2-exo-(2-hydroxyethyl)-3-exo-(3-pyridinyl)bicyclo<2.2.1>heptane | 133870-58-3

• 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: 2-exo-(2-hydroxyethyl)-3-exo-(3-pyridinyl)bicyclo<2.2.1>heptane
• 英文别名: 2-[(1R,2S,3R,4S)-3-pyridin-3-yl-2-bicyclo[2.2.1]heptanyl]ethanol
• CAS: 133870-58-3
• 化学式: C₁₄H₁₉NO
• 分子量: 217.311
• InChiKey: ZDAGVVBFMCCYHP-XWUBHJNHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  33.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-exo-(2-hydroxyethyl)-3-exo-(3-pyridinyl)bicyclo<2.2.1>heptane 在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.25h， 生成 (Z)-7-((1R,2S,3R,4S)-3-Pyridin-3-yl-bicyclo[2.2.1]hept-2-yl)-hept-5-enoic acid methyl ester
  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-exo-(3-pyridinyl)-2-exo-vinylbicyclo<2.2.1>heptane 在 sodium hydroxide 、 9-borabicyclo[3.3.1]nonane dimer 、 双氧水 作用下， 生成 2-exo-(2-hydroxyethyl)-3-exo-(3-pyridinyl)bicyclo<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

文献信息

• Thromboxane receptor antagonism combined with thromboxane synthase inhibition. 1. (.+-.)-(3-Pyridinylbicycloheptyl)alkanoic acids
  作者：Shripad S. Bhagwat、Candido Gude、David S. Cohen、Warren Lee、Patricia Furness、Frank H. Clarke

  DOI：10.1021/jm00110a006

  日期：1991.6

  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.