Nitrosations with hydrazine derivative, VI: Novel reaction of oral antidiabetics of the sulfonylsemicarbazide type under nitrosating conditions

Article abstract of DOI:10.1002/ardp.19933261203

Oral antidiabetics of the sulfonylsemicarbazide type like Tolazamide (1) and Glisoxepide (2) were transformed under mild nitrosating conditions, even nearly physiological in vitro conditions, to sulfonyl triazenes 3a, b by a novel reaction pathway. Model compounds with N⁴-Acyl-semicarbazide structure 4 showed different reaction behaviour yielding carbonamides 5 and nitrosamines 6.