ethyl 4-[7-oxo-2-(trifluoromethyl)-8H-1,8-naphthyridin-4-yl]piperazine-1-carboxylate | 250264-33-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: ethyl 4-[7-oxo-2-(trifluoromethyl)-8H-1,8-naphthyridin-4-yl]piperazine-1-carboxylate
• CAS: 250264-33-6
• 化学式: C₁₆H₁₇F₃N₄O₃
• 分子量: 370.331
• InChiKey: ALROUUDVXNFOPL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  74.8
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  ethyl 4-[7-oxo-2-(trifluoromethyl)-8H-1,8-naphthyridin-4-yl]piperazine-1-carboxylate 在 三氯氧磷 作用下， 反应 2.0h， 以99%的产率得到7-chloro-4-(4-ethoxycarbonylpiperazin-1-yl)-2-trifluoromethyl-1,8-naphthyridine
  参考文献：
  名称：

  Synthesis of 1,8-naphthyridine derivatives: potential antihypertensive agents – Part VIII

  摘要：

  A series of (ethoxycarbonylpiperazinyl)- and piperazinyl-1,8-naphthyridine derivatives, variously substituted, has been synthesized and pharmacologically investigated for anthihypertensive activity. Some of them exhibited a significant and prolonged decrease of the mean arterial pressure (MAP) on spontaneously hypertensive rats. On the basis of the pharmacological results, no structure-activity relationship can be deduced at this time. Moreover, the most active compound 4e, was investigated by means of in vitro pharmacological functional studies and in vivo, as a diuretic agent, to determine a possible mechanism of the antihypertensive activity, which results in a probably non-competitive antagonism against alpha(1), vascular adrenoceptors. This mechanism was also shown by the compounds 8 and 13. (C) Elsevier, Paris.

  DOI：

  10.1016/s0223-5234(99)80099-3
• 作为产物：
  描述：

  N-哌嗪甲酸乙酯 、 5-chloro-7-(trifluoromethyl)-1H-1,8-naphthyridin-2-one 反应 24.0h， 以73%的产率得到ethyl 4-[7-oxo-2-(trifluoromethyl)-8H-1,8-naphthyridin-4-yl]piperazine-1-carboxylate
  参考文献：
  名称：

  Synthesis of 1,8-naphthyridine derivatives: potential antihypertensive agents – Part VIII

  摘要：

  A series of (ethoxycarbonylpiperazinyl)- and piperazinyl-1,8-naphthyridine derivatives, variously substituted, has been synthesized and pharmacologically investigated for anthihypertensive activity. Some of them exhibited a significant and prolonged decrease of the mean arterial pressure (MAP) on spontaneously hypertensive rats. On the basis of the pharmacological results, no structure-activity relationship can be deduced at this time. Moreover, the most active compound 4e, was investigated by means of in vitro pharmacological functional studies and in vivo, as a diuretic agent, to determine a possible mechanism of the antihypertensive activity, which results in a probably non-competitive antagonism against alpha(1), vascular adrenoceptors. This mechanism was also shown by the compounds 8 and 13. (C) Elsevier, Paris.

  DOI：

  10.1016/s0223-5234(99)80099-3