4-Benzyloxy-3-formyl-indole-1-carboxylic acid diethylamide | 840537-81-7

• 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: 4-Benzyloxy-3-formyl-indole-1-carboxylic acid diethylamide
• 英文别名: N,N-diethyl-3-formyl-4-phenylmethoxyindole-1-carboxamide
• CAS: 840537-81-7
• 化学式: C₂₁H₂₂N₂O₃
• 分子量: 350.417
• InChiKey: JXXGHPJJBHMQAY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  51.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-Benzyloxy-3-formyl-indole-1-carboxylic acid diethylamide 在 palladium on activated charcoal 氢气 、 potassium carbonate 作用下， 以 四氢呋喃 、 乙醇 、 乙酸乙酯 、 丙酮 为溶剂， -78.0~20.0 ℃ 、103.42 kPa 条件下， 反应 24.0h， 生成
  参考文献：
  名称：

  Heteroaryl-O-glucosides as novel sodium glucose co-transporter 2 inhibitors. Part 1

  摘要：

  A series of benzo-fused heteroaryl-O-glucosides was synthesized and evaluated in SGLT1 and 2 cell-based functional assays. Indole-O-glucoside 10a and benzimidazole-O-glucoside 18 exhibited potent in vitro SGLT2 inhibitory activity. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.08.067
• 作为产物：
  描述：

  4-苯甲氧基吲哚-3-甲醛 、 N,N-二乙基氯甲酰胺 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 生成 4-Benzyloxy-3-formyl-indole-1-carboxylic acid diethylamide
  参考文献：
  名称：

  Heteroaryl-O-glucosides as novel sodium glucose co-transporter 2 inhibitors. Part 1

  摘要：

  A series of benzo-fused heteroaryl-O-glucosides was synthesized and evaluated in SGLT1 and 2 cell-based functional assays. Indole-O-glucoside 10a and benzimidazole-O-glucoside 18 exhibited potent in vitro SGLT2 inhibitory activity. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.08.067

文献信息

• Indole-glucosides as novel sodium glucose co-transporter 2 (SGLT2) inhibitors. Part 2
  作者：Xiaoyan Zhang、Maud Urbanski、Mona Patel、Geoffrey G. Cox、Roxanne E. Zeck、Haiyan Bian、Bruce R. Conway、Mary Pat Beavers、Philip J. Rybczynski、Keith T. Demarest

  DOI：10.1016/j.bmcl.2005.12.006

  日期：2006.3

  A series of indole-O-glucosides and C-glucosides was synthesized and evaluated in SGLT1 and SGLT2 cell-based functional assays. Compounds 2a and 2o were identified as potent SGLT2 inhibitors and screened in ZDF rats. (C) 2006 Published by Elsevier Ltd.
• SUBSTITUTED INDOLE-O-GLUCOSIDES
  申请人：JANSSEN PHARMACEUTICA N.V.

  公开号：EP1680131A2

  公开（公告）日：2006-07-19
• EP1680131A4
  申请人：——

  公开号：EP1680131A4

  公开（公告）日：2009-05-27
• Substituted indole-O-glucosides
  申请人：Beavers Pat Mary

  公开号：US20050037981A1

  公开（公告）日：2005-02-17

  Substituted indole-O-glucosides, compositions containing them, and methods of using them, for example for the treatment of diabetes and Syndrome X are disclosed.
• Substituted indazole-O-glucosides
  申请人：Urbanski Maud

  公开号：US20060293251A1

  公开（公告）日：2006-12-28

  Substituted indole-O-glucosides, compositions containing them, and methods of using them, for example for the treatment of diabetes and Syndrome X are disclosed.