2-(4-fluorophenyl)-3-acetyl-5-phenyl-2,3-dihydro-1,3,4-oxadiazole | 1185855-48-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(4-fluorophenyl)-3-acetyl-5-phenyl-2,3-dihydro-1,3,4-oxadiazole
• 英文别名: 1-[2-(4-fluorophenyl)-5-phenyl-2H-1,3,4-oxadiazol-3-yl]ethanone
• CAS: 1185855-48-4
• 化学式: C₁₆H₁₃FN₂O₂
• 分子量: 284.29
• InChiKey: UJHVBAGIGONDLB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  41.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(4-fluorophenyl)-3-acetyl-5-phenyl-2,3-dihydro-1,3,4-oxadiazole 、 ammonium hexabromoosmate(IV) 以 甲醇 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Oxadiazole based Os(IV) compounds as potential DNA intercalator and cytotoxic agents

  摘要：

  Os(IV) compounds and ligands have been synthesized and well characterized. DNA cleavage tendency of compounds has been evaluated using gel electrophoresis and binding behavior has been evaluated by viscosity measurements, absorption titration, fluorescence, and docking studies. All the compounds show the intercalation mode of binding. The binding constant of complexes falls at about 1.8-7.6 x 10(4) M-1 Bacteriostatic activity of compounds has been evaluated on a series of gram(+ve )and gram(-ve) bacteria in terms of their MIC values. Also, the compounds have been screened for in vivo and in vitro cytotoxicity assays on S. Pombe cell's DNA and HCT-116 cell line. LC50 of ligands and Os(IV) complexes are in the range of 7.92-19.91 and 4.00-11.74 mu g/mL respectively.

  DOI：

  10.1016/j.inoche.2020.108070
• 作为产物：
  描述：

  乙酸酐 、 N'-(4-fluorobenzylidene)benzohydrazide 以54%的产率得到2-(4-fluorophenyl)-3-acetyl-5-phenyl-2,3-dihydro-1,3,4-oxadiazole
  参考文献：
  名称：

  3-乙酰基-2,5-二芳基-2,3-二氢-1,3,4-恶二唑：一种选择性抑制单胺氧化酶B的新支架

  摘要：

  设计，合成并测试了3-乙酰基-2,5-二芳基-2,3-二氢-1,3,4-恶二唑类化合物作为抗人单胺氧化酶（MAO）A和B同工型的抑制剂。鉴定为外消旋体的几种化合物被鉴定为选择性MAO-B抑制剂。通过对映选择性HPLC分离并测试了一些衍生物的对映异构体。在[R对映体总活性最高。对接研究和分子动力学模拟证明了推定的结合模式。我们得出的结论是，这些1,3,4-恶二唑衍生物是有前途的可逆和选择性MAO-B抑制剂。

  DOI：

  10.1021/jm2002876

文献信息

• 3-Acetyl-2,5-diaryl-2,3-dihydro-1,3,4-oxadiazoles: A New Scaffold for the Selective Inhibition of Monoamine Oxidase B
  作者：Elias Maccioni、Stefano Alcaro、Roberto Cirilli、Sara Vigo、Maria Cristina Cardia、Maria Luisa Sanna、Rita Meleddu、Matilde Yanez、Giosuè Costa、Laura Casu、Peter Matyus、Simona Distinto

  DOI：10.1021/jm2002876

  日期：2011.9.22

  3-Acetyl-2,5-diaryl-2,3-dihydro-1,3,4-oxadiazoles were designed, synthesized, and tested as inhibitors against human monoamine oxidase (MAO) A and B isoforms. Several compounds, obtained as racemates, were identified as selective MAO-B inhibitors. The enantiomers of some derivatives were separated by enantioselective HPLC and tested. The R-enantiomers always showed the highest activity. Docking study

  设计，合成并测试了3-乙酰基-2,5-二芳基-2,3-二氢-1,3,4-恶二唑类化合物作为抗人单胺氧化酶（MAO）A和B同工型的抑制剂。鉴定为外消旋体的几种化合物被鉴定为选择性MAO-B抑制剂。通过对映选择性HPLC分离并测试了一些衍生物的对映异构体。在[R对映体总活性最高。对接研究和分子动力学模拟证明了推定的结合模式。我们得出的结论是，这些1,3,4-恶二唑衍生物是有前途的可逆和选择性MAO-B抑制剂。
• Oxadiazole based Os(IV) compounds as potential DNA intercalator and cytotoxic agents
  作者：Bharat H. Pursuwani、Bhupesh S. Bhatt、Foram U. Vaidya、Chandramani Pathak、Mohan N. Patel

  DOI：10.1016/j.inoche.2020.108070

  日期：2020.9

  Os(IV) compounds and ligands have been synthesized and well characterized. DNA cleavage tendency of compounds has been evaluated using gel electrophoresis and binding behavior has been evaluated by viscosity measurements, absorption titration, fluorescence, and docking studies. All the compounds show the intercalation mode of binding. The binding constant of complexes falls at about 1.8-7.6 x 10(4) M-1 Bacteriostatic activity of compounds has been evaluated on a series of gram(+ve )and gram(-ve) bacteria in terms of their MIC values. Also, the compounds have been screened for in vivo and in vitro cytotoxicity assays on S. Pombe cell's DNA and HCT-116 cell line. LC50 of ligands and Os(IV) complexes are in the range of 7.92-19.91 and 4.00-11.74 mu g/mL respectively.