(E)-1,3-Dipropyl-8-(2,4,5-trimethoxystyryl)xanthine

Base Information

• Chemical Name: (E)-1,3-Dipropyl-8-(2,4,5-trimethoxystyryl)xanthine
• CAS No.: 147700-53-6
• Molecular Formula: C22H28 N4 O5
• Molecular Weight: 428.488
• Nikkaji Number: J551.334K
• Wikidata: Q76389260
• ChEMBL ID: CHEMBL26837
• Mol file: 147700-53-6.mol

Synonyms:(E)-1,3-Dipropyl-8-(2,4,5-trimethoxystyryl)xanthine;CHEMBL26837;(E)-1,3-Dipropyl-8-(2-(2,4,5-trimethoxyphenyl)ethenyl)-3,7-dihydro-1H-purine-2,6-dione;1H-Purine-2,6-dione, 3,7-dihydro-1,3-dipropyl-8-(2-(2,4,5-trimethoxyphenyl)ethenyl)-, (E)-;147700-53-6;SCHEMBL7722430;SCHEMBL7722434;JJYXOANLHLYJOF-CMDGGOBGSA-N;BDBM50047204;LS-126999;1,3-Dipropyl-8-(2,4,5-trimethoxystyryl)xanthine;1,3-Dipropyl-8-[2-(2,4,5-trimethoxy-phenyl)-vinyl]-3,7-dihydro-purine-2,6-dione

Chemical Property of (E)-1,3-Dipropyl-8-(2,4,5-trimethoxystyryl)xanthine

Chemical Property:

• Vapor Pressure: 3.22E-17mmHg at 25°C
• Boiling Point: 658.6°Cat760mmHg
• Flash Point: 352.1°C
• Density: 1.237g/cm³
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 428.20597001
• Heavy Atom Count: 31
• Complexity: 660

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCN1C2=C(C(=O)N(C1=O)CCC)NC(=N2)C=CC3=CC(=C(C=C3OC)OC)OC
• Isomeric SMILES: CCCN1C2=C(C(=O)N(C1=O)CCC)NC(=N2)/C=C/C3=CC(=C(C=C3OC)OC)OC

Technology Process of (E)-1,3-Dipropyl-8-(2,4,5-trimethoxystyryl)xanthine

There total 6 articles about (E)-1,3-Dipropyl-8-(2,4,5-trimethoxystyryl)xanthine 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: 23.0%

→ (E)-1,3-Dipropyl-8-(2,4,5-trimethoxystyryl)xanthine (147700-53-6)

Guidance literature:

Reference yield:

(E)-N-(6-Amino-2,4-dioxo-1,3-dipropyl-1,2,3,4-tetrahydro-pyrimidin-5-yl)-3-(2,4,5-trimethoxy-phenyl)-acrylamide (1026278-45-4) → (E)-1,3-Dipropyl-8-(2,4,5-trimethoxystyryl)xanthine (147700-53-6)

Guidance literature:

With sodium hydroxide; In methanol; at 60 ℃; for 2h; Yield given;

DOI:10.1021/jm00062a005

Reference yield:

5-amino-6-nitroso-1,3-dipropyluracil → (E)-1,3-Dipropyl-8-(2,4,5-trimethoxystyryl)xanthine (147700-53-6)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / 5percent Pd/C / dimethylformamide / 2068.6 Torr

2: 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, 4-(N,N-dimethylamino)pyridine, imidazole / dimethylformamide / 3 h / Ambient temperature

3: 4 N aq. NaOH / methanol / 2 h / 60 °C

With 1H-imidazole; dmap; sodium hydroxide; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00062a005

upstream raw materials:

(E)-N-(6-Amino-2,4-dioxo-1,3-dipropyl-1,2,3,4-tetrahydro-pyrimidin-5-yl)-3-(2,4,5-trimethoxy-phenyl)-acrylamide

1,3-dipropyl-5,6-diaminouracil

(E)-3-(2,4,5-trimethoxyphenyl)prop-2-enoic acid

Downstream raw materials:

(E)-7-Methyl-1,3-dipropyl-8-(2,4,5-trimethoxystyryl)xanthine