2-(2-oxo-2,3-dihydro-1H-indole-5-sulfonamido)acetic acid | 1000932-56-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-(2-oxo-2,3-dihydro-1H-indole-5-sulfonamido)acetic acid
• 英文别名: 2-[(2-oxo-1,3-dihydroindol-5-yl)sulfonylamino]acetic acid
• CAS: 1000932-56-8
• 化学式: C₁₀H₁₀N₂O₅S
• mdl: MFCD09863382
• 分子量: 270.266
• InChiKey: ACJCRPVHBHOVCG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  121
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5-甲氧基-1-甲基吲哚-3-甲醛 、 2-(2-oxo-2,3-dihydro-1H-indole-5-sulfonamido)acetic acid 在 哌啶 作用下， 以 乙醇 为溶剂， 生成 2-(3-((5-methoxy-1-methyl-1H-indol-3-yl)methylene)-2-oxoindoline-5-sulfonamido)acetic acid
  参考文献：
  名称：

  Potent small molecule inhibitors of spleen tyrosine kinase (Syk)

  摘要：

  A series of oxindoles demonstrating inhibition of the pbosphorylation of biotinylated substrates of Syk and IgE/FcepsilonRI triggered basophil cell degranulation has been identified. A study of the SAR around sulfonamide 31 (IC50=5 nM, EC50= 1400 nM) is discussed. The modest cellular activity representative of the sulfonamide series was overcome when the Polar surface Area was lowered to < 110 Angstrom(2), leading to the identification of amide 32 (IC50= 145 nM, EC50= 100 nM). (C) 2003 Published by Elsevier Ltd.

  DOI：

  10.1016/s0960-894x(03)00658-9
• 作为产物：
  描述：

  2-吲哚酮 在 氯磺酸 作用下， 以 水 为溶剂， 反应 2.0h， 生成 2-(2-oxo-2,3-dihydro-1H-indole-5-sulfonamido)acetic acid
  参考文献：
  名称：

  Potent small molecule inhibitors of spleen tyrosine kinase (Syk)

  摘要：

  A series of oxindoles demonstrating inhibition of the pbosphorylation of biotinylated substrates of Syk and IgE/FcepsilonRI triggered basophil cell degranulation has been identified. A study of the SAR around sulfonamide 31 (IC50=5 nM, EC50= 1400 nM) is discussed. The modest cellular activity representative of the sulfonamide series was overcome when the Polar surface Area was lowered to < 110 Angstrom(2), leading to the identification of amide 32 (IC50= 145 nM, EC50= 100 nM). (C) 2003 Published by Elsevier Ltd.

  DOI：

  10.1016/s0960-894x(03)00658-9

文献信息

• Potent small molecule inhibitors of spleen tyrosine kinase (Syk)
  作者：Justine Y.Q Lai、Paul J Cox、Rajesh Patel、Shazia Sadiq、David J Aldous、Sukanthini Thurairatnam、Keith Smith、Darren Wheeler、Savita Jagpal、Sofia Parveen、Gary Fenton、Trevor K.P Harrison、Clive McCarthy、Paul Bamborough

  DOI：10.1016/s0960-894x(03)00658-9

  日期：2003.9

  A series of oxindoles demonstrating inhibition of the pbosphorylation of biotinylated substrates of Syk and IgE/FcepsilonRI triggered basophil cell degranulation has been identified. A study of the SAR around sulfonamide 31 (IC50=5 nM, EC50= 1400 nM) is discussed. The modest cellular activity representative of the sulfonamide series was overcome when the Polar surface Area was lowered to < 110 Angstrom(2), leading to the identification of amide 32 (IC50= 145 nM, EC50= 100 nM). (C) 2003 Published by Elsevier Ltd.