ChemicalBook > CAS DataBase List > 5-Bromouracil

5-Bromouracil

Product Name
5-Bromouracil
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
Formula Weight
190.98
MOL File
51-20-7.mol
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5-Bromouracil Property

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
form 
Solid
pka
6.77±0.10(Predicted)
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)
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Safety

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
Hazardous Substances Data
51-20-7(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H341Suspected of causing 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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
852473
Product name
5-Bromouracil
Purity
98%
Packaging
5g
Price
$45.3
Updated
2024/03/01
Sigma-Aldrich
Product number
852473
Product name
5-Bromouracil
Purity
98%
Packaging
25g
Price
$85.1
Updated
2024/03/01
TCI Chemical
Product number
B0665
Product name
5-Bromouracil
Purity
>98.0%(T)
Packaging
25g
Price
$120
Updated
2024/03/01
Alfa Aesar
Product number
A14799
Product name
5-Bromouracil, 98+%
Packaging
5g
Price
$19.65
Updated
2024/03/01
Alfa Aesar
Product number
A14799
Product name
5-Bromouracil, 98+%
Packaging
25g
Price
$56.65
Updated
2024/03/01
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5-Bromouracil Chemical Properties,Usage,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.

5-Bromouracil Preparation Products And Raw materials

Raw materials

L-Alanine 1,4-Dioxane

Preparation Products

5-BROMO-2,4-DIMETHOXYPYRIMIDINE 5-BROMO-2-CHLORO-4-(DIMETHYLAMINO)PYRIMIDINE
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5-Bromouracil Suppliers

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HBCChem, Inc.
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View Lastest Price from 5-Bromouracil manufacturers

Chongqing Zhihe Biopharmaceutical Co., Ltd.
Product
5-Bromouracil 51-20-7
Price
US $0.00-0.00/kg
Min. Order
0.10000000149011612kg
Purity
99
Supply Ability
20tons
Release date
2024-02-06
WUHAN FORTUNA CHEMICAL CO., LTD
Product
5-Bromouracil 51-20-7
Price
US $0.00/KG
Min. Order
1KG
Purity
≥98.0%
Supply Ability
100kg/month
Release date
2021-09-28
WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD
Product
5-Bromouracil 51-20-7
Price
US $0.00/KG
Min. Order
100g
Purity
98%+
Supply Ability
100kg
Release date
2021-05-14

51-20-7, 5-BromouracilRelated Search:

5-Bromopyrimidine Uracil Bromine 5-Bromouridine Broxuridine 5-Bromo-2'-deoxy-5'-uridylic acid disodium salt 5-Bromouracil-6-carboxylic acid Bromacil 5-bromo-2',3'-dideoxyuridine 6-amino-5-bromouraci 1-amino-5-bromouracil 5-BROMO-1,3-DIMETHYLURACIL 5-BROMO-2'-DEOXYURIDINE 5'-TRIPHOSPHATE SODIUM SALT 6-Amino-1-benzyl-5-bromouracil 5-BROMOURIDINE 5'-TRIPHOSPHATE SODIUM SALT 3',5'-DI-O-ACETYL-5-BROMO-2'-DEOXY-D-URIDINE 5-BROMO-6-METHYLURACIL 1,3,6-TRIMETHYL-5-BROMOURACIL

  • BROMOURACIL
  • BROMOURACIL, 5-
  • BUTTPARK 48\06-06
  • 5-BROMO-2,4-DIHYDROXYPYRIMIDINE
  • 5-BROMO-2,3-DIHYDROXYPYRIMIDINE
  • 5-BROMO-2,4-(1H,3H)-PYRIMIDINEDIONE
  • 5-BROMO-1H-PYRIMIDINE-2,4-DIONE
  • 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-BROMOPYRIMIDINE-2,4-DIOL
  • 5-BROMOURACIL
  • SPECS AC-907/25014019
  • TIMTEC-BB SBB003643
  • 5-bromo-1-hydroxy-2H-pyrimidin-2-ol
  • 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-Bromo-1,2,3,4-tetrahydropyrimidine-2,4-dione
  • 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-bromopyrimidine-2,4(1H,3H)-dione
  • 5-Bromouracil, 98+%
  • 2,4-Dihydroxy-5-bromopyrimidine
  • 5-Brom-2,4-dioxo-tetrahydropyrimidin
  • 5-Bromouracil&gt
  • 5-Bromo uracil, GR 98%+
  • 5-Bromuracil
  • 5-Bromo-Uracil 97% Extrapure
  • 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