8-Methoxymethyl-3-isobutyl-1-methylxanthine

Base Information

• Chemical Name: 8-Methoxymethyl-3-isobutyl-1-methylxanthine
• CAS No.: 78033-08-6
• Molecular Formula: C₁₂H₁₈N₄O₃
• Molecular Weight: 266.3
• Hs Code.: 2933990090
• UNII: 67FPZ87JKY
• DSSTox Substance ID: DTXSID30228679
• Nikkaji Number: J527.828G
• Wikipedia: 8-Methoxymethyl-3-isobutyl-1-methylxanthine
• Wikidata: Q15634072
• ChEMBL ID: CHEMBL307639
• Mol file: 78033-08-6.mol

Synonyms:8-methoxymethyl-3-isobutyl-1-methylxanthine;8-MMX;8MM-IBMX;MI-methylxanthine

Chemical Property of 8-Methoxymethyl-3-isobutyl-1-methylxanthine

Chemical Property:

• Vapor Pressure: 3.05E-09mmHg at 25°C
• Melting Point: 189-190°C
• Boiling Point: 476.4°C at 760 mmHg
• Flash Point: 241.9°C
• PSA: 81.91000
• Density: 1.249g/cm³
• LogP: 0.22570
• Storage Temp.: Store at RT
• Solubility.: ethanol: 10 mg/mL
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 266.13789045
• Heavy Atom Count: 19
• Complexity: 374

Purity/Quality:

97% ^*data from raw suppliers

MMPX ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)CN1C2=C(C(=O)N(C1=O)C)NC(=N2)COC
• Uses: A specific inhibitor of calmodulin-sensitive cyclic GMP phosphodiesterase A specific inhibitor of calmodulin-sensitive cyclic GMP phosphodiesterase. Selective PDE1 inhibitor.

Technology Process of 8-Methoxymethyl-3-isobutyl-1-methylxanthine

There total 4 articles about 8-Methoxymethyl-3-isobutyl-1-methylxanthine 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: 69.0%

N-(6-Amino-1-isobutyl-3-methyl-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl)-2-methoxy-acetamide → 3-isobutyl-8-methoxymethyl-1-methylxanthine (78033-08-6)

Guidance literature:

With sodium hydroxide; In water; at 100 ℃; for 2h;

DOI:10.1016/0223-5234(87)90056-0

Reference yield:

1-isobutyl-3-methyl-5-nitroso-6-amino uracil (54052-67-4) → 3-isobutyl-8-methoxymethyl-1-methylxanthine (78033-08-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / H₂ / Raney-NiW-2 / methanol / 4 h / 5320 Torr

2: 91 percent / 1.) 100 deg C, 4 h; 2.) 20 deg C, 20 h

3: 69 percent / 12N NaOH / H₂O / 2 h / 100 °C

With sodium hydroxide; hydrogen; Raney-NiW-2; In methanol; water;

DOI:10.1016/0223-5234(87)90056-0

Reference yield:

5,6-diamino-1-isobutyl-3-methyl-1H-pyrimidine-2,4-dione (78033-18-8) → 3-isobutyl-8-methoxymethyl-1-methylxanthine (78033-08-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / 1.) 100 deg C, 4 h; 2.) 20 deg C, 20 h

2: 69 percent / 12N NaOH / H₂O / 2 h / 100 °C

With sodium hydroxide; In water;

DOI:10.1016/0223-5234(87)90056-0

upstream raw materials:

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

1-isobutyl-3-methyl-5-nitroso-6-amino uracil

Downstream raw materials:

1-methyl-3-isobutyl-8-[(4-diphenylmethylpiperazinyl)-methyl]xanthine