86214-06-4

Basic information

• Product Name: (E)-5-(2-bromovinyl)-2'-deoxy-3-methyluridine
• CAS NO: 86214-06-4
• Molecular Weight: 347.166
• Mol File: 86214-06-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (E)-5-(2-bromovinyl)-2'-deoxy-3-methyluridine(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-5-(2-bromovinyl)-2'-deoxy-3-methyluridine(86214-06-4)
• EPA Substance Registry System: (E)-5-(2-bromovinyl)-2'-deoxy-3-methyluridine(86214-06-4)

Safety Data

• Hazardous Substances Data: 86214-06-4(Hazardous Substances Data)

Upstream product

• 74131-06-9 (E)-3-(1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)acrylic acid 
• 86163-17-9 methyl (E)-3-(1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)acrylate 
• 54-42-2 5-Iodo-2'-deoxyuridine 
• 69304-47-8 (E)-5-(2-bromovinyl)-2'-deoxyuridine 
• 74-88-4 methyl iodide 

Relevant articles and documents

THE SYNTHESIS AND ANTIVIRAL PROPERTIES OF (E)-5-(2-BROMOVINYL)-2'-DEOXYURIDINE-RELATED COMPOUNDS

A method for the synthesis of the potent anti-herpes agent, (E)-5-(2-bromovinyl)-2'-deoxyuridine (BVDU) (1) is described.A trace bye-product of the synthesis has been identified as 5-(1,2-dibromo-2-succinimidoethyl)-2'-deoxyuridine (5).A similar bye-product, 5-(1,2-dibromo-2-succinimidoethyl)uridine (4) is formed during the synthesis of (E)-5-(2-bromovinyl)uridine (3).The following derivatives of BVDU have been synthesised: 3'-O-methyl (8), 3-methyl (9), 4-O-ethyl (11), O2,5'-anhydro-(E)-5-(2-bromovinyl)-2'-deoxyuridine (13) and (E)-5-(2-bromovinyl)-2'-deoxyisocytidine (15).Whereas compounds 8, 9 and 15 showed little, if any, antiviral activity, 11 and, in particular, 13, were significantly active against herpes simplex virus type 1 and varicella-zoster virus.