5-Acetyl-2-ethyl-4-nitro-6-(3-nitro-phenyl)-2H-pyridazin-3-one | 189306-96-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 5-Acetyl-2-ethyl-4-nitro-6-(3-nitro-phenyl)-2H-pyridazin-3-one
• 英文别名: 5-acetyl-2-ethyl-4-nitro-6-(3-nitrophenyl)pyridazin-3(2H)-one；5-acetyl-2-ethyl-4-nitro-6-(3-nitrophenyl)pyridazin-3-one
• CAS: 189306-96-5
• 化学式: C₁₄H₁₂N₄O₆
• 分子量: 332.272
• InChiKey: LMGVXXONBGRFIG-UHFFFAOYSA-N

物化性质

• 沸点：
  476.1±55.0 °C(Predicted)
• 密度：
  1.51±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  141
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  巯基乙酸乙酯钠盐 、 5-Acetyl-2-ethyl-4-nitro-6-(3-nitro-phenyl)-2H-pyridazin-3-one 以 乙醇 为溶剂， 反应 0.5h， 以61%的产率得到6-Ethyl-3-methyl-4-(3-nitro-phenyl)-7-oxo-6,7-dihydro-thieno[2,3-d]pyridazine-2-carboxylic acid ethyl ester
  参考文献：
  名称：

  Novel Heterocyclic-Fused Pyridazinones as Potent and Selective Phosphodiesterase IV Inhibitors

  摘要：

  A series of 6-aryl-4,5-heterocyclic-fused pyridazinones were designed and synthesized as selective phosphodiesterase (PDE) TV inhibitors. Biological evaluation of these compounds demonstrated a good selectivity profile toward the PDE TV family and greatly attenuated affinity for the Rolipram high-affinity binding site that seems to be responsible for undesiderable side effects. Structure-activity relationships (SARs) studies showed that the presence of an ethyl group at pyridazine N-2 is associated with the best potency and selectivity profile.

  DOI：

  10.1021/jm970105l
• 作为产物：
  描述：

  1-(3-硝基苯基)-1,3-丁二酮 在 ammonium cerium(IV) nitrate 、 硝酸 、 sodium ethanolate 、 potassium carbonate 、 一水合肼 、 溶剂黄146 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 5-Acetyl-2-ethyl-4-nitro-6-(3-nitro-phenyl)-2H-pyridazin-3-one
  参考文献：
  名称：

  Novel Heterocyclic-Fused Pyridazinones as Potent and Selective Phosphodiesterase IV Inhibitors

  摘要：

  A series of 6-aryl-4,5-heterocyclic-fused pyridazinones were designed and synthesized as selective phosphodiesterase (PDE) TV inhibitors. Biological evaluation of these compounds demonstrated a good selectivity profile toward the PDE TV family and greatly attenuated affinity for the Rolipram high-affinity binding site that seems to be responsible for undesiderable side effects. Structure-activity relationships (SARs) studies showed that the presence of an ethyl group at pyridazine N-2 is associated with the best potency and selectivity profile.

  DOI：

  10.1021/jm970105l

文献信息

• [EN] PYRIDAZIN-3(2H)-ONE DERIVATIVES AS PDE4 INHIBITORS<br/>[FR] DERIVES DE LA PYRIDAZINE-3(2h)-ONE, INHIBITEURS DE LA PDE4
  申请人：ALMIRALL PRODESFARMA SA

  公开号：WO2003097613A1

  公开（公告）日：2003-11-27

  New pyridazin-3(2H)-one derivatives having the chemical structure of general formula (I); are disclosed; as well as processes for their preparation, pharmaceutical compositions comprising them and their use in therapy as inhibitors of phosphodiesterase 4.

  新的吡啶并嗪-3(2H)-酮衍生物具有一般式(I)的化学结构；公开了它们的制备方法，包括它们的药物组合物以及它们作为磷酸二酯酶4抑制剂在治疗中的用途。
• Pyridazin-3(2h)-one derivatives as pde4 inhibitors
  申请人：Dal Piaz Vittorio

  公开号：US20060052379A1

  公开（公告）日：2006-03-09

  New pyridazin-3(2H)-one derivatives having the chemical structure of general formula (I) are disclosed; as well as process for their preparation, pharmaceutical compositions comprising them and their use in therapy as inhibitors of phosphodiesterase 4.

  本发明公开了具有一般式(I)化学结构的新吡啶并嗪-3(2H)-酮衍生物；以及其制备过程、包含它们的制药组合物以及它们作为磷酸二酯酶4抑制剂在治疗中的应用。
• PYRIDAZIN-3 (2H) -ONE DERIVATIVES AS PDE4 INHIBITORS
  申请人：Dal Piaz Vittorio

  公开号：US20080269235A1

  公开（公告）日：2008-10-30

  New pyridazin-3(2H)-one derivatives having the chemical structure of general formula (I) are disclosed; as well as process for their preparation, pharmaceutical compositions comprising them and their use in therapy as inhibitors of phosphodiesterase 4.

  本发明揭示了具有一般式(I)的化学结构的新吡啶并嗪-3(2H)-酮衍生物，以及它们的制备方法、含有它们的药物组合物以及它们作为磷酸二酯酶4抑制剂在治疗中的使用。
• Pyridazin-3(2H)-one derivatives as PDE4 inhibitors
  申请人：Laboratorios Almirall, S.A.

  公开号：US07459453B2

  公开（公告）日：2008-12-02

  New pyridazin-3(2H)-one derivatives having the chemical structure of general formula (I) are disclosed; as well as process for their preparation, pharmaceutical compositions comprising them and their use in therapy as inhibitors of phosphodiesterase 4.

  本发明揭示了具有通式（I）的化学结构的新吡啶并嗪-3（2H）-酮衍生物，以及它们的制备方法，包括它们的药物组成物和它们作为磷酸二酯酶4抑制剂在治疗中的使用。
• PYRIDAZIN-3(2H)-ONE DERIVATIVES AS PDE4 INHIBITORS
  申请人：Almirall Prodesfarma, S.A.

  公开号：EP1503992A1

  公开（公告）日：2005-02-09