1-苯甲酰基-3-(2,5-二氯苯基)硫脲 | 6281-57-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-苯甲酰基-3-(2,5-二氯苯基)硫脲
• 英文名称: N-(2,5-dichlorophenyl)-N'-benzoylthiocarbamide
• 英文别名: 1-benzoyl-3-(2,5-dichlorophenyl)thiourea；N-benzoyl-N'-(2,5-dichloro-phenyl)-thiourea；N-Benzoyl-N'-(2,5-dichlor-phenyl)-thioharnstoff；N-[(2,5-dichlorophenyl)carbamothioyl]benzamide
• CAS: 6281-57-8
• 化学式: C₁₄H₁₀Cl₂N₂OS
• 分子量: 325.218
• InChiKey: DEWHSBUUMWHCGU-UHFFFAOYSA-N

物化性质

• 熔点：
  186-187 °C
• 密度：
  1.461±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 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：
  73.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-苯甲酰基-3-(2,5-二氯苯基)硫脲 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 2.0h， 生成 1-(2,5-dichlorophenyl)-2-methylisothiouronium iodide
  参考文献：
  名称：

  3-氨基-1,2,4-三唑衍生物作为潜在抗癌化合物的合成及生物学评价

  摘要：

  合成了携带3-氨基-1,2,4-三唑支架的两个系列的化合物，并使用XTT分析评估了它们对一组癌细胞系的抗癌活性。重新讨论了第一批吡啶基衍生物的1,2,4-三唑合成。生物学结果表明，对于这两个系列，不能替代的3-氨基-1,2,4-三唑核的有效性以及在三唑的3位的3-溴苯基氨基部分具有明显的有益作用（化合物2.6和4.6）在多个测试的细胞系上。此外，我们的结果指出了这些化合物的抗血管生成活性。总体而言，5-芳基-3-苯基氨基-1,2,4-三唑结构具有有前途的双重抗癌活性。

  DOI：

  10.1016/j.bioorg.2020.104271
• 作为产物：
  描述：

  苯甲酸 在 氯化亚砜 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.17h， 生成 1-苯甲酰基-3-(2,5-二氯苯基)硫脲
  参考文献：
  名称：

  Solution-phase microwave assisted parallel synthesis of N,N′-disubstituted thioureas derived from benzoic acid: Biological evaluation and molecular docking studies

  摘要：

  An efficient and facile microwave-assisted solution phase parallel synthesis for a 26-member library of N,N'-disubstituted thiourea analogs were accomplished successfully. The reaction time for synthesis of analogs was drastically reduced from a reported 8-12 h to only 10 min. Compounds were more than 95% pure, as characterized by modern analytical techniques, i.e. H-1 & C-13 NMR and FT-IR. The solid phase structural analysis has also been performed by single crystal XRD analysis. Synthesized compounds were preliminary screened for their in vitro urease inhibition and antifungal activity. Most of the compounds were found to be potent inhibitors of urease. However, the most significant activity was found for 11 with IC50 of 1.67 mu M. The docking scores correlate with the IC50 values of inhibitors. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.10.012

文献信息

• The Preparation and Hydrolysis of Mono- and Disubstituted Benzoylthioureas¹
  作者：Irwin B. Douglass、F. B. Dains

  DOI：10.1021/ja01321a061

  日期：1934.6
• New supramolecular ferrocenyl phenylguanidines as potent antimicrobial and DNA-binding agents
  作者：Rukhsana Gul、Azim Khan、Amin Badshah、Muhammad Khawar Rauf、Afzal Shah、Zia-ur-Rehman、Asghari Bano、Rabia Naz、Muhammad Nawaz Tahir

  DOI：10.1080/00958972.2013.796371

  日期：2013.6.1

  Six new ferrocenyl phenylguanidines have been synthesized and characterized by elemental analysis, FT-IR, multinuclear (H-1 and C-13) NMR, and single crystal analysis. The latter showed a supramolecular structure for 2 mediated by OH and H interactions. A subsequent DNA-binding study of these complexes proved them to be good DNA binders with the binding constant varying in the range of 1.25.6x10(5)M(1). These compounds were found to have moderate antibacterial and significant antifungal activities, especially for compounds having a chlorophenyl. These compounds may emerge as a new class of anticancer and antifungal agents alone or in combination with other drugs.
• Upadhyaya Srivastava, Journal of the Indian Chemical Society, 1982, vol. 59, # 6, p. 767 - 768
  作者：Upadhyaya Srivastava

  DOI：——

  日期：——
• Sharma, C. L.; Mishra, V. P., Acta Chimica Hungarica, 1983, vol. 114, # 1, p. 3 - 8
  作者：Sharma, C. L.、Mishra, V. P.

  DOI：——

  日期：——
• Badachikar, S. V.; Tikure, R. K.; Puranik, G. S., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1986, vol. 25, p. 444 - 446
  作者：Badachikar, S. V.、Tikure, R. K.、Puranik, G. S.

  DOI：——

  日期：——