2-(3,5-dimethyl-1-pyrazolyl)-2-thiazoline | 1374869-60-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 英文名称: 2-(3,5-dimethyl-1-pyrazolyl)-2-thiazoline
• 英文别名: 2-(3,5-Dimethylpyrazol-1-yl)-4,5-dihydro-1,3-thiazole；2-(3,5-dimethylpyrazol-1-yl)-4,5-dihydro-1,3-thiazole
• CAS: 1374869-60-9
• 化学式: C₈H₁₁N₃S
• 分子量: 181.261
• InChiKey: MKHRJSDWFXDTSR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  cadmium(II) nitrate tetrhydrate 、 2-(3,5-dimethyl-1-pyrazolyl)-2-thiazoline 以 乙醇 为溶剂， 以49.9%的产率得到dinitratobis(2-(3,5-dimethyl-1-pyrazolyl)-2-thiazoline)cadmium (II)
  参考文献：
  名称：

  Influence of steric strain of S,N-heterocycles derivative ligands on the coordination geometry in cadmium(II) nitrato complexes

  摘要：

  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.

  DOI：

  10.1016/j.poly.2011.09.033
• 作为产物：
  描述：

  3,5-二甲基吡唑 、 异硫氰酸氯代乙酯 在 sodium hydride 作用下， 以 乙二醇二甲醚 、 mineral oil 为溶剂， 反应 7.0h， 以82.3%的产率得到2-(3,5-dimethyl-1-pyrazolyl)-2-thiazoline
  参考文献：
  名称：

  Influence of steric strain of S,N-heterocycles derivative ligands on the coordination geometry in cadmium(II) nitrato complexes

  摘要：

  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.

  DOI：

  10.1016/j.poly.2011.09.033

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
• 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
• 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