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51-20-7 | 5-Bromouracil
CAS No: 51-20-7 Catalog No: AG003MLA MDL No:MFCD00006017
Product Description
Catalog Number:
AG003MLA
Chemical Name:
5-Bromouracil
CAS Number:
51-20-7
Molecular Formula:
C4H3BrN2O2
Molecular Weight:
190.9828
MDL Number:
MFCD00006017
IUPAC Name:
5-bromo-1H-pyrimidine-2,4-dione
InChI:
InChI=1S/C4H3BrN2O2/c5-2-1-6-4(9)7-3(2)8/h1H,(H2,6,7,8,9)
InChI Key:
LQLQRFGHAALLLE-UHFFFAOYSA-N
SMILES:
Brc1c[nH]c(=O)[nH]c1=O
EC Number:
200-084-0
UNII:
4HK400G5UO
NSC Number:
19940
UN Number:
2811
Properties
Complexity:
199
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
189.938g/mol
Formal Charge:
0
Heavy Atom Count:
9
Hydrogen Bond Acceptor Count:
2
Hydrogen Bond Donor Count:
2
Isotope Atom Count:
0
Molecular Weight:
190.984g/mol
Monoisotopic Mass:
189.938g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
58.2A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-0.2
Literature
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|---|---|
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| Fragmentation patterns of core-ionized thymine and 5-bromouracil. | The Journal of chemical physics 20101021 |
| The distance between donor and acceptor affects the proportion of C1' and C2' oxidation products of DNA in a BrU-containing excess electron transfer system. | Journal of the American Chemical Society 20101020 |
| Effect of the adsorbate (Bromacil) equilibrium concentration in water on its adsorption on powdered activated carbon. Part 3: Competition with natural organic matter. | Journal of hazardous materials 20101015 |
| Effect of indole-3-acetic acid (IAA) produced by Pseudomonas aeruginosa in suppression of charcoal rot disease of chickpea. | Current microbiology 20100701 |
| Simultaneous quantitation of hydrochlorothiazide and metoprolol in human plasma by liquid chromatography-tandem mass spectrometry. | Journal of pharmaceutical and biomedical analysis 20100501 |
| Conformation-dependent formation of the G[8-5]U intrastrand cross-link in 5-bromouracil-containing G-quadruplex DNA induced by UVA irradiation. | Biochemistry 20100323 |
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| Effect of the adsorbate (Bromacil) equilibrium concentration in water on its adsorption on powdered activated carbon. Part 1. Equilibrium parameters. | Journal of hazardous materials 20091030 |
| Effect of the adsorbate (Bromacil) equilibrium concentration in water on its adsorption on powdered activated carbon. Part 2: Kinetic parameters. | Journal of hazardous materials 20091030 |
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| Modelling the dissipation kinetics of six commonly used pesticides in two contrasting soils of New Zealand. | Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes 20090801 |
| Benign decay vs. photolysis in the photophysics and photochemistry of 5-bromouracil. A computational study. | The journal of physical chemistry. A 20090514 |
| Antimicrobial resistance induced by genetic changes. | Journal of medicine and life 20090415 |
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| A beginner's guide to radiation damage. | Journal of synchrotron radiation 20090301 |
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| Resolution of joint molecules by RuvABC and RecG following cleavage of the Escherichia coli chromosome by EcoKI. | PloS one 20090101 |
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| Chemistry. Halogen versus hydrogen. | Science (New York, N.Y.) 20080815 |
| A general method for phasing novel complex RNA crystal structures without heavy-atom derivatives. | Acta crystallographica. Section D, Biological crystallography 20080701 |
| [18F]FBAU 3',5'-dibenzoate, a lipophilic prodrug, enhances brain uptake of the cell proliferation tracer [18F]FBAU. | Nuclear medicine and biology 20080701 |
| Movement of bromacil in a Hawaii soil under pineapple cultivation - a field study. | Chemosphere 20080501 |
| 5-Bromouracil disrupts nucleosome positioning by inducing A-form-like DNA conformation in yeast cells. | Biochemical and biophysical research communications 20080411 |
| Starvation suppresses cell proliferation that rebounds after refeeding in the midgut of the American cockroach, Periplaneta americana. | Journal of insect physiology 20080201 |
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| Mitochondrial thymidine kinase and the enzymatic network regulating thymidine triphosphate pools in cultured human cells. | The Journal of biological chemistry 20071130 |
| Evaluation of sources and loading of pesticides to the Sacramento River, California, USA, during a storm event of winter 2005. | Environmental toxicology and chemistry 20071101 |
| Tautomerism of uracil and 5-bromouracil in a microcosmic environment with water and metal ions. What roles do metal ions play? | The journal of physical chemistry. B 20070809 |
| Heterogeneous photocatalyzed degradation of uracil and 5-bromouracil in aqueous suspensions of titanium dioxide. | Journal of hazardous materials 20070402 |
| Genetic variations in rice in vitro cultures at the EPSPs-RPS20 region. | TAG. Theoretical and applied genetics. Theoretische und angewandte Genetik 20070201 |
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| Rapid and random turnover of mitochondrial DNA in rat hepatocytes of primary culture. | Mitochondrion 20061201 |
| Reaction mechanism of uracil bromination by HBrO: a new way to generate the enol-keto form of 5-bromouracil. | The journal of physical chemistry. A 20060928 |
| Herbicide impact on Hormosira banksii gametes measured by fluorescence and germination bioassays. | Environmental pollution (Barking, Essex : 1987) 20060301 |
| Multi-level gene expression profiles affected by thymidylate synthase and 5-fluorouracil in colon cancer. | BMC genomics 20060101 |
| Evaluation of novel one-electron reduction with metal in DNA. | Nucleic acids symposium series (2004) 20060101 |
| Detection of photoinduced electron transfer from Sso7d to DNA. | Nucleic acids symposium series (2004) 20060101 |
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| EPR studies of 5-bromouracil crystal after irradiation with X rays in the bromine K-edge region. | Radiation research 20041001 |
| Simple determination of capecitabine and its metabolites by liquid chromatography with ultraviolet detection in a single injection. | Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20040925 |
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