31542-63-9

Usage

Uses

Used in Pharmaceutical Industry:
1,3-Dipropyl-7-methylxanthine is used as a pharmaceutical compound for its ability to inhibit phosphodiesterase enzymes and selectively target A2 adenosine receptors. This makes it a potential candidate for the development of drugs that can modulate cellular processes and treat various conditions.
Used in Research Applications:
In research settings, 1,3-Dipropyl-7-methylxanthine is utilized as a tool compound to study the role of phosphodiesterase enzymes and A2 adenosine receptors in cellular signaling pathways. Its selectivity for these targets allows researchers to gain insights into the mechanisms of action and potential therapeutic applications.
Used in Drug Development:
1,3-Dipropyl-7-methylxanthine serves as a lead compound in the development of new drugs targeting phosphodiesterase enzymes and A2 adenosine receptors. Its chemical properties and biological activity make it a valuable starting point for the design and synthesis of more potent and selective therapeutic agents.

InChI:InChI=1/C12H18N4O2/c1-4-6-15-10-9(14(3)8-13-10)11(17)16(7-5-2)12(15)18/h8H,4-7H2,1-3H3

Upstream product

• 31542-62-8 1,3-dipropylxanthine 
• 74-88-4 methyl iodide 
• 41078-02-8 3-propylxanthine 
• 76194-09-7 6-amino-5-formamido-1-n-propyl-2,4-(1H,3H)-pyrimidinedione 
• 107-08-4 1-iodo-propane 
• 135462-00-9 3,7-dihydro-7-methyl-3-propyl-1H-purine-2,6-dione 

Relevant academic research and scientific papers

Synthesis of novel 3,7-dihydro-purine-2,6-Dione derivatives

Forty-six novel 3,7-dihydro-purine-2,6-dione derivatives (substituted xanthines) with great structural diversity were synthesized for biological activity screening. Three series of substituted xanthine analogs have been prepared in moderate to excellent y

Xanthines, optionally incorporated in liposomes, for promoting skin or hair pigmentation

A method of treating skin or hair for promoting pigmentation wherein a xanthine component, in an amount effective to promote pigmentation, is incorporated in liposomes or hydrated lipidic lamellar phases.

Effects of Alkyl Substitutions of Xanthine Skeleton on Bronchodilation

Structure-activity relationships in a series of 1,3,7-trialkyl-xanthine were studied with guinea pigs.Relaxant actions in the tracheal muscle were increased with alkyl chain length at the 1- and 3-positions of the xanthine skeleton, but decreased by alkylation at the 7-position.Positive chronotropic actions in the right atrium were potentiated with 3-alkyl chain length but tended to decrease with 1-alkylation and diminish by 7-substitution.Consequently, while the 1- and 3-substitutions were equally important for the tracheal smooth muscle relaxation, the substitution at the 1-position was more important than the 3-substitution for bronchoselectivity.The 7-alkylation may be significant to cancel heart stimulation.There were good correlations between the smooth muscle relexant action and the cyclic AMP-PDE inhibitory activity in 3-substituents and the affinity for adenosine (A1)receptors in 1-,3-, and 7-substituents.This suggests that not only the cyclic AMP-PDE inhibitory activity but also the adenosine antagonistic activity is important in the bronchodilatory effects of alkylxanthines.Among these xanthine derivatives, 1-butyl-3-propylxanthine and its 7-methylated derivative showed high bronchoselectivity in the in vitro and in vivo experiments compared to theophylline and enprofylline and may be new candidates for bronchodilator.

Analogue of Coffeine and Theophylline: Effect of Structural Alterations on Affinity at Adenosine Receptors

A variety of analogues of caffeine and theophylline in which the 1-, 3-, and 7-methyl substituents have been replaced with n-propyl, allyl, propargyl, and isobutyl and, in few cases with chloroethyl, hydroxyethyl, or benzyl were assessed for potency and s