3324-79-6

Basic information

• Product Name: 7-METHYL-6-MERCAPTOPURINE
• Synonyms: 7-METHYL-6-MERCAPTOPURINE;METHYL-6-MERCAPTOPURINE, 7-;7-Methylpurine-6-thione;1,7-Dihydro-7-methyl-6H-purine-6-thione;METHYL-6-MERCAPTOPURINE, 7-(RG)(CALL)
• CAS NO: 3324-79-6
• Molecular Formula: C₆H₆N₄S
• Molecular Weight: 166.2
• Mol File: 3324-79-6.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 433.8 °C at 760 mmHg
• Flash Point: 216.2 °C
• Appearance: /
• Density: 1.58 g/cm³
• Vapor Pressure: 9.92E-08mmHg at 25°C
• Refractive Index: 1.814
• CAS DataBase Reference: 7-METHYL-6-MERCAPTOPURINE(CAS DataBase Reference)
• NIST Chemistry Reference: 7-METHYL-6-MERCAPTOPURINE(3324-79-6)
• EPA Substance Registry System: 7-METHYL-6-MERCAPTOPURINE(3324-79-6)

Safety Data

• Hazardous Substances Data: 3324-79-6(Hazardous Substances Data)

Usage

General Description

7-Methyl-6-mercaptopurine is a chemical compound that belongs to the class of purine analogs. It is a derivative of the drug mercaptopurine, which is primarily used in the treatment of certain types of cancers, such as leukemia and lymphoma. 7-Methyl-6-mercaptopurine is a potent inhibitor of the enzyme hypoxanthine-guanine phosphoribosyltransferase (HGPRT), which is involved in the synthesis of purine nucleotides. This inhibition leads to the reduction of purine synthesis in the body, making it useful in the treatment of cancers where rapid cell division occurs. Additionally, this compound has demonstrated immunosuppressive and anti-inflammatory properties, making it potentially useful in the treatment of autoimmune diseases.

InChI:InChI=1/C6H6N4S/c1-10-3-9-5-4(10)6(11)8-2-7-5/h2-3H,1H3,(H,7,8,11)

Upstream product

• 5440-17-5 6-chloro-7-methyl-7H-purine 
• 17356-08-0 thiourea 
• 110475-17-7 5-amino-3-methyl-3H-imidazole-4-carboxylic acid amide; hydrochloride 
• 304441-05-2 9-acetyl-6-[(1-methyl-4-nitro-5-imidazolyl)thio]purine 
• 446-86-6 azathioprine 
• 302840-04-6 7-methyl-6-[(1-methyl-4-nitro-5-imidazolyl)thio]purine 
• 1006-08-2 7-methyl-1,7-dihydro-purin-6-one 

Downstream Products

• 935-69-3 7-methyladenine 
• 6334-43-6 6-ethylmercapto-7-methyl-7H-purine 

Relevant articles and documents

Chemical transformations of 6-[(1-methyl-4-nitro-5-imidazolyl)-thio]purine (azathioprine)

The chemical transformations of 6-[(1-methyl-4-nitro-5-imidazolyl)thio]purine (azathiopurine)- hydrogenation, acetylation, alkylation by lower alkyl halides at positions 7 and 9 of the purine ring, hydrolytic cleavage at the C(6)-S and S-C(5) bonds - were studied.

Thio- or seleno-amide compound and preparation method thereof

The invention discloses a thio- or seleno-amide compound and a preparation method thereof. The preparation method comprises the following steps of dissolving a chlorinated aromatic heterocyclic compound 1 in an EtOH solution, adding 1.0-2.0 times of equivalent thiourea or selenourea, stirring at 50-120 DEG C for 1-8 hours, and reacting to obtain a compound 2, namely the required thio- or seleno-amide compound. Each step of the synthetic route can be amplified, the yield can reach 85 percent, the synthesized compound provides a medical intermediate for synthesizing purine derivatives containingSCF3 or SeCF3, the synthetic route provided by the invention brings a simpler and more effective way for synthesizing compounds with biological activity, the yield is high, large-scale preparation can be realized, and the application prospect is very wide.

Regioselective and efficient synthesis of N 7-substituted adenines, guanines, and 6-mercaptopurines

A simple and efficient protocol for the preparation of N 7-substituted adenines, guanines, and 6-mercaptopurines is described. The key step is the regioselective preparation of 7-substituted 6-chloropurines which are building blocks for the div