3,5-dihydro-2H-pyrrolo[3,4-c]quinoline-1,4-dione | 1224967-76-3

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 3,5-dihydro-2H-pyrrolo[3,4-c]quinoline-1,4-dione
• 英文别名: 2,3-dihydro-4-hydroxy-1H-pyrrolo[3,4-c]quinolin-1-one
• CAS: 1224967-76-3
• 化学式: C₁₁H₈N₂O₂
• 分子量: 200.197
• InChiKey: KOHJISORLQZPBE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-(tert-butoxycarbonylamino-methyl)-2-oxo-1,2-dihydroquinoline-4-carboxylic acid 在 硫酸 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以80%的产率得到3,5-dihydro-2H-pyrrolo[3,4-c]quinoline-1,4-dione
  参考文献：
  名称：

  Intramolecular Aldol Reaction of N-Acylated (2-Aminophenyl)-α-oxoacetic Acids: Rapid Access to Tri- and Tetracyclic 1,2-Dihydroquinolin-2(1H)-ones

  摘要：

  A four-step synthesis of tri- and tetracyclic 1,2-dihydroquinolin-2(1H)-ones via acylation of various substituted isatins with readily available N-Boc-protected amino-acids followed by an intramolecular aldol reaction and cyclization has been developed. The final products were obtained in moderate to excellent overall yields.

  DOI：

  10.1021/jo1003339

文献信息

• Basic derivatives of benz[E]isoindol-1-ones and pyrrolo[3,4-c]quinolin-1-ones with 5-HT3-antagonistic activity, their preparation and their therapeutic use
  申请人：Rotta Research Laboratorium S.p.A

  公开号：US06323216B1

  公开（公告）日：2001-11-27

  Novel basic derivatives of benz[e]isoindol-1-ones and pyrrolo[3,4-c]quinolin-1-ones which can be represented by the general formula (I) indicated below are described: in which X is CH or N, R is H, Cl or OR1 in which R1 is H or an alkyl group having from 1 to 3 carbon atoms, Het is the 3-endotropyl group (that is, the 8-methyl-8-azadicyclo[3.2.1]oct-3-yl group) or the 3-quinuclidyl group (that is, the 1-azadicyclo[2.2.2]oct-3-yl group); these compounds have been found to be potent and selective antagonists of the 5-HT3 serotonin-like receptor and can therefore be used, for example, as anti-emetics as well as in various pathological conditions of the central nervous system, and as antitussives.

  本文介绍了一类可以用下面的通式（I）表示的苯并［e］异茚酮和吡咯［3,4-c］喹啉酮的新基础衍生物：其中X为CH或N，R为H、Cl或OR1，其中R1为具有1至3个碳原子的烷基或H，Het为3-内环丙基基团（即8-甲基-8-氮杂二环［3.2.1］辛-3-基团）或3-喹诺啉基团（即1-氮杂二环［2.2.2］辛-3-基团）；这些化合物被发现是5-HT3类似物受体的有效和选择性拮抗剂，因此可以用作例如抗恶心药物以及中枢神经系统的各种病理条件和止咳剂。