8,9,10,11-tetrahydro-7H-benzo[4',5']thieno[3',2':5,6]pyrimido[1,2-b]isoquinoline-7,14(6H)-dione | 380422-16-2

• 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: 8,9,10,11-tetrahydro-7H-benzo[4',5']thieno[3',2':5,6]pyrimido[1,2-b]isoquinoline-7,14(6H)-dione
• 英文别名: 8,9,10,11-tetrahydro-7H-benzo[1]thieno[3',2':5,6]pyrimido[1,2-b]isoquinoline-4,14(6H)-dione；8,9,10,11-tetrahydro-6H-benzo[4',5']thieno[3',2':5,6]pyrimido[1,2-b]isoquinoline-7,14-dione；3-thia-1,12-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4(9),13,15,17,19-hexaene-11,21-dione
• CAS: 380422-16-2
• 化学式: C₁₈H₁₄N₂O₂S
• 分子量: 322.387
• InChiKey: RCEMQBSAGQMBNC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  23
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  77.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-(4-oxo-3,4,5,6,7,8-hexahydrobenzo[4,5]thieno[2,3-d]pyrimidin-2-ylmethyl)benzoic acid 在 乙酸酐 作用下， 以93%的产率得到8,9,10,11-tetrahydro-7H-benzo[4',5']thieno[3',2':5,6]pyrimido[1,2-b]isoquinoline-7,14(6H)-dione
  参考文献：
  名称：

  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

  摘要：

  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.

  DOI：

  10.1007/s10593-008-0119-0

文献信息

• Synthesis and antitumor evaluation of novel tetrahydrobenzo[4′,5′]thieno[3′,2′:5,6]pyrimido[1,2-<i>b</i>]isoquinoline derivatives
  作者：Mahmoud R. Mahmoud、Fatma S. M. Abu El-Azm、Mahmoud F. Ismail、Mohamed H. Hekal、Yasmeen M. Ali

  DOI：10.1080/00397911.2017.1406520

  日期：2018.2.16

  present study, a novel 8,9,10,11-tetrahydro-7H,14H-benzo[4′,5′] thieno[2′,3′:4,5]-1,3-oxazino[3,2-b]isoquinoline-7,14-dione 5 was prepared by condensation of 2-amino-3-carbethoxy-4,5,6,7-tetrahydrobenzothiophene with homophthalic anhydride under microwave irradiation, followed by alkaline hydrolysis and cyclization using acetyl chloride. Compound 5 was further allowed to react with different nitrogen nucleophiles

  摘要 在本研究中，一种新型的 8,9,10,11-四氢-7H,14H-苯并[4',5']噻吩并[2',3':4,5]-1,3-恶嗪[3] ,2-b]isoquinoline-7,14-dione 5 是通过 2-amino-3-carbethoxy-4,5,6,7-四氢苯并噻吩与同邻苯二甲酸酐在微波辐射下缩合，然后用乙酰基水解和环化制备的氯化物。进一步让化合物5与不同的含氮亲核试剂反应得到新的四氢苯并噻吩并嘧啶异喹啉酮衍生物。制备的化合物的结构通过红外光谱、1H-NMR、13C-NMR和质谱进行了阐明。新制备的化合物在体外针对一组两种人类肿瘤细胞系进行了测试，即肝细胞癌（肝）HepG2 和乳腺乳腺 MCF-7。几乎所有的测试化合物都显示出令人满意的活性。
• 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.