570656

Sigma-Aldrich

5-Vinyluracil

95%

Synonym(s):
5-Vinyl-1H-pyrimidine-2,4-dione
Empirical Formula (Hill Notation):
C6H6N2O2
CAS Number:
Molecular Weight:
138.12
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

95%

mp

>300 °C (dec.) (lit.)

SMILES string

C=CC1=CNC(=O)NC1=O

InChI

1S/C6H6N2O2/c1-2-4-3-7-6(10)8-5(4)9/h2-3H,1H2,(H2,7,8,9,10)

InChI key

ZRYZBEQILKESAW-UHFFFAOYSA-N

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
E T Chelton et al.
The Biochemical journal, 187(1), 257-260 (1980-04-01)
Bacteriophage T3 was produced in a form that contained 32% of its normal DNA thymine residues replaced with 5-vinyluracil residues by infecting a thymine-requiring strain of Escherichia coli with phage T3 in a medium containing 5-vinyluracil. When 2'-deoxy-5-vinyluridine was added...
Kazuo Hattori et al.
Bioorganic & medicinal chemistry letters, 13(5), 867-872 (2003-03-06)
A series of tumor-activated prodrugs of the inhibitors of dihydropyrimidine dehydrogenase (DPD), an enzyme catabolizing 5-fluorouracil (5-FU: 4g), has been designed and synthesized. RO0094889 (11c) is a prodrug of 5-vinyluracil (4c), a known DPD inhibitor, and was designed to generate...
A S Jones et al.
Nucleic acids research, 1(1), 105-107 (1974-01-01)
A method for the rapid preparation of the thymineanalogue, 5-vinyluracil, in 83% yield from 5-(1-hydroxyethyl)uracil via the methanesulphonyl ester is reported.

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