2075-45-8
Chemical Structure
4-Bromopyrazole
- CAS No.: 2075-45-8
- Formula:C3H3BrN2
- Molecular Weight:146.97
IUPAC Name: 4-bromo-1H-pyrazole
InChIKey: WVGCPEDBFHEHEZ-UHFFFAOYSA-N
SMILES: BrC1=CNN=C1
Biological Activity: 4-Bromopyrazole is an orally active alcohol dehydrogenase inhibitor that crosses the blood-brain barrier, with an IC50 of 1 μM. 4-Bromopyrazole inhibits Src, VEGFR2 Y1175, and ERK1/2 phosphorylation, and competitively inhibits octanol oxidation. 4-Bromopyrazole is used in research on alcoholism, triple-negative breast cancer, trichomoniasis, and Meloidogyne incognita infection[1][2][3][4][5][6][7].
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4-Bromopyrazole | 99.79% | 4-Bromopyrazole is an orally active alcohol dehydrogenase inhibitor that crosses the blood-brain barrier, with an IC50 of 1 μM. 4-Bromopyrazole inhibits Src, VEGFR2 Y1175, and ERK1/2 phosphorylation, and competitively inhibits octanol oxidation. 4-Bromopyrazole is used in research on alcoholism, triple-negative breast cancer, trichomoniasis, and Meloidogyne incognita infection. | ||||||||||||||||||||
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4-Hydroxymethylpyrazole (Standard) | ≥98% | 4-Hydroxymethylpyrazole (Standard) is the analytical standard of 4-Hydroxymethylpyrazole (HY-33914). This product is intended for research and analytical applications. 4-Hydroxymethylpyrazole is the major phase I oxidative metabolite of 4-Methylpyrazole (HY-B0876) in rats and can be further oxidized to form 4-Carboxypyrazole (HY-W002065). 4-Hydroxymethylpyrazole acts as a substrate and competitive inhibitor of alcohol dehydrogenase (ADH). 4-Hydroxymethylpyrazole can be used in metabolism-related research. | ||||||||||||||||||||
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Fomepizole | 99.78% | Fomepizole (4-Methylpyrazole) is a potent cytochrome P450 (CYP2E1) inhibitor. Fomepizole is a competitive inhibitor of the enzyme alcohol dehydrogenase. Fomepizole blocks further conversion of methanol and ethylene glycol to toxic metabolites. Fomepizole has the potential for an antidote for ethylene glycol or methanol poisoning. | ||||||||||||||||||||
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Fomepizole hydrochloride | 99.85% | Fomepizole (4-Methylpyrazole) hydrochloride is a potent and orally active cytochrome P450 (CYP2E1) inhibitor. Fomepizole hydrochloride is a competitive inhibitor of the enzyme alcohol dehydrogenase. Fomepizole hydrochloride blocks further conversion of methanol and ethylene glycol to toxic metabolites. Fomepizole hydrochloride has the potential for an antidote for ethylene glycol or methanol poisoning. | ||||||||||||||||||||
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4-Iodopyrazole | 99.64% | 4-Iodopyrazole is a biochemical reagent that can be used as a biological material or organic compound for life science related research. | ||||||||||||||||||||
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4-Carboxypyrazole (Standard) | ≥98% | 4-Carboxypyrazole (Standard) is the analytical standard of 4-Carboxypyrazole (HY-W002065). This product is intended for research and analytical applications. 4-Carboxypyrazole is a pyrazole metabolite and a human liver alcohol dehydrogenase ligand. It is a metabolite of 4-methylpyrazole in mice and rats and does not inhibit the enzyme when methanol is used as a substrate. 4-Carboxypyrazole can be used in studies related to alcohol dehydrogenase metabolism. | ||||||||||||||||||||
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4-Bromo-1H-imidazole | 99.69% | 4-Bromo-1H-imidazole is a biochemical reagent that can be used as a biological material or organic compound for life science related research. | ||||||||||||||||||||
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4-Nitropyrazole | 99.99% | 4-Nitropyrazole is a five-membered nitrogen-containing heterocyclic compound that can be used as a drug intermediate. 4-Nitropyrazole can be synthesized into antibiotics/antifungal/antiviral agents containing pyrazole rings. 4-Nitropyrazole is synthesized through C-H activation reactions to produce LRRK2 inhibitors, which are used in the research of Parkinson's disease. | ||||||||||||||||||||
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4-(Trifluoromethyl)-1H-pyrazole | 99.86% | 4-(Trifluoromethyl)-1H-pyrazole is a biochemical reagent that can be used as a biological material or organic compound for life science related research. | ||||||||||||||||||||
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4-Bromo-1H-pyrazol-3-amine | 99.82% | 4-Bromo-1H-pyrazol-3-amine is a biochemical reagent that can be used as a biological material or organic compound for life science related research. | ||||||||||||||||||||
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5-Bromopyrimidine | 99.74% | 5-Bromopyrimidine is a biochemical reagent that can be used as a biological material or organic compound for life science related research. | ||||||||||||||||||||
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References
- [1]. Koe BK, et al. Blockade of hepatic aldehyde dehydrogenase in mice on chronic ingestion of 4-bromopyrazole and 4-iodopyrazole. Biochem Pharmacol. 1975 Mar 15;24(6):723-7.
- [2]. Chakraborty A, et al. Cytotoxic Ruthenium(II) Complexes of Pyrazolylbenzimidazole Ligands That Inhibit VEGFR2 Phosphorylation. Inorganic chemistry. 2021 Dec 06;60(23):18379-18394.
- [3]. Kojo A, et al. Inducibility of P450Coh by pyrazole and its derivatives. Biochemical pharmacology. 1991 Oct 09;42(9):1751-9.
- [4]. Svensson S, et al. A novel subtype of class II alcohol dehydrogenase in rodents. Unique Pro(47) and Ser(182) modulates hydride transfer in the mouse enzyme. J Biol Chem. 1999 Oct 15;274(42):29712-9. [Content Brief]
- [5]. Alejandre-Durán E, et al. Mutagenicity study on pyrazole, seven pyrazole derivatives, and two nitroimidazoles with the L-arabinose resistance test of Salmonella typhimurium. Environmental mutagenesis. 1986;8(4):611-9.
- [6]. Kumar R, et al. Green Synthesis, In Silico Molecular Docking, and Evaluation of Pyrazole Derivatives for Their Antifungal and Antinemic Activity. Chemistry & biodiversity. 2026 Aug;23(8):e71586.
- [7]. MacDonald E, et al. Effect of pyrazole, 4-methylpyrazole, 4-bromopyrazole and 4-iodopyrazole on brain noradrenaline levels of mice and rats. Acta pharmacologica et toxicologica. 1976;39(5):513-24.