(E)-2-cyano-3-(5-piperidin-1-yl-2,2-bithien-5-yl)acrylic acid | 1446266-00-7

• 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: (E)-2-cyano-3-(5-piperidin-1-yl-2,2-bithien-5-yl)acrylic acid
• 英文别名: (E)-2-cyano-3-[5-(5-piperidin-1-ylthiophen-2-yl)thiophen-2-yl]prop-2-enoic acid
• CAS: 1446266-00-7
• 化学式: C₁₇H₁₆N₂O₂S₂
• 分子量: 344.458
• InChiKey: KXBWGSMGUAZBIC-ZRDIBKRKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  121
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  5-formyl-5'-(piperidin-1-yl)-2,2'-bithiophene 在 哌啶 作用下， 以 乙醇 为溶剂， 生成 (E)-2-cyano-3-(5-piperidin-1-yl-2,2-bithien-5-yl)acrylic acid
  参考文献：
  名称：

  Metal-free synthesis of bisthiophene-core donor acceptor organic photosensitizers for dye-sensitized solar cells

  摘要：

  Three novel donor-it-acceptor molecules with a bis-thiophene core have been synthesized through a simple and versatile metal-free synthetic procedure. Study of their optical and electrochemical properties, and a preliminary evaluation of their use as dyes in dye sensitized solar cells (DSSC) are presented. The proposed synthetic protocol results in a drastic reduction of the size and complexity of the sensitizer molecule, possibly enabling cost decrease by overall yield improvement and easy scalability. Particular attention has been paid to limit the environmental impact by reducing the number of synthetic steps and especially avoiding the use of organometallic reactions. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.03.100

文献信息

• (<i>E</i>)-2-Cyano-3-(5′-piperidin-1-yl-2,2′-bithien-5-yl)acrylic Acid: A Fluorescent Probe for Detecting Prefibrillar Oligomers
  作者：Francesco Attanasio、Carmela Bonaccorso、Francesco Bellia、Sebastiano Cataldo、Cosimo G. Fortuna、Giuseppe Musumarra、Bruno Pignataro、Enrico Rizzarelli

  DOI：10.1002/ejoc.201300241

  日期：2013.6

  The synthesis of (E)-2-cyano-3-(5′-piperidin-1-yl-2,2′-bithien-5-yl)acrylic acid, a novel amyloid aggregation fluorescent probe, is reported. This new probe is able to monitor soluble oligomeric aggregates after 24 h, at which time Thioflavin T emission, commonly used to monitor amyloid fibril formation, remains unchanged. Atomic force microscopy, native polyacrylamide gel electrophoresis, and dynamic

  报道了 (E)-2-cyano-3-(5'-piperidin-1-yl-2,2'-bithien-5-yl) 丙烯酸，一种新型淀粉样蛋白聚集荧光探针的合成。这种新探针能够在 24 小时后监测可溶性寡聚聚集体，此时通常用于监测淀粉样蛋白原纤维形成的硫磺素 T 发射保持不变。原子力显微镜、天然聚丙烯酰胺凝胶电泳和动态光散射证实聚集的早期阶段是不具有淀粉样蛋白结构的前原纤维寡聚物种。这种新的分子支架扩展了用于鉴定原纤维前寡聚体的荧光探针工具箱，这在旨在早期检测表征所谓蛋白质错误折叠疾病的可溶性有毒聚集体的研究中是必需的。