5-Amino-1-(n-methylcarbamoyl)imidazole-4-carboxamide

Base Information

• Chemical Name: 5-Amino-1-(n-methylcarbamoyl)imidazole-4-carboxamide
• CAS No.: 188612-53-5
• Molecular Formula: C₆H₉N₅O₂
• Molecular Weight: 183.17
• European Community (EC) Number: 691-272-5
• UNII: BV6QW7887S
• Nikkaji Number: J823.612G
• Mol file: 188612-53-5.mol

Synonyms:188612-53-5;5-amino-1-(n-methylcarbamoyl)imidazole-4-carboxamide;5-Amino-N1-methyl-1H-imidazole-1,4-dicarboxamide;1H-Imidazole-1,4-dicarboxamide, 5-amino-N1-methyl-;5-amino-1-N-methylimidazole-1,4-dicarboxamide;BV6QW7887S;5-(Amino-1-(N-methyl Carbamoyl);UNII-BV6QW7887S;SCHEMBL3533229;AGQNTADHDRGUOT-UHFFFAOYSA-N;AMY40397;EN300-243227;5-Amino-Nl-methyl-1 H-imidazole-1,4-dicarboxamide;J-504669;1-(Methylcarbamoyl)-5-amino-1H-imidazole-4-carboxamide

Chemical Property of 5-Amino-1-(n-methylcarbamoyl)imidazole-4-carboxamide

Chemical Property:

• Melting Point: 170 °C (decomp)
• PKA: 13.48±0.46(Predicted)
• Density: 1.69±0.1 g/cm3(Predicted)
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly, Sonicated)
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 183.07562455
• Heavy Atom Count: 13
• Complexity: 231

Purity/Quality:

99% ^*data from raw suppliers

5-Amino-N1-methyl-1H-imidazole-1,4-dicarboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC(=O)N1C=NC(=C1N)C(=O)N
• Uses: 5-Amino-N1-methyl-1H-imidazole-1,4-dicarboxamide is a metabolite of Temozolomide (T017775); an imidazotetrazine alkylating agent and antineoplastic.

Technology Process of 5-Amino-1-(n-methylcarbamoyl)imidazole-4-carboxamide

There total 10 articles about 5-Amino-1-(n-methylcarbamoyl)imidazole-4-carboxamide 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: 92.6%

5-Aminoimidazole-4-carboxamide (360-97-4) + methylcarbamoyl chloride (6452-47-7) → 5-amino-N1-methyl-1H-imidazole-1,4-dicarboxamide (188612-53-5)

Guidance literature:

With triethylamine; In acetonitrile; at -5 - 20 ℃; for 3h; Temperature;

Reference yield: 90.5%

1-methyl-3-methylcarbamoyliminomethyl urea (65906-68-5) + 2-Amino-2-cyanoacetamide (6719-21-7) → 5-amino-N1-methyl-1H-imidazole-1,4-dicarboxamide (188612-53-5)

Guidance literature:

With hydrogenchloride; In water; acetonitrile; at 20 - 25 ℃; for 24h; Solvent; Reagent/catalyst;

Reference yield: 90.0%

5-amino-1H-imidazole-4-carboxamide monohydrochloride (72-40-2) + methyl isocyanate (624-83-9) → 5-amino-N1-methyl-1H-imidazole-1,4-dicarboxamide (188612-53-5)

Guidance literature:

With triethylamine; In dimethyl sulfoxide; at 20 ℃;

upstream raw materials:

5-amino-1H-imidazole-4-carboxamide monohydrochloride

methyl isocyanate

methylcarbamoyl chloride

methylamine

Downstream raw materials:

temozolomide

2-azohypoxanthine