ethyl 1-[5-(1-imidazolyl)-1-oxo-2-indanyl]imidazole-2-carboxylate | 156484-61-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: ethyl 1-[5-(1-imidazolyl)-1-oxo-2-indanyl]imidazole-2-carboxylate
• 英文别名: Ethyl 1-(6-imidazol-1-yl-3-oxo-1,2-dihydroinden-2-yl)imidazole-2-carboxylate
• CAS: 156484-61-6
• 化学式: C₁₈H₁₆N₄O₃
• 分子量: 336.35
• InChiKey: VTQNRYJGUQNPRX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  79
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 1-[5-(1-imidazolyl)-1-oxo-2-indanyl]imidazole-2-carboxylate 在 氨 作用下， 以 甲醇 为溶剂， 生成 1-[5-(1-imidazolyl)-1-oxo-2-indanyl]imidazole-2-carboxamide
  参考文献：
  名称：

  8-Methylureido-4,5-dihydro-4-oxo-10 H -imidazo[1,2- a ]indeno-[1,2- e ]pyrazines: highly potent in vivo AMPA antagonists

  摘要：

  A novel series of readily water soluble 8-methylureido-4,5-dihydro-4-oxo-10H-imidazo[1,2-a]indeno[1,2-e]pyrazines were synthesized. The -10-yl acetic acid ((+)-3) and -10-carboxylidene (4) derivatives exhibit potent affinities (IC50 = 4 and 19 nM, respectively) and antagonist properties (IC50 = 2 and 3 nM, respectively) at the ionotropic AMPA receptor. These compounds also display anticonvulsant properties against both electrically and sound-induced convulsions in mice after ip, sc and iv administration with ED50 values between 0.9 and 11 mg/kg, thus suggesting adequate brain penetration. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00054-8
• 作为产物：
  描述：

  5-(1H-imidazol-1-yl)-1-indanone 在 氢溴酸 、 溴 、 sodium hydride 、 溶剂黄146 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 ethyl 1-[5-(1-imidazolyl)-1-oxo-2-indanyl]imidazole-2-carboxylate
  参考文献：
  名称：

  8-Methylureido-4,5-dihydro-4-oxo-10 H -imidazo[1,2- a ]indeno-[1,2- e ]pyrazines: highly potent in vivo AMPA antagonists

  摘要：

  A novel series of readily water soluble 8-methylureido-4,5-dihydro-4-oxo-10H-imidazo[1,2-a]indeno[1,2-e]pyrazines were synthesized. The -10-yl acetic acid ((+)-3) and -10-carboxylidene (4) derivatives exhibit potent affinities (IC50 = 4 and 19 nM, respectively) and antagonist properties (IC50 = 2 and 3 nM, respectively) at the ionotropic AMPA receptor. These compounds also display anticonvulsant properties against both electrically and sound-induced convulsions in mice after ip, sc and iv administration with ED50 values between 0.9 and 11 mg/kg, thus suggesting adequate brain penetration. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00054-8

文献信息

• Derivatives of 5H, 10H-imidazo\x9b1, 2-a!indeno\x9b1,2-e!pyrazin-4-one,
  申请人：Rhone-Poulenc Rorer S.A.

  公开号：US05677306A1

  公开（公告）日：1997-10-14

  Compounds having the formula (I) wherein R and R.sub.1, similar or different, represent a hydrogen or halogen atom or a radical alkyl, alkoxy, amino, acylamino, phenylureido, --N.dbd.CH--N(R.sub.2)R.sub.3, nitro, imidazolyl, phenyl, SO.sub.3 H or cyano; R.sub.2 and R.sub.3 which may be similar or different, represent each an alkyl radical; the invention also relates to the salts of such compounds, their preparation, intermediates for preparing them and drugs containing them. ##STR1##

  具有以下式（I）的化合物，其中R和R.sub.1，相似或不同，代表氢或卤素原子或基团烷基，烷氧基，氨基，酰胺基，苯基脲基，--N.dbd.CH--N(R.sub.2)R.sub.3，硝基，咪唑基，苯基，SO.sub.3 H或氰基；R.sub.2和R.sub.3可以相同也可以不同，分别代表烷基基团；本发明还涉及这些化合物的盐，它们的制备，用于制备它们的中间体以及含有它们的药物。
• US5677306A
  申请人：——

  公开号：US5677306A

  公开（公告）日：1997-10-14
• 8-Methylureido-4,5-dihydro-4-oxo-10 H -imidazo[1,2- a ]indeno-[1,2- e ]pyrazines: highly potent in vivo AMPA antagonists
  作者：Serge Mignani、Georg Andrees Bohme、Alain Boireau、Michel Cheve、Dominique Damour、Marc-Williams Debono、Arielle Genevois-Borella、Assunta Imperato、Patrick Jimonet、Jeremy Pratt、John C.R. Randle、Yves Ribeill、Marc Vuilhorgne、Jean-Marie Stutzmann

  DOI：10.1016/s0960-894x(00)00054-8

  日期：2000.3

  A novel series of readily water soluble 8-methylureido-4,5-dihydro-4-oxo-10H-imidazo[1,2-a]indeno[1,2-e]pyrazines were synthesized. The -10-yl acetic acid ((+)-3) and -10-carboxylidene (4) derivatives exhibit potent affinities (IC50 = 4 and 19 nM, respectively) and antagonist properties (IC50 = 2 and 3 nM, respectively) at the ionotropic AMPA receptor. These compounds also display anticonvulsant properties against both electrically and sound-induced convulsions in mice after ip, sc and iv administration with ED50 values between 0.9 and 11 mg/kg, thus suggesting adequate brain penetration. (C) 2000 Elsevier Science Ltd. All rights reserved.