5-amino-1-ethyl-1,2-dihydropyrazol-3-one | 78317-67-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 英文名称: 5-amino-1-ethyl-1,2-dihydropyrazol-3-one
• 英文别名: 3-amino-2-ethyl-1H-pyrazol-5-one
• CAS: 78317-67-6
• 化学式: C₅H₉N₃O
• 分子量: 127.146
• InChiKey: NIGJMUXYXGFCRF-UHFFFAOYSA-N

物化性质

• 密度：
  1.169±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  58.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2H-吡喃-3,5(4H,6H)-二酮 、 5-amino-1-ethyl-1,2-dihydropyrazol-3-one 、 3-溴-4-氟苯甲醛 以to provide 0.1 g of the title compound的产率得到4-(3-bromo-4-fluorophenyl)-1-ethyl-1,2,4,9-tetrahydropyrano[3,4-b]pyrazolo[4,3-e]pyridine-3,5(6H,8H)-dione
  参考文献：
  名称：

  Tricyclic dihydropyrazolone and tricyclic dihydroisoxazolone potassium channel openers

  摘要：

  公式I的化合物在治疗由钾通道开放剂预防或缓解的疾病方面非常有用。还揭示了开放钾通道的组合物和在哺乳动物中开放钾通道的方法。

  公开号：

  US06780872B2

文献信息

• Structure–activity studies for a novel series of tricyclic dihydropyridopyrazolones and dihydropyridoisoxazolones as KATP channel openers
  作者：Irene Drizin、Robert J. Altenbach、Steven A. Buckner、Kristi L. Whiteaker、Victoria E. Scott、John F. Darbyshire、Venkata Jayanti、Rodger F. Henry、Michael J. Coghlan、Murali Gopalakrishnan、William A. Carroll

  DOI：10.1016/j.bmc.2004.01.038

  日期：2004.4

  In search of a novel chemotype of KATP channel openers a series of tricyclic dihydropyridopyrazolones and dihydropyridoisoxazolones was synthesized. It was found that cyclopentanone in the left hand portion of the molecule was 4-fold more potent than cyclohexanone. Introduction of gem-dimethyl groups as well as incorporation of oxygen in the cyclohexanone ring in the left hand portion of the molecule increased the potency 10-fold. In the right hand portion of the molecule, the NH-group of the pyrazolone can be effectively substituted by oxygen increasing the activity 5-fold. Incorporation of a methyl group adjacent to the dihydropyridine (DHP) nitrogen not only significantly boosted activity, but also provided an additional benefit of increased metabolic stability. In vitro tests on the tissue from pig bladder strips provided further confirmation of K-ATP activity of these compounds. (C) 2004 Elsevier Ltd. All rights reserved.