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| CAS No.: | 51-20-7 |
|---|---|
| Name: | 5-Bromouracil |
| Article Data: | 61 |
| Molecular Structure: | |
|
|
|
| Formula: | C4H3BrN2O2 |
| Molecular Weight: | 190.984 |
| Synonyms: | 2,4 (1H, 3H)-Pyrimidinedione, 5-bromo-;5-Bromo-2,4-dihydroxypyrimidine;Bromouracil;5-bromo-1H-pyrimidine-2,4-dione;Uracil, 5-bromo-;5-Bromo-pyrimidin-2,4-diol;2,4-dihydroxy-5-Bromo-pyrimidine;5-Bromouracil;5-Bromo uracil;5-bromopyrimidine-2,4-diol; |
| EINECS: | 200-084-0 |
| Density: | 1.965 g/cm3 |
| Melting Point: | >300 °C(lit.) |
| Boiling Point: | 384oC |
| Solubility: | soluble in cold water |
| Appearance: | White powder. |
| Hazard Symbols: |
 Xn
|
| Risk Codes: | 22-46 |
| Safety: | 36/37-53-45 |
| PSA: | 65.72000 |
| LogP: | -0.17430 |
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| Conditions | Yield |
|---|---|
| With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; acetic anhydride; acetic acid at 50℃; for 1.5h; Temperature; Reagent/catalyst; | 99.9% |
| With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; acetic anhydride; acetic acid at 50℃; for 1.5h; Temperature; Reagent/catalyst; | 99.9% |
| With N-Bromosuccinimide; montmorillonite K-10; tetrabutylammomium bromide for 0.0666667h; microwave irradiation; | 96% |
- 97759-31-4
5,5'-mercuribis(uracil)
- 51-20-7
5-bromouracil
| Conditions | Yield |
|---|---|
| With bromine; potassium bromide In water at 80℃; for 0.5h; | 84% |
- 664988-37-8
5-bromo-2,4-bis(4-methoxybenzyloxy)pyrimidine
- 51-20-7
5-bromouracil
| Conditions | Yield |
|---|---|
| With trifluoroacetic acid In dichloromethane at 20℃; for 0.25h; | 84% |
- 56686-16-9
5-bromo-2,4-dimethoxypyrimidine
- 51-20-7
5-bromouracil
| Conditions | Yield |
|---|---|
| With hydrogenchloride | 83% |
- 51-20-7
5-bromouracil
| Conditions | Yield |
|---|---|
| With bromine; potassium bromide In water; acetonitrile at 80℃; for 0.5h; | 77% |
| Conditions | Yield |
|---|---|
| With Bromoform In dichloromethane for 40h; Irradiation; | A 7% B 53% |
| Conditions | Yield |
|---|---|
| With bromine In water for 7h; Heating; | 40% |
- 22384-59-4
3-(3,4-dihydro-5-bromo-2,4-dioxo-(2H)pyrimidin-1-yl)propanoic acid methyl ester
- 141-43-5
ethanolamine
A
- 51-20-7
5-bromouracil
B
- 1174386-67-4
3-(5-bromo-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-N-(2-hydroxyethyl)-propanamide
C
- 1174386-68-5
N-(2-hydroxyethyl)-3-[5-(2-hydroxyethylamino)-2,4-dioxo-3,4-dihydro(2H)pyrimidin-1-yl]propanamide
| Conditions | Yield |
|---|---|
| In methanol for 12h; Reflux; | A 32% B 30% C 35% |
| Conditions | Yield |
|---|---|
| With bromine In tetrachloromethane at 20℃; | A 30% B 20% |
| Conditions | Yield |
|---|---|
| With bromine In tetrachloromethane at 20℃; | A 30% B 18% |
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Chemistry
Structure of 5-Bromouracil (CAS NO.51-20-7):
IUPAC Name: 5-bromo-1H-pyrimidine-2,4-dione
Empirical Formula: C4H3BrN2O2
Molecular Weight: 190.9828
EINECS: 200-084-0
Index of Refraction: 1.59
Molar Refractivity: 32.78 cm3
Molar Volume: 97.1 cm3
Polarizability: 12.99×10-24cm3
Surface Tension: 54.6 dyne/cm
Density: 1.965 g/cm3
Melting Point: >300 °C(lit.)
Physical Appearance: White powder
Water Solubility: SOLUBLE IN COLD WATER
Product Categories: Pyrimidine series;Detergents;Biochemistry;Nucleobases and their analogs;Nucleosides, Nucleotides & Related Reagents;Nucleic acids;Bases & Related Reagents;Mutagenesis Research Chemicals;Nucleotides
Synonyms of 5-Bromouracil (CAS NO.51-20-7): 5-Bromo-2,4(1H,3H)-pyrimidinedione ; Bromouracil ; 2,4(1H,3H)-Pyrimidinedione, 5-bromo- ; Uracil, 5-bromo-
Uses
A major chemical mutagen. Incorporates into DNA, altering base-pair sequencing by replacing thymine.
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intraperitoneal | 1400mg/kg (1400mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: MUSCLE WEAKNESS LUNGS, THORAX, OR RESPIRATION: DYSPNEA | Proceedings of the Society for Experimental Biology and Medicine. Vol. 93, Pg. 124, 1956. |
| rat | LD50 | intraperitoneal | 1700mg/kg (1700mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: MUSCLE WEAKNESS LUNGS, THORAX, OR RESPIRATION: DYSPNEA | Proceedings of the Society for Experimental Biology and Medicine. Vol. 93, Pg. 124, 1956. |
Safety Profile
Hazard Codes: 
Xn
Risk Statements: 22-46
R22:Harmful if swallowed.
R46:May cause heritable genetic damage.
Safety Statements: 36/37-53-45
S36/37:Wear suitable protective clothing and gloves.
S53:Avoid exposure - obtain special instructions before use.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
WGK Germany: 3
RTECS: YQ9060000
HS Code: 29335995