N-环丁基-2-嘧啶胺 | 151390-02-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: N-环丁基-2-嘧啶胺
• 英文名称: N-cyclobutylpyrimidin-2-amine
• CAS: 151390-02-2
• 化学式: C₈H₁₁N₃
• 分子量: 149.195
• InChiKey: MTCKIZRCOIKWSW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  37.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-氯嘧啶 、 环丁基胺 在 potassium phosphate 作用下， 以 水 为溶剂， 反应 2.0h， 以84%的产率得到N-环丁基-2-嘧啶胺
  参考文献：
  名称：

  动态薄膜中的无过渡金属交叉偶联反应获得嘧啶和喹喔啉类似物

  摘要：

  涡流流体装置 (VFD) 可有效地在室温下以高产率调节嘧啶和喹喔啉类化合物的合成。C-N 键的形成发生在没有过渡金属催化剂的情况下，这避免了痕量过渡金属对产品的污染。在密闭操作模式下对微流体平台的操作参数的系统研究为以 5000 rpm 旋转的 10 毫米直径硼硅酸盐玻璃管建立了 45° 的最佳倾斜角。

  DOI：

  10.1002/ejoc.201600830

文献信息

• Structure−Activity Relationship of 4(5)-Aryl-2-amino-1<i>H</i>-imidazoles, <i>N</i>1-Substituted 2-Aminoimidazoles and Imidazo[1,2-<i>a</i>]pyrimidinium Salts as Inhibitors of Biofilm Formation by <i>Salmonella</i> Typhimurium and <i>Pseudomonas aeruginosa</i>
  作者：Hans P. L. Steenackers、Denis S. Ermolat’ev、Bharat Savaliya、Ami De Weerdt、David De Coster、Anamik Shah、Erik V. Van der Eycken、Dirk E. De Vos、Jozef Vanderleyden、Sigrid C. J. De Keersmaecker

  DOI：10.1021/jm1011148

  日期：2011.1.27

  A library of 112 4(5)-aryl-2-amino-1H-imidazoles, 4,5-diphenyl-2-amino-1H-imidazoles, and N1-substituted 4(5)-phenyl-2-aminoimidazoles was synthesized and tested for the antagonistic effect against biofilm formation by Salmonella Typhimurium and Pseudomonas aeruginosa. The substitution pattern of the 4(5)phenyl group and the nature of the N1-substituent were found to have a major effect on the biofilm inhibitory activity. The most active compounds of this series were shown to inhibit the biofilm formation at low micromolar concentrations. Furthermore, the influence of 6 imidazo[1,2-a]pyrimidines and 18 imidazo[1,2-a]pyrimidinium salts on the biofilm formation was tested. These compounds are the chemical precursors of the 2-aminoimidazoles in our synthesis pathway. A good correlation was found between the activity of the imidazo[1,2-a]pyrimidinium salts and their corresponding 2-aminoimidazoles, supporting the hypothesis that the imidazo[1,2-a]pyrimidinium salts are possibly cleaved by cellular nucleophiles to form the active 2-aminoimidazoles. However, the imidazo[1,2-a]pyrimidines did not show any biofilm inhibitory activity, indicating that these molecules are not susceptible to in situ degradation to 2-aminoimidazoles. Finally, we demonstrated the lack of biofilm inhibitory activity of an array of 37 2N-substituted 2-aminopyrimidines, which are the chemical precursors of the imidazo[1,2-a]pyrimidinium salts in our synthesis pathway.
• Substituted 2-quinolyl-oxazoles useful as PDE4 inhibitors
  申请人：Schering Corporation

  公开号：EP1758883B1

  公开（公告）日：2011-11-02
• Transition-Metal-Free Cross-Coupling Reactions in Dynamic Thin Films To Access Pyrimidine and Quinoxaline Analogues
  作者：Louisa A. Ho、Colin L. Raston、Keith A. Stubbs

  DOI：10.1002/ejoc.201600830

  日期：2016.12

  The vortex fluidic device (VFD) is effective in modulating the synthesis of pyrimidine and quinoxaline-based compounds at room temperature and in high yield. The formation of the C–N bond occurs in the absence of a transition-metal catalyst, which avoids the contamination of the products with trace amounts of a transition metal. The systematic investigation of the operating parameters for the microfluidic

  涡流流体装置 (VFD) 可有效地在室温下以高产率调节嘧啶和喹喔啉类化合物的合成。C-N 键的形成发生在没有过渡金属催化剂的情况下，这避免了痕量过渡金属对产品的污染。在密闭操作模式下对微流体平台的操作参数的系统研究为以 5000 rpm 旋转的 10 毫米直径硼硅酸盐玻璃管建立了 45° 的最佳倾斜角。