7464-93-9

Basic information

• Product Name: 7,9-dihydro-1,3,9-trimethyl-1H-purine-2,6,8(3H)-trione
• Synonyms: 7,9-dihydro-1,3,9-trimethyl-1H-purine-2,6,8(3H)-trione;1,3,9-trimethyluric acid;1,3,9-Trimethyl-7H-purine-2,6,8(1H,3H,9H)-trione
• CAS NO: 7464-93-9
• Molecular Formula: C₈H₁₀N₄O₃
• Molecular Weight: 210.19
• EINECS: 231-258-4
• Mol File: 7464-93-9.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 7,9-dihydro-1,3,9-trimethyl-1H-purine-2,6,8(3H)-trione(CAS DataBase Reference)
• NIST Chemistry Reference: 7,9-dihydro-1,3,9-trimethyl-1H-purine-2,6,8(3H)-trione(7464-93-9)
• EPA Substance Registry System: 7,9-dihydro-1,3,9-trimethyl-1H-purine-2,6,8(3H)-trione(7464-93-9)

Safety Data

• Hazardous Substances Data: 7464-93-9(Hazardous Substances Data)

Usage

Uses

1,3,9-Trimethyluric Acid has been found in rat urine as a metabolite of Caffeine (C080100), a bitter, white crystalline xanthine alkaloid that acts as a stimulant drug and a reversible acetylcholinesterase inhibitor. Caffeine is found in varying quantities in the seeds, leaves, and fruit of some plants, where it acts as a natural pesticide that paralyzes and kills certain insects feeding on the plants. In humans, caffeine acts as a central nervous system stimulant, temporarily warding off drowsiness and restoring alertness. Caffeine is a cardiac and respiratory stimulant; diuretic. Caffeine is toxic at sufficiently high doses.

Purification Methods

Crystallise it from water and dry it at 100o in a vacuum. [Beilstein 26 H 530, 26 II 301, 26 III/IV 2623.]

InChI:InChI=1/C8H10N4O3/c1-10-5-4(9-7(10)14)6(13)12(3)8(15)11(5)2/h1-3H3,(H,9,14)

Upstream product

• 13992-53-5 1,3-dimethyl-6-methylamino-5-nitropyrimidine-2,4(1H,3H)-dione 
• 6972-27-6 1,3-Dimethyl-6-chlorouracil 
• 769-42-6 1,3-dimethylbarbituric acid 
• 1203-25-4 6-chloro-1,3-dimethyl-5-nitrouracil 
• 61541-46-6 5-amino-1,3-dimethyl-6-methylaminopyrimidine-2,4(1H,3H)-dione 
• 530-62-1 1,1'-carbonyldiimidazole 
• 854824-36-5 7-acetyl-1,3,9-trimethyl-uric acid 
• 80-48-8 methyl p-toluene sulfonate 
• 74-88-4 methyl iodide 
• 138524-01-3 8-methoxy-1,3,9-trimethyl-3,9-dihydro-purine-2,6-dione 
• 77-78-1 dimethyl sulfate 
• 10034-85-2 hydrogen iodide 
• 64-19-7 acetic acid 
• 173038-83-0 4,5-dimethoxy-1,3,9-trimethyl-tetrahydro-purine-2,6,8-trione 

Downstream Products

• 7026-71-3 7-benzyl-1,3,9-trimethyl-7,9-dihydro-3H-purine-2,6,8-trione 
• 2309-49-1 theacrine 
• 1335009-82-9 N-[4-(3,4-dichlorophenyl)-1,3-thiazol-2-yl]-2-(1,3,9-trimethyl-2,6,8-trioxo-1,2,3,6,8,9-hexahydro-7H-purin-7-yl)acetamide 

Relevant articles and documents

AMIDES OF HETEROCYCLIC COMPOUNDS AS TRPA1 INHIBITORS

Amides of heterocyclic compounds as Transient Receptor Potential subfamily A (TRPA) modulators are provided In particular, compounds described herein are useful for treating or preventing diseases, conditions and/ or disorders modulated by TRPA1 (Transient Receptor Potential subfamily A, member 1) Also provided herein are processes for preparing compounds described herein, intermediates used in their synthesis, pharmaceutical compositions thereof, and methods for treating or preventing diseases, conditions and/or disorders modulated by TRPA1. (I).

Purines. XIV [1]. Synthesis and properties of 8-nitroxanthine and its N- methyl derivatives

Xanthine (1) and its N-methyl derivatives 2-16 have been nitrated to the corresponding 8-nitro derivatives 17-32 under different reaction conditions. Nitration in glacial acetic acid with nitric acid works well with the N-7 unsubstituted and some of the 9-methylxanthines, respectively, whereas the 7- methylxanthine derivatives react best with nitronium tetrafluoroborate in sulfolane or glacial acetic acid. The 8-nitro group can be displaced nucleophilically to form 8-chloro-, 33, 34, 8-ethoxy-, 35, 36, and uric acid derivatives 37-40, respectively. The newly synthesized 8-nitroxanthines have been characterized by elemental analyses, pK-determinations and uv and 1H- nmr spectra.