N-2-(4-(2-methylpropyl)phenyl)propionoyl-N'-(3',4'-dichlorophenyl)thiourea

• 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: N-2-(4-(2-methylpropyl)phenyl)propionoyl-N'-(3',4'-dichlorophenyl)thiourea
• 英文别名: N-[(3,4-dichlorophenyl)carbamothioyl]-2-[4-(2-methylpropyl)phenyl]propanamide
• 化学式: C₂₀H₂₂Cl₂N₂OS
• 分子量: 409.379
• InChiKey: IFANKJXCGCBCQB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  73.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-2-(4-(2-methylpropyl)phenyl)propionoyl-N'-(3',4'-dichlorophenyl)thiourea 、 nickel diacetate 以 乙醇 、 二氯甲烷 为溶剂， 反应 4.0h， 以84%的产率得到
  参考文献：
  名称：

  SYNTHESIS, CHARACTERIZATION AND UREASE INHIBITION STUDIES OF TRANSITION METAL COMPLEXES OF THIOUREAS BEARING IBUPROFEN MOIETY

  摘要：

  Starting from ibuprofen, a non-steroidal anti-inflammatory drug, N, N'-disubstituted thiourea derivatives were synthesized by refluxing the acid chloride of ibuprofen with potassium thiocyanate followed by substituted anilines to get N-2-(4-(2-methylpropyl) phenyl) propionoyl-N'-(2'-bromophenyl) thiourea (1), N-2( 4-(2-methylpropyl) phenyl) propionoyl-N'-(2'-chlorophenyl) thiourea (2) and N-2-(4-(2-methylpropyl) phenyl) propionoyl-N'-(3', 4'-dichlorophenyl) thiourea (3). Metal complexes (4-15) of (1-3) were synthesized by refluxing it with one equivalence salts of Co (II), Ni(II), Pb(II) and Cu(I). Structures of all the synthesized thiourea ligands and their metal complexes were determined by FTIR and (HNMR)-H-1 spectroscopy. Shift in stretching frequency in FTIR and resonance frequency in (HNMR)-H-1 spectroscopic data suggested that the ligands and metal are coordinated to afford respective metal complexes M[L] n. The synthesized compounds were tested against urease enzyme and the results were compared with standard thiourea, as positive control. Most of the investigated compounds showed potential inhibitory activity against Jack bean urease. Compound 5 was found to be the most potent urease inhibitor with IC50 of 14.6 mu M, whereas compounds 8, 11 and 12 possessed potent urease inhibition. The tested compounds can be taken as lead molecules for gastrointestinal ulcer therapy.

  DOI：

  10.4067/s0717-97072018000203934
• 作为产物：
  描述：

  2-(4-异丁基苯基)丙酰氯 以 丙酮 为溶剂， 反应 0.5h， 生成 N-2-(4-(2-methylpropyl)phenyl)propionoyl-N'-(3',4'-dichlorophenyl)thiourea
  参考文献：
  名称：

  SYNTHESIS, CHARACTERIZATION AND UREASE INHIBITION STUDIES OF TRANSITION METAL COMPLEXES OF THIOUREAS BEARING IBUPROFEN MOIETY

  摘要：

  Starting from ibuprofen, a non-steroidal anti-inflammatory drug, N, N'-disubstituted thiourea derivatives were synthesized by refluxing the acid chloride of ibuprofen with potassium thiocyanate followed by substituted anilines to get N-2-(4-(2-methylpropyl) phenyl) propionoyl-N'-(2'-bromophenyl) thiourea (1), N-2( 4-(2-methylpropyl) phenyl) propionoyl-N'-(2'-chlorophenyl) thiourea (2) and N-2-(4-(2-methylpropyl) phenyl) propionoyl-N'-(3', 4'-dichlorophenyl) thiourea (3). Metal complexes (4-15) of (1-3) were synthesized by refluxing it with one equivalence salts of Co (II), Ni(II), Pb(II) and Cu(I). Structures of all the synthesized thiourea ligands and their metal complexes were determined by FTIR and (HNMR)-H-1 spectroscopy. Shift in stretching frequency in FTIR and resonance frequency in (HNMR)-H-1 spectroscopic data suggested that the ligands and metal are coordinated to afford respective metal complexes M[L] n. The synthesized compounds were tested against urease enzyme and the results were compared with standard thiourea, as positive control. Most of the investigated compounds showed potential inhibitory activity against Jack bean urease. Compound 5 was found to be the most potent urease inhibitor with IC50 of 14.6 mu M, whereas compounds 8, 11 and 12 possessed potent urease inhibition. The tested compounds can be taken as lead molecules for gastrointestinal ulcer therapy.

  DOI：

  10.4067/s0717-97072018000203934

文献信息

• SYNTHESIS, CHARACTERIZATION AND UREASE INHIBITION STUDIES OF TRANSITION METAL COMPLEXES OF THIOUREAS BEARING IBUPROFEN MOIETY
  作者：Amara Mumtaz、Jahanzaib Arshad、Aamer Saeed、Muhammad Azhar Hyat Nawaz、Jamshed Iqbal

  DOI：10.4067/s0717-97072018000203934

  日期：——

  Starting from ibuprofen, a non-steroidal anti-inflammatory drug, N, N'-disubstituted thiourea derivatives were synthesized by refluxing the acid chloride of ibuprofen with potassium thiocyanate followed by substituted anilines to get N-2-(4-(2-methylpropyl) phenyl) propionoyl-N'-(2'-bromophenyl) thiourea (1), N-2( 4-(2-methylpropyl) phenyl) propionoyl-N'-(2'-chlorophenyl) thiourea (2) and N-2-(4-(2-methylpropyl) phenyl) propionoyl-N'-(3', 4'-dichlorophenyl) thiourea (3). Metal complexes (4-15) of (1-3) were synthesized by refluxing it with one equivalence salts of Co (II), Ni(II), Pb(II) and Cu(I). Structures of all the synthesized thiourea ligands and their metal complexes were determined by FTIR and (HNMR)-H-1 spectroscopy. Shift in stretching frequency in FTIR and resonance frequency in (HNMR)-H-1 spectroscopic data suggested that the ligands and metal are coordinated to afford respective metal complexes M[L] n. The synthesized compounds were tested against urease enzyme and the results were compared with standard thiourea, as positive control. Most of the investigated compounds showed potential inhibitory activity against Jack bean urease. Compound 5 was found to be the most potent urease inhibitor with IC50 of 14.6 mu M, whereas compounds 8, 11 and 12 possessed potent urease inhibition. The tested compounds can be taken as lead molecules for gastrointestinal ulcer therapy.