2-(pyrazol-1-yl)-2-thiazoline | 41248-05-9

• 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-(pyrazol-1-yl)-2-thiazoline
• 英文别名: 2-(1-pyrazolyl)-2-thiazoline；2-pyrazol-1-yl-4,5-dihydro-thiazole；PyTn；1-(2-Thiazolin-2-yl)pyrazol；2-Pyrazol-1-yl-4,5-dihydro-1,3-thiazole
• CAS: 41248-05-9
• 化学式: C₆H₇N₃S
• 分子量: 153.208
• InChiKey: LVFHWMBODRELEQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 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-(pyrazol-1-yl)-2-thiazoline 以 乙醇 为溶剂， 反应 24.0h， 以80.6%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：

  吡唑 、 异硫氰酸氯代乙酯 生成 2-(pyrazol-1-yl)-2-thiazoline
  参考文献：
  名称：

  A General Synthesis of (4,5-Dihydrothiazol-2-yl)-Heterocyclics

  摘要：

  DOI：

  10.1055/s-1976-24043

文献信息

• Cytotoxic Effects of New Palladium(II) Complexes with Thiazine or Thiazoline Derivative Ligands in Tumor Cell Lines
  作者：Elena Fernández-Delgado、Samuel Estirado、Ana B. Rodríguez、Francisco Luna-Giles、Emilio Viñuelas-Zahínos、Javier Espino、José Antonio Pariente

  DOI：10.3390/pharmaceutics15020696

  日期：——

  cisplatin, which is a widely used chemotherapeutic agent, using other metal centers could be an alternative for cancer treatment. Pd(II) could be a substitute for Pt(II) due to its coordination chemistry similarity. For that reason, six squared-planar Pd(II) complexes with thiazine and thiazoline ligands and formula [PdCl2(L)] were synthesized and characterized in this work. The potential anticarcinogenic

  使用其他金属中心合成顺铂类似物可能成为癌症治疗的替代方案，顺铂是一种广泛使用的化疗剂。由于配位化学相似，Pd(II) 可以替代 Pt(II)。因此，本文合成并表征了六种具有噻嗪和噻唑啉配体的方形平面 Pd(II) 配合物，其结构式为 [PdCl2(L)]。通过细胞毒性测定，在三种不同的人类肿瘤细胞系（即上皮性宫颈癌（HeLa）、早幼粒细胞白血病（HL-60）和组织细胞淋巴瘤（U-937））中研究了这些化合物的潜在抗癌能力。获得的数据表明，具有甲基取代的复合物不会改变细胞活力，而无甲基取代的化合物对所有三种细胞系均具有中等的细胞毒性作用。具有苯基取代的复合物显示出最低的IC50值，其范围在46.39±3.99μM和62.74±6.45μM之间。此外，与上述四种复合物中的任何一种一起孵育后，观察到细胞内钯的积累，并且发现两种带有苯环的复合物可诱导凋亡细胞百分比的增加。这些结果表明，配体上存在大
• 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.
• Substituent’s size in pyrazole derivative ligands as determining factor on nuclearity in Cu(II) complexes
  作者：R. Pedrero-Marín、A.V. Sánchez-Huertas、F. Luna-Giles、F. De la Cruz-Martínez、E. Viñuelas-Zahínos

  DOI：10.1016/j.poly.2014.05.029

  日期：2014.9
• Structural characterization of a thiazoline-pyrazole ligand and its complexes with cobalt(II) and copper(II)
  作者：A. Bernalte-García、A.M. Lozano-Vila、F. Luna-Giles、R. Pedrero-Marín

  DOI：10.1016/j.poly.2005.09.028

  日期：2006.4

  The structural characterization of 2-(pyrazol-1-yl)-2-thiazoline (PyTn) is reported. The complexes dichlorobis[2-(pyrazol-l-yl-kappa N)-2thiazoline-kappa N] cobalt(II)-water- (1/2) (1) and di-mu-chloro-bischloro(2-(pyrazol-1-yl-kappa N) -2-thiazoline-kappa N]}copper(II) (2) have been isolated and characterized through elemental analysis, IR, UV-Vis-NIR diffuse reflectance, X-ray diffraction and magnetic susceptibility, as well as, in the case of 2, by means of EPR. The environment around cobalt atom in I may be described as a distorted octahedron with the metallic atom coordinated to two thiazoline nitrogen atoms [Co-N(1) = 2.097(2) angstrom], two pyrazole nitrogen atoms (CoN(3) = 2.157(2) angstrom] and two chloride ions [Co-Cl(1) = 2.472(1) angstrom]. With regard to 2, it can be said that its structure consists of dimeric [Cu2Cl4L2] molecules in which copper ions are bridged by two chloro ligands. The geometry about each copper ion approximates to a distorted square pyramid with each copper atom coordinated to one thiazoline nitrogen atom [Cu-N(1) = 2.012(2) angstrom], one pyrazole nitrogen atom [Cu-N(3) = 1.995(2) angstrom], one terminal chloro ligand [Cu-Cl(1) = 2.254(1) angstrom] and two bridging chloro ligands [Cu-Cl(2) = 2.218(1) angstrom, Cu-Cl(2a) = 2.906(1) angstrom]. (c) 2005 Elsevier Ltd. All rights reserved.