{2,4-dioxo-5-[(6-nitro-4-oxo-4H-chromen-3-yl)methylene]-1,3-thiazolidin-3-yl}acetic acid | 1093128-25-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: {2,4-dioxo-5-[(6-nitro-4-oxo-4H-chromen-3-yl)methylene]-1,3-thiazolidin-3-yl}acetic acid
• CAS: 1093128-25-6
• 化学式: C₁₅H₈N₂O₈S
• 分子量: 376.303
• InChiKey: DKOMYYMPAHVEPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.82
• 重原子数：
  26.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  148.03
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  ethyl {2,4-dioxo-5-[(6-nitro-4-oxo-4H-chromen-3-yl)methylene]-1,3-thiazolidin-3-yl}acetate 在 盐酸 、 溶剂黄146 作用下， 反应 2.0h， 以86.4%的产率得到{2,4-dioxo-5-[(6-nitro-4-oxo-4H-chromen-3-yl)methylene]-1,3-thiazolidin-3-yl}acetic acid
  参考文献：
  名称：

  Synthesis and aldose reductase inhibitory activity of some new chromonyl-2,4-thiazolidinediones

  摘要：

  As it is known that still, there were no any confident ARIs on the market and they have several side effects, we need to approve new ARIs to reduce diabetic complications especially which have effect on the cataract formation. In this study, a new series of chromonl-2,4-thiazolidinediones (Ia-e, IIa-e, IIIa-e) were prepared by Knoevenagel reaction with substituted 3-formylchromones (3a-e) and unsubstituted (1) or substituted 2,4-thiazolidinedione (2). The synthesized compounds were tested for their ability to inhibit rat kidney AR by an in vitro spectrophotometric assay. Compound IIIe showed the highest inhibitory activity (82.43 +/- 0.76%). Compounds la-e and IIIa-d also showed significant inhibitory activity (42.40 +/- 5.78, 52.71 +/- 3.31, 49.69 +/- 1.55, 50.80 +/- 3.62, 46.70 +/- 2.33, 49.44 +/- 4.53, 61.17 +/- 4.74, 68.58 +/- 2.05, 77.28 +/- 0.26%, respectively). (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.01.004

文献信息

• Synthesis and aldose reductase inhibitory activity of some new chromonyl-2,4-thiazolidinediones
  作者：Oya Bozdağ-Dündar、Begüm Evranos、Net Daş-Evcimen、Mutlu Sarıkaya、Rahmiye Ertan

  DOI：10.1016/j.ejmech.2008.01.004

  日期：2008.11

  As it is known that still, there were no any confident ARIs on the market and they have several side effects, we need to approve new ARIs to reduce diabetic complications especially which have effect on the cataract formation. In this study, a new series of chromonl-2,4-thiazolidinediones (Ia-e, IIa-e, IIIa-e) were prepared by Knoevenagel reaction with substituted 3-formylchromones (3a-e) and unsubstituted (1) or substituted 2,4-thiazolidinedione (2). The synthesized compounds were tested for their ability to inhibit rat kidney AR by an in vitro spectrophotometric assay. Compound IIIe showed the highest inhibitory activity (82.43 +/- 0.76%). Compounds la-e and IIIa-d also showed significant inhibitory activity (42.40 +/- 5.78, 52.71 +/- 3.31, 49.69 +/- 1.55, 50.80 +/- 3.62, 46.70 +/- 2.33, 49.44 +/- 4.53, 61.17 +/- 4.74, 68.58 +/- 2.05, 77.28 +/- 0.26%, respectively). (C) 2008 Elsevier Masson SAS. All rights reserved.