6,6二硫代双嘌呤 | 49808-20-0

• 物质功能分类: 分析化学 - 标准品 - 药典标准品和杂质标准品
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 中文名称: 6,6二硫代双嘌呤
• 英文名称: bis(6-purinyl) disulfide
• 英文别名: 7(9)H,7'(9')H-6,6'-disulfanediyl-bis-purine；Mercaptopurin-disulfid；6,6-Dipurinylsulfid；Mercaptopurine disulfide；6-(7H-purin-6-yldisulfanyl)-7H-purine
• CAS: 49808-20-0
• 化学式: C₁₀H₆N₈S₂
• 分子量: 302.343
• InChiKey: ULNKLXSTZWVSJH-UHFFFAOYSA-N

物化性质

• 熔点：
  >219°C (dec.)
• 沸点：
  447.2±55.0 °C(Predicted)
• 密度：
  2.06±0.1 g/cm3(Predicted)
• 溶解度：
  碱性溶液（微溶、加热）、DMSO（微溶）

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  160
• 氢给体数：
  2
• 氢受体数：
  8

安全信息

• WGK Germany：
  3

反应信息

• 作为反应物：
  描述：

  6,6二硫代双嘌呤 生成 6-mercaptopurine
  参考文献：
  名称：

  PAWELCZYK, EWARYST;ZAJC, MARIA;MAJEWSKI, WIKTOR;MAJEWSKA, BEATA, ACTA POL. PHARM., 45,(1988) N, C. 259-265

  摘要：

  DOI：
• 作为产物：
  描述：

  6-mercaptopurine 在 碘 、 potassium iodide 作用下， 以 phosphate buffer 为溶剂， 以41%的产率得到6,6二硫代双嘌呤
  参考文献：
  名称：

  Pazderski; Tousek; Sitkowski, Polish Journal of Chemistry, 2007, vol. 81, # 2, p. 193 - 210

  摘要：

  DOI：

文献信息

• Synthesis of Bis(7-Methyl-2- or 6-Purinyl) Disulfides
  作者：Alicja Kowalska

  DOI：10.1080/10426500701542734

  日期：2007.10.18

  Substituted 7-methyl-2- or 6-purinethiones were obtained in series of reactions by nucleophilic substitution with oxygen, chloro, and sulfur nucleophiles. Oxidation of the sulfur atom at position 6 or 2 in purinethiones to corresponding disulfides depended on the conditions of the reaction and oxidizing agent.
• Czauderna, Marian; Samochocka, Krystyna, Journal of the Chemical Society. Perkin transactions II, 1983, p. 765 - 768
  作者：Czauderna, Marian、Samochocka, Krystyna

  DOI：——

  日期：——
• PEGylated mesoporous silica as a redox-responsive drug delivery system for loading thiol-containing drugs
  作者：Qinfu Zhao、Chen Wang、Ying Liu、Jiahong Wang、Yikun Gao、Xiaojing Zhang、Tongying Jiang、Siling Wang

  DOI：10.1016/j.ijpharm.2014.10.056

  日期：2014.12

  In this paper, we describe the development of a redox-responsive delivery system based on 6-mercaptopurine (6-MP)-conjugated colloidal mesoporous silica (CMS) via disulfide bonds. mPEG was modified on the surface of silica to improve the dispersibility and biocompatiblity of CMS by reducing hemolysis and protein adsorption. The CMS carriers with different amounts of thiol groups were prepared to evaluate the impact of modified thiol on the drug loading efficiency. In vitro release studies demonstrated that the CMS nanoparticles exhibited highly redox-responsive drug release. The cumulative release of 6-MP was less than 3% in absence of GSH, and reached more than 70% within 2 h in the presence of 3 mM GSH. In addition, by comparing the cumulative release profiles of CMS-SS-MP@mPEG with their counterparts without the grafting of hydrophilic PEG, it was found that mPEG chains did not hinder the drug release due to the cleavable disulfide bonds and the improved dispersibility. Overall, this work provides a new strategy to connect thiol-containing/thiolated drugs and hydrophilic polymers to the interior and exterior of silica via disulfide bonds to obtain redox-responsive release and improve the dispersibility and biocompatibility of silica. (C) 2014 Elsevier B.V. All rights reserved.
• Oligomer-Nucleoside Phosphate Conjugates
  申请人：Ren Zhongxu

  公开号：US20100286084A1

  公开（公告）日：2010-11-11

  The invention provides small molecule drugs that are chemically modified by covalent attachment of a water soluble, non-peptidic oligomer. The conjugates of the invention, when administered by any of a number of administration routes, exhibits advantages over previously administered compounds.
• OLIGOMER-NUCLEOSIDE PHOSPHATE CONJUGATES
  申请人：NEKTAR THERAPEUTICS

  公开号：US20140371168A1

  公开（公告）日：2014-12-18

  The invention provides small molecule drugs that are chemically modified by covalent attachment of a water soluble, non-peptidic oligomer. The conjugates of the invention, when administered by any of a number administration routes, exhibits advantages over previously administered compounds.