N-benzoyl-N'-[3-(imidazol-4-yl) propyl]-N"-(4-phenylbutyl)-guanidine | 106668-78-4

• 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: N-benzoyl-N'-[3-(imidazol-4-yl) propyl]-N"-(4-phenylbutyl)-guanidine
• 英文别名: N-[N'-[3-(1H-imidazol-5-yl)propyl]-N-(4-phenylbutyl)carbamimidoyl]benzamide
• CAS: 106668-78-4
• 化学式: C₂₄H₂₉N₅O
• 分子量: 403.527
• InChiKey: KFZHMAJGMALRSK-UHFFFAOYSA-N

物化性质

• 密度：
  1.13±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  30
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  82.2
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-benzoyl-N'-[3-(imidazol-4-yl) propyl]-N"-(4-phenylbutyl)-guanidine 以 盐酸 为溶剂， 反应 7.0h， 以0.60 g (81%) of a highly hygroscopic, noncrystalline solid is obtained的产率得到N-[(3-Imidazol-4-yl)propyl]-N'-(4-phenylbutyl)-guanidine
  参考文献：
  名称：

  Imidazolyl alkyl guanidine derivatives, processes for their preparation

  摘要：

  本文描述了新的咪唑烷基胍衍生物，由于它们在组胺-H.sub.2受体上的激动作用以及部分由于它们的额外H.sub.1-拮抗受体活性，可以用于治疗心脏疾病、某些形式的高血压和动脉闭塞疾病。这些咪唑烷基胍衍生物对应于一般式I：##STR1##

  公开号：

  US05021431A1
• 作为产物：
  描述：

  苯基-4-丁胺 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 2.25h， 生成 N-benzoyl-N'-[3-(imidazol-4-yl) propyl]-N"-(4-phenylbutyl)-guanidine
  参考文献：
  名称：

  Synthesis and histamine H2 agonistic activity of arpromidine analogues: replacement of the pheniramine-like moiety by non-heterocyclic groups

  摘要：

  Analogues of the potent histamine H-2 agonist arpromidine, characterized by non-heterocyclic groups (phenyl, cyclo-hexyl, alkyl) instead of the pheniramine-like portion, were prepared and tested for their H-2 agonistic and H-1 antagonistic activity in the isolated guinea pig right atrium and ileum, respectively. In the diphenylpropylguanidine series an increase in H-2 agonistic potency resulted from mono- or difluorination at one or both phenyl rings in the meta and/or para position (pD2 less-than-or-equal-to 7.75 vs pD2 = 7.15 for the unsubstituted parent compound). Compounds chlorinated at both phenyl rings were considerably less potent. Highest combined H-2 agonistic/H-1 antagonistic potency was found in the 4-fluorophenyl series. The arpromidine analogue with cyclohexyl and methyl group instead of phenyl and pyridine ring proved to be 30 times more potent than histamine in the atrium. The H-1 antagonistic potency in cyclohexyl compounds was lower than in the diaryl series. Thus, aromatic rings appear not to be required for high H-2 agonistic potency but are useful for combined H-2 agonistic/H-1 antagonistic activity.

  DOI：

  10.1016/0223-5234(92)90145-q

文献信息

• Imidazolylalkylguanidinderivate, Verfahren zu ihrer Herstellung und diese Verbindungen enthaltende Arzneimittel
  申请人：HEUMANN PHARMA GMBH & CO

  公开号：EP0199845A1

  公开（公告）日：1986-11-05

  Es werden neue Imidazolylalkylguanidinderivate beschrieben, die aufgrund ihrer agonistischen Wirkung auf Histamin-H2-Rezeptoren sowie zum Teil wegen ihrer zusätzlichen H1-antagonistischen Rezeptoraktivität bei Erkrankungen des Herzens, bei bestimmten Formen der Hypertonie sowie bei arteriellen Verschlußkrankheiten eingesetzt werden können. Es handelt sich um Imidazolylalkylguanidinderivate der allgemeinen Formel I:

  本文描述了新的咪唑烷基胍衍生物，由于其对组胺 H2 受体的激动作用，以及部分由于其额外的 H1 拮抗受体活性，这些衍生物可用于治疗心脏病、某些形式的高血压和动脉闭塞性疾病。 这些是通式 I 的咪唑烷基胍衍生物：
• US5021431A
  申请人：——

  公开号：US5021431A

  公开（公告）日：1991-06-04
• Synthesis and histamine H2 agonistic activity of arpromidine analogues: replacement of the pheniramine-like moiety by non-heterocyclic groups
  作者：A Buschauer、A Friese-Kimmel、G Baumann、W Schunack

  DOI：10.1016/0223-5234(92)90145-q

  日期：1992.6

  Analogues of the potent histamine H-2 agonist arpromidine, characterized by non-heterocyclic groups (phenyl, cyclo-hexyl, alkyl) instead of the pheniramine-like portion, were prepared and tested for their H-2 agonistic and H-1 antagonistic activity in the isolated guinea pig right atrium and ileum, respectively. In the diphenylpropylguanidine series an increase in H-2 agonistic potency resulted from mono- or difluorination at one or both phenyl rings in the meta and/or para position (pD2 less-than-or-equal-to 7.75 vs pD2 = 7.15 for the unsubstituted parent compound). Compounds chlorinated at both phenyl rings were considerably less potent. Highest combined H-2 agonistic/H-1 antagonistic potency was found in the 4-fluorophenyl series. The arpromidine analogue with cyclohexyl and methyl group instead of phenyl and pyridine ring proved to be 30 times more potent than histamine in the atrium. The H-1 antagonistic potency in cyclohexyl compounds was lower than in the diaryl series. Thus, aromatic rings appear not to be required for high H-2 agonistic potency but are useful for combined H-2 agonistic/H-1 antagonistic activity.
• Imidazolyl alkyl guanidine derivatives, processes for their preparation
  申请人：Heumann Pharma GmbH & Co.

  公开号：US05021431A1

  公开（公告）日：1991-06-04

  New imidazolylalkyl-guanidine derivatives are described, which by virtue of their agonistic action on histamine-H.sub.2 receptors and in part also due to their additional H.sub.1 -antagonistic receptor activity can be used in the treatment of cardiac diseases, certain forms of hypertension and diseases of arterial occlusion. These imidazolylalkyl-guanidine derivatives correspond to the general formula I: ##STR1##

  描述了一种新的咪唑基烷基胍衍生物，由于其在组胺-H.sub.2受体上的激动作用以及部分原因于其额外的H.sub.1-拮抗受体活性，可以用于治疗心脏疾病、某些形式的高血压和动脉闭塞性疾病。这些咪唑基烷基胍衍生物对应于通用公式I：##STR1##