Abstract

This chapter discusses vidarabine. Vidarabine is a purine nucleoside, which does not occur naturally. Vidarabine has subsequently been obtained from fermentation cultures of Streptomyces antibioticus, tested and developed by Warner-Lambert/Parke-Davis Company. Vidarabine is an odorless, white crystalline solid. It melts in the range of 262˚ and 270˚C. The infrared spectrum of vidarabine presented in the chapter was taken as a 0.5% dispersion of vidarabine in potassium bromide using a Perkin-Elmer Model 621 infrared spectrophotometer. The nuclear magnetic resonance (NMR) spectrum of vidarabine was obtained with a Varian Model 60 MC spectrometer. Deuterated dimethylsulfoxide was used as the solvent with tetramethylsilane as an internal standard. Vidarabine is an amphoteric compound, which can act as both a weak acid and a weak base. Vidarabine has been synthesized by two different methods. The first involves a cleavage reaction of 9-(2,3-anhydro-β-Dlyxofuranosyl) adenine, which is derived from 9-β-Dxylofuranosyladenine. The second is a condensation of benzoyladenine with 2,3,5-tri-O-benzyl-β-D-arabinosylchloride.

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