4-methyl pyrazole
1H-pyrazole, 4-methyl-
 
Notes:
alcohol dehyrogenase inhibitor.
  • BOC Sciences
    • BOC Sciences
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      Quality supplier of research chemicals and biochemicals including inhibitors, building blocks, GMP Products, impurities and metabolites, APIs for Veterinary, Natural Compounds, ADCs, Stem Cell Molecule and chiral compounds.
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      Product(s):
      7554-65-6 4-Methylpyrazole 98%
      4-Methylpyrazole is a competitive inhibitor of alcohol dehydrogenase, which catalyzes metabolism of ethylene glycol and methanol to toxic metabolites. It is used as an antidote for ethylene glycol or methanol poisoning. It may be used alone or in combina 4-Methylpyrazole is used as an antidote for ethylene glycol or methanol poisoning. It also inhibits CYP2E1 activity.
       
       
  • Endeavour Specialty Chemicals
    • Endeavour Specialty Chemicals Ltd
      Expertise in high impact aroma chemicals
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      ZPZ0040 4-Methylpyrazole
       
  • Penta International
    • Penta International Corporation
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      Product(s):
      13-67500 4-METHYL PYRAZOLE
       
  • Robinson Brothers
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CAS Number: 7554-65-6Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg: 231-445-0
FDA UNII: 83LCM6L2BY
Nikkaji Web: J35.396E
Beilstein Number: 0105204
MDL: MFCD00005245
XlogP3: 1.40 (est)
Molecular Weight: 82.10582000
Formula: C4 H6 N2
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: pharmaceuticals / chemical synthisis
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Specific Gravity: 0.99300 @  25.00 °C.
Boiling Point: 206.00 °C. @ 760.00 mm Hg
Vapor Pressure: 0.050000 mmHg @ 25.00 °C. (est)
Flash Point: 205.00 °F. TCC ( 96.11 °C. )
logP (o/w): 1.097 (est)
Soluble in:
 water, 3.937e+004 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
BOC Sciences
For experimental / research use only.
4-Methylpyrazole 98%
Odor: characteristic
Use: 4-Methylpyrazole is a competitive inhibitor of alcohol dehydrogenase, which catalyzes metabolism of ethylene glycol and methanol to toxic metabolites. It is used as an antidote for ethylene glycol or methanol poisoning. It may be used alone or in combina 4-Methylpyrazole is used as an antidote for ethylene glycol or methanol poisoning. It also inhibits CYP2E1 activity.
Endeavour Specialty Chemicals
4-Methylpyrazole
Speciality Chemical Product Groups
Penta International
4-METHYL PYRAZOLE
Robinson Brothers
4-Methylpyrazole
https://www.robinsonbrothers.uk/chemistry-competences
Santa Cruz Biotechnology
For experimental / research use only.
Fomepizole ≥97%
Sigma-Aldrich: Aldrich
For experimental / research use only.
Fomepizole 99%
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Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
intravenous-mouse LD50  310 mg/kg
Experientia. Vol. 28, Pg. 1198, 1972.

oral-mouse LD50  640 mg/kg
Experientia. Vol. 28, Pg. 1198, 1972.

intravenous-rat LD50  310 mg/kg
Experientia. Vol. 28, Pg. 1198, 1972.

oral-rat LD50  534 mg/kg
Experientia. Vol. 28, Pg. 1198, 1972.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: pharmaceuticals / chemical synthisis
Recommendation for 4-methyl pyrazole usage levels up to:
 not for fragrance use.
 
