potassium 3-(cyanomethyl)-2-methoxy-2H-isoindol-1-olate | 1372401-27-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: potassium 3-(cyanomethyl)-2-methoxy-2H-isoindol-1-olate
• CAS: 1372401-27-8
• 化学式: C₁₁H₉N₂O₂*K
• 分子量: 240.303
• InChiKey: AGGPAZHYKZVLEF-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -2.16
• 重原子数：
  16.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  61.01
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  N-甲氧基邻苯二甲酰亚胺 在 ammonium acetate 、 potassium hydroxide 、 锌 作用下， 以 乙醇 、 水 、 二甲基亚砜 为溶剂， 反应 0.2h， 生成 potassium 3-(cyanomethyl)-2-methoxy-2H-isoindol-1-olate
  参考文献：
  名称：

  Regioselective Condensation of Alkylidenephosphoranes to N-Methoxy- and N-Anilino-1H isoindole-1,3-(2H)-diones

  摘要：

  Treatment of 2-methoxyisoindoline-1,3-dione with resonance-stabilized alkylidenephosphoranes afforded the corresponding monoalkenes as the sole reaction product, in similar to 58-63% yields, whereas more than 80% yields of the same monoolefin products were obtained when the reactions were carried out under microwave conditions. Similarly, 2-(phenylamino)isoindoline-1,3-dione reacted under either thermal or microwave conditions to give only the corresponding monoalkene derivatives. The alkene products from both substrates were further reduced to the corresponding isoindoles using Zn-dust in EtOH. Prediction of the designed compounds and the in vivo anti-inflammation activity of the products in the rat adjuvant model were also studied. The work is the first demonstration of the anti-inflammatory activity of phthalimide derivatives.

  DOI：

  10.1080/00397911.2010.551170