Ethyl 4-[4-(1,3-benzodioxol-5-yloxy)phenyl]sulfonyl-1-(2-methoxyethyl)piperidine-4-carboxylate | 226400-61-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Ethyl 4-[4-(1,3-benzodioxol-5-yloxy)phenyl]sulfonyl-1-(2-methoxyethyl)piperidine-4-carboxylate
• CAS: 226400-61-9
• 化学式: C₂₄H₂₉NO₈S
• 分子量: 491.562
• InChiKey: DWNJJGSBDJMTOT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  34
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  109
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  Ethyl 4-[4-(1,3-benzodioxol-5-yloxy)phenyl]sulfonyl-1-(2-methoxyethyl)piperidine-4-carboxylate 在 水 、 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 19.0h， 以100%的产率得到4-[4-(1,3-Benzodioxol-5-yloxy)phenyl]sulfonyl-1-(2-methoxyethyl)piperidine-4-carboxylic acid
  参考文献：
  名称：

  Orally Active MMP-1 Sparing α-Tetrahydropyranyl and α-Piperidinyl Sulfone Matrix Metalloproteinase (MMP) Inhibitors with Efficacy in Cancer, Arthritis, and Cardiovascular Disease

  摘要：

  alpha-Sulfone-alpha-piperidine and alpha-tetrahydropyranyl hydroxamates were explored that are potent inhibitors of MMP's-2, -9, and -13 that spare MMP-1, with oral efficacy in inhibiting tumor growth in mice and left-ventricular hypertrophy in rats and in the bovine cartilage degradation ex vivo explant system. alpha-Piperidine 19v (SC-78080/SD-2590) was selected for development toward the initial indication of cancer, while alpha-piperidine and alpha-tetrahydropyranyl hydroxamates 19w (SC-77964) and 9l (SC-77774), respectively, were identified as backup compounds.

  DOI：

  10.1021/jm100669j
• 作为产物：
  描述：

  Ethyl 4-[4-(1,3-benzodioxol-5-yloxy)phenyl]sulfonylpiperidine-4-carboxylate;2,2,2-trifluoroacetic acid 、 2-溴乙基甲基醚 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 以3.7 g的产率得到Ethyl 4-[4-(1,3-benzodioxol-5-yloxy)phenyl]sulfonyl-1-(2-methoxyethyl)piperidine-4-carboxylate
  参考文献：
  名称：

  Orally Active MMP-1 Sparing α-Tetrahydropyranyl and α-Piperidinyl Sulfone Matrix Metalloproteinase (MMP) Inhibitors with Efficacy in Cancer, Arthritis, and Cardiovascular Disease

  摘要：

  alpha-Sulfone-alpha-piperidine and alpha-tetrahydropyranyl hydroxamates were explored that are potent inhibitors of MMP's-2, -9, and -13 that spare MMP-1, with oral efficacy in inhibiting tumor growth in mice and left-ventricular hypertrophy in rats and in the bovine cartilage degradation ex vivo explant system. alpha-Piperidine 19v (SC-78080/SD-2590) was selected for development toward the initial indication of cancer, while alpha-piperidine and alpha-tetrahydropyranyl hydroxamates 19w (SC-77964) and 9l (SC-77774), respectively, were identified as backup compounds.

  DOI：

  10.1021/jm100669j