4-(2-(3-hydroxyphenylamino)thiazol-4-yl)benzene-1,3-diol | 1173282-17-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4-(2-(3-hydroxyphenylamino)thiazol-4-yl)benzene-1,3-diol
• 英文别名: 4-[2-(3-hydroxyanilino)-1,3-thiazol-4-yl]benzene-1,3-diol
• CAS: 1173282-17-1
• 化学式: C₁₅H₁₂N₂O₃S
• 分子量: 300.338
• InChiKey: CSOLXRPVBIYKBS-UHFFFAOYSA-N

物化性质

• 沸点：
  591.8±52.0 °C(predicted)
• 密度：
  1.511±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  114
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3-羟基苯基硫脲 、 2-溴-2,4-二羟基苯乙酮 以 乙醇 为溶剂， 反应 0.01h， 以90%的产率得到4-(2-(3-hydroxyphenylamino)thiazol-4-yl)benzene-1,3-diol
  参考文献：
  名称：

  A library of novel allosteric inhibitors against fructose 1,6-bisphosphatase

  摘要：

  The identification of a proper lead compound for fructose 1,6-bisphosphatase (FBPase) is a critical step in the process of developing novel therapeutics against type-2 diabetes. Herein, we have successfully generated a library of allosteric inhibitors against FBPase as potential anti-diabetic drugs, of which, the lead compound 1b was identified through utilizing a virtual high-throughput screening (vHTS) system, which we have developed. The thiazole-based core structure was synthesized via the condensation of alpha-bromoketones with thioureas and substituents on the two aryl rings were varied. 4c was found to inhibit pig kidney FBPase approximately fivefold better than 1b. In addition, we have also identified 10b, a tight binding fragment, which can be use for fragment-based drug design purposes. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.04.030

文献信息

• A library of novel allosteric inhibitors against fructose 1,6-bisphosphatase
  作者：Sabrina Heng、Kimberly R. Gryncel、Evan R. Kantrowitz

  DOI：10.1016/j.bmc.2009.04.030

  日期：2009.6

  The identification of a proper lead compound for fructose 1,6-bisphosphatase (FBPase) is a critical step in the process of developing novel therapeutics against type-2 diabetes. Herein, we have successfully generated a library of allosteric inhibitors against FBPase as potential anti-diabetic drugs, of which, the lead compound 1b was identified through utilizing a virtual high-throughput screening (vHTS) system, which we have developed. The thiazole-based core structure was synthesized via the condensation of alpha-bromoketones with thioureas and substituents on the two aryl rings were varied. 4c was found to inhibit pig kidney FBPase approximately fivefold better than 1b. In addition, we have also identified 10b, a tight binding fragment, which can be use for fragment-based drug design purposes. (C) 2009 Elsevier Ltd. All rights reserved.