5-hydroxy-1,7-dip-tolylhepta-1,4,6-trien-3-one | 864661-85-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 5-hydroxy-1,7-dip-tolylhepta-1,4,6-trien-3-one
• 英文别名: 5-Hydroxy-1,7-bis(4-methylphenyl)hepta-1,4,6-trien-3-one
• CAS: 864661-85-8
• 化学式: C₂₁H₂₀O₂
• 分子量: 304.389
• InChiKey: MCNKCVGOXNUIPH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-hydroxy-1,7-dip-tolylhepta-1,4,6-trien-3-one 、 2-氨基-4-甲基苯硫醇 在 溶剂黄146 作用下， 以 甲醇 为溶剂， 以7 %的产率得到
  参考文献：
  名称：

  Synthesis and cancer cell cytotoxicity of 2-aryl-4-(4-aryl-2-oxobut-3-en-1-ylidene)-substituted benzothiazepanes

  摘要：

  drug-like properties. In the present hit expansion study, 14 new 2-aryl-4-(4-aryl-2-oxobut-3-en-1-ylidene)benzothiazepanes were successfully synthesized through the implementation of various aromatic ring modifications and subsequently tested for cancer cell cytotoxicity using eight different cancer cell lines, revealing useful structure-activity relationship insights for this new class of compounds.

  DOI：

  10.1016/j.phytol.2023.04.008
• 作为产物：
  描述：

  对甲基苯甲醛 、 乙酰丙酮 在 calcium oxide 作用下， 反应 0.03h， 以95%的产率得到5-hydroxy-1,7-dip-tolylhepta-1,4,6-trien-3-one
  参考文献：
  名称：

  One pot synthesis, structural and spectral analysis of some symmetrical curcumin analogues catalyzed by calcium oxide under microwave irradiation

  摘要：

  A series of sixteen number of curcumin analogues have been synthesized under microwave irradiation using calcium oxide as a catalyst. The synthesized compounds have been characterized using FT-IR, MS, elemental analysis, H-1 and C-13 NMR spectroscopic techniques. The UV-Vis absorption studies for these compounds have been studied in order to provide the electronic transitions taking place in the molecule. When compared to the curcumin ((1E,4Z,6E)-5-hydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)hepta-1,4,6-trien-3-one), the absorption maxima,) lambda(max) for all the synthesized curcumin analogues with a variety of substituents gets blue shifted i.e., hypsochromic shift was observed. This shift may be assigned to the change of dipole moment within the solvated molecule. Theoretical calculations regarding the optimization of the synthesized molecules, electronic properties like highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) and mapped electron density surface diagrams were done. The geometrical energy, dipole moments and heat of formation values have also been calculated using the ArgusLab package by AM1 semi-empirical method. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2012.07.026