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Merck

U0750

Uracil

≥99.0%, synthetic (organic), powder

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C4H4N2O2
Número CAS:
Peso molecular:
112.09
NACRES:
NA.51
PubChem Substance ID:
UNSPSC Code:
41106305
EC Number:
200-621-9
MDL number:
Beilstein/REAXYS Number:
507828

Nombre del producto

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.

Clase de almacenamiento

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
William B White et al.
The New England journal of medicine, 369(14), 1327-1335 (2013-09-03)
To assess potentially elevated cardiovascular risk related to new antihyperglycemic drugs in patients with type 2 diabetes, regulatory agencies require a comprehensive evaluation of the cardiovascular safety profile of new antidiabetic therapies. We assessed cardiovascular outcomes with alogliptin, a new
Jordan J Feld et al.
The New England journal of medicine, 370(17), 1594-1603 (2014-04-12)
The interferon-free combination of the protease inhibitor ABT-450 with ritonavir (ABT-450/r) and the NS5A inhibitor ombitasvir (also known as ABT-267) plus the nonnucleoside polymerase inhibitor dasabuvir (also known as ABT-333) and ribavirin has shown efficacy against the hepatitis C virus

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