4-(4-chlorophenyl)-5-(4-methoxyphenyl)-4H-1,2,4-triazole-3-thiol | 142142-23-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(4-chlorophenyl)-5-(4-methoxyphenyl)-4H-1,2,4-triazole-3-thiol
• 英文别名: 4-(4-chlorophenyl)-3-(4-methoxyphenyl)-1H-1,2,4-triazole-5-thione
• CAS: 142142-23-2
• 化学式: C₁₅H₁₂ClN₃OS
• mdl: MFCD02246701
• 分子量: 317.799
• InChiKey: DFMVQRBBRHCJMK-UHFFFAOYSA-N

物化性质

• 熔点：
  160 °C(Solv: ethanol (64-17-5))
• 沸点：
  442.0±55.0 °C(Predicted)
• 密度：
  1.36±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.066
• 拓扑面积：
  69
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(4-chlorophenyl)-5-(4-methoxyphenyl)-4H-1,2,4-triazole-3-thiol 、 溴乙酸 在 potassium hydroxide 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.33h， 生成 2-[[4-(4-chlorophenyl)-5-(4-methoxyphenyl)-1H-1,2,4-triazol-4-ium-3-yl]sulfanyl]acetate
  参考文献：
  名称：

  Discovery of Protein–Protein Interaction Inhibitors of Replication Protein A

  摘要：

  Replication protein A (RPA) is a ssDNA binding protein that is essential for DNA replication and repair. The initiation of the DNA damage response by RPA is mediated by protein protein interactions involving the N-terminal domain of the 70 kDa subunit with partner proteins. Inhibition of these interactions increases sensitivity toward DNA damage and replication stress and may therefore be a potential strategy for cancer drug discovery. Toward this end, we have discovered two lead series of compounds, derived from hits obtained from a fragment-based screen that bind to RPA70N with low micromolar affinity and inhibit the binding of an ATRIP-derived peptide to RPA. These compounds may offer a promising starting point for the discovery of clinically useful RP inhibitors.

  DOI：

  10.1021/ml400032y
• 作为产物：
  描述：

  对甲氧基苯甲酰肼 在 potassium hydroxide 作用下， 以 甲醇 为溶剂， 反应 12.0h， 生成 4-(4-chlorophenyl)-5-(4-methoxyphenyl)-4H-1,2,4-triazole-3-thiol
  参考文献：
  名称：

  Chanda, Sumitra; Baluja, Shipra; Parekh, Jigna, Journal of the Indian Chemical Society, 2012, vol. 89, # 2, p. 281 - 285

  摘要：

  DOI：

文献信息

• 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。
• Surface Modified Metal Nano-Particle and Use Thereof
  申请人：LEE Sang Joon

  公开号：US20120168681A1

  公开（公告）日：2012-07-05

  The present invention provides a metal nanoparticle that is surface-modified with a hydrophilic or hydrophobic functional group, and a composition for optical detection comprising the same. The surface-modified nanoparticles according to the present invention form clusters suitable for optical detection, for example, suitable as an X-ray contrast agent, and have surface plasmon energy in the visible region, thereby being usefully applied to a variety of optical detection methods.
• US8753895B2
  申请人：——

  公开号：US8753895B2

  公开（公告）日：2014-06-17
• Discovery of Protein–Protein Interaction Inhibitors of Replication Protein A
  作者：James D. Patrone、J. Phillip Kennedy、Andreas O. Frank、Michael D. Feldkamp、Bhavatarini Vangamudi、Nicholas F. Pelz、Olivia W. Rossanese、Alex G. Waterson、Walter J. Chazin、Stephen W. Fesik

  DOI：10.1021/ml400032y

  日期：2013.7.11

  Replication protein A (RPA) is a ssDNA binding protein that is essential for DNA replication and repair. The initiation of the DNA damage response by RPA is mediated by protein protein interactions involving the N-terminal domain of the 70 kDa subunit with partner proteins. Inhibition of these interactions increases sensitivity toward DNA damage and replication stress and may therefore be a potential strategy for cancer drug discovery. Toward this end, we have discovered two lead series of compounds, derived from hits obtained from a fragment-based screen that bind to RPA70N with low micromolar affinity and inhibit the binding of an ATRIP-derived peptide to RPA. These compounds may offer a promising starting point for the discovery of clinically useful RP inhibitors.
• Chanda, Sumitra; Baluja, Shipra; Parekh, Jigna, Journal of the Indian Chemical Society, 2012, vol. 89, # 2, p. 281 - 285
  作者：Chanda, Sumitra、Baluja, Shipra、Parekh, Jigna

  DOI：——

  日期：——