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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:
form:
solid
Assay:
97%

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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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'
J Yan et al.
Clinical pharmacology and therapeutics, 61(5), 563-573 (1997-05-01)
Bromovinyl-uracil (BVU) is the principal metabolite of sorivudine, a potent anti-zoster nucleoside. BVU binds to, and irreversibly inhibits, the enzyme dihydropyrimidine dehydrogenase (DPD). The objective of this study was to assess the time course of recovery of DPD activity after
H Machida et al.
Antimicrobial agents and chemotherapy, 36(1), 214-216 (1992-01-01)
1-beta-D-Arabinofuranosyl-E-5-(2-bromovinyl)uracil (BV-araU) and E-5-(2-bromovinyl)uracil, a metabolite of BV-araU, did not affect either the anti-human immunodeficiency virus activity or the cytotoxicity of azidothymidine in MT-4 and MOLT-4 cells. Similarly, the bromovinyl compounds did not affect the in vitro antitumor activities of
Differential activity of potential antiviral nucleoside analogs on herpes simplex virus-induced and human cellular thymidine kinases.
Cheng YC, et al.
Antimicrobial Agents and Chemotherapy, 20(3), 420-423 (1981)
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)

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