Pyrazin-2,3-dicarbonsure
PYRAZINE-2,3-DICARBOXYLIC ACID · pyrazine-2,3-dicarboxylate · Pyrazine-2 · AKOS BBS-00001996 · IFLAB-BB F2124-0042 · RARECHEM AL BO 1311 · 2,3-Pyrazinedicarbox · 2,3-dicarboxypyrazine
Identifikatoren & physikalische Daten
| CAS No. | 89-01-0 |
|---|---|
| Summenformel | C6H4N2O4 |
| Durchschnittliche Molmasse | 168,11 g/mol |
| Monoisotopische Masse | 168,01710661 g/mol |
| SMILES | O=C(O)c1nccnc1C(=O)O |
| InChIKey | ZUCRGHABDDWQPY-UHFFFAOYSA-N |
| PubChem CID | 66628 |
| ChEMBL | CHEMBL2000672 |
| EC No. | 201-875-3 |
| DTXSID | DTXSID70237467 |
| Lokaler Name | Pyrazin-2,3-dicarbonsure |
Chemische & physikalische Eigenschaften
| XLogP | -0,7 |
|---|---|
| Polarare Oberfläche (TPSA) | 100 |
| H-Brücken-Donoren | 2 |
| H-Brücken-Akzeptoren | 6 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 12 |
| Formalladung | 0 |
| Komplexität | 184 |
| Schmelzpunkt | 188 °C (dec.) (lit.) |
| Siedepunkt | 297.01°C (rough estimate) |
| Dichte | 1.6328 (rough estimate) |
| Brechungsindex | 1.4738 (estimate) |
| Lagerbedingungen | Sealed in dry,Room Temperature |
| Löslichkeit | soluble |
| pKa (Säurekonstante) | 1.66±0.10(Predicted) |
| Aggregatzustand | Solid |
| Farbe | Off-White to Pale Brown |
| Merck | 14,7958 |
| BRN | 147982 |
| InChI | 1S/C6H4N2O4/c9-5(10)3-4(6(11)12)8-2-1-7-3/h1-2H,(H,9,10)(H,11,12) |
| InChIKey | ZUCRGHABDDWQPY-UHFFFAOYSA-N |
| SMILES | OC(=O)c1nccnc1C(O)=O |
| LogP (Verteilungskoeffizient) | -1.257 (est) |
| CAS Datenbank | 89-01-0(CAS DataBase Reference) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH315 (60%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 20 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: 2,3-Pyrazinedicarboxylic acidStatus: Active Update: 12-02-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/197782,3-Pyrazinedicarboxylic acid: Does not have an individual approval but may be used under an appropriate group standard |
| Hazard Classes and Categories | Skin Irrit. 2 (60%) |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | N |
| Zollcode | 29339900 |
| RTECS-Nr. | UQ2500000 |
| R-Sätze (R) | 36/37/38-34-11 |
| Gefahrensymbole | F,C |
| Sicherheitshinweise (S) | 22-24/25-45-36/37/39-26-16 |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Verwenden
2,3-Pyrazinedicarboxylic Acid has been found to exhibit antifungal and antibacterial acitivity. It has also been used as a reagent in the preparation of transition metal pyrazinedicarboxylate complexes.
Beschreibung
2,3-Pyrazinedicarboxylic acid is an antibacterial compound, and its anions have been of great interest in coordination and supra-molecular chemistry as they generally tend to react with metal salts to yield insoluble polynuclear materials. Its anion has been shown to have critical applications in crystal engineering because of the crystal formation of 2,3-Pyrazinedicarboxylic acid with creatinine and 2-amino-4-hydroxy-6-methylpyrimidine. 2,3-Pyrazinedicarboxylic acid (pzdc) is a dicarboxylate ligand. This compound could bridge two neighboring metal atoms to form a 1D chain in complexes. The pzdc ligands also could coordinate with the central Nd(III) atoms in bridging tetradentate, hexadentate, or heptadentate modes. 2,3-pyrazinedicarboxylic acid (pzdc) and neodymium nitrate could synthesize the coordination polymer [Nd2(pzdc)3(H2O)]n·nH2O (complex I) with a three-dimensional framework through hydrothermal synthesis[1-4].