5- cyano-oxadiazole derivative

In the course of research into orally active GPIIb/IIIa antagonists, the syntheses and biological activities of masked amidines as prodrugs were evaluated. In the synthetic studies, a 5-cyano-oxadiazole derivative was prepared from its corresponding carbaldoxime by dehydration with TFAA/pyridine [1082]. 

J.A. Mikroyannidis and J.K. Spiliopoulos, Synthesis and optical properties of novel blue-light emitting poly(p-phenylene vinylene) derivatives with pendant oxadiazole and cyano groups, J. Polym. Sci., Part A Polym. Chem., 42 1768-1778, 2004. 

The oxadiazole 140, related to ribavirin, has been prepared by cyclization of a known sugar-protected amidoxime. The 4 -thio-analogues 141 (X = O, S) of furanfurin and thiophenfurin (Vol. 29, p. 283), themselves analogues of ribavirin, have been prepared by condensation between the heterocycles, as their ethyl esters, with 0-protected derivatives of 4 -thioribofuranosyl acetate. The thiophene compound ( thiophenthiofurin ) had cytotoxicity towards cancer cell lines, but less so than thiophenfurin. A previously-known 2,5-anhydroglucose derivative 142 has been converted to the pyrazole 143, and some related compounds. Some pyrazole iso-C-nucleosides are mentioned in Chapter 2. Various 3-cyano-2-(P-D-ribofuranosyl)-1,5-benzodiazepines have been prepared by a novel ring transformation of 5-(tri-0-benzoyl-p-D-ribofuranosyl)isoxazole-4-carbaldehyde. ... 

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