5-(4'-formylbiphenyl-4-yl)-furan-2-carboxaldehyde | 910547-58-9

• 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'-formylbiphenyl-4-yl)-furan-2-carboxaldehyde
• 英文别名: 5-[4-(4-formylphenyl)phenyl]furan-2-carbaldehyde
• CAS: 910547-58-9
• 化学式: C₁₈H₁₂O₃
• 分子量: 276.291
• InChiKey: VNSJXOCDDTZFRI-UHFFFAOYSA-N

物化性质

• 熔点：
  173-174 °C
• 沸点：
  512.9±50.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  47.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-(4'-formylbiphenyl-4-yl)-furan-2-carboxaldehyde 在 盐酸羟胺 、 potassium tert-butylate 、 sodium carbonate 、 溶剂黄146 作用下， 以 甲醇 、 二甲基亚砜 为溶剂， 5.0~20.0 ℃ 、6.67 kPa 条件下， 反应 10.0h， 生成 5-(4'-amidinobiphenyl-4-yl)-furan-2-amidine diacetate
  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
• 作为产物：
  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

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。
• Teraryl components as antiparasitic agents
  申请人：The University of North Carolina at Chapel Hill

  公开号：US07964619B2

  公开（公告）日：2011-06-21

  Disclosed herein are novel dicationic teraryl compounds and their aza analogues, including compounds of Formula (IIe): wherein p and q are each 0 and each A, Y and Z is CR4. An exemplary compound of Formula (IIe) is: Methods for combating microbial infections, such as parasitic Leishmania species, with novel dicationic terphenyl compounds and their aza analogues are included. Processes for synthesizing novel dicationic terphenyl compounds and their aza analogues are disclosed along with methods for evaluation of the compounds as potential anti-protozoan agents.

  本文披露了新型二阳离子的三苯基化合物及其氮杂环类似物，包括公式（IIe）的化合物：其中p和q均为0，每个A，Y和Z均为CR4。公式（IIe）的一个示例化合物为：与新型二阳离子的三苯基化合物及其氮杂环类似物一起，还包括用于对抗微生物感染（如寄生虫利什曼体属）的方法。本文还披露了合成新型二阳离子的三苯基化合物及其氮杂环类似物的过程，以及评估这些化合物作为潜在抗原虫剂的方法。
• Substituted pyridines as antiparasitic AZA teraryl compounds
  申请人：The University of North Carolina at Chapel Hill

  公开号：US08188121B2

  公开（公告）日：2012-05-29

  Novel aza analogues of dicationic terphenyl compounds for use in combating microbial infections are described. The compounds include those of Formula (III): wherein one of A1, Y1, and Z1 is N; Ar1 is phenylene; and Ar3 is a nitrogen-containing aromatic group. An exemplary compound of Formula (III) is:

  本文描述了用于对抗微生物感染的二阳离子三苯基化合物的新型氮杂脲类似物。这些化合物包括公式（III）中的化合物：其中A1，Y1和Z1中的一个是N；Ar1是苯基；Ar3是含氮芳香族基团。公式（III）的示例化合物为：
• 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