140396-45-8

Usage

Chemical Class

Purine group

Type of Compound

Organic compound

Structure

Purine ring with two methyl groups at positions 3 and 7, and two phenylmethyl substituents at positions 1 and 7

Uses

Chemical research and pharmaceutical development, particularly in the study of purine metabolism and the development of purine-based drugs

Importance

Molecular structure and properties make it a useful tool for investigating biological and pharmacological activities of purines, as well as for the synthesis of novel purine derivatives with potential therapeutic applications.

Upstream product

• 168412-05-3 4-amino-1-benzylimidazole-5-glyoxal (N²-benzyl-N²-methoxycarbonyl)hydrazone 

Downstream Products

• 140396-46-9 2-chloro-1,7-bis(phenylmethyl)purin-6-one 

Relevant academic research and scientific papers

Synthesis of a novel ring-expanded purine analogue containing a 5:8-fused imidazo[4,5-e][1,2,4]triazocine ring system amidst opportunistic rearrangements and ring transformations

A novel 5:8-fused heterocycle containing the imidazo[4,5-e][1,2,4]triazocine ring system has been synthesized in ten steps commencing from 1-benzyl-5-methyl-4-nitroimidazole. The compound is a new member of the family of ring-expanded xanthine-xanthosine analogues reported from this laboratory. The synthesis led to the unraveling of a number of novel rearrangements and ring-transformations.

Imidazo[4,5-e][1,2,4]Triazocine: A novel 5:8-fused ring system riddled with rearrangements

Attempts to synthesize the title 5:8-fused heterocyclic ring system resulted in a number of novel opportunistic rearrangements and transformations. There is, however, some evidence to believe that one of these rearrangements might proceed through the transient intermediacy of this ring system.

Polycyclic guanine derivatives

Novel polycylic guanine derivatives of the formula: STR1 wherein J is oxygen or sulfur, R1 is hydrogen, alkyl or alkyl substituted with aryl or hydroxy; R2 is hydrogen, aryl, heteroaryl, cycloalkyl, alkyl or alkyl substituted with ar

Synthetic approaches to 5:8-fused heterocyclic systems. A novel rearrangement during the synthesis of imidazo[4,5-e][1,2,4]triazocine ring system

The attempted ring-closure of 4-amino-1-benzyl-5-[(N2-benzyl-N2- methoxycarbonyl)hydrazinomethylenecarbonyl]imidazole (5b) in sodium hydride/dimethyl sulfoxide at 50-60 °C afforded 1,7-dibenzylxanthine (6) instead of the anticipated 5:8-fused heterocycle 4b. A tentative reaction pathway has been proposed for the observed transformation.