4-Methylpyrazole Struktur

4-Methyl-1H-pyrazol

Bezeichnung:4-Methyl-1H-pyrazol

CAS-Nr7554-65-6

Englisch Name:4-Methylpyrazole

CBNumberCB8233079

SummenformelC4H6N2

Molgewicht82.1

MOL-Datei7554-65-6.mol

Synonyma

4-Methylpyrazol

4-Methyl-1H-pyrazol

4-Methyl-1H-pyrazol physikalisch-chemischer Eigenschaften

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
storage temp.	Keep in dark place,Sealed in dry,Room Temperature
Löslichkeit	soluble
Aggregatzustand	Liquid After Melting
pka	14.95±0.50(Predicted)
Wichte	0.993
Farbe	Clear colorless to yellow
Wasserlöslichkeit	soluble
Sensitive	Hygroscopic
Merck	14,4226
BRN	105204
LogP	1.097 (est)
CAS Datenbank	7554-65-6(CAS DataBase Reference)
NIST chemische Informationen	4-methylpyrazole(7554-65-6)

Sicherheit

Kennzeichnung gefährlicher	Xn
R-Sätze:	22-36/37/38
S-Sätze:	26-36-24/25
RIDADR	2810
WGK Germany	3
RTECS-Nr.	UQ7350000
F	10-23
HazardClass	6.1(b)
PackingGroup	III
HS Code	29331990
Toxizität	LD50 (7 days) in mice, rats (mmol/kg): 3.8, 3.8 i.v.; 7.8, 6.5 orally (Magnusson)

Gefahreninformationscode (GHS)

4-Methylpyrazole Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R22:Gesundheitsschädlich beim Verschlucken.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
Beschreibung
Fomepizole is a competitive inhibitor of alcohol dehydrogenase, the enzyme that catalyzes metabolism of ethylene glycol and methanol to toxic metabolites. At 10 μM in monkeys, it can prevent the formation of toxic alcohol metabolites that generate metabolic acidosis. This compound is typically used as an antidote for ethylene glycol or methanol poisoning.
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.
Chemische Eigenschaften
clear colourless to yellowish liquid after melting
Originator
Orphan Medical (US)
Verwenden
antidote to ethylene glycol or methanol poisoning
Verwenden
Antidote in methanol or ethylene glycol poisoning;Alcohol dehydrogenase inhibitor
Verwenden
Useful as an antidote in methanol and ethylene glycol poisoning.
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.
Definition
ChEBI: A member of the class of pyrazoles that is 1H-pyrazole substituted by a methyl group at position 4.
Manufacturing Process
Preparation of 4-methylpyrazole
1.0 g (6.67 mmol) of sodium iodide is added to a suspension of 560 g (4.0 mol) of 70% strength sulfuric acid and 62.5 g (1.0 mol) of 80% strength hydrazine hydrate and, at 125°C, 86.4 g (1.2 mol) of isobutyraldehyde are pumped under the surface of the suspension over the course of 2 hours using a metering pump. During and up to 100 min after the addition of isobutyraldehyde, a total of 175 g of water was distilled out, with the temperature of the mixture rising to 135°C. The solution is cooled and adjusted to pH 8.6 with 820 g (5.125 mol) of 25% strength sodium isobutyraldehyde hydroxide solution and is extracted with isobutanol. The combined extracts are concentrated to 82 g in a rotary evaporator and then distilled. The main fraction (boiling point 82°C/7 mbar; 49 g) consists of 82% 4-methylpyrazole. Yield: 49% of theory.
Trademarks
Antizol (Jazz).
Therapeutic Function
Antidote
Allgemeine Beschreibung
4-Methylpyrazole inhibits CYP2E1 activity. It also acts as alcohol dehydrogenase inhibitor.
Biochem/physiol Actions
Alcohol dehydrogenase inhibitor.

4-Methylpyrazole Upstream-Materialien And Downstream Produkte

4-Methyl-1H-pyrazol Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

7554-65-6, 4-Methylpyrazole Verwandte Suche:

Send Inquriy