2',4'-bis(4-methoxybenzoyloxy)acetophenone | 67881-34-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: 2',4'-bis(4-methoxybenzoyloxy)acetophenone
• 英文别名: 1-acetyl-2,4-bis-(4-methoxy-benzoyloxy)-benzene；1-[2.4-Bis-(4-methoxy-benzoyloxy)-phenyl]-aethanon-(1)；1-Acetyl-2,4-bis-(4-methoxy-benzoyloxy)-benzol；[4-Acetyl-3-(4-methoxybenzoyl)oxyphenyl] 4-methoxybenzoate
• CAS: 67881-34-9
• 化学式: C₂₄H₂₀O₇
• 分子量: 420.419
• InChiKey: RWNOFFUJTXGJAL-UHFFFAOYSA-N

物化性质

• 熔点：
  102 °C(Solv: ethanol (64-17-5))
• 沸点：
  625.6±55.0 °C(Predicted)
• 密度：
  1.251±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  31
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  88.1
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2',4'-bis(4-methoxybenzoyloxy)acetophenone 在 sodium hydroxide 、 水 作用下， 以 二甲基亚砜 为溶剂， 反应 0.17h， 以64%的产率得到4''-O-methyl-licodione
  参考文献：
  名称：

  Synthesis, biopharmaceutical characterization, antimicrobial and antioxidant activities of 1-(4′-O-β-d-glucopyranosyloxy-2′-hydroxyphenyl)-3-aryl-propane-1,3-diones

  摘要：

  This research communication is toward the investigation of the antibacterial, antifungal and antioxidant activities of the synthesized compounds 1-(4'-O-beta-D-glucopyranosyloxy-2'-hydroxyphenyl)-3-aryl-propane-1,3-diones (5a)-(5h). These compounds have been obtained by the interaction of alpha-acetobromoglucose with 1-(2',4'-dihydroxyphenyl)-3-aryl-propane-1,3-diones (3a)-(3h) under anhydrous condition and at lower temperature. The structures of these newly synthesized O-beta-D-glucopyranosides were established on the basis of chemical, elemental, and spectral analyses. Further, the compounds (5b), (5c), (5d) and (5g) showed potent antibacterial and antifungal activity. A good correlation was obtained between the theoretical predictions of bioavailability using Lipinski's rule-of-five and experimental verification. (c) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.01.068
• 作为产物：
  描述：

  2,4-二羟基苯乙酮 、 大茴香酸 在 吡啶 、 三氯氧磷 作用下， 以71%的产率得到2',4'-bis(4-methoxybenzoyloxy)acetophenone
  参考文献：
  名称：

  Synthesis, biopharmaceutical characterization, antimicrobial and antioxidant activities of 1-(4′-O-β-d-glucopyranosyloxy-2′-hydroxyphenyl)-3-aryl-propane-1,3-diones

  摘要：

  This research communication is toward the investigation of the antibacterial, antifungal and antioxidant activities of the synthesized compounds 1-(4'-O-beta-D-glucopyranosyloxy-2'-hydroxyphenyl)-3-aryl-propane-1,3-diones (5a)-(5h). These compounds have been obtained by the interaction of alpha-acetobromoglucose with 1-(2',4'-dihydroxyphenyl)-3-aryl-propane-1,3-diones (3a)-(3h) under anhydrous condition and at lower temperature. The structures of these newly synthesized O-beta-D-glucopyranosides were established on the basis of chemical, elemental, and spectral analyses. Further, the compounds (5b), (5c), (5d) and (5g) showed potent antibacterial and antifungal activity. A good correlation was obtained between the theoretical predictions of bioavailability using Lipinski's rule-of-five and experimental verification. (c) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.01.068

文献信息

• Dunne et al., Journal of the Chemical Society, 1950, p. 1252,1257
  作者：Dunne et al.

  DOI：——

  日期：——
• 322. Molecular rearrangement of some o-acyloxyacetophenones and the mechanism of the production of 3-acylchromones
  作者：Wilson Baker

  DOI：10.1039/jr9330001381

  日期：——
• Facile Synthesis of 7‐Methoxy‐2‐aryl‐3‐phenyl/or‐H‐8‐[2‐(4,6‐dimethyl‐3,5‐dicarbethoxy‐pyridyl)]‐4H‐1‐benzopyran‐4‐ones
  作者：Anil Kumar Soni、G. L. David Krupadanam、G. Srimannarayana

  DOI：10.1080/00397910601133581

  日期：2007.3
• GAYDOU E. M.; BIANCHINI J.-P., BULL. SOC. CHIM. FRANCE, 1978, PART 2, NO 1-2, 43-47
  作者：GAYDOU E. M.、 BIANCHINI J.-P.

  DOI：——

  日期：——
• Synthesis, biopharmaceutical characterization, antimicrobial and antioxidant activities of 1-(4′-O-β-d-glucopyranosyloxy-2′-hydroxyphenyl)-3-aryl-propane-1,3-diones
  作者：Javed Sheikh、Ali Parvez、Harjeet Juneja、Vishwas Ingle、Zahid Chohan、Moulay Youssoufi、Taibi Ben Hadda

  DOI：10.1016/j.ejmech.2011.01.068

  日期：2011.4

  This research communication is toward the investigation of the antibacterial, antifungal and antioxidant activities of the synthesized compounds 1-(4'-O-beta-D-glucopyranosyloxy-2'-hydroxyphenyl)-3-aryl-propane-1,3-diones (5a)-(5h). These compounds have been obtained by the interaction of alpha-acetobromoglucose with 1-(2',4'-dihydroxyphenyl)-3-aryl-propane-1,3-diones (3a)-(3h) under anhydrous condition and at lower temperature. The structures of these newly synthesized O-beta-D-glucopyranosides were established on the basis of chemical, elemental, and spectral analyses. Further, the compounds (5b), (5c), (5d) and (5g) showed potent antibacterial and antifungal activity. A good correlation was obtained between the theoretical predictions of bioavailability using Lipinski's rule-of-five and experimental verification. (c) 2011 Elsevier Masson SAS. All rights reserved.