1-tetradecyl-3-chloropyridinium bromide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1-tetradecyl-3-chloropyridinium bromide
• 英文别名: 3-chloro-1-tetradecyl-pyridinium; bromide；3-Chlor-1-tetradecyl-pyridinium; Bromid；3-Chloro-1-tetradecylpyridin-1-ium;bromide
• 化学式: Br*C₁₉H₃₃ClN
• 分子量: 390.835
• InChiKey: HIFMOXUWNNCDNR-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  3.33
• 重原子数：
  22
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  3.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  3-氯吡啶 、 溴代十四烷 以 乙腈 为溶剂， 反应 96.0h， 以69.27%的产率得到1-tetradecyl-3-chloropyridinium bromide
  参考文献：
  名称：

  The Antibacterial Effects of New N-Alkylpyridinium Salts on Planktonic and Biofilm Bacteria

  摘要：

  An increasing microbial resistance to known antibiotics raises a demand for new antimicrobials. In this study the antimicrobial properties of a series of new N-Alkylpyridinium quaternary ammonium compounds (QACs) with varying alkyl chain lengths were evaluated for several nosocomial pathogens. The chemical identities of the new QACs were determined by NMR, LC-MS, and HRMS. All the planktonic bacteria tested were susceptible to the new QACs as evaluated by MIC and MBC assays. The antimicrobial effect was most pronounced against Staphylococcus aureus clinical isolates. Live/dead staining CLSM was used to test the effectiveness of the QACs in biofilms. The effectiveness was up to 10-fold lower than in the plankton. When QACs were used as irrigants in Er:YAG - SSP photoacoustic steaming, their effectiveness significantly increased. The combined use of irrigants and photoacoustic streaming increased biofilm removal from the surface and increased the killing rate of the cells remaining on the surface. This may allow for a shorter chemical exposure time and lower dosage of QACs used in applications. The results demonstrate that the new QACs have potential to be applied as antibacterial compounds effective against planktonic and biofilm bacteria as well as irrigants in removal of difficult-to-reach biofilms.

  DOI：

  10.3389/fmicb.2020.573951

文献信息

• Quaternary ammonium compounds
  申请人：ABBOTT LAB

  公开号：US02566132A1

  公开（公告）日：1951-08-28
• The Antibacterial Effects of New N-Alkylpyridinium Salts on Planktonic and Biofilm Bacteria
  作者：Michaela Hympanova、Saša Terlep、Aneta Markova、Lukáš Prchal、Iztok Dogsa、Lenka Pulkrabkova、Marketa Benkova、Jan Marek、David Stopar

  DOI：10.3389/fmicb.2020.573951

  日期：——

  An increasing microbial resistance to known antibiotics raises a demand for new antimicrobials. In this study the antimicrobial properties of a series of new N-Alkylpyridinium quaternary ammonium compounds (QACs) with varying alkyl chain lengths were evaluated for several nosocomial pathogens. The chemical identities of the new QACs were determined by NMR, LC-MS, and HRMS. All the planktonic bacteria tested were susceptible to the new QACs as evaluated by MIC and MBC assays. The antimicrobial effect was most pronounced against Staphylococcus aureus clinical isolates. Live/dead staining CLSM was used to test the effectiveness of the QACs in biofilms. The effectiveness was up to 10-fold lower than in the plankton. When QACs were used as irrigants in Er:YAG - SSP photoacoustic steaming, their effectiveness significantly increased. The combined use of irrigants and photoacoustic streaming increased biofilm removal from the surface and increased the killing rate of the cells remaining on the surface. This may allow for a shorter chemical exposure time and lower dosage of QACs used in applications. The results demonstrate that the new QACs have potential to be applied as antibacterial compounds effective against planktonic and biofilm bacteria as well as irrigants in removal of difficult-to-reach biofilms.