(Z)-5-amino-3-(4-methoxybenzylidene)indolin-2-one | 1221433-91-5

• 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: (Z)-5-amino-3-(4-methoxybenzylidene)indolin-2-one
• 英文别名: (3Z)-5-Amino-3-[(4-methoxyphenyl)methylidene]-1,3-dihydro-2H-indol-2-one；(3Z)-5-amino-3-[(4-methoxyphenyl)methylidene]-1H-indol-2-one
• CAS: 1221433-91-5
• 化学式: C₁₆H₁₄N₂O₂
• 分子量: 266.299
• InChiKey: DYCBCUFDDRQCID-ZSOIEALJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  64.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (Z)-5-amino-3-(4-methoxybenzylidene)indolin-2-one 以 二甲基亚砜 为溶剂， 生成 (E)-5-amino-3-(4-methoxybenzylidene)indolin-2-one
  参考文献：
  名称：

  Synthesis, structure–activity relationship and crystallographic studies of 3-substituted indolin-2-one RET inhibitors

  摘要：

  The synthesis, structure-activity relationships (SAR) and structural data of a series of indolin-2-one inhibitors of RET tyrosine kinase are described. These compounds were designed to explore the available space around the indolinone scaffold within RET active site. Several substitutions at different positions were tested and biochemical data were used to draw a molecular model of steric and electrostatic interactions, which can be applied to design more potent and selective RET inhibitors. The crystal structures of RET kinase domain in complex with three inhibitors were solved. All three compounds bound in the ATP pocket and formed two hydrogen bonds with the kinase hinge region. Crystallographic analysis confirmed predictions from molecular modelling and helped re. ne SAR results. These data provide important information for the development of indolinone inhibitors for the treatment of RET-driven cancers. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.01.011
• 作为产物：
  描述：

  (E)-5-amino-3-(4-methoxybenzylidene)indolin-2-one 以 二甲基亚砜 为溶剂， 生成 (Z)-5-amino-3-(4-methoxybenzylidene)indolin-2-one
  参考文献：
  名称：

  Synthesis, structure–activity relationship and crystallographic studies of 3-substituted indolin-2-one RET inhibitors

  摘要：

  The synthesis, structure-activity relationships (SAR) and structural data of a series of indolin-2-one inhibitors of RET tyrosine kinase are described. These compounds were designed to explore the available space around the indolinone scaffold within RET active site. Several substitutions at different positions were tested and biochemical data were used to draw a molecular model of steric and electrostatic interactions, which can be applied to design more potent and selective RET inhibitors. The crystal structures of RET kinase domain in complex with three inhibitors were solved. All three compounds bound in the ATP pocket and formed two hydrogen bonds with the kinase hinge region. Crystallographic analysis confirmed predictions from molecular modelling and helped re. ne SAR results. These data provide important information for the development of indolinone inhibitors for the treatment of RET-driven cancers. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.01.011

文献信息

• MITHRAMYCIN OXIME AND HYDRAZINE DERIVATIVES HAVING INCREASED SELECTIVITY AND ANTI-CANCER ACTIVITY
  申请人：University of Kentucky Research Foundation

  公开号：US20200131218A1

  公开（公告）日：2020-04-30

  Compounds described herein are mithramycin (MTM) oxide (OX) derivatives and MTM Hydrazine (HY) derivatives. These compounds are useful for treatment of cancers and neuro-diseases.

  本文描述的化合物是米司雷霉素（MTM）氧化物（OX）衍生物和MTM肼（HY）衍生物。这些化合物对于治疗癌症和神经疾病非常有用。