2958-98-7

Usage

Uses

Used in Pharmaceutical Applications:
3-Methylguanine is used as a purine antagonist for its potential role in modulating purine metabolism and interactions with purine receptors. This application is significant in the development of therapeutic strategies for various diseases and conditions that involve purine metabolism dysregulation.
Used in Research and Development:
3-Methylguanine serves as a valuable compound in the field of research and development, particularly in the study of nucleic acid chemistry, molecular biology, and drug discovery. Its unique structure and properties make it a useful tool for understanding the mechanisms of purine interactions and for designing new drugs targeting purine-related pathways.
Used in Biochemical Studies:
In biochemical studies, 3-Methylguanine is used as a reference compound to investigate the effects of methylation on the properties and functions of nucleobases and nucleotides. This helps researchers gain insights into the role of methylation in gene regulation, DNA repair, and other cellular processes.
Used in Cancer Research:
3-Methylguanine has been investigated for its potential role in cancer research, particularly in the context of purine metabolism and its impact on cancer cell growth and survival. As a purine antagonist, it may contribute to the development of novel therapeutic approaches for cancer treatment.
Used in Drug Design:
3-Methylguanine is utilized in drug design to create new molecules with specific biological activities. Its unique structure and potential as a purine antagonist make it an attractive starting point for the development of new drugs targeting purine-related pathways, which could be beneficial in treating various diseases and conditions.

InChI:InChI=1/C6H9N5O/c1-11-4-3(8-2-9-4)5(12)10-6(11)7/h2,6H,7H2,1H3,(H,8,9)(H,10,12)

Upstream product

• 68768-32-1 3-methylguanosine 
• 20535-83-5 O-methylguanine 
• 74-88-4 methyl iodide 
• 1130-04-7 2,5,6-triamino-1-methyl-4-pyrimidone sulfate 
• 77287-34-4 formamide 
• 68768-32-1 3-methylguanosine 
• 30747-22-9 N²-acetyl-7-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)guanine 
• 68768-26-3 5-(methylamino)-1-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)imidazole-4-carboxamide 
• 70230-72-7 5-(methylamino)-1-β-D-ribofuranosyl-1H-imidazole-4-carboxamide 
• 69265-28-7 5-(cyanomethylamino)-1-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)imidazole-4-carboxamide 
• 76542-73-9 5-(N-cyanomethylamino)-1-β-D-ribofuranosylimidazole-4-carboxamide 
• 84321-38-0 2,6-diamino-1-methyl-4-pyrimidone hemihydrochloride 
• 58160-46-6 2,6-diamino-1-methyl-5-nitroso-4-pyrimidone 
• 40959-21-5 3-methyl-2-methylsulfanyl-7H-purin-6(3H)-one 

Downstream Products

• 65120-78-7 7-benzyl-3-methylguanine 
• 33359-03-4 wye 
• 101305-07-1 4,6-Dimethyl-1-(2-oxo-propyl)-1,4-dihydro-imidazo[1,2-a]purin-9-one 
• 122775-72-8 1-Benzyl-2-chloro-4,6-dimethyl-7-((E)-3-methyl-but-1-enyl)-1,4-dihydro-imidazo[1,2-a]purin-9-one 
• 122775-72-8 1-Benzyl-2-chloro-4,6-dimethyl-7-((E)-3-methyl-but-1-enyl)-1,4-dihydro-imidazo[1,2-a]purin-9-one 
• 122805-01-0 C₃₇H₃₆N₁₀O₂ 
• 122775-68-2 bis(1-benzyl-4,9-dihydro-4,6-dimethyl-9-oxo-1H-imidazo<1,2-a>purin-2-yl)ketone 
• 122775-74-0 bis(1-benzyl-4,9-dihydro-4,6-dimethyl-9-oxo-1H-imidazo<1,2-a>purin-7-yl)methane 
• 122775-63-7 (+/-)-1-benzyl-1,4-dihydro-7-(2-isopropyl-5-methyl-1,3-dioxohexyl)-4,6-dimethyl-9H-imidazo<1,2-a>purin-9-one 
• 122775-67-1 1-benzyl-2-benzyloxycarbonyl-1,4-dihydro-4,6-dimethyl-9H-imidazo<1,2-a>purin-9-one 
• 122775-66-0 (+/-)-1-benzyl-1,4-dihydro-4,6-dimethyl-2-(1-hydroxy-3-methylbutyl)-9H-imidazo<1,2-a>purin-9-one 
• 122775-71-7 (+/-)-1-benzyl-2-chloro-7-(1-hydroxy-3-methylbutyl)wye 
• 122775-62-6 1-benzyl-1,4-dihydro-4,6-dimethyl-7-(3-methyl-2-oxobutyl)-9H-imidazo<1,2-a>purin-9-one 
• 122775-75-1 1-benzyl-2-chloro-5-(2,2-dimethyl-1-oxopropyl)-4--1H-imidazole 

Relevant academic research and scientific papers

7-(β-D-Ribofuranosyl)-3-methylguanine: Synthesis from guanine and comparative multinuclear NMR studies

It was shown that in contrast to guanosine, its 7-regioisomer, 7-(β-D-ribofuranosyl)guanine, when subjected to reaction with methyl iodide in DMF containing sodium hydride, promoted the preferential formation of 3-substituted product, whereas 1-methylated

Facile, general and productive syntheses of the fluorescent wye (4,9-dihydro-4,6-dimethyl-9-oxo-1H-imidazo[1,2-a]purine) in phenylalanine tRNA, its 2-substituted derivatives and 7-aza analogues

Novel syntheses of 4,9-dihydro-4,6-dimethyl-9-oxo-1 H-imidazo[1,2-a]purine (Y base skeleton), its 2-substituted derivatives and 7-aza analogues and their fluorescence characteristics in relation to their structures are described.

Synthesis of 3-β-D-Ribofuranosylwye, the Most Probable Structure for Wyosine from Torulopsis utilis Phenylalanine Transfer Ribonucleic Acid

Treatment of 5-(methylamino)-1-β-D-ribofuranosylimidazole-4-carboxamide (5a) with CNBr in acetate buffer gave the 5-cyanomethylamino derivative 6a, which was cyclized to 3-methyl-guanosine (7) in the presence of NaOEt.Cyclocondensation of 7 with bromoacetone in the presence of K2CO3 provided 3-β-D-ribofuranosylwye (2), the most probable strucure for the fluorescent nucleoside from Torulopsis utilis phenylalanine transfer ribonucleic acid (tRNAPHE).The glycosidic bonds of 2 and 7 have been shown to be unusually subject to cleavage under either acidic or basic conditions, but proved to be less labile under neutral conditions, as had been reported.The base moiety of 2 is also cleaved under basic conditions.Keywords--wyosine; 3-methylguanosine; cyclocondensation; imidazole nucleoside; N-cyanation; base-catalyzed cyclization; glycosidic bond cleavage; ring fission

Improved Synthesis of 3-methylguanine

An improved procedure for the synthesis of 3-methylguanine (4) from 2,6-diamino-1-methyl-4-pyrimidone (1) is presented. elemental analyses and ultraviolet (UV) and nuclear magnetic resonance (NMR) spectral data are presented for the compounds involved in the reaction sequence.Keywords - 3-methylguanine; 4-pyrimidones; Traube synthesis; nitrosation; reduction; ring clusore; UV; NMR