4-[5-(4-Chloro-phenyl)-4-pyridin-4-yl-1H-pyrrol-2-yl]-piperidine-1-carboxylic acid benzyl ester | 861804-68-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 4-[5-(4-Chloro-phenyl)-4-pyridin-4-yl-1H-pyrrol-2-yl]-piperidine-1-carboxylic acid benzyl ester
• CAS: 861804-68-4
• 化学式: C₂₈H₂₆ClN₃O₂
• 分子量: 471.986
• InChiKey: JKDNHLCTOQGXLL-UHFFFAOYSA-N

物化性质

• 沸点：
  640.2±55.0 °C(predicted)
• 密度：
  1.261±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.91
• 重原子数：
  34.0
• 可旋转键数：
  5.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  58.22
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-[5-(4-Chloro-phenyl)-4-pyridin-4-yl-1H-pyrrol-2-yl]-piperidine-1-carboxylic acid benzyl ester 在 palladium on activated charcoal 氢气 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 4-[2-(4-Chloro-phenyl)-5-(1-methyl-piperidin-4-yl)-1H-pyrrol-3-yl]-pyridine
  参考文献：
  名称：

  Synthesis and SAR of 2,3-diarylpyrrole inhibitors of parasite cGMP-dependent protein kinase as novel anticoccidial agents

  摘要：

  Several analogs of 2,3-diaryl pyrroles were synthesized and evaluated as inhibitors of Eimeria tenella cGMP-dependent protein kinase and in. in vivo anticoccidial assays. A 4-fluorophenyl group enhances both in vitro and in Vivo activities. The most potent analogs are the-5-(N-methyl, N-ethyl, and N-methylazetidine methyl) piperidyl derivatives 12, 23, and 34. These compounds have a broad spectrum of activity. Based on the in vivo efficacy and cost of synthesis, the N-ethyl analog 23 was chosen as a novel anticoccidial agent for a field trial. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.04.060
• 作为产物：
  描述：

  4-氯苯甲酸乙酯 在 乙酸铵 、 sodium hydride 、 溶剂黄146 、 二甲基亚砜 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 生成 4-[5-(4-Chloro-phenyl)-4-pyridin-4-yl-1H-pyrrol-2-yl]-piperidine-1-carboxylic acid benzyl ester
  参考文献：
  名称：

  Synthesis and SAR of 2,3-diarylpyrrole inhibitors of parasite cGMP-dependent protein kinase as novel anticoccidial agents

  摘要：

  Several analogs of 2,3-diaryl pyrroles were synthesized and evaluated as inhibitors of Eimeria tenella cGMP-dependent protein kinase and in. in vivo anticoccidial assays. A 4-fluorophenyl group enhances both in vitro and in Vivo activities. The most potent analogs are the-5-(N-methyl, N-ethyl, and N-methylazetidine methyl) piperidyl derivatives 12, 23, and 34. These compounds have a broad spectrum of activity. Based on the in vivo efficacy and cost of synthesis, the N-ethyl analog 23 was chosen as a novel anticoccidial agent for a field trial. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.04.060