2-[[4-(2-Fluorophenyl)piperazin-1-yl]methyl]-4,6-dimethyl-[1,2]thiazolo[5,4-b]pyridin-3-one | 872170-71-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 2-[[4-(2-Fluorophenyl)piperazin-1-yl]methyl]-4,6-dimethyl-[1,2]thiazolo[5,4-b]pyridin-3-one
• CAS: 872170-71-3
• 化学式: C₁₉H₂₁FN₄OS
• 分子量: 372.466
• InChiKey: JEMDPIVDAGWLBO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  65
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1-(2-氟苯基)哌嗪 、 2-hydroxymethyl-4,6-dimethylisothiazolo[5,4-b]pyridin-3(2H)-one 以 乙醇 为溶剂， 反应 24.0h， 以50%的产率得到2-[[4-(2-Fluorophenyl)piperazin-1-yl]methyl]-4,6-dimethyl-[1,2]thiazolo[5,4-b]pyridin-3-one
  参考文献：
  名称：

  Synthesis, analgesic activity and computational study of new isothiazolopyridines of Mannich base type

  摘要：

  A series of new 4-arylpiperazine derivatives of isothiazolopyridine of Mannich base type and their non-4-arylpiperazine analogues (3 and 4) were synthesized and assayed as potential analgesic agents. Pharmacological assay demonstrated that all the compounds prepared, without exception, displayed significant activity in the mouse writhing assay. The analgesic action, expressed as ED50, was found to be 2-10 times more potent than that of acetylsalicylic acid and 1.5-10 times weaker than that of morphine, these being used as standards. The toxicities (LD50) of the investigated derivatives varied and ranged from 250 to 2000 mg/kg. Additionally, the computational investigations were performed in order to find correlation between molecular structure and biological effects (toxicity, analgesic action) of discussed compounds. Useful model was found for toxicity assessment.

  DOI：

  10.1016/j.farmac.2005.08.005

文献信息

• Synthesis, analgesic activity and computational study of new isothiazolopyridines of Mannich base type
  作者：W. Malinka、P. Świątek、B. Filipek、J. Sapa、A. Jezierska、A. Koll

  DOI：10.1016/j.farmac.2005.08.005

  日期：2005.11

  A series of new 4-arylpiperazine derivatives of isothiazolopyridine of Mannich base type and their non-4-arylpiperazine analogues (3 and 4) were synthesized and assayed as potential analgesic agents. Pharmacological assay demonstrated that all the compounds prepared, without exception, displayed significant activity in the mouse writhing assay. The analgesic action, expressed as ED50, was found to be 2-10 times more potent than that of acetylsalicylic acid and 1.5-10 times weaker than that of morphine, these being used as standards. The toxicities (LD50) of the investigated derivatives varied and ranged from 250 to 2000 mg/kg. Additionally, the computational investigations were performed in order to find correlation between molecular structure and biological effects (toxicity, analgesic action) of discussed compounds. Useful model was found for toxicity assessment.