4-Methyl-1H-pyrazol

4-Methylpyrazole

HCID 3406

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Grundinformationen

CAS: 7554-65-6
Standard-SMILES: Cc1cn[nH]c1
InChIKey: RIKMMFOAQPJVMX-UHFFFAOYSA-N
Summenformel: C4H6N2
Durchschnittliche Molmasse: 82,1 g/mol
Monoisotopische Masse: 82,0530982

Namen und Bezeichner

Bevorzugter Name: 4-Methylpyrazole
IUPAC: 4-methyl-1H-pyrazole
Lokaler Name: 4-Methyl-1H-pyrazol
Englischer Name: 4-Methylpyrazole
Summenformel: C4H6N2
Molmasse: 82.1

Namen und Synonyme

4-Methylpyrazolefomepizole7554-65-61H-Pyrazole, 4-methyl-Fomepizol4-MethylpyrazolFomepizolum83LCM6L2BYNSC-760365CHEBI:5141DTXSID30406494 Methylpyrazole

Weitere Namen anzeigen

Antizol-VetAKOS B014452Antizol (TN)4-Fomepizole4-methyl-pyrazol

4 Methylpyrazole MonohydrochlorideRefChem:58530DTXCID1020649V03AB34231-445-04-Methyl-1H-pyrazoleAntizolFomepizol [INN-Spanish]

Datenbank-Bezeichner

CAS: 7554-65-6
PubChem CID: 3406
DTXSID: DTXSID3040649
ChEMBL: CHEMBL1308
ChEBI: CHEBI:5141
UNII: 83LCM6L2BY
EC Number: 231-445-0
Nikkaji: J35.396E

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 1,4
Polarare Oberfläche (TPSA): 28,7 Å²
H-Brücken-Donoren: 1
H-Brücken-Akzeptoren: 1
Frei drehbare Bindungen: 0
Schwere Atome: 6
Formalladung: 0
Komplexität: 44

Physikochemische Eigenschaften

Schmelzpunkt: 13 °C · 13°C
Siedepunkt: 99 · 99-100 °C6 mm Hg(lit.)
Dichte: 0.993 g/mL · 0.993 g/mL at 25 °C(lit.)
Dampfdruck: 7.136 · 7.136-87.85Pa at 20-50℃
Brechungsindex: 20 · n20/D 1.495(lit.)
Flammpunkt: 205 °F · 205 °F
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
Löslichkeit: soluble
pka: 14.95 · 14.95±0.50(Predicted)
Aggregatzustand: Liquid After Melting
Farbe: Clear colorless to yellow
Wichte: 0.993 · 0.993
Wasserlöslichkeit: soluble
Merck: 14 · 14,4226
BRN: 105204 · 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: 1.097 · 1.097 (est)
CAS Datenbank: 7554 · 7554-65-6(CAS DataBase Reference)
NIST chemische Informationen: 4 · 4-methylpyrazole(7554-65-6)

Sicherheit und Regulatorisches

Sicherheitsdaten

F: 10-23
wgk: 3
ridadr: 2810
hs_code: 29331990
RTECS-Nr.: UQ7350000
risk_code: 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)
hazard_code: Xn
safety_code: 26-36-24/25
hazard_class: 6.1(b)
packing_group: III
Speicherklasse: 10 - Combustible liquids
Hazard Classifications: Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3

Chemie und Industrie

Anwendungen · 2 Einträge

BeschreibungFomepizole 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.

VerwendenFomepizole (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.