5-formyl-4-methyl-1H-pyrrole-2-carboxylic acid (2-diethylamino-ethyl)-amide | 477573-53-8

• 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: 5-formyl-4-methyl-1H-pyrrole-2-carboxylic acid (2-diethylamino-ethyl)-amide
• 英文别名: 5-formyl-4-methyl-1 H-pyrrole-2-carboxylic acid (2-diethylamino-ethyl)-amide；N-[2-(diethylamino)ethyl]-5-formyl-4-methyl-1H-pyrrole-2-carboxamide
• CAS: 477573-53-8
• 化学式: C₁₃H₂₁N₃O₂
• 分子量: 251.329
• InChiKey: TYWPZTNLGFVYBD-UHFFFAOYSA-N

物化性质

• 沸点：
  408.3±45.0 °C(Predicted)
• 密度：
  1.112±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  65.2
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(4-氟-苯基)-1,3-二氢-吲哚-2-酮 、 5-formyl-4-methyl-1H-pyrrole-2-carboxylic acid (2-diethylamino-ethyl)-amide 在 哌啶 silica gel 、 methanol-dichloromethane 作用下， 以 乙醇 为溶剂， 反应 72.0h， 以to provide pure product 5-[4-(4-fluoro-phenyl)-2-oxo-1,2-dihydro-indol-3-ylidenemethyl]-4-methyl-1H-pyrrole-2-carboxylic acid (2-diethylamino-ethyl)-amide as a yellow solid (52 mg, 45%)的产率得到5-[4-(4-fluoro-phenyl)-2-oxo-1,2-dihydro-indol-3-ylidenemethyl]-4-methyl-1H-pyrrole-2-carboxylic acid (2-diethylamino-ethyl)-amide
  参考文献：
  名称：

  4-aryl substituted indolinones

  摘要：

  本发明涉及4-芳基吲哚酮及其药物组成物，能够调节蛋白激酶信号转导以调节、调节和/或抑制异常细胞增殖。本发明还涉及治疗蛋白激酶相关疾病的方法。

  公开号：

  US06677368B2
• 作为产物：
  描述：

  4-甲基-2-吡咯羧酸乙酯 在 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 、 三乙胺 、 三氯氧磷 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 5-formyl-4-methyl-1H-pyrrole-2-carboxylic acid (2-diethylamino-ethyl)-amide
  参考文献：
  名称：

  Rational design of 4,5-disubstituted-5,7-dihydro-pyrrolo[2,3-d]pyrimidin-6-ones as a novel class of inhibitors of epidermal growth factor receptor (EGF-R) and Her2(p185erbB) tyrosine kinases

  摘要：

  A novel class of 4,5-disubstituted-5,7-dihydro-pyrrolo[2,3-d]pyrimidin-6-ones has been discovered as potent and selective inhibitors of the EGF-R tyrosine kinase family. These compounds selectively inhibit EGF-R kinase activity at low nanomolar concentration and tyrosine autophosphorylation in cells expressing EGF-R or Her2 (p185(erbB)). Structure-activity relationships (SARs) for this class of compounds are presented. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00364-5

文献信息

• 4-aryl substituted indolinones
  申请人：Sugen, Inc.

  公开号：US20030069297A1

  公开（公告）日：2003-04-10

  The present invention relates to 4-arylindolinones, as well as pharmaceutical compositions thereof, capable of modulating protein kinase signal transduction in order to regulate, modulate and/or inhibit abnormal cell proliferation. The present invention also relates to methods for treating protein kinase related disorders.

  本发明涉及4-芳基吲哚酮，以及其药物组合物，能够调节蛋白激酶信号传导，以调节、调节和/或抑制异常细胞增殖。本发明还涉及治疗蛋白激酶相关疾病的方法。
• 5-ARALKYSUFONYL-3-(PYRROL-2-YLMETHYLIDENE)-2-INDOLINONE DERIVATIVES AS KINASE INHIBITORS
  申请人：SUGEN, INC.

  公开号：US20030125370A1

  公开（公告）日：2003-07-03

  The present invention relates to certain 5-aralkylsulfonyl-3-(pyrrol-2-yl-methylidene)-2-indolinone derivatives that inhibit kinases, in particular met kinase. Pharmaceutical compositions comprising these compounds, methods of treating diseases mediated by kinases utilizing pharmaceutical compositions comprising these compounds, and methods of preparing them are also disclosed.

  本发明涉及某些5-芳基磺酰基-3-(吡咯-2-基甲基)-2-吲哚酮衍生物，其抑制激酶，特别是MET激酶。还公开了包括这些化合物的制药组合物，利用包括这些化合物的制药组合物治疗由激酶介导的疾病的方法，以及它们的制备方法。
• 5-aralkysufonyl-3-(pyrrol-2-ylmethylidene)-2-indolinone derivatives as kinase inhibitors
  申请人：Sugen, Inc.

  公开号：US06599902B2

  公开（公告）日：2003-07-29

  The present invention relates to certain 5-aralkylsulfonyl-3-(pyrrol-2-yl-methylidene)-2-indolinone derivatives that inhibit kinases, in particular met kinase. Pharmaceutical compositions comprising these compounds, methods of treating diseases mediated by kinases utilizing pharmaceutical compositions comprising these compounds, and methods of preparing them are also disclosed.

  本发明涉及某些5-芳基磺酰基-3-(吡咯-2-基甲基亚甲基)-2-吲哚酮衍生物，其抑制激酶，特别是MET激酶。还公开了包含这些化合物的制药组合物，利用包含这些化合物的制药组合物治疗由激酶介导的疾病的方法，以及制备它们的方法。
• Rational design of 4,5-disubstituted-5,7-dihydro-pyrrolo[2,3-d]pyrimidin-6-ones as a novel class of inhibitors of epidermal growth factor receptor (EGF-R) and Her2(p185erbB) tyrosine kinases
  作者：Li Sun、Jean Cui、Congxin Liang、Yong Zhou、Asaad Nematalla、Xueyan Wang、Hui Chen、Cho Tang、James Wei

  DOI：10.1016/s0960-894x(02)00364-5

  日期：2002.8

  A novel class of 4,5-disubstituted-5,7-dihydro-pyrrolo[2,3-d]pyrimidin-6-ones has been discovered as potent and selective inhibitors of the EGF-R tyrosine kinase family. These compounds selectively inhibit EGF-R kinase activity at low nanomolar concentration and tyrosine autophosphorylation in cells expressing EGF-R or Her2 (p185(erbB)). Structure-activity relationships (SARs) for this class of compounds are presented. (C) 2002 Elsevier Science Ltd. All rights reserved.
• 4-Aryl substituted indolinones
  申请人：Sugen, Inc.

  公开号：US20040157909A1

  公开（公告）日：2004-08-12

  The present invention relates to 4-arylindolinones, as well as pharmaceutical compositions thereof, capable of modulating protein kinase signal transduction in order to regulate, modulate and/or inhibit abnormal cell proliferation. The present invention also relates to methods for treating protein kinase related disorders.

  本发明涉及4-芳基吲哚酮，以及其制药组合物，能够调节蛋白激酶信号传导，以调节、调节和/或抑制异常细胞增殖。本发明还涉及用于治疗蛋白激酶相关疾病的方法。