Alloxazine

Base Information

• Chemical Name: Alloxazine
• CAS No.: 490-59-5
• Molecular Formula: C10H6 N4 O2
• Molecular Weight: 214.183
• Hs Code.: 2933990090
• European Community (EC) Number: 207-714-3
• NSC Number: 402746,203056
• UNII: 880W3VF9YW
• DSSTox Substance ID: DTXSID50197656
• Nikkaji Number: J9.383A
• Wikipedia: A-242,Isoalloxazine
• Wikidata: Q408840
• Pharos Ligand ID: C4MUPUKRR736
• Metabolomics Workbench ID: 55556
• ChEMBL ID: CHEMBL68500
• Mol file: 490-59-5.mol

Synonyms:alloxazine;isoalloxazine

Chemical Property of Alloxazine

Chemical Property:

• Melting Point: 410 °C (decomp)
• Boiling Point: °Cat760mmHg
• PKA: 10.00±0.50(Predicted)
• Flash Point: °C
• PSA: 91.50000
• Density: 1.509g/cm³
• LogP: 0.15960
• Solubility.: DMSO: 11 mg/mL
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 214.04907545
• Heavy Atom Count: 16
• Complexity: 333

Purity/Quality:

99% ^*data from raw suppliers

Alloxazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)N=C3C(=N2)NC(=O)NC3=O
• Uses: Alloxazine is used as a adenosine A2B receptor-sensitive renal vasodilation in female rats.

Technology Process of Alloxazine

There total 33 articles about Alloxazine 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: 95.0%

pyrimidine-2,4,5,6(1H,3H)-tetraone (61066-33-9,61066-34-0,61066-35-1,61127-23-9) + 1,2-diamino-benzene (95-54-5) → alloxazine (490-59-5)

Guidance literature:

With boric acid; acetic acid; at 20 ℃; for 2h;

DOI:10.1039/c1cc14039f

Reference yield: 90.0%

pyrimidine-2,4,5,6(1H,3H)-tetraone (61066-33-9,61066-34-0,61066-35-1,61127-23-9) + 1,2-diamino-benzene (95-54-5) → isoalloxazine (490-59-5)

Guidance literature:

With boric acid; acetic acid; at 20 ℃; for 8h;

DOI:10.1016/j.bioorg.2015.05.005

Reference yield: 86.0%

1,2-diamino-benzene (95-54-5) + 5,5-dihydroxypyrimidine-2,4,6(1H,3H,5H)-trione (50-71-5) → alloxazine (490-59-5)

Guidance literature:

With boric acid; In acetic acid; at 60 ℃; for 15h; Inert atmosphere;

DOI:10.3390/molecules23092271

upstream raw materials:

pyridine

5-bromobarbituric acid

1,2-diamino-benzene

1H-benzimidazol-2-amine

Downstream raw materials:

1-[2'-deoxy-3',5'-di-O-(p-toluoyl)-β-D-ribofuranosyl]benzo[g]pteridine-2,4(1H,3H)-dione

1,3-dimethylalloxazine

N-(4-quinoxalin-2-ylsulfamoyl-phenyl)-succinamic acid

sulphaquinoxaline

Refernces

• 1、 Kappe et al.. "-". . p. 458. Retrieved 1969.
• 2、 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.
• 3、 Baumann, Marcus,Baxendale, Ian R.,Hornung, Christian H.,Ley, Steven V.,Rojo, Maria Victoria,Roper, Kimberley A.. "Synthesis of riboflavines, quinoxalinones and benzodiazepines through chemoselective flow based hydrogenations". . p. 9736 - 9759. Retrieved 2014/08/05.