4-Methylpyrazole

ChemicalBook > CAS DataBase List > 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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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

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AKOS B014452

fomepizol

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ART-CHEM-BB B014452

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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

7554-65-6

7544-65-6

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