(E)-5-(2-Carbomethoxyvinyl)uridine - CAS 58931-19-4
Category:
Nucleosides
Product Name:
(E)-5-(2-Carbomethoxyvinyl)uridine
Catalog Number:
58931-19-4
CAS Number:
58931-19-4
Molecular Weight:
328.28
Molecular Formula:
C13H16N3O8
COA:
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MSDS:
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Structure\Application:
Ribo-Nucleosides
Chemical Structure
CAS 58931-19-4 (E)-5-(2-Carbomethoxyvinyl)uridine

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Reference Reading


1.Synthesis and antiviral activity of (E)-5-(2-bromovinyl)uracil and (E)-5-(2-bromovinyl)uridine.
De Clercq E, Desgranges C, Herdewijn P, Sim IS, Jones AS, McLean MJ, Walker RT. J Med Chem. 1986 Feb;29(2):213-7.
(E)-5-(2-Bromovinyl)uracil (BVU) and (E)-5-(2-bromovinyl)uridine (BVRU) were synthesized starting from 5-formyluracil via (E)-5-(2-carboxyvinyl)uracil or starting from 5-iodouridine via (E)-5-(2-carbomethoxyvinyl)uridine and (E)-5-(2-carboxyvinyl)uridine, respectively. Depending on the choice of the cell system, BVU and BVRU exhibited a marked activity against herpes simplex virus type 1 (HSV-1) in vitro. Although BVU and BVRU were less potent than the reference compound (E)-5-(2-bromovinyl)-2'-deoxyuridine (BVDU), their antiviral activity spectrum was remarkably similar to that of BVDU. The latter findings suggest that BVU and BVRU are metabolically converted to BVDU or a phosphorylated product thereof. In vivo, BVU protected mice against a lethal disseminated HSV-1 infection.