1-Phenyl-5-amino-3-methylmercapto-pyrazol-carbonsaeure-(4)-methylester | 88614-56-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-Phenyl-5-amino-3-methylmercapto-pyrazol-carbonsaeure-(4)-methylester
• 英文别名: 5-amino-3-methylsulfanyl-1-phenyl-1H-pyrazole-4-carboxylic acid methyl ester；Methyl 5-amino-3-methylsulfanyl-1-phenylpyrazole-4-carboxylate
• CAS: 88614-56-6
• 化学式: C₁₂H₁₃N₃O₂S
• 分子量: 263.32
• InChiKey: DQHZXZGDQCGHBF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  95.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-Phenyl-5-amino-3-methylmercapto-pyrazol-carbonsaeure-(4)-methylester 在 sodium hydroxide 、 水 作用下， 生成 5-Methylsulfanyl-2-phenyl-2H-pyrazol-3-ylamine
  参考文献：
  名称：

  Synthesis and Chemiluminescence of 1,3-Disubstituted 4-Hydroxypyrazolo[4',3':5,6]pyrido[2,3-d]pyridazine-5,8(6H,7H)-diones

  摘要：

  Reactions of 1,3-disubstituted 5-aminopyrazole-4-carboxylate derivatives (la-c) with dimethyl acetylenedicarboxylate gave the corresponding dimethyl 1,3-disubstituted 4-hydroxypyrazolo[3,4-b]pyridine-5,6-dicarboxylates (2a-c) which reacted with hydrazine hydrate to give 1,3-disubstituted 4-hydroxy-1H-pyrazolo[4',3':5,6]pyrido[2,3-d]pyridazine-5,8(6H,7H)-diones (3a-d). These tricyclic pyridazine derivatives were alternatively synthesized from 4-hydroxypyrrolo[3,4-e] pyrazolo[3,4-b]pyridine-5,7-diones (7a-c) prepared by reactions of 5-aminopyrazoles (1e-g) with 1-methyl-3-methylthio-4-methoxycarbonylmaleimide (5) followed by Gould-Jacacobs reaction. These tricyclic pyridazine derivatives were evaluated for chemiluminescence. 4-Hydroxy-3-methylthio-1-phenyl-1H-pyrazolo[4',3':5,6]pyrido[2,3-d]pyridazine-5,8(6H,7H)-dione (3d) showed the greatest chemiluminescence intensity in the presence of H2O2 and peroxidase in a solution of phosphate buffer at pH 10.

  DOI：

  10.3987/com-96-s17