(E)-4-chloro-3-(2-(3-chlorophenyl)-2-oxoethylidene)indolin-2-one | 1310495-84-1

• 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: (E)-4-chloro-3-(2-(3-chlorophenyl)-2-oxoethylidene)indolin-2-one
• 英文别名: (3E)-4-chloro-3-[2-(3-chlorophenyl)-2-oxoethylidene]-1H-indol-2-one
• CAS: 1310495-84-1
• 化学式: C₁₆H₉Cl₂NO₂
• 分子量: 318.159
• InChiKey: KCLKBEHIPYSRFL-DHZHZOJOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  在 盐酸 、 溶剂黄146 作用下， 以 水 为溶剂， 以1.1 g的产率得到(E)-4-chloro-3-(2-(3-chlorophenyl)-2-oxoethylidene)indolin-2-one
  参考文献：
  名称：

  Acylideneoxoindoles: A new class of reversible inhibitors of human transglutaminase 2

  摘要：

  Inhibitors of human transglutaminase 2 (TG2) are anticipated to be useful in the therapy of a variety of diseases including celiac sprue as well as certain CNS disorders and cancers. A class of 3-acylidene-2-oxoindoles was identified as potent reversible inhibitors of human TG2. Structure-activity relationship analysis of a lead compound led to the generation of several potent, competitive inhibitors. Analogs with significant non-competitive character were also identified, suggesting that the compounds bind at one or more allosteric regulatory sites on this multidomain enzyme. The most active compounds had K(i) values below 1.0 mu M in two different kinetic assays for human TG2, and may therefore be suitable for investigations into the role of TG2 in physiology and disease in animals. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.12.037

文献信息

• [EN] 3-ACYLIDENE-2-OXOINDOLE DERIVATIVES FOR INHIBITION OF TRANSGLUTAMINASE 2<br/>[FR] DÉRIVÉS 3-ACYLIDÈNE-2-OXOINDOLE DESTINÉS À INHIBER LA TRANSGLUTAMINASE 2
  申请人：NUMERATE INC

  公开号：WO2012078519A2

  公开（公告）日：2012-06-14

  Provided herein are acylidene oxoindole derivatives, compositions including them, and methods of inhibiting transglutaminase 2 and treating diseases mediated by transglutaminase 2 by administering such derivatives and compositions.
• Acylideneoxoindoles: A new class of reversible inhibitors of human transglutaminase 2
  作者：Cornelius Klöck、Xi Jin、Kihang Choi、Chaitan Khosla、Peter B. Madrid、Andrew Spencer、Brian C. Raimundo、Paul Boardman、Guido Lanza、John H. Griffin

  DOI：10.1016/j.bmcl.2010.12.037

  日期：2011.5

  Inhibitors of human transglutaminase 2 (TG2) are anticipated to be useful in the therapy of a variety of diseases including celiac sprue as well as certain CNS disorders and cancers. A class of 3-acylidene-2-oxoindoles was identified as potent reversible inhibitors of human TG2. Structure-activity relationship analysis of a lead compound led to the generation of several potent, competitive inhibitors. Analogs with significant non-competitive character were also identified, suggesting that the compounds bind at one or more allosteric regulatory sites on this multidomain enzyme. The most active compounds had K(i) values below 1.0 mu M in two different kinetic assays for human TG2, and may therefore be suitable for investigations into the role of TG2 in physiology and disease in animals. (C) 2010 Elsevier Ltd. All rights reserved.