49808-20-0

Basic information

• Product Name: 6,6DITHIOBISPURINE
• Synonyms: 6,6DITHIOBISPURINE;6-Mercaptopurine Disulfide;Azathioprine impurity C;6-(7H-purin-6-yldisulfanyl)-7H-purine
• CAS NO: 49808-20-0
• Molecular Formula: C10H6 N8 S2
• Molecular Weight: 302.34
• Mol File: 49808-20-0.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 512°Cat760mmHg
• Flash Point: 263.5°C
• Appearance: /
• Density: 2.06g/cm³
• Storage Temp.: Refrigerator
• Solubility: Aqueous Base (Slightly, Heated), DMSO (Slightly)
• CAS DataBase Reference: 6,6DITHIOBISPURINE(CAS DataBase Reference)
• NIST Chemistry Reference: 6,6DITHIOBISPURINE(49808-20-0)
• EPA Substance Registry System: 6,6DITHIOBISPURINE(49808-20-0)

Safety Data

• Hazardous Substances Data: 49808-20-0(Hazardous Substances Data)

Usage

Description

6,6DITHIOBISPURINE, also known as 6-Mercaptopurine Disulfide, is a chemical compound that serves as an impurity in the synthesis of 6-Mercaptopurine, a well-known immunosuppressive drug. It is characterized by its unique molecular structure, which includes disulfide bonds and purine rings, contributing to its various applications in the pharmaceutical industry.

Uses

Used in Pharmaceutical Industry:
6,6DITHIOBISPURINE is used as an impurity in the production of 6-Mercaptopurine, an immunosuppressive drug, for its role in treating various medical conditions.
6,6DITHIOBISPURINE is used as a therapeutic agent for the treatment of leukemia, as it is a component of 6-Mercaptopurine, which is an effective medication for this blood cancer.
Used in Oncology:
6,6DITHIOBISPURINE, through its association with 6-Mercaptopurine, is used as an anticancer agent for pediatric non-Hodgkin’s lymphoma, a type of cancer that affects the lymphatic system in children.
Additionally, 6,6DITHIOBISPURINE is used as a treatment option for polycythemia vera, a blood disorder characterized by an overproduction of red blood cells, and psoriatic arthritis, a chronic inflammatory condition that affects the skin and joints.

Upstream product

• 157930-09-1 6-Mercaptopurine 
• 50-44-2 6H-purine-6-thione 

Relevant articles and documents

PEGylated mesoporous silica as a redox-responsive drug delivery system for loading thiol-containing drugs

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.

SELENOTRISULPHIDES FROM MERCAPTOPURINES

Products from the reaction of selenium dioxide with 2-mercapto-(2-MP) and 6-mercapto-purines (6-MP) were studied.The molar ratio of selenium dioxide to mercaptopurines was evaluated from u.v. absorption spectra obtained according to a modification of the method of continuous variations.From the results of the stochiometric calculations the products were shown to be seleno-trisulphides and -disulphides.From electrophoretic data equilibrium constans were computed for both reactions.In the presence of an excess of 6-(MP) the derived selenotrisulphide was stable in alkaline solution.