(3-FORMYL-5-METHOXY-1H-INDOL-1-YL)ACETIC ACID

• 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: (3-FORMYL-5-METHOXY-1H-INDOL-1-YL)ACETIC ACID
• 英文别名: 2-(3-formyl-5-methoxyindol-1-yl)acetic acid
• 化学式: C₁₂H₁₁NO₄
• mdl: MFCD09864073
• 分子量: 233.224
• InChiKey: JYRWZDUJNNTMMI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  68.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  哌啶 、 2-氧代吲哚啉-5-磺酰胺 、 (3-FORMYL-5-METHOXY-1H-INDOL-1-YL)ACETIC ACID 以 乙醇 为溶剂， 生成 2-[5-methoxy-3-[(Z)-(2-oxo-5-sulfamoyl-1H-indol-3-ylidene)methyl]indol-1-yl]acetic acid;piperidine
  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：

  5-甲氧基吲哚-3-甲醛 、 alkaline earth salt of/the/ methylsulfuric acid 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (3-FORMYL-5-METHOXY-1H-INDOL-1-YL)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

• [EN] SEMISYNTHETIC AURONES AND METHODS OF USE THEREOF<br/>[FR] AURONES SEMI-SYNTHÉTIQUES ET LEURS MÉTHODES D'UTILISATION
  申请人：UNIV KENTUCKY RES FOUND

  公开号：WO2019144009A1

  公开（公告）日：2019-07-25

  Provided herein are semisynthetic aurones, pharmaceutical compositions, and methods of treating cancer. The semisynthetic aurone compound including a structure according to Formula (I) or pharmaceutically acceptable salt thereof, where R1 is H, an alkyl cyano, an alkyl phenyl substituted with one or more halogens, or any combination thereof, and R2 is an aromatic group, a heterocycle, or a combination thereof. The pharmaceutical composition includes the semisynthetic aurone compound and a carrier. The method includes administering to a patient in need of such treatment an effective amount of the semisynthetic aurone compound.

  本文提供了半合成的奥罗宁类化合物、药物组合物和治疗癌症的方法。半合成的奥罗宁类化合物包括符合式(I)的结构或其药用可接受盐，其中R1为H、烷基氰基、烷基苯基取代一个或多个卤素，或者它们的任意组合，R2为芳香族、杂环或它们的组合。药物组合物包括半合成的奥罗宁类化合物和载体。该方法包括向需要此类治疗的患者施用有效量的半合成的奥罗宁类化合物。
• SEMISYNTHETIC AURONES AND METHODS OF USE THEREOF
  申请人：University of Kentucky Research Foundation

  公开号：US20200354348A1

  公开（公告）日：2020-11-12

  Provided herein are semisynthetic aurones, pharmaceutical compositions, and methods of treating cancer. The semisynthetic aurone compound including a structure according to Formula (I) or pharmaceutically acceptable salt thereof, where R 1 is H, an alkyl cyano, an alkyl phenyl substituted with one or more halogens, or any combination thereof, and R 2 is an aromatic group, a heterocycle, or a combination thereof. The pharmaceutical composition includes the semisynthetic aurone compound and a carrier. The method includes administering to a patient in need of such treatment an effective amount of the semisynthetic aurone compound.
• 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.