(E)-5-bromo-3-ethoxymethyleneindolin-2-one | 1093237-87-6

• 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: (E)-5-bromo-3-ethoxymethyleneindolin-2-one
• 英文别名: (3E)-5-bromo-3-(ethoxymethylidene)-1H-indol-2-one
• CAS: 1093237-87-6
• 化学式: C₁₁H₁₀BrNO₂
• 分子量: 268.11
• InChiKey: LLTWSXPNPOCSPZ-RMKNXTFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-5-bromo-3-ethoxymethyleneindolin-2-one 、 N-alpha-叔丁氧羰基-L-赖氨酸 在 盐酸 作用下， 以 乙醇 、 水 、 乙醚 为溶剂， 反应 49.5h， 生成 (2S,E)-2-amino-6-([(5-bromo-2-oxo-indolin-3-ylidene)methyl]amino)hexanoic acid hydrochloride 、 (2S,Z)-2-amino-6-([(5-bromo-2-oxo-indolin-3-ylidene)methyl]amino)hexanoic acid hydrochloride
  参考文献：
  名称：

  Synthesis and biological evaluation of diversely substituted indolin-2-ones

  摘要：

  The synthesis of indolin-2-one derivatives substituted in the 3-position by an aminomethylene group bearing either an ornithine or a lysine residue is described. The inhibitory activities of these compounds toward a panel of eight kinases were examined. Further-more, the antibacterial activities of the prepared compounds were tested against two Gram-positive bacteria Bacillus cereus and Streptomyces chartreusis, a Gram-negative bacterium Escherichia coli and a yeast Candida albicans. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.01.010
• 作为产物：
  描述：

  5-溴氧化吲哚 、 原甲酸三乙酯 在 溶剂黄146 作用下， 反应 5.0h， 以75%的产率得到(E)-5-bromo-3-ethoxymethyleneindolin-2-one
  参考文献：
  名称：

  Synthesis and biological evaluation of diversely substituted indolin-2-ones

  摘要：

  The synthesis of indolin-2-one derivatives substituted in the 3-position by an aminomethylene group bearing either an ornithine or a lysine residue is described. The inhibitory activities of these compounds toward a panel of eight kinases were examined. Further-more, the antibacterial activities of the prepared compounds were tested against two Gram-positive bacteria Bacillus cereus and Streptomyces chartreusis, a Gram-negative bacterium Escherichia coli and a yeast Candida albicans. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.01.010

文献信息

• SUBSTITUTED AZA-OXINDOLE DERIVATIVES
  申请人：GLAXO GROUP LIMITED

  公开号：EP1180105A2

  公开（公告）日：2002-02-20
• [EN] SUBSTITUTED AZA-OXINDOLE DERIVATIVES<br/>[FR] DERIVES D'AZA-OXINDOLE SUBSTITUES
  申请人：GLAXO GROUP LTD

  公开号：WO2000055159A2

  公开（公告）日：2000-09-21

  Compounds of formula (I) and methods for their use and manufacture. The compounds and compositions of the present invention are generally useful pharmacologically as therapeutic agents in disease states alleviated by the inhibition or antagonism of protein kinase activated signalling pathways in general, and in particular in the pathological processes which involve aberrant cellular proliferation, such disease states including tumor growth, restenosis, atherosclerosis, and thrombosis. In particular, the present invention relates to a series of substituted aza-oxindole compounds, which exhibit protein tyrosine kinase and protein serine/threonine kinase inhibition, and which are useful for the prevention of chemotherapy-induced alopecia.
• Synthesis and biological evaluation of diversely substituted indolin-2-ones
  作者：Fadoua Bouchikhi、Emilie Rossignol、Martine Sancelme、Bettina Aboab、Fabrice Anizon、Doriano Fabbro、Michelle Prudhomme、Pascale Moreau

  DOI：10.1016/j.ejmech.2008.01.010

  日期：2008.11

  The synthesis of indolin-2-one derivatives substituted in the 3-position by an aminomethylene group bearing either an ornithine or a lysine residue is described. The inhibitory activities of these compounds toward a panel of eight kinases were examined. Further-more, the antibacterial activities of the prepared compounds were tested against two Gram-positive bacteria Bacillus cereus and Streptomyces chartreusis, a Gram-negative bacterium Escherichia coli and a yeast Candida albicans. (C) 2008 Elsevier Masson SAS. All rights reserved.