5-vinyluracil

Names

[ Name ]:
5-vinyluracil

[Synonym ]:
5-ethenyluracil
5-vinyl-1H-pyrimidine-2,4-dione
MFCD00913267
5-ethenyl-2,4(1H,3H)-pyrimidinedione
5-Vinyl-uracil
5-ethenylpyrimidine-2,4-diol

Chemical & Physical Properties

[ Density]:
1.332g/cm3

[ Melting Point ]:
>300ºC (dec.)(lit.)

[ Molecular Formula ]:
C₆H₆N₂O₂

[ Molecular Weight ]:
138.12400

[ Exact Mass ]:
138.04300

[ PSA ]:
65.72000

[ Appearance of Characters ]:
Powder

[ Index of Refraction ]:
1.606

[ Storage condition ]:
-20°C Freezer

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
36/37/38

[ Safety Phrases ]:
26-36/37

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
2933599090

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933599090

[ Summary ]:
2933599090. other compounds containing a pyrimidine ring (whether or not hydrogenated) or piperazine ring in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

A method for the rapid preparation of 5-vinyluracil in high yield.

Nucleic Acids Res. 1(1) , 105-7, (1974)

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.

Design and synthesis of the tumor-activated prodrug of dihydropyrimidine dehydrogenase (DPD) inhibitor, RO0094889 for combination therapy with capecitabine.

Bioorg. Med. Chem. Lett. 13(5) , 867-72, (2003)

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...

Incorporation of 5-substituted uracil derivatives into nucleic acids. The isolation and gamma-radiation-sensitivity of bacteriophage T3 containing the thymine analogue 5-vinyluracil.

Biochem. J. 187(1) , 257-60, (1980)

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 phag...