1,3-dipropylxanthine

Base Information

• Chemical Name: 1,3-dipropylxanthine
• CAS No.: 31542-62-8
• Molecular Formula: C11H16 N4 O2
• Molecular Weight: 236.274
• Hs Code.: 2933990090
• Mol file: 31542-62-8.mol

Synonyms:1H-Purine-2,6-dione,3,7-dihydro-1,3-dipropyl- (9CI); Xanthine, 1,3-dipropyl- (8CI);1,3-Dipropylxanthine; SC 2627

Chemical Property of 1,3-dipropylxanthine

Chemical Property:

• Vapor Pressure: 1.21E-08mmHg at 25°C
• Melting Point: 204-206°C
• Boiling Point: 459.9°Cat760mmHg
• PKA: 8.70±0.70(Predicted)
• Flash Point: 232°C
• PSA: 65.01000
• Density: 1.236g/cm³
• LogP: 0.03700
• Storage Temp.: -20°C Freezer

Purity/Quality:

99%min ^*data from raw suppliers

1,3-Dipropylxanthine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: A phosphodiesterase inhibitor and caffeine analog with some selectivity for A2 adenosine receptors. UV lmax = 273 nm, log e=3.98.

Technology Process of 1,3-dipropylxanthine

There total 13 articles about 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: 95.0%

formic acid (64-18-6) + 1,3-dipropyl-5,6-diaminouracil (81250-34-2) → 1,3-dipropylxanthine (31542-62-8)

Guidance literature:

formic acid; 1,3-dipropyl-5,6-diaminouracil; for 1h; Reflux;

With sodium hydroxide; In ethanol; water; for 1h; Reflux;

DOI:10.1016/j.bmc.2008.10.049

Reference yield: 86.0%

1,3-dipropyl-5,6-diaminouracil (81250-34-2) + orthoformic acid triethyl ester (122-51-0) → 1,3-dipropylxanthine (31542-62-8)

Guidance literature:

at 100 ℃; for 3h; Inert atmosphere;

DOI:10.1080/00397910903097260

Reference yield: 84.0%

7-(4-Methoxy-benzyl)-1,3-dipropyl-3,7-dihydro-purine-2,6-dione (1027901-68-3) → 1,3-dipropylxanthine (31542-62-8)

Guidance literature:

With sulfuric acid; methoxybenzene; In trifluoroacetic acid; for 7h; Heating;

DOI:10.1021/jm00100a008

upstream raw materials:

N-(6-amino-2,4-dioxo-1,3-dipropyl-1,2,3,4-tetrahydro-pyrimidin-5-yl)-formamide

7-(4-Methoxy-benzyl)-1,3-dipropyl-3,7-dihydro-purine-2,6-dione

formic acid

1,3-dipropyl-5,6-diaminouracil

Downstream raw materials:

1-(4-amino-phenyl)-3-methyl-5,7-dipropyl-1H,7H-1,2,3a,5,7,8-hexaaza-cyclopenta[a]indene-4,6-dione

3-methyl-1-(4-nitro-phenyl)-5,7-dipropyl-1H,7H-1,2,3a,5,7,8-hexaaza-cyclopenta[a]indene-4,6-dione

7-benzyl-8-(4-iodo-pyrazol-1-yl)-1,3-dipropyl-3,7-dihydro-purine-2,6-dione

1,3-dipropyl-7-methylxanthine

Refernces

• 1、 Baraldi, Pier Giovanni,Preti, Delia,Tabrizi, Mojgan Aghazadeh,Romagnoli, Romeo,Saponaro, Giulia,Baraldi, Stefania,Botta, Maurizio,Bernardini, Cesare,Tafi, Andrea,Tuccinardi, Tiziano,Martinelli, Adriano,Varani, Katia,Borea, Pier Andrea. "Structure-activity relationship studies of a new series of imidazo[2,1-f]purinones as potent and selective A3 adenosine receptor antagonists". experimental part. p. 10281 - 10294. Retrieved 2009/04/06.
• 2、 -. "Xanthines, optionally incorporated in liposomes, for promoting skin or hair pigmentation". . . Retrieved 2008/06/13.