935-69-3

Usage

Uses

Used in Pharmaceutical Industry:
7-METHYLADENINE is used as an active pharmaceutical ingredient for the development of drugs targeting various diseases. Its unique chemical structure allows it to interact with specific biological targets, making it a promising candidate for drug discovery and development.
Used in Research and Development:
7-METHYLADENINE is utilized as a research compound in the field of biochemistry and molecular biology. It serves as a valuable tool for studying the structure, function, and interactions of nucleic acids and their derivatives.
Used in Chemical Synthesis:
7-METHYLADENINE is employed as a key intermediate in the synthesis of various complex organic molecules and pharmaceuticals. Its unique chemical properties enable it to be a versatile building block for the development of novel compounds with potential applications in various industries.

InChI:InChI=1/C6H7N5/c1-11-3-10-6-4(11)5(7)8-2-9-6/h2-3H,1H3,(H2,7,8,9)

Upstream product

• 40637-80-7 4-amino-5-cyano-1-methyl-1H-imidazole 
• 77287-34-4 formamide 
• 3324-79-6 7-Methyl-6-thiopurin 
• 5440-17-5 6-chloro-7-methyl-7H-purine 
• 117343-06-3 7-methyl-3-oxy-7H-purin-6-ylamine 
• 1774-47-6 trimethylsulfoxonium iodide 
• 81980-38-3 Carbamic acid (R)-2,7-diamino-1-[9-(4-hydroxy-5-phosphonooxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-ylamino]-6-methyl-5,8-dioxo-2,3,5,8-tetrahydro-1H-pyrrolo[1,2-a]indol-9-ylmethyl ester 
• 73-24-5 7H-purin-6-ylamine 
• 74-88-4 methyl iodide 
• 81619-09-2 3-pivaloyloxymethyladenine 
• 98021-35-3 5-hydroxyamino-3-methyl-3H-imidazole-4-carbonitrile 
• 66224-66-6 adenine 
• 1006-08-2 7-methyl-1,7-dihydro-purin-6-one 
• 110475-17-7 5-amino-3-methyl-3H-imidazole-4-carboxylic acid amide; hydrochloride 

Downstream Products

• 5155-12-4 4-amino-N-(7-methyl-7H-purin-6-yl)-benzenesulfonamide 

Relevant academic research and scientific papers

Peptide deformylase inhibitors

The present invention relates to a compound of Formula (I): or a pharmaceutically acceptable salt thereof, corresponding pharmaceutical compositions, compound preparation and treatment methods directed to bacterial infections and inhibition of bacterial peptide deformylase (PDF) activity.

PEPTIDE DEFORMYLASE INHIBITORS

The present invention relates to a compound of Formula (I): or a pharmaceutically acceptable salt thereof, corresponding pharmaceutical compositions, compound preparation and treatment methods directed to bacterial infections and inhi-bition of bacterial peptide deformylase (PDF) activity

8-(2-Furyl)adenine derivatives as A2A adenosine receptor ligands

Selective adenosine receptor modulators are potential tools for numerous therapeutic applications, including cardiovascular, inflammatory, and neurodegenerative diseases. In this work, the synthesis and biological evaluation at the four human adenosine receptor subtypes of a series of 9-substituted 8-(2-furyl)adenine derivatives are reported. Results show that 8-(2-furyl)-9-methyladenine is endowed with high affinity at the A2A subtype. Further modification of this compound with introduction of arylacetyl or arylcarbamoyl groups in N6-position takes to different effects on the A2A affinity and in particular on the selectivity versus the other three adenosine receptor subtypes. A molecular modelling analysis at three different A2A receptor crystal structures provides an interpretation of the obtained biological results.

8-Bromo-9-alkyl adenine derivatives as tools for developing new adenosine A2A and A2B receptors ligands

Importance of making available selective adenosine receptor antagonists is boosted by recent findings of adenosine involvement in many CNS dysfunctions. In the present work a series of 8-bromo-9-alkyl adenines are prepared and fully characterized in radio

Purines. LXXV. Dimroth rearrangement, hydrolytic deamination, and pyrimidine-ring breakdown of 7-alkylated 1-alkoxyadenines: N(1)-C(2) versus N(1)-C(6) bond fission

On treatment with boiling H2O for 5-6h, 1-alkoxy-7-alkyladenines (13) underwent hydrolytic cleavage of the N(1)-C(2) and the N(1)-C(6) bonds to produce the imidazole-5-carboxamidines (14) in 53-60% yields and the imidazole-5-carboxamides (18) i

Electrophilic amination of adenines. Formation and characteristics of N-aminoadenines

Amination of adenine with H2N-O-SO3H in alkaline media afforded 1-, 3-, 7- and 9-aminoadenine isomers at a ratio of about 1:1:3:1. In neutral media, the product ratio of the isomers changed to about 3:1:1:0. These results were different from the regioselectivity obtained by methylation of adenine with dimethyl sulfate under similar conditions. Amination of adenine with dinitrophenoxyamine in DMF gave 1-aminoadenine as the main product and this regioselectivity was also different from that of methylation with CH3I. Chemical characteristics of these N-amino adenines are described.

Purines. LXI. An attempted synthesis of 2'-deoxy-7-methyladenosine: Glycosidic hydrolyses of the N6-methoxy derivative and 2'-deoxy-N(x)- methyladenosines

In an attempt to synthesize 2'-deoxy-7-methyladenosine (5b), 2'-deoxy- N6-methoxyadenosine (13b) was treated with MeI in AcNMe2 at 0°C for 7h to give the 2'-deoxy-N6-methoxy-7-methyladenosine salt (14b), which was unstable and easily underwent glycosidic hydrolysis in H2O at 16-18°C to form N6-methoxy-7-methyladenine (15). On account of such instability, hydrogenolysis of 14b in H2O using hydrogen and Raney Ni catalyst failed to afford the desired nucleoside (5b). 2'-Deoxy-N6-methyladenosine (2b), 2'- deoxy-1-methyladenosine (3b), and 14b were found to undergo glycosidic hydrolysis in 0.1 N aqueous HCl at 25°C at rates of 7.92 x 10-2 min-1 (half-life 87.5 min), 5.02 x 10-3min-1 (half-life 138 min), and 2.31 x 10-2 min-1 (half-life 30.0 min), respectively, while the rate in the case of 5h was roughly estimated to be ca. 2 min-1 (half-life 0.35 min).

The Prominent Effect of N6-Acyl Groups on the Reactivity of 9-Substituted Adenines: A New Method for the Chemical Modification of Adenines

The effect of various N6-substituents on the C(8)-hydrogen exchange of 9-substituted adenines has been estimated.The kinetic data clearly demonstrate that the N6-acyl groups significantly accelerate the C(8)-hydrogen exchange.This fa