4-acetyl-N-(p-tolyl)benzamide | 72269-21-7

• 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: 4-acetyl-N-(p-tolyl)benzamide
• 英文别名: 4-acetyl-N-(4-methylphenyl)benzamide
• CAS: 72269-21-7
• 化学式: C₁₆H₁₅NO₂
• 分子量: 253.301
• InChiKey: JJHUVDHRWVOKBT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-3-(pyridin-4-yl)acrylaldehyde 、 4-acetyl-N-(p-tolyl)benzamide 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 12.25h， 以60%的产率得到N-(p-tolyl)-4-((2E,4E)-5-(pyridin-4-yl)penta-2,4-dienoyl)benzamide
  参考文献：
  名称：

  Anti-oligomerization sheet molecules: Design, synthesis and evaluation of inhibitory activities against α-synuclein aggregation

  摘要：

  Aggregation of alpha-synuclein (alpha-Syn) play a key role in the development of Parkinson Disease (PD). One of the effective approaches is to stabilize the native, monomeric protein with suitable molecule ligands. We have designed and synthesized a series of sheet-like conjugated compounds which possess different skeletons and various heteroatoms in the two blocks located at both ends of linker, which have good pi-electron delocalization and high ability of hydrogen-bond formation. They have shown anti-aggregation activities in vitro towards alpha-Syn with IC50 down to 1.09 mu M. The molecule is found binding in parallel to the NACore within NAC domain of alpha-Syn, interfering aggregation of NAC region within different alpha-Syn monomer, and further inhibiting or slowing down the formation of alpha-Syn oligomer nuclei at lag phase. The potential inhibitor obtained by our strategy is considered to be highly efficient to inhibit alpha-Syn aggregation.

  DOI：

  10.1016/j.bmc.2019.05.032
• 作为产物：
  描述：

  4-乙酰基苯甲酸 、 乙烷,三氯氟- 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以85%的产率得到4-acetyl-N-(p-tolyl)benzamide
  参考文献：
  名称：

  Anti-oligomerization sheet molecules: Design, synthesis and evaluation of inhibitory activities against α-synuclein aggregation

  摘要：

  Aggregation of alpha-synuclein (alpha-Syn) play a key role in the development of Parkinson Disease (PD). One of the effective approaches is to stabilize the native, monomeric protein with suitable molecule ligands. We have designed and synthesized a series of sheet-like conjugated compounds which possess different skeletons and various heteroatoms in the two blocks located at both ends of linker, which have good pi-electron delocalization and high ability of hydrogen-bond formation. They have shown anti-aggregation activities in vitro towards alpha-Syn with IC50 down to 1.09 mu M. The molecule is found binding in parallel to the NACore within NAC domain of alpha-Syn, interfering aggregation of NAC region within different alpha-Syn monomer, and further inhibiting or slowing down the formation of alpha-Syn oligomer nuclei at lag phase. The potential inhibitor obtained by our strategy is considered to be highly efficient to inhibit alpha-Syn aggregation.

  DOI：

  10.1016/j.bmc.2019.05.032

文献信息

• <scp>Iron‐Catalyzed</scp> Amide Bond Formation from Carboxylic Acids and Isocyanates^†
  作者：Lingjian Zi、Jing Zhang

  DOI：10.1002/cjoc.202300396

  日期：2023.12

  We describe an iron-catalyzed amide bond formation from readily available carboxylic acids and isocyanates. This method utilizes an abundant and biocompatible iron catalyst and easily accessible starting materials, generates CO2 as the only byproduct, and features broad substrate scopes with good functional group compatibility. Therefore, it provides a cost-effective and practical protocol to access

  我们描述了由容易获得的羧酸和异氰酸酯形成的铁催化酰胺键。该方法利用丰富且生物相容的铁催化剂和易于获得的起始原料，产生CO 2作为唯一的副产物，并且具有广泛的底物范围和良好的官能团相容性。因此，它提供了一种经济有效且实用的方案来获取多种酰胺。