2-[[[(2-chloroethyl)amino]carbonyl]amino]-5-(4-methylphenyl)-1H-pyrrole-3-carboxylic acid ethyl ester | 873192-82-6

• 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-[[[(2-chloroethyl)amino]carbonyl]amino]-5-(4-methylphenyl)-1H-pyrrole-3-carboxylic acid ethyl ester
• CAS: 873192-82-6
• 化学式: C₁₇H₂₀ClN₃O₃
• 分子量: 349.817
• InChiKey: FSEONPQZLTVDMU-UHFFFAOYSA-N

物化性质

• 熔点：
  112-114 °C
• 沸点：
  574.6±50.0 °C(Predicted)
• 密度：
  1.278±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.53
• 重原子数：
  24.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  83.22
• 氢给体数：
  3.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-[[[(2-chloroethyl)amino]carbonyl]amino]-5-(4-methylphenyl)-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 为溶剂， 反应 27.0h， 生成 3-[2-[4-(2-chlorophenyl)-1-piperazinyl]ethyl]-6-(4-methylphenyl)-1H-pyrrolo[2,3-d]pyrimidine-2,4(3H,7H)-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-氨基-3-亚氨基丙酸乙酯 在 potassium carbonate 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 8.0h， 生成 2-[[[(2-chloroethyl)amino]carbonyl]amino]-5-(4-methylphenyl)-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