Alloxan

Base Information

• Chemical Name: Alloxan
• CAS No.: 50-71-5
• Molecular Formula: C4H2 N2 O4
• Molecular Weight: 142.071
• European Community (EC) Number: 200-062-0
• NSC Number: 7169
• UNII: 6SW5YHA5NG
• DSSTox Substance ID: DTXSID5044946
• Nikkaji Number: J1.362E
• Wikipedia: Alloxan
• Wikidata: Q417701
• NCI Thesaurus Code: C83525
• Metabolomics Workbench ID: 38206
• ChEMBL ID: CHEMBL1096009
• Mol file: 50-71-5.mol

Synonyms:Alloxan

Chemical Property of Alloxan

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 2.05E-08mmHg at 25°C
• Melting Point: 255 C (Decomposes)
• Refractive Index: 1.4610 (estimate)
• Boiling Point: 409.5°C at 760 mmHg
• PKA: pK (25°) 6.63
• Flash Point: 201.4°C
• PSA: 129.26000
• Density: 1.681g/cm³
• LogP: -1.67810
• Storage Temp.: 2-8°C
• Water Solubility.: 8g/L(temperature not stated)
• XLogP3: -1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 142.00145655
• Heavy Atom Count: 10
• Complexity: 222

Purity/Quality:

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

Pyrimidine-2,4,5,6(1H,3H)-tetraone monohydrate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): UN NO.
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Pyrimidines
• Canonical SMILES: C1(=O)C(=O)NC(=O)NC1=O
• Uses: Alloxan is used in biochemical research, cosmetics, organic synthesis.

Technology Process of Alloxan

There total 2 articles about Alloxan 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:

BARBITURIC ACID (67-52-7,944357-77-1) → 5,5-dihydroxypyrimidine-2,4,6(1H,3H,5H)-trione (50-71-5)

Guidance literature:

With chromium(VI) oxide; In acetic acid;

DOI:10.3390/molecules23092271

Reference yield:

pyrimidine-2,4,5,6(1H,3H)-tetraone (61066-33-9,61066-34-0,61066-35-1,61127-23-9) → Alloxan Radical HA<*> (50-71-5)

Guidance literature:

With phosphate buffer; GLUTATHIONE; sodium chloride; Mechanism; reaction under aerobic and anaerobic conditions; also with Fe³⁺-EDTA; also with superoxide dismutase (SOD);

DOI:10.1248/cpb.38.993

Reference yield: 92.0%

3,5-dihydroxyphenol (108-73-6) + 5,5-dihydroxypyrimidine-2,4,6(1H,3H,5H)-trione (50-71-5) → 5-hydroxy-5-[2,4,6-trihydroxy-3,5-bis(5-hydroxy-2,4,6-trioxo-3,5-dihydro-1H-pyrimidin-5-yl)phenyl]-3,5-dihydro-1H-pyrimidine-2,4,6-trione

Guidance literature:

With acetic acid; at 20 ℃; for 24h;

DOI:10.1002/chem.201706181

upstream raw materials:

BARBITURIC ACID

pyrimidine-2,4,5,6(1H,3H)-tetraone

Downstream raw materials:

10-benzylbenzo[g]pteridine-2,4(3H,10H)-dione

alloxazine

Refernces

• 1、 Richtar, Jan,Heinrichova, Patricie,Apaydin, Dogukan Hazar,Schmiedova, Veronika,Yumusak, Cigdem,Kovalenko, Alexander,Weiter, Martin,Sariciftci, Niyazi Serdar,Krajcovic, Jozef. "Novel riboflavin-inspired conjugated bio-organic semiconductors". . . Retrieved 2018/09/12.