5-(4-Methoxyphenoxy)-6-oxo-1-(4-propan-2-ylphenyl)-4-pyridazinecarboxaldehyde | 1415356-70-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-(4-Methoxyphenoxy)-6-oxo-1-(4-propan-2-ylphenyl)-4-pyridazinecarboxaldehyde
• 英文别名: 5-(4-methoxyphenoxy)-6-oxo-1-(4-propan-2-ylphenyl)pyridazine-4-carbaldehyde
• CAS: 1415356-70-5
• 化学式: C₂₁H₂₀N₂O₄
• 分子量: 364.401
• InChiKey: QYTUKOZJHJPHBG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  68.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-(4-Methoxyphenoxy)-6-oxo-1-(4-propan-2-ylphenyl)-4-pyridazinecarboxaldehyde 在 sodium hypochlorite 、 sodium dihydrogenphosphate 、 双氧水 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 叔丁醇 为溶剂， 反应 7.0h， 生成 Methyl 5-(4-methoxyphenoxy)-6-oxo-1-(4-propan-2-ylphenyl)pyridazine-4-carboxylate
  参考文献：
  名称：

  Design, synthesis and SAR analysis of novel potent and selective small molecule antagonists of NPBWR1 (GPR7)

  摘要：

  Novel smallmolecule antagonists ofNPBWR1 (GPR7) are herein reported. A high-throughput screening (HTS) of the Molecular Libraries-Small Molecule Repository library identified 5-chloro-4-(4-methoxyphenoxy)-2-(p-tolyl)pyridazin-3(2H)-one as a NPBWR1 hit antagonist with micromolar activity. Design, synthesis and structure-activity relationships study of the HTS-derived hit led to the identification of 5-chloro-2-(3,5-dimethylphenyl)-4-(4-methoxyphenoxy) pyridazin-3(2H)-one lead molecule with sub-micromolar antagonist activity at the target receptor and high selectivity against a panel of therapeutically relevant off-target proteins. This lead molecule may provide a pharmacological tool to clarify the molecular basis of the in vivo physiological function and therapeutic utility of NPBWR1 in diverse disease areas including inflammatory pain and eating disorders. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.09.074
• 作为产物：
  描述：

  1-(4-异丙基苯基)肼 在 bis-triphenylphosphine-palladium(II) chloride 、 sodium periodate 、 四氧化锇 、 sodium hydride 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醇 、 水 、 甲苯 为溶剂， 反应 12.0h， 生成 5-(4-Methoxyphenoxy)-6-oxo-1-(4-propan-2-ylphenyl)-4-pyridazinecarboxaldehyde
  参考文献：
  名称：

  Design, synthesis and SAR analysis of novel potent and selective small molecule antagonists of NPBWR1 (GPR7)

  摘要：

  Novel smallmolecule antagonists ofNPBWR1 (GPR7) are herein reported. A high-throughput screening (HTS) of the Molecular Libraries-Small Molecule Repository library identified 5-chloro-4-(4-methoxyphenoxy)-2-(p-tolyl)pyridazin-3(2H)-one as a NPBWR1 hit antagonist with micromolar activity. Design, synthesis and structure-activity relationships study of the HTS-derived hit led to the identification of 5-chloro-2-(3,5-dimethylphenyl)-4-(4-methoxyphenoxy) pyridazin-3(2H)-one lead molecule with sub-micromolar antagonist activity at the target receptor and high selectivity against a panel of therapeutically relevant off-target proteins. This lead molecule may provide a pharmacological tool to clarify the molecular basis of the in vivo physiological function and therapeutic utility of NPBWR1 in diverse disease areas including inflammatory pain and eating disorders. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.09.074