14937-69-0

Usage

Family

Purine

Molecular Structure

Consists of a pentyl group attached to the 9-position of the purine ring

Derivative of

Xanthine, a naturally occurring alkaloid found in various plant species

Analog of

Caffeine and theobromine, widely known stimulants found in coffee and chocolate

Occurrence

Not naturally occurring; synthesized primarily for research purposes

Purpose

Studied in purine metabolism and drug development

Pharmaceutical Applications

Potential due to structural similarity to other xanthine derivatives and effects on biological systems

Upstream product

• 77287-34-4 formamide 
• 108437-71-4 2-amino-6-chloro-9-pentylpurine 
• 110-58-7 n-Pentylamine 

Relevant academic research and scientific papers

Alkylpurines as immunopotentiating agents. Synthesis and antiviral activity of certain alkylguanines.

Several simple 8-substituted 9-alkyl- and 7,8-disubstituted 9-alkylguanine derivatives were synthesized as potential antiviral agents. These were tested for antiviral protection against a lethal Semliki Forest virus (SFV) infection in mice, and their anti

Hydrogen-bonding networks of purine derivatives and their bilayers for guest intercalation

Two purine derivatives, 6-chloro-9-propyl-purin-2-amine (pr-GCl) and 6-chloro-9-pentyl-purin-2-amine (pt-GCl) have been synthesized and their crystal structures were determined by single crystal X-ray diffraction analyses. The purine rings in pr-GCl or pt-GCl form unique two-dimensional hydrogen-bonding networks which in turn stack via π-π interactions to give bilayers covered with alkyl chains. In pt-GCl, the pentyl groups interact effectively among themselves so that void space for guest molecules is not available. In contrast, pr-GCl can form host-guest co-crystals. Nuclear magnetic resonance (NMR) analyses of the pr-GCl crystals immersed in various solvents for up to 60 min indicate that aromatic molecules (benzene, xylene isomers) are better guests than aliphatic ones (n-hexane, cyclohexane, isooctane) in terms of their inclusion time and amount. Powder X-ray diffraction (PXRD) patterns for the guest-included pr-GCl crystals are quite different from the simulated one, supporting the guest diffusion into the pr-GCl crystals. The crystal structure of p-xylene@pr-GCl reveals that p-xylene molecules are intercalated between the characteristic pr-GCl bilayers that are shown in both pr-GCl and pt-GCl crystals.