4-(7-Methoxy-2-piperidin-1-yl-[1,8]naphthyridin-4-ylmethyl)-piperazine-1-carboxylic acid ethyl ester | 434334-42-6

• 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: 4-(7-Methoxy-2-piperidin-1-yl-[1,8]naphthyridin-4-ylmethyl)-piperazine-1-carboxylic acid ethyl ester
• 英文别名: Ethyl 4-[(7-methoxy-2-piperidin-1-yl-1,8-naphthyridin-4-yl)methyl]piperazine-1-carboxylate
• CAS: 434334-42-6
• 化学式: C₂₂H₃₁N₅O₃
• 分子量: 413.52
• InChiKey: CYUIXBIZDLEIAL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  71
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4-(7-Methoxy-2-piperidin-1-yl-[1,8]naphthyridin-4-ylmethyl)-piperazine-1-carboxylic acid ethyl ester 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 8.0h， 以85%的产率得到7-Methoxy-4-piperazin-1-ylmethyl-2-piperidin-1-yl-[1,8]naphthyridine
  参考文献：
  名称：

  Synthesis and evaluation of antihypertensive activity of 1,8-naphthyridine derivatives. Part X

  摘要：

  A series of 4-(N-methylencycloalkylamino)-1,8-naphthyridine derivatives variously substituted in positions 2 and 7 were synthesized and pharmacologically investigated for possible antihypertensive activity. These compounds were tested to determine a possible vasodilator mechanism of action. Compounds 22, 23, 27-29, 47 and 48 showed satisfactory levels of potency (pIC(50) > 5), which in one case (compound 23) reached a really interesting value (pIC(50) 6.92). Furthermore, for some selected compounds (19, 22, 23, 26, 28, 29, 47), the vasorelaxing activity was also evaluated in the presence of the guanylate cyclase blocker ODQ or of the adenylate cyclase blocker SQ 22536, and some of these can be considered as possible guanylate-cyclase inhibitors. Finally, compounds 19, 22 and 23 were also tested in the presence of the ATP-sensitive potassium channel blocker glybenclamide and seem to possess activating properties on these potassium channels. (C) 2001 Editions scientifiques et medicales Elsevier SAS.

  DOI：

  10.1016/s0223-5234(01)01277-6
• 作为产物：
  描述：

  4-(7-Hydroxy-2-piperidin-1-yl-[1,8]naphthyridin-4-ylmethyl)-piperazine-1-carboxylic acid ethyl ester 在 三氯氧磷 作用下， 以 甲醇 为溶剂， 反应 8.0h， 生成 4-(7-Methoxy-2-piperidin-1-yl-[1,8]naphthyridin-4-ylmethyl)-piperazine-1-carboxylic acid ethyl ester
  参考文献：
  名称：

  Synthesis and evaluation of antihypertensive activity of 1,8-naphthyridine derivatives. Part X

  摘要：

  A series of 4-(N-methylencycloalkylamino)-1,8-naphthyridine derivatives variously substituted in positions 2 and 7 were synthesized and pharmacologically investigated for possible antihypertensive activity. These compounds were tested to determine a possible vasodilator mechanism of action. Compounds 22, 23, 27-29, 47 and 48 showed satisfactory levels of potency (pIC(50) > 5), which in one case (compound 23) reached a really interesting value (pIC(50) 6.92). Furthermore, for some selected compounds (19, 22, 23, 26, 28, 29, 47), the vasorelaxing activity was also evaluated in the presence of the guanylate cyclase blocker ODQ or of the adenylate cyclase blocker SQ 22536, and some of these can be considered as possible guanylate-cyclase inhibitors. Finally, compounds 19, 22 and 23 were also tested in the presence of the ATP-sensitive potassium channel blocker glybenclamide and seem to possess activating properties on these potassium channels. (C) 2001 Editions scientifiques et medicales Elsevier SAS.

  DOI：

  10.1016/s0223-5234(01)01277-6

文献信息

• Synthesis and evaluation of antihypertensive activity of 1,8-naphthyridine derivatives. Part X
  作者：Muwaffag Badawneh、Pier Luigi Ferrarini、Vincenzo Calderone、Clementina Manera、Enrica Martinotti、Claudio Mori、Giuseppe Saccomanni、Lara Testai

  DOI：10.1016/s0223-5234(01)01277-6

  日期：2001.12

  A series of 4-(N-methylencycloalkylamino)-1,8-naphthyridine derivatives variously substituted in positions 2 and 7 were synthesized and pharmacologically investigated for possible antihypertensive activity. These compounds were tested to determine a possible vasodilator mechanism of action. Compounds 22, 23, 27-29, 47 and 48 showed satisfactory levels of potency (pIC(50) > 5), which in one case (compound 23) reached a really interesting value (pIC(50) 6.92). Furthermore, for some selected compounds (19, 22, 23, 26, 28, 29, 47), the vasorelaxing activity was also evaluated in the presence of the guanylate cyclase blocker ODQ or of the adenylate cyclase blocker SQ 22536, and some of these can be considered as possible guanylate-cyclase inhibitors. Finally, compounds 19, 22 and 23 were also tested in the presence of the ATP-sensitive potassium channel blocker glybenclamide and seem to possess activating properties on these potassium channels. (C) 2001 Editions scientifiques et medicales Elsevier SAS.