4-[2-(4-ethoxyphenyl)hydrazinyl]-5-methylpyrazol-3-one | 365517-56-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 4-[2-(4-ethoxyphenyl)hydrazinyl]-5-methylpyrazol-3-one
• CAS: 365517-56-2
• 化学式: C₁₂H₁₄N₄O₂
• 分子量: 246.269
• InChiKey: BPDMZRJHPOGOSE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.36
• 重原子数：
  18.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  75.08
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-[2-(4-ethoxyphenyl)hydrazinyl]-5-methylpyrazol-3-one 、 氯乙酸乙酯 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 ethyl 2-(4-(2-(4-ethoxyphenyl)hydrazineylidene)-3-methyl-5-oxo-4,5-dihydro-1H-pyrazol-1-yl)acetate
  参考文献：
  名称：

  Synthesis of novel mannich bases containing Pyrazolones and indole systems

  摘要：

  Novel mannich bases 7 a-h were synthesized the condensation reaction between 3-Methyl-5-oxo-4-(4'-phenyl hydrazono)-4,5-dihydro-pyrazol-1-yl]acetic acid hydrazide 4 With Isatin yielded the corresponding [3-Methyl-5-oxo-4-(4'-substituted aryl hydrazono)-4,5-dihydro-pyrazol-1-yl]-acetic acid(2-oxo-1,2-dihydro-indol-3-ylidene)-hydrazide 6, this was subjected to mannich reaction with cyclic secondary amines in the presence of formaldehyde in DMF to give corresponding hydrazide 7 in excellent yields. The structures of these newly synthesized compounds were characterized by (1)H-NMR, Mass, IR and elemental analysis.

  DOI：

  10.1515/hc.2009.15.6.443
• 作为产物：
  描述：

  2-[(4-ethoxyphenyl)hydrazono]-3-oxo-butanoic acid, ethyl ester 在 aluminum oxide 、 一水合肼 、 N,N-二甲基甲酰胺 作用下， 反应 0.03h， 生成 4-[2-(4-ethoxyphenyl)hydrazinyl]-5-methylpyrazol-3-one
  参考文献：
  名称：

  Synthesis of novel mannich bases containing Pyrazolones and indole systems

  摘要：

  Novel mannich bases 7 a-h were synthesized the condensation reaction between 3-Methyl-5-oxo-4-(4'-phenyl hydrazono)-4,5-dihydro-pyrazol-1-yl]acetic acid hydrazide 4 With Isatin yielded the corresponding [3-Methyl-5-oxo-4-(4'-substituted aryl hydrazono)-4,5-dihydro-pyrazol-1-yl]-acetic acid(2-oxo-1,2-dihydro-indol-3-ylidene)-hydrazide 6, this was subjected to mannich reaction with cyclic secondary amines in the presence of formaldehyde in DMF to give corresponding hydrazide 7 in excellent yields. The structures of these newly synthesized compounds were characterized by (1)H-NMR, Mass, IR and elemental analysis.

  DOI：

  10.1515/hc.2009.15.6.443

文献信息

• PYRAZOL-3-ONES THAT ACTIVATE PRO-APOTOTIC BAX
  申请人：Dana Farber Cancer Institute, Inc.

  公开号：EP3799871A2

  公开（公告）日：2021-04-07

  This application features pyrazol-3-one compounds that activate pro-apoptotic BAX. Also featured are methods of using such compounds, e.g., for the treatment or prevention of diseases, disorders, and conditions associated with deregulated apoptosis of cells (e.g., insufficient apoptosis of diseased or damaged cells or essentially the absence of apoptosis of diseased or damaged cells).

  本申请的特点是吡唑-3-酮化合物能激活促细胞凋亡的 BAX。此外，还介绍了使用此类化合物的方法，例如，用于治疗或预防与细胞凋亡失调（例如，病变或受损细胞凋亡不足或病变或受损细胞基本上没有凋亡）有关的疾病、失调和病症。
• EP2766355B1
  申请人：——

  公开号：EP2766355B1

  公开（公告）日：2020-12-23
• Synthesis of novel mannich bases containing Pyrazolones and indole systems
  作者：L.K. Ravindranath、K. Srikanth、M. Dastagiri Ready、S. D. Ishrath Begum

  DOI：10.1515/hc.2009.15.6.443

  日期：2009.1

  Novel mannich bases 7 a-h were synthesized the condensation reaction between 3-Methyl-5-oxo-4-(4'-phenyl hydrazono)-4,5-dihydro-pyrazol-1-yl]acetic acid hydrazide 4 With Isatin yielded the corresponding [3-Methyl-5-oxo-4-(4'-substituted aryl hydrazono)-4,5-dihydro-pyrazol-1-yl]-acetic acid(2-oxo-1,2-dihydro-indol-3-ylidene)-hydrazide 6, this was subjected to mannich reaction with cyclic secondary amines in the presence of formaldehyde in DMF to give corresponding hydrazide 7 in excellent yields. The structures of these newly synthesized compounds were characterized by (1)H-NMR, Mass, IR and elemental analysis.