Lumazine Chemical Properties

Melting point:

300 °C

Boiling point:

291.56°C (rough estimate)

Density 

1.5129 (rough estimate)

refractive index 

1.6900 (estimate)

storage temp. 

-20°C Freezer

solubility 

DMSO (Slightly)

pka

pK1:<1.3;pK2:7.92 (25°C)

form 

crystalline

color 

yellow

Water Solubility 

0.125 g/100 mL (25 ºC)

Merck 

14,5596

BRN 

157503

CAS DataBase Reference

487-21-8(CAS DataBase Reference)

NIST Chemistry Reference

Lumazine(487-21-8)

EPA Substance Registry System

Lumazine (487-21-8)

Safety Information

Safety Statements 

22-24/25

WGK Germany 

3

RTECS 

UO3416000

TSCA 

Yes

HS Code 

29335995

MSDS

• Language:English Provider:Lumazine
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Lumazine Usage And Synthesis

Chemical Properties

LIGHT YELLOW TO OCHRE POWDER

Uses

Lumazine is a new MALDI matrix for complex (phospho)lipid mixtures analysis.

Definition

ChEBI: A 2,4-dihydroxypteridine.

Synthesis

The general procedure for the synthesis of pteridine-2,4-dione from 3-aminopyrazine-2-carbonitrile (1 mmol, 120 mg) and carbon dioxide was as follows: 3-aminopyrazine-2-carbonitrile (Compound 1d) and the ionic liquid [HDBN+][TFE-] (6 mmol, 1.35 g) were added to a 10 mL round bottom flask. The reaction mixture was heated to 90 °C under carbon dioxide atmosphere for 20 hours. After completion of the reaction, the system was cooled to room temperature and the pH was adjusted to neutral by adding saturated aqueous NH4Cl solution. The reaction mixture was extracted with dichloromethane (20 mL x 3), the organic phases were combined and dried over anhydrous sodium sulfate. After filtration, the organic phase was concentrated under reduced pressure. Purification by silica gel column chromatography (eluent ratio of dichloromethane:methanol=15:1) afforded a light yellow solid pteridine-2,4-dione (compound 2d, 141 mg) in 86% yield.

Purification Methods

Crystallise the dione from water. It has also been purified as for pterin below. [Dallacker & Steiner Justus Liebigs Ann Chem 660 98 1962, Beilstein 26 III/IV 2489.]

References

[1] Patent: CN107698587, 2018, A. Location in patent: Paragraph 0039; 0040; 0041

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