4-Methyl-1H-pyrazol
FOMEPIZOLE · 4-Methyl-1H-pyrazole · fomepizol · Antizol · Antizol-Vet · AKOS B014452 · Antizol (TN) · 4-Fomepizole
Identifikatoren & physikalische Daten
| CAS No. | 7554-65-6 |
|---|---|
| Summenformel | C4H6N2 |
| Durchschnittliche Molmasse | 82,1 g/mol |
| Monoisotopische Masse | 82,0530982 g/mol |
| SMILES | Cc1cn[nH]c1 |
| InChIKey | RIKMMFOAQPJVMX-UHFFFAOYSA-N |
| PubChem CID | 3406 |
| ChEMBL | CHEMBL1308 |
| ChEBI | CHEBI:5141 |
| EC No. | 231-445-0 |
| DTXSID | DTXSID3040649 |
| Lokaler Name | 4-Methyl-1H-pyrazol |
Chemische & physikalische Eigenschaften
| XLogP | 1,4 |
|---|---|
| Polarare Oberfläche (TPSA) | 28,7 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 6 |
| Formalladung | 0 |
| Komplexität | 44 |
| Schmelzpunkt | 13°C |
| Siedepunkt | 99-100 °C6 mm Hg(lit.) |
| Dichte | 0.993 g/mL at 25 °C(lit.) |
| Dampfdruck | 7.136-87.85Pa at 20-50℃ |
| Brechungsindex | n20/D 1.495(lit.) |
| Flammpunkt | 205 °F |
| Lagerbedingungen | Keep in dark place,Sealed in dry,Room Temperature |
| Löslichkeit | soluble |
| pKa (Säurekonstante) | 14.95±0.50(Predicted) |
| Aggregatzustand | Liquid After Melting |
| Farbe | Clear colorless to yellow |
| Wichte | 0.993 |
| Merck | 14,4226 |
| BRN | 105204 |
| InChI | 1S/C4H6N2/c1-4-2-5-6-3-4/h2-3H,1H3,(H,5,6) |
| InChIKey | RIKMMFOAQPJVMX-UHFFFAOYSA-N |
| SMILES | Cc1cn[nH]c1 |
| LogP (Verteilungskoeffizient) | 1.097 (est) |
| CAS Datenbank | 7554-65-6(CAS DataBase Reference) |
| NIST chemische Informationen | 4-methylpyrazole(7554-65-6) |
Sicherheit & Vorschriften
| F | 10-23 |
|---|---|
| Wassergefährdungsklasse (WGK) | 3 |
| UN-Transportnummer | 2810 |
| Zollcode | 29331990 |
| RTECS-Nr. | UQ7350000 |
| R-Sätze (R) | 22-36/37/38 |
| Toxizität | LD50 (7 days) in mice, rats (mmol/kg): 3.8, 3.8 i.v.7.8, 6.5 orally (Magnusson) |
| Gefahrensymbole | Xn |
| Sicherheitshinweise (S) | 26-36-24/25 |
| Gefahrenklasse | 6.1(b)Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3 |
| Verpackungsgruppe | III |
| Lagerklasse | 10 - Combustible liquids |
Anwendungen & Verwendung
Beschreibung
Fomepizole is the first drug indicated as an antidote for ethylene glycol poisoning (it has also shown promise as a treatment for methanol poisoning). Fomepizole is 4-methyl-1H-pyrazole active as a synthetic alcohol dehydrogenase inhibitor, blocking the formation of toxic ethylene glycol metabolites which are responsible for a severe metabolic acidosis and renal failure. In limited human studies, it reversed the toxicity of potentially lethal doses of ethylene glycol. The main urinary metabolite has been reported to be 4-carboxypyrazole by oxidation of the methyl group. Compared with the current treatment (ethanol), the duration of action is longer and the safety is improved, with no toxic effects reported.
Verwenden
Fomepizole (4-Methylpyrazole) can be used as: A reactant to prepare 4-methyl-1-phenyl-1H-pyrazole by reacting with bromobenzene via N-arylation using a copper catalyst. A starting material for the synthesis of 4-methyl-3(5)-nitropyrazole by nitration. A ligand in the preparation of gallium(III) complex of 4-methylpyrazole as potential antitumor and antiviral agent.