1,2-bis(S-8-thiotheophylline)ethane | 640274-70-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 1,2-bis(S-8-thiotheophylline)ethane
• 英文别名: 8-[2-[(1,3-dimethyl-2,6-dioxo-7H-purin-8-yl)sulfanyl]ethylsulfanyl]-1,3-dimethyl-7H-purine-2,6-dione
• CAS: 640274-70-0
• 化学式: C₁₆H₁₈N₈O₄S₂
• 分子量: 450.502
• InChiKey: WUMRDLDOGBVMII-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  189
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  双三苯基磷二氯化钯 、 1,2-bis(S-8-thiotheophylline)ethane 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 以65%的产率得到trans-[(PdCl(PPh3)2)2(1,2-bis(S-8-thiotheophylline)ethane(2-))]
  参考文献：
  名称：

  New palladium complexes with bis(8-thiotheophylline)alkane derivatives

  摘要：

  Aiming at finding new models that allow us to obtain more information about the interaction between metals and purine-biomolecules, the new derivatives bis(S-8-thiotheophylline)methane (MBTTH2) (1), 1,2-bis(S-8-thiotheophylline)ethane (EBTTH2) (2), 1,3-bis(S-8-thiotheophylline)propane (PBTTH2) (3) and, 1,10-bis(S-8-thiotheophylline)decane (DBTTH2) (4) were synthesised. The evaluation of the coordinative properties of these new ligands against cis-[PdCl2(PPh3)(2)], leaded to the synthesis of the complexes trans-[PdCl(PPh3)(2)LH] (L = EBTT2- (5), PBTT2- (6)) and trans-[(PdCl(PPh3)(2))(2)L] (L = MBTT2- (7), EBTT2- (8), PBTT2- (9), DBTT2- (10)). All of the ligands and complexes were characterised by elemental analysis, IR and multinuclear (H-1, C-13{H-1}, P-31{H-1} NMR) spectroscopy. The crystal structure of the ligand 1 is also presented, confirming the proposed composition for the new purine derivatives. (C) 2003 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/s0020-1693(03)00234-2

文献信息

• Phosphinic Platinum Complexes with 8-Thiotheophylline Derivatives:  Synthesis, Characterization, and Antiproliferative Activity
  作者：P. Bergamini、V. Bertolasi、L. Marvelli、A. Canella、R. Gavioli、N. Mantovani、S. Mañas、A. Romerosa

  DOI：10.1021/ic062133c

  日期：2007.5.1

  5-triaza-7-phosphaadamantane) have been prepared from the precursor cis-[PtCl2(PPh3)(PTA)] (1), which has been fully characterized by X-ray diffraction determination. Antiproliferative activity tests indicated that the presence of one lipophilic PPh3 and one hydrophilic PTA makes 1-3 more active than the analogues bearing two PPh3 or two PTA. The reactivity of cis-[PtCl2(PPh3)2], cis-[PtCl2(PTA)2], and cis-[PtCl2(PPh3)(PTA)]

  铂混合膦配合物（SP-4,2）-[PtCl（8-MTT）（PPh3）（PTA）]（2）和顺-[Pt（8-MTT）2（PPh3）（PTA）]（ 3）已从前体顺式[[PtCl2（PPh3）（PTA）]]（1）制备了（MTTH2 = 8-（甲硫基）茶碱，PTA = 1,3,5-三氮杂-7-磷酸金刚烷）（1）通过X射线衍射测定充分表征。抗增殖活性测试表明，一种亲脂性PPh3和一种亲水性PTA的存在比带有两个PPh3或两个PTA的类似物的活性高1-3。顺式[[PtCl2（PPh3）2]，顺式[PtCl2（PTh）2]和顺式[PtCl2（PPh3）（PTA）]与双（硫嘌呤）双（S-8-硫代茶碱）甲烷的反应性还研究了（MBTTH2），1,2-双（S-8-硫代茶碱）乙烷（EBTTH2）和1,3-双（S-8-硫代茶碱）丙烷（PBTTH2）。
• Water-Soluble Cp Ruthenium Complex Containing 1,3,5-Triaza-7-phosphaadamantane and 8-Thiotheophylline Derivatives: Synthesis, Characterization, and Antiproliferative Activity
  作者：Lazhar Hajji、Cristobal Saraiba-Bello、Antonio Romerosa、Gaspar Segovia-Torrente、Manuel Serrano-Ruiz、Paola Bergamini、Alessandro Canella

