3-(4-oxo-1,4,5,6,7,8-hexahydrocyclohepta[b]pyrrol-3-yl)propanoic acid | 760998-19-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(4-oxo-1,4,5,6,7,8-hexahydrocyclohepta[b]pyrrol-3-yl)propanoic acid
• 英文别名: 3-(4-oxo-1,4,5,6,7,8-hexahydro-cyclohepta[b]pyrrol-3-yl)-propionic acid；3-(4-oxo-1,4,5,6,7,8-hexahydrocyclohepta[b]pyrrol-3-yl)propionic acid；3-(4-oxo-5,6,7,8-tetrahydro-1H-cyclohepta[b]pyrrol-3-yl)propanoic acid
• CAS: 760998-19-4
• 化学式: C₁₂H₁₅NO₃
• 分子量: 221.256
• InChiKey: ABZLAAWXMCKIID-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  70.2
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(4-oxo-1,4,5,6,7,8-hexahydrocyclohepta[b]pyrrol-3-yl)propanoic acid 在 lithium aluminium tetrahydride 、 sodium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 20.75h， 以70%的产率得到3-(1,4,5,6,7,8-hexahydro-cyclohepta[b]pyrrol-3-yl)-propan-1-ol
  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：

  1,3-环庚二酮 、 5-氨基乙酰丙酸盐酸盐 在 sodium acetate 作用下， 以 水 为溶剂， 反应 2.0h， 以80%的产率得到3-(4-oxo-1,4,5,6,7,8-hexahydrocyclohepta[b]pyrrol-3-yl)propanoic acid
  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

文献信息

• 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.
• Hexahydro-cyclohepta-pyrrole oxindole as potent kinase inhibitors
  申请人：SUGEN, Inc.

  公开号：US20040186160A1

  公开（公告）日：2004-09-23

  The present invention is directed to a class indolinone compounds, hexahydro-cyclohepta-pyrrole oxindoles, which are useful as protein kinase inhibitors.

  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。