5-己基-2-羟基-N-(4-硝基苯基)苯甲酰胺 | 78417-81-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 5-己基-2-羟基-N-(4-硝基苯基)苯甲酰胺
• 英文名称: 5-n-hexyl-4'nitrosalicylanilide
• 英文别名: 5-Hexyl-2-hydroxy-N-(4-nitrophenyl)benzamide
• CAS: 78417-81-9
• 化学式: C₁₉H₂₂N₂O₄
• 分子量: 342.395
• InChiKey: PWHBTZAQDUCCBM-UHFFFAOYSA-N

物化性质

• 沸点：
  463.5±45.0 °C(Predicted)
• 密度：
  1.234±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  95.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5-己基-2-羟基-苯甲酸 在 三氯化磷 作用下， 以 氯苯 为溶剂， 反应 3.25h， 生成 5-己基-2-羟基-N-(4-硝基苯基)苯甲酰胺
  参考文献：
  名称：

  Potential salicylamide antiplaque agents: in vitro antibacterial activity against Actinomyces viscosus

  摘要：

  A series of 55 salicylamides, including 3,5-dibromo-, 5-n-alkyl-, and 5-n-acylsalicyloyl derivatives of various anilines, heterocyclic amines, benzylamines, and alkylamines, was synthesized and evaluated for in vitro antibacterial activity against Actinomyces viscosus, an adherent oral microorganism implicated in periodontal disease. The in vitro minimum inhibitory concentrations of 15 4'-bromosalicylanilides were found to correlate (r = 0.92) with estimated log D values. Several nonhalogenated salicylanilides, such as 5-n-hexyl- (40) and 5-n-decanoyl-4'-nitrosalicylanilide (47), were found to exhibit higher levels of in vitro antibacterial activity against a number of Actinomycetes than did tribromsalan (1) or fluorophene (2).

  DOI：

  10.1021/jm00142a023

文献信息

• 5-Alkylsalicylanilides derivatives and method for inhibiting the growth of microorganisms
  申请人：THE RESEARCH FOUNDATION OF STATE UNIVERSITY OF NEW YORK

  公开号：EP0038192A1

  公开（公告）日：1981-10-21

  The composition comprises certain 5-Alkylsalicylanilides and more particularly comprises the compounds encompassed by the following generic formula: where Z is a substitutea phenyl ring of from 6 to 30 carbon atoms including substituents, and R is a substituted or unsubstituted n-alkyl or phenyl group of from 4 to 30 carbon atoms including substituents. The preferred compositions of the invention have a partition coefficient greater than 4 and the substituted moieties in the phenyl nng of the Z group have a combined overall electron withdrawing effect on the phenyl ring of the Z group. The method of the invention comprises contacting a microorganism affected by the above composition with a sufficient concentration of the above composition for a sufficient time to inhibit the growth of the microorganism. The above compositions are effective antiseptics against a wide range of microorganisms, especially bacteria, and the compositions surprisingly are effective against microorganisms prevalent in dental plaque.

  该组合物包括某些 5-烷基水杨酰苯胺，特别是包括以下通式所包含的化合物： 其中，Z 是包括取代基在内的 6 至 30 个碳原子的取代a苯基环，R 是包括取代基在内的 4 至 30 个碳原子的取代或未取代的正烷基或苯基。 本发明的优选组合物的分配系数大于 4，Z 基团的苯基中的取代基对 Z 基团的苯基环具有综合的整体电子撤回效应。 本发明的方法包括将受上述组合物影响的微生物与足够浓度的上述组合物接触足够的时间，以抑制微生物的生长。 上述组合物对多种微生物，特别是细菌是有效的杀菌剂，令人惊奇的是，这些组合物对牙菌斑中普遍存在的微生物也有效。
• US4358443A
  申请人：——

  公开号：US4358443A

  公开（公告）日：1982-11-09
• Potential salicylamide antiplaque agents: in vitro antibacterial activity against Actinomyces viscosus
  作者：Robert A. Coburn、Armando J. Batista、Richard T. Evans、Robert J. Genco

  DOI：10.1021/jm00142a023

  日期：1981.10

  A series of 55 salicylamides, including 3,5-dibromo-, 5-n-alkyl-, and 5-n-acylsalicyloyl derivatives of various anilines, heterocyclic amines, benzylamines, and alkylamines, was synthesized and evaluated for in vitro antibacterial activity against Actinomyces viscosus, an adherent oral microorganism implicated in periodontal disease. The in vitro minimum inhibitory concentrations of 15 4'-bromosalicylanilides were found to correlate (r = 0.92) with estimated log D values. Several nonhalogenated salicylanilides, such as 5-n-hexyl- (40) and 5-n-decanoyl-4'-nitrosalicylanilide (47), were found to exhibit higher levels of in vitro antibacterial activity against a number of Actinomycetes than did tribromsalan (1) or fluorophene (2).