N-acetyl-5-chlorosalicylhydrazine | 947493-58-5

• 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-acetyl-5-chlorosalicylhydrazine
• 英文别名: N-acetyl-5-chlorosalicylhydrazide；H3acshz；N'-acetyl-5-chloro-2-hydroxybenzohydrazide
• CAS: 947493-58-5
• 化学式: C₉H₉ClN₂O₃
• 分子量: 228.635
• InChiKey: LOXDZPPYRLSWPY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 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：

  N-acetyl-5-chlorosalicylhydrazine 、 manganese (II) acetate tetrahydrate 在 air 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 以85.2%的产率得到Mn6(N-acetyl-5-chlorosalicylhydrazidate)6(H2O)6*18H2O
  参考文献：
  名称：

  Two novel 18-metallacrown-6 complexes: Synthesis, structural characterization and bioactivity

  摘要：

  Two new macrocyclic hexanuclear metal(III) 18-metallacrowns-6, [Mn-6(aeshZ)(6)(H2O)6] (.) 18H(2)O (1) and [Fe-6(acshZ)(6)(CH30H)6] (.) 6-CH3OH . 6H(2)O (2), have been synthesized and characterized, where acshz(3-) is N-acetyl-5-chlorosalicythydrazidate. These crystal structures contain neutral 18-membered metallacrown rings consisting of six metal(111) ions and six acshz(3-) ligands. The ring is formed by the succession of six structural moieties of the type [M(III)-N-N] through hydrazide N-N groups bridging the ring metal ions. The ligand enforces the metal ions to form the stereochemistry of a propeller configuration with alternate Lambda/Delta or Delta/Lambda forms. The largest diameters of the hexanuclear rings are about 6.97 angstrom at the entrance and 9.53 angstrom at the centre of the cavity for 1; and 7.94 and 10.24 angstrom for 2, respectively. The solution integrity and stability of the metallacrowns were confirmed using electrospray ionization ESI-MS and UV-Vis spectroscopy in methanol. Antibacterial screening data indicate the formation of the metallacrown 1 reduces the antimicrobial activity of the ligand H(3)acshz hugely, while metallacrown 2 has strong antimicrobial activity against Bacillus subtilis (B. subtilis). (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2007.01.020

文献信息

• Synthesis and Characterization of Two Trinuclear Nickel(II) Complexes
  作者：Feng-Ping Xiao、Long-Fei Jin

  DOI：10.1002/zaac.200700348

  日期：2008.2

  Two novel trinuclear nickel(II) complexes have been synthesized and characterized by X-ray single crystal diffraction. Compound [Ni3(ashz)3(py)2(DMF)2]·(DMF)2 (1) crystallizes in the monoclinic, space group C2/c, with a = 22.114(2), b = 10.509(9), c = 19.485(2) A, β = 114.443(1)°, Z = 4; compound [Ni3(acshz)3(py)2(DMF)2]·(DMF)2 (2) crystallizes in the monoclinic space group P21/n with a = 20.0620(2)

  已经合成了两种新型三核镍 (II) 配合物，并通过 X 射线单晶衍射进行了表征。化合物[Ni3(ashz)3(py)2(DMF)2]·(DMF)2(1)在单斜晶系中结晶，空间群为C2/c，a = 22.114(2)，b = 10.509(9)， c = 19.485(2) A，β = 114.443(1)°，Z = 4；化合物 [Ni3(acshz)3(py)2(DMF)2]·(DMF)2 (2) 在单斜空间群 P21/n 中结晶，a = 20.0620(2), b = 9.7017(6), c = 25.0533(2) A，β = 97.0610(2)°，Z = 4，其中 ashz 和 acshz 分别是去质子化的 N-乙酰水杨酰肼 (H3ashz) 和 N-乙酰-5-氯水杨酰肼 (H3acshz)。
• Two novel 18-metallacrown-6 complexes: Synthesis, structural characterization and bioactivity
  作者：Feng-Ping Xiao、Long-Fei Jin、Gong-Zhen Cheng、Zhen-Ping Ji

  DOI：10.1016/j.poly.2007.01.020

  日期：2007.7

  Two new macrocyclic hexanuclear metal(III) 18-metallacrowns-6, [Mn-6(aeshZ)(6)(H2O)6] (.) 18H(2)O (1) and [Fe-6(acshZ)(6)(CH30H)6] (.) 6-CH3OH . 6H(2)O (2), have been synthesized and characterized, where acshz(3-) is N-acetyl-5-chlorosalicythydrazidate. These crystal structures contain neutral 18-membered metallacrown rings consisting of six metal(111) ions and six acshz(3-) ligands. The ring is formed by the succession of six structural moieties of the type [M(III)-N-N] through hydrazide N-N groups bridging the ring metal ions. The ligand enforces the metal ions to form the stereochemistry of a propeller configuration with alternate Lambda/Delta or Delta/Lambda forms. The largest diameters of the hexanuclear rings are about 6.97 angstrom at the entrance and 9.53 angstrom at the centre of the cavity for 1; and 7.94 and 10.24 angstrom for 2, respectively. The solution integrity and stability of the metallacrowns were confirmed using electrospray ionization ESI-MS and UV-Vis spectroscopy in methanol. Antibacterial screening data indicate the formation of the metallacrown 1 reduces the antimicrobial activity of the ligand H(3)acshz hugely, while metallacrown 2 has strong antimicrobial activity against Bacillus subtilis (B. subtilis). (C) 2007 Elsevier Ltd. All rights reserved.