2-(3,4-dichlorophenylimino)-3-(4,5-dihydrothiazol-2-yl)thiazolidine | 112934-45-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(3,4-dichlorophenylimino)-3-(4,5-dihydrothiazol-2-yl)thiazolidine
• 英文别名: 2-(3,4-dichlorophenyl)imine-N-(2-thiazolin-2-yl)thiazolidine；2-(3,4-dichlorophenyl)imino-N-(2-thiazolin-2-yl)thiazolidine；TdTn；N-(3,4-dichlorophenyl)-3-(4,5-dihydro-1,3-thiazol-2-yl)-1,3-thiazolidin-2-imine
• CAS: 112934-45-9
• 化学式: C₁₂H₁₁Cl₂N₃S₂
• 分子量: 332.277
• InChiKey: IBCBZSRFBJAHQS-UHFFFAOYSA-N

物化性质

• 沸点：
  492.4±55.0 °C(Predicted)
• 密度：
  1.59±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  78.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  cobalt(II) chloride hexahydrate 、 2-(3,4-dichlorophenylimino)-3-(4,5-dihydrothiazol-2-yl)thiazolidine 以 乙醇 为溶剂， 以89.2%的产率得到dichloro[2-(3,4-dichlorophenyl)imino-κN-N-(2-thiazolin-κN-2-yl)thiazolidine]cobalt(II)
  参考文献：
  名称：

  Pseudotetrahedral cobalt(II) complexes with thiazoline and thiazine derivative ligands: synthesis and characterization

  摘要：

  The cobalt(II) complexes dichloro[2-(3,4-dichlorophenyl)imino-kappaN-N-(2-thiazolin-kappaN-2-yl)thiazohdine]cobalt(II) (1) and dichloro[2-(3,4-dichlorophenyl)imino-kappaN-N-(2-thiazin-kappaN-2-yl)thiazolidine]cobalt(II) (2) have been isolated and characterized in the solid state by X-ray diffraction, elemental analysis, IR spectra, magnetic measurements and UV-Vis-NIR diffuse. reflectance spectroscopy. In both complexes, the environment around the cobalt(II) ion may be described as a distorted tetrahedral geometry, with the metallic atom coordinated to two chlorine atoms [Co-Cl(1) = 2.213(1) Angstrom; Co-Cl(2) = 2.226(1) Angstrom], one imino nitrogen [Co-N(3) = 1.992(2) Angstrom] and one thiazoline nitrogen [Co-N(1) = 1.974(2) Angstrom] in complex 1 and to two chlorine atoms [Co-Cl(1) = 2.244(2) Angstrom; Co-Cl(2) = 2.226(1) Angstrom], one imino nitrogen [Co-N(3) = 1.970(4) Angstrom] and one thiazine nitrogen [Co-N(1) = 1.946(4) Angstrom] in complex 2. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2004.10.011
• 作为产物：
  描述：

  3,4-二氯异硫氰酸苯酯 在 盐酸 、 sodium hydroxide 、 三乙胺 作用下， 以 氯仿 为溶剂， 反应 27.0h， 生成 2-(3,4-dichlorophenylimino)-3-(4,5-dihydrothiazol-2-yl)thiazolidine
  参考文献：
  名称：

  Outcalt, Russell J., Journal of Heterocyclic Chemistry, 1987, vol. 24, p. 1425 - 1428

  摘要：

  DOI：

文献信息

• Pt(II) and Pd(II) complexes with a thiazoline derivative ligand: Synthesis, structural characterization, antiproliferative activity and evaluation of pro-apoptotic ability in tumor cell lines HT-29 and U-937
  作者：Elena Fernández-Delgado、Felipe de la Cruz-Martínez、Carmen Galán、Lourdes Franco、Javier Espino、Emilio Viñuelas-Zahínos、Francisco Luna-Giles、Ignacio Bejarano

  DOI：10.1016/j.jinorgbio.2019.110870

  日期：2020.1

  nausea and vomiting. The synthesis of new Pt(II) compounds represents an alternative to CisPt to avoid resistance and undesirable side effects. Pd(II) could be a Pt(II) surrogate given the similarity of coordination chemistry between them, thus widening the spectra of available anticancer drugs. Herein, we have synthesized and characterized two Pt(II) or Pd(II) complexes with TdTn (2-(3,4-dichlor

  逃避凋亡代表肿瘤细胞行为的标志。顺铂（CisPt）是通过重建细胞死亡的凋亡机制来治疗癌症的非常常见的化学治疗剂。但是，某些患者对CisPt产生抗药性，并遭受肾毒性，神经毒性，恶心和呕吐。新的Pt（II）化合物的合成代表了CisPt的另一种选择，从而避免了耐药性和不良副作用。鉴于它们之间的配位化学相似，Pd（II）可能是Pt（II）的替代物，因此拓宽了可用的抗癌药物的光谱范围。在这里，我们已经合成并表征了两种具有TdTn（2-（3,4-二氯苯基）亚氨基-N-（2-噻唑啉-2-基）噻唑烷），噻唑啉衍生物配体的Pt（II）或Pd（II）配合物，其分子式为[PtCl 2（TdTn）]和[PdCl2（TdTn）]。在人结肠腺癌HT-29和人组织细胞淋巴瘤U-937细胞系中评估了潜在的抗癌能力。为此，将U-937和HT-29细胞用TdTn，[PtCl 2（TdTn）]和[PdCl 2（TdTn）]处理
• Synthesis and structural characterization of two new copper(II) complexes with thiazoline derivative ligands: Influence of the coordination on the phagocytic activity of human neutrophils
  作者：A.M. Lozano-Vila、F. Luna-Giles、E. Viñuelas-Zahínos、F.L. Cumbrera、A.L. Ortiz、F.J. Barros-García、A.B. Rodríguez

  DOI：10.1016/j.ica.2010.09.031

  日期：2011.1

  Two new copper(II) complexes dichloro[2-(3,4-dichlorophenyl)imine-kappa N-(2-thiazolin-kappa N-2-yl)thiazolidine] copper(II) [CuCl2(TdTn)] (1) and dichloro[2-(3,4-dichlorophenyl) imine-kappa N-(2-thiazolin-kappa N-2-yl)tetrahydrothiazine]copper(II) [CuCl2(TzTn)] (2) were synthesized, then characterized by elemental analysis, UV-Vis-NIR diffuse reflectance, electron paramagnetic resonance (EPR) spectroscopy, magnetic susceptibility, infrared spectroscopy, and finally their crystal structures determined by X-ray diffractometry. The structural determination of [CuCl2(TzTn)] (2) was made by conventional single-crystal diffractometry, whereas the procedure followed to resolve the crystal structure of [CuCl2(TdTn)] (1) by means powder diffractometry using direct-space methods with a 'Monte-Carlo/parallel tempering' search algorithm. A final refinement of the crystal structure was performed using the Rietveld method. It was found that the environment around the copper(II) ion for both complexes can be described as having a distorted tetrahedral geometry, with the metallic atom coordinated with two chlorides, one imine nitrogen and one thiazoline nitrogen. The biological activity of the complexes, inorganic salt and their ligands has been evaluated by examining their phagocytic activity on human neutrophils. This activity enhances in the case of the samples treated with [CuCl2(TdTn)] (1) and [CuCl2(TzTn)] (2) with respect to the ones to which CuCl2, TdTn or TzTn was added. (C) 2010 Elsevier B. V. All rights reserved.