2075-45-8
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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Structural Analogs
-
Similarity Score 0.82
HY-I03124-Iodopyrazole -
Similarity Score 0.81
HY-B0876Fomepizole -
Similarity Score 0.79
HY-B0876AFomepizole hydrochloride -
Similarity Score 0.76
HY-W0022264-Bromo-1H-imidazole -
Similarity Score 0.76
HY-33914R4-Hydroxymethylpyrazole (Standard) -
Similarity Score 0.74
HY-W0076814-Bromo-1H-pyrazol-3-amine -
Similarity Score 0.73
HY-W0080175-Bromopyrimidine -
Similarity Score 0.72
HY-W002065R4-Carboxypyrazole (Standard) -
Similarity Score 0.72
HY-W0024584-Nitropyrazole -
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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.
