(+/-)-5-phenyl-3-(pyridin-2-yl)-4,5-dihydro-1H-pyrazole | 401513-90-4

• 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: (+/-)-5-phenyl-3-(pyridin-2-yl)-4,5-dihydro-1H-pyrazole
• 英文别名: 2-(5-Phenyl-4,5-dihydro-1H-pyrazol-3-yl)pyridine；2-(5-phenyl-4,5-dihydro-1H-pyrazol-3-yl)pyridine
• CAS: 401513-90-4
• 化学式: C₁₄H₁₃N₃
• 分子量: 223.277
• InChiKey: CBRLLSTVXXNDBK-UHFFFAOYSA-N

物化性质

• 沸点：
  392.2±52.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (+/-)-5-phenyl-3-(pyridin-2-yl)-4,5-dihydro-1H-pyrazole 在 三乙胺 作用下， 以 乙腈 、 苯 为溶剂， 反应 6.0h， 生成 (+/-)-1-(5-phenyl-3-pyridin-2-yl-4,5-dihydro-pyrazol-1-yl)-2-imidazol-1-yl-ethanone
  参考文献：
  名称：

  Synthesis and antifungal activity of (±)-1-(5-aryl-3-pyridin-2-yl-4,5-dihydro-pyrazol-1-yl)-2-imidazol-1-yl-ethanone derivatives

  摘要：

  (+/-)-1-(5-Aryl-3-pyridin-2-yl-4,5-dihydro-pyrazol-1-yl)-2-imidazol-1-yl-ethanone derivatives were synthesized and tested for their in vitro antifungal activity. The compounds showed a moderate activity against strains of Candida parapsilosis, Candida pseudotropicalis and Candida glabrata.

  DOI：

  10.1016/s0014-827x(02)00006-x
• 作为产物：
  描述：

  3-phenyl-1-(2-pyridyl)prop-2-en-1-one 在 一水合肼 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 1.5h， 以80%的产率得到(+/-)-5-phenyl-3-(pyridin-2-yl)-4,5-dihydro-1H-pyrazole
  参考文献：
  名称：

  铜 (ii) 与 3-(2-pyridyl)-4,5-dihydro-1H-pyrazoles 的配合物：合成、结构和电化学研究

  摘要：

  通过适当的有机配体与CuCl2·2H2O反应，得到了三种新的铜(ii)配合物与3-(2-吡啶基)-4,5-二氢-1H-吡唑配体。配合物的结构由X射线衍射确定。所有配合物的分子式均可写为2(L·MCl2)（L为有机配体）。任一铜离子的配位多面体是一个扭曲的三角双锥体，由两个 N 原子（来自吡唑啉和吡啶环）和一个轴向和两个桥接氯阴离子组成。采用循环伏安法研究了1,5-二苯基-3-(2-吡啶基)-4,5-二氢-1H-吡唑及其CuII配合物的电化学行为；提出了它们的电氧化和电还原机理。

  DOI：

  10.1007/s11172-014-0488-8

文献信息

• Synthesis and antiproliferative activity of some 3-(pyrid-2-yl)-pyrazolines
  作者：Alexander Ciupa、Paul A. De Bank、Mary F. Mahon、Pauline J. Wood、Lorenzo Caggiano

  DOI：10.1039/c3md00077j

  日期：——

  The synthesis and antiproliferative activity of eleven 3-(pyrid-2-yl)-pyrazolines in two cancer cell lines are reported. X-ray crystallography was obtained of the lead compound 8i which was screened in the NCI 60 human tumour cell line and displayed sub-micromolar activity. Cell cycle analysis, in vitro tubulin assay and confocal microscopy are also reported and suggest that the lead compound disrupts microtubule formation.

