N-carbamimidoyl-4-phenylpiperazine-1-carboximidic acid amide | 786578-60-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: N-carbamimidoyl-4-phenylpiperazine-1-carboximidic acid amide
• 英文别名: N-carbamimidoyl-4-phenyl-piperazine-1-carboximidic acid amide；1-(4-Phenyl-piperazinyl-(1)-formimidoyl)-guanidin；1-(4-Phenyl)piperazinyldiguanid；N-[amino(imino)methyl]-4-phenylpiperazine-1-carboximidamide；N-(diaminomethylidene)-4-phenylpiperazine-1-carboximidamide
• CAS: 786578-60-7
• 化学式: C₁₂H₁₈N₆
• mdl: MFCD15203589
• 分子量: 246.315
• InChiKey: LQWASOLNMNSTSB-UHFFFAOYSA-N

物化性质

• 熔点：
  158-160 °C
• 沸点：
  390.0±52.0 °C(Predicted)
• 密度：
  1.32±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  94.7
• 氢给体数：
  3
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-carbamimidoyl-4-phenylpiperazine-1-carboximidic acid amide 在 氰基磷酸二乙酯 、 三乙胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 26.5h， 生成 methyl {4-[{[2-amino-4-(4-phenylpiperazin-1-yl)-1,3,5-triazin-6-yl]methyl}amino]benzoyl}methioninate
  参考文献：
  名称：

  Saczewski; Bulakowska, Polish Journal of Chemistry, 2005, vol. 79, # 4, p. 739 - 748

  摘要：

  DOI：
• 作为产物：
  描述：

  N-苯基哌嗪 、 二聚氰胺 在 盐酸 作用下， 以 水 为溶剂， 反应 3.0h， 生成 N-carbamimidoyl-4-phenylpiperazine-1-carboximidic acid amide
  参考文献：
  名称：

  Rethinking the old antiviral drug moroxydine: Discovery of novel analogues as anti-hepatitis C virus (HCV) agents

  摘要：

  The discovery of a novel class of HCV inhibitors is described. The new amidinourea compounds were designed as isosteric analogues of the antiviral drug moroxydine. The two derivatives 11g and 11h showed excellent HCV inhibition activity and viability and proved to inhibit a step(s) of the RNA replication. The new compounds have been synthesized in only three synthetic steps from cheap building blocks and in high yields, thus turning to be promising drug candidates in the development of cheaper HCV treatments. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.09.029

文献信息

• Pomarnacka, Elzbieta; Bednarski, Patrick; Grunert, Renate, Acta poloniae pharmaceutica, 2004, vol. 61, # 6, p. 461 - 466
  作者：Pomarnacka, Elzbieta、Bednarski, Patrick、Grunert, Renate、Reszka, Przemyslaw

  DOI：——

  日期：——
• Saczewski; Bulakowska, Polish Journal of Chemistry, 2005, vol. 79, # 4, p. 739 - 748
  作者：Saczewski、Bulakowska

  DOI：——

  日期：——
• Rethinking the old antiviral drug moroxydine: Discovery of novel analogues as anti-hepatitis C virus (HCV) agents
  作者：Andrea Magri、Roisin Reilly、Nicolò Scalacci、Marco Radi、Michael Hunter、Manon Ripoll、Arvind H. Patel、Daniele Castagnolo

  DOI：10.1016/j.bmcl.2015.09.029

  日期：2015.11

  The discovery of a novel class of HCV inhibitors is described. The new amidinourea compounds were designed as isosteric analogues of the antiviral drug moroxydine. The two derivatives 11g and 11h showed excellent HCV inhibition activity and viability and proved to inhibit a step(s) of the RNA replication. The new compounds have been synthesized in only three synthetic steps from cheap building blocks and in high yields, thus turning to be promising drug candidates in the development of cheaper HCV treatments. (C) 2015 Elsevier Ltd. All rights reserved.