2-Piperazin-1-yl-[1,3]thiazolo[5,4-c]pyridine | 1395321-01-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 2-Piperazin-1-yl-[1,3]thiazolo[5,4-c]pyridine
• 英文别名: 2-piperazin-1-yl-[1,3]thiazolo[5,4-c]pyridine
• CAS: 1395321-01-3
• 化学式: C₁₀H₁₂N₄S
• 分子量: 220.298
• InChiKey: LPWWQJHEHXUNDH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  69.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  反式-1,2-环己二羧酸酐 、 2-Piperazin-1-yl-[1,3]thiazolo[5,4-c]pyridine 以 二氯甲烷 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Isosteric replacements for benzothiazoles and optimisation to potent Cathepsin K inhibitors free from hERG channel inhibition

  摘要：

  The discovery of nitrile compound 4, a potent inhibitor of Cathepsin K (Cat K) with good bioavailability in dog is described. The compound was used to demonstrate target engagement and inhibition of Cat K in an in vivo dog PD model. The margin to hERG ion channel inhibition was deemed too low for a clinical candidate and an optimisation program to find isosteres or substitutions on benzothiazole group led to the discovery of 20, 24 and 27; all three free from hERG inhibition. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.07.012
• 作为产物：
  描述：

  tert-butyl 4-(thiazolo[5,4-c]pyridin-2-yl)piperazine-1-carboxylate 生成 2-Piperazin-1-yl-[1,3]thiazolo[5,4-c]pyridine
  参考文献：
  名称：

  Isosteric replacements for benzothiazoles and optimisation to potent Cathepsin K inhibitors free from hERG channel inhibition

  摘要：

  The discovery of nitrile compound 4, a potent inhibitor of Cathepsin K (Cat K) with good bioavailability in dog is described. The compound was used to demonstrate target engagement and inhibition of Cat K in an in vivo dog PD model. The margin to hERG ion channel inhibition was deemed too low for a clinical candidate and an optimisation program to find isosteres or substitutions on benzothiazole group led to the discovery of 20, 24 and 27; all three free from hERG inhibition. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.07.012