Chemistry:Edoxudine
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Short description: Chemical compound
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| Formula | C11H16N2O5 |
| Molar mass | 256.25514 g·mol−1 |
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Edoxudine (or edoxudin) is an antiviral drug. It is an analog of thymidine, a nucleoside.
It has shown effectiveness against herpes simplex virus.[1]
Synthesis
Mercuration of the 2'-deoxyuridine 1 leads to the organometallic derivative 2; reaction of that with ethylene in the presence dilithiopalladium tetrachloride gives the alkylation product 3; this is reduced catalytically in situ. There is thus obtained the antiviral agent edoxudine 4.
References
- ↑ "Topical antiviral agents for herpes simplex virus infections". Drugs of Today 34 (12): 1013–1025. December 1998. doi:10.1358/dot.1998.34.12.487486. PMID 14743269.
- ↑ Gauri KK, US patent 3553192, issued 1971, assigned to Robugen
- ↑ "Letter: Synthesis of C-5 substituted pyrimidine nucleosides via organopalladium intermediates". Journal of the American Chemical Society 98 (6): 1587–1589. March 1976. doi:10.1021/ja00422a056. PMID 1249369.
- ↑ "C-5 substituted pyrimidine nucleosides. 2. Synthesis via olefin coupling to organopalladium intermediates derived from uridine and 2'-deoxyuridine". Journal of the American Chemical Society 100 (26): 8106–8112. 1978. doi:10.1021/ja00494a014.
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