2-(3,5-diphenyl-1-pyrazolyl)-1,3-thiazine | 1330562-78-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(3,5-diphenyl-1-pyrazolyl)-1,3-thiazine
• 英文别名: 2-(3,5-diphenylpyrazol-1-yl)-5,6-dihydro-4H-1,3-thiazine
• CAS: 1330562-78-1
• 化学式: C₁₉H₁₇N₃S
• 分子量: 319.43
• InChiKey: CNDVONYBTLHWAJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  55.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  dichlorobis(dimethyl sulfoxide)platinum(II) 、 2-(3,5-diphenyl-1-pyrazolyl)-1,3-thiazine 以 乙醇 为溶剂， 反应 24.0h， 以40.1%的产率得到
  参考文献：
  名称：

  Pt(II) 配合物中配体亲脂性对其在肿瘤细胞系中的抗增殖和凋亡活性的影响1

  摘要：

  药物开发最广泛使用的策略之一是将生物活性配体与过渡金属配位，这可以提高生物活性。此外，芳香基团与配体的结合可以提高亲脂性，从而影响金属药物的细胞摄取和积累，从而提高它们的活性。在此，我们报道了四种 Pt(II) 配合物 [PtCl 2(L)]，其中 L = 2-(1-吡唑基)-2-噻唑啉 (PzTn)、2-(1-吡唑基)-1,3-噻嗪 (PzTz)、2-(3,5-diphenyl-1 -吡唑基)-2-噻唑啉 (DPhPzTn) 或 2-(3,5-二苯基-1-吡唑基)-1,3-噻嗪 (DPhPzTz)。该研究旨在分析它们在上皮性宫颈癌HeLa、人早幼粒细胞白血病HL-60和人组织细胞淋巴瘤U-937肿瘤细胞系中的潜在抗癌能力，并检查有机配体的结构因素是否可能影响其生物活性。我们的研究结果表明，就细胞毒性而言，PtDPhPzTn 和 PtDPhPzTz 比它们的亲脂性较低的对应物（PtPzTn

  DOI：

  10.1016/j.jinorgbio.2021.111688
• 作为产物：
  描述：

  3-氯苯基 异硫氰酸盐 、 3,5-二苯基吡唑 在 sodium hydride 作用下， 以 甲苯 为溶剂， 反应 7.0h， 以54.8%的产率得到2-(3,5-diphenyl-1-pyrazolyl)-1,3-thiazine
  参考文献：
  名称：

  Zinc(II) complexes with novel 1,3-thiazine/pyrazole derivative ligands: Synthesis, structural characterization and effect of coordination on the phagocytic activity of human neutrophils

  摘要：

  The new ligands 2-(1-pyrazolil)-1,3-thiazine (PzTz), 2-(3,5-dimethyl-1-pyrazolil)-1,3-thiazine (DMPzTz) and 2-(3,5-diphenyl-1-pyrazolil)-1,3-thiazine (DPhPzTz) and the complexes [ZnCl2(H2O)(PzTz)] (1), [ZnCl2(DMPzTz)] (2) and [ZnCl2(DPhPzTz)] (3) have been isolated and then characterized by elemental analysis, IR spectra and UV-Vis spectroscopy. Besides, the crystal structure of ligands PzTz and DPhPzTz and complexes 1-3 have been determined by single-crystal X-ray diffraction. In 1, the geometry around the Zn(II) atom can be considered a highly distorted trigonal bipyramid, with the metallic atom bonded to two chlorine atoms, one water molecule and one bidentate PzTz ligand. In 2 and 3, the environment around the metal ion can be described as a distorted tetrahedron with the zinc atom coordinated to one bidentate organic ligand molecule and two chloro ligands. In addition, the phagocytic function of human neutrophils treated with complexes 1-3, their organic ligands and ZnCl2 has been evaluated. The activity of cells enhanced in samples treated with 1, 2 and 3 with respect to the ones to which the inorganic salt, PzTz. DMPzTz or DPhPzTz were added. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2011.07.014

文献信息

• Effects of the substituents of pyrazole/thiazine ligands on the magnetic properties of chloro-bridged Cu(<scp>ii</scp>) complexes
  作者：Pablo Torres-García、Francisco Luna-Giles、Álvaro Bernalte-García、Carlos Platas-Iglesias、David Esteban-Gómez、Emilio Viñuelas-Zahínos

