2-Methyl-2-[4-(2-methyl-quinolin-4-ylmethoxy)-phenyl]-malonic acid dimethyl ester | 556052-12-1

• 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: 2-Methyl-2-[4-(2-methyl-quinolin-4-ylmethoxy)-phenyl]-malonic acid dimethyl ester
• CAS: 556052-12-1
• 化学式: C₂₃H₂₃NO₅
• 分子量: 393.439
• InChiKey: PZFTTYLDPZZOSB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.73
• 重原子数：
  29.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  74.72
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2-Methyl-2-[4-(2-methyl-quinolin-4-ylmethoxy)-phenyl]-malonic acid dimethyl ester 、 尿素 在 sodium methylate 作用下， 以 甲醇 为溶剂， 以20%的产率得到5-methyl-5-{4-[(2-methyl-4-quinolinyl)methoxy]phenyl}-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
• 作为产物：
  描述：

  2-(4-Benzyloxy-phenyl)-2-methyl-malonic acid dimethyl ester 在 palladium dihydroxide 氢气 、 caesium carbonate 作用下， 以 甲醇 、 二甲基亚砜 为溶剂， 生成 2-Methyl-2-[4-(2-methyl-quinolin-4-ylmethoxy)-phenyl]-malonic acid dimethyl ester
  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