5-cyclopentyl-4-oxo-4,5-dihydro-pyrrolo[1,2-a]quinoxaline-2-carboxylic acid | 69015-40-3

• 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: 5-cyclopentyl-4-oxo-4,5-dihydro-pyrrolo[1,2-a]quinoxaline-2-carboxylic acid
• 英文别名: 5-cyclopentyl-4,5-dihydro-4-oxo-pyrrolo[1,2-a]quinoxaline-2-carboxylic acid；5-Cyclopentyl-4-oxopyrrolo[1,2-a]quinoxaline-2-carboxylic acid
• CAS: 69015-40-3
• 化学式: C₁₇H₁₆N₂O₃
• 分子量: 296.326
• InChiKey: DMUOLZAUGFHCGU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  62.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5-cyclopentyl-4-oxo-4,5-dihydro-pyrrolo[1,2-a]quinoxaline-2-carboxylic acid ethyl ester 以95%的产率得到5-cyclopentyl-4-oxo-4,5-dihydro-pyrrolo[1,2-a]quinoxaline-2-carboxylic acid
  参考文献：
  名称：

  Pyrroloquinoxalines

  摘要：

  该专利描述了一种新型吡咯喹喔啉类化合物，化学结构如下：其中X和Y分别选自氢、卤素、1至5个碳原子的烷基和烷氧基以及--NO.sub.2的组合，Z选自1至8个碳原子的烷基、3至8个碳原子的环烷基、2至6个碳原子的烯基和苯基，R选自氢、1至5个碳原子的烷基、以及非毒性、药学上可接受的阳离子，n是1至6的整数，R.sub.1和R.sub.2分别为1至5个碳原子的烷基，以及具有抗过敏活性的非毒性、药学上可接受的酸盐，以及其制备的新方法。

  公开号：

  US04151280A1

文献信息

• Synthesis and oral antiallergic activity of carboxylic acids derived from imidazo[2,1-c][1,4]benzoxazines, imidazo[1,2-a]quinolines, imidazo[1,2-a]quinoxalines, imidazo[1,2-a]quinoxalinones, pyrrolo[1,2-a]quinoxalinones, pyrrolo[2,3-a]quinoxalinones, and imidazo[2,1-b]benzothiazoles
  作者：Ian R. Ager、Alan C. Barnes、Geoffrey W. Danswan、Peter W. Hairsine、David P. Kay、Peter D. Kennewell、Saroop S. Matharu、Peter Miller、Peter Robson

  DOI：10.1021/jm00401a009

  日期：1988.6

  4H-Imidazo[2,1-c][1,4]benzoxazine-2-carboxylic acid (3) was found to possess potent activity in the IgE-induced rat passive cutaneous anaphylaxis model which may be predictive of clinical antiallergic activity. Compared to disodium cromoglycate (DSCG, 1), 3 was less active following iv administration but unlike DSCG showed very significant oral activity. To explore the structural requirements for this activity, a range of tricyclic compounds was prepared and their activities were measured. Individual 2-carboxylic acids derived from imidazo[1,2-a]quinolines, imidazo[1,2-a]quinoxalines, imidazo[1,2-a]quinoxalinones, pyrrolo[1,2-a]quinoxalinones, pyrrolo[2,3-a]quinoxalinones, and imidazo[2,1-b]benzothiazoles showed iv activities up to 10(3) times as potent as DSCG and many of them showed significant oral activity. From these, imidazo[1,2-a]quinoxaline-2-carboxylic acid 114 has been chosen for further development.
• AGER, IAN R.;BARNES, ALAN C.;DANSWAN, GEOFFREY W.;HAIRSINE, PETER W.;KAY,+, J. MED. CHEM., 31,(1988) N 6, 1098-1115
  作者：AGER, IAN R.、BARNES, ALAN C.、DANSWAN, GEOFFREY W.、HAIRSINE, PETER W.、KAY,+

  DOI：——

  日期：——
• US4151280A
  申请人：——

  公开号：US4151280A

  公开（公告）日：1979-04-24