N-benzyl-(4-benzyloxycarbonyl)benzamide | 78079-48-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: N-benzyl-(4-benzyloxycarbonyl)benzamide
• 英文别名: Phenyl 4-benzamidobenzoate
• CAS: 78079-48-8
• 化学式: C₂₀H₁₅NO₃
• 分子量: 317.344
• InChiKey: JUEYHRBGSNOJMU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-benzyl-(4-benzyloxycarbonyl)benzamide 在 一水合肼 作用下， 以 甲醇 为溶剂， 生成 苯甲酸,4-(苯甲酰氨基)-,酰肼
  参考文献：
  名称：

  Design and Bioevaluation of Novel Hydrazide-Hydrazones Derived from 4-Acetyl-N-Substituted Benzenesulfonamide

  摘要：

  In this research, a series of hydrazine-hydrazone derivatives (Ia-g), (IIa-h) were synthesized to discover new antioxidant and anticholinesterase agents. The structures of synthesized compounds were characterized by spectroscopic data using UV, IR, H-1, C-13 NMR, mass spectroscopy, and elemental analysis. The bio-evaluation of the synthesized compounds (Ia-g), (IIa-h) were evaluated according to in vitro activity assays. The results of beta-carotene/linoleic acid assay showed that among the synthesized compounds, the (Ib), (Ie), (IIb-IIe), and (IIh) compound exhibited higher activity for the lipid peroxidation inhibitory activity. In the DPPH free scavenging activity and the cation radical scavenging activity in ABTS(center dot+) activity, compound (IIb) was found to be more active. In the CUPRAC reduced power assay, the A(0.5) values of all synthesized compounds were better than alpha-TOC. In AChE assay, compound (IIb) exhibited the most activity with IC50 = 11.12 +/- 0.74 mu M, while the compounds (Ib-g) and (IIb-h), exhibited excellent activity than the positive standard galantamine (IC50 = 46.06 +/- 0.10 mu M) in the BChE assay.

  DOI：

  10.1134/s1068162020050052
• 作为产物：
  描述：

  4-[Benzoyl-(4-octyloxy-benzyl)-amino]-benzoic acid phenyl ester 在 三氟乙酸 作用下， 反应 72.0h， 以100%的产率得到N-benzyl-(4-benzyloxycarbonyl)benzamide
  参考文献：
  名称：

  定义明确的芳纶的链增长缩聚。前所未有的低多分散性芳酰胺嵌段共聚物的合成

  摘要：

  合成了具有确定分子量和低多分散性的聚（对苯甲酰胺）和包含这种明确定义的芳族酰胺的嵌段共聚物。将产生聚（对苯甲酰胺）的 4-氨基苯甲酸苯酯在链增长缩聚条件下不会聚合。然而，4-(4-辛氧基苄基氨基)苯甲酸苯酯 (1b) 在碱和 4-硝基苯甲酸苯酯 (2) 作为引发剂的存在下以链增长缩聚方式在室温下聚合，得到明确定义的芳香聚酰胺，具有4-辛氧基苄基作为酰胺中氮上的保护基团。通过模型反应证实，该保护基团的脱保护完全用三氟乙酸 (TFA) 进行，而不会破坏酰胺键。嵌段共聚物的合成证明了这种方法对具有低多分散性的聚（对苯甲酰胺）的实用性。因此，4-(辛基氨基)苯甲酸苯酯(1a)在2和碱的存在下聚合，然后将1b和碱加入到预聚物的反应混合物中，得到1a和1b的嵌段共聚物，其分子量和低多分散性。嵌段共聚物用TFA处理，产生聚(N-辛基-对苯甲酰胺)和聚(对苯甲酰胺)的可溶性嵌段共聚物。嵌段共聚物的超分子组装体的

  DOI：

  10.1021/ja021188k

文献信息

• Design and Bioevaluation of Novel Hydrazide-Hydrazones Derived from 4-Acetyl-N-Substituted Benzenesulfonamide
  作者：E. Bozkurt、Y. Sıcak、E. E. Oruç-Emre、A. Karaküçük Iyidoğan、M. Öztürk

  DOI：10.1134/s1068162020050052

  日期：2020.9

  In this research, a series of hydrazine-hydrazone derivatives (Ia-g), (IIa-h) were synthesized to discover new antioxidant and anticholinesterase agents. The structures of synthesized compounds were characterized by spectroscopic data using UV, IR, H-1, C-13 NMR, mass spectroscopy, and elemental analysis. The bio-evaluation of the synthesized compounds (Ia-g), (IIa-h) were evaluated according to in vitro activity assays. The results of beta-carotene/linoleic acid assay showed that among the synthesized compounds, the (Ib), (Ie), (IIb-IIe), and (IIh) compound exhibited higher activity for the lipid peroxidation inhibitory activity. In the DPPH free scavenging activity and the cation radical scavenging activity in ABTS(center dot+) activity, compound (IIb) was found to be more active. In the CUPRAC reduced power assay, the A(0.5) values of all synthesized compounds were better than alpha-TOC. In AChE assay, compound (IIb) exhibited the most activity with IC50 = 11.12 +/- 0.74 mu M, while the compounds (Ib-g) and (IIb-h), exhibited excellent activity than the positive standard galantamine (IC50 = 46.06 +/- 0.10 mu M) in the BChE assay.
• Chain-Growth Polycondensation for Well-Defined Aramide. Synthesis of Unprecedented Block Copolymer Containing Aramide with Low Polydispersity
  作者：Tsutomu Yokozawa、Miyuki Ogawa、Atsushi Sekino、Ryuji Sugi、Akihiro Yokoyama

  DOI：10.1021/ja021188k

  日期：2002.12.1

  in a chain-growth polycondensation manner to give well-defined aromatic polyamides having the 4-octyloxybenzyl groups as a protecting group on nitrogen in an amide. It was confirmed by a model reaction that deprotection of this protecting group proceeded completely with trifluoroacetic acid (TFA) without breaking the amide linkage. The utility of this approach to poly(p-benzamide) with a low polydispersity

  合成了具有确定分子量和低多分散性的聚（对苯甲酰胺）和包含这种明确定义的芳族酰胺的嵌段共聚物。将产生聚（对苯甲酰胺）的 4-氨基苯甲酸苯酯在链增长缩聚条件下不会聚合。然而，4-(4-辛氧基苄基氨基)苯甲酸苯酯 (1b) 在碱和 4-硝基苯甲酸苯酯 (2) 作为引发剂的存在下以链增长缩聚方式在室温下聚合，得到明确定义的芳香聚酰胺，具有4-辛氧基苄基作为酰胺中氮上的保护基团。通过模型反应证实，该保护基团的脱保护完全用三氟乙酸 (TFA) 进行，而不会破坏酰胺键。嵌段共聚物的合成证明了这种方法对具有低多分散性的聚（对苯甲酰胺）的实用性。因此，4-(辛基氨基)苯甲酸苯酯(1a)在2和碱的存在下聚合，然后将1b和碱加入到预聚物的反应混合物中，得到1a和1b的嵌段共聚物，其分子量和低多分散性。嵌段共聚物用TFA处理，产生聚(N-辛基-对苯甲酰胺)和聚(对苯甲酰胺)的可溶性嵌段共聚物。嵌段共聚物的超分子组装体的