4H-thieno[2',3':5,6]pyrimido[1,2-b]isoquinoline-4,11(5H)-dione | 1146577-90-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 4H-thieno[2',3':5,6]pyrimido[1,2-b]isoquinoline-4,11(5H)-dione
• 英文别名: 5,11-dihydro-4H-thieno[2',3':5,6]pyrimido[1,2-b]isoquinoline-4,11-dione；14-thia-10,17-diazatetracyclo[8.7.0.03,8.011,15]heptadeca-1,3,5,7,11(15),12-hexaene-9,16-dione
• CAS: 1146577-90-3
• 化学式: C₁₄H₈N₂O₂S
• 分子量: 268.296
• InChiKey: YIQZKCMCWQXEDQ-UHFFFAOYSA-N

物化性质

• 熔点：
  290 °C
• 沸点：
  605.0±55.0 °C(predicted)
• 密度：
  1.58±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  77.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4H-thieno[2',3':5,6]pyrimido[1,2-b]isoquinoline-4,11(5H)-dione 在 吡啶 、 三氯氧磷 作用下， 反应 1.5h， 以98.4%的产率得到4-chloro-11-thieno[2',3':5,6]pyrimido[1,2-b]isoquinolin-11-one
  参考文献：
  名称：

  Condensed isoquinolines. 34.* Transformations of 4H-thieno-[3',2':5,6]- and 4H-thieno[2',3':5,6]pyrimido-[1,2-b]isoquinolines

  摘要：

  Syntheses are given for previously unreported 4-chloro derivatives of 4H-thieno[3',2':5,6]- and 4H-thieno[2',3':5,6]pyrimido[1,2-b]isoquinolines and the reactions of these compounds with N- and S-nucleophiles were studied. The spectral characteristics and biological activity of the positional isomers were compared. The electron spectra most clearly reflect the differences related to the position of the sulfur atom in these quasiaromatic systems.

  DOI：

  10.1007/s10593-009-0288-5
• 作为产物：
  描述：

  4-methoxy-11H-thieno[2',3':5,6]pyrimido[1,2-b]isoquinolin-11-one 在 水 、 sodium hydroxide 作用下， 反应 8.0h， 生成 4H-thieno[2',3':5,6]pyrimido[1,2-b]isoquinoline-4,11(5H)-dione
  参考文献：
  名称：

  Condensed isoquinolines. 34.* Transformations of 4H-thieno-[3',2':5,6]- and 4H-thieno[2',3':5,6]pyrimido-[1,2-b]isoquinolines

  摘要：

  Syntheses are given for previously unreported 4-chloro derivatives of 4H-thieno[3',2':5,6]- and 4H-thieno[2',3':5,6]pyrimido[1,2-b]isoquinolines and the reactions of these compounds with N- and S-nucleophiles were studied. The spectral characteristics and biological activity of the positional isomers were compared. The electron spectra most clearly reflect the differences related to the position of the sulfur atom in these quasiaromatic systems.

  DOI：

  10.1007/s10593-009-0288-5

文献信息

• Condensed isoquinolines 32. Synthesis of 4H-thieno-[3′,2′:5,6]-and-[2′,3′: 5,6]pyrimido-[1,2-b]isoquinolines and 6,12-dihydro-5H-isoquino-[2,3-a]quinazoline-5,12-dione derivatives
  作者：A. V. Zadorozhny、V. A. Kovtunenko、A. V. Turov、T. T. Kucherenko

  DOI：10.1007/s10593-008-0119-0

  日期：2008.7

  Treatment of 2-(4-oxo-3,4-dihydrothieno[2,3-d]-and-[3,2-d]pyrimidin-2-ylmethyl)benzoic acids and 2-(4-oxo-3,4-dihydro-2-quinazolinylmethyl)benzoic acid with acetic anhydride gave thieno[3',2':5,6]-and-[2',3':5,6]pyrimido[1,2-b]isoquinoline-4,11-diones and isoquino[2,3-a]quinazoline-5,12-dione respectively. NMR spectroscopy showed that an intramolecular acylation of the above acids occurs at the atom N-1 of the pyrimidinone part of the bicycle.
• Condensed isoquinolines. 35*. Synthesis and reactions of 4h-thieno[3′,4′:5,6]pyrimido-[1,2-b]isoquinoline-4,11(5H)-dione
  作者：A. V. Zadorozhny、V. A. Kovtunenko、A. V. Turov

  DOI：10.1007/s10593-010-0608-9

  日期：2010.12

  Derivatives of the previously unknown tetracyclic system 4H-thieno[3',4':5,6] pyrimido[1,2-b]isoquinoline- 4,11(5H)-dione have been synthesized. A comparison of the spectral characteristics and the biological activities of these compounds has been carried out, and also of their positional isomers and benzene isosteres. The differences, associated with the position of the sulfur atom, are most reflected in their electronic spectra.