42297-40-5

Basic information

• Product Name: 1,3,7-trimethyl-8-nitro-3,7-dihydro-1H-purine-2,6-dione
• CAS NO: 42297-40-5
• Molecular Formula: C₈H₉N₅O₄
• Molecular Weight: 239.1882
• Mol File: 42297-40-5.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 495.7°C at 760 mmHg
• Flash Point: 253.6°C
• Density: 1.72g/cm³
• Vapor Pressure: 5.75E-10mmHg at 25°C
• Refractive Index: 1.74
• CAS DataBase Reference: 1,3,7-trimethyl-8-nitro-3,7-dihydro-1H-purine-2,6-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,7-trimethyl-8-nitro-3,7-dihydro-1H-purine-2,6-dione(42297-40-5)
• EPA Substance Registry System: 1,3,7-trimethyl-8-nitro-3,7-dihydro-1H-purine-2,6-dione(42297-40-5)

Safety Data

• Hazardous Substances Data: 42297-40-5(Hazardous Substances Data)

Usage

Classification

Xanthine alkaloid, specifically a methylxanthine

Natural occurrence

Found in coffee, tea, and various other beverages and foods

Mechanism of action

Blocks the action of adenosine, a neurotransmitter that relaxes the brain and induces drowsiness

Effects

Increases alertness, temporarily reduces feelings of fatigue, improves mental alertness, enhances physical performance

Potential adverse effects

Anxiety, insomnia, rapid heart rate (with excessive consumption)

Usage

Commonly used for its stimulating effects and to alleviate fatigue

Upstream product

• 58-08-2 3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione 
• 2099-73-2 8-nitrotheophylline 
• 74-88-4 methyl iodide 
• 58-55-9 theophylline 

Downstream Products

• 4921-49-7 8-chlorocaffeine 
• 10381-82-5 8-bromocaffeine 
• 577-66-2 8-Ethoxy-3,7-dihydro-1,3,7-trimethyl-1H-purin-2,6-dion 
• 5415-44-1 1,3,7-trimethyluric acid 
• 37789-28-9 8-Aminocaffeine 
• 155581-81-0 4-acetylamino-N-(1,3,7-trimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-yl)-benzenesulfonamide 
• 78146-62-0 7-methyl-8-dimethylaminotheophylline 

Relevant articles and documents

Synthesis and Properties of 8-Nitro-7-Alkylated Theophylline Derivatives

8-Nitrotheophylline (3) was alkylated with alkylhalides to obtain the corresponding 8-nitro-7-alkylated theophylline derivatives (4a-d).The reduction of 4a-d provided 8-aminoderivatives (5a-d).Heating 4a-d in the concentrated HCl gave the corresponding 8-chloroderivatives (6a-d).The products 5a and 5b reacted with 4-acetamidobenzenesulphonyl chloride to provide 8-(4'-acetamidobenzenesulphonamido)theophyllines (7a) and (7b).The acid hydrolysis of 7a and 7b gave the corresponding 8-(4'-aminobenzenesulphonamido)theophyllines (8a) and (8b), which were also products of the reaction of 6b and 6c with 4-acetamidobenzenesulphonamide, followed by the acid hydrolysis.The reaction of 6a and 6b with benzylamine in dimethylformamide resulted unexpectedly in the 8-dimethylaminoderivatives (9a) and (9b), respectively. Key words: 8-nitrotheophylline, alkylhalides, HCl, acid hydrolysis.

Murexide reaction of caffeine using nitric acid

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