1H-吲哚-2-甲酰胺,N-[3,3-二(4-甲氧苯基)-2-丙烯基]- | 138354-39-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1H-吲哚-2-甲酰胺,N-[3,3-二(4-甲氧苯基)-2-丙烯基]-
• 英文名称: 1H-Indole-2-carboxylic acid [3,3-bis-(4-methoxy-phenyl)-allyl]-amide
• 英文别名: N-[3,3-bis(4-methoxyphenyl)prop-2-enyl]-1H-indole-2-carboxamide
• CAS: 138354-39-9
• 化学式: C₂₆H₂₄N₂O₃
• 分子量: 412.488
• InChiKey: BTZKQHJIBFSOIF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  63.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4,4'-二甲氧基二苯甲酮 在 lithium aluminium tetrahydride 、 三氯化铝 、 2-氯-1-甲基吡啶碘化物 、 sodium hydride 、 三乙胺 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 74.5h， 生成 1H-吲哚-2-甲酰胺,N-[3,3-二(4-甲氧苯基)-2-丙烯基]-
  参考文献：
  名称：

  Hybrid cholecystokinin-A antagonists based on molecular modeling of lorglumide and L-364,718

  摘要：

  A series of novel nonpeptide cholecystokinin-A (CCK-A) antagonists have been synthesized. Designed on the basis of the structural homology between lorglumide and L-364,718, as investigated with molecular modeling, these compounds constitute a link between the N-acylglutamic acid and 3-amino-5-phenyl-1,4-benzodiazepin-2-one derived antagonists. The prepared compounds were tested in vitro as antagonists of the binding of [H-3]-(+/-)-L-364,718 and [H-3]-CCK-8(S) to rat pancreas and guinea pig brain membranes, respectively. All compounds proved to be selective for the (peripheral) CCK-A receptor, the most potent analogue, 6, having a K(i) value of 90 nM. The structure-activity profile of the series of hybrid compounds relates closest to that of the N-acylglutamic acid derived antagonists.

  DOI：

  10.1021/jm00084a009

文献信息

• Hybrid cholecystokinin-A antagonists based on molecular modeling of lorglumide and L-364,718
  作者：Arie Van der Bent、Armand G. S. Blommaert、Caroline T. M. Melman、Adriaan P. IJzerman、Ineke Van Wijngaarden、Willem Soudijn

  DOI：10.1021/jm00084a009

  日期：1992.3

  A series of novel nonpeptide cholecystokinin-A (CCK-A) antagonists have been synthesized. Designed on the basis of the structural homology between lorglumide and L-364,718, as investigated with molecular modeling, these compounds constitute a link between the N-acylglutamic acid and 3-amino-5-phenyl-1,4-benzodiazepin-2-one derived antagonists. The prepared compounds were tested in vitro as antagonists of the binding of [H-3]-(+/-)-L-364,718 and [H-3]-CCK-8(S) to rat pancreas and guinea pig brain membranes, respectively. All compounds proved to be selective for the (peripheral) CCK-A receptor, the most potent analogue, 6, having a K(i) value of 90 nM. The structure-activity profile of the series of hybrid compounds relates closest to that of the N-acylglutamic acid derived antagonists.