N-(5-chloro-2-hydroxyl-phenyl)-N'-[3-(methylamino)propyl]oxamide | 1219579-29-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-(5-chloro-2-hydroxyl-phenyl)-N'-[3-(methylamino)propyl]oxamide
• 英文别名: N-(5-chloro-2-hydroxyphenyl)-N'-[(methylamino)propyl]oxamide；N-(5-chloro-2-hydroxyphenyl)-N'-[3-(methylamino)propyl]ethanediamide；N'-(5-chloro-2-hydroxyphenyl)-N-[3-(methylamino)propyl]oxamide
• CAS: 1219579-29-9
• 化学式: C₁₂H₁₆ClN₃O₃
• 分子量: 285.73
• InChiKey: GEFWSJIJRIIWCH-UHFFFAOYSA-N

物化性质

• 密度：
  1.337±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  90.5
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  copper(II) perchlorate hexahydrate 、 2,2'-二氨基-4,4'-双噻唑 、 N-(5-chloro-2-hydroxyl-phenyl)-N'-[3-(methylamino)propyl]oxamide 在 哌啶 作用下， 以 甲醇 为溶剂， 反应 6.5h， 以68%的产率得到[Cu₄(N-(5-chloro-2-hydroxy-phenyl)-N'-[3-(methylamino)propyl]oxamido)₂(2,2'-diamino-4,4'-bithiazole)₂](ClO₄)₂
  参考文献：
  名称：

  Synthesis and structure of a new tetracopper(II) complex bridged both by oxamido and phenolato groups: Cytotoxic activity, and reactivity towards DNA and BSA

  摘要：

  A new tetracopper(II) complex bridged both by oxamido and phenolato groups, namely [Cu-4(chmpoxd)(2)(dabt)(2)](ClO4)(2), where H(3)chmpoxd and dabt stand for N-(5-chloro-2-hydroxyl-phenyl)-N'-[3-(methylamino)propyl]oxamide and 2,2'-diamino-4,4'-bithiazole, respectively, has been synthesized and characterized by elemental analyses, molar conductance measurements, IR and electronic spectra studies, and single-crystal X-ray diffraction. The crystal structure reveals a centrosymmetric circular tetranuclear cation [Cu-4(chmpoxd)(2)(dabt)(2)](2+) assembled by a pair of cis-oxamido-bridged bicopper(II) units via mu(2)-phenolato bridges, in which one copper(II) atom is located in a slightly distorted square-planar environment, while the other is in a square-pyramidal geometry. The Cu center dot center dot center dot Cu separations through the oxamido and the phenolato bridges are 5.2217(12) and 3.7042(11) angstrom, respectively. In vitro cytotoxicity experiment shows that the tetracopper(II) complex exhibits cytotoxic activity against the SMMC7721 and A549 cell lines. The reactivities towards HS-DNA and protein BSA revealed that the tetracopper(II) complex can interact with HS-DNA in the mode of intercalation, and the complex binds to BSA responsible for quenching of tryptophan fluorescence by static quenching mechanism. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2013.01.076

文献信息

• Synthesis and structure of new dicopper(<scp>ii</scp>) complexes bridged by asymmetric N,N′-bis(substituted)oxamides: in vitro anticancer activity and molecular docking studies based on bio-macromolecular interaction
  作者：Kang Zheng、Liu Jiang、Yan-Tuan Li、Zhi-Yong Wu、Cui-Wei Yan

  DOI：10.1039/c5ra06357d

  日期：——

  dimensional supramolecular structures are constructed by hydrogen bonding and π–π stacking interactions. The reactivities towards DNA and protein BSA of the two complexes are studied both theoretically and experimentally. In vitro anticancer activities indicated that the two complexes are active against the selected tumor cell lines, and the anticancer activities are consistent with their DNA-binding affinities

  由不对称的N，N'-双（取代）乙酰胺配体桥接的两个新的Dicopper（II）配合物：N-（5-氯-2-羟苯基）-N '-[3-（2-羟乙基氨基）丙基]乙酰胺（H 3 chpoxd）和N-（5-氯-2-羟苯基）-N '-[（甲基氨基）丙基]草酰胺（H 3 chmpoxd），并用2,2'-联吡啶（bpy）封端，即[Cu 2（chpoxd）（H 2 O）（bpy）]（NO 3）·C 2 H 5 OH·H 2 O（1）和[Cu 2（chmpoxd）-（H 2 O）（bpy）] Cl·3H合成了2 O（ 2）并进行了结构表征。单晶X射线衍射分析表明，无论是铜（ II在两种复合物）离子被桥接的顺-oxamido组，其中所述外切-铜离子具有四方锥协调的几何形状，而内部的有分别在复合体1和2中处于扭曲的正方形金字塔形和正方形平面环境中。三维超分子结构是通过氢键和π-π堆积相互作用构建的。理论上和实验上研