3-(2-(4-methoxyphenylcarbamothioyl)hydrazinyl)-3-oxo-N-(thiazol-2-yl)propanamide | 1616261-59-6

• 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: 3-(2-(4-methoxyphenylcarbamothioyl)hydrazinyl)-3-oxo-N-(thiazol-2-yl)propanamide
• CAS: 1616261-59-6
• 化学式: C₁₄H₁₅N₅O₃S₂
• 分子量: 365.437
• InChiKey: TYMKLRWQTQTFCH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  24.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  104.38
• 氢给体数：
  4.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  3-(2-(4-methoxyphenylcarbamothioyl)hydrazinyl)-3-oxo-N-(thiazol-2-yl)propanamide 在 nickel salt 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 Ni(3-(2-(4-methoxyphenylcarbamothioyl)hydrazinyl)-3-oxo-N-(thiazol-2-yl)propanamide)2
  参考文献：
  名称：

  Synthesis, Characterization, and Antiproliferative Activity of Cu²⁺, V(IV)O²⁺, Co²⁺, Mn²⁺, and Ni²⁺Complexes with 3-(2-(4-Methoxyphenylcarbamothioyl)Hydrazinyl)-3-OXO-N-(Thiazol-2-yl)Propanamide against Human Breast Adenocarcinoma Cells

  摘要：

  3-(2-(4-methoxyphenylcarbamothioyl)hydrazinyl)-3-oxo-N-(thiazol-2-yl)propanamide (H4L) has been synthesized and its structure has been confirmed by elemental analysis, IR, mass, and H-1 and C-13 NMR spectroscopy. This ligand has been used to synthesize complexes with Cu2+, V(IV)O2+, Co2+, Mn2+, and Ni2+. The structures of these complexes have been verified by elemental analyses, molar conductivities, magnetic measurements as well as UV-VIS, IR, H-1-NMR spectroscopy. The IR spectra showed that H4L acts as a uni-negative tetradentate or bidentate ligand. The molar conductance measurements proved that all complexes are nonelectrolytes except complexes 2 and 3. Moreover, the metal complexes geometrical arrangements were square planar, tetrahedral, square-pyramidal, or octahedral. The structures are consistent with the IR, UV-VIS, ESR, as well as conductivity measurements. The antiproliferative activity of the synthesized complexes against human breast adenocarcinoma MCF-7 cell line showed exploited potent to moderate growth inhibitory activity, in particular complex 4 which exhibited superior potency to the reference drug cisplatin. The antitumor activity of these compounds was accompanied by significant increase in the activity of superoxide dismutase with concomitant decrease in the activities of catalase and glutathione peroxidase and reduced glutathione level. The overproduction of free radicals allowed reactive oxygen species-mediated tumor cells death.

  DOI：

  10.1080/10426507.2013.855764
• 作为产物：
  描述：

  3-hydrazino-3-oxo-N-(2-thiazolyl)propanamide 、 4-甲氧基苯基 异硫氰酸酯 以 乙醇 为溶剂， 反应 1.0h， 以60%的产率得到3-(2-(4-methoxyphenylcarbamothioyl)hydrazinyl)-3-oxo-N-(thiazol-2-yl)propanamide
  参考文献：
  名称：

  Synthesis, Characterization, and Antiproliferative Activity of Cu²⁺, V(IV)O²⁺, Co²⁺, Mn²⁺, and Ni²⁺Complexes with 3-(2-(4-Methoxyphenylcarbamothioyl)Hydrazinyl)-3-OXO-N-(Thiazol-2-yl)Propanamide against Human Breast Adenocarcinoma Cells

  摘要：

  3-(2-(4-methoxyphenylcarbamothioyl)hydrazinyl)-3-oxo-N-(thiazol-2-yl)propanamide (H4L) has been synthesized and its structure has been confirmed by elemental analysis, IR, mass, and H-1 and C-13 NMR spectroscopy. This ligand has been used to synthesize complexes with Cu2+, V(IV)O2+, Co2+, Mn2+, and Ni2+. The structures of these complexes have been verified by elemental analyses, molar conductivities, magnetic measurements as well as UV-VIS, IR, H-1-NMR spectroscopy. The IR spectra showed that H4L acts as a uni-negative tetradentate or bidentate ligand. The molar conductance measurements proved that all complexes are nonelectrolytes except complexes 2 and 3. Moreover, the metal complexes geometrical arrangements were square planar, tetrahedral, square-pyramidal, or octahedral. The structures are consistent with the IR, UV-VIS, ESR, as well as conductivity measurements. The antiproliferative activity of the synthesized complexes against human breast adenocarcinoma MCF-7 cell line showed exploited potent to moderate growth inhibitory activity, in particular complex 4 which exhibited superior potency to the reference drug cisplatin. The antitumor activity of these compounds was accompanied by significant increase in the activity of superoxide dismutase with concomitant decrease in the activities of catalase and glutathione peroxidase and reduced glutathione level. The overproduction of free radicals allowed reactive oxygen species-mediated tumor cells death.

  DOI：

  10.1080/10426507.2013.855764