1,3-bis(4-methoxybenzyl)-2-(4-(trifluoromethyl)phenyl)hexahydropyrimidine

• 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: 1,3-bis(4-methoxybenzyl)-2-(4-(trifluoromethyl)phenyl)hexahydropyrimidine
• 英文别名: 1,3-Bis[(4-methoxyphenyl)methyl]-2-[4-(trifluoromethyl)phenyl]hexahydropyrimidine；1,3-bis[(4-methoxyphenyl)methyl]-2-[4-(trifluoromethyl)phenyl]-1,3-diazinane
• 化学式: C₂₇H₂₉F₃N₂O₂
• 分子量: 470.535
• InChiKey: BHGLJGDJUIYGRY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  34
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  24.9
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  N,N′-bis[(4-methoxyphenyl)methlylidene]propane-1,3-diamine 在 sodium tetrahydroborate 作用下， 以 乙醇 、 水 为溶剂， 反应 4.0h， 生成 1,3-bis(4-methoxybenzyl)-2-(4-(trifluoromethyl)phenyl)hexahydropyrimidine
  参考文献：
  名称：

  Synthesis and evaluation of hexahydropyrimidines and diamines as novel hepatitis C virus inhibitors

  摘要：

  In order to identify novel anti-hepatitis C virus (HCV) agents we devised cell-based strategies and screened phenotypically small molecule chemical libraries with infectious HCV particles, and identified a hit compound (1) containing a hexahydropyrimidine (HHP) core. During our cell-based SAR study, we observed a conversion of HHP 1 into a linear diamine (6), which is the active component in inhibiting HCV and exhibited comparable antiviral activity to the cyclic HHP I. In addition, we engaged into the biological characterization of HHP and demonstrated that HHP does not interfere with HCV RNA replication, but with entry and release of viral particles. Here we report the results of the preliminary SAR and mechanism of action studies with HHP. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.09.055

文献信息

• Synthesis and evaluation of hexahydropyrimidines and diamines as novel hepatitis C virus inhibitors
  作者：Jong Yeon Hwang、Hee-Young Kim、Suyeon Jo、Eunjung Park、Jihyun Choi、Sunju Kong、Dong-Sik Park、Ja Myung Heo、Jong Seok Lee、Yoonae Ko、Inhee Choi、Jonathan Cechetto、Jaeseung Kim、Jinhwa Lee、Zaesung No、Marc Peter Windisch

  DOI：10.1016/j.ejmech.2013.09.055

  日期：2013.12

  In order to identify novel anti-hepatitis C virus (HCV) agents we devised cell-based strategies and screened phenotypically small molecule chemical libraries with infectious HCV particles, and identified a hit compound (1) containing a hexahydropyrimidine (HHP) core. During our cell-based SAR study, we observed a conversion of HHP 1 into a linear diamine (6), which is the active component in inhibiting HCV and exhibited comparable antiviral activity to the cyclic HHP I. In addition, we engaged into the biological characterization of HHP and demonstrated that HHP does not interfere with HCV RNA replication, but with entry and release of viral particles. Here we report the results of the preliminary SAR and mechanism of action studies with HHP. (C) 2013 Elsevier Masson SAS. All rights reserved.