4-methyl-N-((6-nitrobenzo[d]thiazol-2-yl)carbamoyl)benzenesulfonamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-methyl-N-((6-nitrobenzo[d]thiazol-2-yl)carbamoyl)benzenesulfonamide
• 英文别名: 1-(4-methylphenyl)sulfonyl-3-(6-nitro-1,3-benzothiazol-2-yl)urea
• 化学式: C15H12N4O5S2
• 分子量: 392.4
• InChiKey: NVTOVLYVEMZUDQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  171
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-氨基-6-硝基苯并噻唑 、 对甲基苯磺酰异氰酸酯 以 二氯甲烷 为溶剂， 以62%的产率得到4-methyl-N-((6-nitrobenzo[d]thiazol-2-yl)carbamoyl)benzenesulfonamide
  参考文献：
  名称：

  10.14233/ajchem.2024.31558

  摘要：

  A series of benzothiazole-sulfonylurea hybrids (C1-C9) were synthesized and the molecular structures were characterized using physical (state, colour, melting point) and spectral (FT-IR, 1H NMR, 13C NMR and ESI-Mass) methods. All the compounds were screened for their bioactive potential as antidiabetic agents through α-glucosidase enzyme inhibitory properties at 100 µM concentration. The results were compared with a standard drug, voglibose. The bioassay results revealed that compound C2 was found to be the hit molecule that has exhibited a percentage enzyme inhibition of 49.10%, which is relatively better than that of voglibose at 37.75%. The observed activity is primarily due to the synergistic or addition potential of the pharmacophores benzothiazole and sulfonylurea hybridized into one molecule; the structural analogues of these pharmacophores were earlier reported as α-glucosidase inhibitors.

  DOI：

  10.14233/ajchem.2024.31558