3-(2-aminoethyl)-5-(3-phenylpropyl)-thiazolidine-2,4-dione hydrochloride | 1241392-02-8

• 英文名称: 3-(2-aminoethyl)-5-(3-phenylpropyl)-thiazolidine-2,4-dione hydrochloride
• 英文别名: 3-(2-Aminoethyl)-5-(3-phenylpropyl)-1,3-thiazolidine-2,4-dione;hydrochloride
• CAS: 1241392-02-8
• 化学式: C₁₄H₁₈N₂O₂S*ClH
• 分子量: 314.836
• InChiKey: INBGMDOEVYZKJF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.45
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  88.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (Z)-3-(2-aminoethyl)-5-(3-phenylpropylidene)-thiazolidine-2,4-dione hydrochloride 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、344.75 kPa 条件下， 以89.3%的产率得到3-(2-aminoethyl)-5-(3-phenylpropyl)-thiazolidine-2,4-dione hydrochloride
  参考文献：
  名称：

  Discovery of 3-(2-aminoethyl)-5-(3-phenyl-propylidene)-thiazolidine-2,4-dione as a dual inhibitor of the Raf/MEK/ERK and the PI3K/Akt signaling pathways

  摘要：

  A thiazolidine-2,4-dione derivative, 3-(2-aminoethyl)-5-(3-phenyl-propylidene)-thiazolidine-2,4-dione (2), was identified as a dual inhibitor of the Raf/MEK/ extracellular signal-regulated kinase (ERK) and the phosphatidylinositol 3-kinase (PI3K)/Akt signaling cascades. The discovered compound inhibited cell proliferation, induced early apoptosis, and arrested cells in G(0)/G(1) phase in human leukemia U937 cells. These results indicate its potential as a new lead compound to develop novel dual signaling pathway inhibitors and anticancer agents. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2010.06.030