N-(3,5-dimethylbenzoyl)-salicylhydrazide | 880354-99-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(3,5-dimethylbenzoyl)-salicylhydrazide
• 英文别名: N'-(2-hydroxybenzoyl)-3,5-dimethylbenzohydrazide
• CAS: 880354-99-4
• 化学式: C₁₆H₁₆N₂O₃
• 分子量: 284.315
• InChiKey: BQXODZJMWMBTRK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  78.4
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  吡啶 、 N-(3,5-dimethylbenzoyl)-salicylhydrazide 、 copper(II) acetate monohydrate 以 吡啶 、 甲醇 、 甲苯 为溶剂， 以75.8%的产率得到bis(N-(3,5-dimethylbenzoyl)salicylhydrazide)bis(pyridine)tricopper(II)
  参考文献：
  名称：

  Synthesis, characterization and bioactivity of four novel trinuclear copper(II) and nickel(II) complexes with pentadentate ligands derived from N-acylsalicylhydrazide

  摘要：

  Four novel trinuclear copper(II)/nickel(II) complexes with four trianionic pentadentate ligands, N-(3-t-butylbenzoyl)-5-nitro-salicylhydrazide (H(3)3-t-bbznshz), N-(3,5-dimethylbenzoyl)salicylhydrazide (H(3)3,5-dmbzshz), N-(phenylacetyl)-5-bromosalicylhydrazide (H(3)pabshz) and N-(3-t-butylbenzoyl)salicylhydrazide (H(3)3-t-bbzshz) have been synthesized and characterized by X-ray crystallography. These trinuclear compounds all have an M-N-N-M-N-N-M core formed by three metal ions and two ligands. The geometries of three Cu(II) ions in compound Cu-3(3-t-bbznshz)(2)(H2O)(DMF)(py)(2) center dot DMF (1) alternate between distorted square pyramidal and square planar, while in compound Cu-3(3,5-dmbzshz)(2)(py)(2) (2), they are all square planar. Three Ni(II) ions in compound Ni-3(pabshz)(2)(DMF)(2)(py)(2) (3) and Ni-3(3-t-bbzshz)(2)(py)(4) center dot 2H(2)O (4) follow square-planar/octahedral/square-planar coordination geometry. Compounds 1, 2 and 4 are bent trinuclear, with the bend angles of 156.4 degrees, 141.49 degrees and 127.1 degrees, respectively, while the three nickel ions in compound 3 are strictly linear, with an angle of 180 degrees. Studies on the trinuclear Ni(II) complexes show that the beta-branched N-acylsalicylhydrazide ligands with sterically flexible C alpha methylene groups are easier to yield linear trinuclear Ni(II) complexes, while alpha-branched N-acylsalicylhydrazides ligands tend to form bent trinuclear Ni(II) complexes. Antibacterial screening data indicate that the trinuclear Cu(II) compound 2 is more active than 1 and mononuclear Cu(II) compound, bent trinuclear Ni(II) compound 4 is more active than linear compound 3 and less active than tetranuclear nickel compound in the previous study. (C) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2007.11.030

文献信息

• Synthesis, crystal structure, and magnetic properties of two bent trinuclear Cu(II)/Ni(II) complexes of ligands derived from N-acyl-salicylhydrazides
  作者：Wei Luo、Xiu-Teng Wang、Xiang-Gao Meng、Gong-Zhen Cheng、Zhen-Ping Ji

  DOI：10.1016/j.inoche.2008.05.024

  日期：2008.9

  Two bent trinuclear Cu(II)/Ni(II) complexes [Cu-3(L-1)(2)(py)(2)] (1) and [Ni-3(L-2)(2)(py)(4)]center dot DMF (2), where H3L1 = N-(3,5-dimethylbenzoyl)-5-bromosalicylhydrazide, H3L2 = N-(3,5-dimethyl benzoyl)-salicylhydrazide, were synthesized and structurally characterized. In complex 1, all three Cu(II) ions take distorted planar square geometry. while in complex 2, the two terminal Ni(II) ions are distorted planar square, the central Ni(II) ion is octahedral. The magnetism of complex 1 was also studied. (C) 2008 Elsevier B.V. All rights reserved.
• Synthesis, characterization and bioactivity of four novel trinuclear copper(II) and nickel(II) complexes with pentadentate ligands derived from N-acylsalicylhydrazide
  作者：Wei Luo、Xiang-Gao Meng、Jiang-Feng Xiang、Yun Duan、Gong-Zhen Cheng、Zhen-Ping Ji

  DOI：10.1016/j.ica.2007.11.030

  日期：2008.6

  Four novel trinuclear copper(II)/nickel(II) complexes with four trianionic pentadentate ligands, N-(3-t-butylbenzoyl)-5-nitro-salicylhydrazide (H(3)3-t-bbznshz), N-(3,5-dimethylbenzoyl)salicylhydrazide (H(3)3,5-dmbzshz), N-(phenylacetyl)-5-bromosalicylhydrazide (H(3)pabshz) and N-(3-t-butylbenzoyl)salicylhydrazide (H(3)3-t-bbzshz) have been synthesized and characterized by X-ray crystallography. These trinuclear compounds all have an M-N-N-M-N-N-M core formed by three metal ions and two ligands. The geometries of three Cu(II) ions in compound Cu-3(3-t-bbznshz)(2)(H2O)(DMF)(py)(2) center dot DMF (1) alternate between distorted square pyramidal and square planar, while in compound Cu-3(3,5-dmbzshz)(2)(py)(2) (2), they are all square planar. Three Ni(II) ions in compound Ni-3(pabshz)(2)(DMF)(2)(py)(2) (3) and Ni-3(3-t-bbzshz)(2)(py)(4) center dot 2H(2)O (4) follow square-planar/octahedral/square-planar coordination geometry. Compounds 1, 2 and 4 are bent trinuclear, with the bend angles of 156.4 degrees, 141.49 degrees and 127.1 degrees, respectively, while the three nickel ions in compound 3 are strictly linear, with an angle of 180 degrees. Studies on the trinuclear Ni(II) complexes show that the beta-branched N-acylsalicylhydrazide ligands with sterically flexible C alpha methylene groups are easier to yield linear trinuclear Ni(II) complexes, while alpha-branched N-acylsalicylhydrazides ligands tend to form bent trinuclear Ni(II) complexes. Antibacterial screening data indicate that the trinuclear Cu(II) compound 2 is more active than 1 and mononuclear Cu(II) compound, bent trinuclear Ni(II) compound 4 is more active than linear compound 3 and less active than tetranuclear nickel compound in the previous study. (C) 2007 Elsevier B.V. All rights reserved.