4-氯-7-(1H-咪唑-1-基)-5,6-二氢萘-2-羧酸 | 135922-32-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 4-氯-7-(1H-咪唑-1-基)-5,6-二氢萘-2-羧酸
• 英文名称: 4-Chloro-7-imidazol-1-yl-5,6-dihydro-naphthalene-2-carboxylic acid
• 英文别名: 2-Naphthalenecarboxylic acid, 5,6-dihydro-4-chloro-7-(1H-imidazol-1-yl)-；4-chloro-7-imidazol-1-yl-5,6-dihydronaphthalene-2-carboxylic acid
• CAS: 135922-32-6
• 化学式: C₁₄H₁₁ClN₂O₂
• 分子量: 274.707
• InChiKey: LDSIOXLOEUNQLK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 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：

  4-Chloro-8-hydroxy-7-imidazol-1-yl-5,6,7,8-tetrahydro-naphthalene-2-carboxylic acid 在 硫酸 作用下， 以 溶剂黄146 为溶剂， 反应 4.0h， 以83%的产率得到4-氯-7-(1H-咪唑-1-基)-5,6-二氢萘-2-羧酸
  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

• N-imidazolyl derivatives of the napththalene and chroman rings as thromboxane A2 synthase inhibitors
  作者：P Cozzi、U Branzoli、G Carganico、C Ferti、A Pillan、D Severino、R Tonani

  DOI：10.1016/0223-5234(91)90103-t

  日期：1991.6

  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.