SU11652 | 326914-10-7

• 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: SU11652
• 英文别名: 5-[(Z)-(5-chloro-2-oxo-1,2-dihydro-3H-indol-3-ylidene)methyl]-N-[2-(diethylamino)ethyl]-2,4-dimethyl-1H-pyrrole-3-carboxamide；5-[(Z)-(5-chloro-2-oxo-1H-indol-3-ylidene)methyl]-N-[2-(diethylamino)ethyl]-2,4-dimethyl-1H-pyrrole-3-carboxamide
• CAS: 326914-10-7
• 化学式: C₂₂H₂₇ClN₄O₂
• 分子量: 414.935
• InChiKey: XPLJEFSRINKZLC-ATVHPVEESA-N

物化性质

• 熔点：
  >210°C (dec.)
• 溶解度：
  可溶于DMSO（轻微）、甲醇（非常轻微）

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  77.2
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3,5-二甲基-1-氢-吡咯-2-羧酸叔丁酯-4-羧酸乙酯 在 哌啶 、 氢氧化钾 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三氟乙酸 作用下， 以 甲醇 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 SU11652
  参考文献：
  名称：

  Discovery of 5-[5-Fluoro-2-oxo-1,2- dihydroindol-(3Z)-ylidenemethyl]-2,4- dimethyl-1H-pyrrole-3-carboxylic Acid (2-Diethylaminoethyl)amide, a Novel Tyrosine Kinase Inhibitor Targeting Vascular Endothelial and Platelet-Derived Growth Factor Receptor Tyrosine Kinase

  摘要：

  To improve the antitumor properties and optimize the pharmaceutical properties including solubility and protein binding of indolin-2-ones, a number of different basic and weakly basic analogues were designed and synthesized. 5-[5-Fluoro-2-oxo-1,2-dihydroindol-(3Z)-ylidenemethyl]-2,4-dimethyl- 1H-pyrrole-3-carboxylic acid (2-diethylaminoethyl)amide (12b or SU11248) has been found to show the best overall profile in terms of potency for the VEGF-R2 and PDGF-Rbeta tyrosine kinase at biochemical and cellular levels, solubility, protein binding, and bioavailability. 12b is currently in phase I clinical trials for the treatment of cancers.

  DOI：

  10.1021/jm0204183

文献信息

• Pyrrole substituted 2-indolinone protein kinase inhibitors
  申请人：Tang Cho Peng

  公开号：US20070010569A1

  公开（公告）日：2007-01-11

  The present invention relates to pyrrole substituted-2-indolinone compounds and their pharmaceutically acceptable salts which modulate the activity of protein kinases and therefore are expected to be useful in the prevention and treatment of protein kinase related cellular disorders such as cancer.

  本发明涉及吡咯取代的2-吲哚酮化合物及其药学上可接受的盐，它们调节蛋白激酶的活性，因此有望在预防和治疗蛋白激酶相关的细胞疾病，如癌症方面发挥作用。
• Oligomer-Protein Tyrosine Kinase Inhibitor Conjugates
  申请人：Riggs-Sauthier Jennifer

  公开号：US20120094998A1

  公开（公告）日：2012-04-19

  The invention relates to (among other things) oligomer-PTK inhibitor conjugates and related compounds. A compound of the invention, when administered by any of a number of administration routes, exhibits advantages over PTK inhibitor compounds lacking a water soluble, non peptidic oligomer.

  本发明涉及寡聚体-PTK抑制剂偶联物及相关化合物（除其他事项外）。本发明的化合物在通过任何一种给药途径进行治疗时，相较于缺乏水溶性非肽寡聚体的PTK抑制剂化合物，表现出优势。
• Indolinone derivatives as inhibitors of maternal embryonic leucine zipper kinase
  申请人：BOARD OF REGENTS, THE UNIVERSITY OF TEXAS SYSTEM

  公开号：US10981896B2

  公开（公告）日：2021-04-20

  The present disclosure relates to indolinone compounds, compositions, and methods for the inhibition of maternal embryonic leucine zipper kinase (MELK). The present disclosure further relates to indolinone compounds, compositions, and methods for the treatment or prevention of a cancer (for example, triple negative breast cancer). Disclosed herein are compounds according to Formula I:

  本公开涉及用于抑制母体胚胎亮氨酸拉链激酶（MELK）的吲哚啉酮化合物、组合物和方法。本公开进一步涉及用于治疗或预防癌症（例如三阴性乳腺癌）的吲哚啉酮化合物、组合物和方法。本文公开了根据式 I 的化合物：
• Small molecules for mouse satellite cell proliferation
  申请人：President and Fellows of Harvard College

  公开号：US11026952B2

  公开（公告）日：2021-06-08

  The invention provides methods for inducing, enhancing or increasing satellite cell proliferation, and an assay for screening for a candidate compound for inducing, enhancing or increasing satellite cell proliferation. Also provided are methods for repairing or regenerating a damaged muscle tissue of a subject.

  本发明提供了诱导、增强或增加卫星细胞增殖的方法，以及用于筛选诱导、增强或增加卫星细胞增殖的候选化合物的检测方法。本发明还提供了修复或再生受试者受损肌肉组织的方法。
• PROSTATE STEM CELLS AND USES THEREOF
  申请人：F.Hoffmann-La Roche AG

  公开号：EP2342225A1

  公开（公告）日：2011-07-13