Organic compounds -- part of the class 532-570 series – Organic compounds – Chalcogen bonded directly to ring carbon of the purine ring...
Patent
1979-01-05
1981-05-19
Hollrah, Glennon H.
Organic compounds -- part of the class 532-570 series
Organic compounds
Chalcogen bonded directly to ring carbon of the purine ring...
C07D47334
Patent
active
042686725
ABSTRACT:
The preparation of (.+-.)-9-[.alpha.-(2.alpha.,3.beta.-dihydroxy-4.alpha.-(hydroxymethyl)cycl opentyl)]-6-substituted purines: ##STR1## and (.+-.)-3-[.alpha.-(2.alpha.,3.beta.-dihydroxy-4.alpha.-(hydroxymethyl)cycl opentyl)]-7-substituted-v-triazolo[4,5d]pyrimidines: ##STR2## and their derivatives wherein R is amino, mercapto, methylmercapto, hydroxy, halogen, or substituted amino: ##STR3## wherein R' and R" may be the same or different and are of hydrogen, methyl, ethyl, propyl or phenyl. The preparation of the single intermediate from which either of these series of compounds may be synthesized is also disclosed. The compounds exhibit antiviral and antitumor activity. Acid salts and esters of the purine nucleosides have also been prepared.
REFERENCES:
L. Bennett et al., Mol. Pharmacol. 4, 208-217 (1968), Metabolic Studies with Carbocyclic Analogs of Purine Nucleosides.
D. Hill et al., Chem. Abstracts, 75:86554s (1971), Inhibition of Guanine Metabolism of Mammalian Tumor Cells by the Carbocyclic Analog of Adenosine.
Y. Shealy et al., 4 Amer. Chem. Soc., (1969), 91, (11), 3075-3083, Synthesis of Carbocyclic Analogs of Purine Ribonucleosides.
A. Holy, Nucleic Acids Research, Spec. Publ., 1975, 1 (Symp. Chem. Nucleic Acids Components, 3rd, 1975), 573-576.
Eakin M. C.
Hollrah Glennon H.
The Regents of the University of Minnesota
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