116137-82-7

Usage

InChI:InChI=1/C7H9N5O/c1-12-3-9-5-4(12)6(13-2)11-7(8)10-5/h3H,1-2H3,(H2,8,10,11)

Upstream product

• 20535-83-5 O-methylguanine 
• 74-88-4 methyl iodide 
• 38119-33-4 2-amino-6-chloro-7-methyl-7H-purine 
• 124-41-4 sodium methylate 
• 7803-88-5 6-O-methylguanosine 

Relevant academic research and scientific papers

Formation of O6,7-dimethylguanine residues in calf thymus deoxyribonucleic acid treated with carcinogenic N-methyl-N-nitrosourea in vitro.

Treatment of calf thymus deoxyribonucleic acid (DNA) in vitro with a methylating carcinogen, N-methyl-N-nitrosourea (MNU), in phosphate buffer (pH 7.2) resulted in formation of O6,7-dimethylguanine residues in DNA besides the well-known methylated DNA adducts, 7-methylguanine, O6-methylguanine and 3-methyladenine. The product ratio (%) of O6,7-dimethylguanine versus 7-methylguanine was 0.32 after one MNU treatment. The significance of formation of O6,7-dimethylguanine residues in DNA is discussed briefly in relation to the carcinogenicity of MNU.

Synthesis of heteromine C from guanine

Heteromine C previously isolated from a Taipei folk medicine plant, has been synthesised for the first time by selective methylation reactions starting from guanine. Thermal rearrangement to 1-methylherbipoline takes place when heteromine C is heated. It is shown that treatment of O6,9- dimethylguanine with methyl iodide gives the O6,7,9-trimethylguaninium iodide with complete selectivity, while similar reaction on O6,7- dimethylguanine results in methylation both in the 3- and 9-position.