2-(4-dimethylamino-benzylideneamino)-N-phenyl-benzamide

• 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: 2-(4-dimethylamino-benzylideneamino)-N-phenyl-benzamide
• 英文别名: 2-[[4-(dimethylamino)phenyl]methylideneamino]-N-phenylbenzamide
• 化学式: C₂₂H₂₁N₃O
• 分子量: 343.428
• InChiKey: YPZMQJGVBPGZMX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  44.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(4-dimethylamino-benzylideneamino)-N-phenyl-benzamide 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 以263 mg的产率得到2-(4-(dimethylamino)phenyl)-3-phenyl-2,3-dihydroquinazolin-4(1H)-one
  参考文献：
  名称：

  N-Methyldihydroquinazolinone Derivatives of Retro-2 with Enhanced Efficacy against Shiga Toxin

  摘要：

  The Retro-2 molecule protects cells against Shiga toxins by specifically blocking retrograde transport from early endosomes to the trans-Golgi network A SAR study has been carried out to identify more potent compounds. Cyclization and modifications of Retro-2 led to a compound with roughly 100 fold improvement of the EC50 against Shiga toxin cytotoxicity measured in a cell protein synthesis assay. We also demonstrated that only one enantiomer of the dihydroquinazolinone reported herein is bioactive.

  DOI：

  10.1021/jm4002346
• 作为产物：
  描述：

  2-氨基苯甲酸盐酸盐 在 吡啶 、 氯化亚砜 、 对甲苯磺酸 作用下， 以 乙醇 为溶剂， 反应 3.53h， 生成 2-(4-dimethylamino-benzylideneamino)-N-phenyl-benzamide
  参考文献：
  名称：

  含新氨基苯甲酸衍生物的新型不对称双席夫碱的合成

  摘要：

  摘要 邻氨基苯甲酸与苯胺反应得到了一种新的邻氨基苯甲酸衍生物2-氨基-N-苯基-苯甲酰胺。已合成并表征了 12 种新的不对称 Schiff 碱，它们具有包含 2-氨基-N-苯基-苯甲酰胺的官能团。

  DOI：

  10.1081/scc-200028639

文献信息

• <i>N</i>-Methyldihydroquinazolinone Derivatives of Retro-2 with Enhanced Efficacy against Shiga Toxin
  作者：Romain Noel、Neetu Gupta、Valérie Pons、Amélie Goudet、Maria Daniela Garcia-Castillo、Aurélien Michau、Jennifer Martinez、David-Alexandre Buisson、Ludger Johannes、Daniel Gillet、Julien Barbier、Jean-Christophe Cintrat

  DOI：10.1021/jm4002346

  日期：2013.4.25

  The Retro-2 molecule protects cells against Shiga toxins by specifically blocking retrograde transport from early endosomes to the trans-Golgi network A SAR study has been carried out to identify more potent compounds. Cyclization and modifications of Retro-2 led to a compound with roughly 100 fold improvement of the EC50 against Shiga toxin cytotoxicity measured in a cell protein synthesis assay. We also demonstrated that only one enantiomer of the dihydroquinazolinone reported herein is bioactive.
• The Synthesis of New Asymmetric Double Schiff Bases Containing a New<i>o</i>‐Amino Benzoic Acid Derivative
  作者：Yongqing Liang、Biyun Su、Jianshe Zhao、Wenhua Sun

  DOI：10.1081/scc-200028639

  日期：2004.1

  Abstract A new o‐amino benzoic acid derivative, 2‐amino‐N‐phenyl‐benzamide, has been obtained by the reaction of o‐amino benzoic acid and aniline. Twelve new asymmetric Schiff bases, which have both and functional groups containing 2‐amino‐N‐phenyl‐benzamide, have been synthesized and characterized.

  摘要 邻氨基苯甲酸与苯胺反应得到了一种新的邻氨基苯甲酸衍生物2-氨基-N-苯基-苯甲酰胺。已合成并表征了 12 种新的不对称 Schiff 碱，它们具有包含 2-氨基-N-苯基-苯甲酰胺的官能团。