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U0750

Sigma-Aldrich

Uracil

≥99.0%

Synonym(s):

2,4(1H,3H)-Pyrimidinedione, 2,4-Dihydroxypyrimidine, 2,4-Pyrimidinediol

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About This Item

Empirical Formula (Hill Notation):
C4H4N2O2
CAS Number:
66-22-8
Molecular Weight:
112.09
Beilstein/REAXYS Number:
507828
EC Number:
200-621-9
MDL number:
MFCD00006016
UNSPSC Code:
41106305
PubChem Substance ID:
24900618
NACRES:
NA.51

biological source

synthetic (organic)

Quality Level

300

assay

≥99.0%

form

powder

mp

>300 °C (lit.)

SMILES string

O=C1NC=CC(=O)N1

InChI

1S/C4H4N2O2/c7-3-1-2-5-4(8)6-3/h1-2H,(H2,5,6,7,8)

InChI key

ISAKRJDGNUQOIC-UHFFFAOYSA-N

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General description

Uracil belongs to the pyrimidine nucleobase family. It is naturally occurring and is an important and active part of RNA.

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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