Uracil-15N2

Base Information

• Chemical Name: Uracil-15N2
• CAS No.: 5522-55-4
• Molecular Formula: C4H4N2O2
• Molecular Weight: 114.1
• DSSTox Substance ID: DTXSID30480694
• Nikkaji Number: J1.655.163E
• Wikidata: Q82315670
• Mol file: 5522-55-4.mol

Synonyms:Uracil-15N2;5522-55-4;(1,3-15N2)1H-pyrimidine-2,4-dione;15N2-Uracil;DTXSID30480694;HY-I0960S5;Uracil-15N2, 98 atom % 15N;AKOS015913166;CS-0564245

Chemical Property of Uracil-15N2

Chemical Property:

• Melting Point: >300 °C (dec.)(lit.)
• PSA: 65.72000
• Density: 1.321g/cm³
• LogP: -0.93680
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Water (Slightly)
• XLogP3: -1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 114.02134716
• Heavy Atom Count: 8
• Complexity: 161

Purity/Quality:

99% ^*data from raw suppliers

Uracil-15N2 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CNC(=O)NC1=O
• Isomeric SMILES: C1=C[15NH]C(=O)[15NH]C1=O
• Uses: Uracil-15N2 can be used as a stable-isotopic standard to measure of post-replicative DNA metabolic and damage in brains of rodents. URACIL-15N2 can also be used for isotope tracing to determine the mechanism and stem-cell activity of 5-carboxycytosine decarboxylation.

Technology Process of Uracil-15N2

There total 2 articles about Uracil-15N2 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: 72.0%

urea-15N2 (2067-80-3) + Propiolic acid (471-25-0) → 1,3-15N2-uracil (5522-55-4)

Guidance literature:

With PPA; at 80 ℃; for 20h;

DOI:10.1021/tx970186o

Reference yield: 40.0%

15N2-N-carbamoyl-2-cyanoacetamide → 1,3-15N2-uracil (5522-55-4)

Guidance literature:

With 5% palladium on barium sulphate; hydrogen; acetic acid; In water; at 20 - 80 ℃; for 21.5h;

DOI:10.1002/chem.201805077

Reference yield: 100.0%

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose (6974-32-9) + 1,3-15N2-uracil (5522-55-4) → 1,3-15N2-2’,3’,5’-O-benzoyl uridine

Guidance literature:

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose; 1,3-¹⁵N₂-uracil; With N,O-bis-(trimethylsilyl)-acetamide; In acetonitrile; at 20 - 60 ℃; for 0.5h; Inert atmosphere;

With trimethylsilyl trifluoromethanesulfonate; In acetonitrile; at 60 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/chem.201805077

upstream raw materials:

urea-15N₂

Propiolic acid

Downstream raw materials:

3',5'-(toluoyl)-2'-deoxy-(N₁,N₃-⁽¹⁵⁾N)-uridine