2,4-Dihydroxypyrimidine-5-carboxylic acid

Base Information

• Chemical Name: 2,4-Dihydroxypyrimidine-5-carboxylic acid
• CAS No.: 23945-44-0
• Deprecated CAS: 394-40-1
• Molecular Formula: C5H4N2O4
• Molecular Weight: 156.098
• Hs Code.: 29335990
• European Community (EC) Number: 245-947-2
• NSC Number: 1589
• UNII: G7JYK59EBR
• DSSTox Substance ID: DTXSID1066942
• Nikkaji Number: J39.644C
• Wikidata: Q27102419
• Metabolomics Workbench ID: 50932
• ChEMBL ID: CHEMBL1213478
• Mol file: 23945-44-0.mol

Synonyms:uracil-5-carboxylic acid

Chemical Property of 2,4-Dihydroxypyrimidine-5-carboxylic acid

Chemical Property:

• Appearance/Colour: white to slightly yellow crystalline powder
• Melting Point: 283 °C (dec.)(lit.)
• Refractive Index: 1.4800 (estimate)
• Boiling Point: 564.9 °C at 760 mmHg
• PKA: 5.08±0.20(Predicted)
• Flash Point: 295.4 °C
• PSA: 103.02000
• Density: 1.642 g/cm³
• LogP: -1.23860
• Storage Temp.: Refrigerator
• Water Solubility.: 1.8g/L(20 oC)
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 156.01710661
• Heavy Atom Count: 11
• Complexity: 268

Purity/Quality:

99% ^*data from raw suppliers

2,4-Dihydroxypyrimidine-5-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=O)NC(=O)N1)C(=O)O
• Uses: 2,4-Dihydroxypyrimidine-5-carboxylic acid (Uracil-5-carboxylic acid) has been used for the visual sensing of melamine (at parts-per-billion (ppb) level) by a highly sensitive analytical method based on Au nanoparticles.

Technology Process of 2,4-Dihydroxypyrimidine-5-carboxylic acid

There total 19 articles about 2,4-Dihydroxypyrimidine-5-carboxylic acid 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: 96.1%

thymin (65-71-4,28806-14-6,691841-57-3) → 2,4-dihydroxypyrimidine-5-carboxylic acid (23945-44-0,76821-79-9)

Guidance literature:

With dihydrogen peroxide; 1-hydroxy-1,2,3-benzotriazine-4(3H)-one; In water; at 130 ℃; for 3h; Temperature; Autoclave;

Reference yield: 96.0%

5-methoxycarbonyluracil → 2,4-dihydroxypyrimidine-5-carboxylic acid (23945-44-0,76821-79-9)

Guidance literature:

With hydrogenchloride; In water; for 16.5h; Heating;

DOI:10.1248/cpb.29.3181

Reference yield: 70.0%

2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carbaldehyde (1195-08-0) → 2,4-dihydroxypyrimidine-5-carboxylic acid (23945-44-0,76821-79-9)

Guidance literature:

With dipotassium peroxodisulfate; silver nitrate; In water; for 0.5h; Heating;

DOI:10.1139/v05-180

upstream raw materials:

2,4-dimethoxypyrimidine-5-carboxylic acid

5-cyanouracil

5-carboxylcytosine

2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carbaldehyde

Downstream raw materials:

2,4-dioxohexahydropyrimidine-5-carboxylic acid

2,4-dichloropyrimidine-5-carboxylic acid

uracil

1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid

Refernces

• 1、 Li, Wenjing,Zhang, Tianlong,Ding, Jianping. "Molecular basis for the substrate specificity and catalytic mechanism of thymine-7-hydroxylase in fungi". . p. 10026 - 10038. Retrieved 2015/12/23.
• 2、 Hudson, Robert H. E.,Wojciechowski, Filip. "The detrimental effect of orotic acid substitution in the peptide nucleic acid strand on the stability of PNA2:NA triple helices". . p. 1731 - 1740. Retrieved 2007/10/03.