4-[5-(2-benzylsulfanyl-5-chlorothiophen-3-yl)-2-[4-(4-chlorophenyl)-1,3-thiazol-2-yl]-3,4-dihydropyrazol-3-yl]-N,N-dimethylaniline | 1416015-26-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 4-[5-(2-benzylsulfanyl-5-chlorothiophen-3-yl)-2-[4-(4-chlorophenyl)-1,3-thiazol-2-yl]-3,4-dihydropyrazol-3-yl]-N,N-dimethylaniline
• CAS: 1416015-26-3
• 化学式: C₃₁H₂₆Cl₂N₄S₃
• 分子量: 621.678
• InChiKey: ROUHUVHINHWNOK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.8
• 重原子数：
  40
• 可旋转键数：
  8
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  114
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  在 sodium hydroxide 作用下， 反应 0.58h， 生成 4-[5-(2-benzylsulfanyl-5-chlorothiophen-3-yl)-2-[4-(4-chlorophenyl)-1,3-thiazol-2-yl]-3,4-dihydropyrazol-3-yl]-N,N-dimethylaniline
  参考文献：
  名称：

  Trisubstituted thiophene analogues of 1-thiazolyl-2-pyrazoline, super oxidase inhibitors and free radical scavengers

  摘要：

  Xanthine oxidase (XO) generates superoxide anions and H2O2 for the self-defence system of organism. Abnormal production of this superoxide's (reactive oxygen species) is responsible for a number of complications including inflammation, metabolic disorder, cellular aging, reperfusion damage, atherosclerosis and carcinogenesis. Series of novel trisubstituted thiophenyl-1-thiazolyl-2-pyrazoline libraries are synthesized containing 2,5-dichloro thiophene, 5-chloro-2-(benzylthio) thiophene and 5-chlorothiophene-2-sulphonamide, from chalcones in PEG-400 as green solvent. Superoxide (XO) inhibitory and free radical scavenging activities were also figured out with molecular modeling analysis, bearing in mind their possible future for super oxide inhibitor (Gout) therapeutics, compound 3k shows interesting superoxide inhibitory and free radical scavenger activity with IC50 = 6.2 mu M, in comparison with allopurinol. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.09.060

文献信息

• Trisubstituted thiophene analogues of 1-thiazolyl-2-pyrazoline, super oxidase inhibitors and free radical scavengers
  作者：Gajanan G. Mandawad、Bhaskar S. Dawane、Supriya D. Beedkar、Chandrahas N. Khobragade、Omprakash S. Yemul

  DOI：10.1016/j.bmc.2012.09.060

  日期：2013.1

  Xanthine oxidase (XO) generates superoxide anions and H2O2 for the self-defence system of organism. Abnormal production of this superoxide's (reactive oxygen species) is responsible for a number of complications including inflammation, metabolic disorder, cellular aging, reperfusion damage, atherosclerosis and carcinogenesis. Series of novel trisubstituted thiophenyl-1-thiazolyl-2-pyrazoline libraries are synthesized containing 2,5-dichloro thiophene, 5-chloro-2-(benzylthio) thiophene and 5-chlorothiophene-2-sulphonamide, from chalcones in PEG-400 as green solvent. Superoxide (XO) inhibitory and free radical scavenging activities were also figured out with molecular modeling analysis, bearing in mind their possible future for super oxide inhibitor (Gout) therapeutics, compound 3k shows interesting superoxide inhibitory and free radical scavenger activity with IC50 = 6.2 mu M, in comparison with allopurinol. (C) 2012 Elsevier Ltd. All rights reserved.