Protheobromine

Base Information

• Chemical Name: Protheobromine
• CAS No.: 50-39-5
• Molecular Formula: C10H14 N4 O3
• Molecular Weight: 238.246
• Hs Code.: 2933990090
• European Community (EC) Number: 200-034-8
• UNII: 8067S1388X
• DSSTox Substance ID: DTXSID00861572
• Nikkaji Number: J4.102E
• Wikidata: Q27269118
• NCI Thesaurus Code: C76647
• ChEMBL ID: CHEMBL85140
• Mol file: 50-39-5.mol

Synonyms:Protheobromine;Cordabromin;Corodil;Protheobromin;Bonicor;Vascopil;Pro-Cor;Cordaleromin;TEBE;50-39-5;pantobromina;Pantobromino;Theocor;Protheobromine [INN];Proteobromina;Protheobrominum;beta-Oxypropyltheobromine;1-(2-hydroxypropyl)-3,7-dimethylpurine-2,6-dione;Proteobromina [INN-Spanish];Protheobrominum [INN-Latin];1-(2-Hydroxypropyl)theobromine;1-(2-Hydroxypropyl)-3,7-dimethylxanthine;l-(beta-Hydroxypropyl)theobromine;Theobromine, 1-(2-hydroxypropyl)-;EINECS 200-034-8;BRN 0263332;UNII-8067S1388X;8067S1388X;3,7-Dihydro-1-(2-hydroxypropyl)-3,7-dimethyl-1H-purine-2,6-dione;4-26-00-02365 (Beilstein Handbook Reference);1H-Purine-2,6-dione, 3,7-dihydro-1-(2-hydropropyl)-3,7-dimethyl-;1H-Purine-2,6-dione, 3,7-dihydro-1-(2-hydroxypropyl)-3,7-dimethyl-;protheobromin-;PROTHEOBROMINE [MI];CHEMBL85140;SCHEMBL310453;PROTHEOBROMINE [MART.];PROTHEOBROMINE [WHO-DD];BDBM82011;DTXSID00861572;CHEBI:134969;1-(beta-Hydroxypropyl)-theobromin;CAS_66120;NSC_66120;PDSP1_001131;PDSP2_001115;LS-149375;Q27269118;1-(2-Hydroxypropyl)-3,7-dimethyl-3,7-dihydro-1H-purine-2,6-dione

Chemical Property of Protheobromine

Chemical Property:

• Vapor Pressure: 1.53E-10mmHg at 25°C
• Melting Point: 140-142°
• Refractive Index: 1.6640 (estimate)
• Boiling Point: 493.1°Cat760mmHg
• Flash Point: 252°C
• PSA: 82.05000
• Density: 1.46g/cm³
• LogP: -1.18550
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 238.10659032
• Heavy Atom Count: 17
• Complexity: 348

Purity/Quality:

98%min ^*data from raw suppliers

PROTHEOBROMINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CN1C(=O)C2=C(N=CN2C)N(C1=O)C)O
• Recent EU Clinical Trials: Individualised drug therapy based on pharmacogenomics: focus on carboxylesterase 1 (CES1)
• Uses: 1-(2-Hydroxypropyl)theobromine is a Xanthine derivatives an antagonists at A1 and A2 adenosine receptors.

Technology Process of Protheobromine

There total 6 articles about Protheobromine 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:

3,7-Dimethyl-1-(2-oxopropyl)xanthine (10244-22-1) → Vascopil (50-39-5)

Guidance literature:

With sodium tetrahydroborate; In methanol; diethyl ether;

DOI:10.1021/jm980469t

Reference yield:

theobromine / (83-67-0) → Vascopil (50-39-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) K₂CO₃ / 1.) DMF, 120 deg C, 1 h, 2.) DMF, 120 deg C

2: NaBH₄ / methanol; diethyl ether

With sodium tetrahydroborate; potassium carbonate; In methanol; diethyl ether;

DOI:10.1021/jm980469t

Reference yield:

theobromine / (83-67-0) + methyloxirane (75-56-9,16033-71-9) → Vascopil (50-39-5)

Guidance literature:

With pyridine; propan-1-ol;

DOI:10.1002/ardp.19592920504

upstream raw materials:

1,2-propylene cyclic carbonate

theobromine /

methyloxirane

N-allyltheobromine

Refernces