1-(2,6-Dichlorophenyl)-6-hydroxyindolin-2-one | 1173794-86-9

• 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: 1-(2,6-Dichlorophenyl)-6-hydroxyindolin-2-one
• 英文别名: 1-(2,6-dichlorophenyl)-6-hydroxy-3H-indol-2-one
• CAS: 1173794-86-9
• 化学式: C₁₄H₉Cl₂NO₂
• 分子量: 294.137
• InChiKey: QMVLCZBRUZGSPU-UHFFFAOYSA-N

物化性质

• 沸点：
  570.6±50.0 °C(Predicted)
• 密度：
  1.527±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.92
• 重原子数：
  19.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  40.54
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1-(2,6-Dichlorophenyl)-6-hydroxyindolin-2-one 在 水 、 对甲苯磺酸 、 三苯基膦 、 sodium hydroxide 、 偶氮二甲酸二乙酯 作用下， 以 乙醚 为溶剂， 反应 5.0h， 生成 methyl 2-(4-(2-(1H-indol-1-yl)ethoxy)-2-((2,6-dichlorophenyl)amino)phenyl)acetate
  参考文献：
  名称：

  Diclofenac derivatives with insulin-sensitizing activity

  摘要：

  A series of diclofenac derivatives were synthesized. The insulin-sensitizing activity of 28 new compounds was evaluated in 3T3-L1 cells. The compounds 10a and 10f exhibited similar insulin-sensitizing activity with positive drug rosiglitazone. (C) 2010 Lei Tang. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2010.11.008
• 作为产物：
  描述：

  2-Chloro-N-(2,6-dichlorophenyl)-N-(3-methoxyphenyl)-acetamide 在 aluminum (III) chloride 作用下， 以71%的产率得到1-(2,6-Dichlorophenyl)-6-hydroxyindolin-2-one
  参考文献：
  名称：

  Design, synthesis and insulin-sensitizing activity of indomethacin and diclofenac derivatives

  摘要：

  A series of aromatic acetic acid compounds were designed and synthesized on the basis of Non-steroidal anti-inflammatory drugs indomethacin and diclofenac. Compounds 5a, 7a, 5h, 7h and 17 could strongly promote insulin-regulated differentiation of 3T3-L1 cells in vitro. They acted as full or partial PPAR gamma agonist, or improved insulin resistance through non-PPAR gamma pathway. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.04.050