934-23-6

Usage

Uses

Used in Pharmaceutical Research:
1H-Purine, 2-methyl(9CI) is used as a starting material for the synthesis of various nucleoside analogs and other bioactive compounds. Its role in the development of pharmaceuticals is significant due to its ability to contribute to the creation of new drugs that can target specific biological pathways.
Used in Biochemistry and Molecular Biology:
As a fundamental component of nucleic acids, 1H-Purine, 2-methyl(9CI) is utilized in research related to DNA and RNA structure, function, and manipulation. It aids in understanding the mechanisms of genetic information storage and transfer, as well as the development of techniques for genetic engineering and gene therapy.
Used in Food and Beverage Industry:
Given its natural presence in coffee and tea, 1H-Purine, 2-methyl(9CI) may have applications in the enhancement of flavors or the development of new food products that leverage the unique properties of purine compounds.
Used in Energy Metabolism and Signal Transduction Research:
As a precursor to adenosine and ATP, 1H-Purine, 2-methyl(9CI) is instrumental in studies focused on cellular energy production and the intricate signaling processes that regulate numerous physiological functions. This makes it valuable for research aimed at understanding and potentially treating conditions related to energy metabolism and cellular signaling.

InChI:InChI=1/C6H6N4/c1-4-7-2-5-6(10-4)9-3-8-5/h2-3,5H,1H3

Upstream product

• 100859-35-6 6-chloro-2-methyl-9H-purine 
• 933-80-2 6-chloro-2-methylpyrimidine -4,5-diamine 
• 39906-04-2 5-amino-4,6-dichloro-2-methylpyrimidine 
• 100859-35-6 6-chloro-2-methyl-7⁽⁹⁾H-purine 
• 38917-31-6 2-methyl-1,7-dihydro-purine-6-thione 

Relevant academic research and scientific papers

N8-Glycosylated 8-Azapurine and Methylated Purine Nucleobases: Synthesis and Study of Base Pairing Properties

In this report, we present the synthesis of N8-glycosylated 8-aza-2-methylhypoxanthine and 8-aza-6-thiohypoxanthine 2′-deoxynucleosides as well as methylated 2′-deoxynebularine derivatives. In vitro base pairing properties between each modified and canonical nucleobase were studied. As demonstrated by Tm, incorporation of the modified bases in DNA resulted, with few exceptions, in low stability of duplexes. Modified bases studied in this report are preferentially recognized by T (for N8-glycosylated 8-aza-2-methylhypoxanthine and methylated purines) and G (N8-glycosylated 8-aza-2-methylhypoxanthine). The base pair formed between N8-glycosylated 8-aza-6-thiohypoxanthine and N9-glycosylated 2-methyl-6-thiohypoxanthine (X2:X6) showed, to some extent, an orthogonal interaction. Based on Tm studies, the only potential self-pairing system is formed by the N8-glycosylated 8-aza-6-thiohypoxanthine nucleoside (X2) but only in the absence of canonical G and T. This study indicated that the canonical thymine base is the preferential base partner of methylated purine bases.

DEAMINATION, INVOLVING RING OPENING, IN REACTIONS OF 1-AMINOPURINIUM MESITYLENESULFONATES WITH METHANOLIC AMMONIA

On reaction of 1-aminopurinium mesitylenesulfonates with methanolic ammonia N-deamination occurs.For 1-amino-, 1-amino-8-(methylthio)-, 1-amino-8-phenyl-, 1-amino-2-methyl-, 1-amino-6-methyl- and 1-amino-8-phenyl-9-methylpurinium mesitylenesulfonate this reaction proceeds for at least 75percent via ring opening as shown by the isolation of 1-15N-labelled purines when 15N-labelled methanolic ammonia was used. 1-Amino-9-methylpurinium mesitylenesulfonate gave N-deamination without ring opening.The reaction of 1-amino-6-(methylthio)purinium mesitylenesulfonate with methanolic ammonia involves, besides deamination, partial substitution of the methylthio group; no ring opening is involved.However, ring opening followed by substitution occurs in the reaction of 1-amino-2-(methylthio)purinium mesitylenesulfonate; the reaction proceeds via an adduct at position 2.