5-(呋喃-2-基)噻吩-2-甲腈 | 1020847-48-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 中文名称: 5-(呋喃-2-基)噻吩-2-甲腈
• 英文名称: 5-(furan-2-yl)thiophene-2-carbonitrile
• CAS: 1020847-48-6
• 化学式: C₉H₅NOS
• 分子量: 175.211
• InChiKey: NUSRIPBUBVAJPM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  65.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-(呋喃-2-基)噻吩-2-甲腈 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以90%的产率得到5-(5-溴呋喃-2-基)噻吩-2-甲腈
  参考文献：
  名称：

  Ismail, Mohamed A., Journal of Chemical Research, 2006, # 11, p. 733 - 737

  摘要：

  DOI：
• 作为产物：
  描述：

  5-溴噻吩-2-甲醛 在 四(三苯基膦)钯 盐酸羟胺 、 乙酸酐 、 sodium carbonate 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 反应 34.0h， 生成 5-(呋喃-2-基)噻吩-2-甲腈
  参考文献：
  名称：

  Ismail, Mohamed A., Journal of Chemical Research, 2006, # 11, p. 733 - 737

  摘要：

  DOI：

文献信息

• Ismail, Mohamed A., Journal of Chemical Research, 2006, # 11, p. 733 - 737
  作者：Ismail, Mohamed A.

  DOI：——

  日期：——
• Dicationic phenyl-2,2′-bichalcophenes and analogues as antiprotozoal agents
  作者：Mohamed A. Ismail、Serry A. El Bialy、Reto Brun、Tanja Wenzler、Rupesh Nanjunda、W. David Wilson、David W. Boykin

  DOI：10.1016/j.bmc.2010.11.047

  日期：2011.1

  A series of phenyl-2,2'-bichalcophene diamidines 1a-h were synthesized from the corresponding dinitriles either via a direct reaction with LiN(TMS)(2), followed by deprotection with ethanolic HCl or through the bis-O-acetoxyamidoxime followed by hydrogenation in acetic acid and EtOH over Pd-C. These diamidines show a wide range of DNA affinities as judged from their Delta T-m values which are remarkably sensitive to replacement of a furan unit with a thiophene one. These differences are explained in terms of the effect of subtle changes in geometry of the diamidines on binding efficacy. Five of the eight compounds were highly active (below 6 nM IC50) in vitro against Trypanosoma brucei rhodesiense (T. b. r.) and four gave IC(50)values less than 7 nM against Plasmodium falciparum (P. f.). Only one of the compounds was as effective as reference compounds in the T. b. r. mouse model for the acute phase of African trypanosomiasis. (C) 2010 Elsevier Ltd. All rights reserved.