N-(1-propan-2-ylpiperidin-4-yl)-1H-indole-2-carboxamide | 754199-17-2

• 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: N-(1-propan-2-ylpiperidin-4-yl)-1H-indole-2-carboxamide
• CAS: 754199-17-2
• 化学式: C₁₇H₂₃N₃O
• 分子量: 285.389
• InChiKey: YGZYVBHJLLVOKE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  48.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-溴-n-(3-氯苯基)乙酰胺 、 N-(1-propan-2-ylpiperidin-4-yl)-1H-indole-2-carboxamide 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 1-{[(3-chlorophenyl)carbamoyl]methyl}-N-[1-(propan-2-yl)piperidin-4-yl]-1H-indole-2-carboxamide
  参考文献：
  名称：

  Factor Xa inhibitors based on a 2-carboxyindole scaffold: SAR of neutral P1 substituents

  摘要：

  A series of novel, highly potent 2-carboxyindole-based factor Xa inhibitors is described. Structural requirements for neutral ligands, which bind in the S1 pocket of factor Xa were investigated with the 2-carboxyindole scaffold. This privileged fragment assembly approach yielded a set of equipotent, selective inhibitors with structurally diverse neutral P1 substituents. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.06.020
• 作为产物：
  描述：

  (1-异丙基哌啶-4-基)氨基甲酸叔丁酯 在 盐酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 16.0h， 生成 N-(1-propan-2-ylpiperidin-4-yl)-1H-indole-2-carboxamide
  参考文献：
  名称：

  Factor Xa inhibitors based on a 2-carboxyindole scaffold: SAR of neutral P1 substituents

  摘要：

  A series of novel, highly potent 2-carboxyindole-based factor Xa inhibitors is described. Structural requirements for neutral ligands, which bind in the S1 pocket of factor Xa were investigated with the 2-carboxyindole scaffold. This privileged fragment assembly approach yielded a set of equipotent, selective inhibitors with structurally diverse neutral P1 substituents. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.06.020

文献信息

• 第Ｘａ因子阻害剤としてのインドール誘導体
  申请人：サノフィ−アベンティス・ドイチュラント・ゲゼルシャフト・ミット・ベシュレンクテル・ハフツング

  公开号：JP4676960B2

  公开（公告）日：2006-12-28
• Factor Xa inhibitors based on a 2-carboxyindole scaffold: SAR of neutral P1 substituents
  作者：Marc Nazaré、Melanie Essrich、David W Will、Hans Matter、Kurt Ritter、Matthias Urmann、Armin Bauer、Herman Schreuder、Angela Dudda、Jörg Czech、Martin Lorenz、Volker Laux、Volkmar Wehner

  DOI：10.1016/j.bmcl.2004.06.020

  日期：2004.8

  A series of novel, highly potent 2-carboxyindole-based factor Xa inhibitors is described. Structural requirements for neutral ligands, which bind in the S1 pocket of factor Xa were investigated with the 2-carboxyindole scaffold. This privileged fragment assembly approach yielded a set of equipotent, selective inhibitors with structurally diverse neutral P1 substituents. (C) 2004 Elsevier Ltd. All rights reserved.