methyl (E)-3-(4-bromophenyl)-2-[(5-fluoro-2,3-dioxo-2,3-dihydro-1H-1-indolyl)methyl]-2-propionate | 1463434-25-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: methyl (E)-3-(4-bromophenyl)-2-[(5-fluoro-2,3-dioxo-2,3-dihydro-1H-1-indolyl)methyl]-2-propionate
• 英文别名: methyl (E)-3-(4-bromophenyl)-2-[(5-fluoro-2,3-dioxoindol-1-yl)methyl]prop-2-enoate
• CAS: 1463434-25-4
• 化学式: C₁₉H₁₃BrFNO₄
• 分子量: 418.219
• InChiKey: PNNZFPIKCMNIKF-XYOKQWHBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  63.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5-氟靛红 、 Methyl 2-(bromomethyl)-3-(4-bromophenyl)prop-2-enoate 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 以93%的产率得到methyl (E)-3-(4-bromophenyl)-2-[(5-fluoro-2,3-dioxo-2,3-dihydro-1H-1-indolyl)methyl]-2-propionate
  参考文献：
  名称：

  Synthesis, antitubercular and anticancer activity of new Baylis–Hillman adduct-derived N-cinnamyl-substituted isatin derivatives

  摘要：

  Baylis-Hillman adduct-derived N-cinnamyl-substituted isatin derivatives were synthesized and evaluated for their antitubercular activity on Mycobacterium tuberculosis H(37)Rv strain ATCC 27294 by agar dilution method. Anticancer activity for the same compounds was also screened on four different cell lines: Chinese hamster ovary (CHO cells), Colo 205 (human colon cancer), Sup-T1 (human lymphoma) and C6 glioma (rat glioma) by MTT assay method. The compounds (3j-l) have shown significant activity against Mycobacterium strain and the compound 3l has shown specific cytotoxic activity.

  DOI：

  10.1007/s00044-013-0787-x

文献信息

• Synthesis, antitubercular and anticancer activity of new Baylis–Hillman adduct-derived N-cinnamyl-substituted isatin derivatives
  作者：Sriramoju Bharath Kumar、Mettu Ravinder、Golla Kishore、Vaidya Jayathirtha Rao、Perumal Yogeeswari、Darmarajan Sriram

  DOI：10.1007/s00044-013-0787-x

  日期：2014.4

  Baylis-Hillman adduct-derived N-cinnamyl-substituted isatin derivatives were synthesized and evaluated for their antitubercular activity on Mycobacterium tuberculosis H(37)Rv strain ATCC 27294 by agar dilution method. Anticancer activity for the same compounds was also screened on four different cell lines: Chinese hamster ovary (CHO cells), Colo 205 (human colon cancer), Sup-T1 (human lymphoma) and C6 glioma (rat glioma) by MTT assay method. The compounds (3j-l) have shown significant activity against Mycobacterium strain and the compound 3l has shown specific cytotoxic activity.