benzyloxybenzilidene-pyridine-2-carboxamidrazone | 221083-51-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: benzyloxybenzilidene-pyridine-2-carboxamidrazone
• 英文别名: N'-[(2-phenylmethoxyphenyl)methylideneamino]pyridine-2-carboximidamide
• CAS: 221083-51-8
• 化学式: C₂₀H₁₈N₄O
• 分子量: 330.389
• InChiKey: CZHFOTJAAQHMME-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  72.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  copper(II) choride dihydrate 、 benzyloxybenzilidene-pyridine-2-carboxamidrazone 以 乙醇 为溶剂， 以78%的产率得到[Cu(benzyloxybenzilidene-pyridine-2-carboxamidrazone)Cl2]
  参考文献：
  名称：

  Synthesis and characterization of copper(II) complexes of pyridine-2-carboxamidrazones as potent antimalarial agents

  摘要：

  Copper(II) complexes of some pyridine-2-carboxamidrazones have been prepared and characterized. The crystal structures of the copper complex cis-[dichloro(N-1-2-acetylthiophene-pyridine-2-carboxamidrazone)copper(II)I 8a and one of the free ligands, viz. {(p-chloro-2-thioloxy-benzylidine-pyridine-2-carboxamidrazone)} 6, have been determined. The former shows a highly distorted square planar geometry around copper, with weak intermolecular coordination from the thiophenyl sulfur resulting in a stacking arrangement in the crystal lattice. The in vitro activities of the synthesized compounds against the malarial parasite Plasmodium falciparum are reported for the first time, which clearly shows the advantage of copper complexation and the requirement of four coordinate geometry around copper as some of the key structural features for designing such metal-based antimalarials. (C) 2003 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0020-1693(03)00047-1

文献信息

• Synthesis and characterization of copper(II) complexes of pyridine-2-carboxamidrazones as potent antimalarial agents
  作者：Nikhil H. Gokhale、Subhash B. Padhye、David C. Billington、Daniel L. Rathbone、Simon L. Croft、Howard D. Kendrick、Christopher E. Anson、Annie K. Powell

  DOI：10.1016/s0020-1693(03)00047-1

  日期：2003.6

  Copper(II) complexes of some pyridine-2-carboxamidrazones have been prepared and characterized. The crystal structures of the copper complex cis-[dichloro(N-1-2-acetylthiophene-pyridine-2-carboxamidrazone)copper(II)I 8a and one of the free ligands, viz. (p-chloro-2-thioloxy-benzylidine-pyridine-2-carboxamidrazone)} 6, have been determined. The former shows a highly distorted square planar geometry around copper, with weak intermolecular coordination from the thiophenyl sulfur resulting in a stacking arrangement in the crystal lattice. The in vitro activities of the synthesized compounds against the malarial parasite Plasmodium falciparum are reported for the first time, which clearly shows the advantage of copper complexation and the requirement of four coordinate geometry around copper as some of the key structural features for designing such metal-based antimalarials. (C) 2003 Elsevier Science B.V. All rights reserved.