157930-09-1

Basic information

• Product Name: 6-mercapto-purine
• CAS NO: 157930-09-1
• Molecular Weight: 152.18
• Mol File: 157930-09-1.mol

Chemical Properties

• CAS DataBase Reference: 6-mercapto-purine(CAS DataBase Reference)
• NIST Chemistry Reference: 6-mercapto-purine(157930-09-1)
• EPA Substance Registry System: 6-mercapto-purine(157930-09-1)

Safety Data

• Hazardous Substances Data: 157930-09-1(Hazardous Substances Data)

Upstream product

• 574-25-4 6-mercaptopurine riboside 
• 1146104-41-7 S-allylthio-6-mercaptopurine 
• 15139-21-6 5-thio-2-nitrobenzoic acid 

Downstream Products

• 156249-15-9 [(CH₃C₆H₄)3PAu(S(C₅N₄H₃))] 
• 5443-88-9 6-(allylthio)-9H-purine 
• 119011-46-0 9-methyl-6-(phenacylthio)purine 
• 119011-47-1 6-<(4-bromophenacyl)thio>-9-methylpurine 
• 724-34-5 6-(benzylthio)-9H-purine 
• 21186-46-9 9-benzyl-6-(benzylthio)-9H-purine 
• 5434-26-4 6-[(4-nitrobenzyl)sulfanyl]-9H-purine 
• 80985-24-6 1-(4-nitrophenyl)-2-(9H-purin-6-ylthio)ethanone 
• 80985-23-5 1-(4-bromophenyl)-2-(9H-purin-6-ylthio)ethanone 

Relevant articles and documents

Reaction mechanisms of allicin and allyl-mixed disulfides with proteins and small thiol molecules

Allylsulfides from garlic are chemopreventive agents. Entering cells they are expected to initially interact with glutathione. Accordingly, reaction mechanisms of the product, S-allylthio-glutathione, with model proteins and thiols were analyzed in cell f

Synthesis, hydrolyses and dermal delivery of N-alkyl-N-alkyloxycarbonylaminomethyl (NANAOCAM) derivatives of phenol, imide and thiol containing drugs

Synthesis, characterization and hydrolysis in aqueous buffers of novel N-alkyl-N-alkyloxycarbonylaminomethyl (NANAOCAM) derivatives of substituted phenols, theophylline (Th) and 6-mercaptopurine (6MP) were carried out. The mechanism of hydrolysis was further investigated by synthesis, characterization and hydrolysis of N-aryl-N-alkyloxycarbonylaminomethyl (NArNAOCAM) derivatives of phenols. The hydrolysis follows pseudounimolecular first order kinetics and operates by way of an SN1-type mechanism. Topical delivery of selected derivatives of acetaminophen (APAP), Th and 6MP was examined in in vitro diffusion cell experiments from IPM across hairless mice skins. The prodrug of APAP and 6MP increased permeation across the skin by about 2- and 4-fold, respectively, compared to the parent drug. NANAOCAM promoieties can act as novel prodrug derivatives of phenol, imide and thiol containing drugs for enhancing topical absorption.

The stability of 6-mercaptopurine riboside in neutral and basic medium

The kinetics of hydrolysis of 6-mercaptopurine riboside (R-6-MP) was studied in aqueous solutions over the pH range of 6.11 - 12.13 at 353 K. The decomposition was investigated by HPLC method. At the pH range from 6.11 to 12.13 hydrolysis of 6-mercaptopurine riboside includes: spontaneous hydrolysis of non-protonated R-6-MP molecules mono- and di-anions R-6-MP molecules under the effect of water.