5-(十二烷酰氨基)-2-羟基苯甲酸 | 88501-94-4

• 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-(十二烷酰氨基)-2-羟基苯甲酸
• 英文名称: 5-dodecanamido-2-hydroxybenzoic acid
• 英文别名: 2-hydroxy-5-[(1-oxododecyl)amino]benzoic acid；5-(Dodecanoylamino)-2-hydroxybenzoic acid
• CAS: 88501-94-4
• 化学式: C₁₉H₂₉NO₄
• 分子量: 335.444
• InChiKey: YDVYBDIKUHUJBK-UHFFFAOYSA-N

物化性质

• 沸点：
  538.3±45.0 °C(Predicted)
• 密度：
  1.123±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  24
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  86.6
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  月桂酸 、 5-氨基水杨酸 在 4-二甲氨基吡啶 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 以78%的产率得到5-(十二烷酰氨基)-2-羟基苯甲酸
  参考文献：
  名称：

  5-氨基水杨酸脂肪酸衍生物的合成，生物活性评估和对接研究

  摘要：

  摘要为了增强5-氨基水杨酸的生物活性，制备了一些新的5-氨基水杨酸油酸，亚油酸，月桂酸衍生物。所有新化合物的结构均通过光谱法确认。此外，还研究了新合成化合物的体外抗菌，抗癌和抗炎活性。研究了对致病性革兰氏阴性菌，大肠杆菌和革兰氏阳性菌，金黄色葡萄球菌的抗菌活性。 via disc diffusion method. Additionally, all derivatives’ anti-inflammatory activity were evaluated through NO suppression assay using interferon gamma (IFN-γ)/lipopolysaccharide (LPS)-stimulated RAW264.7 macrophages. Furthermore, in vitro cytotoxicity assay was probed

  DOI：

  10.1007/s00706-015-1538-0

文献信息

• Protease inhibitors
  申请人：G. D. Searle & Co.

  公开号：US04551279A1

  公开（公告）日：1985-11-05

  This invention relates to methods of preventing or reducing the degradation of elastin and other proteins and thereby preventing or retarding the disease states caused by said degradation by administering compounds, some of which are novel, of the formula: ##STR1## or their pharmacologically acceptable salts.

  该发明涉及通过给予化合物来预防或减少弹性蛋白和其他蛋白质的降解，从而预防或延缓由该降解引起的疾病状态的方法，其中一些化合物是新颖的，其化学结构如下：##STR1##或其药理学上可接受的盐。
• ANTIMICROBIAL AMINO-SALICYLIC ACID DERIVATIVES
  申请人：Hölzl Werner

  公开号：US20120189568A1

  公开（公告）日：2012-07-26

  Disclosed is a novel method for achieving an antimicrobial, preservative and/or microorganism adhesion inhibiting effect, for the protection within an article and/or material or on the surface of an article and/or material. The novel method comprises application of a salicylic compound of the formula (I) wherein one of A and A is a residue of the formula (I′): —NH—CO—R 1 while the other is hydrogen; R 1 is C 1 -C 22 alkyl, C 3 -C 12 cycloalkyl, C 3 -C 12 cycloalkyl interrupted by O and/or NR 5 , C 4 -C 12 aryl, C 5 -C 18 arylalkyl; R 2 is OR 3 or NHR 4 ; R 3 and R 4 are selected from H, C 1 -C 22 alkyl, C 3 -C 12 cycloalkyl, C 3 -C 12 cycloalkyl interrupted by O and/or NR 5 , C 4 -C 12 aryl, C 5 -C 18 arylalkyl; R 5 is H or C 1 -C 8 alkyl; wherein each aryl moiety is unsubstituted or substituted by C 1 -C 4 alkyl, C 1 -C 4 alkoxy, C 1 -C 4 acyl, C 1 -C 4 acyloxy, C 1 -C 4 acylamino, CF 3 , OH, amino, halogen; or an adduct or salt thereof; to said article and/or material.

  本发明揭示了一种新的方法，用于在物品和/或材料内部或表面上实现抗菌、防腐和/或微生物附着抑制效果的保护。该新方法包括向该物品和/或材料施加式(I)的水杨酸化合物，其中A和A中的一个是式(I′)的残基：—NH—CO—R1，另一个是氢；R1是C1-C22烷基、C3-C12环烷基、C3-C12环烷基，中断为O和/或NR5、C4-C12芳基、C5-C18芳基烷基；R2是OR3或NHR4；R3和R4选自H、C1-C22烷基、C3-C12环烷基、C3-C12环烷基，中断为O和/或NR5、C4-C12芳基、C5-C18芳基烷基；R5是H或C1-C8烷基；其中每个芳基基团是未取代或取代为C1-C4烷基、C1-C4烷氧基、C1-C4酰基、C1-C4酰氧基、C1-C4酰胺基、CF3、OH、氨基、卤素；或其加合物或盐。
• US4551279A
  申请人：——

  公开号：US4551279A

  公开（公告）日：1985-11-05
• US9644175B2
  申请人：——

  公开号：US9644175B2

  公开（公告）日：2017-05-09
• [EN] ANTIMICROBIAL AMINO-SALICYLIC ACID DERIVATIVES<br/>[FR] DÉRIVÉS ANTIMICROBIENS D'ACIDE AMINOSALICYLIQUE
  申请人：BASF SE

  公开号：WO2011023573A1

  公开（公告）日：2011-03-03

  Disclosed is a novel method for achieving an antimicrobial, preservative and/or microorganism adhesion inhibiting effect, for the protection within an article and/or material or on the surface of an article and/or material. The novel method comprises application of a salicylic compound of the formula (I) wherein one of A and A is a residue of the formula (I'): -NH-CO-R1 while the other is hydrogen; R1 is C1-C22alkyl, C3-C12cycloalkyl, C3-C12cycloalkyl interrupted by O and/or NR5, C4-C12aryl, C5-C18arylalkyl; R2 is OR3 or NHR4; R3 and R4 are selected from H, C1-C22alkyl, C3-C12cycloalkyl, C3-C12cycloalkyl interrupted by O and/or NR5, C4-C12aryl, C5-C18arylalkyl; R5 is H or C1-C8alkyl; wherein each aryl moiety is unsubstituted or substituted by C1-C4alkyl, C1-C4alkoxy, C1-C4acyl, C1-C4acyloxy, C1-C4acylamino, CF3, OH, amino, halogen; or an adduct or salt thereof; to said article and/or material.