2-[(2-indol-3-yl-ethyl)iminomethyl]-5-methylphenol | 1429650-27-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 2-[(2-indol-3-yl-ethyl)iminomethyl]-5-methylphenol
• 英文别名: 2-[2-(1H-indol-3-yl)ethyliminomethyl]-5-methylphenol
• CAS: 1429650-27-0
• 化学式: C₁₈H₁₈N₂O
• 分子量: 278.354
• InChiKey: BLSTWDSIRUWEMI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  48.4
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-[(2-indol-3-yl-ethyl)iminomethyl]-5-methylphenol 、 以 甲醇 为溶剂， 反应 12.0h， 以0.037 g的产率得到fac-[Re(5Me-Sal-Trypt)(CO)3(HOCH3)]
  参考文献：
  名称：

  Novel imino rhenium(I) tricarbonyl complexes of salicylidene-derived ligands: Synthesis, X-ray crystallographic studies, spectroscopic characterization and DFT calculations

  摘要：

  Novel rhenium(I) tricarbonyl complexes of the form fac-[Re(L,L '-Bid)(CO)(3)(S)] (L,L ' 10.1016/j.poly.2012. 08.059-Bid = N,O-Sal-type bidentate ligand, S = coordinating methanol or pyridine) were obtained by the reaction of the fac-fRe(CO)(3)](+) moiety with a range of 2-("T"-iminomethyl)-5-methylphenol Schiff-base ligands. Various biological functional groups ("T") with different electronic and steric properties were introduced at the imino nitrogen atom. The complexes were characterized spectroscopically by IR, H-1 and C-13 NMR. Three solid state structures were elucidated by X-ray diffraction and compared to DFT calculations employing B3LYP functions in combination with LANL2DZ. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2012.08.059

文献信息

• Substitution reactivity and structural variability induced by tryptamine on the biomimetic rhenium tricarbonyl complex
  作者：Frederick J. F. Jacobs、Gertruida J. S. Venter、Eleanor Fourie、Robin E. Kroon、Alice Brink

  DOI：10.1039/d1ra03750a

  日期：——

  pt)(L)] complexes containing tryptamine on the N,O 5-methyl-salicylidene bidentate ligand backbone and where L is MeOH, Py, Imi, DMAP, PPh3 coordinated to the 6th position have been studied, including the formation of a dinuclear Re2 cluster. The crystallographic solid state structures show marked similarity in structural tendency, in particular the rigidity of the Re core and the hydrogen bond interactions

  一系列七种 fac-[Re(CO)3(5Me-Sal-Trypt)(L)] 配合物，在 N,O 5-甲基水杨叉二齿配体骨架上含有色胺，其中 L 是 MeOH、Py、Imi、DMAP , PPh3 配位到第 6 位已被研究，包括双核 Re2 簇的形成。晶体固态结构在结构趋势上显示出显着的相似性，特别是 Re 核心的刚性和与蛋白质结构中发现的氢键相互作用相似。通过快速时间分辨停流技术评估复合物的形成速率和稳定性，甲醇取代反应表明使用 N，O 水杨叉基二齿配体诱导的显着活化，如二级速率常数所示对于进入的亲核试剂。观察到线性和极限动力学，并且报告了对动力学的系统评估，清楚地表明甲醇取代的密切机制的互换类型。在 HeLa 细胞上测试了化合物 1-7 的抗癌活性，发现所有化合物在溶解度允许的情况下都表现出相似的细胞毒性。IC50 值在 ca 之间。11 和 22 μM 表明一些细胞毒性最有可能存在于水