4-Methylpyrazole hydrochloride

Names

[ Name ]:
4-Methylpyrazole hydrochloride

[Synonym ]:
Fomepizole Hydrochloride
MFCD00012707
4-methyl-1H-pyrazole,hydrochloride

Biological Activity

[Description]:

Fomepizole (4-Methylpyrazole) hydrochloride is a potent cytochrome P450 (CYP2E1) inhibitor. Fomepizole hydrochloride is a competitive inhibitor of the enzyme alcohol dehydrogenase. Fomepizole hydrochloride blocks further conversion of methanol and ethylene glycol to toxic metabolites. Fomepizole hydrochloride has the potential for an antidote for ethylene glycol or methanol poisoning[1][2][3].

[Related Catalog]:

Signaling Pathways >> Metabolic Enzyme/Protease >> Cytochrome P450

Research Areas >> Metabolic Disease

[Target]

CYP2E1

[In Vivo]

Pretreatment with Fomepizole (4-Methylpyrazole; 25 mg/kg; IP) prolongs ethanol neurobehavioral toxicity in CD-1 mice[4] Animal Model: Male CD-1 mice weighing 18-25 g[4] Dosage: 25 mg/kg Administration: IP; single dose Result: Decreased the dose of ethanol (1-5 g/kg; IP) at which 50% of the animals failed a particular outcome test (toxic dose 50; TD50).

[References]

[1]. Casavant MJ. Fomepizole in the treatment of poisoning. Pediatrics. 2001 Jan;107(1):170.

[2]. Lepik KJ, et al. Adverse drug events associated with the antidotes for methanol and ethylene glycol poisoning: a comparison of ethanol and fomepizole. Ann Emerg Med. 2009 Apr;53(4):439-450.e10.

[3]. Garrett Rampon, et al. Use of fomepizole as an adjunct in the treatment of acetaminophen overdose: a case series. Toxicology Communications. Volume 4, 2020 - Issue 1.

[4]. Páez AM, et al. Effects of 4-methylpyrazole on ethanol neurobehavioral toxicity in CD-1 mice. Acad Emerg Med. 2004 Aug;11(8):820-6.

Chemical & Physical Properties

[ Melting Point ]:
157-159 °C

[ Molecular Formula ]:
C₄H₇ClN₂

[ Molecular Weight ]:
118.56500

[ Exact Mass ]:
118.03000

[ PSA ]:
28.68000

[ LogP ]:
1.52010

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
36/37/38

[ Safety Phrases ]:
26-36

[ RIDADR ]:
NONH for all modes of transport

[ HS Code ]:
2933199090

Customs

[ HS Code ]: 2933199090

[ Summary ]:
2933199090. other compounds containing an unfused pyrazole ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Czech mass methanol outbreak 2012: epidemiology, challenges and clinical features.

Clin. Toxicol. (Phila.) 52(10) , 1013-24, (2014)

Methanol poisonings occur frequently globally, but reports of larger outbreaks where complete clinical and laboratory data are reported remain scarce. The objective of the present study was to report ...

Locally-generated acetaldehyde is involved in ethanol-mediated LTP inhibition in the hippocampus.

Neurosci. Lett. 537 , 40-3, (2013)

Consistent with the ability of severe alcohol intoxication to impair memory, high concentrations of ethanol (60mM) acutely inhibit long-term potentiation (LTP) in the CA1 region of rat hippocampal sli...

Population pharmacokinetics of doxapram in low-birth-weight Japanese infants with apnea.

Eur. J. Pediatr. 174(4) , 509-18, (2015)

This study aimed to determine the population pharmacokinetics of doxapram in low-birth-weight (LBW) infants. A total of 92 serum concentration measurements that were obtained from 34 Japanese neonates...