7-Butyltheophylline

Base Information

• Chemical Name: 7-Butyltheophylline
• CAS No.: 1021-65-4
• Molecular Formula: C11H16 N4 O2
• Molecular Weight: 236.274
• UNII: N2R6WU63DY
• DSSTox Substance ID: DTXSID60144636
• Nikkaji Number: J585.388E
• Wikidata: Q27284427
• ChEMBL ID: CHEMBL2133341
• Mol file: 1021-65-4.mol

Synonyms:7-Butyltheophylline;1021-65-4;7-butyl-1,3-dimethylpurine-2,6-dione;BRN 0250158;Theophylline, 7-butyl-;UNII-N2R6WU63DY;N2R6WU63DY;7-Butyl-1,3-dimethylxanthine;7-butyl-1,3-dimethyl-1H-purine-2,6(3H,7H)-dione;3,7-Dihydro-7-butyl-1,3-dimethyl-1H-purine-2,6-dione;1H-Purine-2,6-dione, 3,7-dihydro-7-butyl-1,3-dimethyl-;4-26-00-02349 (Beilstein Handbook Reference);7-butyl-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione;MLS000027070;7-Butyl-1,3-dimethyl-3,7-dihydro-purine-2,6-dione;F3259-0261;SCHEMBL4384952;CHEMBL2133341;DTXSID60144636;HMS2412E21;STK839296;AKOS000722156;SMR000010659;LS-149431;Q27284427;Z112207570;1H-Purine-2,6-dione, 3,7-dihydro-7-butyl-1,3-dimethyl- (9CI)

Chemical Property of 7-Butyltheophylline

Chemical Property:

• Vapor Pressure: 1.11E-07mmHg at 25°C
• Boiling Point: 432.4°C at 760 mmHg
• Flash Point: 215.3°C
• Density: 1.29g/cm³
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 236.12732577
• Heavy Atom Count: 17
• Complexity: 333

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCN1C=NC2=C1C(=O)N(C(=O)N2C)C

Technology Process of 7-Butyltheophylline

There total 5 articles about 7-Butyltheophylline 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: 90.0%

N7-tosyltheophylline (68696-86-6) + butan-1-ol (71-36-3) → 7-butyl-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione (1021-65-4)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; for 3h; Reflux;

DOI:10.1055/s-0033-1341026

Reference yield: 34.0%

theophylline (58-55-9,75448-53-2) + 1-iodo-butane (542-69-8) → 7-butyl-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione (1021-65-4)

Guidance literature:

With potassium carbonate; In acetonitrile; for 24h; Inert atmosphere; Reflux;

DOI:10.1039/c4dt03679d

Reference yield:

theophylline (58-55-9,75448-53-2) → 7-butyl-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione (1021-65-4)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / acetonitrile / Reflux

2: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 3 h / Reflux

With 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In acetonitrile;

DOI:10.1055/s-0033-1341026

upstream raw materials:

1-bromo-butane

1,3-Dimethylxanthine potassium salt

1-iodo-butane

N⁷-tosyltheophylline

Downstream raw materials:

7-(n-butyl)-1,3-dimethyl-8-(p-tolyl)xanthine

7-butyl-1,3-dimethyl-8-(5-cyanothiophen-2-yl)xanthine

7-butyl-1,3-dimethyl-8-(1-benzyl-1H-indol-3-yl)xanthine

7-butyl-8-(4-methoxyphenyl)-1,3-dimethyl-1H-purine-2,6(3H,7H)-dione