1-[3-[2-(1,3-Dioxo-1,3-diphenylpropan-2-ylidene)hydrazinyl]phenyl]-5-phenyl-3-[(4-sulfamoylphenyl)carbamoyl]pyrazole-4-carboxylic acid | 1416168-15-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 1-[3-[2-(1,3-Dioxo-1,3-diphenylpropan-2-ylidene)hydrazinyl]phenyl]-5-phenyl-3-[(4-sulfamoylphenyl)carbamoyl]pyrazole-4-carboxylic acid
• 英文别名: 1-[3-[2-(1,3-dioxo-1,3-diphenylpropan-2-ylidene)hydrazinyl]phenyl]-5-phenyl-3-[(4-sulfamoylphenyl)carbamoyl]pyrazole-4-carboxylic acid
• CAS: 1416168-15-4
• 化学式: C₃₈H₂₈N₆O₇S
• 分子量: 712.742
• InChiKey: CLFBWEPKZFFFOI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  52
• 可旋转键数：
  12
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  211
• 氢给体数：
  4
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  Ethyl 1-(3-nitrophenyl)-5-phenyl-3-[(4-sulfamoylphenyl)carbamoyl]pyrazole-4-carboxylate 在 盐酸 、 水 、 sodium nitrite 作用下， 以 甲醇 、 水 为溶剂， 反应 3.0h， 生成 1-[3-[2-(1,3-Dioxo-1,3-diphenylpropan-2-ylidene)hydrazinyl]phenyl]-5-phenyl-3-[(4-sulfamoylphenyl)carbamoyl]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.