1-[4,6-Dibromo-2-(2-chloro-phenyl)-pyridin-3-ylmethyl]-3-(2,6-dichloro-phenyl)-1-(4-methoxy-benzyl)-urea | 906463-09-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1-[4,6-Dibromo-2-(2-chloro-phenyl)-pyridin-3-ylmethyl]-3-(2,6-dichloro-phenyl)-1-(4-methoxy-benzyl)-urea
• CAS: 906463-09-0
• 化学式: C₂₇H₂₀Br₂Cl₃N₃O₂
• 分子量: 684.642
• InChiKey: HRIFTPABWKPPJP-UHFFFAOYSA-N

物化性质

• 沸点：
  762.3±60.0 °C(predicted)
• 密度：
  1.636±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.48
• 重原子数：
  37.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  54.46
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1-[4,6-Dibromo-2-(2-chloro-phenyl)-pyridin-3-ylmethyl]-3-(2,6-dichloro-phenyl)-1-(4-methoxy-benzyl)-urea 在 Adam’s catalyst 吡啶 、 copper(l) iodide 、 四(三苯基膦)钯 、 氢气 、 potassium carbonate 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 20.0~150.0 ℃ 、137.9 kPa 条件下， 反应 1.15h， 生成 5-(2-Chloro-phenyl)-1-(2,6-dichloro-phenyl)-7-piperidin-4-yl-3,4-dihydro-1H-pyrido[4,3-d]pyrimidin-2-one
  参考文献：
  名称：

  p38 MAP kinase inhibitors. Part 3: SAR on 3,4-dihydropyrimido[4,5-d]pyrimidin-2-ones and 3,4-dihydropyrido[4,3-d]pyrimidin-2-ones

  摘要：

  p38 inhibitors based on 3,4-dihydropyrimido[4,5-d]pyrimidin-2-one and 3,4-dihydropyrido[4,3-d]pyrimidin-2-one platforms were synthesized and preliminary SAR explored. Among the pyrimido-pyrimidones the emergence of two sub-types of analogs-C7-amino-pyrimidines such as 24 and C7-amino-piperidines such as 42-characterized with good p38 inhibition and better off-target profiles in terms of ion channel activities was significant. Representative compound 54 in the pyrido-pyrimidone class was found to be equipotent with corresponding analog in the quinazolinone series. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.05.045
• 作为产物：
  描述：

  2-(2-Chlorophenyl)-3-methyl-5-nitropyridine 在 盐酸 、 N-溴代丁二酰亚胺(NBS) 、 溴 、 镍 、 亚硝酸异戊酯 、 过氧化苯甲酰 作用下， 以 四氢呋喃 、 甲醇 、 四氯化碳 、 二氯甲烷 为溶剂， 反应 10.0h， 生成 1-[4,6-Dibromo-2-(2-chloro-phenyl)-pyridin-3-ylmethyl]-3-(2,6-dichloro-phenyl)-1-(4-methoxy-benzyl)-urea
  参考文献：
  名称：

  p38 MAP kinase inhibitors. Part 3: SAR on 3,4-dihydropyrimido[4,5-d]pyrimidin-2-ones and 3,4-dihydropyrido[4,3-d]pyrimidin-2-ones

  摘要：

  p38 inhibitors based on 3,4-dihydropyrimido[4,5-d]pyrimidin-2-one and 3,4-dihydropyrido[4,3-d]pyrimidin-2-one platforms were synthesized and preliminary SAR explored. Among the pyrimido-pyrimidones the emergence of two sub-types of analogs-C7-amino-pyrimidines such as 24 and C7-amino-piperidines such as 42-characterized with good p38 inhibition and better off-target profiles in terms of ion channel activities was significant. Representative compound 54 in the pyrido-pyrimidone class was found to be equipotent with corresponding analog in the quinazolinone series. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.05.045