| Identification | More | [Name]
Lumazine | [CAS]
487-21-8 | [Synonyms]
2,4(1H,3H)-PTERIDINEDIONE
2,4-DIHYDROCYPTERIDINE
2,4-DIHYDROXYPTERIDINE
2,4-HYDROXYPTERIDINE
2,4-PTERIDINEDIOL
LUMAZINE
2,4(3H,8H)-Pteridinedione
Lumazin
lumazine monohydrate
pteridine-2,4-diol monohydrate
2,4-Dihydrocypteridin
LUMAZINE 99+%
2,4-DIHYDROXYPTERIDINE 98+%
2,4(1H,3H)-Pteridinedione, 2,4-Dihydroxypteridine, 2,4-Pteridinediol
Pteridine-2,4-dione
Pteridine-2,4(3H,8H)-dione | [EINECS(EC#)]
207-652-7 | [Molecular Formula]
C6H4N4O2 | [MDL Number]
MFCD00066250 | [Molecular Weight]
164.12 | [MOL File]
487-21-8.mol |
| Chemical Properties | Back Directory | [Appearance]
LIGHT YELLOW TO OCHRE POWDER | [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) | [form ]
crystalline
| [pka]
pK1:<1.3;pK2:7.92 (25°C) | [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]
487-21-8(EPA Substance) |
| Safety Data | Back Directory | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [RTECS ]
UO3416000
| [TSCA ]
Yes | [HS Code ]
29335995 |
| Hazard Information | Back Directory | [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. | [storage]
Store at -20°C | [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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