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Merck

U0750

Uracil

≥99.0%, synthetic (organic), powder

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:
Molecular Weight:
112.09
NACRES:
NA.51
PubChem Substance ID:
UNSPSC Code:
41106305
EC Number:
200-621-9
MDL number:
Beilstein/REAXYS Number:
507828
Assay:
≥99.0%
Biological source:
synthetic (organic)
Form:
powder
Solubility:
1 M NaOH: 50 mg/mL, clear to hazy, colorless to faint yellow or tan
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Product Name

Uracil, ≥99.0%

biological source

synthetic (organic)

Quality Level

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

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

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.


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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