(E)-1,3-di(thiophen-3-yl)prop-2-en-1-one | 130581-18-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E)-1,3-di(thiophen-3-yl)prop-2-en-1-one
• 英文别名: 1,3-Di(3-thienyl)-2-propen-1-one
• CAS: 130581-18-9
• 化学式: C₁₁H₈OS₂
• 分子量: 220.316
• InChiKey: AVXNUVHHGJELRS-OWOJBTEDSA-N

物化性质

• 熔点：
  77.1-78.2 °C
• 沸点：
  365.1±42.0 °C(Predicted)
• 密度：
  1.305±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  73.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-1,3-di(thiophen-3-yl)prop-2-en-1-one 、 1-[2-氧-2-(2-吡啶基)乙基]碘化吡啶 在 乙酸铵 作用下， 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  2,4,6-Trisubstituted pyridines: Synthesis, topoisomerase I and II inhibitory activity, cytotoxicity, and structure–activity relationship

  摘要：

  Designed and synthesized were a series of pyridines substituted at 2, 4, and 6 positions with various 5- or 6-memberd heteroaromatics as antitumor agents. They were evaluated their topoisomerase I and II inhibitory activities along with cytotoxicities against several human cancer cell lines. Among the prepared compounds, 10-20 showed significant topoisomerase I or II inhibitory activities, and 21-26 showed considerable cytotoxicities against several human cancer cell lines. Structure-activity relationship study indicates that 4-pyridine at 6-position of central pyridine plays a key role in biological activity. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.04.047
• 作为产物：
  描述：

  3-噻吩甲醛 、 3-乙酰基噻吩 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 0.5h， 生成 (E)-1,3-di(thiophen-3-yl)prop-2-en-1-one
  参考文献：
  名称：

  通过反电子需量Diels–Alder反应 合成对称和不对称的三芳基py离子†

  摘要：

  据报道，BF 3 ·OEt 2介导的查耳酮与芳基乙炔的逆电子需求Diels-Alder（IEDDA）反应可合成对称和不对称的2,4,6-三芳基aryl离子。该协议为在温和的反应条件下利用容易获得的简单底物提供了一种有效的一锅法，从而以适度的好收率产生了一系列的吡啶离子。

  DOI：

  10.1039/c8cc06444j

文献信息

• [EN] A PROCESS FOR THE PREPARATION OF PYRYLIUM SALTS<br/>[FR] PROCÉDÉ DE PRÉPARATION DE SELS DE PYRYLIUM
  申请人：COUNCIL SCIENT IND RES

  公开号：WO2019155485A1

  公开（公告）日：2019-08-15

  The present invention relates to the process for the preparation of Pyrylium salts having the formula represented below. Present invention provide a simplified method of producing symmetrical and unsymmetrical pyrylium salts. The invention explores readily available starting materials with reaction conditions which are suitable for industrial scale applications. All the synthesized compounds were confirmed by various spectroscopic techniques such as Fourier transform infrared spectroscopy, 1H NMR, 13C NMR, 19F NMR spectroscopy, and single-crystal X-ray analysis. Mass of the compounds confirmed by HRMS analysis.

  本发明涉及制备具有下面表示的分子式的吡啶盐的过程。本发明提供了一种简化的方法来生产对称和非对称的吡啶盐。该发明探索了易获得的起始材料，以及适用于工业规模应用的反应条件。所有合成的化合物均通过各种光谱技术进行确认，包括傅里叶变换红外光谱、质子核磁共振、碳-13核磁共振、氟-19核磁共振和单晶X射线分析。化合物的质量经过高分辨质谱分析确认。
• A PROCESS FOR THE PREPARATION OF PYRYLIUM SALTS
  申请人：COUNCIL OF SCIENTIFIC AND INDUSTRIAL RESEARCH

  公开号：US20210087158A1

  公开（公告）日：2021-03-25

  The present invention relates to the process for the preparation of Pyrylium salts having the formula represented below. Present invention provide a simplified method of producing symmetrical and unsymmetrical pyrylium salts. The invention explores readily available starting materials with reaction conditions which are suitable for industrial scale applications. All the synthesized compounds were confirmed by various spectroscopic techniques such as Fourier transform infrared spectroscopy, 1H NMR, 13C NMR, 19F NMR spectroscopy, and single-crystal X-ray analysis. Mass of the compounds confirmed by HRMS analysis.
• Synthesis of symmetrical and unsymmetrical triarylpyrylium ions <i>via</i> an inverse electron demand Diels–Alder reaction
  作者：C. T. Fathimath Salfeena、Basavaraja Basavaraja、K. T. Ashitha、V. Praveen Kumar、Sunil Varughese、Cherumuttathu H. Suresh、B. S. Sasidhar

  DOI：10.1039/c8cc06444j

  日期：——

  mediated inverse electron demand Diels–Alder (IEDDA) reaction of chalcones with aryl acetylenes is reported for the synthesis of symmetrical and unsymmetrical 2,4,6-triarylpyrylium ions. The protocol provides an effective one-pot method for the utilization of readily available simple substrates under mild reaction conditions leading to a diverse array of pyrylium ions in moderately good yield.

  据报道，BF 3 ·OEt 2介导的查耳酮与芳基乙炔的逆电子需求Diels-Alder（IEDDA）反应可合成对称和不对称的2,4,6-三芳基aryl离子。该协议为在温和的反应条件下利用容易获得的简单底物提供了一种有效的一锅法，从而以适度的好收率产生了一系列的吡啶离子。
• 2,4,6-Trisubstituted pyridines: Synthesis, topoisomerase I and II inhibitory activity, cytotoxicity, and structure–activity relationship
  作者：Arjun Basnet、Pritam Thapa、Radha Karki、Younghwa Na、Yurngdong Jahng、Byeong-Seon Jeong、Tae Cheon Jeong、Chong-Soon Lee、Eung-Seok Lee

  DOI：10.1016/j.bmc.2007.04.047

  日期：2007.7

  Designed and synthesized were a series of pyridines substituted at 2, 4, and 6 positions with various 5- or 6-memberd heteroaromatics as antitumor agents. They were evaluated their topoisomerase I and II inhibitory activities along with cytotoxicities against several human cancer cell lines. Among the prepared compounds, 10-20 showed significant topoisomerase I or II inhibitory activities, and 21-26 showed considerable cytotoxicities against several human cancer cell lines. Structure-activity relationship study indicates that 4-pyridine at 6-position of central pyridine plays a key role in biological activity. (c) 2007 Elsevier Ltd. All rights reserved.