N-(2-aminophenyl)-2-phenylacetamide | 95384-59-1

• 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-(2-aminophenyl)-2-phenylacetamide
• CAS: 95384-59-1
• 化学式: C₁₄H₁₄N₂O
• mdl: MFCD09808536
• 分子量: 226.278
• InChiKey: DIHWGGRWJUIUJV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.071
• 拓扑面积：
  55.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(2-aminophenyl)-2-phenylacetamide 在 溶剂黄146 作用下， 以 水 、 二甲基亚砜 为溶剂， 生成 地巴唑
  参考文献：
  名称：

  通过CuI / l-脯氨酸催化的氨水与2-碘乙酰苯胺和2-碘苯基氨基甲酸酯的偶合反应组装取代的1 H-苯并咪唑和1,3-二氢苯并咪唑-2-酮

  摘要：

  CuI / l-脯氨酸催化氨水与2-碘乙酰苯胺和2-碘苯基氨基甲酸酯的偶联在室温下提供芳基胺化产物，将其在酸性条件下进行原位加成环化或加热以生成取代的1 H-苯并咪唑和1,3-二氢苯并咪唑-2-酮。在这些反应条件下，可以耐受包括酮，硝基，碘，溴和酯在内的各种官能团，从而为这些杂环提供了极大的多样性。

  DOI：

  10.1021/jo9017183
• 作为产物：
  描述：

  N-(2-bromophenyl)-2-phenylacetamide 在 ammonium hydroxide 、 potassium phosphate 、 copper(II) bis(trifluoromethanesulfonate) 、 vasicine 作用下， 以 乙醇 为溶剂， 反应 12.0h， 以83%的产率得到N-(2-aminophenyl)-2-phenylacetamide
  参考文献：
  名称：

  铜催化的邻卤代苯胺与氨水的区域选择性2-胺化

  摘要：

  已经开发出用于分子内C N键形成的有效Cu（II）-水杨碱催化体系。以这种方式，已经实现了在EtOH中用氨水进行邻卤代苯胺的区域选择性2-胺化。该策略具有几个优点，例如良好的区域选择性，高产率和官能团耐受性。

  DOI：

  10.1016/j.tetlet.2021.153001

文献信息

• Conversion of Sterically Hindered Diacylated 1,2-Phenylenediamines into 2-Substituted Benzimidazoles
  作者：Julie Charton、Sophie Girault-Mizzi、Christian Sergheraert

  DOI：10.1248/cpb.53.492

  日期：——

  for several biological targets. Formation by cyclodehydration from their monoacylated counterparts was shown to be strongly dependent upon the nature of the acyl group. In the case of a dicyclohexylmethyl group, cyclization was only observed in a p-toluenesulfonic acid/toluene mixture from the symmetrical diacylated precursor. Analysis of the mechanism was begun starting from mixed diacylated derivatives

  设计了一系列大体积的2-取代的苯并咪唑，以便为几个生物学靶标找到新的潜在客户。由它们的单酰化的对应物通过环脱水形成显示出强烈地依赖于酰基的性质。在二环己基甲基的情况下，仅在对称二酰基化前体的对甲苯磺酸/甲苯混合物中观察到环化。从混合二酰化衍生物开始分析机理。
• Composition and method for dyeing dye-susceptible material
  申请人：Wella Aktiengesellschaft

  公开号：EP1348700A3

  公开（公告）日：2004-01-14

  Composition for colouring dye-susceptible material (preferably keratinous material), containing at least one pro-dye (especially a glutaramide) and at least one enzyme capable of reacting, cleaving, or modifying the enzymatically-labile functionality in the pro-dye to form a dye substance or a direct dye; as well as a 2-component-kit.

  用于着色易染料材料（最好是角质材料）的配方，含有至少一种原染料（尤其是戊二酰胺）和至少一种能够反应、裂解或修改原染料中酶敏感功能的酶，以形成染料物质或直接染料；以及一个二组分套装。
• Synthesis and biological evaluation of benzimidazole derivatives as potent AMP-activated protein kinase activators
  作者：Julie Charton、Sophie Girault-Mizzi、Marie-Ange Debreu-Fontaine、Fabienne Foufelle、Isabelle Hainault、Jean-Guy Bizot-Espiard、Daniel-Henri Caignard、Christian Sergheraert

  DOI：10.1016/j.bmc.2006.02.028

  日期：2006.7

  Design, synthesis and structure-activity relationships of beU:/AP/DTD501/BMC/4818nzimidazole derivatives as activators of the AMP-activated protein kinase (AMPK) are presented in this paper. AMPK is the central component of a protein kinase cascade that plays a key role in the regulation of energy balance. Once activated, AMPK initiates a series of responses that are aimed at restoring the energy balance of the cell and recent studies have indicated that AMPK plays an important role in regulation of the whole-body energy metabolism. The following study based on the lead compound S27847 involved modification of three regions of this compound. Preliminary structure activity relationships are being described. (c) 2006 Elsevier Ltd. All rights reserved.
• Solid-phase reactions of aromatic amines with carboxylic acids under conditions of shear deformation and high pressure
  作者：A. I. Leont'ev、A. A. Zharov、N. P. Chistotina

  DOI：10.1007/bf00863592

  日期：1992.9

  Solid mixtures of carboxylic acids and aromatic amines react under shear deformation at high pressure (to 8 GPa)for form amides, in the case of ortho-phenylenediamine-substituted benzimidazoles are formed. Under these conditions the conversion rates are hundreds of thousands of times higher than when the same processes are carried out in liquid phase. The cyclization reaction is accelerated to a lesser degree than the reaction of formation of the corresponding amide. The increase of the length of the carboxylic acid radical prevents the cyclization reaction.
• US5981491A
  申请人：——

  公开号：US5981491A

  公开（公告）日：1999-11-09