N-p-fluorobenzoylamino-N'-phenylthiourea | 205806-29-7

• 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: N-p-fluorobenzoylamino-N'-phenylthiourea
• 英文别名: 1-[(4-Fluorobenzoyl)amino]-3-phenylthiourea
• CAS: 205806-29-7
• 化学式: C₁₄H₁₂FN₃OS
• 分子量: 289.333
• InChiKey: AZEMRAXQABORRL-UHFFFAOYSA-N

物化性质

• 密度：
  1.367±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  85.2
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-p-fluorobenzoylamino-N'-phenylthiourea 在 硫酸 作用下， 反应 0.5h， 以73%的产率得到5-(4-fluorophenyl)-N-phenyl-1,3,4-thiadiazol-2-amine
  参考文献：
  名称：

  Synthesis of some 1,3,4-thiadiazole derivatives as inhibitors of Entamoeba histolytica

  摘要：

  In the quest for potent anti-amoebic agents, some 1,3,4-thiadiazole derivatives were synthesized and characterized by spectral data. The purity of the compounds was confirmed by elemental analysis. All the compounds were screened in vitro against HM1:IMSS strain of Entamoeba histolytica by microdilution method. The results revealed that compounds 1 (IC50 = 0.670 mu M), 3 (IC50 = 1.60 mu M) and 8 (IC50 = 0.522 mu M) had much better anti-amoebic activity than the reference drug metronidazole (IC50 = 1.80 mu M). Further, cytotoxicity of the compounds having IC50 value less than metronidazole was assessed by MTT assay on human breast cancer MCF-7 cell line and all the compounds were found low cytotoxic in the concentration range of 2.5-250 mu M. Preliminary results indicate that these three compounds (1, 3 and 8) may be subjected to further investigations and it may be hoped that the present study will stimulate efforts towards the development of novel effective anti-amoebic agents.

  DOI：

  10.1007/s00044-012-0107-x
• 作为产物：
  描述：

  对氟苯甲酸甲酯 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 7.0h， 生成 N-p-fluorobenzoylamino-N'-phenylthiourea
  参考文献：
  名称：

  Synthesis of some 1,3,4-thiadiazole derivatives as inhibitors of Entamoeba histolytica

  摘要：

  In the quest for potent anti-amoebic agents, some 1,3,4-thiadiazole derivatives were synthesized and characterized by spectral data. The purity of the compounds was confirmed by elemental analysis. All the compounds were screened in vitro against HM1:IMSS strain of Entamoeba histolytica by microdilution method. The results revealed that compounds 1 (IC50 = 0.670 mu M), 3 (IC50 = 1.60 mu M) and 8 (IC50 = 0.522 mu M) had much better anti-amoebic activity than the reference drug metronidazole (IC50 = 1.80 mu M). Further, cytotoxicity of the compounds having IC50 value less than metronidazole was assessed by MTT assay on human breast cancer MCF-7 cell line and all the compounds were found low cytotoxic in the concentration range of 2.5-250 mu M. Preliminary results indicate that these three compounds (1, 3 and 8) may be subjected to further investigations and it may be hoped that the present study will stimulate efforts towards the development of novel effective anti-amoebic agents.

  DOI：

  10.1007/s00044-012-0107-x

文献信息

• A KHSO4 mediated facile synthesis of 2-amino-1,3,4-oxadiazole derivatives
  作者：Binyu Long、Binghua Tian、Qiang Tang、Xiangnan Hu、Lei Han、Zifan Wang、Chenyu Wang、Yue Wu、Yu Yu、Zongjie Gan

  DOI：10.1016/j.tet.2021.132382

  日期：2021.9

  A novel, efficient and mild KHSO4 mediated synthesis for 2-amino-1,3,4-oxadiazoles has been established via the cyclodesulfurization of benzoylhydrazine and isothiocyanate derivatives in one pot. The reactions proceeded smoothly at room temperature and produced corresponding products in moderate to good yields. This protocol also showed good functional group tolerance.

  通过苯甲酰肼和异硫氰酸酯衍生物的环化脱硫，建立了一种新型、高效且温和的 KHSO 4介导的 2-氨基-1,3,4-恶二唑合成方法。反应在室温下顺利进行，并以中等至良好的收率产生相应的产物。该协议还显示出良好的官能团耐受性。
• Design, synthesis, in vitro and in silico evaluation of novel substituted 1,2,4-triazole analogues as dual human VEGFR-2 and TB-InhA inhibitors
  作者：Amira G. Zawal、Marwa M. Abdel-Aziz、Mahmoud H. Elbatreek、Abdalla A. El-Shanawani、Lobna M. Abdel-Aziz、Samar S. Elbaramawi

  DOI：10.1016/j.bioorg.2023.106883

  日期：2023.12

  [Display omitted]

  [显示省略]
• Gulerman; Rollas, Il Farmaco, 1997, vol. 52, # 11, p. 691 - 695
  作者：Gulerman、Rollas

  DOI：——

  日期：——
• 1,3,4-Thiadiazole Derivatives. Synthesis, Structure Elucidation, and Structure−Antituberculosis Activity Relationship Investigation
  作者：Elçin E. Oruç、Sevim Rollas、Fatma Kandemirli、Nathaly Shvets、Anatholy S. Dimoglo

  DOI：10.1021/jm0495632

  日期：2004.12.1

  A series of 2,5-disubstituted-1,3,4-thiadiazoles were synthesized, the compounds structures were elucidated and screened for the antituberculosis activity against Mycobacterium tuberculosis H37Rv using the BACTEC 460 radiometric system. Among the tested compounds, 2-phenylamino-5-(4-fluorophenyl)-1,3,4-thiadiazole 22 showed the highest inhibitory activity. The relationships between the structures of compounds and their antituberculosis activity were investigated by the Electronic-Topological Method (ETM) and feed forward neural networks (FFNNs) trained with the back-propagation algorithm. As a result of the approach, a system of pharmacophores and anti-pharmacophores has been found that effectively separates compounds of the examination set into groups of active and inactive compounds. The system can be applied to the screening and design of new active compounds possessing skeletons similar to those used in the present study.