O2-glycosylated 1-substituted diazen-1-ium-1,2-diolates

C - Chemistry – Metallurgy – 07 – H

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C07H 15/00 (2006.01) A61K 31/7028 (2006.01) A61K 31/7052 (2006.01) C07C 245/04 (2006.01) C07D 207/46 (2006.01) C07D 241/04 (2006.01) C07D 295/24 (2006.01) C07D 403/12 (2006.01) C07H 1/00 (2006.01) C07H 15/26 (2006.01)

Patent

CA 2705474

Diazeniumdiolates, wherein the N' position is substituted by an inorganic or organic moiety and the O2-oxygen is bound to a substituted or unsubstituted aromatic group, are provided. Also provided are O2-glycosylated 1-substituted diazen-1-ium-1,2-diolates (O2-glycosylated diazeniumdiolates) and O2-substituted 1-[(2- carboxylato)pyrrolidin-1-yl]diazen-1-ium-1,2-diolates (1-[(2-carboxylato)pyrrolidin-l-yl]diazeniumdiolates). The O2-aryl diazeniumdiolates are stable with respect to the hydrolytic generation of nitric oxide in neutral to acidic solutions and generate nitric oxide in basic or nucleophilic environments or microenvironments. Also provided are compositions, including pharmaceutical compositions, comprising such compounds and methods of using such compounds.

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