3,9-Dimethylxanthine

Base Information

• Chemical Name: 3,9-Dimethylxanthine
• CAS No.: 15837-08-8
• Molecular Formula: C7H8N4O2
• Molecular Weight: 180.166
• Hs Code.: 2933990090
• European Community (EC) Number: 239-942-4
• DSSTox Substance ID: DTXSID20166410
• Nikkaji Number: J219.851G
• Wikidata: Q83035596
• ChEMBL ID: CHEMBL440329
• Mol file: 15837-08-8.mol

Synonyms:3,9-Dimethylxanthine;15837-08-8;3,9-dimethylpurine-2,6-dione;2,6-Dihydroxy-3,9-dimethylpurine;3,9-dimethyl-1H-purine-2,6(3H,9H)-dione;EINECS 239-942-4;Xanthine, 3,9-dimethyl-;3,9-Dihydro-3,9-dimethyl-1H-purine-2,6-dione;3,9-DimethylX;3,9-dimethyl-3,9-dihydro-1h-purine-2,6-dione;1H-Purine-2,6-dione,3,9-dihydro-3,9-dimethyl-;CHEMBL440329;SCHEMBL4322373;BDBM82521;DTXSID20166410;3,9-Dimethylxanthine, >=99.0%;PDSP1_001043;PDSP2_001027;FT-0692040;J-009496;3,9-dimethyl-2,3,6,9-tetrahydro-1H-purine-2,6-dione

Chemical Property of 3,9-Dimethylxanthine

Chemical Property:

• Melting Point: ≥300 °C
• Refractive Index: 1.737
• PKA: 10.48±0.20(Predicted)
• PSA: 72.68000
• Density: 1.6g/cm³
• LogP: -1.03970
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 180.06472551
• Heavy Atom Count: 13
• Complexity: 267

Purity/Quality:

98%,99%, ^*data from raw suppliers

3,9-Dimethylxanthine ≥99.0% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C=NC2=C1N(C(=O)NC2=O)C
• Uses: 3,9-Dimethylxanthine has been used to study the molecular mechanism of in situ activation of ryanodine receptors (RY) in pancreatic β cells from ob/ob mice.

Technology Process of 3,9-Dimethylxanthine

There total 11 articles about 3,9-Dimethylxanthine 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: 99.0%

5-<(ethoxycarbonyl)methylamino>-1-methylimidazole-4-carboxamide (82913-21-1) → 3,9-dimethylxanthine (15837-08-8)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; for 6h; Ambient temperature;

DOI:10.1016/0040-4020(82)80248-2

Reference yield: 80.0%

5-formylamino-1-methyl-6-methylamino-1H-pyrimidine-2,4-dione (90049-59-5) → 3,9-dimethylxanthine (15837-08-8)

Guidance literature:

With formic acid; In water; formamide; for 0.5h; Heating;

DOI:10.1002/jhet.5570350428

Reference yield: 34.0%

3,9-dimethylguanine monohydrate → 3,9-dimethylxanthine (15837-08-8) + 1-Methyl-5-(methylamino)-1H-imidazole-4-carboxamide (4022-89-3) + 1-methyl-5-(1-methyl-ureido)-1H-imidazole-4-carboxylic acid amide (69265-22-1)

Guidance literature:

With potassium hydroxide; In water; for 0.5h; Heating;

DOI:10.1016/0040-4020(82)80248-2

upstream raw materials:

5-<(ethoxycarbonyl)methylamino>-1-methylimidazole-4-carboxamide

5-formylamino-1-methyl-6-methylamino-1H-pyrimidine-2,4-dione

1-methyl-6-methylamino-1H-pyrimidine-2,4-dione

6-chloro-1-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

Downstream raw materials:

3,9-dimethyluric acid

3,7,9-trimethyl-2,6-dioxo-1,2,3,6-tetrahydro-purinium; toluene-4-sulfonate

Refernces

• 1、 Itaya, Taisuke,Harada, Tsunehiro. "3-METHYLXANTHOSINE: SYNTHESIS AND ACIDIC HYDROLYSIS OF THE GLYCOSYL BOND". . p. 1235 - 1238. Retrieved 2007/10/02.
• 2、 Itaya, Taisuke,Harada, Tsunehiro. "SYNTHESIS OF 3-METHYLXANTHOSINE". . p. 687 - 690. Retrieved 2007/10/02.