1,3,7-TRIMETHYLURIC ACID

Base Information

• Chemical Name: 1,3,7-TRIMETHYLURIC ACID
• CAS No.: 5415-44-1
• Molecular Formula: C8H10 N4 O3
• Molecular Weight: 210.192
• Hs Code.: 2933990090
• European Community (EC) Number: 226-507-9
• NSC Number: 95858,11259
• UNII: Z61UN6MHB7
• DSSTox Substance ID: DTXSID50202496
• Nikkaji Number: J2.233K
• Wikipedia: 1,3,7-Trimethyluric_acid
• Wikidata: Q18343388
• Metabolomics Workbench ID: 38031
• ChEMBL ID: CHEMBL1767
• Mol file: 5415-44-1.mol

Synonyms:Uric acid,1,3,7-trimethyl- (6CI,7CI,8CI); 1,3,7-Trimethyluric acid; Ba 2753; NSC 11259;NSC 95858

Chemical Property of 1,3,7-TRIMETHYLURIC ACID

Chemical Property:

• Melting Point: ≥300 °C
• Refractive Index: 1.6590 (estimate)
• Boiling Point: 476.7°Cat760mmHg
• PKA: 5.85±0.70(Predicted)
• Flash Point: 242.1°C
• PSA: 81.79000
• Density: 1.55g/cm³
• LogP: -1.73600
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly, Heated), Methanol (Slightly, Heated)
• Water Solubility.: 24mg/L(room temperature)
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 210.07529019
• Heavy Atom Count: 15
• Complexity: 414

Purity/Quality:

98%min ^*data from raw suppliers

1,3,7-TrimethyluricAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CN1C2=C(NC1=O)N(C(=O)N(C2=O)C)C
• Uses: 1,3,7-Trimethyluric Acid is a caffeine derivative, and a methyl derivative of uric acid. Detected as a urine marker of caffeine consumption.

Technology Process of 1,3,7-TRIMETHYLURIC ACID

There total 61 articles about 1,3,7-TRIMETHYLURIC ACID which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.0%

6-amino-1,3-dimethyl-5-(methylamino)pyrimidin-2,4-dione (54729-62-3) + 1,1'-carbonyldiimidazole (530-62-1) → 1,3,7-trimethyluric acid (5415-44-1)

Guidance literature:

In methanol; at 0 - 60 ℃; for 5h; Reagent/catalyst;

Reference yield: 83.0%

3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione (58-08-2,138455-22-8,95789-13-2) → 1,3,7-trimethyluric acid (5415-44-1)

Guidance literature:

With 3,3-dimethyldioxirane; In dichloromethane; acetone; at 25 ℃;

DOI:10.1016/0040-4039(95)00328-A

Reference yield: 80.0%

6-amino-1,3-dimethyl-5-(methylamino)pyrimidin-2,4-dione (54729-62-3) + carbonic acid dimethyl ester (616-38-6) → 1,3,7-trimethyluric acid (5415-44-1)

Guidance literature:

In N,N-dimethyl-formamide; at 0 - 110 ℃; for 12h;

upstream raw materials:

uric Acid

methyl iodide

3-methyluric acid

3,7-dimethyluric acid

Downstream raw materials:

8-chlorocaffeine

theacrine

methylamine

ammonia

Refernces

• 1、 Saladino,Crestini,Bernini,Mincione,Ciafrino. "A new and efficient synthesis of 8-hydroxypurine derivatives by dimethyldioxirane oxidation". . p. 2665 - 2668. Retrieved 1995.
• 2、 Vinchurkar,Rao,Mohan,Mittal,Schmidt,Jonah. "Absorption spectra of isomeric OH adducts of 1,3,7-trimethylxanthine". . p. 2953 - 2959. Retrieved 1997.
• 3、 Das, Ranendu Sekhar,Singh, Bula. "Kinetic insights on the oxidation of acetaminophen and caffeine by a Mn(IV)3 complex". . p. 565 - 573. Retrieved 2021/09/09.
• 4、 Liu, Qiang,Wu, Pan,Yang, Yuhong,Zeng, Ziqi,Liu, Jie,Yi, Hong,Lei, Aiwen. "Room-temperature copper-catalyzed oxidation of electron-deficient arenes and heteroarenes using air". supporting information; experimental part. p. 4666 - 4670. Retrieved 2012/06/30.