4-chloro-2-[(2-methylaminoethylimino)methyl]phenol | 110881-36-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4-chloro-2-[(2-methylaminoethylimino)methyl]phenol
• 英文别名: 4-chloro-6-[(2-methylaminoethylimino)methyl]phenol；HL；4-Chloro-2-[2-(methylamino)ethyliminomethyl]phenol
• CAS: 110881-36-2
• 化学式: C₁₀H₁₃ClN₂O
• 分子量: 212.679
• InChiKey: PYHNAIYCGRDXIK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  44.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-chloro-2-[(2-methylaminoethylimino)methyl]phenol 、 bis(acetylacetonato) oxovanadium(IV) 以 甲醇 为溶剂， 以54%的产率得到bis(μ2-oxo)bis(4-chloro-2-[(2-methylaminoethylimino)methyl]phenoato)dioxovanadium(V)
  参考文献：
  名称：

  Synthesis, structures, and urease inhibitory activities of oxovanadium(V) complexes with Schiff bases

  摘要：

  A series of oxovanadium(V) complexes, [VO2L1](2) (1), [VO2L2](2) (2), [VO2L3](2) (3), [VO2L4](2) (4), [VO(OCH3)L-5] (5), and [VO(OCH3)(HOCH3)L-6] (6) (HL1 = 2-ethoxy-6-{[2-(2-hydroxyethylamino)ethylimino]methyl} phenol, HL2 = 4-chloro-2-{[2-(2-hydroxyethylamino)ethylimino]methyl}phenol, HL3 = 2-methoxy-6-[(2-methylaminoethylimino)methyl]phenol, HL4 = 4-chloro-2-[(2-methylaminoethylimino) methyl] phenol, HL5 = N'-(2-hydroxy-3-ethoxybenzylidene)-3-hydroxy-2-naphthohydrazide, and HL6 = N'-(2-hydroxy-5-chlorobenzylidene)-3-hydroxy-2-naphthohydrazide), have been prepared and structurally characterized by physico-chemical methods and X-ray diffraction. The inhibition rates (%) with the concentration of 100 mu M for the complexes on Helicobacter pylori urease are 18.96 +/- 0.44 (1), 33.01 +/- 1.80 (2), 35.83 +/- 0.78 (3), 48.09 +/- 1.23 (4), 45.91 +/- 2.09 (5), and 90.72 +/- 1.91 (6). The relationship between the structures and urease inhibitory activities indicates that the chloro-substituted complexes have stronger activity than the alk-oxy-substituted complexes. It is notable that one of the chloro-substituted complexes has very strong urease inhibitory activity, with IC50 value of 17.35 +/- 1.01 mu M, which is much lower than that of the acetohydroxamic acid coassayed as a standard urease inhibitor. The kinetic studies reveal that the complex is a mixed-competitive inhibitor of urease. The molecular docking study of the complexes with the Helicobacter pylori urease was performed. (C) 2011 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2011.11.039
• 作为产物：
  描述：

  5-氯代水杨醛 、 N-甲基乙二胺 以 甲醇 为溶剂， 反应 2.0h， 生成 4-chloro-2-[(2-methylaminoethylimino)methyl]phenol
  参考文献：
  名称：

  卤代物[FeIII（5-X-salMeen）2] Y的异常磁结构特征：[HS-HS]↔[HS-LS]自旋跃迁

  摘要：

  卤素取代的复合物的X射线结构[Fe III（5-X-salMeen）2 ] ClO 4（X = F，Cl，Br，I）[salMeen = N-甲基-N-（2-氨基乙基）水杨醛]在RT处揭示了在晶体不对称单元中存在两个离散的HS络合阳离子，其中两个高氯酸盐抗衡离子通过N-H胺⋅⋅·O高氯酸盐相互作用将它们连接起来。在90 K时，两个络合阳离子分别为HS和LS，这是在Fe III -salRen（R =烷基）自旋交联（SCO）系统中共存的罕见晶体学观察。在这两个温度下，晶体堆积都显示出通过CH亚胺⋅⋅⋅O的二聚作用酚盐相互作用，这是SCO合作的关键特征。此外，络合物阳离子之间通过II型卤素-卤素键存在非共价接触，这在该系统中是新颖的。磁廓线和Mössbauer谱与结构分析一致，并揭示了[HS-HS]↔[HS-LS]类型的50％SCO，具有宽平台期。与此相反，的[Fe III（5-CL-salMeen）2

  DOI：

  10.1002/chem.201904744

文献信息

• Li; Li; Shi, Polish Journal of Chemistry, 2009, vol. 83, # 1, p. 31 - 38
  作者：Li、Li、Shi、Ouyang

  DOI：——

  日期：——