2-[5-(2H-chromen-3-ylmethylene)-4-oxo-2-thioxothiazolidin-3-yl]acetic acid | 432522-48-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-[5-(2H-chromen-3-ylmethylene)-4-oxo-2-thioxothiazolidin-3-yl]acetic acid
• 英文别名: 2-[5-(2H-chromen-3-ylmethylidene)-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]acetic acid
• CAS: 432522-48-0
• 化学式: C₁₅H₁₁NO₄S₂
• mdl: MFCD03144124
• 分子量: 333.389
• InChiKey: ADIHARFOHLWBRD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  124
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2H-色烯-3-甲醛 、 3-羧甲基绕丹宁 以 乙醇 为溶剂， 反应 0.92h， 以42%的产率得到2-[5-(2H-chromen-3-ylmethylene)-4-oxo-2-thioxothiazolidin-3-yl]acetic acid
  参考文献：
  名称：

  The Rhodadyns, a New Class of Small Molecule Inhibitors of Dynamin GTPase Activity

  摘要：

  Six focused rhodanine-based libraries, 60 compounds in total, were synthesized and evaluated as potential dynamin I GTPase inhibitors. Twenty-six were more potent than the lead compound with 13 returning IC50 values <10 mu M, making the Rhodadyn series among the most active dynamin inhibitors reported. Two analogues were highly effective at blocking receptor-mediated endocytosis: C10 and D10 with IC50(RmE) = 7.0 +/- 2.2 and 5.9 +/- 1.0 mu M, respectively. These compounds are equipotent with the best reported in-cell dynamin inhibitors.

  DOI：

  10.1021/ml200284s