3,5-bis-[(E)-2-phenylethenyl]-1,2,4-oxadiazole | 1002318-79-7

• 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: 3,5-bis-[(E)-2-phenylethenyl]-1,2,4-oxadiazole
• 英文别名: 3,5-distyryl-1,2,4-oxadiazole；3,5-Bis[(e)-2-phenylethenyl]-1,2,4-oxadiazole；3,5-bis[(E)-2-phenylethenyl]-1,2,4-oxadiazole
• CAS: 1002318-79-7
• 化学式: C₁₈H₁₄N₂O
• 分子量: 274.322
• InChiKey: PPSVMDDSTNUJGQ-PHEQNACWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  38.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,5-bis-[(E)-2-phenylethenyl]-1,2,4-oxadiazole 、 氨基邻苯二甲胺 在 lead(IV) tetraacetate 、 potassium carbonate 作用下， 以 二氯甲烷 为溶剂， 反应 0.17h， 以22%的产率得到3,5-bis-[rel-(2R,3S)-3-phenyl-1-phthalimidoaziridin-2-yl]-1,2,4-oxadiazole
  参考文献：
  名称：

  Oxidative addition of N-aminophthalimide to styryl-1,2,4-oxadiazoles

  摘要：

  The oxidation of N-aminophthalimide with lead tetraacetate in the presence of 5-[(E)-2-arylethenyl]-3-(4-methylphenyl)-1,2,4-oxadiazoles and 5-(4-methylphenyl)-3-[E)-2-phenyl-ethenyl]-1,2,4-oxadiazole led to the formation of the corresponding (3-aryl-1-phthalimidoaziridin-2-yl)-(4-methylphenyl)-1,2,4-oxadiazoles. In the reaction with 3,5-distyryl-1,2,4-oxadiazole a mixture was obtained of two regioisomeric monoadducts and a diadduct in the ratio 80 : 15: 5; at the use of 3 equiv of the aziridinating reagents only diadduct was isolated as a mixture of two diastereoisomers in the similar to 3 : 2 ratio that were separated by recrystallization.

  DOI：

  10.1134/s1070428010050143
• 作为产物：
  描述：

  cinnamoylamidoxime 、 肉桂酰氯 在 N-甲基吗啉 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 10.17h， 以56%的产率得到3,5-bis-[(E)-2-phenylethenyl]-1,2,4-oxadiazole
  参考文献：
  名称：

  Oxidative addition of N-aminophthalimide to styryl-1,2,4-oxadiazoles

  摘要：

  The oxidation of N-aminophthalimide with lead tetraacetate in the presence of 5-[(E)-2-arylethenyl]-3-(4-methylphenyl)-1,2,4-oxadiazoles and 5-(4-methylphenyl)-3-[E)-2-phenyl-ethenyl]-1,2,4-oxadiazole led to the formation of the corresponding (3-aryl-1-phthalimidoaziridin-2-yl)-(4-methylphenyl)-1,2,4-oxadiazoles. In the reaction with 3,5-distyryl-1,2,4-oxadiazole a mixture was obtained of two regioisomeric monoadducts and a diadduct in the ratio 80 : 15: 5; at the use of 3 equiv of the aziridinating reagents only diadduct was isolated as a mixture of two diastereoisomers in the similar to 3 : 2 ratio that were separated by recrystallization.

  DOI：

  10.1134/s1070428010050143

文献信息

• Antiproliferative Activity Predictor: A New Reliable In Silico Tool for Drug Response Prediction against NCI60 Panel
  作者：Annamaria Martorana、Gabriele La Monica、Alessia Bono、Salvatore Mannino、Silvestre Buscemi、Antonio Palumbo Piccionello、Carla Gentile、Antonino Lauria、Daniele Peri

  DOI：10.3390/ijms232214374

  日期：——

  In vitro antiproliferative assays still represent one of the most important tools in the anticancer drug discovery field, especially to gain insights into the mechanisms of action of anticancer small molecules. The NCI-DTP (National Cancer Institute Developmental Therapeutics Program) undoubtedly represents the most famous project aimed at rapidly testing thousands of compounds against multiple tumor

  体外抗增殖试验仍然是抗癌药物发现领域最重要的工具之一，尤其是用于深入了解抗癌小分子的作用机制。NCI-DTP（国家癌症研究所发展治疗计划）无疑代表了最著名的项目，旨在快速测试数千种化合物对抗多种肿瘤细胞系 (NCI60)。美国国家癌症研究所 (NCI) 数据库和许多其他数据库中存储的大量生物数据促使计算生物学和药物化学领域的研究人员开发工具来提前预测新药的抗癌特性。在这项工作中，基于 NCI 收集的可用抗增殖数据和分子描述符的操作，针对 NCI60 面板的输入结构的50 个值。这种基于配体的方案经内部和外部结构集验证，已被证明是高度可靠和稳健的。获得的 99 个结构测试集的 GI 50值呈现小于 ±1 个单位的误差。AAP 对 GI 50更有效计算在 4-6 范围内，表明结果与实验数据严格相关。对已作为抗增殖剂进行研究的姜黄素类似物内部数据库的检查进一步支持了令人鼓舞的结果。AAP 工具确定了几种潜在的活性化合物，随后对
• Oxidative addition of N-aminophthalimide to styryl-1,2,4-oxadiazoles
  作者：E. V. Beletskii、O. A. Ignatenko、M. A. Kuznetsov、S. I. Selivanov

  DOI：10.1134/s1070428010050143

  日期：2010.5

  The oxidation of N-aminophthalimide with lead tetraacetate in the presence of 5-[(E)-2-arylethenyl]-3-(4-methylphenyl)-1,2,4-oxadiazoles and 5-(4-methylphenyl)-3-[E)-2-phenyl-ethenyl]-1,2,4-oxadiazole led to the formation of the corresponding (3-aryl-1-phthalimidoaziridin-2-yl)-(4-methylphenyl)-1,2,4-oxadiazoles. In the reaction with 3,5-distyryl-1,2,4-oxadiazole a mixture was obtained of two regioisomeric monoadducts and a diadduct in the ratio 80 : 15: 5; at the use of 3 equiv of the aziridinating reagents only diadduct was isolated as a mixture of two diastereoisomers in the similar to 3 : 2 ratio that were separated by recrystallization.