(E)-3-(2-chlorophenyl)-1-(3-methoxyphenyl)prop-2-en-1-one | 1196678-99-5

• 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: (E)-3-(2-chlorophenyl)-1-(3-methoxyphenyl)prop-2-en-1-one
• CAS: 1196678-99-5
• 化学式: C₁₆H₁₃ClO₂
• 分子量: 272.731
• InChiKey: ZEPQJEYAOQGWLD-MDZDMXLPSA-N

物化性质

• 沸点：
  426.6±45.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-3-(2-chlorophenyl)-1-(3-methoxyphenyl)prop-2-en-1-one 、 2-氯苯肼盐酸盐 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 以34%的产率得到1,5-bis(2-chlorophenyl)-3-(3-methoxyphenyl)-4,5-dihydro-1H-pyrazole
  参考文献：
  名称：

  Trisubstituted and tetrasubstituted pyrazolines as a novel class of cell-growth inhibitors in tumor cells with wild type p53

  摘要：

  Derivatives with scaffolds of 1,3,5-tri-substituted pyrazoline and 1,3,4,5-tetra-substituted pyrazoline were synthesized and tested for their inhibitory effects versus the p53(+/+) HCT116 and p53 (/) H1299 human tumor cell lines. Several compounds were active against the two cell lines displaying IC50 values in the low micromolar range with a clearly more pronounced effect on the p53(+/+) HCT116 cells. The compound class shows excellent developability due to the modular synthesis, allowing independent optimization of all three to four key substituents to improve the properties of the molecules. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.09.055
• 作为产物：
  描述：

  2-氯苯甲醛 、 3-甲氧基苯乙酮 在 potassium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 以94%的产率得到(E)-3-(2-chlorophenyl)-1-(3-methoxyphenyl)prop-2-en-1-one
  参考文献：
  名称：

  Trisubstituted and tetrasubstituted pyrazolines as a novel class of cell-growth inhibitors in tumor cells with wild type p53

  摘要：

  Derivatives with scaffolds of 1,3,5-tri-substituted pyrazoline and 1,3,4,5-tetra-substituted pyrazoline were synthesized and tested for their inhibitory effects versus the p53(+/+) HCT116 and p53 (/) H1299 human tumor cell lines. Several compounds were active against the two cell lines displaying IC50 values in the low micromolar range with a clearly more pronounced effect on the p53(+/+) HCT116 cells. The compound class shows excellent developability due to the modular synthesis, allowing independent optimization of all three to four key substituents to improve the properties of the molecules. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.09.055

文献信息

• Highly enantioselective conjugate addition of diethylzinc to substituted chalcones catalyzed by Cu(II) complexes of a tridentate P,N,O ligand
  作者：Deepak Baburao Biradar、Han-Mou Gau

  DOI：10.1016/j.tetasy.2008.02.027

  日期：2008.4

  A new series of tridentate P,N,O ligands having hard and soft donor atoms derived from chiral amino alcohols were developed and employed in the Cu(II)-catalyzed conjugate addition of diethylzinc to substituted chalcones. The asymmetric additions to a variety of substituted chalcones afforded products in excellent yields and good to excellent enantioselectivities up to 97% ee. (c) 2008 Elsevier Ltd. All rights reserved.
• Trisubstituted and tetrasubstituted pyrazolines as a novel class of cell-growth inhibitors in tumor cells with wild type p53
  作者：Mohammad Abdel-Halim、Adam B. Keeton、Evrim Gurpinar、Bernard D. Gary、Simon M. Vogel、Matthias Engel、Gary A. Piazza、Frank M. Boeckler、Rolf W. Hartmann、Ashraf H. Abadi

  DOI：10.1016/j.bmc.2013.09.055

  日期：2013.12

  Derivatives with scaffolds of 1,3,5-tri-substituted pyrazoline and 1,3,4,5-tetra-substituted pyrazoline were synthesized and tested for their inhibitory effects versus the p53(+/+) HCT116 and p53 (/) H1299 human tumor cell lines. Several compounds were active against the two cell lines displaying IC50 values in the low micromolar range with a clearly more pronounced effect on the p53(+/+) HCT116 cells. The compound class shows excellent developability due to the modular synthesis, allowing independent optimization of all three to four key substituents to improve the properties of the molecules. (C) 2013 Elsevier Ltd. All rights reserved.