5-phenylmethanesulfonyl-2-oxindole | 477573-08-3

• 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: 5-phenylmethanesulfonyl-2-oxindole
• 英文别名: 5-phenylmethanesulfonyl-1,3-dihydro-indol-2-one；5-benzylsulfonyl-1,3-dihydroindol-2-one
• CAS: 477573-08-3
• 化学式: C₁₅H₁₃NO₃S
• 分子量: 287.339
• InChiKey: PUTKCMRNVFDXIB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  71.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-phenylmethanesulfonyl-2-oxindole 、 3-(3-morpholin-4-yl-propyl)-1,4,5,6,7,8-hexahydro-cyclohepta[b]pyrrole-2-carbaldehyde 在 哌啶 作用下， 以 乙醇 为溶剂， 生成 3-[1-[3-(3-morpholin-4-yl-propyl)-1,4,5,6,7,8-hexahydrocyclohepta[b]pyrrol-2-yl]meth-(Z)-ylidene]-5-phenylmethanesulfonyl-1,3-dihydroindol-2-one
  参考文献：
  名称：

  Hexahydro-cyclohepta-pyrrole oxindole as potent kinase inhibitors

  摘要：

  本发明涉及一类吲哚酮化合物，即六氢-环庚-吡咯酮氧吲哚，其作为蛋白激酶抑制剂具有用途。

  公开号：

  US20040186160A1
• 作为产物：
  描述：

  2-氧代吲哚啉-5-磺酰氯 、 溴甲苯 在 5-phenylmethanesulfonyl-2-oxindole 、 丙酮 作用下， 以1.08 g (87%) of 5-phenylmethanesulfonyl-1,3-dihydro-indol-2-one is obtained in the form of a white solid的产率得到5-phenylmethanesulfonyl-2-oxindole
  参考文献：
  名称：

  Pyrroloquinoline derivatives and their use as protein kinases inhibitors

  摘要：

  本发明涉及公式I的蛋白激酶抑制剂，可用于治疗各种疾病，尤其是癌症、炎症或中枢神经系统疾病。还涉及包含本发明化合物的制药组合物及其在治疗中的应用。

  公开号：

  US08426437B2
• 作为试剂：
  描述：

  2-氧代吲哚啉-5-磺酰氯 、 溴甲苯 在 5-phenylmethanesulfonyl-2-oxindole 、 丙酮 作用下， 以1.08 g (87%) of 5-phenylmethanesulfonyl-1,3-dihydro-indol-2-one is obtained in the form of a white solid的产率得到5-phenylmethanesulfonyl-2-oxindole
  参考文献：
  名称：

  Pyrroloquinoline Derivatives And Their Use As Protein Kinases Inhibitors

  摘要：

  本发明涉及公式I的蛋白激酶抑制剂，可用于治疗各种疾病，特别是癌症、炎症或中枢神经系统疾病。本发明还涉及包含本发明化合物的制药组合物及其在治疗中的应用。

  公开号：

  US20090042876A1

文献信息

• 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.

  本发明涉及某些抑制激酶的5-烷基磺酰基-3-(吡咯-2-基甲烯基)-2-吲哚酮衍生物，特别是met激酶。还公开了包含这些化合物的药物组合物、利用包含这些化合物的药物组合物治疗激酶介导的疾病的方法，以及它们的制备方法。
• Sulfonylated pyrrole-2-indolinone derivatives as kinase inhibitors
  申请人：Tang Cho Peng

  公开号：US20050032871A1

  公开（公告）日：2005-02-10

  The present invention relates to compounds having the following chemical structure (Formula I): where the substituents R 1 -R 10 are defined herein. The compounds of this invention are useful in treating disorders related to abnormal kinase activity. Pharmaceutical compositions comprising these compounds, methods of treating diseases utilizing pharmaceutical compositions comprising these compounds and methods of preparing them are also disclosed.

  本发明涉及具有以下化学结构（式I）的化合物，其中取代基R1-R10在此定义。本发明的化合物在治疗与异常激酶活性相关的疾病方面具有用途。还公开了包含这些化合物的药物组合物、利用包含这些化合物的药物组合物治疗疾病的方法以及制备它们的方法。
• 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。
• Discovery of Pyrrole−Indoline-2-ones as Aurora Kinase Inhibitors with a Different Inhibition Profile
  作者：Chao-Cheng Chiang、Yu-Hsiang Lin、Shu Fu Lin、Chun-Liang Lai、Chiawei Liu、Win-Yin Wei、Sheng-chuan Yang、Ru-Wen Wang、Li-Wei Teng、Shih-Hsien Chuang、Jia-Ming Chang、Ta-Tung Yuan、Ying-Shuen Lee、Paonien Chen、Wei-Kuang Chi、Ju-Ying Yang、Hung-Jyun Huang、Chu-Bin Liao、Jiann-Jyh Huang

  DOI：10.1021/jm1001869

  日期：2010.8.26

  A series of pyrrole-indolin-2-ones were synthesized, and their inhibition profile for Aurora kinases was studied. The potent compound 33 with phenylsulfonamido at the C-5 position and a carboxyethyl group at the C-3' position selectively inhibited Aurora A over Aurora B with IC(50) values of 12 and 156 nM, respectively. Replacement of the carboxyl group with an amino group led to compound 47, which retained the activity for Aurora B and lost activity for Aurora A (IC(50) = 2.19 mu M). Computation modeling was used to address the different inhibition profiles of 33 and 47. Compounds 47 and 36 (the ethyl ester analogue of 33) inhibited the proliferation of HCT-116 and HT-29 cells and suppressed levels of the phosphorylated substrates of Aurora A and Aurora B in the Western blots.
• DERIVES DE PYRROLOQUINOLINES ET LEUR UTILISATION COMME INHIBITEURS DE PROTEINES KINASES
  申请人：PIERRE FABRE MEDICAMENT

  公开号：EP1899335A1

  公开（公告）日：2008-03-19