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Merck
CN

222569

Fomepizole

99%

Synonym(s):

4-Methylpyrazole

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About This Item

Empirical Formula (Hill Notation):
C4H6N2
CAS Number:
7554-65-6
Molecular Weight:
82.10
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24853343
EC Number:
231-445-0
Beilstein/REAXYS Number:
105204
MDL number:
MFCD00005245

Key Documents

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Product Name

Fomepizole, 99%

InChI key

RIKMMFOAQPJVMX-UHFFFAOYSA-N

InChI

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

SMILES string

Cc1cn[nH]c1

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.)

Gene Information

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

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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.

General description

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

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

204.8 °F - closed cup

flash_point_c

96 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
0000144428
0000136354
0000136355
0000117046
0000124987

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Marisa Battistella
The Annals of pharmacotherapy, 36(6), 1085-1089 (2002-05-23)
To assess the use of fomepizole in the treatment of ethylene glycol poisoning in the absence of hemodialysis. A MEDLINE search (1966-May 2001) of English-language literature pertaining to the use of fomepizole in ethylene glycol poisoning was performed. Key search
Jafar Shahraki et al.
Iranian journal of pharmaceutical research : IJPR, 12(4), 829-844 (2014-02-14)
In this research, we investigated the cytotoxic mechanisms of Cochlodinium polykrikoidescell lysate on isolated rat liver hepatocytes.This micro algae is responsible for a severe and widespread harmful algal bloom in the Persian Gulf and Gulf of Oman (2008-2009). Isolated hepatocytes
Mild Conditions for Copper-Catalysed N-Arylation of Pyrazoles
Cristau H-J, et al.
European Journal of Organic Chemistry, 2004(4), 695-709 (2004)
Synthesis and characterization of potential antitumour and antiviral gallium (III) complexes of N-heterocycles
Kratz F, et al.
Polyhedron, 11(4), 487-498 (1992)
Nitropyrazoles 17. Synthesis of 1-(3, 5-dinitrophenyl)-4-methyl-3, 5-dinitropyrazole and the study of its chemical transformations
Zaitsev AA, et al.
Russian Chemical Bulletin, 58(10), 2122-2128 (2009)
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