ethyl 2-[5-[(2-amino-3-methylbenzoyl)amino]-1-methylpyrazol-4-yl]acetate | 211563-76-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ethyl 2-[5-[(2-amino-3-methylbenzoyl)amino]-1-methylpyrazol-4-yl]acetate
• CAS: 211563-76-7
• 化学式: C₁₆H₂₀N₄O₃
• 分子量: 316.36
• InChiKey: HWOOFIJCUDTGCJ-UHFFFAOYSA-N

物化性质

• 沸点：
  446.7±45.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.67
• 重原子数：
  23.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  99.24
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  ethyl 2-[5-[(2-amino-3-methylbenzoyl)amino]-1-methylpyrazol-4-yl]acetate 在 盐酸 、 potassium nitrite 、 水 作用下， 反应 1.0h， 生成 [1-Methyl-5-(8-methyl-4-oxo-4H-benzo[d][1,2,3]triazin-3-yl)-1H-pyrazol-4-yl]-acetic acid ethyl ester
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of 1-methyl-5- [substituted-4(3H)-oxo-1,2,3-benzotriazin-3-yl]-1H-pyrazole-4-acetic acid derivatives

  摘要：

  Several new 1-methyl-5-[substituted-dioxo-1,2,3-benzotriazin-3-yl]-1H-pyrazole-4-acetic acids and their ethyl ester derivatives were prepared. The compounds were tested for analgesic and antiinflammatory activities, acute toxicity, ulcerogenic effect, and as in vitro inhibitors of 3 alpha-hydroxysteroid dehydrogenase (3 alpha-HSD), since it is claimed that the inhibition of such an enzyme predicts in vivo antiinflammatory activity. Some compounds were more active than phenylbutazone in the phenylbenzoquinone and acetic acid peritonitis tests, and equiactive to the same drug in the carrageenin paw edema test. All the compounds inhibited the 3 alpha-HSD, but no correlation was observed with the paw edema inhibition values. The compounds proved to possess marginal or no ulcerogenic effect as well as low systemic toxicity. (C) 1998 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(98)00034-2
• 作为产物：
  描述：

  3-甲基-2-硝基苯甲酰氯 在 水 、 铁粉 、 溶剂黄146 、 三乙胺 作用下， 以 氯仿 为溶剂， 反应 6.0h， 生成 ethyl 2-[5-[(2-amino-3-methylbenzoyl)amino]-1-methylpyrazol-4-yl]acetate
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of 1-methyl-5- [substituted-4(3H)-oxo-1,2,3-benzotriazin-3-yl]-1H-pyrazole-4-acetic acid derivatives

  摘要：

  Several new 1-methyl-5-[substituted-dioxo-1,2,3-benzotriazin-3-yl]-1H-pyrazole-4-acetic acids and their ethyl ester derivatives were prepared. The compounds were tested for analgesic and antiinflammatory activities, acute toxicity, ulcerogenic effect, and as in vitro inhibitors of 3 alpha-hydroxysteroid dehydrogenase (3 alpha-HSD), since it is claimed that the inhibition of such an enzyme predicts in vivo antiinflammatory activity. Some compounds were more active than phenylbutazone in the phenylbenzoquinone and acetic acid peritonitis tests, and equiactive to the same drug in the carrageenin paw edema test. All the compounds inhibited the 3 alpha-HSD, but no correlation was observed with the paw edema inhibition values. The compounds proved to possess marginal or no ulcerogenic effect as well as low systemic toxicity. (C) 1998 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(98)00034-2

文献信息

• Synthesis and pharmacological study of ethyl 1-methyl-5-(substituted 3,4-dihydro-4-oxoquinazolin-3-yl)-1H-pyrazole-4-acetates
  作者：Benedetta Maggio、Giuseppe Daidone、Demetrio Raffa、Salvatore Plescia、Luca Mantione、Vincenza Maria Catena Cutuli、Nunzio Guido Mangano、Antonina Caruso

  DOI：10.1016/s0223-5234(01)01259-4

  日期：2001.9

  Several new ethyl 1-methyl-5-(substituted 3,4-dihydro-4-oxoquinazolin-3-yl)-1H-pyrazole-4-acetates 2, substituted at 2 and, alternatively at, 6, 7 or 8 positions of the quinazolinone nucleus, were synthesised. The compounds were screened for their analgesic and antiinflammatory activities, acute toxicity and ulcerogenic effect. Substitution in the benzene moiety of the quinazolinone ring did not show

  几个新的1-甲基-5-（取代的3,4-二氢-4-氧喹唑啉-3-基）-1H-吡唑-4-乙酸乙酯2，在2位或6、7或8位取代合成了喹唑啉酮核。筛选化合物的镇痛和抗炎活性，急性毒性和致溃疡作用。喹唑啉酮环的苯部分的取代对于镇痛活性没有显示任何优势，而在某些情况下它改善了抗炎活性。一些化合物显示出明显的抗炎活性，并且同时具有非常低的致溃疡指数。