5-己基-2-羟基-苯甲酸 | 28488-47-3

• 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-苯甲酸
• 英文名称: 5-n-hexylsalicylic acid
• 英文别名: 5-hexylsalicylic acid；5-Hexylsalicylsaeure；5-hexyl-2-hydroxy-benzoic acid；5-Hexyl-2-hydroxy-benzoesaeure；5-hexyl-2-hydroxybenzenecarboxylic acid；5-Hexyl-salicylsaeure；Benzoic acid, 5-hexyl-2-hydroxy-；5-hexyl-2-hydroxybenzoic acid
• CAS: 28488-47-3
• 化学式: C₁₃H₁₈O₃
• 分子量: 222.284
• InChiKey: VUGCFIPCDOEBTO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  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 N-[(3,4-dichlorophenyl)methyl]-5-hexyl-2-hydroxybenzamide
  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：

  methyl 5-n-hexanoylsalicylate 在 盐酸 、 氢氧化钾 、 amalgamated zinc 作用下， 生成 5-己基-2-羟基-苯甲酸
  参考文献：
  名称：

  Forest Biotechnology '99——国际木材生物技术研讨会和 Iufro 树木分子遗传学工作组联席会议，1999 年 7 月 11 日至 16 日，英国牛津

  摘要：

  在参加 1999 年首屈一指的森林生物技术会议时，有什么比每天走进一座巨大的玻璃屋顶大厦更好的方式来保持自己的视野，这是英格兰新哥特式建筑的最佳典范之一，却被古老的骨骼所耸立禽龙的遗骸，一种巨大的白垩纪恐龙。在前往会议室的路上必须经过的其他恐龙骨骼和恐龙蛋中，有一个展览为刘易斯卡罗尔创作《爱丽丝梦游仙境》提供了灵感，其中包含现存最完整的遗骸，头和脚，现已灭绝渡渡鸟。牛津大学自然历史博物馆于 1860 年 7 月举办了臭名昭著的威尔伯福斯和赫胥黎关于创造与进化的辩论，近 140 年后也是森林生物技术 '99 的所在地。会议的目的是提供一个论坛，展示分子生物学和遗传学在林木中应用的最新进展。来自 30 个国家的 200 多名科学家分享了重点关注森林树种的信息，涵盖了广泛的主题，包括体外培养、基因工程、发育、适应性和生理性状的分子分析、细胞壁生物合成和修饰，以及基因组学和基因组图谱。就像 19

  DOI：

  10.1007/s11627-000-0027-1

文献信息

• Method and composition for controlling the growth of microorganisms
  申请人：The Research Foundation of State University of New York

  公开号：US04358443A1

  公开（公告）日：1982-11-09

  The composition comprises certain 5-alkylsalicylanilides 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, 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 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 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-烷基水杨酰苯胺类化合物，更具体地包括以下通用公式所包含的化合物：##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n-烷基或苯基，碳原子数为4至30，包括取代基。本发明的优选组合物具有大于4的分配系数，并且Z组的苯环中的取代基在Z组的苯环上具有综合的电子吸引效应。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在足够时间内接触，以抑制微生物的生长。上述组合物对广泛范围的微生物，特别是细菌，具有有效的杀菌作用，并且这些组合物出人意料地对存在于牙菌斑中的微生物具有有效作用。
• METHOD OF PRODUCING AROMATIC AMINO COMPOUNDS
  申请人：Yokoyama Norimasa

  公开号：US20110257404A1

  公开（公告）日：2011-10-20

  [Problem] To provide a method of producing an aromatic amino compound by using a primary or secondary amine compound and a halogenated aromatic compound as starting materials, and relying upon the Ullmann reaction, the method being capable of obtaining the highly pure aromatic amino compound in high yields and inexpensively. [Means for Solution] A method of producing an aromatic amino compound by using a primary or secondary amine compound having an aromatic ring group and a halogenated aromatic compound as starting materials, reacting the amine compound with the halogenated aromatic compound in the presence of a copper catalyst and a base so as to produce the aromatic amino compound having a structure in which an aromatic ring group derived from the halogenated aromatic compound is coupled to the amino group of the amine compound, wherein the amine compound and the halogenated aromatic compound are reacted together under a condition where an aromatic oxycarboxylic acid having a hydroxyl group and a hydroxycarbonyl group that are bonded to neighboring carbon atoms, is made present together with the copper catalyst and the base.

  提供一种通过使用一种主要或次要胺化合物和一种卤代芳香化合物作为起始原料，依靠乌尔曼反应来生产芳香氨基化合物的方法，该方法能够以高产率和低成本获得高纯度的芳香氨基化合物。 通过使用具有芳香环基团的主要或次要胺化合物和一种卤代芳香化合物作为起始原料，在铜催化剂和碱的存在下将胺化合物与卤代芳香化合物反应，从而产生具有芳香环基团从卤代芳香化合物衍生的结构的芳香氨基化合物，其中胺化合物和卤代芳香化合物在存在具有羟基和羟基羰基团结合到相邻碳原子的芳香氧羧酸的条件下与铜催化剂和碱一起反应。
• 烷基水杨酸的合成方法
  申请人：中国石油天然气股份有限公司

  公开号：CN106518647A

  公开（公告）日：2017-03-22

  一种烷基水杨酸的合成方法，包括如下步骤：以溴代烷烃为原料，与金属锂在溶剂乙醚中作用得到烷基锂；所述烷基锂再与碘化亚铜在乙醚中反应生成二烷基铜锂；将所述二烷基铜锂与溴代水杨酸混合后通过偶联得到烷基水杨酸。
• 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。
• AROMATIC AMINO COMPOUND MANUFACTURING METHOD
  申请人：Hodogaya Chemical Co., Ltd.

  公开号：EP2394980B1

  公开（公告）日：2016-12-21