3-Chloroylmethylene-2,3-dihydro-1H-indol-2-one | 114538-03-3

• 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: 3-Chloroylmethylene-2,3-dihydro-1H-indol-2-one
• 英文别名: 3-chloromethylene-indolin-2-one；3-Chloromethyleneindol-2-one；3-(chloromethylidene)-1H-indol-2-one
• CAS: 114538-03-3
• 化学式: C₉H₆ClNO
• 分子量: 179.606
• InChiKey: GXYRSFSDNHEUNL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-Chloroylmethylene-2,3-dihydro-1H-indol-2-one 在 盐酸 、 sodium hydroxide 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 反应 28.0h， 生成 (E,S)-3-(5-amino-5-carboxypentylaminomethylene)-indolin-2-one hydrochloride
  参考文献：
  名称：

  带有氨基酸部分的吲哚-2-酮衍生物的合成及其抗增殖活性。

  摘要：

  描述了在3位上被带有不同氨基酸部分的氨基亚甲基取代的吲哚-2-酮的方便合成。对一组人实体瘤细胞系（PC 3，DLD-1，MCF-7，M4 Beu，A549，PA 1）和健康细胞系（鼠成纤维细胞L929和人成纤维细胞原代培养物）评估了它们的抗增殖活性。

  DOI：

  10.1016/j.ejmech.2006.03.021
• 作为产物：
  描述：

  靛红 、 (氯甲基)三苯基碘化膦 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 以51%的产率得到3-Chloroylmethylene-2,3-dihydro-1H-indol-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

• Erba, Emanuela; Pocar, Donato; Valle, Marinella, Journal of the Chemical Society. Perkin transactions I, 1999, # 4, p. 421 - 425
  作者：Erba, Emanuela、Pocar, Donato、Valle, Marinella

  DOI：——

  日期：——
• Synthesis and antiproliferative activities of indolin-2-one derivatives bearing amino acid moieties
  作者：Mathieu Sassatelli、Éric Debiton、Bettina Aboab、Michelle Prudhomme、Pascale Moreau

  DOI：10.1016/j.ejmech.2006.03.021

  日期：2006.6

  A convenient synthesis of indolin-2-ones substituted in the 3 position by an aminomethylene group bearing different amino acid moieties is described. Their antiproliferative activities were evaluated toward a panel of human solid tumor cell lines (PC 3, DLD-1, MCF-7, M4 Beu, A549, PA 1) and healthy cell lines (a murine fibroblast L929 and a human fibroblast primary culture).

  描述了在3位上被带有不同氨基酸部分的氨基亚甲基取代的吲哚-2-酮的方便合成。对一组人实体瘤细胞系（PC 3，DLD-1，MCF-7，M4 Beu，A549，PA 1）和健康细胞系（鼠成纤维细胞L929和人成纤维细胞原代培养物）评估了它们的抗增殖活性。
• 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.