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Sigma-Aldrich

Fomepizole

99%

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Synonym(s):
4-Methylpyrazole
Empirical Formula (Hill Notation):
C4H6N2
CAS Number:
7554-65-6
Molecular Weight:
82.10
Beilstein:
105204
EC Number:
231-445-0
MDL number:
MFCD00005245
PubChem Substance ID:
24853343
NACRES:
NA.22

Assay

99%

refractive index

n20/D 1.495 (lit.)

bp

99-100 °C/6 mmHg (lit.)

solubility

alcohol: soluble(lit.)
water: soluble(lit.)

density

0.993 g/mL at 25 °C (lit.)

SMILES string

Cc1cn[nH]c1

InChI

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

InChI key

RIKMMFOAQPJVMX-UHFFFAOYSA-N

Gene Information

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

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General description

4-Methylpyrazole inhibits CYP2E1 activity. It also acts as alcohol dehydrogenase inhibitor.

Application

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.

Useful as an antidote in methanol and ethylene glycol poisoning.

Biochem/physiol Actions

Alcohol dehydrogenase inhibitor
Alcohol dehydrogenase inhibitor.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302 - H315 - H319 - H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

204.8 °F - closed cup

Flash Point(C)

96 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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