(z)-3-((Phenylimino)methyl)quinoline-2-thiol | 370849-77-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: (z)-3-((Phenylimino)methyl)quinoline-2-thiol
• 英文别名: 3-(phenyliminomethyl)-1H-quinoline-2-thione
• CAS: 370849-77-7
• 化学式: C₁₆H₁₂N₂S
• 分子量: 264.351
• InChiKey: NLBWPVNMIXHMOY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  56.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (z)-3-((Phenylimino)methyl)quinoline-2-thiol 、 巯基乙酸 在 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 生成 2-(2-mercaptoquinolin-3-yl)-3-phenyl-1,3-thiazolidin-4-one
  参考文献：
  名称：

  An efficient carbodiimide-mediated synthesis and DNA-binding studies of novel 2-chloro/mercapto-quinoline-fused 1,3-thiazolidinones via one-pot three-component condensation

  摘要：

  A new and efficient method for the preparation of 2-(2-chloroquinolin-3-yl)-3-(4-methylphenyl)-1, 3-thiazolidin-4-one derivatives has been assembled by DCC:-mediated three-component one-pot reaction of amine, aldehyde, and mercaptoacetic acid. The final compounds were obtained in quantitative yields within 50min. The synthesized compounds were characterized by elemental analysis, FT-IR, 1H-NMR, and mass spectral data. The selected compounds were studied for interaction with calf thymus DNA by electronic spectra, viscosity measurements as well as thermal denaturation studies. On binding to DNA, the absorption spectrum underwent bathochromic and hypochromic shifts. The binding constant (Kb) had a value of 5.3x105M-1 for 2a and 5.8x105M-1 for 3a. The viscosity measurements indicated that the viscosity of sonicated rod-like DNA fragments increased.

  DOI：

  10.1080/17415990903295678
• 作为产物：
  描述：

  3-formyl-2-mercaptoquinoline 、 苯胺 以 四氢呋喃 为溶剂， 反应 0.25h， 生成 (z)-3-((Phenylimino)methyl)quinoline-2-thiol
  参考文献：
  名称：

  An efficient carbodiimide-mediated synthesis and DNA-binding studies of novel 2-chloro/mercapto-quinoline-fused 1,3-thiazolidinones via one-pot three-component condensation

  摘要：

  A new and efficient method for the preparation of 2-(2-chloroquinolin-3-yl)-3-(4-methylphenyl)-1, 3-thiazolidin-4-one derivatives has been assembled by DCC:-mediated three-component one-pot reaction of amine, aldehyde, and mercaptoacetic acid. The final compounds were obtained in quantitative yields within 50min. The synthesized compounds were characterized by elemental analysis, FT-IR, 1H-NMR, and mass spectral data. The selected compounds were studied for interaction with calf thymus DNA by electronic spectra, viscosity measurements as well as thermal denaturation studies. On binding to DNA, the absorption spectrum underwent bathochromic and hypochromic shifts. The binding constant (Kb) had a value of 5.3x105M-1 for 2a and 5.8x105M-1 for 3a. The viscosity measurements indicated that the viscosity of sonicated rod-like DNA fragments increased.

  DOI：

  10.1080/17415990903295678