N-(1-phenylethylidene)-N'-(5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-4-yl)hydrazine | 881441-98-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并嘧啶酮衍生物
• 英文名称: N-(1-phenylethylidene)-N'-(5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-4-yl)hydrazine
• 英文别名: 1-phenyl-ethanone (5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidin-4-yl)hydrazone；N-(1-phenylethylideneamino)-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-amine
• CAS: 881441-98-1
• 化学式: C₁₈H₁₈N₄S
• 分子量: 322.434
• InChiKey: LJJAHAHAFNQWBY-UHFFFAOYSA-N

物化性质

• 沸点：
  513.6±60.0 °C(Predicted)
• 密度：
  1.33±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  78.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5,6,7,8-四氢-[1]-苯并噻吩[2,3-d]嘧啶-4(1h)-酮 在 一水合肼 、 三氯氧磷 作用下， 以 甲醇 、 乙醇 、 水 为溶剂， 反应 32.0h， 生成 N-(1-phenylethylidene)-N'-(5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-4-yl)hydrazine
  参考文献：
  名称：

  计算机辅助鉴定，合成和评估取代的噻吩并嘧啶类化合物作为HCV复制的新型抑制剂。

  摘要：

  基于结构的虚拟筛选技术已应用于HCV NS3解旋酶的研究，目的是寻找HCV复制的新型抑制剂。在计算机上分析了大约450000种可商购化合物的文库，并选择了21种结构用于HCV复制子测定的生物学评估。发现一个以取代的噻吩并嘧啶骨架为特征的命中物以亚微摩尔范围的EC 50值和良好的选择性指数抑制病毒复制。设计并合成了不同系列的新型噻吩并嘧啶衍生物。几个新结构显示出在低或亚微摩尔范围内的抗病毒活性。

  DOI：

  10.1016/j.ejmech.2016.07.035

文献信息

• Trypanoside, anti-tuberculosis, leishmanicidal, and cytotoxic activities of tetrahydrobenzothienopyrimidines
  作者：José C. Aponte、Abraham J. Vaisberg、Denis Castillo、German Gonzalez、Yannick Estevez、Jorge Arevalo、Miguel Quiliano、Mirko Zimic、Manuela Verástegui、Edith Málaga、Robert H. Gilman、Juan M. Bustamante、Rick L. Tarleton、Yuehong Wang、Scott G. Franzblau、Guido F. Pauli、Michel Sauvain、Gerald B. Hammond

  DOI：10.1016/j.bmc.2010.03.018

  日期：2010.4

  The synthesis of 2-(5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidin-4-yl) hydrazone-derivatives (BTPs) and their in vitro evaluation against Trypanosoma cruzi trypomastigotes, Mycobacterium tuberculosis, Leishmania amazonensis axenic amastigotes, and six human cancer cell lines is described. The in vivo activity of the most active and least toxic compounds against T. cruzi and L. amazonensis was also studied. BTPs constitute a new family of drug leads with potential activity against infectious diseases. Due to their drug-like properties, this series of compounds can potentially serve as templates for future drug-optimization and drug-development efforts for use as therapeutic agents in developing countries. (C) 2010 Elsevier Ltd. All rights reserved.
• Computer-aided identification, synthesis and evaluation of substituted thienopyrimidines as novel inhibitors of HCV replication
  作者：Marcella Bassetto、Pieter Leyssen、Johan Neyts、Mark M. Yerukhimovich、David N. Frick、Andrea Brancale

  DOI：10.1016/j.ejmech.2016.07.035

  日期：2016.11

  technique was applied to the study of the HCV NS3 helicase, with the aim to find novel inhibitors of the HCV replication. A library of approximately 450000 commercially available compounds was analysed in silico and 21 structures were selected for biological evaluation in the HCV replicon assay. One hit characterized by a substituted thieno-pyrimidine scaffold was found to inhibit the viral replication with

  基于结构的虚拟筛选技术已应用于HCV NS3解旋酶的研究，目的是寻找HCV复制的新型抑制剂。在计算机上分析了大约450000种可商购化合物的文库，并选择了21种结构用于HCV复制子测定的生物学评估。发现一个以取代的噻吩并嘧啶骨架为特征的命中物以亚微摩尔范围的EC 50值和良好的选择性指数抑制病毒复制。设计并合成了不同系列的新型噻吩并嘧啶衍生物。几个新结构显示出在低或亚微摩尔范围内的抗病毒活性。