5-methyl-2-(6-methylpyridin-3-yl)-4H-benzo[d][1,3]oxazin-4-one | 1015440-51-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 5-methyl-2-(6-methylpyridin-3-yl)-4H-benzo[d][1,3]oxazin-4-one
• 英文别名: 5-methyl-2-(6-methylpyridin-3-yl)-3,1-benzoxazin-4-one
• CAS: 1015440-51-3
• 化学式: C₁₅H₁₂N₂O₂
• 分子量: 252.272
• InChiKey: MGCVBKOGZCUDCG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-Methyl-6-[(6-methylpyridine-3-carbonyl)amino]benzoic acid 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 生成 5-methyl-2-(6-methylpyridin-3-yl)-4H-benzo[d][1,3]oxazin-4-one
  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

• Serine hydrolase inhibitors
  申请人：Shreder Kevin

  公开号：US20080161290A1

  公开（公告）日：2008-07-03

  Provided herein are benzoxazinone compounds of formula I and compositions containing the compounds. The compounds and compositions are useful in the methods of inhibiting the action of serine hydrolase, including neutrophil elastase. In certain embodiments, the compounds and compositions are useful in the prevention, amelioration or treatment of serine hydrolase-mediated diseases.

  本文提供了式I的苯并噁唑酮化合物和含有该化合物的组合物。该化合物和组合物在抑制丝氨酸水解酶的作用方法中有用，包括中性粒细胞弹性蛋白酶。在某些实施例中，该化合物和组合物在预防、改善或治疗丝氨酸水解酶介导的疾病方面有用。
• US7879846B2
  申请人：——

  公开号：US7879846B2

  公开（公告）日：2011-02-01
• 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.