ethyl 8-amino-4,10-dihydro-4-oxo-4H-imidazo[1,2-a]indeno[1,2-e]pyrazin-2-carboxylate | 177417-69-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并[1，2-a]吡嗪-8-酮
• 英文名称: ethyl 8-amino-4,10-dihydro-4-oxo-4H-imidazo[1,2-a]indeno[1,2-e]pyrazin-2-carboxylate
• 英文别名: ethyl 8-amino-4,5-dihydro-4-oxo-10H-imidazo[1,2-a]indeno[1,2-e]pyrazine-2-carboxylate；ethyl 13-amino-7-oxo-2,5,8-triazatetracyclo[7.7.0.02,6.010,15]hexadeca-1(9),3,5,10(15),11,13-hexaene-4-carboxylate
• CAS: 177417-69-5
• 化学式: C₁₆H₁₄N₄O₃
• 分子量: 310.312
• InChiKey: BYLBSMCRGJLIOW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  99.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 8-amino-4,10-dihydro-4-oxo-4H-imidazo[1,2-a]indeno[1,2-e]pyrazin-2-carboxylate 在 盐酸 作用下， 反应 24.0h， 以59%的产率得到13-Amino-7-oxo-2,5,8-triazatetracyclo[7.7.0.02,6.010,15]hexadeca-1(9),3,5,10(15),11,13-hexaene-4-carboxylic acid
  参考文献：
  名称：

  4,10-Dihydro-4-oxo-4 H -imidazo[1,2- a ]indeno[1,2- e ]pyrazin-2-carboxylic acid derivatives

  摘要：

  A novel series of 2-substituted-4,5-dihydro-4-oxo-4H-imidazo[1,2-a]indeno[1,2-e]pyrazine derivatives was synthesised. One of them, 4e-a highly water soluble compound - exhibited a nanomolar affinity and demonstrated competitive antagonist properties at the ionotropic AMPA receptors. This compound also displayed potent anticonvulsant properties against electrically or sound-induced convulsions in mice after systemic administration, thus suggesting adequate brain penetration. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00181-5
• 作为产物：
  描述：

  ethyl 8-nitro-4,5-dihydro-4-oxo-10H-imidazo[1,2-a]indeno[1,2-e]-pyrazine-2-carboxylate 以 palladized charcoal 、 乙醇 、 二甲基亚砜 为溶剂， 生成 ethyl 8-amino-4,10-dihydro-4-oxo-4H-imidazo[1,2-a]indeno[1,2-e]pyrazin-2-carboxylate
  参考文献：
  名称：

  Imidazo\x9b1,2-A!indeno\x9b1,2-E!pyrazine-2-carboxylic acid derivatives,

  摘要：

  公式（I）的化合物：##STR1##其中R、R.sub.1、R.sub.2和R.sub.3如申请中所定义，其盐、其制备方法及含有该化合物的药物。

  公开号：

  US05726175A1

文献信息

• Imidazo\x9b1,2-A!indeno\x9b1,2-E!pyrazine-2-carboxylic acid derivatives,
  申请人：Rhone-Poulenc Rorer S.A.

  公开号：US05726175A1

  公开（公告）日：1998-03-10

  A compound of formula (I): ##STR1## wherein R, R.sub.1, R.sub.2, and R.sub.3 are as defined in the application, salts thereof, preparation thereof and drugs containing same.

  公式（I）的化合物：##STR1##其中R、R.sub.1、R.sub.2和R.sub.3如申请中所定义，其盐、其制备方法及含有该化合物的药物。
• 4,10-Dihydro-4-oxo-4 H -imidazo[1,2- a ]indeno[1,2- e ]pyrazin-2-carboxylic acid derivatives
  作者：Jean-Marie Stutzmann、Georg Andrees Bohme、Alain Boireau、Dominique Damour、Marc Williams Debono、Arielle Genevois-Borella、Assunta Imperato、Patrick Jimonet、Jeremy Pratt、John C.R. Randle、Yves Ribeill、Marc Vuilhorgne、Serge Mignani

  DOI：10.1016/s0960-894x(00)00181-5

  日期：2000.5

  A novel series of 2-substituted-4,5-dihydro-4-oxo-4H-imidazo[1,2-a]indeno[1,2-e]pyrazine derivatives was synthesised. One of them, 4e-a highly water soluble compound - exhibited a nanomolar affinity and demonstrated competitive antagonist properties at the ionotropic AMPA receptors. This compound also displayed potent anticonvulsant properties against electrically or sound-induced convulsions in mice after systemic administration, thus suggesting adequate brain penetration. (C) 2000 Elsevier Science Ltd. All rights reserved.