5-(3-bromopropyl)-2,2'-bithiophene | 1117938-21-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 英文名称: 5-(3-bromopropyl)-2,2'-bithiophene
• 英文别名: 2-(3-Bromopropyl)-5-thiophen-2-ylthiophene
• CAS: 1117938-21-2
• 化学式: C₁₁H₁₁BrS₂
• 分子量: 287.244
• InChiKey: XDYKCHXRVSYJLC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  56.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-(3-bromopropyl)-2,2'-bithiophene 在 正丁基锂 、 sodium hydride 作用下， 以 四氢呋喃 、 正己烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 23.0h， 生成 3,6-di-tert-butyl-9-(3-(5'-(trimethyl-stannyl)-2,2'-bi-thiophen-5-yl)propyl)-9H-carbazole
  参考文献：
  名称：

  Organic and inorganic photosensitizer dyes

  摘要：

  本发明公开了有机和无机光敏染料，其化学式如下（1）至（3），其中取代基“A、B、D和G”如权利要求1中所定义。

  公开号：

  US20110288300A1
• 作为产物：
  描述：

  2,2'-联二噻吩 、 1,3-二溴丙烷 在 正丁基锂 、 氯化铵 作用下， 以 四氢呋喃 为溶剂， 反应 11.0h， 生成 5-(3-bromopropyl)-2,2'-bithiophene
  参考文献：
  名称：

  Organic and inorganic photosensitizer dyes

  摘要：

  本发明公开了有机和无机光敏染料，其化学式如下（1）至（3），其中取代基“A、B、D和G”如权利要求1中所定义。

  公开号：

  US20110288300A1

文献信息

• Oligothiophene compounds inhibit the membrane fusion between H5N1 avian influenza virus and the endosome of host cell
  作者：Zhibo Zhu、Zhili Yao、Xiantian Shen、Zhipeng Chen、Xiangtao Liu、Jon R. Parquette、Shuwen Liu

  DOI：10.1016/j.ejmech.2017.02.040

  日期：2017.4

  Hemagglutinin (HA) which is essential for influenza viral infection and replication has become a target for the design of anti-influenza drugs. A novel series of oligothiophene compounds focused on the target were synthesized as specific inhibitors against the H5 subtype of influenza A viruses because oligothiophene has Pi-Pi stronger pep interactions with residues F110(2) and M24(1) of HA2 side chains. Oligothiophene compounds were designed and synthesized by a series of alkylation, azidation, amination and amidation reactions. The entry inhibitory activities of those compounds were tested at a cellular level against H5N1 influenza pseudovirus. Compound 3sf was revealed as the most active inhibitor in this series with an IC50 of 0.029 mM. The activity of 3sf is almost 1000 times that of the positive reference compound (CL-385319). A structure-activity analysis of these compounds demonstrated that the size of the oligothiophene compounds was very important for the inhibitory activity. Four compounds (3sk, 3sf, 3sc and 4sc) of strong inhibitiory activity against H5N1 influenza pseudovirus were assessed against H1N1 influenza virus MDCK. They also showed strong inhibitiory activity with IC50s of 3.292 mu M, 1.240 mu M, 1.119 mu M and 0.768 mu M, respectively. (C) 2017 Elsevier Masson SAS. All rights reserved.
• US8404842B2
  申请人：——

  公开号：US8404842B2

  公开（公告）日：2013-03-26