2-carbomethoxy-3-(3-pyridinyl)bicyclo<2.2.1>hept-2-ene | 133870-61-8

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 2-carbomethoxy-3-(3-pyridinyl)bicyclo<2.2.1>hept-2-ene
• 英文别名: methyl 3-pyridin-3-ylbicyclo[2.2.1]hept-2-ene-2-carboxylate
• CAS: 133870-61-8
• 化学式: C₁₄H₁₅NO₂
• 分子量: 229.279
• InChiKey: PYYBCTKOXORKQD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.44
• 重原子数：
  17.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  39.19
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-carbomethoxy-3-(3-pyridinyl)bicyclo<2.2.1>hept-2-ene 在 盐酸 、 sodium tetrahydroborate 、 水 、 二异丁基氢化铝 、 溶剂黄146 、 三苯基膦 、 三氟乙酸 、 偶氮二甲酸二乙酯 作用下， 以 甲醇 、 二氯甲烷 、 二甲基亚砜 、 甲苯 、 叔丁醇 为溶剂， 反应 40.25h， 生成 methyl 7-<3-exo<(4-phenylphenoxy)methyl>-2-endo-(3-pyridinyl)bicyclo<2.2.1>hept-2-exo-yl>hept-5-enoate
  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：

  2-carbomethoxy-3-(3-pyridinyl)bicyclo<2.2.1>hepta-2,5-diene 在 Rh/Al₂O₃ 氢气 作用下， 以 乙酸乙酯 为溶剂， 以99%的产率得到2-carbomethoxy-3-(3-pyridinyl)bicyclo<2.2.1>hept-2-ene
  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

• BHAGWAT, SH. S.;GUDE, C.;COHEN, D. S., J. MED. CHEM., 34,(1991) N, C. 1790-1797
  作者：BHAGWAT, SH. S.、GUDE, C.、COHEN, D. S.

  DOI：——

  日期：——