N-ethyl-(4-methoxymethyl-2-nitrophenyl)amine | 218143-44-3

• 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-ethyl-(4-methoxymethyl-2-nitrophenyl)amine
• 英文别名: N-ethyl-4-(methoxymethyl)-2-nitroaniline
• CAS: 218143-44-3
• 化学式: C₁₀H₁₄N₂O₃
• 分子量: 210.233
• InChiKey: JPQVFTWXJPZJJY-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：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  67.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-ethyl-(4-methoxymethyl-2-nitrophenyl)amine 在 盐酸 、 四丁基氢氧化铵 、 三溴化硼 、 铁粉 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 71.0h， 生成 1-Ethyl-2-[6-[1-ethyl-5-[(4-methoxyphenoxy)methyl]benzimidazol-2-yl]pyridin-2-yl]-5-[(4-methoxyphenoxy)methyl]benzimidazole
  参考文献：
  名称：

  具有预定光物理特性的棒状中间相中的弯曲三齿受体：含镧系元素的新型发光材料

  摘要：

  已开发出一种新的合成策略，将弯曲且刚性的三齿 2,6-双（苯并咪唑-2'-基）吡啶核引入棒状配体 L11-17。非介晶配体 L13（C39H37N5O4，三斜，P1，Z = 2）的晶体结构显示了三齿结合单元的预期反式-反式构象，它提供了半刚性芳香侧臂的线性排列。相关介晶配体 L16（C61H81N5O4，三斜，P1，Z = 2）的晶体结构表明亲脂侧链采用完全延伸的构象，导致略微螺旋扭曲的 I 形分子。通过明智地选择刚性中心核和半刚性亲脂性侧臂之间的间隔物，可以产生丰富多样的介晶现象，可以与电子和光物理特性的同时调整相结合。配体 L13,14 与 Ln(NO3)3·xH2O 反应以定量和选择性地生成中性 1:1 配合物 [Ln(Li)(NO3)3] (Ln = La to Lu)，它们稳定...

  DOI：

  10.1021/ja982545n
• 作为产物：
  描述：

  4-氯-3-硝基苯甲醇 在 氢氧化钾 作用下， 以 水 、 二甲基亚砜 为溶剂， 反应 13.0h， 生成 N-ethyl-(4-methoxymethyl-2-nitrophenyl)amine
  参考文献：
  名称：

  具有预定光物理特性的棒状中间相中的弯曲三齿受体：含镧系元素的新型发光材料

  摘要：

  已开发出一种新的合成策略，将弯曲且刚性的三齿 2,6-双（苯并咪唑-2'-基）吡啶核引入棒状配体 L11-17。非介晶配体 L13（C39H37N5O4，三斜，P1，Z = 2）的晶体结构显示了三齿结合单元的预期反式-反式构象，它提供了半刚性芳香侧臂的线性排列。相关介晶配体 L16（C61H81N5O4，三斜，P1，Z = 2）的晶体结构表明亲脂侧链采用完全延伸的构象，导致略微螺旋扭曲的 I 形分子。通过明智地选择刚性中心核和半刚性亲脂性侧臂之间的间隔物，可以产生丰富多样的介晶现象，可以与电子和光物理特性的同时调整相结合。配体 L13,14 与 Ln(NO3)3·xH2O 反应以定量和选择性地生成中性 1:1 配合物 [Ln(Li)(NO3)3] (Ln = La to Lu)，它们稳定...

  DOI：

  10.1021/ja982545n

文献信息

• Toward lanthanide-containing metallomesogens with tridentate ligands
  作者：Homayoun Nozary、Claude Piguet、Paul Tissot、Homayoun Nozary、Gérald Bernardinelli、Claude Piguet、Paul Tissot、Robert Deschenaux、Maria-Teresa Vilches

  DOI：10.1039/a705776h

  日期：——

  Tridentate aromatic receptors L1–L4 containing the 2,6-bis(benzimidazol-2-yl)pyridine chelating unit are designed to exhibit thermotropic calamitic liquid-crystalline phases; the mesomorphic behaviour is essentially retained in the complex [LuL2(NO3)3].

