2-[2-chloro-4-(2-methoxy-2-oxoethyl)phenoxy]-N-methylethanamine hydrochloride

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-[2-chloro-4-(2-methoxy-2-oxoethyl)phenoxy]-N-methylethanamine hydrochloride
• 英文别名: Methyl 2-[3-chloro-4-[2-(methylamino)ethoxy]phenyl]acetate;hydrochloride
• 化学式: C₁₂H₁₆ClNO₃*ClH
• 分子量: 294.178
• InChiKey: XURFMKQRCLIZJU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.08
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  47.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[2-chloro-4-(2-methoxy-2-oxoethyl)phenoxy]-N-methylethanamine hydrochloride 在 sodium hydroxide 、 氯甲酸异丙酯 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 4.17h， 生成 2-[3-Chloro-4-[2-[5-(dithiolan-3-yl)pentanoyl-methylamino]ethoxy]phenyl]acetic acid
  参考文献：
  名称：

  Design and Synthesis of the First Generation of Dithiolane Thiazolidinedione- and Phenylacetic Acid-Based PPARγ Agonists

  摘要：

  A series of novel derivatives of potent antioxidant vitamin, alpha-lipoic acid, and related analogues were designed, synthesized, and evaluated for their PPAR gamma agonist activities. Compounds 9a and the water soluble analogue 11e were found to be potent PPAR gamma agonists. Compound 9a appeared to have a significant role in improving insulin sensitivity and reducing triglyceride levels in fa/fa rats as well as inhibited proliferation of a variety of normal and neoplastic cultured human cell types. These novel compounds may prove efficacious not only in the treatment of Type 2 diabetes, but also atherosclerosis, prevention of vascular restenosis, and inflammatory skin diseases.

  DOI：

  10.1021/jm0510880
• 作为产物：
  描述：

  3-氯-4-羟基苯乙酸甲酯 在 盐酸 、 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醚 为溶剂， 反应 3.5h， 生成 2-[2-chloro-4-(2-methoxy-2-oxoethyl)phenoxy]-N-methylethanamine hydrochloride
  参考文献：
  名称：

  Design and Synthesis of the First Generation of Dithiolane Thiazolidinedione- and Phenylacetic Acid-Based PPARγ Agonists

  摘要：

  A series of novel derivatives of potent antioxidant vitamin, alpha-lipoic acid, and related analogues were designed, synthesized, and evaluated for their PPAR gamma agonist activities. Compounds 9a and the water soluble analogue 11e were found to be potent PPAR gamma agonists. Compound 9a appeared to have a significant role in improving insulin sensitivity and reducing triglyceride levels in fa/fa rats as well as inhibited proliferation of a variety of normal and neoplastic cultured human cell types. These novel compounds may prove efficacious not only in the treatment of Type 2 diabetes, but also atherosclerosis, prevention of vascular restenosis, and inflammatory skin diseases.

  DOI：

  10.1021/jm0510880