3-exo-(3-pyridinyl)-2-exo-vinylbicyclo<2.2.1>heptane | 133886-81-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 3-exo-(3-pyridinyl)-2-exo-vinylbicyclo<2.2.1>heptane
• 英文别名: 3-exo-(3-pyridinyl)-2-exo-vinylbicyclo[2.2.1]heptane
• CAS: 133886-81-4
• 化学式: C₁₄H₁₇N
• 分子量: 199.296
• InChiKey: QVUHQZULCGOEKE-XWUBHJNHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  15.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  12.89
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  3-exo-(3-pyridinyl)-2-exo-vinylbicyclo<2.2.1>heptane 在 sodium hydroxide 、 9-borabicyclo[3.3.1]nonane dimer 、 草酰氯 、 双氧水 、 potassium 2-methylbutan-2-olate 、 二甲基亚砜 、 三乙胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 11.0h， 生成 (4Z)-6-<3-exo-(3-pyridinyl)bicyclo<2.2.1>hept-2-exo-yl>hex-4-enoic acid
  参考文献：
  名称：

  Thromboxane receptor antagonism combined with thromboxane synthase inhibition. 1. (.+-.)-(3-Pyridinylbicycloheptyl)alkanoic acids

  摘要：

  The design, synthesis, and in vitro pharmacology of a new class of compounds exerting both thromboxane receptor antagonist and thromboxane synthase inhibitory activities is described. [(3-Pyridinyl)bicycloheptyl]alkanoic acid 9 and its analogues, designed with the help of molecular modeling, were synthesized and found to be inhibitors of thromboxane A2 (TxA2) biosynthesis in a human platelet microsomal preparation. The compounds were also found to antagonize both platelet and vascular TxA2 receptors. The compounds inhibited the U 46619 induced aggregation of human washed platelets and platelet-rich plasma and the U 46619 induced contraction of the dog saphenous vein.

  DOI：

  10.1021/jm00110a006
• 作为产物：
  描述：

  3-溴吡啶 、 降冰片烯 、 三丁基乙烯基锡 在 四(三苯基膦)钯 作用下， 以 苯 为溶剂， 反应 24.0h， 以68%的产率得到3-exo-(3-pyridinyl)-2-exo-vinylbicyclo<2.2.1>heptane
  参考文献：
  名称：

  Thromboxane receptor antagonism combined with thromboxane synthase inhibition. 1. (.+-.)-(3-Pyridinylbicycloheptyl)alkanoic acids

  摘要：

  The design, synthesis, and in vitro pharmacology of a new class of compounds exerting both thromboxane receptor antagonist and thromboxane synthase inhibitory activities is described. [(3-Pyridinyl)bicycloheptyl]alkanoic acid 9 and its analogues, designed with the help of molecular modeling, were synthesized and found to be inhibitors of thromboxane A2 (TxA2) biosynthesis in a human platelet microsomal preparation. The compounds were also found to antagonize both platelet and vascular TxA2 receptors. The compounds inhibited the U 46619 induced aggregation of human washed platelets and platelet-rich plasma and the U 46619 induced contraction of the dog saphenous vein.

  DOI：

  10.1021/jm00110a006