9-(4-Amino-phenyl)-7-chloro-4H-3,10,10a-triaza-benzo[f]azulene-2-carboxylic acid ethyl ester | 869309-10-4

• 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: 9-(4-Amino-phenyl)-7-chloro-4H-3,10,10a-triaza-benzo[f]azulene-2-carboxylic acid ethyl ester
• 英文别名: ethyl 6-(4-aminophenyl)-8-chloro-11H-imidazo[1,2-c][2,3]benzodiazepine-2-carboxylate
• CAS: 869309-10-4
• 化学式: C₂₀H₁₇ClN₄O₂
• 分子量: 380.834
• InChiKey: RNUBYFCSLRMLTJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  82.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  9-(4-Amino-phenyl)-7-chloro-4H-3,10,10a-triaza-benzo[f]azulene-2-carboxylic acid ethyl ester 在 吡啶 、 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 生成 N-[4-(7-Chloro-2-hydroxymethyl-4H-3,10,10a-triaza-benzo[f]azulen-9-yl)-phenyl]-acetamide
  参考文献：
  名称：

  Potential metabolites of a condensed 2,3-benzodiazepine derivative

  摘要：

  Putative metabolites of an AMPA antagonist imidazo-2,3-benzodiazepine (2) were synthesized and compared to constituents formed from the parent compound by a rat liver perfusion method. As metabolic transformations, hydroxylation of the 2-methyl group and N-acetylation of the amino functionality in parent compound (2) were registered. The hydroxylated analogue 12 of 2 exhibits a weak AMPA antagonist activity. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.07.080
• 作为产物：
  描述：

  3-溴丙酮酸乙酯 在 镍 、 potassium carbonate 、 对甲苯磺酸 、 一水合肼 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 、 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 生成 9-(4-Amino-phenyl)-7-chloro-4H-3,10,10a-triaza-benzo[f]azulene-2-carboxylic acid ethyl ester
  参考文献：
  名称：

  Potential metabolites of a condensed 2,3-benzodiazepine derivative

  摘要：

  Putative metabolites of an AMPA antagonist imidazo-2,3-benzodiazepine (2) were synthesized and compared to constituents formed from the parent compound by a rat liver perfusion method. As metabolic transformations, hydroxylation of the 2-methyl group and N-acetylation of the amino functionality in parent compound (2) were registered. The hydroxylated analogue 12 of 2 exhibits a weak AMPA antagonist activity. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.07.080

文献信息

• Potential metabolites of a condensed 2,3-benzodiazepine derivative
  作者：Emese Csuzdi、Katalin Migléczi、István Hazai、Pál Berzsenyi、István Pallagi、Gyula Horváth、György Lengyel、Sándor Sólyom

  DOI：10.1016/j.bmcl.2005.07.080

  日期：2005.11

  Putative metabolites of an AMPA antagonist imidazo-2,3-benzodiazepine (2) were synthesized and compared to constituents formed from the parent compound by a rat liver perfusion method. As metabolic transformations, hydroxylation of the 2-methyl group and N-acetylation of the amino functionality in parent compound (2) were registered. The hydroxylated analogue 12 of 2 exhibits a weak AMPA antagonist activity. (c) 2005 Elsevier Ltd. All rights reserved.