(E)-8-(3,4-Dimethoxystyryl)-1,3-diethyl-1H-purine-2,6(3H,7H)-dione

Base Information

• Chemical Name: (E)-8-(3,4-Dimethoxystyryl)-1,3-diethyl-1H-purine-2,6(3H,7H)-dione
• CAS No.: 155270-98-7
• Molecular Formula: C19H22 N4 O4
• Molecular Weight: 370.408
• Hs Code.: 2933990090
• Nikkaji Number: J2.888.327G,J2.470.290A
• Wikidata: Q76387428
• ChEMBL ID: CHEMBL3736368
• Mol file: 155270-98-7.mol

Synonyms:155270-98-7;(E)-8-(3,4-Dimethoxystyryl)-1,3-diethyl-1H-purine-2,6(3H,7H)-dione;(E)-8-(3,4-Dimethoxystyryl)-1,3-diethylxanthine;8-[(E)-2-(3,4-dimethoxyphenyl)ethenyl]-1,3-diethyl-7H-purine-2,6-dione;CHEMBL3736368;8-[(1E)-2-(3,4-DIMETHOXYPHENYL)ETHENYL]-1,3-DIETHYL-3,9-DIHYDRO-1H-PURINE-2,6-DIONE;(E)-1,3-Diethyl-8-(2-(3,4-dimethoxyphenyl)ethenyl)-3,7-dihydro-1H-purine-2,6-dione;1H-Purine-2,6-dione, 3,7-dihydro-1,3-diethyl-8-(2-(3,4-dimethoxyphenyl)ethenyl)-, (E)-;SCHEMBL7310635;SCHEMBL7310644;BDBM50499051;AKOS016011921;LS-126704;1,3-Diethyl-8-(3,4-dimethoxystyryl)xanthine;A883660;8-[(E)-3,4-Dimethoxystyryl]-1,3-diethyl-1H-purine-2,6(3H,7H)-dione;8-[(1E)-2-(3,4-dimethoxyphenyl)ethenyl]-1,3-diethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione

Chemical Property of (E)-8-(3,4-Dimethoxystyryl)-1,3-diethyl-1H-purine-2,6(3H,7H)-dione

Chemical Property:

• Vapor Pressure: 5.85E-15mmHg at 25°C
• Melting Point: 267 °C(Solv: N,N-dimethylformamide (68-12-2))
• Boiling Point: 612.9°Cat760mmHg
• PKA: 7.98±0.70(Predicted)
• Flash Point: 324.5°C
• PSA: 91.14000
• Density: 1.28g/cm³
• LogP: 2.11370
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 370.16410520
• Heavy Atom Count: 27
• Complexity: 584

Purity/Quality:

98%,99%, ^*data from raw suppliers

(E)-8-(3,4-Dimethoxystyryl)-1,3-diethyl-1H-purine-2,6(3H,7H)-dione 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN1C2=C(C(=O)N(C1=O)CC)NC(=N2)C=CC3=CC(=C(C=C3)OC)OC
• Isomeric SMILES: CCN1C2=C(C(=O)N(C1=O)CC)NC(=N2)/C=C/C3=CC(=C(C=C3)OC)OC

Technology Process of (E)-8-(3,4-Dimethoxystyryl)-1,3-diethyl-1H-purine-2,6(3H,7H)-dione

There total 11 articles about (E)-8-(3,4-Dimethoxystyryl)-1,3-diethyl-1H-purine-2,6(3H,7H)-dione 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%

(E)-N-(6-amino-1,3-diethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-3-(3,4-dimethoxyphenyl)propenamide (187393-68-6) → 8-[(E)-2-(3,4-dimethoxyphenyl)ethenyl]-1,3-diethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione (155270-98-7)

Guidance literature:

(E)-N-(6-amino-1,3-diethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-3-(3,4-dimethoxyphenyl)propenamide; In acetonitrile; Microwave irradiation;

With ammonium sulfate; 1,1,1,2,2,2-hexamethyldisilane; In acetonitrile; at 160 ℃; for 5h; Microwave irradiation;

DOI:10.1016/j.bmcl.2013.03.070

Reference yield: 58.0%

5,6-diamino-1,3-diethyluracil (52998-22-8) + 3,4-dimethoxycinnamaldehyde (58045-88-8) → 8-[(E)-2-(3,4-dimethoxyphenyl)ethenyl]-1,3-diethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione (155270-98-7)

Guidance literature:

With dimethylbromosulphonium bromide; In acetonitrile; at 25 ℃; for 4h; Inert atmosphere;

DOI:10.1039/c003382k

Reference yield: 47.0%

→ 8-[(E)-2-(3,4-dimethoxyphenyl)ethenyl]-1,3-diethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione (155270-98-7)

Guidance literature:

upstream raw materials:

5,6-diamino-1,3-diethyluracil

3,4-dimethoxy-trans-cinnamic acid

(E)-N-(6-amino-1,3-diethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-3-(3,4-dimethoxyphenyl)propenamide

6-amino-1,3-diethyl-5-nitroso-1H,3H-pyrimidine-2,4-dione

Downstream raw materials:

istradefylline

(Z)-1,3-diethyl-8-(3,4-dimethoxystyryl)-7-methylxanthine

Refernces

• 1、 -. "Improved synthesis technology of istradefylline". Paragraph 0021; 0022. . Retrieved 2018/04/28.
• 2、 J?rg, Manuela,Shonberg, Jeremy,Mak, Frankie S.,Miller, Neil D.,Yuriev, Elizabeth,Scammells, Peter J.,Capuano, Ben. "Novel adenosine A2A receptor ligands: A synthetic, functional and computational investigation of selected literature adenosine A2A receptor antagonists for extending into extracellular space". supporting information. p. 3427 - 3433. Retrieved 2013/06/26.