(2-hydroxy-5-nitrobenzyl)(2-(pyrid-2-yl)ethyl)amine | 180680-59-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: (2-hydroxy-5-nitrobenzyl)(2-(pyrid-2-yl)ethyl)amine
• 英文别名: 4-nitro-2-[(2-pyridin-2-ylethylamino)methyl]phenol
• CAS: 180680-59-5
• 化学式: C₁₄H₁₅N₃O₃
• 分子量: 273.291
• InChiKey: INQFZECPRRCKIU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.03
• 重原子数：
  20.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  88.29
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (2-hydroxy-5-nitrobenzyl)(2-(pyrid-2-yl)ethyl)amine 、 zinc(II) chloride 在 NEt₃ 作用下， 以 甲醇 为溶剂， 以52.3%的产率得到
  参考文献：
  名称：

  提供苯酚和吡啶供体的三脚架配体的锌（II）配合物：形成，结构和水解活性

  摘要：

  制备并表征了一组衍生自带有吡啶基和酚基臂的三齿和四齿配体的锌（II）配合物。电位滴定建议逐步络合最初挂件OH，然后吊坠Ø -发生。[Zn 2 L 3 2 ] [ClO 4 ] 2（L 3 = 2- {双[2-（2-吡啶基）乙基]氨基甲基}酚盐）和[Zn 2 L 6 2 ] [Zn（NCS ）的晶体结构）4 ]·0.5H 2 O（L 6＝ 2- {双[2-（2-（2-吡啶基）乙基]氨基甲基} -4-硝基苯酚盐）揭示两个络合物均为固态的二聚体。最好将锌（II）周围的配位几何形状描述为扭曲的方形锥体，其中一个吡啶基氮原子，一个叔氮原子和两个酚氧基原子形成基面，并且一个吡啶基氮原子在轴向位置。锌之间的间距分别为3.284Å和3.274Å。[Zn L 7 2 ]（L 7 = 4-硝基-2-{[2-（2-吡啶基）乙基]氨基甲基}酚盐的晶体结构显示对称角上带有锌原子的八面体络合物。配合物[Zn 2 L 3

  DOI：

  10.1039/dt9960002857
• 作为产物：
  描述：

  N-(pyridine-2-ylethyl)-2-hydroxy-5-nitro-benzylideneamine 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 生成 (2-hydroxy-5-nitrobenzyl)(2-(pyrid-2-yl)ethyl)amine
  参考文献：
  名称：

  A series of mononuclear Co(III) complexes using tridentate N,O-donor ligands: Chemical properties and cytotoxicity activity

  摘要：

  Continuing our interest in tridentate ligands to develop new prototypes of cobalt-based metallodrugs for combating cancer, modifications in the backbone of HL1, [(2-hydroxybenzyl)(2-(pyridil-2-yl]ethyl)amine) were proposed in order to modulate the redox potential of new Co(III) complexes. Three ligands with electron withdrawing groups were synthesized: HL2: [(2-hydroxy-5-nitrobenzyl)(2-(pyridil-2-yl)ethyl]amine); HL3: [(2-hydroxybenzyl)(2-(pyridil-2-yl)ethyl]imine) and HL4: [(2-hydroxy-5-nitrobenzyl)(2(pyridil-2-yl)ethyl]imine). They were used to obtain the respective mononuclear complexes 2, 3 and 4, which are discussed compared to the previous reported complex 1 (obtained from HL1). The new complexes were characterized and studied by several techniques including X-ray crystallography, elemental and conductimetric analysis, IR, UV-vis and H-1 NMR spectroscopies, and electrochemistry. The substitutions of the group in the para position of the phenol (HL1 and HL2) and the imine instead of the amine (HL3 and HL4), promote anodic shifts in the complexes reduction potentials. The influence of these substitutions in the biological activities of the Co(III) complexes against the murine melanoma cell line (B16F10) was also evaluated. Little effect was observed on cellular viability decrease for all free ligands, however the coordination to Co(III) enhances their activities in the following range: 1>4 approximate to 2>3. The data suggest that no straight correlation can be addressed between the reduction potential of the Co(III) center and the cell viability. (C) 2011 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.jinorgbio.2011.09.011

文献信息

• Synthesis, structure, spectra and redox chemistry of iron(III) complexes of tridentate pyridyl and benzimidazolyl ligands
  作者：Rathinam Viswanathan、Mallayan Palaniandavar、Thailampillai Balasubramanian、P. Thomas Muthiah

  DOI：10.1039/dt9960002519

  日期：——

  octahedral 1 : 2 iron(III) complexes of Schiff bases derived from salicylaldehyde and aromatic amines and the 1 : 1 and 1 : 2 complexes of bis(pyridin-2-yl)-aza and bis(benzimidazol-2-yl)-aza and -thioether ligands have been isolated. The crystal structure of trichloro[bis(pyridin-2-ylmethyl)amine]iron(III) has been determined. It contains two crystallographically independent molecules in the asymmetric

  水杨醛和芳香胺衍生的席夫碱的一系列高自旋八面体1：2铁（III）配合物以及双（吡啶-2-基）-氮杂和双（苯并咪唑-已经分离出2-基）-氮杂和-硫醚配体。已经确定了三氯[双（吡啶-2-基甲基）胺]铁（III）的晶体结构。它在不对称晶胞中包含两个晶体学独立的分子。在每个分子中，铁（III）具有菱形扭曲的八面体配位，由面部配体的所有三个氮原子和三个氯离子组成。立体化学和/或供体原子变化对UV / VIS和EPR光谱以及Fe III –Fe II的影响讨论了氧化还原电势以及铁（III）中心的路易斯酸度。[FeL 1 2 ] Cl [HL 1 = N-（吡啶-2-基甲基）水杨基亚胺]的酚盐对铁（III）电荷转移带能更高，其Fe III -Fe II氧化还原电位比对应的1：1复合物的那些。