nibentan

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: nibentan
• 英文别名: N-[5-(diethylamino)-1-phenylpentyl]-4-nitrobenzamide;hydron;chloride
• 化学式: C₂₂H₂₉N₃O₃*ClH
• 分子量: 419.951
• InChiKey: CHCBAYRWJULIDW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.0
• 重原子数：
  29
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  78.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  nibentan 在 铁粉 、 氯化铵 作用下， 以 水 为溶剂， 反应 0.5h， 以68.5%的产率得到(+/-)-N-[5-(diethylamino)-1-phenylpentyl]-4-aminobenzamide
  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：

  N',N'-diethyl-1-phenylpentane-1,5-diamine 、 4-硝基苯甲酰氯 以 乙腈 为溶剂， 反应 4.0h， 以92.6%的产率得到nibentan
  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

• Substituted 1-phenyl-1-benzoylamino-5-aminopentanes, their preparation and use
  申请人：ZENTRUM FÜR CHEMIE DER ARZNEIMITTEL

  公开号：EP0535256A1

  公开（公告）日：1993-04-07

  Abstract of the disclosure: 1-Phenyl-1-benzoylamino-5-aminopentanes, their optical isomers, their salts and the preparation thereof are described. The compounds are suitable for controlling diseases.

  本公开涉及1-苯基-1-苯甲酰胺基-5-氨基戊烷、它们的光学异构体、它们的盐以及它们的制备方法。这些化合物适用于控制疾病。
• Eur. J. Med. Chem. 2000, 35, 205-215
  作者：

  DOI：——

  日期：——