  DOI：10.1039/c7nj01581j

  日期：——

  while the monomeric compound presents a distorted squared planar coordination. The electronic and magnetic properties of complexes are discussed on the basis of their X-ray structures and EPR spectral studies combined with DFT calculations. Magnetostructural comparisons with structurally similar copper(II) complexes are also carried out. DFT calculations indicate that the dinuclear species are more stable

  我们已经合成并表征了二聚体铜（II）配合物[CuCl（PzTz）} 2（μ-Cl）2 ]，[CuCl（DMPzTz）} 2（μ-Cl）2 ]和[CuCl（DPhPzTz） } 2（μ-Cl）2 ]和单体络合物[CuCl 2（DMPzTz）]（PzTz = 2-（1-吡唑基）-1,3-噻嗪，DMPzTz = 2-（3,5-二甲基-1-吡唑基）-1,3-噻嗪和DPhPzTz = 2-（3,5-二苯基-1-吡唑基）-1,3-噻嗪）。单晶X射线衍射研究表明，铜周围的几何形状（II在二聚体单元中的中心是扭曲的平方金字塔，而单体化合物呈现出扭曲的平方平面配位。根据配合物的X射线结构和EPR光谱研究并结合DFT计算，讨论了配合物的电子和磁性。与结构相似的铜的磁结构比较（Ⅱ））也可以进行。DFT计算表明，双核物质比单核物质更稳定，尽管包含甲基或苯基取代基会引起单核形式的重要稳定。DFT计算无法预测复
• Effects of the substituents of pyrazole/thiazine ligands on nuclearity of Cu(II) nitrate complexes
  作者：P. Torres-García、E. VIÑUelas-Zahínos、F. Luna-Giles、A. Bernalte-García

  DOI：10.1080/00958972.2012.718764

  日期：2012.10.20

  [Cu(H2O)(PzTz)2](NO3)2 (1), [Cu(μ-NO3)(NO3)(DMPzTz)] n (2), and [Cu(NO3)(DPhPzTz)}2(μ-NO3)2] (3) [PzTz = 2-(1-pyrazolyl)-1,3-thiazine, DMPzTz = 2-(3,5-dimethyl-1-pyrazolyl)-1,3-thiazine, DPhPzTz = 2-(3,5-diphenyl-1-pyrazolyl)-1,3-thiazine] have been prepared and characterized by elemental analysis, electronic spectroscopy, IR spectroscopy, electron paramagnetic resonance spectroscopy, magnetic susceptibility

  [Cu(H2O)(PzTz)2](NO3)2 (1)、[Cu(μ- )( )(DMPzTz)] n (2) 和 [Cu( )(DPhPzTz)}2( μ- )2] (3) [PzTz = 2-(1-吡唑基)-1,3-噻嗪，DMPzTz = 2-(3,5-二甲基-1-吡唑基)-1,3-噻嗪，DPhPzTz = 2-(3,5-二苯基-1-吡唑基)-1,3-噻嗪]已制备并通过元素分析、电子光谱、红外光谱、电子顺磁共振光谱、磁化率测量和单晶 X-射线衍射。已分析配体大小对与 Cu(II) 配位的影响。这三个配合物是五坐标，配位几何可以描述为 1 的扭曲三角双锥或 2 和 3 的扭曲四角锥。 由于配体引起的应变，1 是单体复合阳离子，而 2是聚合物，3是二聚体。
• Influence of steric strain of S,N-heterocycles derivative ligands on the coordination geometry in cadmium(II) nitrato complexes
  作者：P. Torres-García、R. Pedrero-Marín、F. Luna-Giles、A.V. Huertas-Sánchez、E. Viñuelas-Zahínos

  DOI：10.1016/j.poly.2011.09.033

  日期：2012.1

  The new ligands 2-(3,5-dimethyl-1-pyrazolyl)-2-thiazoline (DMPyTn) and 2-(3,5-diphenyl-1-pyrazolyl)-2-thiazoline (DPhPyTn) have been synthesized and characterized, and six cadmium(II) nitrato complexes with these two ligands and four other pyrazole/S,N-heterocyclic derivative ligands with different steric features, previously reported, have been prepared and structurally characterized by means of elemental analysis, single crystal X-ray diffraction and IR spectra, with the objective of determining the role played by the steric strains of the ligands on the metal ion coordination index and geometry. The effect of two factors has been analyzed: the bulk of the pyrazole ring substituents and the size of the S,N-heterocycle. The data indicate that there is a clear influence of the size of the organic ligands on the coordination environment of the Cd(II) ion. (C) 2011 Elsevier Ltd. All rights reserved.