2-(pyridin-3-ylmethylsulfanyl)phenylamine | 74462-23-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-(pyridin-3-ylmethylsulfanyl)phenylamine
• 英文别名: 2-(3-picoliltio)anilina；2-{[(Pyridin-3-yl)methyl]sulfanyl}aniline；2-(pyridin-3-ylmethylsulfanyl)aniline
• CAS: 74462-23-0
• 化学式: C₁₂H₁₂N₂S
• 分子量: 216.307
• InChiKey: UUVNDWRTXKFOJG-UHFFFAOYSA-N

物化性质

• 熔点：
  47 °C(Solv: ligroine (8032-32-4))
• 沸点：
  383.9±27.0 °C(Predicted)
• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  64.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(pyridin-3-ylmethylsulfanyl)phenylamine 在 氢氧化钾 、 双氧水 作用下， 以 乙醇 、 水 、 溶剂黄146 为溶剂， 反应 8.5h， 生成 2-(3-picolilsolfonil)anilina
  参考文献：
  名称：

  Nacci; Fiorini; Corti, Farmaco, Edizione Scientifica, 1980, vol. 35, # 4, p. 279 - 297

  摘要：

  DOI：
• 作为产物：
  描述：

  3-氯甲基吡啶盐酸盐 、 2-氨基苯硫醇 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 3.5h， 生成 2-(pyridin-3-ylmethylsulfanyl)phenylamine
  参考文献：
  名称：

  Nickel(II) complexes with 2-(pyridin-3-ylmethylsulfanyl)phenylamine and halide/pseudohalides: Synthesis, structural characterisation, interaction with CT-DNA and bovine serum albumin, and antibacterial activity

  摘要：

  A new series of hexacoordinated octahedral nickel(II) complexes of 2-(pyridin-3-ylmethylsulfanyl)phenylamine (L) formulated as [Ni(L)(4)(X)(2)] (1-4) [where X = Cl- (1); NCO- (2); N-3(-) (3) and NCS- (4)] has been synthesised and characterised by physicochemical, spectroscopic tools. Details of structural study of complex 1 using single crystal X-ray crystallography showed that distorted tetragonal environment around nickel(II) ion has been satisfied by four pyridinic-N donors of four organic moieties (L) and two chloride ions. All the complexes are redox active and the electrochemical study of the complexes showed only cathodic Ni-II/Ni-I redox couples in the range of -0.61 to -695 V versus Ag/AgCl. Interactions of 1 towards calf thymus-DNA by spectroscopic, viscosity-measurement and electrochemical study and towards bovine serum albumin (BSA) with the help of absorption and fluorescence spectroscopy were examined. Antibacterial activity of the complexes (1-4) studied by agar disc diffusion method showed the comparable inhibition activity of the nickel(II) complexes against some pathogenic bacteria namely Escherichia coli, Vibrio cholerae, Streptococcus pneumonia, Shigella sp. and Bacillus cereus. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2012.12.031

文献信息

• Design and Synthesis of Cinanserin Analogs as Severe Acute Respiratory Syndrome Coronavirus 3CL Protease Inhibitors
  作者：Qingang Yang、Lili Chen、Xuchang He、Zhenting Gao、Xu Shen、Donglu Bai

  DOI：10.1248/cpb.56.1400

  日期：——

  The severe acute respiratory syndrome (SARS) coronavirus 3CL protease is an attractive target for the development of anti-SARS drugs. In this paper, cinanserin (1) analogs were synthesized and tested for the inhibitory activities against SARS-coronavirus (CoV) 3CL protease by fluorescence resonance energy transfer (FRET) assay. Four analogs show significant activities, especially compound 26 with an IC50 of 1.06 μM.

  严重急性呼吸系统综合征（SARS）冠状病毒 3CL 蛋白酶是开发抗 SARS 药物的一个有吸引力的靶点。本文合成了西奈丝林(1)类似物，并通过荧光共振能量转移（FRET）检测了其对 SARS 冠状病毒（CoV）3CL 蛋白酶的抑制活性。四个类似物显示出明显的活性，尤其是化合物 26，其 IC50 为 1.06 μ<小>M。
• NACCI V.; FIORINI I.; CORTI P.; TADDEI I.; BERNABEI F.; FRATIGLONI P., FARMACO. ED. SCI., 1980, 35, NO 4, 279-297
  作者：NACCI V.、 FIORINI I.、 CORTI P.、 TADDEI I.、 BERNABEI F.、 FRATIGLONI P.

  DOI：——

  日期：——
• Nacci; Fiorini; Corti, Farmaco, Edizione Scientifica, 1980, vol. 35, # 4, p. 279 - 297
  作者：Nacci、Fiorini、Corti、Taddei、Bernabei、Fratiglioni

  DOI：——

  日期：——
• Nickel(II) complexes with 2-(pyridin-3-ylmethylsulfanyl)phenylamine and halide/pseudohalides: Synthesis, structural characterisation, interaction with CT-DNA and bovine serum albumin, and antibacterial activity
  作者：Animesh Patra、Buddhadeb Sen、Sandipan Sarkar、Akhil Pandey、Ennio Zangrando、Pabitra Chattopadhyay

  DOI：10.1016/j.poly.2012.12.031

  日期：2013.3

  A new series of hexacoordinated octahedral nickel(II) complexes of 2-(pyridin-3-ylmethylsulfanyl)phenylamine (L) formulated as [Ni(L)(4)(X)(2)] (1-4) [where X = Cl- (1); NCO- (2); N-3(-) (3) and NCS- (4)] has been synthesised and characterised by physicochemical, spectroscopic tools. Details of structural study of complex 1 using single crystal X-ray crystallography showed that distorted tetragonal environment around nickel(II) ion has been satisfied by four pyridinic-N donors of four organic moieties (L) and two chloride ions. All the complexes are redox active and the electrochemical study of the complexes showed only cathodic Ni-II/Ni-I redox couples in the range of -0.61 to -695 V versus Ag/AgCl. Interactions of 1 towards calf thymus-DNA by spectroscopic, viscosity-measurement and electrochemical study and towards bovine serum albumin (BSA) with the help of absorption and fluorescence spectroscopy were examined. Antibacterial activity of the complexes (1-4) studied by agar disc diffusion method showed the comparable inhibition activity of the nickel(II) complexes against some pathogenic bacteria namely Escherichia coli, Vibrio cholerae, Streptococcus pneumonia, Shigella sp. and Bacillus cereus. (C) 2013 Elsevier Ltd. All rights reserved.