31542-62-8

Basic information

• Product Name: 1,3-dipropylxanthine
• Synonyms: 1,3-dipropyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione
• CAS NO: 31542-62-8
• Molecular Formula: C₁₁H₁₆N₄O₂
• Molecular Weight: 236.27
• Product Categories: Inhibitors
• Mol File: 31542-62-8.mol
• Article Data: 8

Chemical Properties

• Melting Point: 204-206°C
• Boiling Point: 459.9°Cat760mmHg
• Flash Point: 232°C
• Appearance: /
• Density: 1.236g/cm³
• Vapor Pressure: 1.21E-08mmHg at 25°C
• Refractive Index: 1.558
• Storage Temp.: -20°C Freezer
• PKA: 8.70±0.70(Predicted)
• CAS DataBase Reference: 1,3-dipropylxanthine(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-dipropylxanthine(31542-62-8)
• EPA Substance Registry System: 1,3-dipropylxanthine(31542-62-8)

Safety Data

• Hazardous Substances Data: 31542-62-8(Hazardous Substances Data)

Usage

Chemical Properties

White to Off-White Solid

Uses

A phosphodiesterase inhibitor and caffeine analog with some selectivity for A2 adenosine receptors. UV lmax = 273 nm, log e=3.98.

InChI:InChI=1/C11H16N4O2/c1-3-5-14-9-8(12-7-13-9)10(16)15(6-4-2)11(14)17/h7H,3-6H2,1-2H3,(H,12,13)

Upstream product

• 41078-02-8 3-propylxanthine 
• 81250-34-2 1,3-dipropyl-5,6-diaminouracil 
• 122-51-0 orthoformic acid triethyl ester 
• 137296-52-7 3,7-dihydro-7-(4-methoxybenzyl)-3-propyl-1H-purine-2,6-dione 
• 76194-09-7 6-amino-5-formamido-1-n-propyl-2,4-(1H,3H)-pyrimidinedione 
• 81250-33-1 1,3-di-n-propyl-5-nitroso-6-aminouracil 
• 623-95-0 1,3-dipropylurea 
• 41862-14-0 6-amino-1,3-dipropyluracil 
• 64-18-6 formic acid 
• 1027901-68-3 7-(4-Methoxy-benzyl)-1,3-dipropyl-3,7-dihydro-purine-2,6-dione 
• 100052-08-2 N-(6-amino-2,4-dioxo-1,3-dipropyl-1,2,3,4-tetrahydro-pyrimidin-5-yl)-formamide 

Downstream Products

• 102284-71-9 7-benzyl-1,3-dipropyl-1,3,7-trihydropurine-2,6-dione 
• 102284-70-8 7-propargyl-1,3-dipropylxanthine 
• 31542-63-9 1,3-dipropyl-7-methylxanthine 
• 866917-64-8 1-(4-amino-phenyl)-3-methyl-5,7-dipropyl-1H,7H-1,2,3a,5,7,8-hexaaza-cyclopenta[a]indene-4,6-dione 
• 866917-63-7 3-methyl-1-(4-nitro-phenyl)-5,7-dipropyl-1H,7H-1,2,3a,5,7,8-hexaaza-cyclopenta[a]indene-4,6-dione 
• 898909-93-8 7-benzyl-8-(4-iodo-pyrazol-1-yl)-1,3-dipropyl-3,7-dihydro-purine-2,6-dione 

Relevant articles and documents

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

Synthesis, biological and modeling studies of 1,3-di-n-propyl-2,4-dioxo-6- methyl-8-(substituted) 1,2,3,4-tetrahydro [1,2,4]-triazolo [3,4-f]-purines as adenosine receptor antagonists

A new series of potential adenosine receptor antagonists with a [1,2,4]-triazolo-[3,4-f]-purine structure bearing at the 1 and 3 position n-propyl groups have been synthesized, and their affinities at the four human adenosine receptor subtypes (A1/s

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.