methyl 2-methyl-1,3,4-trioxo-1,2,3,4-tetrahydropyrrolo[3,4-b] quinolizine-10-carboxylate | 1335228-30-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹嗪类
• 英文名称: methyl 2-methyl-1,3,4-trioxo-1,2,3,4-tetrahydropyrrolo[3,4-b] quinolizine-10-carboxylate
• 英文别名: Methyl 2-methyl-1,3,4-trioxopyrrolo[3,4-b]quinolizine-10-carboxylate；methyl 2-methyl-1,3,4-trioxopyrrolo[3,4-b]quinolizine-10-carboxylate
• CAS: 1335228-30-2
• 化学式: C₁₄H₁₀N₂O₅
• 分子量: 286.244
• InChiKey: KVPKWOLNKOKXGX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  84
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 2-methyl-1,3,4-trioxo-1,2,3,4-tetrahydropyrrolo[3,4-b] quinolizine-10-carboxylate 在 水 、 sodium hydroxide 作用下， 生成
  参考文献：
  名称：

  Synthesis of Fluorescent Pyrrolo[3,4-b]quinolizine Derivatives and Evaluation as a Protein-Labeling Probe

  摘要：

  New fluorescent compounds, pyrrolo[3,4-b]quinolizines, were synthesized in good yields via a one-pot method based on the condensation of functionalized maleimides (1 a c) with 2-pyridylacetonitrile (2a), and alkyl 2-pyridylacetates (2b, c). These pyrrolo[3,4-b]quinolizine derivatives emitted over a wide wavelength range in solution (Em max: 484-604 nm) and in the solid state (Em max: 534-640 nm). In addition, we evaluated the utility of these heterocycles as fluorescent labeling probes for BSA.

  DOI：

  10.3987/com-11-12285
• 作为产物：
  描述：

  2-吡啶乙酸甲酯 、 methyl 1-methyl-4-methylthio-2,5-dioxo-3-pyrroline-3-carboxylate 以 neat (no solvent) 为溶剂， 以82 %的产率得到methyl 2-methyl-1,3,4-trioxo-1,2,3,4-tetrahydropyrrolo[3,4-b] quinolizine-10-carboxylate
  参考文献：
  名称：

  新型吡咯并[3,4-b]喹嗪在凝聚相中的吸收和荧光光谱：联合实验和计算研究

  摘要：

  新合成的吡咯并[3,4 -b]喹嗪、溶液中的蓝绿至橙红色荧光染料和固态中的黄色至红色荧光染料，通过实验和计算研究了溶液中和固态中的电子和荧光光谱。通过第一原理分子动力学结合可极化连续介质模型（PCM）获得的快照平均光谱，从理论上研究了溶剂对吸收和发射光谱的影响。或者，通过片段分子轨道时间相关密度泛函理论（FMO-TDDFT）检查溶质-溶剂相互作用对光谱的影响，该理论考虑了明确的溶质-溶剂相互作用。结果表明，FMO-TDDFT 正确再现了 PCM 的定量预测局限性以及二氯甲烷和乙醇中的溶剂化显色位移。通过以下方法在激发态势面上分析了化合物的发光量子产率S 0 / S 1 -圆锥形交叉点。

  DOI：

  10.1002/jhet.4708

文献信息

• Synthesis of Fluorescent Pyrrolo[3,4-b]quinolizine Derivatives and Evaluation as a Protein-Labeling Probe
  作者：Yoshinori Tominaga、Masayori Hagimori、Naoko Mizuyama、Kenichirou Yokota、Osamu Morinaga、Yasuchika Yamaguchi、Hideo Saji

  DOI：10.3987/com-11-12285

  日期：——

  New fluorescent compounds, pyrrolo[3,4-b]quinolizines, were synthesized in good yields via a one-pot method based on the condensation of functionalized maleimides (1 a c) with 2-pyridylacetonitrile (2a), and alkyl 2-pyridylacetates (2b, c). These pyrrolo[3,4-b]quinolizine derivatives emitted over a wide wavelength range in solution (Em max: 484-604 nm) and in the solid state (Em max: 534-640 nm). In addition, we evaluated the utility of these heterocycles as fluorescent labeling probes for BSA.