1-(3-aminophenyl)-5-phenyl-3-(4-sulfamoylphenylcarbamoyl)-1H-pyrazole-4-carboxylic acid | 1416168-12-1

• 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-(3-aminophenyl)-5-phenyl-3-(4-sulfamoylphenylcarbamoyl)-1H-pyrazole-4-carboxylic acid
• 英文别名: 1-(3-Aminophenyl)-5-phenyl-3-[(4-sulfamoylphenyl)carbamoyl]pyrazole-4-carboxylic acid；1-(3-aminophenyl)-5-phenyl-3-[(4-sulfamoylphenyl)carbamoyl]pyrazole-4-carboxylic acid
• CAS: 1416168-12-1
• 化学式: C₂₃H₁₉N₅O₅S
• 分子量: 477.5
• InChiKey: AQPLSXRRQUAVES-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  34
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  179
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1-(3-aminophenyl)-5-phenyl-3-(4-sulfamoylphenylcarbamoyl)-1H-pyrazole-4-carboxylic acid 、 乙酰丙酮 在 盐酸 、 sodium nitrite 作用下， 以 甲醇 、 水 、 乙醇 为溶剂， 反应 3.0h， 以95%的产率得到1-(3-[(2-hydroxy-4-oxopent-2-en-3-yl)diazenyl]phenyl)-5-phenyl-3-(4-sulfamoylphenyl carbamoyl)-1H-pyrazole-4-carboxylic acid
  参考文献：
  名称：

  Facile synthesis and characterization of novel pyrazole-sulfonamides and their inhibition effects on human carbonic anhydrase isoenzymes

  摘要：

  In the current study, a series of pyrazole-sulfonamide derivatives (2-14) were synthesized, characterized, and the inhibition effects of the derivatives on human carbonic anhydrases (hCA I and hCA II) were investigated as in vitro. Structures of these sulfonamides were confirmed by FT-IR, H-1 NMR, C-13 NMR and LC-MS analysis. H-1 NMR and C-13 NMR revealed the tautomeric structures. hCA I and hCA II isozymes were purified from human erythrocytes and inhibitory effects of newly synthesized sulfonamides on esterase activities of these isoenzymes have been studied. The K-i values of compounds were 0.062-1.278 mu M for hCA I and 0.012-0.379 mu M for hCA II. The inhibition effects of 7 for hCA I and 4 for hCA II isozymes were almost in nanomolar concentration range. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2012.11.012
• 作为产物：
  描述：

  Ethyl 1-(3-nitrophenyl)-5-phenyl-3-[(4-sulfamoylphenyl)carbamoyl]pyrazole-4-carboxylate 在 盐酸 、 水 作用下， 以75%的产率得到1-(3-aminophenyl)-5-phenyl-3-(4-sulfamoylphenylcarbamoyl)-1H-pyrazole-4-carboxylic acid
  参考文献：
  名称：

  Facile synthesis and characterization of novel pyrazole-sulfonamides and their inhibition effects on human carbonic anhydrase isoenzymes

  摘要：

  In the current study, a series of pyrazole-sulfonamide derivatives (2-14) were synthesized, characterized, and the inhibition effects of the derivatives on human carbonic anhydrases (hCA I and hCA II) were investigated as in vitro. Structures of these sulfonamides were confirmed by FT-IR, H-1 NMR, C-13 NMR and LC-MS analysis. H-1 NMR and C-13 NMR revealed the tautomeric structures. hCA I and hCA II isozymes were purified from human erythrocytes and inhibitory effects of newly synthesized sulfonamides on esterase activities of these isoenzymes have been studied. The K-i values of compounds were 0.062-1.278 mu M for hCA I and 0.012-0.379 mu M for hCA II. The inhibition effects of 7 for hCA I and 4 for hCA II isozymes were almost in nanomolar concentration range. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2012.11.012

文献信息

• Facile synthesis and characterization of novel pyrazole-sulfonamides and their inhibition effects on human carbonic anhydrase isoenzymes
  作者：Havva Balseven、M. Mustafa İşgör、Samet Mert、Zuhal Alım、Şükrü Beydemir、Salim Ok、Rahmi Kasımoğulları

  DOI：10.1016/j.bmc.2012.11.012

  日期：2013.1

  In the current study, a series of pyrazole-sulfonamide derivatives (2-14) were synthesized, characterized, and the inhibition effects of the derivatives on human carbonic anhydrases (hCA I and hCA II) were investigated as in vitro. Structures of these sulfonamides were confirmed by FT-IR, H-1 NMR, C-13 NMR and LC-MS analysis. H-1 NMR and C-13 NMR revealed the tautomeric structures. hCA I and hCA II isozymes were purified from human erythrocytes and inhibitory effects of newly synthesized sulfonamides on esterase activities of these isoenzymes have been studied. The K-i values of compounds were 0.062-1.278 mu M for hCA I and 0.012-0.379 mu M for hCA II. The inhibition effects of 7 for hCA I and 4 for hCA II isozymes were almost in nanomolar concentration range. Published by Elsevier Ltd.