2',4'-bis(4-chlorobenzoyloxy)acetophenone | 22609-50-3

• 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-chlorobenzoyloxy)acetophenone
• 英文别名: 1-[2,4-bis-(4-chloro-benzoyloxy)-phenyl]-ethanone；1-[2,4-Bis-(4-chlor-benzoyloxy)-phenyl]-aethanon；4-Acetylbenzene-1,3-diyl bis(4-chlorobenzoate)；[4-acetyl-3-(4-chlorobenzoyl)oxyphenyl] 4-chlorobenzoate
• CAS: 22609-50-3
• 化学式: C₂₂H₁₄Cl₂O₅
• 分子量: 429.256
• InChiKey: PPTISZADKZEAMT-UHFFFAOYSA-N

物化性质

• 熔点：
  116-118 °C
• 沸点：
  619.0±55.0 °C(Predicted)
• 密度：
  1.377±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  69.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2',4'-bis(4-chlorobenzoyloxy)acetophenone 在 sodium acetate 、 potassium carbonate 、 溶剂黄146 作用下， 以 丙酮 、 甲苯 为溶剂， 反应 48.0h， 生成 2-(4-Chlorophenyl)-7-[4-(4-phenylpiperazin-1-yl)butoxy]chromen-4-one
  参考文献：
  名称：

  Design, synthesis and biological evaluation of new arylpiperazine derivatives bearing a flavone moiety as α1-adrenoceptor antagonists

  摘要：

  Elaborate study on the three-dimensional model of alpha(1)-adrenoceptor (alpha(1)-AR) antagonists led to the development of a series of new arylpiperazine derivatives bearing a flavone nucleus as alpha(1)-AR antagonists. The in vitro activities were evaluated and compounds 1, 4, 10, 13 and 15 showed activities close to the reference compound (Prazosin). (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.12.080
• 作为产物：
  描述：

  2,4-二羟基苯乙酮 、 对氯苯甲酸 在 吡啶 、 三氯氧磷 作用下， 以68%的产率得到2',4'-bis(4-chlorobenzoyloxy)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：——
• Design, synthesis and biological evaluation of new arylpiperazine derivatives bearing a flavone moiety as α1-adrenoceptor antagonists
  作者：Jing Jin、Xiao-Bing Wang、Ling-Yi Kong

  DOI：10.1016/j.bmcl.2010.12.080

  日期：2011.2

  Elaborate study on the three-dimensional model of alpha(1)-adrenoceptor (alpha(1)-AR) antagonists led to the development of a series of new arylpiperazine derivatives bearing a flavone nucleus as alpha(1)-AR antagonists. The in vitro activities were evaluated and compounds 1, 4, 10, 13 and 15 showed activities close to the reference compound (Prazosin). (C) 2010 Elsevier Ltd. All rights reserved.
• 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.