72117-78-3

Basic information

• Product Name: 1-methyl-3-propylxanthine
• Synonyms: 1-methyl-3-propylxanthine
• CAS NO: 72117-78-3
• Molecular Formula: C9H12 N4 O2
• Molecular Weight: 0
• Mol File: 72117-78-3.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 450.7°C at 760 mmHg
• Flash Point: 226.4°C
• Appearance: /
• Density: 1.326g/cm³
• Vapor Pressure: 2.58E-08mmHg at 25°C
• Refractive Index: 1.582
• CAS DataBase Reference: 1-methyl-3-propylxanthine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-methyl-3-propylxanthine(72117-78-3)
• EPA Substance Registry System: 1-methyl-3-propylxanthine(72117-78-3)

Safety Data

• Hazardous Substances Data: 72117-78-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H12N4O2/c1-3-4-13-7-6(10-5-11-7)8(14)12(2)9(13)15/h5H,3-4H2,1-2H3,(H,10,11)

Upstream product

• 143958-73-0 3,7-dihydro-7-(4-methoxybenzyl)-3-methyl-1H-purine-2,6-dione 
• 1076-22-8 3-methylxanthine 
• 135461-99-3 7-(4-Methoxy-benzyl)-3-methyl-1-propyl-3,7-dihydro-purine-2,6-dione 

Relevant articles and documents

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.