methyl (7S,8R)-8-(4-((2-methylquinolin-4-yl)methoxy)benzamido)-1,4-dioxaspiro[4.4]nonane-7-carboxylate | 362489-01-8

• 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: methyl (7S,8R)-8-(4-((2-methylquinolin-4-yl)methoxy)benzamido)-1,4-dioxaspiro[4.4]nonane-7-carboxylate
• CAS: 362489-01-8
• 化学式: C₂₇H₂₈N₂O₆
• 分子量: 476.529
• InChiKey: PLWNRKGIKXOSAC-LADGPHEKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.55
• 重原子数：
  35.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  95.98
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  methyl (7S,8R)-8-(4-((2-methylquinolin-4-yl)methoxy)benzamido)-1,4-dioxaspiro[4.4]nonane-7-carboxylate 在 盐酸 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  α,β-Cyclic-β-benzamido hydroxamic acids: Novel templates for the design, synthesis, and evaluation of selective inhibitors of TNF-α converting enzyme (TACE)

  摘要：

  Selective inhibitors of TNF-alpha Converting Enzyme (TACE) based on (1R,2S)-cyclopentyl, (3S,4S)-pyrrolidinyl, and (3R,4S)-tetrahydrofuranyl beta-benzamido hydroxamic acids have been synthesized and evaluated. This study has led to the discovery of novel inhibitors whose profiles include activity against TACE in an enzyme assay, potency in the suppression of LPS-stimulated TNF-alpha in human whole blood, selectivity against a panel of MMPs and oral bioavailability. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.11.059
• 作为产物：
  描述：

  4-[(2-甲基-4-喹啉基)甲氧基]-苯甲酸 、 甲基(7S,8R)-8-氨基-1,4-二氧杂螺[4.4]壬烷-7-羧酸酯 在 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以99%的产率得到methyl (7S,8R)-8-(4-((2-methylquinolin-4-yl)methoxy)benzamido)-1,4-dioxaspiro[4.4]nonane-7-carboxylate
  参考文献：
  名称：

  α,β-Cyclic-β-benzamido hydroxamic acids: Novel templates for the design, synthesis, and evaluation of selective inhibitors of TNF-α converting enzyme (TACE)

  摘要：

  Selective inhibitors of TNF-alpha Converting Enzyme (TACE) based on (1R,2S)-cyclopentyl, (3S,4S)-pyrrolidinyl, and (3R,4S)-tetrahydrofuranyl beta-benzamido hydroxamic acids have been synthesized and evaluated. This study has led to the discovery of novel inhibitors whose profiles include activity against TACE in an enzyme assay, potency in the suppression of LPS-stimulated TNF-alpha in human whole blood, selectivity against a panel of MMPs and oral bioavailability. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.11.059