Organic letters

O 2-(N-Hydroxy (methoxy)-2-ethanesulfonamido) protected diazen-1-ium-1, 2-diolates: nitric oxide release via a base-induced β-elimination cleavage

Z Huang, EE Knaus

Index: Huang, Zhangjian; Knaus, Edward E. Organic Letters, 2011 , vol. 13, # 5 p. 1178 - 1181

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Citation Number: 5

Abstract

O 2-(Ethanesulfohydroxamic acid) and O 2-(N-methoxy-2-ethanesulfonylamido) diazen-1- ium-1, 2-diolates (4− 7), a novel type of O 2-(protected) diazeniumdiolate, were synthesized using a key thioacetate oxidation reaction. Nitric oxide release studies showed that O 2-(N- methoxy-2-ethanesulfonylamido) diazeniumdiolates 5 and 7 released NO in a nonphysiological alkaline buffer, in the presence of bases such as the basic natural amino ...