(E)-3-Thiophen-3-yl-1-thiophen-2-yl-propenone | 134628-88-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E)-3-Thiophen-3-yl-1-thiophen-2-yl-propenone
• 英文别名: 1-(2-Thienyl)-3-(3-thienyl)prop-2-en-1-one；(E)-1-thiophen-2-yl-3-thiophen-3-ylprop-2-en-1-one
• CAS: 134628-88-9
• 化学式: C₁₁H₈OS₂
• 分子量: 220.316
• InChiKey: BLXLKHPDMGGTDQ-ONEGZZNKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 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)-3-Thiophen-3-yl-1-thiophen-2-yl-propenone 在 palladium on activated charcoal 4-二甲氨基吡啶 、 oxonium 、 氢气 作用下， 以 二氯甲烷 为溶剂， 生成 {1-[2-((E)-3-Thiophen-3-yl-1-thiophen-2-yl-propenyl)-phenyl]-ethyl}-carbamic acid 2,2,2-trichloro-ethyl ester
  参考文献：
  名称：

  A novel rearrangement forming 4,5,6,11-tetra-hydrobenzo[6,7]cycloocta[1,2-b]thiophen-6,11-imines

  摘要：

  DOI：

  10.1016/s0040-4039(01)93742-6
• 作为产物：
  描述：

  3-噻吩甲醛 、 2-乙酰基噻吩 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 生成 (E)-3-Thiophen-3-yl-1-thiophen-2-yl-propenone
  参考文献：
  名称：

  Simple aromatic compounds containing propenone moiety show considerable dual COX/5-LOX inhibitory activities

  摘要：

  For the development of safer anti-inflammatory agents, simple aromatic compounds containing propenone moiety were prepared and evaluated for their dual COX/5-LOX inhibitory activities. Among the 17 prepared compounds, most of the compounds exhibited considerable COX/5-LOX inhibitory activities. Especially compound C-15 showed the most significant dual COX/5-LOX inhibitory activity. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.02.099

文献信息

• One-pot synthesis of 4,6-diaryl-3-cyanopyridine-2(1H)-thiones and their transformation to substituted thieno[2,3-b;4,5-b]dipyridines and pyrido[3",2":4,5]thieno[3,2-d]pyrimidines
  作者：A. M. Shestopalov、K. G. Nikishin、A. V. Gromova、L. A. Rodinovskaya

  DOI：10.1023/b:rucb.0000011879.89900.1f

  日期：2003.10

  one step by the reaction of elemental sulfur, malononitrile, and 2-aryl-1-aroylethylenes in the presence of excess triethylamine. The products were used in one-pot syntheses of substituted thieno[2,3-b;4,5-b]dipyridines and pyrido[3",2":4,5]thieno[3,2-d]pyrimidines.

  摘要 4,6-二芳基-3-氰基吡啶-2(1H)-硫酮在过量三乙胺存在下，由元素硫、丙二腈和2-芳基-1-芳酰基乙烯反应一步合成。产物用于取代噻吩并[2,3-b;4,5-b]二吡啶和吡啶并[3",2":4,5]噻吩并[3,2-d]嘧啶的一锅合成。
• 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.