1-(2-acetylphenyl)-3-tosylurea | 1357017-14-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(2-acetylphenyl)-3-tosylurea
• CAS: 1357017-14-1
• 化学式: C₁₆H₁₆N₂O₄S
• 分子量: 332.38
• InChiKey: QEKLVOYIXAIICY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.71
• 重原子数：
  23.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  92.34
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1-(2-acetylphenyl)-3-tosylurea 、 3,4,5-三甲氧基苯甲醛 在 potassium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 48.17h， 以88%的产率得到(E)-1-[2'-(3-(3,4,5-trimethoxyphenyl)acryloyl)phenyl]-3-tosylurea
  参考文献：
  名称：

  Synthesis, characterization and in vitro biological evaluation of some novel diarylsulfonylureas as potential cytotoxic and antimicrobial agents

  摘要：

  A series of novel diarylsulfonylureas (1-28) have been synthesized and characterized by FTIR, H-1 NMR, C-13 NMR and LC mass spectral analysis. All the synthesized compounds were evaluated for their in vitro cytotoxicity and antimicrobial activities. Among the tested compounds for cytotoxicity using Brine Shrimp Lethality assay, compounds 18 and 22 exhibited significant cytotoxicity at ED50 values 3.96 +/- 0.21 and 4.02 +/- 0.19 mu g/mL, respectively. This level of activity was found comparable to that of the reference drug podophyllotoxin with ED50 value 3.61 +/- 0.17 mu g/mL and it could be a remarkable starting point to develop new lead molecules with major cytotoxicity. Antimicrobial activity was screened using agar well diffusion assay method against selected Gram-positive, Gram-negative and fungal strains. Most of the compounds showed promising antibacterial and antifungal activity and the activity expressed as the minimum inhibitory concentration (MIC) in mu g/mL. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.11.125
• 作为产物：
  描述：

  邻氨基苯乙酮 、 对甲基苯磺酰异氰酸酯 以 二氯甲烷 为溶剂， 反应 0.67h， 生成 1-(2-acetylphenyl)-3-tosylurea
  参考文献：
  名称：

  Synthesis, characterization and in vitro biological evaluation of some novel diarylsulfonylureas as potential cytotoxic and antimicrobial agents

  摘要：

  A series of novel diarylsulfonylureas (1-28) have been synthesized and characterized by FTIR, H-1 NMR, C-13 NMR and LC mass spectral analysis. All the synthesized compounds were evaluated for their in vitro cytotoxicity and antimicrobial activities. Among the tested compounds for cytotoxicity using Brine Shrimp Lethality assay, compounds 18 and 22 exhibited significant cytotoxicity at ED50 values 3.96 +/- 0.21 and 4.02 +/- 0.19 mu g/mL, respectively. This level of activity was found comparable to that of the reference drug podophyllotoxin with ED50 value 3.61 +/- 0.17 mu g/mL and it could be a remarkable starting point to develop new lead molecules with major cytotoxicity. Antimicrobial activity was screened using agar well diffusion assay method against selected Gram-positive, Gram-negative and fungal strains. Most of the compounds showed promising antibacterial and antifungal activity and the activity expressed as the minimum inhibitory concentration (MIC) in mu g/mL. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.11.125