methyl 5-(n-decanoyl)salicylate | 78417-97-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 5-(n-decanoyl)salicylate
• 英文别名: 5-decanoyl-2-hydroxy-benzoic acid methyl ester；5-Decanoyl-2-hydroxy-benzoesaeure-methylester；Methyl 5-decanoyl-2-hydroxybenzoate
• CAS: 78417-97-7
• 化学式: C₁₈H₂₆O₄
• 分子量: 306.402
• InChiKey: KWKWHNAFLBYTAK-UHFFFAOYSA-N

物化性质

• 沸点：
  443.5±30.0 °C(Predicted)
• 密度：
  1.058±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  22
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 5-(n-decanoyl)salicylate 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 6.0h， 以91%的产率得到5-n-decanoylsalicylic acid
  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
• 作为产物：
  描述：

  水杨酸甲酯 在 三氯化铝 、 Petroleum ether 作用下， 生成 methyl 5-(n-decanoyl)salicylate
  参考文献：
  名称：

  Fatty Derivatives of Salicylic Acid and α-Naphthol

  摘要：

  DOI：

  10.1021/ja01242a600

文献信息

• Czech, Bronislaw P.; Czech, Anna; Son, Byungki, Journal of Heterocyclic Chemistry, 1986, vol. 23, p. 465 - 471
  作者：Czech, Bronislaw P.、Czech, Anna、Son, Byungki、Lee, Han Koo、Bartsch, Richard A.

  DOI：——

  日期：——
• CZECH, B.;SON, BYUNGKI;BARTSCH, R. A., TETRAHEDRON LETT., 1983, 24, N 29, 2923-2926
  作者：CZECH, B.、SON, BYUNGKI、BARTSCH, R. A.

  DOI：——

  日期：——
• 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).
• Fatty Derivatives of Salicylic Acid and α-Naphthol
  作者：Donald Price、Everette May

  DOI：10.1021/ja01242a600

  日期：1943.2