5426-47-1

Basic information

• Product Name: 8-Dimethylaminotheophylline
• Synonyms: 8-Dimethylaminotheophylline;8-(Dimethylamino)-3,7-dihydro-1,3-dimethyl-1H-purine-2,6-dione;8-(dimethylamino)-1,3-dimethyl-1H-purine-2,6(3H,7H)-dione
• CAS NO: 5426-47-1
• Molecular Formula: C₉H₁₃N₅O₂
• Molecular Weight: 223.23
• Mol File: 5426-47-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 418.8°C at 760 mmHg
• Flash Point: 207.1°C
• Appearance: /
• Density: 1.387g/cm³
• Vapor Pressure: 3.19E-07mmHg at 25°C
• Refractive Index: 1.632
• CAS DataBase Reference: 8-Dimethylaminotheophylline(CAS DataBase Reference)
• NIST Chemistry Reference: 8-Dimethylaminotheophylline(5426-47-1)
• EPA Substance Registry System: 8-Dimethylaminotheophylline(5426-47-1)

Safety Data

• Hazardous Substances Data: 5426-47-1(Hazardous Substances Data)

Usage

Chemical compound

8-Dimethylaminotheophylline (8-DMAT)

Also known as

8-DMAT

Primary use

Pharmacological research

Derivative of

Theophylline

Type

Methylxanthine derivative

Actions

Phosphodiesterase inhibitor and adenosine receptor antagonist

Studied for potential therapeutic effects on

Asthma, chronic obstructive pulmonary disease (COPD), and other respiratory disorders

Investigated for potential role in

Enhancing cognitive function and memory

Ability

Crosses the blood-brain barrier

Potential for

Treatments related to central nervous system disorders

Additional notes

Further research needed to fully understand pharmacological effects and potential applications

InChI:InChI=1/C9H13N5O2/c1-12(2)8-10-5-6(11-8)13(3)9(16)14(4)7(5)15/h1-4H3,(H,10,11)

Upstream product

• 6642-31-5 6-Amino-1,3-dimethylbarbituric acid 
• 120788-53-6 6-<<(dimethylamino)methylene>amino>-1,3-dimethyluracil 
• 483-57-8 fervenulin 
• 40011-95-8 fervenulin-1-oxide 
• 124-40-3 dimethyl amine 
• 10381-75-6 8-bromotheophylline 
• 77012-46-5 chlorure d'amino-4 (chloromethine N-dimethyl iminium)-5 dimethyl-1,3 uracile 
• 5440-00-6 4,5-Diamino-1,3-dimethyluracil 
• 33842-02-3 dichloromethylenedimethyliminium chloride 
• 120788-72-9 5-<1,2-bis(ethoxycarbonyl)hydrazino>-6-<<(dimethylamino)methylene>amino>-1,3-dimethyluracil 
• 120788-73-0 5-<1,2-bis(phenoxycarbonyl)hydrazino>-6-<<(dimethylamino)methylene>amino>-1,3-dimethyluracil 
• 120788-57-0 6-<<(dimethylamino)methylene>amino>-5-(3,5-dioxo-4-phenyl-1,2,4-triazolin-1-yl)-1,3-dimethyluracil 
• 120788-53-6 6-<(dimethylamino)methylene>amino-1,3-dimethyluracil 

Downstream Products

• 78146-62-0 7-methyl-8-dimethylaminotheophylline 
• 148122-88-7 7-p-nitrobenzoyl-8-dimethylaminotheophylline 
• 148122-87-6 7-benzoyl-8-dimethylaminotheophylline 
• 148122-89-8 7-p-dimethylaminobenzoyl-8-dimethylaminotheophylline 

Relevant articles and documents

Purines, Pyrimidines, and Condensed Systems Based on These Compounds. 13. Transformation of Fervenulin-1-oxide to 8-Alkylaminotheophyllines Under the Action of Alkylamines

Fervenulin-1-oxide undergoes reactions with secondary alkylamines in which the triazine ring is ruptured and 8-alkylaminotheophyllines are formed.The final product of the interaction of fervenulin-1-oxide with primary amines or with liquid ammonia is 1,3-dimethyl-5-imino-6-hydroximinouracil.

Reactions of Uracils, 16. - Substituted 6-Vinyl-2,4(1H,3H)-pyrimidinediones in Cycloaddition and Michael-Type Reactions: Pyridopyrimidines, Pyrrolopyridines, and Quinazolines

Electron-rich 6-vinyl- and 6-(azavinyl)pyrimidinediones, such as 6-amino>- (1) and 6--1,3-dimethyl-2,4(1H,3H)-pyrimidinediones (8), undergo cycloaddition reactions with electron deficient olefins to give pyridopyrimidines (3a-e) and quinazolines (9a-c), respectively, after elimination of dimethylamine from the 1:1 cycloadducts and oxidative aromatization.With dimethyl acetylenedicarboxylate, pyrrolopyridines 5, 11, and 15 were obtained due to an initial Michael addition and subsequent ring transformation reaction.Stable Michael adducts were also obtained from reactions of 1 with azodicarboxylates.The stable adducts 6a-c were thermally converted into 8-(dimethylamino)theophylline (7). - Key Words: Pyridopyrimidines/ Pyrrolopyridines/ Quinazolines/ 6-Vinyl-2,4(1H,3H)-pyrimidinediones/ Cycloaddition

Synthesis of substituted 8 aminopurine derivatives

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