80384-36-7

Basic information

• Product Name: 5-bromoethynyl-2'-deoxyuridine
• Synonyms: 5-bromoethynyl-2'-deoxyuridine
• CAS NO: 80384-36-7
• Molecular Formula: C11H11 Br N2 O5
• Molecular Weight: 331.12
• Mol File: 80384-36-7.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Density: 1.90±0.1 g/cm3(Predicted)
• PKA: 7.51±0.10(Predicted)
• CAS DataBase Reference: 5-bromoethynyl-2'-deoxyuridine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-bromoethynyl-2'-deoxyuridine(80384-36-7)
• EPA Substance Registry System: 5-bromoethynyl-2'-deoxyuridine(80384-36-7)

Safety Data

• Hazardous Substances Data: 80384-36-7(Hazardous Substances Data)

Upstream product

• 23956-12-9 5-(2-hydroxyethyl)-uracil 
• 80184-05-0 1-chloro-2-deoxy-D-ribofuranose 
• 61135-31-7 5-(2,2-dibromovinyl)-uracil 
• 77530-00-8 5-(bromoethynyl)-uracil 
• 452-51-7 D-2-deoxyribose 
• 3601-90-9 5-chloro-2-(((4-chlorobenzoyl)oxy)methyl)tetrahydrofuran-3-yl 4-chlorobenzoate 
• 1195-08-0 2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carbaldehyde 
• 13030-62-1 3',5'-di-O-acetyl-2'-deoxyuridine 
• 1956-30-5 3',5'-O-diacetyl-5-iodo-2'-deoxyuridine 
• 100021-00-9 1-(3,5-di-O-acetyl-2-deoxy-β-D-erythro-pentofuranosyl)-5-ethynyluracil 
• 85267-60-3 1-(3,5-di-O-acetyl-2-deoxy-β-D-erythro-pentofuranosyl)-5-(trimethylsilylethynyl)uracil 
• 866836-96-6 3',5'-di-O-acetyl-5-(2-bromoethynyl)-2'-deoxyuridine 
• 158226-23-4 β-5-(bromoethynyl)-1-<2-'deoxy-3',5'-di-O-(p-chlorobenzoyl)>-uridine 
• 158226-24-5 α-5-(bromoethynyl)-1-<2-'deoxy-3',5'-di-O-(p-chlorobenzoyl)>-uridine 

Relevant articles and documents

Uridine derivatives as antiviral drugs against a flaviviridae, especially HCV

The invention relates to the use of an uridine derivative of formula (I): wherein R1 represents monohalogenated alkynyl or dihalogenated alkenyl;R2 is chosen from among hydrogen, hydroxyl, -O-alkyl, -O-CO-alkyl and halogen;R3 is chosen from among hydrogen, hydroxyl, -O-alkyl, -O-CO-alkyl, halogen, -SH, -S-alkyl and N3; andR4 is chosen from among hydroxyl, -O-alkyl, -O-CO-alkyl, -O-phosphate, -O-diphosphate, -O-triphosphate and -O-phosphonate, as well as its possible tautomers, its possible pharmaceutically acceptable addition salts with an acid or a base, and its N-oxide forms, for the preparation of a drug having antiviral activity against a Flaviviridae.

Synthesis of a potential antiviral compound: 5-Bromoethynyl-2'- deoxyuridine

5-Bromoethynyluracil and its deoxyriboside can be prepared in good yields starting from dibromovinyluracil, which is accesible by literature methods. 5-Bromoethynyl-deoxyuridine is less effective against HSV-1 than E- (bromovinyl)-deoxyuridine but, similar to BVDU, seems to exhibit a certain selectivity toward HSV-1. Molecular calculations prove the spatial similarity of both compounds.