2,3,4,4a-tetrahydro-3-methylspiro[1H-pyrazino[1,2-a]quinolinie-5(6H),5'(2'H)-pyrimidine]-2',4',6'(1'H,3'H)-trione | 679839-60-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2,3,4,4a-tetrahydro-3-methylspiro[1H-pyrazino[1,2-a]quinolinie-5(6H),5'(2'H)-pyrimidine]-2',4',6'(1'H,3'H)-trione
• 英文别名: 3-Methyl-1,2,3,4,4a,6-hexahydro-1'h-spiro[pyrazino[1,2-a]quinoline-5,5'-pyrimidine]-2',4',6'(3'h)-trione；3'-methylspiro[1,3-diazinane-5,5'-2,4,4a,6-tetrahydro-1H-pyrazino[1,2-a]quinoline]-2,4,6-trione
• CAS: 679839-60-2
• 化学式: C₁₆H₁₈N₄O₃
• 分子量: 314.344
• InChiKey: AZQSOUQNGMQJSA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  23
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  81.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-氟苯甲醛 在 N,N-二异丙基乙胺 作用下， 以 异丙醇 、 乙腈 为溶剂， 反应 12.0h， 生成 2,3,4,4a-tetrahydro-3-methylspiro[1H-pyrazino[1,2-a]quinolinie-5(6H),5'(2'H)-pyrimidine]-2',4',6'(1'H,3'H)-trione
  参考文献：
  名称：

  Design, synthesis and anticancer activity of functionalized spiro-quinolines with barbituric and thiobarbituric acids

  摘要：

  A new series of spiro-quinoline compounds have been accomplished by the reaction of barbituric acid or thiobarbituric acid with derivatives of benzisoxazole-5-carbaldehyde or 2-substituted benzaldehyde. These compounds were evaluated for their in vitro cytotoxicity on two mammalian cancer cell lines MCF-7 and KB. The compounds exhibit cytotoxicity against these cell lines in micromolar range. Among the series of compounds, 11(a-j) particularly 11b and 11e showed relatively good activity against both the tested cell lines. Compound 11b was found to exhibit the highest cytotoxic activity with IC50 value 90.2 mu M for MCF-7 and 49.8 mu M for KB cell line. Flow cytometric analysis study confirmed that these molecules induced cytotoxicity via apoptosis.

  DOI：

  10.1007/s00044-015-1408-7

文献信息

• TRICYCLIC TETRAHYDROQUINOLINE ANTIBACTERIAL AGENTS
  申请人：Barbachyn Michael Robert

  公开号：US20100022524A1

  公开（公告）日：2010-01-28

  The invention includes tetrahydroquinoline and related compounds of formula I, and pharmaceutical compositions thereof, that exhibit useful antibacterial activity against a wide range of human and veterinary pathogens.

  该发明涉及公式I的四氢喹啉及相关化合物，以及其制备的药物组合物，对于广泛的人类和兽医病原体具有有用的抗菌活性。
• Tricyclic tetrahydroquinoline antibacterial agents
  申请人：Barbachyn Robert Michael

  公开号：US20070161630A1

  公开（公告）日：2007-07-12

  The invention includes tetrahydroquinoline and related compounds of formula I, and pharmaceutical compositions thereof, that exhibit useful antibacterial activity against a wide range of human and veterinary pathogens.

  本发明涉及公式I的四氢喹啉及其相关化合物，以及具有对广泛的人类和兽医病原体有用的抗菌活性的制药组合物。
• Tricyclic Tetrahydroquinoline Antibacterial Agents
  申请人：Barbachyn Michael Robert

  公开号：US20110092494A1

  公开（公告）日：2011-04-21

  The invention includes tetrahydroquinoline and related compounds of formula I, and pharmaceutical compositions thereof, that exhibit useful antibacterial activity against a wide range of human and veterinary pathogens.

  该发明涉及公式I的四氢喹啉及相关化合物，以及其制备的药物组合物，对人类和兽医病原体具有有用的抗菌活性。
• US7208490B2
  申请人：——

  公开号：US7208490B2

  公开（公告）日：2007-04-24
• US7605157B2
  申请人：——

  公开号：US7605157B2

  公开（公告）日：2009-10-20