5-dodecylsulfonyl-2-hydroxy-N-(4-nitrophenyl)benzamide | 98688-55-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-dodecylsulfonyl-2-hydroxy-N-(4-nitrophenyl)benzamide
• CAS: 98688-55-2
• 化学式: C₂₅H₃₄N₂O₆S
• 分子量: 490.621
• InChiKey: UPEVQGDNJQUAMM-UHFFFAOYSA-N

物化性质

• 熔点：
  147-149 °C
• 沸点：
  627.2±55.0 °C(Predicted)
• 密度：
  1.220±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  34
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  138
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-羟基-5-亚磺基苯甲酸 在 sodium hydroxide 、 氯化亚砜 、 sodium carbonate 、 N,N-二甲基甲酰胺 作用下， 以 甲苯 为溶剂， 反应 75.0h， 生成 5-dodecylsulfonyl-2-hydroxy-N-(4-nitrophenyl)benzamide
  参考文献：
  名称：

  5-(Alkylsulfonyl)salicylanilides as potential dental antiplaque agents

  摘要：

  A series of 22 5-(alkylsulfonyl)salicylanilides was synthesized and evaluated for in vitro antibacterial and antiplaque activity against Actinomyces viscosus and Streptococcus mutans, adherent microorganisms implicated in periodontal disease and dental caries. The minimum inhibitory concentrations of 25 salicylanilides (including 5-acyl-, 5-alkyl-, and 5-(alkylsulfonyl)-4'-bromo- and -4'-(trifluoromethyl)salicylanilides) were found to correlate (r = 0.94) with estimated log D values. Several salicylanilides, such as 5-(decylsulfonyl)- and 5-(dodecylsulfonyl)-4'-(trifluoromethyl)salicylanilides (15 and 19) were found to exhibit high levels of in vitro antibacterial and antiplaque activity against A. viscosus and S. mutans.

  DOI：

  10.1021/jm00151a004

文献信息

• CLARK, M. T.;COBURN, R. A.;EVANS, R. T.;GENCO, R. J., J. MED. CHEM., 1986, 29, N 1, 25-29
  作者：CLARK, M. T.、COBURN, R. A.、EVANS, R. T.、GENCO, R. J.

  DOI：——

  日期：——
• 5-(Alkylsulfonyl)salicylanilides as potential dental antiplaque agents
  作者：Michael T. Clark、Robert A. Coburn、Richard T. Evans、Robert J. Genco

  DOI：10.1021/jm00151a004

  日期：1986.1

  A series of 22 5-(alkylsulfonyl)salicylanilides was synthesized and evaluated for in vitro antibacterial and antiplaque activity against Actinomyces viscosus and Streptococcus mutans, adherent microorganisms implicated in periodontal disease and dental caries. The minimum inhibitory concentrations of 25 salicylanilides (including 5-acyl-, 5-alkyl-, and 5-(alkylsulfonyl)-4'-bromo- and -4'-(trifluoromethyl)salicylanilides) were found to correlate (r = 0.94) with estimated log D values. Several salicylanilides, such as 5-(decylsulfonyl)- and 5-(dodecylsulfonyl)-4'-(trifluoromethyl)salicylanilides (15 and 19) were found to exhibit high levels of in vitro antibacterial and antiplaque activity against A. viscosus and S. mutans.