27760-74-3

Usage

General Description

1,3-dimethyl-7-propyl-3,7-dihydro-1H-purine-2,6-dione, also known as caffeine, is a naturally occurring chemical compound found in various plants, most notably in coffee beans, tea leaves, and cacao pods. It is a central nervous system stimulant, and is commonly consumed for its stimulating effects on mood, alertness, and physical performance. Caffeine works by blocking the action of a neurotransmitter called adenosine, which promotes relaxation and sleepiness. It also stimulates the release of adrenaline, which can increase heart rate and blood pressure. Due to its widespread use and effects on the body, caffeine is a well-studied compound with both potential benefits and risks associated with its consumption.

Upstream product

• 57533-87-6 1,3-Dimethylxanthine potassium salt 
• 107-08-4 1-iodo-propane 
• 58-55-9 theophylline 
• 61444-26-6 7-allyl-1,3-dimethylxanthine 

Downstream Products

• 249929-64-4 1,3-dimethyl-8-phenyl-7-n-propylxanthine 
• 117869-46-2 5-Methylamino-3-propyl-3H-imidazole-4-carboxylic acid [6-(4-methoxy-phenoxy)-hexyl]-amide; compound with picric acid 
• 117835-44-6 5-Methylamino-3-propyl-3H-imidazole-4-carboxylic acid [4-(4-methoxy-phenoxy)-butyl]-amide; compound with picric acid 
• 117835-71-9 5-chloro-1-<6-(4-chlorophenoxy)hexyl>-6-propyl-1,3,6,7-tetrahydro-3-methyl-7-oxoimidazo<4,5-c><1,2,6>thiadiazine 2-oxide 
• 117835-62-8 1-<6-(4-chlorophenoxy)hexyl>-6-propyl-1,3,6,7-tetrahydro-3-methyl-7-oxoimidazo<4,5-c><1,2,6>thiadiazine 2-oxide 
• 117835-23-1 1-[6-(4-methoxyphenoxy)hexyl]-3-methyl-7-propylxanthine 
• 117835-24-2 1-[6-(4-chlorophenoxy)hexyl]-3-methyl-7-propylxanthine 
• 117835-22-0 1-[4-(4-methoxyphenoxy)butyl]-3-methyl-7-propylxanthine 
• 117835-45-7 5-[6-(4-chlorophenoxy)hexylaminocarbonyl]-4-methylamino-1-propylimidazole 
• 55242-64-3 3-methyl-7-propyl-xanthine 

Relevant academic research and scientific papers

Double C-H activation: The palladium-catalyzed direct C-arylation of xanthines with arenes

The novel Pd-catalyzed C(sp2)-H/C(sp2)-H cross-coupling of unactivated xanthines with unactivated arenes utilizing a combination of Ag(I) and O2 as oxidants exclusively yields C-8 arylated xanthines in a single synthetic o

A Symmetrical Model for the Self-association of Xanthines in Aqueous Solution

The self-association of caffeine, 7-ethyl-, 7-propyl-, and 7-butyl-theophylline, theophylline, 1,3-diethylxanthine, and 3-isobutyl-1-methylxanthine in aqueous solution was explored in this study.Detailed analyses of all the proton shifts in CDCl3 and D2O solutions were undertaken, measuring both concentration- and temperature-dependence.Operative factors determining the chemical shift values include solvent-structuring effects, polarizability capacities, and hydrogen bonding involving water bridges.Evidence is given to support a symmetric mode of association induced by hydrophobic interaction and hydrophilic hydration between contiguous groups.The chemical shifts of theophylline and two of its analogues were measured in D2O, CD3OD, and CDCl3 solutions.Only in CD3OD did the shifts show different trends which were interpreted on the basis of the solvation capacity of CD3OD and steric hindrance to the specific solvation.

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