5-(2,4-dichlorophenyl)-1H-pyrazole-4-carboxylic acid | 1152543-53-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-(2,4-dichlorophenyl)-1H-pyrazole-4-carboxylic acid
• CAS: 1152543-53-7
• 化学式: C₁₀H₆Cl₂N₂O₂
• mdl: MFCD11190929
• 分子量: 257.076
• InChiKey: PPSPSHYWNMQYAK-UHFFFAOYSA-N

物化性质

• 沸点：
  455.1±40.0 °C(Predicted)
• 密度：
  1.580±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  66
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-(2,4-dichlorophenyl)-1H-pyrazole-4-carboxylic acid 、 4-氨基-5-异丙基-4H-1,2,4-三唑-3-硫醇 在 三氯氧磷 作用下， 以77%的产率得到3-propyl-6-(3-(2,4-dichlorophenyl)-1H-pyrazol-4-yl)[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
  参考文献：
  名称：

  Synthesis and anti-inflammatory evaluation of some new 3,6-disubstituted-1,2,4-triazolo-[3,4-b]-1,3,4-thiadiazoles bearing pyrazole moiety

  摘要：

  In the present study, a new series of 3,6-disubstituted-1,2,4-triazolo-[3,4-b]-1,3,4-thiadiazoles (4aj) have been synthesized by condensing 3-substituted-4-amino-5-mercapto-1,2,4-triazoles (1a-b) with various 3-substituted-pyrazole-4-carboxylic acids (3a-e) in the presence of POCl3. The structures of newly synthesized compounds were characterized by elemental analysis, IR, H-1 NMR, C-13 NMR, and mass spectroscopic studies. Structure of the compound 4b was also confirmed by recording the single crystal X-ray structure. All the synthesized compounds were screened for their anti-inflammatory activities by carrageenan induced paw edema method. Anti-inflammatory screening indicated that, compounds 4d, 4e, and 4h were found to be biologically active whereas remaining compounds showed poor anti-inflammatory activity. Also molecular docking studies were also performed for compounds which showed good anti-inflammatory activity.

  DOI：

  10.1007/s00044-011-9865-0
• 作为产物：
  描述：

  3-(2,4-dichlorophenyl)-1H-pyrazole-4-carbaldehyde 在 potassium permanganate 、 水 、 sodium hydroxide 作用下， 生成 5-(2,4-dichlorophenyl)-1H-pyrazole-4-carboxylic acid
  参考文献：
  名称：

  Synthesis and anti-inflammatory evaluation of some new 3,6-disubstituted-1,2,4-triazolo-[3,4-b]-1,3,4-thiadiazoles bearing pyrazole moiety

  摘要：

  In the present study, a new series of 3,6-disubstituted-1,2,4-triazolo-[3,4-b]-1,3,4-thiadiazoles (4aj) have been synthesized by condensing 3-substituted-4-amino-5-mercapto-1,2,4-triazoles (1a-b) with various 3-substituted-pyrazole-4-carboxylic acids (3a-e) in the presence of POCl3. The structures of newly synthesized compounds were characterized by elemental analysis, IR, H-1 NMR, C-13 NMR, and mass spectroscopic studies. Structure of the compound 4b was also confirmed by recording the single crystal X-ray structure. All the synthesized compounds were screened for their anti-inflammatory activities by carrageenan induced paw edema method. Anti-inflammatory screening indicated that, compounds 4d, 4e, and 4h were found to be biologically active whereas remaining compounds showed poor anti-inflammatory activity. Also molecular docking studies were also performed for compounds which showed good anti-inflammatory activity.

  DOI：

  10.1007/s00044-011-9865-0