Characterization of the 4-(benzothiazol-2-yl) phenylnitrenium ion from a putative metabolite of a model antitumor drug

M Chakraborty, KJ Jin, SA Glover…

Index: Chakraborty, Mrinal; Jin, Kyoung Joo; Glover, Stephen A.; Novak, Michael Journal of Organic Chemistry, 2010 , vol. 75, # 15 p. 5296 - 5304

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Citation Number: 18

Abstract

The 4-(benzothiazol-2-yl) phenylnitrenium ion 11 is generated from hydrolysis or photolysis of O-acetoxy-N-(4-(benzothiazol-2-yl) phenyl) hydroxylamine 8, a model metabolite of 2-(4- aminophenyl) benzothiazole 1 and its ring-substituted derivatives that are being developed for a variety of medicinal applications, including antitumor, antibacterial, antifungal, and imaging agents. Previously, we showed that 11 had an aqueous solution lifetime of 530 ns ...