methyl 8-amino-7-(3-pyridinyl)octanoate | 144180-45-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: methyl 8-amino-7-(3-pyridinyl)octanoate
• 英文别名: Methyl 8-amino-7-pyridin-3-yloctanoate
• CAS: 144180-45-0
• 化学式: C₁₄H₂₂N₂O₂
• 分子量: 250.341
• InChiKey: WMHFRXOTGHDWKS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  18
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  65.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 8-amino-7-(3-pyridinyl)octanoate 在 sodium hydroxide 、 三乙胺 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 反应 20.0h， 生成 8-(苯磺酰基氨基)-7-吡啶-3-基辛酸
  参考文献：
  名称：

  Thromboxane receptor antagonism combined with thromboxane synthase inhibition. 2. Synthesis and biological activity of 8-(benzenesulfonamido)-7-(3-pyridinyl)octanoic acid and related compounds

  摘要：

  A series of arylsulfonamido alkanoic acids substituted with a 3-pyridinyl group along the aliphatic chain were synthesized and tested in vitro for their ability to antagonize thromboxane A2 (TxA2) receptors and inhibit thromboxane synthase. These compounds were found to potently inhibit the U 46619-induced aggregation of human platelets and to also inhibit TxA2 biosynthesis in a human microsomal platelet preparation. However, some members of the series, notably compound 21, were found to display agonist activity on the rabbit aorta TxA2 receptor. This unwanted agonist activity appeared to be related to the presence of a substituent beta to the arylsulfonamido group.

  DOI：

  10.1021/jm00101a013
• 作为产物：
  描述：

  3-吡啶乙腈 在 镍 氢气 、 sodium hydride 作用下， 以 甲醇 、 氨 为溶剂， 25.0 ℃ 、344.73 kPa 条件下， 反应 22.5h， 生成 methyl 8-amino-7-(3-pyridinyl)octanoate
  参考文献：
  名称：

  Thromboxane receptor antagonism combined with thromboxane synthase inhibition. 2. Synthesis and biological activity of 8-(benzenesulfonamido)-7-(3-pyridinyl)octanoic acid and related compounds

  摘要：

  A series of arylsulfonamido alkanoic acids substituted with a 3-pyridinyl group along the aliphatic chain were synthesized and tested in vitro for their ability to antagonize thromboxane A2 (TxA2) receptors and inhibit thromboxane synthase. These compounds were found to potently inhibit the U 46619-induced aggregation of human platelets and to also inhibit TxA2 biosynthesis in a human microsomal platelet preparation. However, some members of the series, notably compound 21, were found to display agonist activity on the rabbit aorta TxA2 receptor. This unwanted agonist activity appeared to be related to the presence of a substituent beta to the arylsulfonamido group.

  DOI：

  10.1021/jm00101a013