2,4-bis(4-chlorophenyl)-6-(thiophen-2-yl)pyridine | 1354159-51-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2,4-bis(4-chlorophenyl)-6-(thiophen-2-yl)pyridine
• 英文别名: 2,4-Bis(4-chlorophenyl)-6-(thiophen-2-yl)pyridine；2,4-bis(4-chlorophenyl)-6-thiophen-2-ylpyridine
• CAS: 1354159-51-5
• 化学式: C₂₁H₁₃Cl₂NS
• 分子量: 382.313
• InChiKey: XUBCBJGBZLIUIY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  potassium tetrachloroplatinate(II) 、 2,4-bis(4-chlorophenyl)-6-(thiophen-2-yl)pyridine 在 盐酸 作用下， 以 甲醇 、 水 为溶剂， 以80%的产率得到[PtCl2(2,4-bis(4-chlorophenyl)-6-(thiophen-2-yl)pyridine)]
  参考文献：
  名称：

  DNA interaction and cytotoxic activities of square planar platinum(II) complexes with N, S-donor ligands

  摘要：

  The platinum(II) complexes with N, S-donor ligands have been synthesized and characterized by physicochemical methods viz, elemental, electronic, FT-IR, H-1 NMR and LC-MS spectra. The binding mode and potency of the complexes with HS DNA (Herring Sperm) have been examined by absorption titration and viscosity measurement studies. The results revealed that complexes bind to HS DNA via covalent mode with the intrinsic binding constant (K-b) in the range 1.37-7.76 x 10(5) M-1. Decrease in the relative viscosity of HS DNA also supports the covalent mode of binding. The DNA cleavage activity of synthesized complexes has been carried out by gel electrophoresis experiment using supercoiled form of pUC19 DNA; showing the unwinding of the negatively charged supercoiled DNA. Brine shrimp (Anemia Cysts) lethality bioassay technique has been applied for the determination of toxic property of synthesized complexes in terms of (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2014.02.053
• 作为产物：
  描述：

  4-氯苯甲醛 在 ammonium acetate 、 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 6.0h， 生成 2,4-bis(4-chlorophenyl)-6-(thiophen-2-yl)pyridine
  参考文献：
  名称：

  Monitoring the DNA by ruthenium complexes of heterocyclic N,S-donor ligands and evaluation of biological activities

  摘要：

  Neutral N,S-donor bidentate ligands have been synthesized and characterized by NMR and IR spectroscopic techniques. The ligands have been used to synthesized ruthenium(II) complexes ([Ru(L-1-L-6)PPh3)(2)Cl-2]) and ruthenium(III) complexes ([Ru(L-1-L-6)PPh3)Cl-3]). Synthesized complexes have been characterized using elemental analysis, UV-Vis spectroscopy, magnetic measurements, LC-MS, and IR spectroscopy. Broth dilution technique was used to investigate antibacterial activity against two Gram-positive and three Gram-negative microorganisms and results show that all complexes are more potent than the respective ligands. UV-Vis absorption titration and viscosity measurements have been carried out to investigate the binding mode and binding strength of complexes with herring sperm DNA. The quantitative binding strength (K (b)) of the complexes was found in the range of 0.521 x 10(5)-2.94 x 10(5) M-1 and indicate intercalative mode of binding. Gel electrophoresis study was carried out to study the cleavage of pUC19 supercoiled DNA. DNA nuclease activity data for the complexes are found higher than respective ligands and metal salt. Brine shrimp bioassay was carried out to perform cytotoxicity study. IC50 values of the complexes were found in the range of 5.69 +/- 1.06-14.62 +/- 0.87 mu g cm(-3).

  DOI：

  10.1007/s00706-016-1708-8

文献信息

• Nucleic acid interaction and antibacterial behaviours of a ternary palladium(II) complexes
  作者：Mohan N. Patel、Promise A. Dosi、Bhupesh S. Bhatt

  DOI：10.1016/j.saa.2011.10.077

  日期：2012.2

  The bidentate ligands and Pd(II) complexes have been synthesized and characterized using elemental analysis (C, H, N), (1)H NMR, (13)C NMR, electronic spectra, FT-IR and FAB mass spectroscopy. The binding of palladium complexes with calf thymus DNA (CT DNA) has been explored using absorption titration, DNA melting temperature and viscosity measurements. The cleavage reaction on pUC19 DNA has been monitored

