5-(4'-cyanobiphenyl-4-yl)-furan-2-carbonitrile | 910547-60-3

• 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: 5-(4'-cyanobiphenyl-4-yl)-furan-2-carbonitrile
• 英文别名: 5-[4-(4-Cyanophenyl)phenyl]furan-2-carbonitrile
• CAS: 910547-60-3
• 化学式: C₁₈H₁₀N₂O
• 分子量: 270.29
• InChiKey: GGZBQPBWBXWOHV-UHFFFAOYSA-N

物化性质

• 熔点：
  216-218 °C(Solvent: Water)
• 沸点：
  495.2±45.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  60.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-(4'-cyanobiphenyl-4-yl)-furan-2-carbonitrile 在 二异丁基氢化铝 作用下， 生成 5-(4'-formylbiphenyl-4-yl)-furan-2-carboxaldehyde
  参考文献：
  名称：

  [EN] DICATIONIC TRIARYL ANALOGS AS ANTI-PROTOZOAN AGENTS
  [FR] ANALOGUES TRIARYL DICATIONIQUES UTILISES EN TANT QU'AGENTS ANTIPROTOZOAIRES

  摘要：

  新颖的二正离子、杂环三芳基化合物在治疗微生物感染方面很有用，例如Trypanosoma brucei rhodesiense感染和Plasmodium falciparum感染。因此，这些化合物在治疗第二阶段的人类非洲锥虫病中很有用。含有这些化合物的药物配方可用于治疗微生物感染的方法。

  公开号：

  WO2005040132A1
• 作为产物：
  描述：

  5-(4'-formylbiphenyl-4-yl)-furan-2-carboxaldehyde 在 盐酸羟胺 、 sodium carbonate 、 乙酸酐 作用下， 以 甲醇 为溶剂， 反应 10.0h， 以59%的产率得到5-(4'-cyanobiphenyl-4-yl)-furan-2-carbonitrile
  参考文献：
  名称：

  Synthesis, DNA Affinity, and Antiprotozoal Activity of Linear Dications:  Terphenyl Diamidines and Analogues

  摘要：

  Diamidines 10a-g and 18a, b were obtained from dinitriles 9a-g and 15a, b by treatment with lithium trimethylsilylamide or upon hydrogenation of bis-O-acetoxyamidoximes. Dinitriles 9a-g were prepared via Suzuki reactions between arylboronic acids and arylnitriles. Potential prodrugs 12a-f and 17 were prepared via methylation of the diamidoximes 11a-f and 16a. Significant DNA affinities for rigid-rod molecules were observed. Compounds 10a, 10b, 10d, 18a, and 18b show IC50 values of 5 nM or less against Trypanosoma brucei rhodesiense ( T. b. r.) and 10a, 10b, 10e, 18a, and 18b gave similar ones against Plasmodium falciparum ( P. f.). The dications, 10a, 10d, 10f, and 10g are more active than furamidine in vivo. The prodrugs are only moderately effective on oral administration. Mouse liver microsome bioconversion of the methamidoxime prodrugs is significantly reduced from that of pafuramidine and suggests that the in vivo efficacy of these prodrugs is, in part, due to poor bioconversion.

  DOI：

  10.1021/jm060470p

文献信息

• Linear dicationic terphenyls and their aza analogues as antiparasitic agents
  申请人：THE UNIVERSITY OF NORTH CAROLINA AT CHAPEL HILL

  公开号：EP1736466A1

  公开（公告）日：2006-12-27

  Novel dicationic terphenyl compounds and their aza analogues. Methods for combating microbial infections with novel dicationic terphenyl compounds and their aza analogues. Processes for synthesizing novel dicationic terphenyl compounds and their aza analogues.

  小说二阳离子三苯基化合物及其氮杂环衍生物。使用小说二阳离子三苯基化合物及其氮杂环衍生物对抗微生物感染的方法。合成小说二阳离子三苯基化合物及其氮杂环衍生物的过程。
• NOVEL TERARYL COMPOUNDS AS ANTIPARASITIC AGENTS
  申请人：Tidwell Richard R.

  公开号：US20110257199A1

  公开（公告）日：2011-10-20

  Novel dicationic terphenyl compounds and their aza analogues. Methods for combating microbial infections with novel dicationic terphenyl compounds and their aza analogues. Processes for synthesizing novel dicationic terphenyl compounds and their aza analogues.

  小说二元离子三苯基化合物及其氮杂环类似物。使用小说二元离子三苯基化合物及其氮杂环类似物对抗微生物感染的方法。合成小说二元离子三苯基化合物及其氮杂环类似物的过程。
• US7964619B2
  申请人：——

  公开号：US7964619B2

  公开（公告）日：2011-06-21
• US8101636B2
  申请人：——

  公开号：US8101636B2

  公开（公告）日：2012-01-24
• US8188121B2
  申请人：——

  公开号：US8188121B2

  公开（公告）日：2012-05-29