7-Benzyltheophylline

Base Information

• Chemical Name: 7-Benzyltheophylline
• CAS No.: 1807-85-8
• Molecular Formula: C14H14N4O2
• Molecular Weight: 270.291
• NSC Number: 14130
• DSSTox Substance ID: DTXSID20170996
• Nikkaji Number: J401.154F
• Wikidata: Q83041024
• ChEMBL ID: CHEMBL24759
• Mol file: 1807-85-8.mol

Synonyms:7-Benzyltheophylline;1807-85-8;Theophylline, 7-benzyl-;7-benzyl-1,3-dimethylpurine-2,6-dione;7-Benzyl-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione;NSC 14130;BRN 0305370;7-benzyl-1,3-dimethyl-1H-purine-2,6(3H,7H)-dione;CHEMBL24759;MLS000526521;7-benzyl-1,3-dimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione;N-Benzyl xanthine;1H-Purine-2,6-dione, 3,7-dihydro-1,3-dimethyl-7-(phenylmethyl)-;7-Benzyl-1,3-dimethyl-3,7-dihydro-purine-2,6-dione;SMR000116995;7-benzyltheophyllin;NSC14130;Opera_ID_1805;Oprea1_094723;Oprea1_328533;cid_95028;MLS004491694;7-Benzyl-1,3-dimethylxanthine;F3259-0258;SCHEMBL1944405;DTXSID20170996;HMS1775D20;HMS2233N04;HMS3371J01;BDBM50014251;NSC-14130;PDSP1_001151;PDSP2_001135;STK869067;AKOS001200556;NCGC00245303-01;LS-149420;VU0172344-3;1,3-Dimethyl-7-(phenylmethyl)purine-2,6-dione;EN300-12630155;SR-01000313218;SR-01000313218-1;Z73835887;7-Benzyl-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione #;1H-Purine-2,6-dione, 3,7-dihydro-1,3-dimethyl-7-(phenylmethyl)- (9CI);7-Benzyl-1,3-dimethyl-3,7-dihydro-purine-2,6-dione( 7-benzyltheophylline)

Chemical Property of 7-Benzyltheophylline

Chemical Property:

• Vapor Pressure: 9.87E-10mmHg at 25°C
• Boiling Point: 489.6°C at 760 mmHg
• Flash Point: 249.9°C
• Density: 1.33g/cm³
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 270.11167570
• Heavy Atom Count: 20
• Complexity: 408

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2=C(C(=O)N(C1=O)C)N(C=N2)CC3=CC=CC=C3

Technology Process of 7-Benzyltheophylline

There total 17 articles about 7-Benzyltheophylline 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: 94.0%

N7-tosyltheophylline (68696-86-6) + benzyl alcohol (100-51-6,185532-71-2) → 7-benzyltheophylline (1807-85-8)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; for 5h; Reflux;

DOI:10.1055/s-0033-1341026

Reference yield: 93.0%

theophylline (58-55-9,75448-53-2) + benzyl bromide (100-39-0) → 7-benzyltheophylline (1807-85-8)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere; Schlenk technique;

DOI:10.1021/ic403011h

Reference yield: 93.0%

7-Trimethylsilyltheophyllin (69247-51-4) + benzyl bromide (100-39-0) → 7-benzyltheophylline (1807-85-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; regioselective reaction; Reflux;

DOI:10.1007/s11696-019-00863-1

upstream raw materials:

theophylline

benzyl chloride

morpholine

benzyl bromide

Downstream raw materials:

N-methyl-1-benzyl-4-methylaminoimidazole-5-carboxamide

7-Benzyl-3-methyl-2-phenyl-3,7-dihydro-purin-6-one

5-Benzyl-1,3-dimethyl-2-oxo-1,2,3,5-tetrahydro-2λ⁴-imidazo[4,5-c][1,2,6]thiadiazin-4-one

1,4-dimethyl-4,5,7,8-tetrahydro-6H-imidazo<4,5-e><1,4>diazepine-5,8-dione

Refernces

• 1、 Abdel Gawad, Nagwa M.,El Kerdawy, Ahmed M.,George, Riham F.,Georgey, Hanan H.,Mohamed, Abdalla R.. "Design, synthesis and in silico insights of new 7,8-disubstituted-1,3-dimethyl-1H-purine-2,6(3H,7H)-dione derivatives with potent anticancer and multi-kinase inhibitory activities". . . Retrieved 2021/01/04.
• 2、 Scattolin, Thomas,Caligiuri, Isabella,Canovese, Luciano,Demitri, Nicola,Gambari, Roberto,Lampronti, Ilaria,Rizzolio, Flavio,Santo, Claudio,Visentin, Fabiano. "Synthesis of new allyl palladium complexes bearing purine-based NHC ligands with antiproliferative and proapoptotic activities on human ovarian cancer cell lines". . p. 13616 - 13630. Retrieved 2018/10/15.