ChemicalBook > CAS DataBase List > 4-Methylpyrazole

4-Methylpyrazole

Product Name
4-Methylpyrazole
CAS No.
7554-65-6
Chemical Name
4-Methylpyrazole
Synonyms
FOMEPIZOLE;4-Methyl-1H-pyrazole;Antizol;fomepizol;Antizol-Vet;AKOS B014452;Antizol (TN);4-Fomepizole;4-Methylpyrazol;4-methyl-pyrazol
CBNumber
CB8233079
Molecular Formula
C4H6N2
Formula Weight
82.1
MOL File
7554-65-6.mol
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4-Methylpyrazole Property

Melting point:
13°C
Boiling point:
99-100 °C6 mm Hg(lit.)
Density 
0.993 g/mL at 25 °C(lit.)
vapor pressure 
7.136-87.85Pa at 20-50℃
refractive index 
n20/D 1.495(lit.)
Flash point:
205 °F
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
soluble
pka
14.95±0.50(Predicted)
form 
Liquid After Melting
color 
Clear colorless to yellow
Specific Gravity
0.993
Water Solubility 
soluble
Sensitive 
Hygroscopic
Merck 
14,4226
BRN 
105204
LogP
1.097 (est)
CAS DataBase Reference
7554-65-6(CAS DataBase Reference)
NIST Chemistry Reference
4-methylpyrazole(7554-65-6)
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Safety

Hazard Codes 
Xn
Risk Statements 
22-36/37/38
Safety Statements 
26-36-24/25
RIDADR 
2810
WGK Germany 
3
RTECS 
UQ7350000
F 
10-23
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
29331990
Toxicity
LD50 (7 days) in mice, rats (mmol/kg): 3.8, 3.8 i.v.; 7.8, 6.5 orally (Magnusson)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
222569
Product name
Fomepizole
Purity
99%
Packaging
1g
Price
$147
Updated
2024/03/01
Sigma-Aldrich
Product number
222569
Product name
Fomepizole
Purity
99%
Packaging
5g
Price
$642
Updated
2024/03/01
TCI Chemical
Product number
M0774
Product name
4-Methylpyrazole
Purity
>98.0%(GC)
Packaging
1g
Price
$92
Updated
2024/03/01
TCI Chemical
Product number
M0774
Product name
4-Methylpyrazole
Purity
>98.0%(GC)
Packaging
5g
Price
$276
Updated
2024/03/01
Alfa Aesar
Product number
A18083
Product name
4-Methyl-1H-pyrazole, 97+%
Packaging
1g
Price
$75.65
Updated
2024/03/01
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4-Methylpyrazole Chemical Properties,Usage,Production

Description

Fomepizole is a competitive inhibitor of alcohol dehydrogenase, the enzyme that catalyzes metabolism of ethylene glycol and methanol to toxic metabolites. At 10 μM in monkeys, it can prevent the formation of toxic alcohol metabolites that generate metabolic acidosis. This compound is typically used as an antidote for ethylene glycol or methanol poisoning.

Description

Fomepizole is the first drug indicated as an antidote for ethylene glycol poisoning (it has also shown promise as a treatment for methanol poisoning). Fomepizole is 4-methyl-1H-pyrazole active as a synthetic alcohol dehydrogenase inhibitor, blocking the formation of toxic ethylene glycol metabolites which are responsible for a severe metabolic acidosis and renal failure. In limited human studies, it reversed the toxicity of potentially lethal doses of ethylene glycol. The main urinary metabolite has been reported to be 4-carboxypyrazole by oxidation of the methyl group. Compared with the current treatment (ethanol), the duration of action is longer and the safety is improved, with no toxic effects reported.

Chemical Properties

clear colourless to yellowish liquid after melting

Originator

Orphan Medical (US)

Uses

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.

Uses

Useful as an antidote in methanol and ethylene glycol poisoning.

Uses

Antidote in methanol or ethylene glycol poisoning;Alcohol dehydrogenase inhibitor

Uses

antidote to ethylene glycol or methanol poisoning

Definition

ChEBI: A member of the class of pyrazoles that is 1H-pyrazole substituted by a methyl group at position 4.

Manufacturing Process

Preparation of 4-methylpyrazole
1.0 g (6.67 mmol) of sodium iodide is added to a suspension of 560 g (4.0 mol) of 70% strength sulfuric acid and 62.5 g (1.0 mol) of 80% strength hydrazine hydrate and, at 125°C, 86.4 g (1.2 mol) of isobutyraldehyde are pumped under the surface of the suspension over the course of 2 hours using a metering pump. During and up to 100 min after the addition of isobutyraldehyde, a total of 175 g of water was distilled out, with the temperature of the mixture rising to 135°C. The solution is cooled and adjusted to pH 8.6 with 820 g (5.125 mol) of 25% strength sodium isobutyraldehyde hydroxide solution and is extracted with isobutanol. The combined extracts are concentrated to 82 g in a rotary evaporator and then distilled. The main fraction (boiling point 82°C/7 mbar; 49 g) consists of 82% 4-methylpyrazole. Yield: 49% of theory.

brand name

Antizol (Jazz).

Therapeutic Function

Antidote

General Description

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

Biochem/physiol Actions

Alcohol dehydrogenase inhibitor.

4-Methylpyrazole Preparation Products And Raw materials

Raw materials

Preparation Products

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4-Methylpyrazole Suppliers

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View Lastest Price from 4-Methylpyrazole manufacturers

Zhuozhou Wenxi import and Export Co., Ltd
Product
4-Methylpyrazole 7554-65-6
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-06-27
Career Henan Chemical Co
Product
4-Methylpyrazole 7554-65-6
Price
US $1.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
Customized
Release date
2018-12-19

7554-65-6, 4-MethylpyrazoleRelated Search:

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  • 1H-Pyrazole, 4-methyl-
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  • 4-Methylpyrazol
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  • Pyrazole, 4-methyl-
  • 4-METHYLPYRRAZOLE
  • 4-METHYLPYRAZOLE
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  • FOMEPIZOLE
  • ART-CHEM-BB B014452
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  • 4-Methylpyrazole,98%
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  • 4-Methylpyrazole, 97+%
  • 4-Methyl-1H-pyrazole, 97+%
  • Antizol
  • Antizol-Vet
  • Antizol (TN)
  • Fomepizol [INN-Spanish]
  • Fomepizole (USAN/INN)
  • Fomepizole [USAN:INN]
  • Fomepizolum [INN-Latin]
  • Fomepizole, >=98%
  • 4-Methyl-1H-pyrazol
  • 4-Methylpyrazole&gt
  • 4-Fomepizole
  • Antizol-Vet|||4-Methylpyrazole|||Antizol
  • 7554-65-6
  • 7544-65-6
  • Pyrazoles
  • Imidazoles, Pyrroles, Pyrazoles, Pyrrolidines
  • Bioactive Small Molecules
  • Building Blocks
  • C3 to C5
  • Cell Biology
  • Chemical Synthesis
  • F
  • Heterocyclic Building Blocks
  • Pyrazoles