1-Benzenesulfonyl-4-benzyloxy-3-(4-methoxy-phenyl)-1H-indole | 840538-50-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 1-Benzenesulfonyl-4-benzyloxy-3-(4-methoxy-phenyl)-1H-indole
• 英文别名: 1-(Benzenesulfonyl)-3-(4-methoxyphenyl)-4-phenylmethoxyindole
• CAS: 840538-50-3
• 化学式: C₂₈H₂₃NO₄S
• 分子量: 469.561
• InChiKey: RXHLNQUMEQTONT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  34
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  65.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-Benzenesulfonyl-4-benzyloxy-3-(4-methoxy-phenyl)-1H-indole 在 palladium on activated charcoal 氢氧化钾 、 氢气 、 potassium carbonate 作用下， 以 乙醇 、 乙酸乙酯 、 丙酮 为溶剂， 生成 (2R,3S,4S,5R,6S)-2-Hydroxymethyl-6-[3-(4-methoxy-phenyl)-1H-indol-4-yloxy]-tetrahydro-pyran-3,4,5-triol
  参考文献：
  名称：

  Indole-glucosides as novel sodium glucose co-transporter 2 (SGLT2) inhibitors. Part 2

  摘要：

  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.

  DOI：

  10.1016/j.bmcl.2005.12.006
• 作为产物：
  描述：

  4-苄氧基吲哚 在 吡啶 、 sodium hydroxide 、 palladium bis[bis(diphenylphosphino)ferrocene] dichloride 、 四丁基溴化铵 、 一氯化碘 、 cesium fluoride 作用下， 以 乙二醇二甲醚 、 二氯甲烷 、 苯 为溶剂， 生成 1-Benzenesulfonyl-4-benzyloxy-3-(4-methoxy-phenyl)-1H-indole
  参考文献：
  名称：

  Indole-glucosides as novel sodium glucose co-transporter 2 (SGLT2) inhibitors. Part 2

  摘要：

  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.

  DOI：

  10.1016/j.bmcl.2005.12.006

文献信息

• 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.
• SUBSTITUTED INDOLE-O-GLUCOSIDES
  申请人：Beavers Mary Pat

  公开号：US20090105164A1

  公开（公告）日：2009-04-23

  Substituted indole-O-glucosides, compositions containing them, and methods of using them, for example for the treatment of diabetes and Syndrome X are disclosed.
• US7129220B2
  申请人：——

  公开号：US7129220B2

  公开（公告）日：2006-10-31
• US7511022B2
  申请人：——

  公开号：US7511022B2

  公开（公告）日：2009-03-31