1-thiocarbamoyl-3-pyridyl-5-(4-methoxyphenyl)-2-pyrazoline | 1287764-80-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1-thiocarbamoyl-3-pyridyl-5-(4-methoxyphenyl)-2-pyrazoline
• 英文别名: 3-(4-Methoxyphenyl)-5-pyridin-2-yl-3,4-dihydropyrazole-2-carbothioamide
• CAS: 1287764-80-0
• 化学式: C₁₆H₁₆N₄OS
• 分子量: 312.395
• InChiKey: RTZPEQKGRQKQNC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  95.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-thiocarbamoyl-3-pyridyl-5-(4-methoxyphenyl)-2-pyrazoline 、 溴乙酸 在 sodium acetate 、 乙酸酐 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 以62%的产率得到2-(5-(4-methoxyphenyl)-3-(pyridin-2-yl)-4,5-dihydro-1H-pyrazol-1-yl)thiazol-4(5H)-one
  参考文献：
  名称：

  EGFR/HER-2 inhibitors: synthesis, biological evaluation and 3D-QSAR analysis of dihydropyridine-containing thiazolinone derivatives

  摘要：

  一系列含有噻唑酮衍生物的二氢吡啶衍生物（4a-4r）已经设计、合成，并评估了它们作为潜在的EGFR和HER-2激酶抑制剂以及肿瘤细胞抗增殖活性。

  DOI：

  10.1039/c4ra10606g
• 作为产物：
  描述：

  吡啶-2-甲醛 在 potassium hydroxide 、 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 14.0h， 生成 1-thiocarbamoyl-3-pyridyl-5-(4-methoxyphenyl)-2-pyrazoline
  参考文献：
  名称：

  EGFR/HER-2 inhibitors: synthesis, biological evaluation and 3D-QSAR analysis of dihydropyridine-containing thiazolinone derivatives

  摘要：

  一系列含有噻唑酮衍生物的二氢吡啶衍生物（4a-4r）已经设计、合成，并评估了它们作为潜在的EGFR和HER-2激酶抑制剂以及肿瘤细胞抗增殖活性。

  DOI：

  10.1039/c4ra10606g

文献信息

• Synthesis, characterization and cytotoxicity of the gold(III) complexes of 4,5-dihydropyrazole-1-carbothioamide derivatives
  作者：Shuxiang Wang、Wenqing Shao、Hongdong Li、Cui Liu、Ke Wang、Jinchao Zhang

  DOI：10.1016/j.ejmech.2011.02.031

  日期：2011.5

  Eight new gold(III) complexes (1–8) of 5-aryl-3-(pyridin-2-yl)-4,5-dihydropyrazole-1-carbothioamide have been synthesized and characterized by elemental analysis, molar conductivity, IR, UV, 1H NMR, 13C NMR, MS, and thermal analysis techniques. The cytotoxicity was tested by MTT assay. The results indicate that the complexes 1–8 exert cytotoxic effects against HeLa and A549 cell lines. Moreover, the

  八个新金（III）络合物（1 - 8）的5-芳基-3-（吡啶-2-基）-4,5-二氢吡唑-1-硫代甲酰胺的已经合成和表征通过元素分析，摩尔电导率，IR， UV，1 H NMR，13 C NMR，MS和热分析技术。通过MTT测定法测试细胞毒性。结果表明，复合物1 – 8对HeLa和A549细胞株具有细胞毒作用。此外，复合物1，4，5，7和8与顺铂相比，对HeLa细胞系具有更高的细胞毒性。这表明苯上的取代基对细胞毒性具有重要影响。
• Spectral studies of 2-pyrazoline derivatives: Structural elucidation through single crystal XRD and DFT calculations
  作者：D. Chinnaraja、R. Rajalakshmi、T. Srinivasan、D. Velmurugan、J. Jayabharathi

  DOI：10.1016/j.saa.2013.12.032

  日期：2014.4

  A series of biologically active N-thiocarbamoyl pyrazoline derivatives have been synthesized using anhydrous potassium carbonate as the catalyst. All the synthesized compounds were characterized by FT-IR, H-1 NMR, C-13 NMR spectral studies, LCMS, CHN Analysis and X-ray diffraction analysis (compound 7). In order to supplement the XRD parameters, molecular modelling was carried out by Gaussian 03W. From the optimized structure, the energy, dipolemoment and HOMO-LUMO energies of all the systems were calculated. (C) 2013 Elsevier B.V. All rights reserved.
• Novel 2-pyrazoline derivatives as potential anticonvulsant agents
  作者：Shradha Bhandari、Avinash C. Tripathi、Shailendra K. Saraf

  DOI：10.1007/s00044-013-0530-7

  日期：2013.11

  A series of new 2-pyrazoline derivatives has been synthesized by reacting 3-(substituted-phenyl)-1-pyridin-2-yl-propenones using two routes one using thiosemicarbazide and the other by hydrazine hydrate. The chemical structures were established by IR, Mass, H-1-NMR, C-13-NMR spectroscopic data, and elemental analysis. The anticonvulsant activity of the synthesized compounds was evaluated by the "maximal electroshock seizure" (MES) test and pentylenetetrazole (PTZ) test using male albino mice. Compounds 2e, 5-(naphthalene-1-yl)-3-(pyridine-2-yl)-4,5-dihydro-1H-pyrazole-1-carbothioic acid amide, and 3c, N-ethyl-5-(naphthalene-1-yl)-3-(pyridine-2-yl)-4,5-dihydro-1H-pyrazole-1-carbothioamide showed appreciable activity in the MES as well as PTZ test at all the evaluated doses.
• EGFR/HER-2 inhibitors: synthesis, biological evaluation and 3D-QSAR analysis of dihydropyridine-containing thiazolinone derivatives
  作者：Yu-Jia Ren、Zhong-Chang Wang、Xin Zhang、Han-Yue Qiu、Peng-Fei Wang、Hai-Bin Gong、Ai-Qin Jiang、Hai-Liang Zhu

  DOI：10.1039/c4ra10606g

  日期：——

  A series of dihydropyridin containing thiazolinone derivatives (4a–4r) have been designed, synthesized and their biological activities were also evaluated as potential EGFR and HER-2 kinase inhibitors and tumor cell antiproliferation.

  一系列含有噻唑酮衍生物的二氢吡啶衍生物（4a-4r）已经设计、合成，并评估了它们作为潜在的EGFR和HER-2激酶抑制剂以及肿瘤细胞抗增殖活性。