Synthesis of an o-nitrobenzyl attached A(1) adenosine receptor antagonist, a prodrug approach

The o-nitrobenzyl group, possessing distinct advantage of being photolabile under mild conditions, was successfully connected to 8-(5,6-epoxynorbornan-2-yl)-1,3-dipropylxanthine (5), a high specific A(1) adenosine receptor antagonist. The resulting compound 4 would have potential use as a prodrug.

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Bibliographic Details
Published inSynthetic communications Vol. 33; no. 15; pp. 2605 - 2611
Main Authors Chang, HX, Ensinger, C, McCargar, RD, Vittimberga, BM
Format Journal Article
LanguageEnglish
Published PHILADELPHIA Taylor & Francis 01.01.2003
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
SELECTIVE ANTAGONISTS
o-nitrobenzyl group
A1-ADENOSINE
POTENT
photolysis
SUBSTITUENTS
1,3-DIALKYLXANTHINE DERIVATIVES
A adenosine receptor antagonist
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Summary:The o-nitrobenzyl group, possessing distinct advantage of being photolabile under mild conditions, was successfully connected to 8-(5,6-epoxynorbornan-2-yl)-1,3-dipropylxanthine (5), a high specific A(1) adenosine receptor antagonist. The resulting compound 4 would have potential use as a prodrug.
ISSN:0039-7911
1532-2432
DOI:10.1081/SCC-120021980