  报告了 11 种 3-(吡啶-2-基)-吡唑类化合物的合成及其在两种癌细胞系中的抗增殖活性。对先导化合物 8i 进行了 X 射线晶体学研究，并在 NCI 60 人类肿瘤细胞系中进行了筛选，结果显示出亚微摩级的活性。此外，还报告了细胞周期分析、体外微管蛋白测定和共聚焦显微镜，结果表明该先导化合物破坏了微管的形成。
• Synthesis, physicochemical properties, antimicrobial and antioxidant studies of pyrazoline derivatives bearing a pyridyl moiety
  作者：Imtiyaz Hussain Lone、Khaliquz Zaman Khan、Bharat Inder Fozdar

  DOI：10.1007/s00044-013-0643-z

  日期：2014.1

  A series of new pyrazoline compounds bearing a pyridyl moiety (4a-i) were synthesized by condensing appropriate chalcones with hydrazine hydrate and tested for antimicrobial and antioxidant activities. According to in vitro antimicrobial activity against Bacillus subtilis, Staphylococcus epidermidis, Proteus vulgaris, Pseudomonas aeruginosa, Aspergillus niger and Penicillium chrysogenum and antioxidant activity by DPPH method, the compounds 4a, 4d, 4i and 4e, 4f, 4h showed maximum antimicrobial and antioxidant activities, respectively. Physiochemical properties and Lipinski's 'Rule of Five' analysis predicted higher intrinsic quality of the synthesized compounds and revealed that these compounds have good bioavailability and druglikeness properties.
• Synthesis and antimycobacterial activity of 5-aryl-1-isonicotinoyl-3-(pyridin-2-yl)-4,5-dihydro-1H-pyrazole derivatives
  作者：Maria Grazia Mamolo、Daniele Zampieri、Valeria Falagiani、Luciano Vio、Elena Banfi

  DOI：10.1016/s0014-827x(01)01098-9

  日期：2001.8
• Synthesis and antifungal activity of (±)-1-(5-aryl-3-pyridin-2-yl-4,5-dihydro-pyrazol-1-yl)-2-imidazol-1-yl-ethanone derivatives
  作者：Maria Grazia Mamolo、Daniele Zampieri、Valeria Falagiani、Luciano Vio、Elena Banfi

  DOI：10.1016/s0014-827x(02)00006-x

  日期：2003.4

  (+/-)-1-(5-Aryl-3-pyridin-2-yl-4,5-dihydro-pyrazol-1-yl)-2-imidazol-1-yl-ethanone derivatives were synthesized and tested for their in vitro antifungal activity. The compounds showed a moderate activity against strains of Candida parapsilosis, Candida pseudotropicalis and Candida glabrata.
• Copper(ii) complexes with 3-(2-pyridyl)-4,5-dihydro-1H-pyrazoles: synthesis, structural and electrochemical studies
  作者：N. I. Vorozhtsov、A. G. Majouga、E. K. Beloglazkina、A. A. Moiseeva、G. A. Golubeva、I. V. Evstaf’ev、L. A. Sviridova、N. V. Zyk

  DOI：10.1007/s11172-014-0488-8

  日期：2014.3

  Three new copper(ii) complexes with the 3-(2-pyridyl)-4,5-dihydro-1H-pyrazole ligands were obtained by reactions of appropriate organic ligands with CuCl2·2H2O. The structures of the complexes were determined by X-ray diffraction. The molecular formula of all the complexes can be written as 2(L·MCl2) (L is an organic ligand). The coordination polyhedron of either copper ion is a distorted trigonal

  通过适当的有机配体与CuCl2·2H2O反应，得到了三种新的铜(ii)配合物与3-(2-吡啶基)-4,5-二氢-1H-吡唑配体。配合物的结构由X射线衍射确定。所有配合物的分子式均可写为2(L·MCl2)（L为有机配体）。任一铜离子的配位多面体是一个扭曲的三角双锥体，由两个 N 原子（来自吡唑啉和吡啶环）和一个轴向和两个桥接氯阴离子组成。采用循环伏安法研究了1,5-二苯基-3-(2-吡啶基)-4,5-二氢-1H-吡唑及其CuII配合物的电化学行为；提出了它们的电氧化和电还原机理。