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Claims for Patent: 4,918,179

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Claims for Patent: 4,918,179

Title: 2'-fluoro-arabinofuranosyl purine nucleosides
Abstract:2'-Deoxy-2'-fluoro-.beta.-D-arabinofuranosyl nucleosides of the following structure are disclosed: ##STR1## wherein X and Y are the same or different and are hydrogen, OR.sup.3, SR.sup.3, NR.sup.3 N.sup.4 or NHacyl wherein R.sup.3 and R.sup.4 are the same or different and are hydrogen, lower alkyl of 1 to 7 carbon atoms, aralkyl, or aryl; NHacyl is alkanoyl or aroylamide; R.sup.1 and R.sup.2 are the same or different and are hydrogen, acyl or aroyl.
Inventor(s): Watanabe; Kyoichi A. (Rye Brook, NY), Chu; Chung K. (Athens, GA), Fox; Jack J. (White Plains, NY)
Assignee: Sloan-Kettering Institute for Cancer Research (New York, NY)
Application Number:07/189,148
Patent Claims: 1. A purine nucleoside having the structural formula: ##STR6## wherein X and Y are the same or different and are hydrogen, halogen, OR.sup.3, SR.sup.3, NR.sup.3 R.sup.4 or NHacyl;

R.sup.3 and R.sup.4 being the same or different and being hydrogen, a lower alkyl of 1 to 7 carbon atoms, an aralkyl compound selected from the group consisting of benzyl, benzhydryl or methoxybenzyl, or an aryl compound selected from the group consisting of phenyl, chlorophenyl, toluyl, methoxyphenyl and naphthyl; and

NHacyl being alkanoyl or aroyl amide, alkanoyl being an alkyl carbonyl radical in which alkyl is a straight or branched chain saturated or unsaturated hydrocarbon radical having from 1 to 20 carbon atoms and aroyl being a benzoyl or naphthoyl; and

wherein R.sup.1 and R.sup.2 are the same or different and are hydrogen, acyl or aroyl, acyl being an alkanoyl group of 1 to 20 carbon atoms and aroyl being a benzoyl or naphthoyl.

2. A purine nucleoside selected from the group consisting of:

9-(2'-deoxy-2'fluoro-.beta.-D-arabinofuranosyl)-2-amino-6-thiopurine;

9-(2'-deoxy-2'fluoro-.beta.-D-arabinofuranosyl)-2,6-diaminopurine;

9-(2'-deoxy-2'fluoro-.beta.-D-arabinofuranosyl)-2-aminopurine;

9-(2'-deoxy-2'fluoro-.beta.-D-arabinofuranosyl)guanine;

9-(2'-deoxy-2'fluoro-.beta.-D-arabinofuranosyl)-6-thiopurine;

9-(2'-deoxy-2'fluoro-.beta.-D-arabinofuranosyl)-6-methoxypurine;

9-(2'-deoxy-2'fluoro-.beta.-D-arabinofuranosyl)-2-methoxy-6-thiopurine;

9-(2'-deoxy-2'fluoro-.beta.-D-arabinofuranosyl)-2-amino-6-methylthiopurine;

9-(2'-deoxy-2'fluoro-.beta.-D-arabinofuranosyl)-6-methylthiopurine;

9-(2'-deoxy-2'fluoro-.beta.-D-arabinofuranosyl)-2-methoxypurine;

9-(2'-deoxy-2'fluoro-.beta.-D-arabinofuranosyl)purine;

9-(2'-deoxy-2'fluoro-.beta.-D-arabinofuranosyl)-2-aminopurine; and

9-(2'-deoxy-2'-fluoro-.beta.-D-arabinofuranosyl)-2-methoxypurine.
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