2-lauroylaminopyrimidine | 101426-68-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-lauroylaminopyrimidine
• 英文别名: N-pyrimidin-2-yl-lauramide；N-Pyrimidin-2-yl-lauramid；N-pyrimidin-2-yldodecanamide
• CAS: 101426-68-0
• 化学式: C₁₆H₂₇N₃O
• 分子量: 277.41
• InChiKey: IOYYMQKULZQWSA-UHFFFAOYSA-N

物化性质

• 熔点：
  86-90 °C(Solv: ethyl acetate (141-78-6))
• 密度：
  1.012±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  20
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  54.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  十二烷基伯胺 、 2-lauroylaminopyrimidine 以 1,2-二氯乙烷 为溶剂， 反应 7.5h， 以17%的产率得到N-dodecyldodecanamide
  参考文献：
  名称：

  Pyridine-derived Heterocycles as Potential Photoacylating Reagents

  摘要：

  DOI：

  10.3987/com-05-s(t)72
• 作为产物：
  描述：

  1,3,5-三嗪-2,4,6-三胺,N,N'''-1,2-乙二基二[N-[3-[[4,6-二[丁基(2,2,6,6-四甲基-4-哌啶基)氨基]-1,3,5-三嗪-2-基]氨基]丙基]-N,N''-二丁基-N,N''-二(2,2,6,6-四甲基-4-哌啶基)- 、 月桂酰氯 在 吡啶 作用下， 以 氯仿 为溶剂， 以70%的产率得到2-lauroylaminopyrimidine
  参考文献：
  名称：

  Pyridine-derived Heterocycles as Potential Photoacylating Reagents

  摘要：

  DOI：

  10.3987/com-05-s(t)72

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.
• Synthesis and antibiofilm evaluation of N-acyl-2-aminopyrimidine derivatives against Acinetobacter baumannii
  作者：Xue-Min Jia、Cheng Cheng、Ting Liu、Yong-Long Zhao、Bing Guo、Lei Tang、Yuan-Yong Yang

  DOI：10.1016/j.bmc.2022.117095

  日期：2022.12
• 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