5-n-decylsulfonylsalicylic acid | 98688-64-3

• 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-n-decylsulfonylsalicylic acid
• 英文别名: 5-(n-decylsulfonyl)salicylic acid；5-Decylsulfonyl-2-hydroxybenzoic acid
• CAS: 98688-64-3
• 化学式: C₁₇H₂₆O₅S
• 分子量: 342.456
• InChiKey: JBEXAHHQKVLONB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  23
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  100
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-n-decylsulfonylsalicylic acid 在 氯化亚砜 、 N,N-二甲基甲酰胺 作用下， 以 甲苯 为溶剂， 反应 3.0h， 生成 5-n-decylsulfonyl-3'-trifluoromethylsalicylanilide
  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
• 作为产物：
  描述：

  5-氯磺酰基-2-羟基苯甲酸 在 sodium hydroxide 、 sodium carbonate 、 sodium sulfite 作用下， 以 水 为溶剂， 反应 72.0h， 生成 5-n-decylsulfonylsalicylic acid
  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：——
• Novel 5-alkylsulfonylsalicylanlides and microbiocidal compositions for controlling the growth of microorganisms
  申请人：THE RESEARCH FOUNDATION OF STATE UNIVERSITY OF NEW YORK

  公开号：EP0198366B1

  公开（公告）日：1990-05-09
• US4939132A
  申请人：——

  公开号：US4939132A

  公开（公告）日：1990-07-03
• 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.