8-Methyltheophylline

Base Information

• Chemical Name: 8-Methyltheophylline
• CAS No.: 830-65-9
• Molecular Formula: C8H10N4O2
• Molecular Weight: 194.193
• Hs Code.: 2933990090
• NSC Number: 14289
• DSSTox Substance ID: DTXSID10232118
• Nikkaji Number: J54.383G
• Wikidata: Q83113147
• ChEMBL ID: CHEMBL89062
• Mol file: 830-65-9.mol

Synonyms:830-65-9;8-Methyltheophylline;1,3,8-Trimethyl-1H-purine-2,6(3H,7H)-dione;Theophylline, 8-methyl-;1,3,8-trimethyl-3,9-dihydro-1h-purine-2,6-dione;Xanthine, 1,3,8-trimethyl-;1,3,8-Trimethyl-2,6-dioxopurine;NSC 14289;CHEMBL89062;3,7-Dihydro-1,3,8-trimethyl-1H-purine-2,6-dione;1H-Purine-2,6-dione, 3,7-dihydro-1,3,8-trimethyl-;1,3,8-Trimethyl-3,7-dihydro-purine-2,6-dione;1,3,8-trimethyl-3,7-dihydro-1H-purine-2,6-dione;1,3,8-trimethyl-2,3,6,9-tetrahydro-1H-purine-2,6-dione;1,3,8-trimethylxanthine;8-methyltheophyllin;8-Methyltheophyline;NSC14289;Xanthine,3,8-trimethyl-;D08GLJ;SCHEMBL461786;SCHEMBL12900061;1,8-Trimethyl-2,6-dioxopurine;DTXSID10232118;BDBM50020853;NSC-14289;AKOS001036118;AKOS016006781;LS-149620;WLN: T56 BM DN FNVNVJ C1 F1 H1;1H-Purine-2, 3,7-dihydro-1,3,8-trimethyl-;1H-Purine-2,6-dione,3,9-dihydro-1,3,8-trimethyl-;1,3,8-trimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione;1H-Purine-2,6-dione, 3,7-dihydro-1,3,8-trimethyl- (9CI)

Chemical Property of 8-Methyltheophylline

Chemical Property:

• Vapor Pressure: 8.07E-09mmHg at 25°C
• Refractive Index: 1.605
• Boiling Point: 464.9 °C at 760 mmHg
• Flash Point: 234.9 °C
• PSA: 72.68000
• Density: 1.395 g/cm³
• LogP: -0.73130
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 194.08037557
• Heavy Atom Count: 14
• Complexity: 293

Purity/Quality:

1,3,8-Trimethyl-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: CC1=NC2=C(N1)C(=O)N(C(=O)N2C)C

Technology Process of 8-Methyltheophylline

There total 18 articles about 8-Methyltheophylline 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: 87.0%

5-bromo-6-ethylamino-1,3-dimethyluracil → 8-methyltheophylline (830-65-9)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; Ambient temperature;

DOI:10.3987/COM-97-S68

Reference yield: 82.0%

5-bromo-1,3-dimethyluracil (7033-39-8) + acetamidine hydrochloride (124-42-5) → 8-methyltheophylline (830-65-9)

Guidance literature:

5-bromo-1,3-dimethyluracil; acetamidine hydrochloride; With caesium carbonate; copper(ll) bromide; In toluene; for 0.5h; Inert atmosphere;

With 2,3-butane diamine; In toluene; for 36h; Inert atmosphere;

DOI:10.1055/a-1542-9683

Reference yield: 81.0%

7-ethoxy-1,3-dimethyllumazine → 8-methyltheophylline (830-65-9)

Guidance literature:

With ammonium hydroxide; aluminum amalgam; In methanol; at 25 ℃; for 2h;

DOI:10.3987/R-1986-06-1565

upstream raw materials:

pyridine

5,6-diacetylamino-1,3-dimethyluracil

acetic anhydride

4,5-Diamino-1,3-dimethyluracil

Downstream raw materials:

8-methyl-7-phenyltheophylline

7-isobutyl-1,3,8-trimethylxanthine

7-amino-8-methyltheophylline

Refernces

• 1、 Larsen, Anders Foller,Ulven, Trond. "Direct N9-arylation of purines with aryl halides". supporting information. p. 4997 - 4999. Retrieved 2014/05/06.
• 2、 Hirota, Kosaku,Sako, Magoichi,Sajiki, Hironao. "A high chemical reactivity of 5-azidouracils and its synthetic application: Novel synthesis of 8-substituted 1,3-dimethylxanthine derivatives". . p. 547 - 554. Retrieved 2007/10/03.