2-(3,5-dimethyl-1-pyrazolyl)-1,3-thiazine | 1330562-76-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻嗪类
• 英文名称: 2-(3,5-dimethyl-1-pyrazolyl)-1,3-thiazine
• 英文别名: 2-(3,5-dimethylpyrazol-1-yl)-5,6-dihydro-4H-1,3-thiazine
• CAS: 1330562-76-9
• 化学式: C₉H₁₃N₃S
• 分子量: 195.288
• InChiKey: OHWKEFSKEZJUCC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 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：

  copper(II) choride dihydrate 、 2-(3,5-dimethyl-1-pyrazolyl)-1,3-thiazine 以 乙腈 为溶剂， 以81%的产率得到[CuCl₂(DMPzTz)]
  参考文献：
  名称：

  吡唑/噻嗪配体的取代基对氯桥联Cu（ii）配合物的磁性的影响†

  摘要：

  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

  DOI：

  10.1039/c7nj01581j
• 作为产物：
  描述：

  3,5-二甲基吡唑 、 3-氯苯基 异硫氰酸盐 在 sodium hydride 作用下， 以 甲苯 为溶剂， 反应 7.0h， 以60.4%的产率得到2-(3,5-dimethyl-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 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-NO3)(NO3)(DMPzTz)] n (2) 和 [Cu(NO3)(DPhPzTz)}2( μ-NO3)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。
• Synthesis, characterization, crystal structures and cytotoxic activity of Pt(II) complexes with N,N-donor ligands in tumor cell lines
  作者：Elena Fernández-Delgado、Samuel Estirado、Ana B. Rodríguez、Emilio Viñuelas-Zahínos、Francisco Luna-Giles、Javier Espino、José A. Pariente

  DOI：10.1016/j.poly.2023.116756

  日期：2024.1

  ability was studied in three different human tumor cell lines, i.e., histiocytic lymphoma (U-937), promyelocytic leukemia (HL-60) and epithelial cervix carcinoma (HeLa) via cytotoxicity assay. The results showed moderate cytotoxic effect of the complexes on leukemic cell lines, with scarce effect on solid tumor cell line HeLa. Lower IC50 values were found for U-937 cell line, being 32.3 ± 1.2 µmol/dm3 for

  顺铂是当今最常用的化疗药物之一。然而，它会带来一些严重的副作用。为此，合成新的顺铂类似物对于改善当前的疗法至关重要。在这项工作中，提出了两种顺铂的方形平面 Pt(II) 类似物。这些类似物包括具有 3,5-二甲基吡唑环和噻嗪 (DMPzTz) 或噻唑啉 (DMPzTn) 环的双齿配体分子。化学表征包括单晶X射线衍射、红外光谱(IR)和元素分析。通过细胞毒性测定，在三种不同的人类肿瘤细胞系，即组织细胞淋巴瘤（U-937）、早幼粒细胞白血病（HL-60）和上皮性宫颈癌（HeLa）中研究了它们的潜在抗癌能力。结果表明，该复合物对白血病细胞系具有中等的细胞毒性作用，而对实体瘤细胞系 HeLa 几乎没有作用。U-937 细胞系的IC 50值较低， PtDMPzTn为 32.3 ± 1.2 µmol/dm 3 ，PtDMPzTz 为 43.0 ± 1.4 µmol/dm 3。与先前合成的吡唑环中具有苯
• 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.
• 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
  作者：P. Torres-García、E. Viñuelas-Zahínos、F. Luna-Giles、J. Espino、F.J. Barros-García

  DOI：10.1016/j.poly.2011.07.014

  日期：2011.9

  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.
• 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