1,3-bis(2,5-dimethoxyphenyl)-2-propen-1-one | 158919-81-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 1,3-bis(2,5-dimethoxyphenyl)-2-propen-1-one
• 英文别名: 2,5,2',5'-Tetramethoxy-chalkon；1,3-bis(2,5dimethoxyphenyl)-2-propenone；1,3-Bis(2,5-dimethoxyphenyl)prop-2-en-1-one
• CAS: 158919-81-4
• 化学式: C₁₉H₂₀O₅
• 分子量: 328.365
• InChiKey: YAWMOEGTGGJXCG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1,3-bis(2,5-dimethoxyphenyl)-2-propen-1-one 在 palladium on activated charcoal 氢气 、 对甲苯磺酸 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 反应 5.0h， 生成 1,3-Bis-(2,5-dimethoxy-phenyl)-propan
  参考文献：
  名称：

  Bauer, Helmut; Matz, Volker; Lang, Martina, Chemische Berichte, 1994, vol. 127, # 10, p. 1993 - 2008

  摘要：

  DOI：
• 作为产物：
  描述：

  2,5-二甲氧基苯乙酮 、 2,5-二甲氧基苯甲醛 在 sodium methylate 作用下， 以 甲醇 为溶剂， 生成 1,3-bis(2,5-dimethoxyphenyl)-2-propen-1-one
  参考文献：
  名称：

  Bauer, Helmut; Matz, Volker; Lang, Martina, Chemische Berichte, 1994, vol. 127, # 10, p. 1993 - 2008

  摘要：

  DOI：

文献信息

• Synthesis and antiprotozoal activity of 1,2,3,4-tetrahydro-2-thioxopyrimidine analogs of combretastatin A-4
  作者：Dereje Desta、Robert Sjoholm、Lauren Lee、Megan Lee、Kristin Dittenhafer、Sarah Canche、Balaji Babu、Sameer Chavda、Christie Dewar、Stephanie Yanow、Aaron A. Best、Moses Lee

  DOI：10.1007/s00044-010-9334-1

  日期：2011.4

  Eighteen 1,2,3,4-tetrahydro-2-thioxopyrimidine analogs (5a-j, 6a-e, and 7a-c) of combretastatin A-4 were synthesized with the objective of discovering compounds capable of controlling the growth of Trypanosoma lewisii, Leishmania tarantole, Plasmodium falciparum, and Giardia lamblia. Even though the target compounds demonstrated differential cytotoxicity against mammalian cancer cells, with IC50 values ranging from 0.5 to > 100 mu M, the range of activity against Trypanosoma, Leishmania, and Plasmodium, and to a good extent for Giardia, was narrow. The IC50 values of "active" compounds against the parasites ranged from about 10 mu Ie to slightly greater than 50 mu M. Specifically, compounds 5a, 5g, 5h, 6c, 7a, and 7c were not cytotoxic against mammalian cancer cells (IC50 > 100 mu M) but showed good activity against the parasites, except Giardia (e.g., compounds 6c and 7a), suggesting that these compounds may act in a similar mechanism in parasites. Compounds 5f and 6b were previously shown to promote microtubule depolymerization in mammalian cells.