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Merck

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
Assay:
99%

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
0000136355
0000136354
0000117046
0000124988

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Amanda M Barkley-Levenson et al.
Brain sciences, 11(1) (2021-01-23)
Central nervous system (CNS) hyperexcitability is a clinically significant feature of acute ethanol withdrawal. There is evidence for a genetic contribution to withdrawal severity, but specific genetic risk factors have not been identified. The gene glyoxalase 1 (Glo1) has been
Samjhana Thapaliya et al.
Autophagy, 10(4), 677-690 (2014-02-05)
Patients with alcoholic cirrhosis and hepatitis have severe muscle loss. Since ethanol impairs skeletal muscle protein synthesis but does not increase ubiquitin proteasome-mediated proteolysis, we investigated whether alcohol-induced autophagy contributes to muscle loss. Autophagy induction was studied in: A) Human
J Samuelson et al.
Archives of medical research, 23(2), 31-33 (1992-01-01)
Ethanol is the major metabolic product of glucose fermentation by the protozoan parasite E. histolytica under the anaerobic conditions found in the lumen of the colon. With the goal of finding new targets for anti-amebic drugs, the E. histolytica NADP(+)-dependent
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)
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
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