2-Methyl-2-{3-[4-(2-methyl-quinolin-4-ylmethoxy)-phenyl]-propyl}-malonic acid dimethyl ester | 556052-06-3

• 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-{3-[4-(2-methyl-quinolin-4-ylmethoxy)-phenyl]-propyl}-malonic acid dimethyl ester
• CAS: 556052-06-3
• 化学式: C₂₆H₂₉NO₅
• 分子量: 435.52
• InChiKey: OJOHLULNMUPKLZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  32.0
• 可旋转键数：
  9.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 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-{3-[4-(2-methyl-quinolin-4-ylmethoxy)-phenyl]-propyl}-malonic acid dimethyl ester 、 尿素 在 magnesium methanolate 作用下， 以 甲醇 为溶剂， 以4%的产率得到5-methyl-5-(3-{4-[(2-methyl-4-quinolinyl)methoxy]phenyl}propyl)-2,4,6(1H, 3H, 5H)-pyrimidinetrione
  参考文献：
  名称：

  Discovery of low nanomolar non-hydroxamate inhibitors of tumor necrosis factor-α converting enzyme (TACE)

  摘要：

  Using a pyrimidine-2,4,6-trione motif as a zinc-binding group, a series of selective inhibitors of tumor necrosis factor-alpha converting enzyme (TACE) was discovered. Optimization of initial lead I resulted in a potent inhibitor (51), with an IC50 of 2 nM in a porcine TACE assay. To the best of our knowledge, compound 51 and related analogues represent first examples of non-hydroxamate-based inhibitors of TACE with single digit nanomolar potency. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.09.048
• 作为产物：
  描述：

  2-{3-[4-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-propyl}-2-methyl-malonic acid dimethyl ester 在 四丁基氟化铵 、 caesium carbonate 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 2-Methyl-2-{3-[4-(2-methyl-quinolin-4-ylmethoxy)-phenyl]-propyl}-malonic acid dimethyl ester
  参考文献：
  名称：

  Discovery of low nanomolar non-hydroxamate inhibitors of tumor necrosis factor-α converting enzyme (TACE)

  摘要：

  Using a pyrimidine-2,4,6-trione motif as a zinc-binding group, a series of selective inhibitors of tumor necrosis factor-alpha converting enzyme (TACE) was discovered. Optimization of initial lead I resulted in a potent inhibitor (51), with an IC50 of 2 nM in a porcine TACE assay. To the best of our knowledge, compound 51 and related analogues represent first examples of non-hydroxamate-based inhibitors of TACE with single digit nanomolar potency. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.09.048