8-Phenyltheophylline

Base Information

• Chemical Name: 8-Phenyltheophylline
• CAS No.: 961-45-5
• Molecular Formula: C13H12 N4 O2
• Molecular Weight: 256.264
• Hs Code.: 2933990090
• NSC Number: 14127
• UNII: E6M543P3BL
• DSSTox Substance ID: DTXSID90242119
• Nikkaji Number: J80.044I
• Wikipedia: 8-Phenyltheophylline
• Wikidata: Q4644289
• ChEMBL ID: CHEMBL62350
• Mol file: 961-45-5.mol

Synonyms:8-phenyltheophylline

Chemical Property of 8-Phenyltheophylline

Chemical Property:

• Vapor Pressure: 7.99E-11mmHg at 25°C
• Melting Point: >300 °C(lit.)
• Boiling Point: 517.7°Cat760mmHg
• Flash Point: 266.9°C
• PSA: 72.68000
• Density: 1.361g/cm³
• LogP: 0.62730
• Solubility.: H2O: slightly soluble
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 256.09602564
• Heavy Atom Count: 19
• Complexity: 394

Purity/Quality:

98%min ^*data from raw suppliers

1,3-Dimethyl-8-phenylxanthine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CN1C2=C(C(=O)N(C1=O)C)NC(=N2)C3=CC=CC=C3
• Uses: 1,3-Dimethyl-8-phenylxanthine is a non-selective adenosine receptor antagonist prevents the anticonvulsant effect of curcumin.

Technology Process of 8-Phenyltheophylline

There total 46 articles about 8-Phenyltheophylline 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: 100.0%

1,3-Dimethyl-6,8-diphenyl-1,9-dihydro-pyrimido[4,5-b][1,4]diazepine-2,4-dione (147623-02-7) → 1,3-dimethyl-8-phenylxanthine (961-45-5)

Guidance literature:

In N,N-dimethyl-formamide; for 0.666667h; Heating;

DOI:10.1007/BF00474494

Reference yield: 86.0%

6-benzylamino-5-bromo-1,3-dimethyl-1H-pyrimidine-2,4-dione (109507-50-8) → 1,3-dimethyl-8-phenylxanthine (961-45-5)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; Ambient temperature;

DOI:10.3987/COM-97-S68

Reference yield: 82.0%

N-(5-bromo-1,3-dimethyl-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidin-4-yl)-benzamidine → 8-phenyltheophylline (961-45-5)

Guidance literature:

With copper(l) iodide; sodium hydride; In tetrahydrofuran; for 0.0833333h; Heating;

DOI:10.1021/ol0504751

upstream raw materials:

4,5-Diamino-1,3-dimethyluracil

benzoyl chloride

benzoic acid

3-(6-amino-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-ylamino)-3-phenyl-acrylic acid ethyl ester

Downstream raw materials:

1,3,7-trimethyl-8-phenylxanthine

7-(2,3-Epoxypropyl)-8-phenyltheophylline

1,3-dimethyl-8-phenyl-6-thioxo-1,3,6,7-tetrahydro-purin-2-one

1,3-dimethyl-6-morpholin-4-yl-8-phenyl-1,3-dihydro-purin-2-one

Refernces

• 1、 Bandyopadhyay, Prabal,Sathe, Manisha,Sharma, Pratibha,Kaushik. "Exploration of polystyrene-supported 2-isobutoxy-1-isobutoxycarbonyl-1,2- dihydroquinoline (PS-IIDQ) as new coupling agent for the synthesis of 8-substituted xanthine derivatives". . p. 4631 - 4635. Retrieved 2012/09/05.
• 2、 Pretorius, Judey,Malan, Sarel F.,Castagnoli Jr., Neal,Bergh, Jacobus J.,Petzer, Jacobus P.. "Dual inhibition of monoamine oxidase B and antagonism of the adenosine A2A receptor by (E,E)-8-(4-phenylbutadien-1-yl)caffeine analogues". . p. 8676 - 8684. Retrieved 2008/12/23.