2-Amino-5-(2-chloro-phenyl)-1H-pyrrole-3-carboxylic acid ethyl ester | 873192-76-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 2-Amino-5-(2-chloro-phenyl)-1H-pyrrole-3-carboxylic acid ethyl ester
• 英文别名: ethyl 2-amino-5-(2-chlorophenyl)-1H-pyrrole-3-carboxylate
• CAS: 873192-76-8
• 化学式: C₁₃H₁₃ClN₂O₂
• 分子量: 264.711
• InChiKey: JGBRTTZBDPBXER-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.09
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  68.11
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-Amino-5-(2-chloro-phenyl)-1H-pyrrole-3-carboxylic acid ethyl ester 在 氢氧化钾 、 碳酸氢钠 、 sodium iodide 作用下， 以 四氢呋喃 、 甲醇 、 甲苯 为溶剂， 反应 33.0h， 生成 6-(2-Chloro-phenyl)-3-{2-[4-(2-methoxy-phenyl)-piperazin-1-yl]-ethyl}-1,7-dihydro-pyrrolo[2,3-d]pyrimidine-2,4-dione
  参考文献：
  名称：

  3-Arylpiperazinylethyl-1H-pyrrolo[2,3-d]pyrimidine-2,4(3H,7H)-dione derivatives as novel, high-affinity and selective α1-adrenoceptor ligands

  摘要：

  The discovery of a new series of selective and high-affinity alpha(1)-adrenoceptor (alpha(1)-AR) ligands, characterized by a 1H-pyrrolo[2,3-d]pyrimidine-2,4(3H,7H)-dione system, is described in this paper. Some synthesized compounds, including 20, 22, and 30, displayed affinity in the nanomolar range for alpha(1)-ARs and substantial selectivity with respect to 5-HT1A and dopaminergic D-1 and D-2 receptors. Functional assays, performed on selected derivatives, showed antagonistic properties. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.09.027
• 作为产物：
  描述：

  3-乙氧基-3-亚氨基丙酸乙酯盐酸盐 在 potassium carbonate 、 氯化铵 作用下， 以 乙醇 为溶剂， 反应 24.0h， 生成 2-Amino-5-(2-chloro-phenyl)-1H-pyrrole-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  3-Arylpiperazinylethyl-1H-pyrrolo[2,3-d]pyrimidine-2,4(3H,7H)-dione derivatives as novel, high-affinity and selective α1-adrenoceptor ligands

  摘要：

  The discovery of a new series of selective and high-affinity alpha(1)-adrenoceptor (alpha(1)-AR) ligands, characterized by a 1H-pyrrolo[2,3-d]pyrimidine-2,4(3H,7H)-dione system, is described in this paper. Some synthesized compounds, including 20, 22, and 30, displayed affinity in the nanomolar range for alpha(1)-ARs and substantial selectivity with respect to 5-HT1A and dopaminergic D-1 and D-2 receptors. Functional assays, performed on selected derivatives, showed antagonistic properties. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.09.027