1201-58-7

Basic information

• Product Name: 2,6-bis(methylsulfanyl)-5H-purine
• CAS NO: 1201-58-7
• Molecular Formula: C₇H₈N₄S₂
• Molecular Weight: 212.2952
• Mol File: 1201-58-7.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 345.7°C at 760 mmHg
• Flash Point: 162.9°C
• Density: 1.58g/cm³
• Vapor Pressure: 0.000121mmHg at 25°C
• Refractive Index: 1.795
• CAS DataBase Reference: 2,6-bis(methylsulfanyl)-5H-purine(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-bis(methylsulfanyl)-5H-purine(1201-58-7)
• EPA Substance Registry System: 2,6-bis(methylsulfanyl)-5H-purine(1201-58-7)

Safety Data

• Hazardous Substances Data: 1201-58-7(Hazardous Substances Data)

Usage

Chemical Family

Purine

Structure

Contains a purine ring with two thiol (sulfhydryl) groups attached

Derivative of

Guanine

Chemical Properties

Sulfur analog of guanine
Contains two thiol groups

Uses

Building block in pharmaceutical and organic compound synthesis
Potential applications in organic electronics and materials science

Upstream product

• 66191-23-9 2-methylthio-6-chloropurine 
• 74-93-1 methylthiol 
• 5437-25-2 1,2,3,6-Tetrahydro-2,6-dithio-7H-purine 
• 74-88-4 methyl iodide 
• 61772-85-8 2,6-bis(methylthio)pyrimidine-4,5-diamine 
• 77287-34-4 formamide 
• 5437-25-2 purine-2,6(1H,3H)-dithione 
• 77-78-1 dimethyl sulfate 
• 856971-96-5 2,6-bis-methylsulfanyl-5-nitro-pyrimidin-4-ylamine 

Downstream Products

• 82499-05-6 2,6-bis(methylsulfonyl)purine 
• 105973-69-1 (4-chloro-benzyl)-(2-methanesulfonyl-7⁽⁹⁾H-purin-6-yl)-amine 
• 5426-14-2 2-dimethylamino-6-methylaminopurine 
• 101155-13-9 9-(2-Fluorobenzyl)-6-methylamino-2-methylthio-9H-purine 
• 101155-02-6 BW-A 78U 
• 101155-12-8 2,6-Bis-methylthio-9-(2-fluorobenzyl)-9H-purine 
• 127472-46-2 C₂₈H₂₈N₄O₅S₂ 
• 127472-48-4 C₂₈H₂₈N₄O₅S₂ 
• 127472-47-3 C₂₈H₂₈N₄O₅S₂ 
• 127472-49-5 C₂₈H₂₈N₄O₅S₂ 

Relevant articles and documents

Kinetics of the reaction of a potential chemopreventive agent, 2,6- dithiopurine, and its major metabolite, 2,6-dithiouric acid, with multiple classes of electrophilic toxicants

Purinethiols are a class of potential cancer chemopreventive agents that exhibit nucleophilic scavenging activity against the carcinogenic electrophile benzo[a]pyrene diol epoxide (BPDE). Of the purinethiols tested previously, 2, 6-dithiopurine (DTP), exhibited the highest scavenging activity for BPDE when tested either in vitro or in vivo. Sulfur-based nucleophiles are typically classified as 'soft' nucleophiles, showing selectivity in nucleophilic substitution reactions for 'soft', easily polarizable electrophiles. It was of interest to determine whether electrophilic toxicants other than BPDE react facilely with DTP, and whether 2, 6-dithiouric acid (DUA), the major in vive metabolite of DTP, also has scavenging activity. Four diverse toxicants tested in the present work, acrolein, melphalan, dimethyl sulfate, and cisplatin, all react facilely with DTP in vitro near neutral pH. These toxicants are expected to react as 'soft' electrophiles. Furthermore, each of these compounds, as well as BPDE, reacts with DUA with rate constants comparable to the analogous rate constants for reaction with DTP. In contrast, several toxicants classified as 'hard' electrophiles (ethyl methanesulfonate, methylnitrosourea, ethylnitrosourea, 1-methyl-3-nitro-1-nitrosoguanidine) show no appreciable reaction with DTP. These results suggest that both DTP and its major metabolite act as 'soft' nucleophiles in nucleophilic substitution reactions and may be effective in scavenging a wide range of toxicants that react as 'soft' electrophiles.