methyl 3-cyano-2-methylsulfanyl-4-oxo-4H-quinolizine-1-carboxylate | 22353-63-5

• 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 3-cyano-2-methylsulfanyl-4-oxo-4H-quinolizine-1-carboxylate
• 英文别名: 3-cyano-2-methylsulfanyl-4-oxo-4H-quinolizine-1-carboxylic acid methyl ester；Methyl 3-cyano-2-methylsulfanyl-4-oxoquinolizine-1-carboxylate
• CAS: 22353-63-5
• 化学式: C₁₃H₁₀N₂O₃S
• 分子量: 274.3
• InChiKey: JRUFXNCLISICTF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  95.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-吡啶乙腈 、 methyl 3-cyano-2-methylsulfanyl-4-oxo-4H-quinolizine-1-carboxylate 在 potassium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 4.5h， 以62%的产率得到6,14-dioxo-6H,14H-quinolizino[3,2-a]quinolizine-7,8-dicarbonitrile
  参考文献：
  名称：

  Synthesis of Quinolizino[3,2-a]quinolizine Derivatives and Their Fluorescence

  摘要：

  Polycyclic quinolizine derivatives, quinolizino[3,2-a]quinolizines (4a-c), were synthesized in moderate yields by a one-pot method using ketene dithioacetal, methyl bis(methylsulfanyl)methylene-cyanoacetate (2), alkyl 2-pyridylacetates (1a, b), and 2-pyridylacetonitrile (1c). Compounds 4a, b exhibited red fluorescence (Em max: 576 nm) in solid state.

  DOI：

  10.3987/com-08-11614
• 作为产物：
  描述：

  2-吡啶乙酸甲酯 、 2-氰-3,3-二(甲硫基)丙烯酸甲酯 在 potassium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 4.33h， 以84%的产率得到methyl 3-cyano-2-methylsulfanyl-4-oxo-4H-quinolizine-1-carboxylate
  参考文献：
  名称：

  Synthesis of Quinolizino[3,2-a]quinolizine Derivatives and Their Fluorescence

  摘要：

  Polycyclic quinolizine derivatives, quinolizino[3,2-a]quinolizines (4a-c), were synthesized in moderate yields by a one-pot method using ketene dithioacetal, methyl bis(methylsulfanyl)methylene-cyanoacetate (2), alkyl 2-pyridylacetates (1a, b), and 2-pyridylacetonitrile (1c). Compounds 4a, b exhibited red fluorescence (Em max: 576 nm) in solid state.

  DOI：

  10.3987/com-08-11614

文献信息

• 4H-quinolizin-4-one compounds exhibiting therapeutic activities
  申请人：Kissei Pharmaceutical Co Ltd

  公开号：EP0277755A1

  公开（公告）日：1988-08-10

  This invention provides novel 4H-quinolizin-4-one compounds which exhibit a selective inhibitory activity against IgE-antibody formation, and have utility for treatment of diseases associated with IgE formation in mammals, such as allergic bronchial asthma, allergic rhinitis, atopic dermatitis, hypersensitiveness, and the like.

  本发明提供的新型 4H-quinolizin-4-one 化合物对 IgE 抗体的形成具有选择性抑制活性，可用于治疗哺乳动物体内与 IgE 形成相关的疾病，如过敏性支气管哮喘、过敏性鼻炎、特应性皮炎、过敏性疾病等。
• KURASINA, KIITI;MIYATA, XIROSI;MOMOSEH, DEHNITI;MATSUDA, JOSIRO
  作者：KURASINA, KIITI、MIYATA, XIROSI、MOMOSEH, DEHNITI、MATSUDA, JOSIRO

  DOI：——

  日期：——
• US4877795A
  申请人：——

  公开号：US4877795A

  公开（公告）日：1989-10-31
• Synthesis of Quinolizino[3,2-a]quinolizine Derivatives and Their Fluorescence
  作者：Yoshinori Tominaga、Kenichirou Yokota、Masayori Hagimori、Yasuhiro Shigemitsu、Naoko Mizuyama、Bo-Cheng Wang

  DOI：10.3987/com-08-11614

  日期：——

  Polycyclic quinolizine derivatives, quinolizino[3,2-a]quinolizines (4a-c), were synthesized in moderate yields by a one-pot method using ketene dithioacetal, methyl bis(methylsulfanyl)methylene-cyanoacetate (2), alkyl 2-pyridylacetates (1a, b), and 2-pyridylacetonitrile (1c). Compounds 4a, b exhibited red fluorescence (Em max: 576 nm) in solid state.