| Identification | Back Directory | [Name]
(E)-5-(2-BROMOVINYL)URACIL | [CAS]
69304-49-0 | [Synonyms]
bvuracil
Ccris 5284
Brn 0744244
bromovinyluracil
Brivudine Impurity 4
Brivudine Impurity F
5-(2-bromovinyl)uracil
(E)-5-(2-BROMOVINYL)URACIL
5-[(E)-2-Bromovinyl]uracil
5-(TRANS-2-BROMOVINYL)URACIL
5-[(E)-2-Bromoethenyl]uracil
BrivudineImpurity1-5-uracil)
5-(2-bromoethenyl)-4(1(e)-3h)-pyrimidinedione
(E)-5-(2-BroMovinyl)pyriMidine-2,4(1H,3H)-dione
Brivudine Impurity ((E)-5-(2-Bromovinyl)uracil )
Brivudine Impurity 1 ((E)-5-(2-Bromovinyl)uracil)
(e)-5-(2-bromoethenyl)-2,4(1h,3h)-pyrimidinedione
5-[(1E)-2-Bromoethenyl]-2,4(1H,3H)-pyrimidinedione
2,4(1H,3H)-PyriMidinedione, 5-[(1E)-2-broMoethenyl]-
2,4(1H,3H)-Pyrimidinedione, 5-(2-bromoethenyl)-, (E)- | [Molecular Formula]
C6H5BrN2O2 | [MDL Number]
MFCD00132885 | [MOL File]
69304-49-0.mol | [Molecular Weight]
217.02 |
| Chemical Properties | Back Directory | [Melting point ]
189-194 °C (dec.)(lit.) | [density ]
1.881 | [storage temp. ]
Sealed in dry,2-8°C | [solubility ]
DMSO (Slightly), Methanol (Slightly, Heated) | [form ]
Solid | [pka]
7.54±0.10(Predicted) | [color ]
Pale Beige to Beige |
| Hazard Information | Back Directory | [Chemical Properties]
Beige Solid | [Uses]
(E)-5-(2-Bromovinyl)uracil (BVU) is a pyrimidine base and an inactive metabolite of the antiviral agents sorivudine and (E)-5-(2-bromovinyl)-2'-deoxyuridine (BVDU) that may be regenerated to BVDU in vivo. BVU irreversibly inactivates dihydropyrimidine dehydrogenase (DPD) in an NADPH-dependent manner. It enhances the efficacy of the chemotherapeutic agent and DPD substrate 5-fluorouracil (HY-90006) in a P388 murine leukemia model when administered at a dose of 200 μmol/kg, increasing survival time. | [References]
[1] De Clercq, et al. Synthesis and antiviral activity of (E)-5-(2-bromovinyl)uracil and (E)-5-(2-bromovinyl)uridine. J. Med. Chem. 29(2), 213-217 (1986). |
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Energy Chemical
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