10226-64-9

Basic information

• Product Name: 1,3-dimethyl-7-(2-oxopropyl)-3,7-dihydro-1H-purine-2,6-dione
• Synonyms: 1,3-Dimethyl-7-(2-oxopropyl)-3,7-dihydro-1H-purine-2,6-dione; 1H-Purine-2,6-dione, 3,7-dihydro-1,3-dimethyl-7-(2-oxopropyl)-
• CAS NO: 10226-64-9
• Molecular Formula: C₁₀H₁₂N₄O₃
• Molecular Weight: 236.2273
• Mol File: 10226-64-9.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 471.7°C at 760 mmHg
• Flash Point: 239.1°C
• Density: 1.44g/cm³
• Vapor Pressure: 4.56E-09mmHg at 25°C
• Refractive Index: 1.664
• CAS DataBase Reference: 1,3-dimethyl-7-(2-oxopropyl)-3,7-dihydro-1H-purine-2,6-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-dimethyl-7-(2-oxopropyl)-3,7-dihydro-1H-purine-2,6-dione(10226-64-9)
• EPA Substance Registry System: 1,3-dimethyl-7-(2-oxopropyl)-3,7-dihydro-1H-purine-2,6-dione(10226-64-9)

Safety Data

• Hazardous Substances Data: 10226-64-9(Hazardous Substances Data)

Usage

Explanation

The molecular formula represents the number of atoms of each element present in a molecule of the compound.

Explanation

Purine is a heterocyclic compound that is commonly found in nucleic acids and various natural products.

Explanation

Theophylline is an alternative name for 1,3-dimethyl-7-(2-oxopropyl)-3,7-dihydro-1H-purine-2,6-dione.

Explanation

Theophylline belongs to the class of methylxanthine drugs, which are alkaloids that contain a methylated xanthine structure.

Explanation

Theophylline is used to treat conditions like asthma and chronic obstructive pulmonary disease (COPD) by relaxing the smooth muscles in the airways, improving breathing.

Explanation

Theophylline works by causing the smooth muscles in the airways to relax, which helps to open up the airways and improve breathing.

Explanation

Besides its bronchodilator properties, theophylline also has mild diuretic effects (increasing urine production) and acts as a stimulant to the central nervous system.

Explanation

Theophylline can be found naturally in some foods, such as tea and cocoa, in small quantities.

Explanation

Due to its stimulant effects on the central nervous system, theophylline has been used as a doping agent in sports, although it is not commonly used for this purpose today.

Derivative of purine

Heterocyclic organic compound

Classification

Methylxanthine drug

Medical use

Bronchodilator and treatment of respiratory diseases

Mechanism of action

Relaxation of smooth muscles in the airways

Additional effects

Mild diuretic and central nervous system stimulant

Presence in food

Found in small amounts in tea and cocoa

Use as a doping agent

Sometimes used in sports

Upstream product

• 58-55-9 theophylline 
• 78-95-5 chloroacetone 
• 652-37-9 acefylline 
• 108-24-7 acetic anhydride 
• 598-31-2 1-bromoacetone 

Downstream Products

• 603-00-9 proxyphylline 
• 137138-18-2 7-((RS)2-((RS)-1-Methyl-2-phenyl-ethylamino)propyl)-theophyllin 

Relevant articles and documents

Potentiation of cADPR-induced Ca2+-release by methylxanthine analogues

Caffeine and other methylxanthines are known to induce Ca2+-release from intracellular stores via the ryanodine receptor. In the present work, a range of caffeine analogues, in which methyl groups at the 1 and 7 positions were replaced with alkyl chains containing different functional groups (oxo, hydroxyl, propargyl, ester, and acids), were synthesized. These compounds were then screened for their ability to potentiate Ca2+-release induced by cADPR (an endogenous modulator of ryanodine receptors) in sea urchin egg homogenates. Two of the synthesized methylxanthines, 1,3-dimethyl-7-(7- hydroxyoctyl)xanthine (37) and 3-methyl-7-(7-oxooctyl)-1-propargylxanthine (66), were shown to be more potent than caffeine in potentiating cADPR- induced Ca2+-release, while 1,3-dimethyl-7-(5-ethylcarboxypentyl)xanthine (14) was shown to be more efficacious. The development of new methylxanthine analogues may lead to a better understanding of ryanodine receptor function and could possibly provide novel therapeutic agents.