1,1’-(1,4-phenylene)bis(3-(4-methoxyphenyl)prop-2-en-1-one) | 132843-76-6

• 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: 1,1’-(1,4-phenylene)bis(3-(4-methoxyphenyl)prop-2-en-1-one)
• 英文别名: (2E,2′E)-1,1′-(1,4-phenylene)bis(3-(4-methoxyphenyl)prop-2-en-1-one)；(E)-3-(4-methoxyphenyl)-1-[4-[(E)-3-(4-methoxyphenyl)prop-2-enoyl]phenyl]prop-2-en-1-one
• CAS: 132843-76-6
• 化学式: C₂₆H₂₂O₄
• 分子量: 398.458
• InChiKey: NRBBYUYQYCOUDZ-ZEELXFFVSA-N

物化性质

• 沸点：
  614.2±55.0 °C(Predicted)
• 密度：
  1.178±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,1’-(1,4-phenylene)bis(3-(4-methoxyphenyl)prop-2-en-1-one) 在 吡啶 、 盐酸 、 三乙胺 作用下， 以 乙醚 、 氯仿 为溶剂， 反应 51.0h， 生成 {4-[1-Benzenesulfonyl-4-(4-methoxy-phenyl)-4,5-dihydro-1H-pyrazole-3-carbonyl]-phenyl}-[1-benzenesulfonyl-4-(4-methoxy-phenyl)-4,5-dihydro-1H-pyrazol-3-yl]-methanone
  参考文献：
  名称：

  Reddy; Seshamma; Seenaiah, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1991, vol. 30, # 1, p. 46 - 51

  摘要：

  DOI：
• 作为产物：
  描述：

  1,4-二乙酰苯 、 4-甲氧基苯甲醛 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 0.25h， 以91%的产率得到1,1’-(1,4-phenylene)bis(3-(4-methoxyphenyl)prop-2-en-1-one)
  参考文献：
  名称：

  Synthesis, characterization and antimicrobial activities of some novel bis-chalcones

  摘要：

  A series of novel bis-chalcones 3a-n were synthesized in excellent yields by condensation reaction of 1,4-diacetylbenzene with various aldehydes in ethanol 96% and aqueous NaOH at room temperature. All compounds were characterized by IR, H-1 and C-13 NMR, UV spectroscopy and elemental analysis. The antimicrobial activities of synthesized compounds were also evaluated. The most of these compounds exhibited a good activity against Staphylococcus aureus, Escherichia coli and Candida albicans microorganisms. Some of them showed significant activities.

  DOI：

  10.1007/s00044-011-9696-z

文献信息

• Synthesis of Some New Bis[1-(2-aroyl-3-aryl)cyclopropylcarbonyl]benzenes and Pyridines under Phase Transfer Catalysis (PTC) Method
  作者：Dandu Bhaskar Reddy、Biradavolu Seenaiah、Adivireddi Padmaja、Pallela Venkata Ramana Reddy

  DOI：10.1135/cccc19931437

  日期：——

  Some new bis[1-(2-aroyl-3-aryl)cyclopropylcarbonyl]benzenes and pyridines IV - VI have been prepared by the cycloaddition of dimethylsulfonium phenacylide to 1,1'-(1,3-, 1,4-phenylene, and 2,6-pyridylene)-bis(3-aryl-2-propen-1-ones) I - III by adopting two different methods. The advantages of the PTC method over the other have been discussed. The structures of the compound have been confirmed by spectral data.

  一些新的双[1-(2-芳酰基-3-芳基)环丙基羰基]苯和吡啶已通过将二甲基亚砜苯乙炔与1,1'-(1,3-, 1,4-苯基和2,6-吡啶基)-双(3-芳基-2-丙烯-1-酮)进行环加成反应而制备，采用了两种不同的方法。讨论了PTC方法相对于其他方法的优势。该化合物的结构已通过光谱数据确认。
• Symmetric Bis-chalcones as a New Type of Breast Cancer Resistance Protein Inhibitors with a Mechanism Different from That of Chromones
  作者：Evelyn Winter、Patrícia Devantier Neuenfeldt、Louise Domeneghini Chiaradia-Delatorre、Charlotte Gauthier、Rosendo Augusto Yunes、Ricardo José Nunes、Tânia Beatriz Creczynski-Pasa、Attilio Di Pietro

  DOI：10.1021/jm401879z

  日期：2014.4.10

  Potent ABCG2 inhibitors were recently identified as asymmetric chromones with different types of substituents. We here synthesized symmetric bis-chalcones that were differently substituted and screened for their ability to inhibit mitoxantrone efflux from ABCG2-transfected HEK293 cells. Potent bis-chalcone inhibitors were identified, the efficiency depending on both position of the central ketone groups and the number and positions of lateral methoxy substituents. The best derivative, namely, 1p, was selective for ABCG2 over P-glycoprotein and MRP1, appeared not to be transported by ABCG2, and was at least as active on various drug-selected cancer cells overexpressing ABCG2. Compound 1p stimulated the ABCG2 basal ATPase activity by contrast to a chromone lead that inhibited it, suggesting different mechanisms of interaction. Combination of both types of inhibitors produced synergistic effects, leading to complete inhibition at very low
• Reddy, D. Bhaskar; Seenaiah, B.; Padmavathi, V., Phosphorus, Sulfur and Silicon and the Related Elements, 1992, vol. 69, # 1-2, p. 31 - 42
  作者：Reddy, D. Bhaskar、Seenaiah, B.、Padmavathi, V.、Seshamma, T.

  DOI：——

  日期：——
• Bhaskar Reddy; Seenaiah; Muralidhar Reddy, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1996, vol. 35, # 10, p. 1012 - 1016
  作者：Bhaskar Reddy、Seenaiah、Muralidhar Reddy

  DOI：——

  日期：——
• UMA, DEVI Y.;ASHOK, K.;RAO, K. R. K. M., INDIAN J. CHEM. B, 29,(1990) N, C. 898-900
  作者：UMA, DEVI Y.、ASHOK, K.、RAO, K. R. K. M.

  DOI：——

  日期：——