1-Benzoyl-5-phenylmethoxyindole-3-carbaldehyde | 380220-38-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 1-Benzoyl-5-phenylmethoxyindole-3-carbaldehyde
• CAS: 380220-38-2
• 化学式: C₂₃H₁₇NO₃
• 分子量: 355.393
• InChiKey: AGXUMQWOVXEPBJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  48.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-苄基哌啶酮 、 1-Benzoyl-5-phenylmethoxyindole-3-carbaldehyde 在 sodium acetate 、 溶剂黄146 作用下， 以15%的产率得到(3E)-3-[(1-benzoyl-5-phenylmethoxyindol-3-yl)methylidene]-1-benzylpiperidin-4-one
  参考文献：
  名称：

  Synthesis and Screening for Antiacetylcholinesterase Activity of (1-Benzyl-4-oxopiperidin-3-ylidene)methylindoles and -pyrroles Related to Donepezil

  摘要：

  The design, synthesis, and rapid evaluation of a new class of acetylcholinesterase (AChE) inhibitors related to donepezil are reported. A molecular dynamics simulation of the complex between AChE and one representative compound of the series showed a possible inhibitor binding mode in which favorable interactions are formed between the benzylpiperidinone moiety and some active-site residues. The biochemical evaluation of this newly synthesized series was performed using a chemiluminescent method suitable for high-throughput screening.

  DOI：

  10.1021/jm0109356
• 作为产物：
  描述：

  5-苄氧基吲哚-3-甲醛 、 苯甲酰氯 在 4-二甲氨基吡啶 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 以70%的产率得到1-Benzoyl-5-phenylmethoxyindole-3-carbaldehyde
  参考文献：
  名称：

  Synthesis and Screening for Antiacetylcholinesterase Activity of (1-Benzyl-4-oxopiperidin-3-ylidene)methylindoles and -pyrroles Related to Donepezil

  摘要：

  The design, synthesis, and rapid evaluation of a new class of acetylcholinesterase (AChE) inhibitors related to donepezil are reported. A molecular dynamics simulation of the complex between AChE and one representative compound of the series showed a possible inhibitor binding mode in which favorable interactions are formed between the benzylpiperidinone moiety and some active-site residues. The biochemical evaluation of this newly synthesized series was performed using a chemiluminescent method suitable for high-throughput screening.

  DOI：

  10.1021/jm0109356

文献信息

• Synthesis and Screening for Antiacetylcholinesterase Activity of (1-Benzyl-4-oxopiperidin-3-ylidene)methylindoles and -pyrroles Related to Donepezil
  作者：Aldo Andreani、Andrea Cavalli、Massimiliano Granaiola、Massimo Guardigli、Alberto Leoni、Alessandra Locatelli、Rita Morigi、Mirella Rambaldi、Maurizio Recanatini、Aldo Roda

  DOI：10.1021/jm0109356

  日期：2001.11.1

  The design, synthesis, and rapid evaluation of a new class of acetylcholinesterase (AChE) inhibitors related to donepezil are reported. A molecular dynamics simulation of the complex between AChE and one representative compound of the series showed a possible inhibitor binding mode in which favorable interactions are formed between the benzylpiperidinone moiety and some active-site residues. The biochemical evaluation of this newly synthesized series was performed using a chemiluminescent method suitable for high-throughput screening.