N-(3-pyridinyl)dodecanamide | 557777-90-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-(3-pyridinyl)dodecanamide
• 英文别名: N-pyridin-3-yldodecanamide
• CAS: 557777-90-9
• 化学式: C₁₇H₂₈N₂O
• 分子量: 276.422
• InChiKey: SDEKZCRYMNVVDO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  20
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  42
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  月桂酸 在 氯化亚砜 作用下， 以 乙醚 为溶剂， 生成 N-(3-pyridinyl)dodecanamide
  参考文献：
  名称：

  Dodecanoic acid derivatives: Synthesis, antimicrobial evaluation and development of one-target and multi-target QSAR models

  摘要：

  In this study a series of dodecanoic acid derivatives (1-30) were synthesized and evaluated for in vitro antimicrobial activity against the panel of Gram positive, Gram negative bacterial and fungal strains. 4-Nitro phenyl dodecanoate (4) and quinolin-8-yl dodecanoate (5) emerged as most effective antibacterial agents, and 1-(4-benzylpiperazin-1-yl) dodecan-1-one (15) was found to be the most effective antifungal agent amongst the synthesized dodecanoic acid derivatives. Quantitative structure activity relationship (QSAR) studies performed by the development of one-target and multi-target models indicated that multi-target model was effective in describing the antimicrobial activity of dodecanoic acid derivatives as well demonstrated the importance of topological parameter, zero-order molecular connectivity index ((0)chi).

  DOI：

  10.1007/s00044-010-9383-5

文献信息

• [EN] MOLECULES AND COMPOSITIONS THAT INHIBIT GRAM NEGATIVE BACTERIA AND THEIR USES<br/>[FR] MOLÉCULES ET COMPOSITIONS INHIBANT DES BACTÉRIES À GRAM NÉGATIF, ET LEURS UTILISATIONS
  申请人：UNIV PRINCETON

  公开号：WO2015042363A1

  公开（公告）日：2015-03-26

  Antivirulence strategies to combat Pseudomonas aeruginosa, are described. One strategy encompasses synthesis of a series of compounds that inhibit the production of pyocyanin, a redox-active virulence factor produced by this pathogen. A related strategy encompasses synthesis of compounds that inhibit the two P. aeruginosa quorum-sensing receptors, LasR and RhlR, inhibit production of pyocyanin, and inhibit biofilm formation.

  防毒力策略用于对抗铜绿假单胞菌，其中一种策略包括合成一系列化合物，抑制该病原体产生的一种氧化还原活性毒力因子——吡菌素。另一种相关策略包括合成抑制两种铜绿假单胞菌群体感应受体LasR和RhlR的化合物，抑制吡菌素的产生，并抑制生物膜形成。
• Development of Potent Inhibitors of Pyocyanin Production in <i>Pseudomonas aeruginosa</i>
  作者：Laura C. Miller、Colleen T. O’Loughlin、Zinan Zhang、Albert Siryaporn、Justin E. Silpe、Bonnie L. Bassler、Martin F. Semmelhack

  DOI：10.1021/jm5015082

  日期：2015.2.12

  The development of new approaches for the treatment of antimicrobial-resistant infections is an urgent public health priority. The Pseudomonas aeruginosa pathogen, in particular, is a leading source of infection in hospital settings, with few available treatment options. In the context of an effort to develop antivirulence strategies to combat bacterial infection, we identified a series of highly effective small molecules that inhibit the production of pyocyanin, a redox-active virulence factor produced by P. aeruginosa. Interestingly, these new antagonists appear to suppress P. aeruginosa virulence factor production through a pathway that is independent of LasR and RhlR.
• MOLECULES AND COMPOSITIONS THAT INHIBIT GRAM NEGATIVE BACTERIA AND THEIR USES
  申请人：BASSLER Bonnie L.

  公开号：US20160368892A1

  公开（公告）日：2016-12-22

  Antivirulence strategies to combat Pseudomonas aeruginosa , are described. One strategy encompasses synthesis of a series of compounds that inhibit the production of pyocyanin, a redox-active virulence factor produced by this pathogen. A related strategy encompasses synthesis of compounds that inhibit the two P. aeruginosa quorum-sensing receptors, LasR and RhlR, inhibit production of pyocyanin, and inhibit biofilm formation.
• US9751851B2
  申请人：——

  公开号：US9751851B2

  公开（公告）日：2017-09-05
• Dodecanoic acid derivatives: Synthesis, antimicrobial evaluation and development of one-target and multi-target QSAR models
  作者：Devinder Sarova、Archana Kapoor、Rakesh Narang、Vikramjeet Judge、Balasubramanian Narasimhan

  DOI：10.1007/s00044-010-9383-5

  日期：2011.7

  In this study a series of dodecanoic acid derivatives (1-30) were synthesized and evaluated for in vitro antimicrobial activity against the panel of Gram positive, Gram negative bacterial and fungal strains. 4-Nitro phenyl dodecanoate (4) and quinolin-8-yl dodecanoate (5) emerged as most effective antibacterial agents, and 1-(4-benzylpiperazin-1-yl) dodecan-1-one (15) was found to be the most effective antifungal agent amongst the synthesized dodecanoic acid derivatives. Quantitative structure activity relationship (QSAR) studies performed by the development of one-target and multi-target models indicated that multi-target model was effective in describing the antimicrobial activity of dodecanoic acid derivatives as well demonstrated the importance of topological parameter, zero-order molecular connectivity index ((0)chi).