| 1584693-94-6

• 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
• CAS: 1584693-94-6
• 化学式: C₁₃H₁₆N₂O
• 分子量: 216.283
• InChiKey: AFOJBXWSFHJCPU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.77
• 重原子数：
  16.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  41.99
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-benzylidene-2-phenyloxazole-5(4H)-one 、 在 四丁基溴化铵 、 potassium hydroxide 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 以82%的产率得到N-(7,7-dimethyl-2,5-dioxo-4-phenyl-1-(pyridin-3-yl)-1,2,3,4,5,6,7,8-octahydroquinolin-3-yl)benzamide
  参考文献：
  名称：

  烯胺酮和烯烃吖内酯的相转移催化迈克尔/氨解级联反应：一种结构多样的喹啉-2,5-二酮的新方法

  摘要：

  环己烷-1,3-二酮衍生的烯胺酮和烯属吖内酯之间通过相转移催化进行了迈克尔/氨解级联反应。该方法可快速获得一系列结构复杂且多样化的 quinoline-2,5-二酮，其在 C-3 位置具有仲酰胺基团，产率适中至极好 (53–94%)，并且具有出色的非对映选择性 (>99:大多数情况下为 1 博士）。制备规模反应的实现和可以获得的多样化产品衍生突出了该协议在学术和工业环境中的应用潜力。对反应机理的研究表明氢氧化四丁基铵可能是该级联反应中的实际催化剂。

  DOI：

  10.1039/d2ob00096b
• 作为产物：
  描述：

  3-氨基吡啶 、 5,5-二甲基-1,3-环己二酮 以 neat (no solvent) 为溶剂， 反应 0.5h， 生成
  参考文献：
  名称：

  Design, synthesis and molecular modeling of pyrazole–quinoline–pyridine hybrids as a new class of antimicrobial and anticancer agents

  摘要：

  A new series of pyrazole-quinoline-pyridine hybrids were designed based on molecular hybridization technique and synthesized by a base-catalyzed cyclocondensation reaction through one-pot multicomponent reaction. All compounds were tested for in vitro antibacterial and anticancer activities. Enzyme inhibitory activities of all compounds were carried out against FabH and EGFR. Of the compounds studied, majority of the compounds showed effective antibacterial as well as anticancer activity against used strains and cancer cell lines respectively. Compound 7k (IC50 = 0.51 +/- 0.05 mu M) against EGFR and 7b displayed the most potent inhibitory activity with IC50 of 3.1 mu M against FabH as compared to other member of the series. In the molecular modeling study, compound 7k was bound in to the active pocket of EGFR with three hydrogen bond and one pi-cation interaction with minimum binding energy Delta G(b) = -54.6913 kcal/mol, as well as compound 7b was bound in to the active site of FabH with hydrogen bond and pi-sigma interactions with minimum binding energy Delta G(b) = -45.9125 kcal/mol. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.01.018