(+/-)-5,6,7,8-tetrahydro-7-(1H-imidazol-1-yl)-2-naphthalenecarboxylic acid | 89781-77-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (+/-)-5,6,7,8-tetrahydro-7-(1H-imidazol-1-yl)-2-naphthalenecarboxylic acid
• 英文别名: 1,2,3,4-tetrahydro-2-(1-imidazolyl)-7-carboxynaphthalene；7-(1H-Imidazol-1-yl)-5,6,7,8-tetrahydro-2-naphthalenecarboxylic acid；7-imidazol-1-yl-5,6,7,8-tetrahydronaphthalene-2-carboxylic acid
• CAS: 89781-77-1
• 化学式: C₁₄H₁₄N₂O₂
• 分子量: 242.277
• InChiKey: GUKVLMZCPBRAEG-UHFFFAOYSA-N

物化性质

• 沸点：
  511.3±50.0 °C(Predicted)
• 密度：
  1.32±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  55.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  7-(1H-咪唑-1-基)-5,6-二氢-2-萘甲酸 在 palladium on activated charcoal 盐酸 、 氢气 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 12.0h， 以66%的产率得到(+/-)-5,6,7,8-tetrahydro-7-(1H-imidazol-1-yl)-2-naphthalenecarboxylic acid
  参考文献：
  名称：

  N-imidazolyl derivatives of the napththalene and chroman rings as thromboxane A2 synthase inhibitors

  摘要：

  A series of N-imidazol-1-yl derivatives of 1,2-dihydronaphthalene, 1,2,3,4-tetrahydronaphthalene, 2H-1-benzopyran and some related compounds were synthesized and tested as inhibitors of thromboxane A2 synthase in ex vivo experiments with orally treated rats. Some compounds showed good activity which was confirmed in experiments in vitro in rabbit whole blood. Some structural requirements for significant TxA2 synthase inhibitory activity are discussed. The selected 5,6-Dihydro-7-(H-1-imidazol-1-yl)-2-naphthalene-carboxylic acid (compound 7) was conformationally analysed using the Sybyl molecular model system in comparison with dazoxiben. Compound 7 was further pharmacologically investigated and on the basis of its interesting activities in vitro, ex vivo and in vivo and its low toxicity was selected for clinical investigation.

  DOI：

  10.1016/0223-5234(91)90103-t

文献信息

• Benzocycloalkane derivatives
  申请人：DAIICHI SEIYAKU CO., LTD.

  公开号：EP0135177B1

  公开（公告）日：1989-12-06
• COMBINED USE OF N-IMIDAZOLYL DERIVATIVES OF BICYCLIC COMPOUNDS AND CYCLOSPORINE IN THERAPY
  申请人：FARMITALIA CARLO ERBA S.r.l.

  公开号：EP0433427A1

  公开（公告）日：1991-06-26
• US4510149A
  申请人：——

  公开号：US4510149A

  公开（公告）日：1985-04-09
• US4602022A
  申请人：——

  公开号：US4602022A

  公开（公告）日：1986-07-22
• US4665188A
  申请人：——

  公开号：US4665188A

  公开（公告）日：1987-05-12