  二齿配体和Pd（II）配合物已经合成并使用元素分析（C，H，N），（1）H NMR，（13）C NMR，电子光谱，FT-IR和FAB质谱表征。钯配合物与小牛胸腺DNA（CT DNA）的结合已通过吸收滴定，DNA熔解温度和粘度测量进行了研究。通过琼脂糖凝胶电泳监测对pUC19 DNA的切割反应。结果表明，复合物可以通过插入模式与DNA结合，并表现出核酸酶活性，其中超螺旋形式转化为开环形式。配体和配合物的抗菌活性已经对三种革兰氏（-ve）和两种革兰氏（+ ve）微生物进行了研究，研究表明，所有配合物均显示出比配体和钯盐更好的微生物抑制活性。
• Cytotoxic, DNA Interaction, SOD Mimic, and Antimicrobial Activities of Square Pyramidal Copper(II) Complexes
  作者：Mohan N. Patel、Chintan R. Patel、Hardik N. Joshi

  DOI：10.1002/zaac.201200052

  日期：2012.6

  Viscosity measurement and absorption titration were employed to determine the mode of binding of complexes with DNA. DNA cleavage activity was carried out by gel electrophoresis experiment using supercoiled form of pUC19 DNA. The complexes were screened for their SOD mimic activity in terms of IC50 value. The complexes were also checked for their cytotoxicity using brine shrimp assay method.

  合成了铜 (II) 与 NS 供体配体和环丙沙星的配合物。合成的配合物通过元素和热分析、电子、FT-IR 和 LC-MS 光谱等物理化学参数进行表征。根据 MIC (μM) 测试复合物对两种革兰氏 (+ve) 菌，即金黄色葡萄球菌、枯草芽孢杆菌和三种革兰 (-ve)，即粘质沙雷氏菌、铜绿假单胞菌、大肠杆菌的抗菌活性，结果为与母药相比。使用粘度测量和吸收滴定来确定复合物与 DNA 的结合模式。DNA切割活性通过凝胶电泳实验使用超螺旋形式的pUC19 DNA进行。根据 IC50 值筛选复合物的 SOD 模拟活性。
• Monitoring the DNA by ruthenium complexes of heterocyclic N,S-donor ligands and evaluation of biological activities
  作者：Parag S. Karia、Pankajkumar A. Vekariya、Anshul P. Patidar、Ravi R. Patel、Mohan N. Patel

  DOI：10.1007/s00706-016-1708-8

  日期：2016.11

  Neutral N,S-donor bidentate ligands have been synthesized and characterized by NMR and IR spectroscopic techniques. The ligands have been used to synthesized ruthenium(II) complexes ([Ru(L-1-L-6)PPh3)(2)Cl-2]) and ruthenium(III) complexes ([Ru(L-1-L-6)PPh3)Cl-3]). Synthesized complexes have been characterized using elemental analysis, UV-Vis spectroscopy, magnetic measurements, LC-MS, and IR spectroscopy. Broth dilution technique was used to investigate antibacterial activity against two Gram-positive and three Gram-negative microorganisms and results show that all complexes are more potent than the respective ligands. UV-Vis absorption titration and viscosity measurements have been carried out to investigate the binding mode and binding strength of complexes with herring sperm DNA. The quantitative binding strength (K (b)) of the complexes was found in the range of 0.521 x 10(5)-2.94 x 10(5) M-1 and indicate intercalative mode of binding. Gel electrophoresis study was carried out to study the cleavage of pUC19 supercoiled DNA. DNA nuclease activity data for the complexes are found higher than respective ligands and metal salt. Brine shrimp bioassay was carried out to perform cytotoxicity study. IC50 values of the complexes were found in the range of 5.69 +/- 1.06-14.62 +/- 0.87 mu g cm(-3).
• DNA interaction and cytotoxic activities of square planar platinum(II) complexes with N, S-donor ligands
  作者：Mohan N. Patel、Chintan R. Patel、Hardik N. Joshi、Khyati P. Thakor

  DOI：10.1016/j.saa.2014.02.053

  日期：2014.6

  The platinum(II) complexes with N, S-donor ligands have been synthesized and characterized by physicochemical methods viz, elemental, electronic, FT-IR, H-1 NMR and LC-MS spectra. The binding mode and potency of the complexes with HS DNA (Herring Sperm) have been examined by absorption titration and viscosity measurement studies. The results revealed that complexes bind to HS DNA via covalent mode with the intrinsic binding constant (K-b) in the range 1.37-7.76 x 10(5) M-1. Decrease in the relative viscosity of HS DNA also supports the covalent mode of binding. The DNA cleavage activity of synthesized complexes has been carried out by gel electrophoresis experiment using supercoiled form of pUC19 DNA; showing the unwinding of the negatively charged supercoiled DNA. Brine shrimp (Anemia Cysts) lethality bioassay technique has been applied for the determination of toxic property of synthesized complexes in terms of (C) 2014 Elsevier B.V. All rights reserved.