Theophylline, n-propyl derivative

Base Information

• Chemical Name: Theophylline, n-propyl derivative
• CAS No.: 27760-74-3
• Molecular Formula: C10H14N4O2
• Molecular Weight: 222.247
• DSSTox Substance ID: DTXSID20357200
• Nikkaji Number: J401.151A
• Wikidata: Q82137003
• ChEMBL ID: CHEMBL26455
• Mol file: 27760-74-3.mol

Synonyms:27760-74-3;Theophylline, n-propyl derivative;7-propyltheophylline;1,3-dimethyl-7-propyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione;CHEMBL26455;1,3-dimethyl-7-propyl-purine-2,6-dione;1,3-dimethyl-7-propyl-3,7-dihydro-1H-purine-2,6-dione;1,3-dimethyl-7-propylpurine-2,6-dione;1,3-dimethyl-7-propyl-1H-purine-2,6(3H,7H)-dione;1,3-Dimethyl-7-propyl-3,7-dihydro-purine-2,6-dione;1,3-dimethyl-7-propylxanthine;F3259-0260;SCHEMBL8443037;DTXSID20357200;HMS1682I09;CBA76074;BDBM50025583;STK838961;AKOS000722155;CS-0256423;VU0407630-2;EN300-6487057;SR-01000317962;SR-01000317962-1;Z112207558;3,7-Dihydro-1,3-dimethyl-7-propyl-1H-purine-2,6-dione;E7R

Chemical Property of Theophylline, n-propyl derivative

Chemical Property:

• Vapor Pressure: 2.02E-07mmHg at 25°C
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 222.11167570
• Heavy Atom Count: 16
• Complexity: 320

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCN1C=NC2=C1C(=O)N(C(=O)N2C)C

Technology Process of Theophylline, n-propyl derivative

There total 6 articles about Theophylline, n-propyl derivative 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: 85.0%

7-allyl-1,3-dimethylxanthine (61444-26-6) → 7-Propyltheophylline (27760-74-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In N,N-dimethyl-formamide; for 0.333333h; under 2068.6 Torr;

DOI:10.1021/jm00157a035

Reference yield: 78.0%

theophylline (58-55-9,75448-53-2) + 1-iodo-propane (107-08-4) → 7-Propyltheophylline (27760-74-3)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 35 ℃; for 16h;

DOI:10.1021/ol200065s

Reference yield:

theophylline (58-55-9,75448-53-2) → 7-Propyltheophylline (27760-74-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / K₂CO₃ / dimethylformamide / 4 h / 35 °C

2: 85 percent / H₂ / 10percent Pd/C / dimethylformamide / 0.33 h / 2068.6 Torr

With hydrogen; potassium carbonate; palladium on activated charcoal; In N,N-dimethyl-formamide;

DOI:10.1021/jm00157a035

upstream raw materials:

7-allyl-1,3-dimethylxanthine

1,3-Dimethylxanthine potassium salt

1-iodo-propane

theophylline

Downstream raw materials:

1,3-dimethyl-8-phenyl-7-n-propylxanthine

5-Methylamino-3-propyl-3H-imidazole-4-carboxylic acid [6-(4-methoxy-phenoxy)-hexyl]-amide; compound with picric acid

5-Methylamino-3-propyl-3H-imidazole-4-carboxylic acid [4-(4-methoxy-phenoxy)-butyl]-amide; compound with picric acid

5-chloro-1-<6-(4-chlorophenoxy)hexyl>-6-propyl-1,3,6,7-tetrahydro-3-methyl-7-oxoimidazo<4,5-c><1,2,6>thiadiazine 2-oxide

Refernces

• 1、 Daly, J. W.,Padgett, W. L.,Shamim, M. T.. "Analogue of Coffeine and Theophylline: Effect of Structural Alterations on Affinity at Adenosine Receptors". . p. 1305 - 1308. Retrieved 2007/10/02.