(E)-8-(3-Fluorostyryl)-7-methyl-1,3-dipropylxanthine

Base Information

• Chemical Name: (E)-8-(3-Fluorostyryl)-7-methyl-1,3-dipropylxanthine
• CAS No.: 147700-44-5
• Molecular Formula: C₂₀H₂₃FN₄O₂
• Molecular Weight: 370.427
• Nikkaji Number: J551.323E
• Wikidata: Q76389252
• ChEMBL ID: CHEMBL28258
• Mol file: 147700-44-5.mol

Synonyms:(E)-8-(3-Fluorostyryl)-7-methyl-1,3-dipropylxanthine;CHEMBL28258;(E)-1,3-Dipropyl-8-(2-(3-fluorophenyl)ethenyl)-7-methyl-3,7-dihydro-1H-purine-2,6-dione;1H-Purine-2,6-dione, 3,7-dihydro-1,3-dipropyl-8-(2-(3-fluorophenyl)ethenyl)-7-methyl-, (E)-;147700-44-5;SCHEMBL7729600;SCHEMBL7729608;BDBM50047160;LS-126980;1,3-Dipropyl-7-methyl-8-(3-fluorostyryl)xanthine;8-[2-(3-Fluoro-phenyl)-vinyl]-7-methyl-1,3-dipropyl-3,7-dihydro-purine-2,6-dione

Chemical Property of (E)-8-(3-Fluorostyryl)-7-methyl-1,3-dipropylxanthine

Chemical Property:

• Vapor Pressure: 1.7E-12mmHg at 25°C
• Boiling Point: 558.2°Cat760mmHg
• Flash Point: 291.4°C
• Density: 1.23g/cm³
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 370.18050415
• Heavy Atom Count: 27
• Complexity: 584

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)N(C(=N2)C=CC3=CC(=CC=C3)F)C
• Isomeric SMILES: CCCN1C2=C(C(=O)N(C1=O)CCC)N(C(=N2)/C=C/C3=CC(=CC=C3)F)C

Technology Process of (E)-8-(3-Fluorostyryl)-7-methyl-1,3-dipropylxanthine

There total 6 articles about (E)-8-(3-Fluorostyryl)-7-methyl-1,3-dipropylxanthine 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: 88.0%

→ (E)-8-(3-Fluorostyryl)-7-methyl-1,3-dipropylxanthine (147700-44-5)

Guidance literature:

Reference yield: 83.0%

(E)-8-(3-Fluorostyryl)-1,3-dipropylxanthine (147700-43-4) + methyl iodide (74-88-4) → (E)-8-(3-Fluorostyryl)-7-methyl-1,3-dipropylxanthine (147700-44-5)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 0.5h;

DOI:10.1021/jm00062a005

Reference yield:

5-amino-6-nitroso-1,3-dipropyluracil → (E)-8-(3-Fluorostyryl)-7-methyl-1,3-dipropylxanthine (147700-44-5)

Guidance literature:

Multi-step reaction with 4 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

4: 83 percent / K₂CO₃ / dimethylformamide / 0.5 h / 60 °C

With 1H-imidazole; dmap; sodium hydroxide; hydrogen; potassium carbonate; 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)-8-(3-Fluorostyryl)-1,3-dipropylxanthine

methyl iodide

1,3-dipropyl-5,6-diaminouracil

3-Fluorocinnamic acid