Synthesis of Novel Diazeniumdiolate and Sydnonate-N-oxide Products
Nitric oxide (NO) is known to react with carbanions and secondary amines as a cis-dimeric molecule (cis-N2O2) to form useful NO-donor reagents known as NONOates. Rare examples for trans-N2O2 addition are also known. Active methylene-group containing α-alkylcarboxylates undergo trans-N2O2 addition leading to the formation of sydnonate-N-oxide salts. The diazeniumdiolate and sydnonate-N-oxide products exhibit varying levels of stability in aqueous media, and some of them are capable of releasing NO under physiological conditions. Such compounds are of great recent interest as pro-drugs for NO-delivery ...
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