5-n-decanoyl-4'nitrosalicylanilide | 78417-88-6

• 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-decanoyl-4'nitrosalicylanilide
• 英文别名: 5-decanoyl-2-hydroxy-N-(4-nitrophenyl)benzamide
• CAS: 78417-88-6
• 化学式: C₂₃H₂₈N₂O₅
• 分子量: 412.486
• InChiKey: LHFJXVHGDFPEOY-UHFFFAOYSA-N

物化性质

• 熔点：
  142-143 °C
• 沸点：
  546.9±50.0 °C(Predicted)
• 密度：
  1.205±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  30
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  112
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5-n-decanoylsalicylic acid 在 三氯化磷 作用下， 以 氯苯 为溶剂， 反应 3.25h， 生成 5-n-decanoyl-4'nitrosalicylanilide
  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

• Novel salicylanilides and microbiocidal compositions and uses thereof
  申请人：The Research Foundation of State University of New York

  公开号：US04287191A1

  公开（公告）日：1981-09-01

  The composition comprises certain 5-acylsalicylanilides and more particularly comprises the compounds encompassed by the following generic formula: ##STR1## Where Z is a substituted phenyl ring of from 6 to 30 carbon atoms including substituents, R is a substituted or unsubstituted alkyl or phenyl group of from 2 to 30 carbon atoms including substituents and M is a radical selected from the group consisting of --C.dbd.N,--F,--NO.sub.2,--H, lower alkyl or lower haloalkyl. The preferred compositions of the invention have a partition coefficient greater than 4 and the substituted moieties in the phenyl ring 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 the microorganism 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 especially effective against microorganisms prevalent in dental plaque.

  该组合物包括某些5-酰基水杨酰苯胺，更特别地，包括以下通用式所涵盖的化合物：##STR1## 其中Z是一个含有取代基的苯环，碳原子数为6至30，包括取代基；R是一个含有取代基或未取代的烷基或苯基，碳原子数为2至30，包括取代基；M是从--C.dbd.N，--F，--NO.sub.2，--H，低烷基或低卤代烷基的羟基中选择的基团。本发明的首选组合物的分配系数大于4，Z组的苯环中的取代基在苯环上具有总体的电子吸引效应。本发明的方法包括将微生物与上述组合物的足够浓度接触足够长时间，以抑制微生物的生长。上述组合物是一种有效的抗菌剂，特别是对牙菌斑中普遍存在的微生物尤其有效。
• 5-Acylsalicylanilides derivatives and method for inhibiting the growth of microorganisms
  申请人：THE RESEARCH FOUNDATION OF STATE UNIVERSITY OF NEW YORK

  公开号：EP0038191A1

  公开（公告）日：1981-10-21

  The composition comprises certain 5-Acylsalicylanilides and more particularly comprises the compounds encompassed by the following generic formula: where Z is a substituted phenyl ring of from 6 to 30 carbon atoms including substituents. R is a substituted or unsubstituted alkyl or phenyl group of from 2 to 30 carbon atoms including substituents and M is a radical selected from the group consisting of -C=N. -F. -N02. -H, lower alkyl or lower haloalkyl. The preferred compositions of the invention have a partition coefficient greater than 4 and the substituted moieties in the phenyl ring 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 the microorganism 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 especially effective against microorganisms prevalent in dental plaque.

  该组合物包括某些 5-酰基水杨酰苯胺，特别是包括以下通式所包含的化合物： 其中 Z 是 6 至 30 个碳原子的取代苯基环，包括取代基。R 是包括取代基在内的 2 至 30 个碳原子的取代或未取代的烷基或苯基，M 是选自 -C=N.-F.-N02.-H、低级烷基或低级卤代烷基。 本发明的优选组合物的分配系数大于 4，Z 基团苯环中的取代基对 Z 基团苯环具有综合的整体电子撤回效应。 本发明的方法包括将微生物与足够浓度的上述组合物接触足够长的时间，以抑制微生物的生长。 上述组合物对多种微生物，尤其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尤其有效。
• Use of triclosan for the manufacture of a medicament for inhibiting cyclooxygenase
  申请人：UNILEVER N.V.

  公开号：EP0528468A1

  公开（公告）日：1993-02-24

  The present invention relates to the prevention of periodontitis by the use of a medicament which contains Triclosan. It has been found that Triclosan has a considerable anti-cyclo-oxygenase activity, thus inhibiting the formation of prostaglandins which are mediators of the loss of alveolar bone in the periodontium. Reducing the formation of said prostaglandins therefore reduces said loss of alveolar bone, which is one of the symptoms connected with periodontitis. The medicament is preferably in the form of a toothpaste.

  本发明涉及使用含有三氯生的药物预防牙周炎。研究发现，三氯生具有相当强的抗环氧化酶活性，从而抑制前列腺素的形成，而前列腺素是牙周牙槽骨流失的介质。因此，减少前列腺素的形成可以减少牙槽骨的流失，而牙槽骨流失是牙周炎的症状之一。 这种药物最好采用牙膏的形式。
• COBURN, R. A.;EVANS, R. T.;GENCO, R. J.;BATISTA, A.
  作者：COBURN, R. A.、EVANS, R. T.、GENCO, R. J.、BATISTA, A.

  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