4-amino-6-methyl-5-nitropyridazin-3(2H)-one | 202277-51-8

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 4-amino-6-methyl-5-nitropyridazin-3(2H)-one
• 英文别名: 5-amino-3-methyl-4-nitro-1H-pyridazin-6-one
• CAS: 202277-51-8
• 化学式: C₅H₆N₄O₃
• 分子量: 170.128
• InChiKey: XGVDCQRICPNGEW-UHFFFAOYSA-N

物化性质

• 密度：
  1.83±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  113
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-amino-6-methyl-5-nitropyridazin-3(2H)-one 在 铁粉 、 溶剂黄146 作用下， 反应 16.0h， 以63%的产率得到4,5-diamino-6-methylpyridazin-3(2H)-one
  参考文献：
  名称：

  摘要：

  Substituted 2-aryl- and 2-hetarylimidazo[4,5-d]pyridazines were synthesized by oxidative cyclization in the presence of sulfur of 4,5-diamino-6-methylpyridazin-3-one with substituted arene(hetarene)carbaldehydes or heterocyclic compounds having an activated methyl group.

  DOI：

  10.1023/a:1012490919797
• 作为产物：
  描述：

  4,5-二氢-6-甲基哒嗪-3(2H)-酮 在 硫酸 、 溴 、 硝酸 、 一水合肼 、 溶剂黄146 作用下， 反应 30.0h， 生成 4-amino-6-methyl-5-nitropyridazin-3(2H)-one
  参考文献：
  名称：

  Imidazopyridazinones as novel PDE7 inhibitors: SAR and in vivo studies in Parkinson’s disease model

  摘要：

  The synthesis and structure-activity relationship studies of a series of compounds from imidazopyridazinone scaffold as PDE7 inhibitors are disclosed. Potent analogs such as compounds 7 (31 nM), 8 (27 nM), and 9 (12 nM) were identified. The PDE selectivity and pharmacokinetic profile of compounds 7, 8 and 9 are also disclosed. The adequate CNS penetration of compound 7 in mice allowed it to be tested in the MPTP induced PD model and haloperidol induced catalepsy model to probe the differential pharmacology of PDE7 in the striatal pathway. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.07.077