457442
(E)-5-(2-Bromovinyl)uracil
97%
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About This Item
Empirical Formula (Hill Notation):
C6H5BrN2O2
CAS Number:
Molecular Weight:
217.02
UNSPSC Code:
12352100
PubChem Substance ID:
MDL number:
Assay:
97%
Form:
solid
assay
97%
form
solid
InChI
1S/C6H5BrN2O2/c7-2-1-4-3-8-6(11)9-5(4)10/h1-3H,(H2,8,9,10,11)/b2-1+
SMILES string
Br\C=C\C1=CNC(=O)NC1=O
InChI key
BLXGZIDBSXVMLU-OWOJBTEDSA-N
mp
189-194 °C (dec.) (lit.)
functional group
bromo
Storage Class
13 - Non Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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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 Marquardt et al.
Carcinogenesis, 6(8), 1207-1209 (1985-08-01)
(E)-5-(2-bromovinyl)-2'-deoxyuridine (BDVU), one of the most potent and selective anti-herpes agents described to date, and its close congeners (E)-5-(2-bromovinyl)-1-beta-D-arabinofuranosyluracil (BVaraU) and (E)-5-(2-bromovinyl)uracil (BVU), as well as the reference compounds 5-iodo-2'-deoxyuridine (IDU) and 5-trifluoro-2'-deoxythymidine (TFT) were examined for their genotoxic potential.
D B Whigan et al.
Journal of chromatography. B, Biomedical applications, 664(2), 357-363 (1995-02-17)
This paper describes the determination of 1-beta-D-arabinofuranosyl-E-5-(2-bromovinyl)uracil in urine. The method involves sample clean-up by liquid-liquid extraction with ethyl acetate followed by high-performance liquid chromatographic (HPLC) analysis. The sample preparation may be performed either manually or automatically using a Zymark
H Okuda et al.
The Journal of pharmacology and experimental therapeutics, 287(2), 791-799 (1998-11-10)
A toxicokinetic study was performed using rats to investigate the possible mechanism of 18 acute deaths in Japanese patients with cancer and herpes zoster by interactions of the new oral antiviral drug, sorivudine (SRV), with one of the oral 5-fluorouracil
T Nishiyama et al.
Molecular pharmacology, 57(5), 899-905 (2000-04-25)
Purified recombinant human dihydropyrimidine dehydrogenase (hDPD) was incubated with (14)C-labeled (E)-5-(2-bromovinyl)uracil ([(14)C]BVU) in the presence of NADPH to investigate a possible mechanism in the 18 patient deaths caused by interactions of 5-fluorouracil prodrugs with the new oral antiviral drug, sorivudine.
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