3-(4-(tert-butyl)phenyl)propanehydrazide

• 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: 3-(4-(tert-butyl)phenyl)propanehydrazide
• 英文别名: 3-(4-tert-butylphenyl)propanehydrazide
• 化学式: C₁₃H₂₀N₂O
• 分子量: 220.315
• InChiKey: QHSWEEFIWYYWFZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.91
• 重原子数：
  16.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  55.12
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  3-(4-(tert-butyl)phenyl)propanehydrazide 、 对甲基苯甲酸 在 三氯氧磷 作用下， 以67%的产率得到2-(4-(tert-butyl)phenethyl)-5-(p-tolyl)-1,3,4-oxadiazole
  参考文献：
  名称：

  Rational modifications on a benzylidene-acrylohydrazide antiviral scaffold, synthesis and evaluation of bioactivity against Chikungunya virus

  摘要：

  Chikungunya virus is a re-emerging arbovirus transmitted to humans by Aedes mosquitoes, responsible for an acute febrile illness associated with painful and debilitating arthralgia, which can persist for several months or become chronic. Over the past few years, infection with this virus has spread worldwide with a previously unknown virulence. No specific antiviral treatments nor vaccines are currently available against this important pathogen. Starting from the structure of a class of selective anti-CHIKV agents previously identified in our research group, different modifications to this scaffold were rationally designed, and 69 novel small-molecule derivatives were synthesised and evaluated for their inhibition of Chikungunya virus replication in Vero cells. Further structure-activity relationships associated with this class of antiviral agents were elucidated for the original scaffolds, and novel antiviral compounds with EC50 values in the low micromolar range were identified. This work provides the foundation for further investigation of these new structures as antivirals against Chikungunya virus. (C) 2018 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2018.02.054
• 作为产物：
  描述：

  3-(4-叔-丁基苯)丙酸,甲酯 在 一水合肼 作用下， 以 乙醇 为溶剂， 生成 3-(4-(tert-butyl)phenyl)propanehydrazide
  参考文献：
  名称：

  新型小分子抗病毒药对基孔肯雅病毒的设计，合成与评价

  摘要：

  基孔肯雅热病毒是一种重新出现的虫媒病毒，是通过蚊子传播给人类的，它引起与使关节衰弱相关的急性流感样疾病，这种疾病可能持续数月或成为慢性。近年来，这种病毒感染已以以前未知的毒力传播到世界各地。迄今为止，还没有针对这种重要病原体的特异性抗病毒治疗或疫苗。从先前在我们的计算机研究小组中确定的两种抗病毒命中的结构开始技术，这项工作描述了31种新型结构类似物的设计和制备，利用它们研究了两种命中物的不同药效学特征，并与抑制基孔肯雅病毒在细胞中的复制有关。阐明了原始支架的构效关系，并鉴定了EC 50值在低微摩尔范围内的不同新型抗病毒化合物。这项工作为进一步研究这些有前途的新颖结构作为抗基孔肯雅病毒的抗病毒剂提供了基础。

  DOI：

  10.1016/j.bmc.2018.01.002

文献信息

• Rational modifications on a benzylidene-acrylohydrazide antiviral scaffold, synthesis and evaluation of bioactivity against Chikungunya virus
  作者：Gilda Giancotti、Michela Cancellieri、Andrea Balboni、Mariateresa Giustiniano、Ettore Novellino、Leen Delang、Johan Neyts、Pieter Leyssen、Andrea Brancale、Marcella Bassetto

  DOI：10.1016/j.ejmech.2018.02.054

  日期：2018.4

  Chikungunya virus is a re-emerging arbovirus transmitted to humans by Aedes mosquitoes, responsible for an acute febrile illness associated with painful and debilitating arthralgia, which can persist for several months or become chronic. Over the past few years, infection with this virus has spread worldwide with a previously unknown virulence. No specific antiviral treatments nor vaccines are currently available against this important pathogen. Starting from the structure of a class of selective anti-CHIKV agents previously identified in our research group, different modifications to this scaffold were rationally designed, and 69 novel small-molecule derivatives were synthesised and evaluated for their inhibition of Chikungunya virus replication in Vero cells. Further structure-activity relationships associated with this class of antiviral agents were elucidated for the original scaffolds, and novel antiviral compounds with EC50 values in the low micromolar range were identified. This work provides the foundation for further investigation of these new structures as antivirals against Chikungunya virus. (C) 2018 Elsevier Masson SAS. All rights reserved.
• Design, synthesis and evaluation against Chikungunya virus of novel small-molecule antiviral agents
  作者：Roberta Tardugno、Gilda Giancotti、Tine De Burghgraeve、Leen Delang、Johan Neyts、Pieter Leyssen、Andrea Brancale、Marcella Bassetto

  DOI：10.1016/j.bmc.2018.01.002

  日期：2018.2

  spread worldwide with a previously unknown virulence. To date, no specific antivirals treatments nor vaccines are available against this important pathogen. Starting from the structures of two antiviral hits previously identified in our research group with in silico techniques, this work describes the design and preparation of 31 novel structural analogues, with which different pharmacophoric features of

  基孔肯雅热病毒是一种重新出现的虫媒病毒，是通过蚊子传播给人类的，它引起与使关节衰弱相关的急性流感样疾病，这种疾病可能持续数月或成为慢性。近年来，这种病毒感染已以以前未知的毒力传播到世界各地。迄今为止，还没有针对这种重要病原体的特异性抗病毒治疗或疫苗。从先前在我们的计算机研究小组中确定的两种抗病毒命中的结构开始技术，这项工作描述了31种新型结构类似物的设计和制备，利用它们研究了两种命中物的不同药效学特征，并与抑制基孔肯雅病毒在细胞中的复制有关。阐明了原始支架的构效关系，并鉴定了EC 50值在低微摩尔范围内的不同新型抗病毒化合物。这项工作为进一步研究这些有前途的新颖结构作为抗基孔肯雅病毒的抗病毒剂提供了基础。