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About This Item
Empirical Formula (Hill Notation):
C4H4N2O2
CAS Number:
Molecular Weight:
112.09
NACRES:
NA.51
PubChem Substance ID:
UNSPSC Code:
41106305
EC Number:
200-621-9
MDL number:
Beilstein/REAXYS Number:
507828
Product Name
Uracil, ≥99.0%
InChI key
ISAKRJDGNUQOIC-UHFFFAOYSA-N
InChI
1S/C4H4N2O2/c7-3-1-2-5-4(8)6-3/h1-2H,(H2,5,6,7,8)
SMILES string
O=C1NC=CC(=O)N1
biological source
synthetic (organic)
assay
≥99.0%
form
powder
mp
>300 °C (lit.)
solubility
1 M NaOH: 50 mg/mL, clear to hazy, colorless to faint yellow or tan
Quality Level
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Application
Uracil has been used as:
- a nucleotide standard to determine DNA methylation by high-performance liquid chromatography
- a component of synthetic define medium for culturing Saccharomyces cerevisiae and its strain
- a component of the amino acid supplement to culture Bacillus sp
Biochem/physiol Actions
Uracil and its derivatives play an integral part in medicinal chemistry for the synthesis of cancer, viral infections, autosomal recessive disorder, thyroid, and diabetic drugs.
General description
Uracil belongs to the pyrimidine nucleobase family. It is naturally occurring and is an important and active part of RNA.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Comparative metabolite profiling of wild type and thermo-tolerant mutant of Saccharomyces cerevisiae
Kim S, et al.
Process Biochemistry (Oxford, United Kingdom), 111, 62-68 (2021)
Deepthi Ramesh et al.
European journal of medicinal chemistry, 207, 112801-112801 (2020-09-15)
Uracil is one of the most notable pharmacophores in medicinal chemistry as the pyrimidine nucleobase forms an integral part of many commercial drugs. Though the name uracil is usually associated with cancer drugs, there are many uracil-based compounds which can
Sandra M Carvalho et al.
PloS one, 8(3), e58492-e58492 (2013-03-19)
Links between carbohydrate metabolism and virulence in Streptococcus pneumoniae have been recurrently established. To investigate these links further we developed a chemically defined medium (CDM) and standardized growth conditions that allowed for high growth yields of the related pneumococcal strains
Daisuke Katagiri et al.
Journal of the American Society of Nephrology : JASN, 24(12), 2034-2043 (2013-10-05)
Accumulating evidence of the beyond-glucose lowering effects of a gut-released hormone, glucagon-like peptide-1 (GLP-1), has been reported in the context of remote organ connections of the cardiovascular system. Specifically, GLP-1 appears to prevent apoptosis, and inhibition of dipeptidyl peptidase-4 (DPP-4)
Pietro Andreone et al.
Gastroenterology, 147(2), 359-365 (2014-05-14)
The interferon-free regimen of ABT-450 (a protease inhibitor), ritonavir, ombitasvir (an NS5A inhibitor), dasabuvir (a non-nucleoside polymerase inhibitor), and ribavirin has shown efficacy in patients with hepatitis C virus (HCV) genotype 1b infection-the most prevalent subgenotype worldwide. We evaluated whether
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