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457442

Sigma-Aldrich

(E)-5-(2-Bromovinyl)uracil

97%

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About This Item

Empirical Formula (Hill Notation):
C6H5BrN2O2
CAS Number:
Molecular Weight:
217.02
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
Pricing and availability is not currently available.

Assay

97%

form

solid

mp

189-194 °C (dec.) (lit.)

functional group

bromo

SMILES string

Br\C=C\C1=CNC(=O)NC1=O

InChI

1S/C6H5BrN2O2/c7-2-1-4-3-8-6(11)9-5(4)10/h1-3H,(H2,8,9,10,11)/b2-1+

InChI key

BLXGZIDBSXVMLU-OWOJBTEDSA-N

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Storage Class Code

13 - Non Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Tadashi Watabe et al.
Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan, 122(8), 527-535 (2002-08-22)
In 1993, there were 18 acute deaths in Japanese patients who had the viral disease herpes zoster and were treated with the new antiviral drug sorivudine (SRV, 1-beta-D-arabinofuranosyl-(E)-5-(2-bromovinyl)uracil). All the dead patients had received a 5-fluorouracil (5-FU) prodrug as anticancer
Makoto Inada et al.
Drug metabolism and disposition: the biological fate of chemicals, 33(3), 381-387 (2004-12-24)
Dihydropyrimidine dehydrogenase (DPD), the first enzyme in the sequential metabolism of pyrimidine, regulates blood concentrations of 5-fluorouracil and is deeply involved in its toxicity. This study was designed to examine the effects of a DPD inhibitor on blood concentrations of
E De Clercq
Anticancer research, 6(4), 549-556 (1986-07-01)
Bromovinyldeoxyuridine (BVDU) is a highly potent and selective antiherpetic agent which offers great potential for the treatment of severe herpes simplex virus type 1 (HSV-1) and varicella-zoster virus (VZV) infections in cancer patients. BVDU inhibits the replication of HSV-1 and
Simultaneous high-performance liquid chromatographic assay for 5-(2-bromo-E-ethenyl)-2'-deoxyuridine and its metabolite, 5-(2-bromo-E-ethenyl)uracil, in plasma.
Y Robinson et al.
Journal of chromatography, 338(1), 219-224 (1985-02-27)
H Okuda et al.
Drug metabolism and disposition: the biological fate of chemicals, 25(2), 270-273 (1997-02-01)
Rats were orally co-administered sorivudine (SRV: 1-beta-D-arabinofuranosyl-(E)-5-(2-bromovinyl)uracil), a new oral antiviral drug for herpes zoster, with the oral anticancer drug tegafur (FT: 1-(2-tetrahydrofuryl)-5-fluorouracil) as a prodrug of 5-flourouracil (5-FU) once daily to investigate a toxicokinetic mechanism of 15 Japanese patients'

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