1-(4-Chlorophenyl)sulfonyl-3-(2-methoxyphenyl)imidazolidin-2-imine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 1-(4-Chlorophenyl)sulfonyl-3-(2-methoxyphenyl)imidazolidin-2-imine
• 化学式: C₁₆H₁₆ClN₃O₃S
• 分子量: 365.84
• InChiKey: NTBNDNDZCRRSMR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  82.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(4-Chlorophenyl)sulfonyl-3-(2-methoxyphenyl)imidazolidin-2-imine 、 异氰酰乙酸乙酯 以 二氯甲烷 为溶剂， 反应 24.0h， 以45%的产率得到1-[1-(2-methoxyphenyl)-3-(4-chlorophenylsulfonylimidazolidyn-2-ylidene)]-3-ethoxycarbonylmethylurea
  参考文献：
  名称：

  Synthesis and antiviral activity of 1-(1,3-disubstitutedimidazolidyn-2-ylidene)-3-ethoxycarbonylmethylurea derivatives

  摘要：

  Novel 1-(1,3-disubstituted-imidazolidyn-2-ylidene)-3-ethoxycarbonylmethylurea derivatives (3a-3j) were obtained from appropriate 1-aryl-3-arylsulfonyl-1H-imidazolidine-2-imines (1a-1j) and ethyl isocyanatoacetate (2), which were subjected to condensation. Seven compounds were tested for their antiviral activity against HSV-1 and CVB3 viruses. Among the tested compounds, 3c was found to be active against HSV-1, proving that 4-methoxy substituent as R and 4-methyl substituent as R-1 are most beneficial for activity against this virus. Furthermore, 3e and 3g were active against CVB3, which demonstrated that both 4-methyl and 4-chloro substitution is tolerated as R-1, whereas 4-chloro and 2-methoxy substituents are best as R. It was also shown that the active compounds are characterized by relatively big surface area, small ovality, and greatest HOMO and LUMO energies in comparison to the rest of the compounds.

  DOI：

  10.3109/14756366.2015.1022172
• 作为产物：
  描述：

  溴化氰 、 4-Chloro-N-[2-(2-methoxy-phenylamino)-ethyl]-benzenesulfonamide 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以30%的产率得到1-(4-Chlorophenyl)sulfonyl-3-(2-methoxyphenyl)imidazolidin-2-imine
  参考文献：
  名称：

  Rzadkowska; Tkaczynski, Pharmazie, 1995, vol. 50, # 12, p. 822 - 822

  摘要：

  DOI：

文献信息

• Synthesis and antiviral activity of 1-(1,3-disubstitutedimidazolidyn-2-ylidene)-3-ethoxycarbonylmethylurea derivatives
  作者：Marzena Rządkowska、Elżbieta Szacoń、Agnieszka A. Kaczor、Barbara Rajtar、Łukasz Świątek、Małgorzata Polz-Dacewicz、Dariusz Matosiuk

  DOI：10.3109/14756366.2015.1022172

  日期：——

  Novel 1-(1,3-disubstituted-imidazolidyn-2-ylidene)-3-ethoxycarbonylmethylurea derivatives (3a-3j) were obtained from appropriate 1-aryl-3-arylsulfonyl-1H-imidazolidine-2-imines (1a-1j) and ethyl isocyanatoacetate (2), which were subjected to condensation. Seven compounds were tested for their antiviral activity against HSV-1 and CVB3 viruses. Among the tested compounds, 3c was found to be active against HSV-1, proving that 4-methoxy substituent as R and 4-methyl substituent as R-1 are most beneficial for activity against this virus. Furthermore, 3e and 3g were active against CVB3, which demonstrated that both 4-methyl and 4-chloro substitution is tolerated as R-1, whereas 4-chloro and 2-methoxy substituents are best as R. It was also shown that the active compounds are characterized by relatively big surface area, small ovality, and greatest HOMO and LUMO energies in comparison to the rest of the compounds.
• Rzadkowska; Tkaczynski, Pharmazie, <hi>1995</hi>, vol. 50, # 12, p. 822 - 822
  作者：Rzadkowska、Tkaczynski

  DOI：——

  日期：——