Applied Chemistry Research Centre, PCSIR Laboratories Complex, Ferozpur Road, Lahore 54600, Pakistan.
Eur J Med Chem. 2010 Feb;45(2):698-704. doi: 10.1016/j.ejmech.2009.11.016. Epub 2009 Nov 11.
A series of potential anti-oxidant and anti-bacterial N'-arylmethylidene-2-(3,4-dimethyl-5,5-dioxidopyrazolo[4,3-c][1,2]benzothiazin-2(4H)-yl)acetohydrazides was synthesized in a facile way starting from commercially available saccharine. 3,4-Dimethyl-2,4-dihydropyrazolo[4,3-c][1,2]benzothiazine 5,5-dioxide was obtained by ring expansion of 2-(2-oxopropyl)-1,2-benzisothiazol-3(2H)-one 1,1-dioxide followed by N-methylation and cyclization with hydrazine using ultrasonic irradiation. N-alkylation of the cyclized product with methyl chloroacetate followed by its reaction with hydrazine and subsequent ultrasonic mediated condensations with aromatic aldehydes afforded the title compounds. All the synthesized compounds were subjected to the preliminary evaluation for their anti-oxidant and anti-bacterial activities.
以市售糖精为起始原料，简便地合成了一系列潜在的抗氧化和抗菌 N'-芳基亚甲基-2-(3,4-二甲基-5,5-二氧代吡唑并[4,3-c][1,2]苯并噻嗪-2(4H)-基)乙二酰肼。通过超声辐射，2-(2-氧代丙基)-1,2-苯并异噻唑-3(2H)-酮 1,1-二氧化物的环扩张得到 3,4-二甲基-2,4-二氢吡唑并[4,3-c][1,2]苯并噻嗪 5,5-二氧化物，然后用甲胺和肼进行 N-甲基化和环化。用氯乙酸甲酯对环化产物进行 N-烷基化，然后与肼反应，再与芳醛进行超声介导缩合，得到标题化合物。所有合成的化合物都进行了抗氧化和抗菌活性的初步评价。