  DOI：10.1021/ic101466u

  日期：2011.2.7

  The new water-soluble ruthenium(II) mononuclear complexes [RuCp(X)(PTA)(L)] (X = 8-thio-theophyllinate (TTH-), L = PTA (1), L = PPh3 (7)); (X = 8-methylthio-theophyllinate (8-MTT-), L = PTA (2), L = PPh3 (8)), (X = 8-benzylthiotheophyllinate (8-BzTT(-)), L = PTA (3), L = PPh3. (9)) and binuclear complexes [RuCp(PTA)(L)}(2)-mu-(Y-kappa N7,N'7)] (Y = bis(S-8-thiotheophyllinate)methane (MBTT2-), L = PTA (4), L = PPh3 (10)), (Y = 1,2-bis(S-8-thiotheophyllinate)ethane (EBTT2-), L= PTA (5), L=PPh3 (11)), (Y=1,3-bis(S-8-thiotheophyllinate)propane (PBTT2-); L = PTA (6), L=PPh3 (12)) have been synthesized and characterized by NMR, IR spectroscopy and elemental analysis. The single crystal X-ray structure of [RuCp(8-MTT-kappa S)(PTA)(2)] (2) was also obtained. The antiproliferative activity of the complexes on cisplatin-sensitive T2 and cisplatin-resistant SKOV3 cell lines has been evaluated.
• Binuclear ruthenium complexes containing mPTA and alkyl-bis(8-thiotheophylline) derivatives (mPTA = N-methyl-1,3,5-triaza-7-phosphaadamantane)
  作者：Lazhar Hajji、Cristobal Saraiba-Bello、Manuel Serrano-Ruiz、Antonio Romerosa

  DOI：10.1080/00958972.2014.947970

  日期：2014.8.18
• Ruthenium complexes containing mPTA and thiopurines bis(8-thiotheophylline)-(CH₂)_n (n = 1 – 3; mPTA = N-methyl-1,3,5-triaza-7-phosphaadamantane)
  作者：Lazhar Hajii、Cristobal Saraiba Bello、Franco Scalambra、Gaspar Segovia-Torrente、Antonio Romerosa、A. Canella

  DOI：10.1080/00958972.2017.1311411

  日期：2017.5.19

  Thiopurines bis(S-8-thiotheophylline)methane (MBTTH2), 1,2-bis(S-8-thiotheophylline)ethane (EBTTH2), and 1,3-bis(S-8-thiotheophylline)propane (PBTTH2) were reacted with [RuClCp(mPTA)(2)](CF3SO3)(2) in water to afford the bis-ruthenium complexes [RuCp(mPTA)(2)}(2)-mu-(L-N7,N7)](CF3SO3)(4) (1: L = MBTT; 2: L = EBTT; 3: L = PBTT), which have been characterized by elemental analysis, IR, and multinuclear NMR (H-1, C-13H-1}, P-31H-1} and F-19H-1}) spectroscopy). Diffusion experiments for 1 were carried out. Proposed structures for the three complexes were also supported by theoretical calculations. Cyclic voltammetry showed that these complexes are characterized by two one-electron irreversible oxidative response (Ru-II - Ru-II/Ru-III -Ru-II; Ru-III - Ru-II/Ru-III - Ru-III). Complexes showed poor antiproliferative activity against cisplatin-sensitive T2 human cell line and the cisplatin-resistant SKOV3 cell line.
• New palladium complexes with bis(8-thiotheophylline)alkane derivatives
  作者：Antonio Romerosa、Carlos López-Magaña、Andrés E. Goeta、Sonia Mañas、Mustapha Saoud、F.B. Benabdelouahab、F. El Guemmout

  DOI：10.1016/s0020-1693(03)00234-2

  日期：2003.9

  Aiming at finding new models that allow us to obtain more information about the interaction between metals and purine-biomolecules, the new derivatives bis(S-8-thiotheophylline)methane (MBTTH2) (1), 1,2-bis(S-8-thiotheophylline)ethane (EBTTH2) (2), 1,3-bis(S-8-thiotheophylline)propane (PBTTH2) (3) and, 1,10-bis(S-8-thiotheophylline)decane (DBTTH2) (4) were synthesised. The evaluation of the coordinative properties of these new ligands against cis-[PdCl2(PPh3)(2)], leaded to the synthesis of the complexes trans-[PdCl(PPh3)(2)LH] (L = EBTT2- (5), PBTT2- (6)) and trans-[(PdCl(PPh3)(2))(2)L] (L = MBTT2- (7), EBTT2- (8), PBTT2- (9), DBTT2- (10)). All of the ligands and complexes were characterised by elemental analysis, IR and multinuclear (H-1, C-13H-1}, P-31H-1} NMR) spectroscopy. The crystal structure of the ligand 1 is also presented, confirming the proposed composition for the new purine derivatives. (C) 2003 Elsevier B.V. All rights reserved.