| Identification | More | [Name]
5-Bromouracil | [CAS]
51-20-7 | [Synonyms]
5-BROMO-1H-PYRIMIDINE-2,4-DIONE
5-BROMO-2,3-DIHYDROXYPYRIMIDINE
5-BROMO-2,4-(1H,3H)-PYRIMIDINEDIONE
5-BROMO-2,4-DIHYDROXYPYRIMIDINE
5-BROMOPYRIMIDINE-2,4-DIOL
5-BROMOURACIL
BROMOURACIL
BROMOURACIL, 5-
BUTTPARK 48\06-06
SPECS AC-907/25014019
TIMTEC-BB SBB003643
2,4(1H,3H)-Pyrimidinedione, 5-bromo-
2,4(1H,3H)-Pyrimidinedione,5-bromo-
2,4-Pyrimidinedione, 1,2,3,4-tetrahydro-5-bromo
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+% | [EINECS(EC#)]
200-084-0 | [Molecular Formula]
C4H3BrN2O2 | [MDL Number]
MFCD00006017 | [Molecular Weight]
190.98 | [MOL File]
51-20-7.mol |
| Chemical Properties | Back Directory | [Appearance]
Prisms | [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 | [Usage]
A major chemical mutagen. Incorporates into DNA, altering base-pair sequencing by replacing thymine | [Detection Methods]
HPLC,NMR | [Merck ]
14,1440 | [BRN ]
127176 | [InChI]
1S/C4H3BrN2O2/c5-2-1-6-4(9)7-3(2)8/h1H,(H2,6,7,8,9) | [InChIKey]
LQLQRFGHAALLLE-UHFFFAOYSA-N | [SMILES]
BrC1=CNC(=O)NC1=O | [CAS DataBase Reference]
51-20-7(CAS DataBase Reference) | [NIST Chemistry Reference]
5-Bromouracil(51-20-7) | [EPA Substance Registry System]
51-20-7(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS08 | [Signal word ]
Warning | [Hazard statements ]
H341 | [Precautionary statements ]
P201-P202-P280-P308+P313-P405-P501a | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed. | [Safety Statements ]
S36/37:Wear suitable protective clothing and gloves .
S53:Avoid exposure-obtain special instruction before use .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [WGK Germany ]
3
| [RTECS ]
YQ9060000
| [TSCA ]
Yes | [HS Code ]
29335995 | [Storage Class]
11 - Combustible Solids | [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. | [Hazardous Substances Data]
51-20-7(Hazardous Substances Data) |
| Hazard Information | Back Directory | [General Description]
White powder. | [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). | [Air & Water Reactions]
Insoluble in water. | [Hazard]
Moderately toxic, alters DNA by replacing
thymine.
| [Health Hazard]
ACUTE/CHRONIC HAZARDS: When heated to decomposition this chemical emits very toxic fumes of bromide ion and NOx. | [Fire Hazard]
Flash point data for this chemical are not available, but 5-BROMOURACIL(51-20-7) is probably combustible. | [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. | [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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J & K SCIENTIFIC LTD.
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18210857532 18210857532 |
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https://www.jkchemical.com |
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Alfa Aesar
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400-6106006 |
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http://chemicals.thermofisher.cn |
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Energy Chemical
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400-0056266 |
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www.energy-chemical.com |
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Jia Xing Isenchem Co.,Ltd
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0573-85285100 18627885956 |
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https://www.chemicalbook.com/ShowSupplierProductsList14265/0_EN.htm |
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