8-chloro-3-methyl-2,3,6,9-tetrahydro-1H-purine-2,6-dione

Base Information

• Chemical Name: 8-chloro-3-methyl-2,3,6,9-tetrahydro-1H-purine-2,6-dione
• CAS No.: 77350-93-7
• Molecular Formula: C6H5ClN4O2
• Molecular Weight: 200.584
• European Community (EC) Number: 853-994-0
• Nikkaji Number: J1.591.147F
• Mol file: 77350-93-7.mol

Synonyms:77350-93-7;8-chloro-3-methyl-2,3,6,9-tetrahydro-1H-purine-2,6-dione;8-Chloro-3-methyl-1H-purine-2,6(3H,7H)-dione;8-chloro-3-methyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione;3-methyl-8-chloroxanthine;8-chloro-3-methylxanthine;8-Chloro-3-methyl-3,7-dihydro-1H-purine-2,6-dione;SCHEMBL3563144;ZQINVZROMLALDU-UHFFFAOYSA-N;CDA35093;AKOS026729158;EN300-52900;8-Chloro-3-methyl-3,7-dihydropurine-2,6-dione;Z763361892

Chemical Property of 8-chloro-3-methyl-2,3,6,9-tetrahydro-1H-purine-2,6-dione

Chemical Property:

• PSA: 83.54000
• Density: 1.673±0.06 g/cm3(Predicted)
• LogP: -0.39670
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 200.0101031
• Heavy Atom Count: 13
• Complexity: 271

Purity/Quality:

8-Chloro-3-methyl-3,7-dihydro-1H-purine-2,6-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2=C(C(=O)NC1=O)NC(=N2)Cl
• Uses: 8-Chloro-3-methyl-3,7-dihydro-1H-purine-2,6-dione is used in preparation of Aminopiperidinylxanthines as Dipeptidylpeptidase-IV inhibitors.

Technology Process of 8-chloro-3-methyl-2,3,6,9-tetrahydro-1H-purine-2,6-dione

There total 4 articles about 8-chloro-3-methyl-2,3,6,9-tetrahydro-1H-purine-2,6-dione 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: 88.0%

3-methyl-8-nitroxanthine (93703-23-2) → 3-methyl-8-chloroxanthine (77350-93-7)

Guidance literature:

With hydrogenchloride; for 0.25h; Heating;

DOI:10.1002/jhet.5570300509

Reference yield:

3-methylxanthine (1076-22-8) → 3-methyl-8-chloroxanthine (77350-93-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 63 percent / 65percent nitric acid, glacial acetic acid / 1.) 100 deg C, 30 min, 2.) reflux, 15 min

2: 88 percent / conc. HCl / 0.25 h / Heating

With hydrogenchloride; nitric acid; acetic acid;

DOI:10.1002/jhet.5570300509

Reference yield:

3-methyluric acid (605-99-2) → 3-methyl-8-chloroxanthine (77350-93-7)

Guidance literature:

With trichlorophosphate; at 140 - 145 ℃;

upstream raw materials:

3-methyluric acid

3-methyl-8-nitroxanthine

3-methylxanthine

Downstream raw materials:

3-methyluric acid

7-Benzyl-8-chloro-3-methyl-3,7-dihydropurine-2,6-dione

8-(4-Methoxy-phenylamino)-7-[2-(4-methoxy-phenylamino)-ethyl]-3-methyl-3,7-dihydro-purine-2,6-dione

7-(β-hydroxy-γ-phenylaminopropyl)-3-methyl-8-phenylaminoxanthine