2-(4-chlorophenyl)-4-(pyridin-3-yl)thiazole | 285985-44-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(4-chlorophenyl)-4-(pyridin-3-yl)thiazole
• 英文别名: Cyto7A5；2-(4-chlorophenyl)-4-pyridin-3-yl-1,3-thiazole
• CAS: 285985-44-6
• 化学式: C₁₄H₉ClN₂S
• 分子量: 272.758
• InChiKey: ITTJXMWPRXVXQA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-(2-溴乙酰基)吡啶氢溴酸盐 、 4-氯硫代苯甲酰胺 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以75%的产率得到2-(4-chlorophenyl)-4-(pyridin-3-yl)thiazole
  参考文献：
  名称：

  Optimization of the aromatase inhibitory activities of pyridylthiazole analogues of resveratrol

  摘要：

  Aromatase is an established target not only for breast cancer chemotherapy, but also for breast cancer chemoprevention. The moderate and non-selective aromatase inhibitory activity of resveratrol (1) was improved about 100-fold by replacement of the ethylenic bridge with a thiadiazole and the phenyl rings with pyridines (e.g., compound 3). The aromatase inhibitory activity was enhanced over 6000-fold by using a 1,3-thiazole as the central ring and modifying the substituents on the 'A' ring to target the Met374 residue of aromatase. On the other hand, targeting the hydroxyl group of Thr310 by a hydrogen-bond acceptor on the 'B' ring did not improve the aromatase inhibitory activity. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.01.047