2-[4-[2-(Dimethylamino)ethyl]piperazin-1-yl]pyridine-3-carboxylic acid | 1187568-94-0

• 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-[4-[2-(Dimethylamino)ethyl]piperazin-1-yl]pyridine-3-carboxylic acid
• CAS: 1187568-94-0
• 化学式: C₁₄H₂₂N₄O₂
• 分子量: 278.354
• InChiKey: VMTYFZAHWHAHFQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.6
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  59.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-氨基-6-乙基-4-甲氧基-苯甲酸 、 2-[4-[2-(Dimethylamino)ethyl]piperazin-1-yl]pyridine-3-carboxylic acid 在 二-1H-吡咯-1-基甲酮 作用下， 以 乙腈 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Synthesis and optimization of 2-pyridin-3-yl-benzo[d][1,3]oxazin-4-one based inhibitors of human neutrophil elastase

  摘要：

  The hit-to-lead optimization of the HNE inhibitor 5-methyl-2-(2-phenoxy-pyridin-3-yl)-benzo[d][1,3]oxazin-4-one is described. A structure-activity relationship study that focused on the 5 and 7 benzoxazinone positions yielded the optimized 5-ethyl-7-methoxy-benzo[d][1,3]oxazin-4-one core structure. 2-[2-(4Methyl-piperazin-1-yl)-pyridin-3-yl] derivatives of this core were shown to yield HNE inhibitors of similar potency with significantly different stabilities in rat plasma. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.06.053

文献信息

• Synthesis and optimization of 2-pyridin-3-yl-benzo[d][1,3]oxazin-4-one based inhibitors of human neutrophil elastase
  作者：Kevin R. Shreder、Julia Cajica、Lingling Du、Allister Fraser、Yi Hu、Yasushi Kohno、Emme C.K. Lin、Steve J. Liu、Eric Okerberg、Lan Pham、Jiangyue Wu、John W. Kozarich

  DOI：10.1016/j.bmcl.2009.06.053

  日期：2009.8

  The hit-to-lead optimization of the HNE inhibitor 5-methyl-2-(2-phenoxy-pyridin-3-yl)-benzo[d][1,3]oxazin-4-one is described. A structure-activity relationship study that focused on the 5 and 7 benzoxazinone positions yielded the optimized 5-ethyl-7-methoxy-benzo[d][1,3]oxazin-4-one core structure. 2-[2-(4Methyl-piperazin-1-yl)-pyridin-3-yl] derivatives of this core were shown to yield HNE inhibitors of similar potency with significantly different stabilities in rat plasma. (C) 2009 Elsevier Ltd. All rights reserved.