5-{4-[(2-methyl-4-quinolinyl)methoxy]phenyl}-5-(4-morpholinyl)-2,4,6(1H, 3H, 5H)-pyrimidinetrione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 5-{4-[(2-methyl-4-quinolinyl)methoxy]phenyl}-5-(4-morpholinyl)-2,4,6(1H, 3H, 5H)-pyrimidinetrione
• 英文别名: 5-{4-[(2-methyl-4-quinolinyl)methoxy]phenyl}-5-(4-morpholinyl)-2,4,6(1H,3H,5H)-pyrimidinetrione；5-[4-(2-Methyl-quinolin-4-ylmethoxy)-phenyl]-5-morpholin-4-yl-pyrimidine-2,4,6-trione；5-[4-[(2-methylquinolin-4-yl)methoxy]phenyl]-5-morpholin-4-yl-1,3-diazinane-2,4,6-trione
• 化学式: C₂₅H₂₄N₄O₅
• 分子量: 460.489
• InChiKey: BKBMJVASMYYCKO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  34
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  110
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-苄氧基苯基乙酸甲酯 在 palladium dihydroxide 氢气 、 sodium methylate 、 sodium hydride 、 caesium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 二甲基亚砜 为溶剂， 生成 5-{4-[(2-methyl-4-quinolinyl)methoxy]phenyl}-5-(4-morpholinyl)-2,4,6(1H, 3H, 5H)-pyrimidinetrione
  参考文献：
  名称：

  Non-hydroxamate 5-phenylpyrimidine-2,4,6-trione derivatives as selective inhibitors of tumor necrosis factor-α converting enzyme

  摘要：

  New inhibitors of tumor necrosis factor-a converting enzyme (TACE) were discovered with a pyrimidine-2,4,6-trione in place of the commonly used hydroxamic acid. These non-hydroxamate TACE inhibitors were developed by incorporating a 4-(2methyl-4-quinolinylmethoxy)phenyl group, an optimized TACE selective P1' group. Several leads were identified with IC50 values around 100 nM in a porcine TACE assay and selective over MMP-1, -2, -9, -13, and aggrecanase. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.04.039

文献信息

• Ketones
  申请人：Barton John Peter

  公开号：US20050272036A1

  公开（公告）日：2005-12-08

  Compounds of formula (I): wherein variable groups are as defined within; for use in the inhibition of 11βHSD1 are described.

  描述了式(I)的化合物：其中变量基团如定义的那样；用于抑制11βHSD1。
• US6936620B2
  申请人：——

  公开号：US6936620B2

  公开（公告）日：2005-08-30
• Non-hydroxamate 5-phenylpyrimidine-2,4,6-trione derivatives as selective inhibitors of tumor necrosis factor-α converting enzyme
  作者：James J.-W. Duan、Zhonghui Lu、Zelda R. Wasserman、Rui-Qin Liu、Maryanne B. Covington、Carl P. Decicco

  DOI：10.1016/j.bmcl.2005.04.039

  日期：2005.6

  New inhibitors of tumor necrosis factor-a converting enzyme (TACE) were discovered with a pyrimidine-2,4,6-trione in place of the commonly used hydroxamic acid. These non-hydroxamate TACE inhibitors were developed by incorporating a 4-(2methyl-4-quinolinylmethoxy)phenyl group, an optimized TACE selective P1' group. Several leads were identified with IC50 values around 100 nM in a porcine TACE assay and selective over MMP-1, -2, -9, -13, and aggrecanase. (c) 2005 Elsevier Ltd. All rights reserved.