  含有 2,6-双（苯并咪唑-2-基）吡啶螯合单元的三叉芳香族受体 L1-L4 被设计成具有热致性的钙镁液晶相；[LuL2(NO3)3] 复合物基本上保留了介形行为。
• A Novel Extended Covalent Tripod for Assembling Nine-Coordinate Lanthanide(III) Podates: A Delicate Balance between Flexibility and Rigidity
  作者：Sylvain Koeller、Gérald Bernardinelli、Bernard Bocquet、Claude Piguet

  DOI：10.1002/chem.200390099

  日期：2003.3.3

  -yl-methoxy ]ethyl]methane (L(15)). Reaction of L(15) with lanthanide(III) in acetonitrile produces stable podates [Ln(L(15))](3+) (Ln=La-Lu) in which three tridentate binding units are facially organized. These wrap around the nine-coordinate pseudo-tricapped trigonal-prismatic metal ions. The crystal structure of [La(L(15))](ClO(4))(3) (18, LaC(67)H(82)N(12)O(18)Cl(3), trigonal, R3c, Z=6) reveals

  在三脚架的封盖碳原子和不对称三齿结合单元之间引入长的半刚性间隔基提供了新颖的，扩展的共价荚果三-[2- [2-（6-二乙基氨基甲酰基吡啶-2-基）-1-乙基-1H -苯并咪唑-5-基-甲氧基]乙基]甲烷（L（15））。L（15）与镧系元素（III）在乙腈中的反应产生稳定的豆荚[Ln（L（15））]（3+）（Ln = La-Lu），其中三个三齿结合单元表面排列。这些包裹着九坐标的伪三键三角棱晶金属离子。[La（L（15））]（ClO（4））（3）（18，LaC（67）H（82）N（12）O（18）Cl（3），三角形，R3c， Z = 6）揭示了C（3）对称三螺旋荚状的形成。在固态下观察到间隔物的柔性烯氧基部分的两种略有不同的排列，与以4：1的比例形成两种构象异构体（M：m）相一致。定性分析影响溶液中[Ln（L（15））]（3+）（Ln = La，Y，Lu）NMR信号的芳香族反磁各向异性，并定
• Allosteric Effects in Binuclear Homo- and Heterometallic Triple-Stranded Lanthanide Podates
  作者：Patrick E. Ryan、Gabriel Canard、Sylvain Koeller、Bernard Bocquet、Claude Piguet

  DOI：10.1021/ic301631n

  日期：2012.9.17

  This work illustrates a simple approach for deciphering and exploiting the various free energy contributions to the global complexation process leading to the binuclear triple-stranded podates [Ln(2)(L9)](6+) (Ln is a trivalent lanthanide). Despite the larger microscopic affinities exhibited by the binding sites for small Ln(3+), the stability constants measured for [Ln(2)(L9)](6+) decrease along the lanthanide series; a phenomenon which can be ascribed to the severe enthalpic penalty accompanying the intramolecular cyclization around small Ln(III), combined with increasing anticooperative allosteric interligand interactions. Altogether, the microscopic thermodynamic characteristics predict beta(La,Lu,L9)(1,1,1)/beta(Lu,La,L9)(1,1,1) = 145 for the ratio of the formation constants of the target heterobimetallic [LaLu(L9)](6+) and [LuLa(L9)](6+) microspecies, a value in line with the quantitative preparation (>90%) of [LaLu(L9)](6+) at millimolar concentrations. Preliminary NMR titrations indeed confirm the rare thermodynamic programming of a pure heterometallic f-f' complex.
• Effective Concentration as a Tool for Quantitatively Addressing Preorganization in Multicomponent Assemblies:  Application to the Selective Complexation of Lanthanide Cations
  作者：Gabriel Canard、Sylvain Koeller、Gérald Bernardinelli、Claude Piguet

  DOI：10.1021/ja0772290

  日期：2008.1.1

  The beneficial entropic effect, which may be expected from the connection of three tridentate binding units to a strain-free covalent tripod for complexing nine-coordinate cations (Mz(+) = Ca2+, La3+, Eu3+, Lu3+), is quantitatively analyzed by using a simple thermodynamic additive model. The switch from pure intermolecular binding processes, characterizing the formation of the triple-helical complexes [M(L2)(3)](z+), to a combination of inter- and intramolecular complexation events in [M(L8)](z+) shows that the ideal structural fit observed in [M(L8)](z+) indeed masks large energetic constraints. This limitation is evidenced by the faint effective concentrations, c(eff), which control the intramolecular ring-closing reactions operating in [M(L8)](z+). This predominence of the thermodynamic approach over the usual structural analysis agrees with the hierarchical relationships linking energetics and structures. Its simple estimation by using a single microscopic parameter, c(eff), opens novel perspectives for the molecular tuning of specific receptors for the recognition of large cations, a crucial point for the programming of heterometallic f-f complexes under thermodynamic control.
• BENZIMIDAZOLE DERIVATIVES AS RLK AND ITK INHIBITORS
  申请人：PRINCIPIA BIOPHARMA, INC.

  公开号：US20160368908A1

  公开（公告）日：2016-12-22

  The present disclosure is directed to certain inhibitors of RLK and ITK of formula (I), pharmaceutical compositions comprising such compounds, and method of treating diseases mediated by inhibition of RLK and ITK.