(3-chloro-4-(5-(1-(4-chlorophenyl)cyclobutyl)-4-methyl-4H-1,2,4-triazol-3-yl)phenyl)boronic acid | 1042443-53-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (3-chloro-4-(5-(1-(4-chlorophenyl)cyclobutyl)-4-methyl-4H-1,2,4-triazol-3-yl)phenyl)boronic acid
• CAS: 1042443-53-7
• 化学式: C₁₉H₁₈BCl₂N₃O₂
• 分子量: 402.088
• InChiKey: LHMBIIBUMTWFKK-UHFFFAOYSA-N

物化性质

• 沸点：
  630.5±65.0 °C(Predicted)
• 密度：
  1.40±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.94
• 重原子数：
  27.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  71.17
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (3-chloro-4-(5-(1-(4-chlorophenyl)cyclobutyl)-4-methyl-4H-1,2,4-triazol-3-yl)phenyl)boronic acid 、 3-溴-6-氯哒嗪 在 sodium carbonate 作用下， 以 乙醇 、 水 、 甲苯 为溶剂， 生成
  参考文献：
  名称：

  Substituted phenyl triazoles as selective inhibitors of 11β-Hydroxysteroid Dehydrogenase Type 1

  摘要：

  3-(Phenylcyclobutyl)-1,2,4-triazoles were identified as inhibitors of 11 beta-Hydroxysteroid Dehydrogenase Type 1 (HSD1). They were shown to be active in the mouse in vivo pharmacodynamic model (PD) for HSD1 but exhibited a potent off-target activation of the Pregnane X Receptor (PXR). SAR studies and synthesis of analogs that led to the discovery of a selective HSD1 inhibitor are described in detail. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.125
• 作为产物：
  描述：

  3-(4-bromo-2-chlorophenyl)-5-(1-(4-chlorophenyl)cyclobutyl)-4-methyl-4H-1,2,4-triazole 在 正丁基锂 、 硼酸三异丙酯 作用下， 以 四氢呋喃 为溶剂， 生成 (3-chloro-4-(5-(1-(4-chlorophenyl)cyclobutyl)-4-methyl-4H-1,2,4-triazol-3-yl)phenyl)boronic acid
  参考文献：
  名称：

  Substituted phenyl triazoles as selective inhibitors of 11β-Hydroxysteroid Dehydrogenase Type 1

  摘要：

  3-(Phenylcyclobutyl)-1,2,4-triazoles were identified as inhibitors of 11 beta-Hydroxysteroid Dehydrogenase Type 1 (HSD1). They were shown to be active in the mouse in vivo pharmacodynamic model (PD) for HSD1 but exhibited a potent off-target activation of the Pregnane X Receptor (PXR). SAR studies and synthesis of analogs that led to the discovery of a selective HSD1 inhibitor are described in detail. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.125

文献信息

• 4-Methyl-5-phenyl triazoles as selective inhibitors of 11β-hydroxysteroid dehydrogenase type I
  作者：Yuping Zhu、Steven H. Olson、Anne Hermanowski-Vosatka、Steven Mundt、Kashmira Shah、Marty Springer、Rolf Thieringer、Samuel Wright、Jianying Xiao、Hratch Zokian、James M. Balkovec

  DOI：10.1016/j.bmcl.2008.04.013

  日期：2008.6

  4-Methyl-5-phenyl-(1,2,4)-triazoles were identified as selective inhibitors of 11 beta-hydroxysteroid dehydrogenase type 1 (11 beta-HSD1). They were active in vitro and in an in vivo mouse pharmacodynamic (PD) model. The synthesis and structure activity relationships are presented. (c) 2008 Elsevier Ltd. All rights reserved.