[1-Methyl-5-(5-methyl-2-nitro-benzoylamino)-1H-pyrazol-4-yl]-acetic acid ethyl ester | 211563-73-4

• 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: [1-Methyl-5-(5-methyl-2-nitro-benzoylamino)-1H-pyrazol-4-yl]-acetic acid ethyl ester
• CAS: 211563-73-4
• 化学式: C₁₆H₁₈N₄O₅
• 分子量: 346.343
• InChiKey: MXGYQALXSBAMPF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.99
• 重原子数：
  25.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  116.36
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  [1-Methyl-5-(5-methyl-2-nitro-benzoylamino)-1H-pyrazol-4-yl]-acetic acid ethyl ester 在 sodium hydroxide 、 水 、 铁粉 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 25.0h， 生成 1H-Pyrazole-4-acetic acid,5-[(2-amino-5-methylbenzoyl)amino]-1-methyl-
  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：

  5-甲基-2-硝基苯甲酰氯 、 Ethyl 2-(5-amino-1-methylpyrazol-4-yl)acetate 在 三乙胺 作用下， 以 氯仿 为溶剂， 反应 5.0h， 生成 [1-Methyl-5-(5-methyl-2-nitro-benzoylamino)-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