570656
5-Vinyluracil
95%
Synonym(s):
5-Vinyl-1H-pyrimidine-2,4-dione
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About This Item
Empirical Formula (Hill Notation):
C6H6N2O2
CAS Number:
Molecular Weight:
138.12
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Assay
95%
form
solid
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
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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
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
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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