2,4-Dihydroxypyrimidine-5-carboxamide

Base Information

• Chemical Name: 2,4-Dihydroxypyrimidine-5-carboxamide
• CAS No.: 1074-97-1
• Molecular Formula: C5H5N3O3
• Molecular Weight: 155.113
• Hs Code.: 2933599090
• DSSTox Substance ID: DTXSID20477977
• Nikkaji Number: J534.202C
• Wikidata: Q82311091
• Mol file: 1074-97-1.mol

Synonyms:1074-97-1;2,4-Dihydroxypyrimidine-5-carboxamide;2,4-dioxo-1H-pyrimidine-5-carboxamide;4,6-Dihydroxypyrimidine-5-carboxamide;5-aminocarbonyl-uracil;5-carbamoyluracil;SCHEMBL1210894;SCHEMBL16861500;5-Pyrimidinecarboxamide, 1,2,3,4-tetrahydro-2,4-dioxo-;DTXSID20477977;AKOS032960514;2,4-diketo-1H-pyrimidine-5-carboxamide;F81559;2,4-dioxo-1,2,3,4-tetrahydro-5-pyrimidinecarboxamide

Chemical Property of 2,4-Dihydroxypyrimidine-5-carboxamide

Chemical Property:

• PSA: 109.33000
• LogP: -0.31300
• XLogP3: -1.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 155.03309103
• Heavy Atom Count: 11
• Complexity: 268

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=O)NC(=O)N1)C(=O)N
• Uses: 2,4-Dihydroxypyrimidine-5-carboxamide is a building block related to Favipiravir(F103350). Favipiravir is used for the treatment of advanced Ebola virus infection in a small animal model. Favipiravir suppressed the replication of Zaire Ebola virus and prevented a lethal outcome in 100% of the animals. Based on the studies, Favipiravir can be a candidate for the treatment of Ebola hemorrhagic fever.

Technology Process of 2,4-Dihydroxypyrimidine-5-carboxamide

There total 5 articles about 2,4-Dihydroxypyrimidine-5-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: 88.0%

5-methoxycarbonyluracil → uracil-5-carboxamide (1074-97-1)

Guidance literature:

With ammonium hydroxide; In water; at 60 ℃;

DOI:10.1248/cpb.29.3181

Reference yield: 88.0%

methyl 2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate (42821-92-1) → uracil-5-carboxamide (1074-97-1)

Guidance literature:

With ammonium hydroxide; at 60 ℃;

DOI:10.1248/cpb.30.887

Reference yield:

methyl ureidomethylenemalonate (65696-20-0) → uracil-5-carboxamide (1074-97-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / NaOMe / methanol / 0.17 h / Heating

2: 88 percent / NH₄OH / H₂O / 60 °C

With ammonium hydroxide; sodium methylate; In methanol; water;

DOI:10.1248/cpb.29.3181

upstream raw materials:

methyl 2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

methyl ureidomethylenemalonate

Downstream raw materials:

uracil