2-羟基-5-辛酰-N-[3-(三氟甲基)苯基]苯甲酰胺 | 78417-90-0

• 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: 2-羟基-5-辛酰-N-[3-(三氟甲基)苯基]苯甲酰胺
• 英文名称: 5-n-octanoyl-3'-trifluoromethyl salicylanilide
• 英文别名: 3'-trifluoromethyl-5-octanoylsalicylanilide；Salifluor；2-hydroxy-5-octanoyl-N-[3-(trifluoromethyl)phenyl]benzamide
• CAS: 78417-90-0
• 化学式: C₂₂H₂₄F₃NO₃
• 分子量: 407.433
• InChiKey: UOWIFEANNONTKY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  29
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  6

安全信息

• 海关编码：
  2924299090

反应信息

• 作为产物：
  描述：

  5-辛酰水杨酸 在 三氯化磷 作用下， 以 氯苯 为溶剂， 反应 3.25h， 生成 2-羟基-5-辛酰-N-[3-(三氟甲基)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

• ACTIVE DELIVERY SYSTEMS FORMULATIONS
  申请人：HOMOLA Andrew M.

  公开号：US20100040565A1

  公开（公告）日：2010-02-18

  The present invention relates to active delivery system formulations, and methods of making and using the same. Said formulations, when applied to a substrate surface, form a protective coating on the surface and permit constituent active agents to act on the surface and in the surrounding medium.

  本发明涉及活性传递系统配方，以及制备和使用这些配方的方法。当这些配方应用到基底表面时，在表面形成一层保护性涂层，并允许组分活性剂在表面和周围介质中起作用。
• Synthesis of salicylamides with improved reaction kinetics and improved
  申请人：Lever Brothers Company

  公开号：US04701527A1

  公开（公告）日：1987-10-20

  A method of synthesizing with improved reaction kinetics and improved effective yields salicylamide compounds of the formula: ##STR1## wherein R.sub.1 is a substituent selected from the group consisting of --H, --COC.sub.n H.sub.2n+1 and --C.sub.n H.sub.2n+1 wherein n is an integer with a value of from 1 through to about 15, R.sub.2 is a substituent selected from the group consisting of --H, --CN, --NO.sub.2, --F, --Cl, --Br, --I, --CF.sub.3, --CBr.sub.3, --CCl.sub.3, --CI.sub.3 and R.sub.1 and R.sub.3 is an R.sub.2 substituted heterocyclic compound selected (e.g.) from the group consisting of furan, thiazole, benzothiazole and purine which comprises reacting a phenyl salicylate ester bearing an R.sub.1 substituent on the benzene ring of the salicylic acid portion thereof with an R.sub.2 substituted aniline or a heterocyclic amine NH.sub.2 --R.sub.3 and with a Lowry-Bronsted acid catalyst, optionally in the presence of an inert solvent such as a halogenated or unhalogenated aromatic compound or a polyethylene glycol of average molecular weight 1000 to 6000 or mixtures thereof at a temperature of above about 150.degree. C. for about one half to about 4 hours. When the Lowry-Bronsted acid catalyst takes the form of the hydrochloride salt of the reactant aniline or heterocyclic amine the amount of the free reactant aniline or heterocyclic amine is reduced proportionately.

  一种合成改良反应动力学和提高有效产率的水杨酰胺化合物的方法，其化学式为：其中R₁是从--H、--COCₙH₂ₙ₊₁和--CₙH₂ₙ₊₁中选择的取代基，其中n是从1到约15的整数值，R₂是从--H、--CN、--NO₂、--F、--Cl、--Br、--I、--CF₃、--CBr₃、--CCl₃、--CI₃和R₁和R₃是从噁唑、噻唑、苯并噻唑和嘌呤等中选择的R₂取代的杂环化合物，包括将苯基水杨酸酯与其苯环上带有R₁取代基的R₂取代苯胺或杂环胺NH₂—R₃反应，并加入Lowry-Bronsted酸催化剂，在惰性溶剂的存在下，如卤化或非卤化芳香化合物或平均分子量为1000至6000的聚乙二醇或其混合物中，在约150摄氏度以上的温度下反应约半小时至4小时。当Lowry-Bronsted酸催化剂采用反应苯胺或杂环胺的盐酸盐形式时，自由反应苯胺或杂环胺的量相应减少。
• Dentifrice compositions
  申请人：UNILEVER PLC

  公开号：EP0161898A2

  公开（公告）日：1985-11-21

  It is disclosed that a dentifrice which includes a surfactant and an anti-plaque agent comprising a substantially water--insoluble non-cationic antimicrobial agent or a zinc salt or a mixture thereof has enhanced activity when the dentifrice comprises at least 0.2% by weight of a lamellar liquid crystal surfactant phase having a lamellar spacing of less than 6.0 nm.

  据公开，当牙膏中含有至少 0.2% （按重量计）的片状液晶表面活性剂相（其片状间距小于 6.0 nm）时，牙膏的活性增强，该牙膏包括表面活性剂和抗牙菌斑剂，抗牙菌斑剂包括基本上不溶于水的非阳离子抗菌剂或锌盐或它们的混合物。
• Oral compositions comprising salicylamides and zinc salts for the synergistic inhibition of dental plaque
  申请人：UNILEVER PLC

  公开号：EP0223515A2

  公开（公告）日：1987-05-27

  The disclosure relates to oral compositions for retarding the formation of dental plaque comprising a mixture of a zinc salt with certain salicylamides of the formula: where R₁ is an alkyl or alkanoyl group and R₃ is a substituted phenyl group, thiazol-2-yl or benzothiazol-2-yl.

  本公开涉及用于延缓牙菌斑形成的口服组合物，该组合物包含锌盐与某些水杨酰胺的混合物，其式如下： 其中 R₁ 是烷基或烷酰基，R₃ 是取代的苯基、噻唑-2-基或苯并噻唑-2-基。
• Anti-calculus toothpaste compositions having improved shelf-life
  申请人：Beecham Inc.

  公开号：EP0397452A2

  公开（公告）日：1990-11-14

  The problem of providing a storage stable anti-calculus toothpaste comprising a tripolyphosphate salt is remedied by incorporating more than 4% of the salt and having the pH from about 8 to about 10. A tripoly­phosphate salt may also be combined with a noncationic anti-bacterial agent such as triclosan to provide a composition having anti-calculus and anti-plaque activity.

  通过加入 4% 以上的三聚磷酸盐，并将 pH 值控制在约 8 到约 10 之间，可以解决含有三聚磷酸盐的抗牙结石牙膏的储存稳定性问题。三聚磷酸盐还可与三氯生等非阳离子抗菌剂结合使用，以提供具有抗牙结石和抗牙菌斑活性的组合物。