Recommendation for 4-methyl pyrazole flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
ClinicalTrials.gov: search
Daily Med: search
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 3406
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 4-methyl-1H-pyrazole
Chemidplus: 0007554656
RTECS: UQ7350000 for cas# 7554-65-6
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References:
 4-methyl-1H-pyrazole
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 3406
Pubchem (sid): 134986543
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEBI: View
CHEMBL: View
KEGG (GenomeNet): C07837
HMDB (The Human Metabolome Database): Search
Export Tariff Code: 2933.19.5000
ChemSpider: View
Wikipedia: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 not found in nature
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Synonyms:
 antizol
 fomepizole
4-methyl-1H-pyrazole
4-methylpyrazole
4-MP
1H-pyrazole, 4-methyl-
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Articles:
PubMed: Identification of trans,trans-2,4-decadienal metabolites in mouse and human cells using liquid chromatography-mass spectrometry.
PubMed: The involvement of several enzymes in methanol detoxification in Drosophila melanogaster adults.
PubMed: The involvement of cytochrome P450 monooxygenases in methanol elimination in Drosophila melanogaster larvae.
PubMed: The endogenous cannabinoid 2-arachidonoylglycerol is intravenously self-administered by squirrel monkeys.
PubMed: Para-nitrophenol hydroxylation by fish liver microsomes: kinetics and effect of selective cytochrome P450 inhibitors.
PubMed: In vitro biotransformation and investigation of metabolic enzymes possibly responsible for the metabolism of bisdesoxyolaquindox in the liver fractions of rats, chicken, and pigs.
PubMed: Effect of lycopene on caspase-3 enzyme activation in liver of methanol-intoxicated rats: comparison with fomepizole.
PubMed: [Application in veterinary and human clinical toxicology].
PubMed: Fomepizole: a critical assessment of current dosing recommendations.
PubMed: Antiobesity effects of the novel in vivo neutral cannabinoid receptor antagonist 5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-3-hexyl-1H-1,2,4-triazole--LH 21.
PubMed: Potential modulation of plasma ghrelin and glucagon-like peptide-1 by anorexigenic cannabinoid compounds, SR141716A (rimonabant) and oleoylethanolamide.
PubMed: Endocannabinoids link feeding state and auditory perception-related gene expression.
PubMed: Consumption of high carbohydrate, high fat, and normal chow is equally suppressed by a cannabinoid receptor antagonist in non-deprived rats.
PubMed: Antidote review: fomepizole for methanol poisoning.
PubMed: A peripheral mechanism for CB1 cannabinoid receptor-dependent modulation of feeding.
PubMed: Pretreatment of CD-1 mice with 4-methylpyrazole blocks toxicity from the gamma-hydroxybutyrate precursor, 1,4-butanediol.
PubMed: Reversal of delta 9-THC hyperphagia by SR141716 and naloxone but not dexfenfluramine.
PubMed: Treatment of the alcohol intoxications: ethylene glycol, methanol and isopropanol.
PubMed: The role of alcohols as solvents in the genotoxicity testing of alpha,beta-unsaturated ketones in the SOS chromotest.
PubMed: Constitutive and inducible expression of hepatic CYP2E1 in leptin-deficient ob/ob mice.
PubMed: American Academy of Clinical Toxicology Practice Guidelines on the Treatment of Ethylene Glycol Poisoning. Ad Hoc Committee.
PubMed: Retinoic acid reverses ethanol-induced cardiovascular abnormalities in quail embryos.
PubMed: Therapeutic lessons from traditional Oriental medicine to contemporary Occidental pharmacology.
PubMed: Ethyl carbamate metabolism: in vivo inhibitors and in vitro enzymatic systems.
PubMed: In vivo inhibition of N-nitrosodimethylamine metabolism by 4-methylpyrazole: a model for endogenous nitrosation.
PubMed: Acute inhibition by ethanol of intestinal absorption of glucose and hepatic glycogen synthesis on glucose refeeding after starvation in the rat.
PubMed: An experimental model of self-intoxication in C57 mice.
PubMed: Voluntary consumption of ethanol and its consequences in C57 mice treated with 4-methylpyrazole.
PubMed: Uninterrupted prolonged ethanol oxidation as a main pathogenetic factor of alcoholic liver damage: evidence from a new liquid diet animal model.
PubMed: Aldehyde dehydrogenase inhibitors and voluntary ethanol drinking by rats.
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