2-(4-chlorobenzoyl)-N-(4-fluorophenyl)hydrazine carbothioamide | 316151-90-3

• 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-chlorobenzoyl)-N-(4-fluorophenyl)hydrazine carbothioamide
• 英文别名: 1-[(4-Chlorobenzoyl)amino]-3-(4-fluorophenyl)thiourea
• CAS: 316151-90-3
• 化学式: C₁₄H₁₁ClFN₃OS
• 分子量: 323.778
• InChiKey: IYYGEFPMRZGLMA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  21
• 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：

  2-(4-chlorobenzoyl)-N-(4-fluorophenyl)hydrazine carbothioamide 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 4.0h， 生成 5-(4-chlorophenyl)-4-(4-fluorophenyl)-2,4-dihydro-3H-1,2,4-triazole-3-thione
  参考文献：
  名称：

  Synthesis, Molecular Docking and Evaluation of Library of 3-Mercapto-1,2,4-Triazole Derivatives as Antimicrobial Agents

  摘要：

  由于细菌对抗菌药物和抗真菌药物的耐药性不断增加，开发新的抗微生物药物成为当务之急。在寻找新型抗微生物药物的过程中，从芳香酸和取代异硫氰酸酯合成了一系列4,5-二取代-3-巯基-1,2,4-三唑衍生物。进行了体外研究以研究合成化合物与CYP51活性口袋的结合相互作用。在合成的3-巯基-三唑衍生物中，化合物6r、6s和6u表现出与标准药物可比的有前景的抗微生物活性。结果表明，对3-巯基-1,2,4-三唑衍生物进行结构修饰可以产生有前景的抗微生物骨架。

  DOI：

  10.14233/ajchem.2021.23472
• 作为产物：
  描述：

  4-氯苯甲酸苯酯 在 一水合肼 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 3.5h， 生成 2-(4-chlorobenzoyl)-N-(4-fluorophenyl)hydrazine carbothioamide
  参考文献：
  名称：

  1,3,4-Thiadiazole Derivatives. Synthesis, Structure Elucidation, and Structure−Antituberculosis Activity Relationship Investigation

  摘要：

  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.

  DOI：

  10.1021/jm0495632

文献信息

• Sulfur bridged new metal-free and metallo phthalocyanines carrying 1,2,4-triazole rings and their photophysicochemical properties
  作者：Miraç Nedim Mısır、Gülbin Mısır、Olcay Bekircan、Halit Kantekin、Dilek Öztürk、Mahmut Durmuş

  DOI：10.1016/j.poly.2021.115361

  日期：2021.10

  which is a new compound by the ring closure reaction of 1. The other original compound 4-[5-(4-chlorophenyl)-4-(4-fluorophenyl)-4H-[1,2,4]triazol-3-yl sulfanyl]-phthalonitrile (3) was synthesized by the nucleophilic aromatic substitution reaction of 4-nitrophthalonitrile and compound 2. Starting from the new phthalonitrile (3), the metal-free (4), zinc(II) (5) and lead(II) (6) phthalocyanines (Pcs) were

  合成并表征了新型不含金属的( 4 )锌(II)( 5 )和铅(II)( 6 )酞菁，其含有1,2,4-三唑基团通过S桥与酞菁环相连。为此，作为 4-氯苄基酰肼和 4-氟苯基异硫氰酸酯反应的结果，合成了原始的 2-(4-氯苯甲酰基)-N-(4-氟苯基)肼碳硫酰胺 ( 1 )。通过1的闭环反应得到新化合物5-(4-氯苯基)-4-(4-氟苯基)-4H-1,2,4-三唑-3-硫醇( 2 ) 。另一种原化合物4-[5-(4-氯苯基)-4-(4-氟苯基)-4H-[1,2,4]三唑-3-基硫烷基]-邻苯二甲腈( 3) 由 4-硝基邻苯二甲腈与化合物2的亲核芳香取代反应合成。从新的邻苯二甲腈（3）开始，制备了不含金属的（4）、锌（II）（5）和铅（II）（6）酞菁（Pcs）。在这项工作中，合成了六种新化合物，并通过元素分析和1 H NMR、13 C NMR、FT-IR、MALDI-TOF MS 和 UV-vis
• 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.
• Synthesis, Molecular Docking and Evaluation of Library of 3-Mercapto-1,2,4-Triazole Derivatives as Antimicrobial Agents
  作者：Swarnagowri Nayak、Santosh L. Gaonkar、Sushruta S. Hakkimane、Swapna B、Nitinkumar S. Shetty

  DOI：10.14233/ajchem.2021.23472

  日期：——

  Due to the increasing microbial resistance to antibacterial and antifungal drugs, the development of new antimicrobial agents is an urgent priority. In search of newer antimicrobial agents, a series of 4,5-disubstituted-3-mercapto-1,2,4-triazole derivatives were synthesized from aromatic acids and substituted isothiocyanates. The in silico study was performed to study the binding interactions of the synthesized compounds with the active pocket of CYP51. Among the synthesized 3-mercapto-triazole derivatives, compounds 6r, 6s and 6u exhibited promising antimicrobial activity comparable to standard drugs. The results suggested that the structural modification to 3-mercapto-1,2,4-triazole derivatives could lead to promising antimicrobial scaffolds.

  由于细菌对抗菌药物和抗真菌药物的耐药性不断增加，开发新的抗微生物药物成为当务之急。在寻找新型抗微生物药物的过程中，从芳香酸和取代异硫氰酸酯合成了一系列4,5-二取代-3-巯基-1,2,4-三唑衍生物。进行了体外研究以研究合成化合物与CYP51活性口袋的结合相互作用。在合成的3-巯基-三唑衍生物中，化合物6r、6s和6u表现出与标准药物可比的有前景的抗微生物活性。结果表明，对3-巯基-1,2,4-三唑衍生物进行结构修饰可以产生有前景的抗微生物骨架。