1,8-Dimethyl-3-isobutylxanthine

Base Information

• Chemical Name: 1,8-Dimethyl-3-isobutylxanthine
• CAS No.: 63908-28-1
• Molecular Formula: C₁₁H₁₆N₄O₂
• Molecular Weight: 236.274
• DSSTox Substance ID: DTXSID90213607
• Nikkaji Number: J361.822F
• Wikidata: Q83089091
• ChEMBL ID: CHEMBL277529
• Mol file: 63908-28-1.mol

Synonyms:1,8-Dimethyl-3-isobutylxanthine;63908-28-1;CHEMBL277529;D 4160;Xanthine, 1,8-dimethyl-3-isobutyl-;BRN 1132431;1H-Purine-2,6-dione, 3,7-dihydro-1,8-dimethyl-3-(2-methylpropyl)-;SCHEMBL897036;1-methyl-3-isobutylmethylxanthine;DTXSID90213607;BDBM50405458

Chemical Property of 1,8-Dimethyl-3-isobutylxanthine

Chemical Property:

• Vapor Pressure: 9.58E-09mmHg at 25°C
• Boiling Point: 462.8°Cat760mmHg
• Flash Point: 233.7°C
• PSA: 72.68000
• Density: 1.242g/cm³
• LogP: 0.38770
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 236.12732577
• Heavy Atom Count: 17
• Complexity: 344

Purity/Quality:

1,8-DIMETHYL-3-ISOBUTYLXANTHINE 95.00% ^*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)N2CC(C)C)C

Technology Process of 1,8-Dimethyl-3-isobutylxanthine

There total 5 articles about 1,8-Dimethyl-3-isobutylxanthine 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:

6-amino-1-isobutyl-3-methyl-1H-pyrimidine-2,4-dione (58481-39-3) → 1-Methyl-3-isobutyl8-methylxanthin (63908-28-1)

Guidance literature:

Multi-step reaction with 3 steps

1: NaNO₂, AcOH / H₂O / 2 h / Ambient temperature

2: Na₂S₂O₄, 25percent aq. NH₄OH / 20 - 50 °C

3: 2.) 2.2 M aq. NaOH / 1.) reflux, 2 h, 2.) reflux, 45 min

With ammonium hydroxide; sodium hydroxide; sodium dithionite; acetic acid; sodium nitrite; In water;

DOI:10.1016/0223-5234(90)90130-U

Reference yield:

1-isobutyl-3-methyl-urea (38014-54-9) → 1-Methyl-3-isobutyl8-methylxanthin (63908-28-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) acetic anhydride, 2.) 10percent aq. NaOH / 1.) 70 deg C, 2 h, 2.) from 20 to 70 deg C, 1 h

2: NaNO₂, AcOH / H₂O / 2 h / Ambient temperature

3: Na₂S₂O₄, 25percent aq. NH₄OH / 20 - 50 °C

4: 2.) 2.2 M aq. NaOH / 1.) reflux, 2 h, 2.) reflux, 45 min

With ammonium hydroxide; sodium hydroxide; sodium dithionite; acetic anhydride; acetic acid; sodium nitrite; In water;

DOI:10.1016/0223-5234(90)90130-U

Reference yield:

1-isobutyl-3-methyl-5-nitroso-6-amino uracil (54052-67-4) → 1-Methyl-3-isobutyl8-methylxanthin (63908-28-1)

Guidance literature:

Multi-step reaction with 2 steps

1: Na₂S₂O₄, 25percent aq. NH₄OH / 20 - 50 °C

2: 2.) 2.2 M aq. NaOH / 1.) reflux, 2 h, 2.) reflux, 45 min

With ammonium hydroxide; sodium hydroxide; sodium dithionite;

DOI:10.1016/0223-5234(90)90130-U

upstream raw materials:

5,6-diamino-1-isobutyl-3-methyl-1H-pyrimidine-2,4-dione

acetic acid

6-amino-1-isobutyl-3-methyl-1H-pyrimidine-2,4-dione

1-isobutyl-3-methyl-urea

Refernces

• 1、 Merlos,Gomez,Vericat,Bartroli,Garcia-Rafanell,Forn. "Structure-activity relationships in a series of xanthine derivatives with antibronchoconstrictory and bronchodilatory activities". . p. 653 - 658. Retrieved 2007/10/02.