Ethyl 2-[5-[(2-aminobenzoyl)amino]-1-methylpyrazol-4-yl]acetate | 160662-08-8

• 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-aminobenzoyl)amino]-1-methylpyrazol-4-yl]acetate
• CAS: 160662-08-8
• 化学式: C₁₅H₁₈N₄O₃
• 分子量: 302.333
• InChiKey: OCLVZLIVNZGYPI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  99.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Ethyl 2-[5-[(2-aminobenzoyl)amino]-1-methylpyrazol-4-yl]acetate 在 盐酸 、 potassium nitrite 、 水 作用下， 反应 1.0h， 生成 [1-Methyl-5-(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：

  2-硝基苯甲酰氯 在 palladium on activated charcoal 氢气 、 三乙胺 作用下， 以 乙醇 、 氯仿 为溶剂， 反应 13.0h， 生成 Ethyl 2-[5-[(2-aminobenzoyl)amino]-1-methylpyrazol-4-yl]acetate
  参考文献：
  名称：

  Synthesis and pharmacological study of ethyl 1-methyl-5-[2-substituted-4-oxo-3(4H)-quinazolinyl]-1H-pyrazole-4-acetates

  摘要：

  A number of new ethyl 1-methyl-5-[4-oxo-3(4H)-quinazolinyl]-1H-pyrazole-4-acetates substituted at the 2 position of the quinazolinone ring were prepared. The compounds were tested for analgesic and antiinflammatory activities, as well as for their acute toxicity and ulcerogenic effect. The 2-methyl, 2-ethyl and 2-phenyl derivatives proved to be more active than acetylsalicylic acid and phenylbutazone in the phenylbenzoquinone writhing test. The 2-methyl derivative was also as active as acetylsalicylic acid in the carrageenin paw oedema test. All the compounds showed very reduced ulcerogenic effects and systemic toxicity.

  DOI：

  10.1016/0223-5234(94)90033-7