2-(6-Chloro-2-oxochromen-3-yl)imidazo[2,1-b][1,3]benzothiazole-6-sulfonamide | 1422739-38-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 2-(6-Chloro-2-oxochromen-3-yl)imidazo[2,1-b][1,3]benzothiazole-6-sulfonamide
• 英文别名: 2-(6-chloro-2-oxochromen-3-yl)imidazo[2,1-b][1,3]benzothiazole-6-sulfonamide
• CAS: 1422739-38-5
• 化学式: C₁₈H₁₀ClN₃O₄S₂
• 分子量: 431.88
• InChiKey: XMZKFAPDXBPXLI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  140
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  磺胺 在 溴 作用下， 以 氯仿 、 乙二醇甲醚 为溶剂， 反应 4.0h， 生成 2-(6-Chloro-2-oxochromen-3-yl)imidazo[2,1-b][1,3]benzothiazole-6-sulfonamide
  参考文献：
  名称：

  Inhibitors of apoptosis in testicular germ cells: Synthesis and biological evaluation of some novel IBTs bearing sulfonamide moiety

  摘要：

  Pifithrin-alpha, a known p53 inactivator, inhibits p53-dependant mitochondrial cell death induced by toxins or gamma-radiation. It has been found that aromatic IBT analogues of PFT-alpha are more cytoprotective and nonpeptide-based, isatin sulfonamides selectively inhibit caspases 3 and 7, responsible for mitochondrial mediated apoptosis. Therefore, we envisioned the synthesis of novel IBTs 4 and 5 bearing sulfonamide moiety and observed the mitigating effects of these IBTs in rescue of malathion induced apoptosis in testicular germ cells of goat. Two IBTs (4b; R = CH3, 5b; R-1 = Cl) showed very high survival rate of cells whereas IBT 41 (R = NO2) showed some exceptional behaviour by increasing the apoptosis. These IBTs nullify the cytotoxic effect of malathion on mitochondria, following p53-independent pathway. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.11.015

文献信息

• Inhibitors of apoptosis in testicular germ cells: Synthesis and biological evaluation of some novel IBTs bearing sulfonamide moiety
  作者：Navneet Chandak、Jitender K. Bhardwaj、Rajnesh K. Sharma、Pawan K. Sharma

  DOI：10.1016/j.ejmech.2012.11.015

  日期：2013.1

  Pifithrin-alpha, a known p53 inactivator, inhibits p53-dependant mitochondrial cell death induced by toxins or gamma-radiation. It has been found that aromatic IBT analogues of PFT-alpha are more cytoprotective and nonpeptide-based, isatin sulfonamides selectively inhibit caspases 3 and 7, responsible for mitochondrial mediated apoptosis. Therefore, we envisioned the synthesis of novel IBTs 4 and 5 bearing sulfonamide moiety and observed the mitigating effects of these IBTs in rescue of malathion induced apoptosis in testicular germ cells of goat. Two IBTs (4b; R = CH3, 5b; R-1 = Cl) showed very high survival rate of cells whereas IBT 41 (R = NO2) showed some exceptional behaviour by increasing the apoptosis. These IBTs nullify the cytotoxic effect of malathion on mitochondria, following p53-independent pathway. (C) 2012 Elsevier Masson SAS. All rights reserved.