5-Hydroxyuracil

Base Information

• Chemical Name: 5-Hydroxyuracil
• CAS No.: 20636-41-3
• Molecular Formula: C4H4N2O3
• Molecular Weight: 128.087
• Hs Code.: 2933599090
• European Community (EC) Number: 243-932-5
• NSC Number: 90431
• DSSTox Substance ID: DTXSID30174667
• Nikkaji Number: J139.222K
• Wikipedia: 5-Hydroxyuracil
• Wikidata: Q21099624
• Metabolomics Workbench ID: 54031
• ChEMBL ID: CHEMBL1561505
• Mol file: 20636-41-3.mol

Synonyms:5-hydroxyuracil

Chemical Property of 5-Hydroxyuracil

Chemical Property:

• Melting Point: >300oC (dec.)(lit.)
• Boiling Point: 534.5°Cat760mmHg
• PKA: 8.55±0.10(Predicted)
• Flash Point: 277°C
• PSA: 75.27000
• Density: 1.605g/cm³
• LogP: -0.94750
• Storage Temp.: Refrigerator
• Solubility.: Aqueous Base (Slightly), DMSO (Slightly, Sonicated), Methanol (Slightly)
• XLogP3: -1.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 128.02219199
• Heavy Atom Count: 9
• Complexity: 196

Purity/Quality:

99% ^*data from raw suppliers

Isobarbituric Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=O)NC(=O)N1)O
• Uses: 5-Hydroxy-2,4(1H,3H)-pyrimidinedione is used preparation and purification of Fluorouracil.

Technology Process of 5-Hydroxyuracil

There total 38 articles about 5-Hydroxyuracil 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: 70.0%

uracil (66-22-8,144104-68-7,18324-22-6,27072-01-1,2920-92-5,51953-19-6) → 5-hydroxyuracil (20636-41-3)

Guidance literature:

With sodium hydroxide; sodium persulfate; at 22 ℃;

DOI:10.1039/a800135i

Reference yield:

uracil (66-22-8,144104-68-7,18324-22-6,27072-01-1,2920-92-5,51953-19-6) → 5-hydroxy-hydantoin (29410-13-7) + parabanic acid (120-89-8) + 5-hydroxyuracil (20636-41-3) + 5,6-dihydroxypyrimidine-2,4(1H,3H)-dione (102636-37-3) + N-formyl-N'-glyoxylurea (35805-53-9) + oxaluric acid (585-05-7)

Guidance literature:

With sonolysis; In water; at 25 ℃; for 2h; Product distribution; Mechanism; further reaction times, under air or under further gases;

Reference yield:

uracil (66-22-8,144104-68-7,18324-22-6,27072-01-1,2920-92-5,51953-19-6) → 5,6-dhydrouracil (504-07-4) + 2,4,5-trihydroxypyrimidine (20636-41-3) + cis-5,6-dihydroxydihydropyrimidine-2,4-dione (3683-34-9,3952-56-5,20433-38-9,112419-41-7,112419-42-8) + trans-5,6-dihydroxydihydropyrimidine-2,4-dione (3683-34-9,3952-56-5,20433-38-9,112419-41-7,112419-42-8)

Guidance literature:

With nickel(II) sulphate; In water; Product distribution; Irradiation; various Ni(II) compound as reagents;

DOI:10.1039/f19848001205

upstream raw materials:

5-nitrobarbituric acid

5-bromouracil

dihydro-6-hydroxypyrimidine-2,4,5(3H)-trione

uracil

Downstream raw materials:

5-methoxy-1,3-dimethyluracil

5-acetoxy-1H-pyrimidine-2,4-dione

5-Phenylhydrazinouracil

6-(hydroxymethyl)-5-hydroxyuracil

Refernces

• 1、 -. "PROCESS FOR STRAIGHTENING KERATIN FIBRES WITH A HEATING MEANS AND DENATURING AGENTS". . . Retrieved 2010/03/02.
• 2、 Douki, Thierry,Delatour, Thierry,Paganon, Frederique,Cadet, Jean. "Measurement of oxidative damage at pyrimidine bases in γ-irradiated DNA". . p. 1145 - 1151. Retrieved 2007/10/03.