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M1387

4-Methylpyrazole hydrochloride

Name: 4-Methylpyrazole hydrochloride
Brand: SIGMA

alcohol dehydrogenase inhibitor

Synonym(s):

Fomepizole

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About This Item

Empirical Formula (Hill Notation):

C₄H₆N₂ · HCl

CAS Number:

56010-88-9

Molecular Weight:

118.56

NACRES:

NA.77

PubChem Substance ID:

24278534

MDL number:

MFCD00012707

UNSPSC Code:

12352100

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Properties

biological source

synthetic (organic)

Quality Level

200

assay

≥95%

form

powder

mp

157-159 °C

solubility

methanol: 100 mg/mL, clear, colorless to yellow

storage temp.

2-8°C

SMILES string

Cl.Cc1cn[nH]c1

InChI

1S/C4H6N2.ClH/c1-4-2-5-6-3-4;/h2-3H,1H3,(H,5,6);1H

InChI key

PUCXJHNDMYZOHG-UHFFFAOYSA-N

Gene Information

human ... ADH1A(124), ADH1B(125), ADH1C(126)

Description

Application

4-Methylpyrazole hydrochloride has been used:

as a cytochrome P450 2E1 inhibitor
as cytochrome P450 2E1 and alcohol dehydrogenase inhibitor in 1C11 neural progenitor cells
to inhibit ethanol oxidation in VL-17A cells expressing alcohol dehydrogenase and HepG2 cells

Useful as an antidote in methanol and ethylene glycol poisoning.

Biochem/physiol Actions

4-Methylpyrazole (4MP) inhibits ethanol oxidation in liver microsomes. It also blocks the c-Jun N-terminal kinase (JNK) activation in in vitro liver injury models.

Alcohol dehydrogenase inhibitor

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Medication errors associated with the use of ethanol and fomepizole as antidotes for methanol and ethylene glycol poisoning.

Katherine J Lepik et al.

Clinical toxicology (Philadelphia, Pa.), 49(5), 391-401 (2011-07-12)

Little is known about medication errors which occur with the antidotes ethanol and fomepizole, used for treatment of methanol and ethylene glycol poisoning. Study objectives were to describe and compare the frequency, type, outcome and underlying causes of medication errors

High-throughput screening for growth inhibitors using a yeast model of familial paraganglioma.

Irina Bancos et al.

PloS one, 8(2), e56827-e56827 (2013-03-02)

Classical tumor suppressor genes block neoplasia by regulating cell growth and death. A remarkable puzzle is therefore presented by familial paraganglioma (PGL), a neuroendocrine cancer where the tumor suppressor genes encode subunits of succinate dehydrogenase (SDH), an enzyme of the

Kinetics and metabolism of fomepizole in healthy humans.

Kenneth E McMartin et al.

Clinical toxicology (Philadelphia, Pa.), 50(5), 375-383 (2012-05-05)

Fomepizole, a potent inhibitor of alcohol dehydrogenase, has replaced ethanol as antidote for methanol and ethylene glycol intoxications because of a longer duration of action and fewer adverse effects. Prior human studies have indicated that single doses of fomepizole are

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Global Trade Item Number

SKU	GTIN
M1387-100MG	04061834038214
M1387-1G	04061826691663
M1387-500MG	04061832948157