Molecular structure of (E)-5-(2-Bromovinyl)uracil, CAS Number: 69304-49-0
(E)-5-(2-Bromovinyl)uracil (CAS 69304-49-0)
Application:
(E)-5-(2-Bromovinyl)uracil is used in anti-tumor and anti-viral studies
CAS Number:
69304-49-0
Purity:
≥95%
Molecular Weight:
217.02
Molecular Formula:
C6H5BrN2O2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
(E)-5-(2-Bromovinyl)uracil is a metabolite of sorivudine (SRV) produced by human gut flora. (E)-5-(2-bromovinyl)uracil has been used in a study on the catabolism and antitumor activity of 5-fluorouracil. (E)-5-(2-Bromovinyl)uracil (BVU) also exhibited a marked activity against herpes simplex virus type 1 (HSV-1) in vitro suggesting that (E)-5-(2-Bromovinyl)uracil is metabolically converted to BVDU or a phosphorylated product thereof. In vivo, (E)-5-(2-Bromovinyl)uracil protected mice against a lethal disseminated HSV-1 infection.
(E)-5-(2-Bromovinyl)uracil (CAS 69304-49-0) References
- Mechanism-based inactivation of human dihydropyrimidine dehydrogenase by (E)-5-(2-bromovinyl)uracil in the presence of NADPH. | Nishiyama, T., et al. 2000. Mol Pharmacol. 57: 899-905. PMID: 10779372
- Structure-activity relationships of (E)-5-(2-bromovinyl)uracil and related pyrimidine nucleosides as antiviral agents for herpes viruses. | Choi, Y., et al. 2000. J Med Chem. 43: 2538-46. PMID: 10891113
- In vitro drug combination of 1-beta-D-arabinofuranosyl-E-5-(2-bromovinyl)uracil with anti-human immunodeficiency virus or anticancer nucleosides. | Machida, H., et al. 1992. Antimicrob Agents Chemother. 36: 214-6. PMID: 1317147
- Synthesis and antiviral activity of (E)-5-(2-bromovinyl)uracil and (E)-5-(2-bromovinyl)uridine. | De Clercq, E., et al. 1986. J Med Chem. 29: 213-7. PMID: 3005566
- Comparative metabolism of E-5-(2-bromovinyl)-2'-deoxyuridine and 1-beta-D-arabinofuranosyl-E-5-(2-bromovinyl)uracil in herpes simplex virus-infected cells. | Ayisi, NK., et al. 1987. Mol Pharmacol. 31: 422-9. PMID: 3472064
- Effect of (E)-5-(2-bromovinyl)uracil on the catabolism and antitumor activity of 5-fluorouracil in rats and leukemic mice. | Desgranges, C., et al. 1986. Cancer Res. 46: 1094-101. PMID: 3943086
- Metabolism of 5'-ether prodrugs of 1-beta-D-arabinofuranosyl-E-5-(2-bromovinyl)uracil in rats. | Ashida, N., et al. 1993. Biochem Pharmacol. 46: 2201-7. PMID: 8274153
- Suicidal inactivation of human dihydropyrimidine dehydrogenase by (E)-5-(2-bromovinyl)uracil derived from the antiviral, sorivudine. | Ogura, K., et al. 1998. Cancer Lett. 122: 107-13. PMID: 9464498
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
(E)-5-(2-Bromovinyl)uracil, 100 mg | sc-218286 | 100 mg | $174.00 |