1-(2-methylbenzoyl)-3-methyl-3-phenylthiourea

• 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: 1-(2-methylbenzoyl)-3-methyl-3-phenylthiourea
• 英文别名: N-methylphenyl-N'-(2-methylbenzoyl)thiourea；2-methyl-N-[methyl(phenyl)carbamothioyl]benzamide
• 化学式: C₁₆H₁₆N₂OS
• 分子量: 284.382
• InChiKey: FRDLCRLXVLZVTM-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：

  1-(2-methylbenzoyl)-3-methyl-3-phenylthiourea 、 cobalt(II) diacetate tetrahydrate 以 甲醇 为溶剂， 以78%的产率得到fac-tris[N,N-methylphenyl-N'-(2-methylbenzoyl)thioureato-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

• Pd(II)-based heteroleptic complexes with N-(acyl)-N′, N′-(disubstituted)thioureas and phosphine ligands: Synthesis, characterization and cytotoxic studies against lung squamous, breast adenocarcinoma and Leishmania tropica
  作者：Muhammad Riaz Khan、Sumera Zaib、Azim Khan、Amin Badshah、Muhammad Khawar Rauf、Imtiaz-ud-Din、Muhammad Nawaz Tahir、Muhammad Shahid、Jamshed Iqbal

  DOI：10.1016/j.ica.2018.04.060

  日期：2018.7

  with N-(acyl)-N′,N′-(disubstituted) thioureas and phosphine ligands were synthesized and characterized by FT-IR, multinuclear (1H, 13C & 31P) NMR spectroscopy and elemental analysis. The crystal structures of the Pd(II) complexes (1) & (5) of the type PdII(L-O,S)(Ĺ-P)Cl were determined by single crystal X-ray diffraction analysis. They adopted the square planar geometry, where the N-(acyl)-N′, N′-(disubstituted)

  摘要合成了一系列具有N-（酰基）-N'，N'-（二取代）硫脲和膦配体的钯（II）配合物（1-8），并通过FT-IR，多核（1H，13C和31P）进行了表征）NMR光谱和元素分析。通过单晶X射线衍射分析确定PdII（LO，S）（α-P）Cl型Pd（II）配合物（1）和（5）的晶体结构。他们采用正方形平面几何结构，其中N-（酰基）-N'，N'-（二取代）硫脲通过螯合方式通过O和S供体原子显示二齿配位模式，并通过P原子在钯中心显示膦配体。测定了合成的钯（II）配合物（1-8）对肺鳞癌和乳腺癌细胞的体外细胞毒性谱。还测试了这些复合物是否为热带利什曼原虫的前鞭毛体形式，以评估其抗疟原虫活性。在筛选的复合物中，带有2,4-二氯苯基部分的复合物活性最高，分别针对目标MDA-MB-231，H-157和热带利什曼原虫的IC50值为1.72±0.27、2.12±0.44、1.57±0.16 µM。
• 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.