(2-acetylthiophene)pyridine-2-carboxamidrazone | 364057-40-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: (2-acetylthiophene)pyridine-2-carboxamidrazone
• CAS: 364057-40-9
• 化学式: C₁₂H₁₂N₄S
• 分子量: 244.32
• InChiKey: HGTMXEYSYSJFRN-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  copper(II) choride dihydrate 、 (2-acetylthiophene)pyridine-2-carboxamidrazone 以 乙醇 为溶剂， 以58%的产率得到cis-[dichloro(N(1)-2-acetylthiophene-pyridine-2-carboxamidrazone)copper(II)]
  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

• Copper complexes of carboxamidrazone derivatives as anticancer agents. 3. Synthesis, characterization and crystal structure of [Cu(appc)Cl2], (appc=N1-(2-acetylpyridine)pyridine-2-carboxamidrazone)
  作者：Nikhil H Gokhale、Shreelekha S Padhye、Subhash B Padhye、Christopher E Anson、Annie K Powell

  DOI：10.1016/s0020-1693(01)00446-7

  日期：2001.7

  Copper(II) complexes of the derivatives of pyridyl-2-carboxamidrazone [Cu(appc)Cl-2] (1) (appc = N-1-(2-acetylpyridine)pyridine-2-carboxamidrazone) and [Cu(atpc)Cl-2] (2) (ATPC = N-1-(2-acetylthiophene)pyridine-2-carboxamidrazone) have been prepared and characterized by various physicochemical techniques including electrochemistry, IR and UV-Vis spectroscopy. The crystal structure of 1 is reported (space group P2(1)/n, a = 8.2535(6) Angstrom, b = 16.7479(15) Angstrom, c = 10.5320(8) Angstrom). The geometry around copper in 1 is best described as trigonal bipyramidal (tau = 0.58) where the chloride ions occupy equatorial positions on the trigonal plane in a cis-configuration and are involved in the hydrogen bonding interactions with the protons of the amino group of the neighboring molecules. The in vitro antiproliferative activity against mouse melanoma cell line B16F10 indicates compound 1 to be highly potent, clearly establishing the importance of copper conjugation in the drug design for melanomal cancers. (C) 2001 Elsevier Science B.V. All rights reserved.