is incorporated into DNA in place of thymine, the tautomeric shift will occur, and the 5-BU will base pair with guanine. After the replication, an A-T to G-C transition occurs. Furthermore, the presence of 5-BU within DNA increases the sensitivity of the molecule to UV light. 5-BU is structurally similar to thymine. Therefore, it is considered a thymine analog and base-pairs normally with adenine. It is rarely present in its enol form, where its base pairs with guanine. 5-Bromouracil treats neoplasms in the form of its nucleoside, 5-bromo-2-deoxy-uridine[1-2].

Chemical Properties

Prisms from H 2 O.

Uses

A major chemical mutagen. Incorporates into DNA, altering base-pair sequencing by replacing thymine

Definition

ChEBI: A pyrimidine having keto groups at the 2- and 4-positions and a bromo group at the 5-position.

General Description

White powder.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

A halogenated amide. Organic amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx).

Hazard

Moderately toxic, alters DNA by replacing thymine.

Health Hazard

ACUTE/CHRONIC HAZARDS: When heated to decomposition 5-Bromouracil emits very toxic fumes of bromide ion and NOx.

Fire Hazard

Flash point data for 5-Bromouracil are not available, but 5-Bromouracil is probably combustible.

Safety Profile

Moderately toxic by intraperitoneal route. Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits very toxic fumes of Brand NOx.

References

[1] Bhagavan, N. and C. Ha. “Chapter 21 – Structure and Properties of DNA.” (2015): 381-400.
[2] Shen, Chang-Hui. “Nucleic Acid-Based Cellular Activities.” Diagnostic Molecular Biology 25 1 (2019): 27-57.

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BROMOURACIL BROMOURACIL, 5- BUTTPARK 48\06-06 5-BROMO-2,4-DIHYDROXYPYRIMIDINE 5-BROMO-2,3-DIHYDROXYPYRIMIDINE 5-BROMO-2,4-(1H,3H)-PYRIMIDINEDIONE 2,4(1H,3H)-Pyrimidinedione, 5-bromo- 2,4(1H,3H)-Pyrimidinedione,5-bromo- 2,4-Pyrimidinedione, 1,2,3,4-tetrahydro-5-bromo 5-BROMOURACIL SPECS AC-907/25014019 TIMTEC-BB SBB003643 5-BROMOURACIL extrapure 5-BROMO-PYRIMIDIN-2,4-DIOL 5-BROMOURACIL (5-BROMO-2,4-DIHYDROXYPYRIMIDINE) 5-Bromo-1,3-diazine-2,4-diol, 5-Bromo-2,4-dihydroxypyrimidine 5-Bromo-2,4-pyrimidinedione 5-BrUra Uracil, 5-bromo- (VAN 8CI) 5-BroMouracil, 97+% 3h)-pyrimidinedione,5-bromo-4(1h 4(1H,3H)-Pyrimidinedione,5-bromo-2 5-bromo-uraci Uracil, 5-bromo- 5-Bromouracil, 98+% 2,4-Dihydroxy-5-bromopyrimidine 5-Brom-2,4-dioxo-tetrahydropyrimidin 5-Bromo uracil, GR 98%+ 5-bromo-1-hydroxy-2H-pyrimidin-2-ol 5-Bromouracil> 5-BROMO-1H-PYRIMIDINE-2,4-DIONE 5-BROMOPYRIMIDINE-2,4-DIOL 5-Bromo-1,2,3,4-tetrahydropyrimidine-2,4-dione 5-bromopyrimidine-2,4(1H,3H)-dione 5-Bromuracil 51-20-7 C4H3N2O2Br AMINE Heterocyclic Building Blocks Halogenated Heterocycles Pyrimidines Nucleoside Analogs Nucleosides, Nucleotides, Oligonucleotides Building Blocks Biochemicals and Reagents BioChemical Detergents Biochemistry Nucleobases and their analogs Nucleosides, Nucleotides & Related Reagents Nucleic acids Bases & Related Reagents Mutagenesis Research Chemicals Nucleotides Pyrimidine series