1,2,3,3a,4,5-hexahydro-5-[(2,6-dimethoxyphenyl)methyl]pyrrolo[1,2-a]quinoxaline | 91623-05-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,2,3,3a,4,5-hexahydro-5-[(2,6-dimethoxyphenyl)methyl]pyrrolo[1,2-a]quinoxaline
• 英文别名: 5-[(2,6-dimethoxyphenyl)methyl]-2,3,3a,4-tetrahydro-1H-pyrrolo[1,2-a]quinoxaline
• CAS: 91623-05-1
• 化学式: C₂₀H₂₄N₂O₂
• 分子量: 324.423
• InChiKey: QKCOEFSFDPSCLN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  24.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  -1,2,3四氢吡咯并[1,2-A]喹喔-4(5H)-酮 在 lithium aluminium tetrahydride 、 三乙胺 作用下， 以 四氢呋喃 、 乙醚 、 丙酮 为溶剂， 反应 39.0h， 生成 1,2,3,3a,4,5-hexahydro-5-[(2,6-dimethoxyphenyl)methyl]pyrrolo[1,2-a]quinoxaline
  参考文献：
  名称：

  Tetrahydropyrrolo[1,2-a]quinoxalines and tetrahydropyrrolo[1,2-a]pyrido[3,2-a]pyrazines: vascular smooth muscle relaxants and antihypertensive agents

  摘要：

  A series of tetrahydropyrrolo[1,2-a]quinoxalines and tetrahydropyrrolo[1,2-a]pyrido[3,2-a]pyrazines were synthesized and tested for their ability to relax K+-depolarized aortic smooth muscle and antihypertensive activity. It was shown that compounds producing the most relaxation of aortic smooth muscle (5-[2,6-dimethoxyphenyl)methyl]-1,2,3,3a-tetrahydropyrrolo[1,2-a] quinoxalin-4(5H)-one and 5-[(2,6-dimethoxyphenyl)methyl]-5,6,6a,7,8,9-hexahydropyrrolo[1,2- a] pyrazine, 10 and 19, respectively) demonstrated the least hypotensive activity. Those compounds that were the most effective hypotensive agents (6a,7,8,9-tetrahydro-5-(phenylmethyl)pyrido[3,2-a]pyrrolo[1,2-a]++ +pyrazin- 6(5H)-one and 6a,7,8,9-tetrahydro-5-(4-pyridinylmethyl)pyrido[3,2-e]pyrrolo [1,2-a]pyrazin-6(5H)-one, 12 and 13, respectively) displayed little vascular smooth muscle relaxant activity.

  DOI：

  10.1021/jm00378a039

文献信息

• Tetra- and hexa-hydropyrrolo(1,2-a)quinoxaline and azaquinoxaline
  申请人：American Home Products Corporation

  公开号：US04446323A1

  公开（公告）日：1984-05-01

  Tetra- and hexa-hydropyrrolo[1,2-a]quinoxaline and azaquinoxaline derivatives of the formula: ##STR1## in which X is O or H.sub.2 ; Y is CH or N; R is hydrogen, alkyl, dialkylaminoalkyl, arylalkyl, phenoxyalkyl, benzoyl, pyridylalkyl or variations thereof; and R.sup.1 is hydrogen, alkyl, alkoxy, nitro, halo, trifluoromethyl, amino, alkylamino or dialkylamino; or pharmaceutically acceptable salts thereof; are anti-hypertensive agents.

  公式为：##STR1## 其中，X为O或H.sub.2；Y为CH或N；R为氢、烷基、二烷基氨基烷基、芳基烷基、苯氧基烷基、苯甲酰基、吡啶基烷基或其变化物；R.sup.1为氢、烷基、烷氧基、硝基、卤素、三氟甲基、氨基、烷基氨基或二烷基氨基；或其药学上可接受的盐；可用作降压剂。
• ABOU-GHARBIA, MAGID;FREED, M. E.;MCCAULLY, R. J.;SILVER, P. J.;WENDT, R. +, J. MED. CHEM., 1984, 27, N 12, 1743-1746
  作者：ABOU-GHARBIA, MAGID、FREED, M. E.、MCCAULLY, R. J.、SILVER, P. J.、WENDT, R. +

  DOI：——

  日期：——
• US4446323A
  申请人：——

  公开号：US4446323A

  公开（公告）日：1984-05-01
• Tetrahydropyrrolo[1,2-a]quinoxalines and tetrahydropyrrolo[1,2-a]pyrido[3,2-a]pyrazines: vascular smooth muscle relaxants and antihypertensive agents
  作者：Magid Abou-Gharbia、Meier E. Freed、Ronald J. McCaully、Paul J. Silver、Robert L. Wendt

  DOI：10.1021/jm00378a039

  日期：1984.12

  A series of tetrahydropyrrolo[1,2-a]quinoxalines and tetrahydropyrrolo[1,2-a]pyrido[3,2-a]pyrazines were synthesized and tested for their ability to relax K+-depolarized aortic smooth muscle and antihypertensive activity. It was shown that compounds producing the most relaxation of aortic smooth muscle (5-[2,6-dimethoxyphenyl)methyl]-1,2,3,3a-tetrahydropyrrolo[1,2-a] quinoxalin-4(5H)-one and 5-[(2,6-dimethoxyphenyl)methyl]-5,6,6a,7,8,9-hexahydropyrrolo[1,2- a] pyrazine, 10 and 19, respectively) demonstrated the least hypotensive activity. Those compounds that were the most effective hypotensive agents (6a,7,8,9-tetrahydro-5-(phenylmethyl)pyrido[3,2-a]pyrrolo[1,2-a]++ +pyrazin- 6(5H)-one and 6a,7,8,9-tetrahydro-5-(4-pyridinylmethyl)pyrido[3,2-e]pyrrolo [1,2-a]pyrazin-6(5H)-one, 12 and 13, respectively) displayed little vascular smooth muscle relaxant activity.