3-methyl-N-[methyl(phenyl)carbamothioyl]benzamide

• 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-methyl-N-[methyl(phenyl)carbamothioyl]benzamide
• 化学式: C₁₆H₁₆N₂OS
• 分子量: 284.382
• InChiKey: WAYCRUWLOSPORK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  64.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-methyl-N-[methyl(phenyl)carbamothioyl]benzamide 、 cobalt(II) diacetate tetrahydrate 以 甲醇 为溶剂， 以71%的产率得到fac-tris[N,N-methylphenyl-N'-(3-methylbenzoyl)thoureato-κ²O,S]cobalt(III)
  参考文献：
  名称：

  Synthesis, characterization and urease inhibition, in vitro anticancer and antileishmanial studies of Co(III) complexes with N,N,N′-trisubstituted acylthioureas

  摘要：

  The series of cobalt(III) complexes (1a-12a) with N,N,N'-trisubstituted acylthioureas were synthesized and characterized by FT-IR, and multinuclear (H-1 and C-13) NMR spectroscopy and LC-MS combined with elemental analysis. Crystal structure of cobalt(III) chelate of type Co(L-O, S)(3) were determined by single crystal X-ray diffraction analysis. Complexes were adopted to have the octahedral geometry, where the fac-disposed N,N,N'-trisubstituted acylthioureas showed bidentate mode of coordination environment at cobalt centre defined by three O and three S donor atoms. The ligands are coordinated in a chelate fashion, forming three five-membered rings. The synthesized complexes were screened against Jack bean urease. In vitro anticancer activity against lung carcinoma (H-157), and kidney fibroblast (BHK-21) cell lines of the synthesized compounds were also studied and found them potent candidates for drugs. Cytotoxic results revealed that compound 10a was emerged as a leading member with an IC50 value of 0.75 +/- 0.027 mu M against H-157 cell lines. When synthesized compounds were tested for antileishmanial activity against the promastigote forms of Leishmania major, compound 4a was identified as the most potent and lead candidate showed highest inhibition with an IC50 value of 0.45 +/- 0.053 mu M. (C) 2016 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2015.12.027

文献信息

• Synthesis, characterization and urease inhibition, in vitro anticancer and antileishmanial studies of Co(III) complexes with N,N,N′-trisubstituted acylthioureas
  作者：Samad Yaseen、Muhammad Khawar Rauf、Sumera Zaib、Amin Badshah、Muhammad Nawaz Tahir、Muhammad Irshad Ali、Imtiaz-ud-Din、Muhammad Shahid、Jamshed Iqbal

  DOI：10.1016/j.ica.2015.12.027

  日期：2016.3

  The series of cobalt(III) complexes (1a-12a) with N,N,N'-trisubstituted acylthioureas were synthesized and characterized by FT-IR, and multinuclear (H-1 and C-13) NMR spectroscopy and LC-MS combined with elemental analysis. Crystal structure of cobalt(III) chelate of type Co(L-O, S)(3) were determined by single crystal X-ray diffraction analysis. Complexes were adopted to have the octahedral geometry, where the fac-disposed N,N,N'-trisubstituted acylthioureas showed bidentate mode of coordination environment at cobalt centre defined by three O and three S donor atoms. The ligands are coordinated in a chelate fashion, forming three five-membered rings. The synthesized complexes were screened against Jack bean urease. In vitro anticancer activity against lung carcinoma (H-157), and kidney fibroblast (BHK-21) cell lines of the synthesized compounds were also studied and found them potent candidates for drugs. Cytotoxic results revealed that compound 10a was emerged as a leading member with an IC50 value of 0.75 +/- 0.027 mu M against H-157 cell lines. When synthesized compounds were tested for antileishmanial activity against the promastigote forms of Leishmania major, compound 4a was identified as the most potent and lead candidate showed highest inhibition with an IC50 value of 0.45 +/- 0.053 mu M. (C) 2016 Elsevier B.V. All rights reserved.