(+/-)-1-amino-5-diethylamino-1-(4-methoxyphenyl)pentane | 271577-52-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (+/-)-1-amino-5-diethylamino-1-(4-methoxyphenyl)pentane
• 英文别名: N',N'-diethyl-1-(4-methoxyphenyl)pentane-1,5-diamine
• CAS: 271577-52-7
• 化学式: C₁₆H₂₈N₂O
• 分子量: 264.411
• InChiKey: BMOLLSLVDKFSMG-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：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  38.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (+/-)-1-amino-5-diethylamino-1-(4-methoxyphenyl)pentane 在 三溴化硼 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 5.0h， 生成 (+/-)-N-[5-(diethylamino)-1-(4-hydroxyphenyl)pentyl]-4-nitrobenzamide
  参考文献：
  名称：

  Synthesis and antifibrillatory activity of nibentan and its analogues

  摘要：

  A series of 1,5-diaminopentane derivatives, structurally related to nibentan, was synthesized and tested for antifibrillatory activity. Improved modifications of some known chemical syntheses were proposed. (+/-)-N-[5-(Diethylamino)-1-(4-nitrophenyl)pentyl]-benzamide hydrochloride, (+/-)-N-[5-(diethylamino)-1-(4-nitrophenyl)pentyl]-4-nitrobenzamid hydrochloride and (+/-)-N-[5-(diethylamino)-1-(4-hydroxyphenyl)pentyl]-4-nitrobenzamide hydrochloride were more potent than nibentan and possessed a longer duration of action (up to 5 h in comparison with 60-90 min for nibentan). The antifibrillatory activity of (+/-)-N-[5-(diethylamino)-1-(4-methoxyphenyl)pentyl]-4-nitrobenzamide hydrochloride was comparable to that of nibentan but exceeded the potency of D-sotalol and sematilide. (C) 2000 Editions scientifiques et medicales Elsevier SAS.

  DOI：

  10.1016/s0223-5234(00)00116-1
• 作为产物：
  描述：

  (+/-)-6-diethylamino-2-(4-methoxyphenyl)hexanamide 在 苄基三乙基氯化铵 sodium hydroxide 、 溴 、 sodium methylate 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成 (+/-)-1-amino-5-diethylamino-1-(4-methoxyphenyl)pentane
  参考文献：
  名称：

  Synthesis and antifibrillatory activity of nibentan and its analogues

  摘要：

  A series of 1,5-diaminopentane derivatives, structurally related to nibentan, was synthesized and tested for antifibrillatory activity. Improved modifications of some known chemical syntheses were proposed. (+/-)-N-[5-(Diethylamino)-1-(4-nitrophenyl)pentyl]-benzamide hydrochloride, (+/-)-N-[5-(diethylamino)-1-(4-nitrophenyl)pentyl]-4-nitrobenzamid hydrochloride and (+/-)-N-[5-(diethylamino)-1-(4-hydroxyphenyl)pentyl]-4-nitrobenzamide hydrochloride were more potent than nibentan and possessed a longer duration of action (up to 5 h in comparison with 60-90 min for nibentan). The antifibrillatory activity of (+/-)-N-[5-(diethylamino)-1-(4-methoxyphenyl)pentyl]-4-nitrobenzamide hydrochloride was comparable to that of nibentan but exceeded the potency of D-sotalol and sematilide. (C) 2000 Editions scientifiques et medicales Elsevier SAS.

  DOI：

  10.1016/s0223-5234(00)00116-1

文献信息

• Synthesis and antifibrillatory activity of nibentan and its analogues
  作者：Nadejda K Davydova、Olga S Sizova、Svetlana M Vinogradova、Alexandre I L'vov、Robert G Glushkov、Sergey D Yuzhakov、Michail D Mashkovskiy

  DOI：10.1016/s0223-5234(00)00116-1

  日期：2000.2

  A series of 1,5-diaminopentane derivatives, structurally related to nibentan, was synthesized and tested for antifibrillatory activity. Improved modifications of some known chemical syntheses were proposed. (+/-)-N-[5-(Diethylamino)-1-(4-nitrophenyl)pentyl]-benzamide hydrochloride, (+/-)-N-[5-(diethylamino)-1-(4-nitrophenyl)pentyl]-4-nitrobenzamid hydrochloride and (+/-)-N-[5-(diethylamino)-1-(4-hydroxyphenyl)pentyl]-4-nitrobenzamide hydrochloride were more potent than nibentan and possessed a longer duration of action (up to 5 h in comparison with 60-90 min for nibentan). The antifibrillatory activity of (+/-)-N-[5-(diethylamino)-1-(4-methoxyphenyl)pentyl]-4-nitrobenzamide hydrochloride was comparable to that of nibentan but exceeded the potency of D-sotalol and sematilide. (C) 2000 Editions scientifiques et medicales Elsevier SAS.