N'-(4-nitrobenzylidene)-1H-indole-3-carbohydrazide | 15315-92-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: N'-(4-nitrobenzylidene)-1H-indole-3-carbohydrazide
• 英文别名: N-[(4-nitrophenyl)methylideneamino]-1H-indole-3-carboxamide
• CAS: 15315-92-1
• 化学式: C₁₆H₁₂N₄O₃
• 分子量: 308.296
• InChiKey: FKCWSYOTISYVAL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  103
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  吲哚-3-甲酸甲酯 在 一水合肼 、 溶剂黄146 作用下， 以 乙醇 、 水 为溶剂， 反应 6.0h， 生成 N'-(4-nitrobenzylidene)-1H-indole-3-carbohydrazide
  参考文献：
  名称：

  Design, synthesis and QSAR study of arylidene indoles as anti-platelet aggregation inhibitors

  摘要：

  A series of novel substituted indole carbohydrazide was synthesized and evaluated for anti-platelet aggregation activity. The structures of the synthesized compounds were confirmed by spectral data and elemental analysis and were evaluated for their ability to inhibit platelet aggregation induced by adenosine diphosphate, arachidonic acid (AA) and collagen. Compounds 3e and 3b exhibited the highest activities against the platelet aggregation induced by collagen with IC50 values of 12.7 and 13.3 mu M, respectively, and 2h with IC50 value of 51.88 mu M and 2i with IC50 of 44.38 mu M efficiently inhibited platelet aggregation induced by AA. The QSAR investigation indicated the importance of the topological, constitutional and geometrical parameters (PW3, PW4, LP1 and GATS6v) in describing the anti-platelet aggregation activity of the synthesized hydrazides. Evaluation of cytotoxic activity of the compounds against L929 cell line and three cancer cell lines revealed that none of the compounds have significant cytotoxicity.

  DOI：

  10.1007/s00044-015-1440-7

文献信息

• Design, synthesis and QSAR study of arylidene indoles as anti-platelet aggregation inhibitors
  作者：Seyedeh Sara Mirfazli、Mehdi Khoshneviszadeh、Mohammad Jeiroudi、Alireza Foroumadi、Farzad Kobarfard、Abbas Shafiee

  DOI：10.1007/s00044-015-1440-7

  日期：2016.1

  A series of novel substituted indole carbohydrazide was synthesized and evaluated for anti-platelet aggregation activity. The structures of the synthesized compounds were confirmed by spectral data and elemental analysis and were evaluated for their ability to inhibit platelet aggregation induced by adenosine diphosphate, arachidonic acid (AA) and collagen. Compounds 3e and 3b exhibited the highest activities against the platelet aggregation induced by collagen with IC50 values of 12.7 and 13.3 mu M, respectively, and 2h with IC50 value of 51.88 mu M and 2i with IC50 of 44.38 mu M efficiently inhibited platelet aggregation induced by AA. The QSAR investigation indicated the importance of the topological, constitutional and geometrical parameters (PW3, PW4, LP1 and GATS6v) in describing the anti-platelet aggregation activity of the synthesized hydrazides. Evaluation of cytotoxic activity of the compounds against L929 cell line and three cancer cell lines revealed that none of the compounds have significant cytotoxicity.