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Bifonazole

Catalog No. T1187 CAS 60628-96-8

Synonyms: Bay H-4502

Bifonazole (Bay H-4502) acts to destabilize the fungal cytochrome p450 51 enzyme (also known as Lanosterol 14-alpha-demethylase). It works by inhibiting the production of a substance called ergosterol, which is an essential component of fungal cell membranes. This is vital in the cell membrane structure of the fungus. Its inhibition leads to cell lysis. The disruption in production of ergosterol disrupts the cell membrane and causes holes to appear. The cell membranes of fungi are vital for their survival. They keep unwanted substances from entering the cells and stop the contents of the cells from leaking out.

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Bifonazole, CAS 60628-96-8

Pack Size	Availability	Price/USD	Quantity
500 mg	In stock	$ 42.00
1 mL * 10 mM (in DMSO)	In stock	$ 46.00

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Purity: 99.88%

Purity: 99.87%

Biological Description

Chemical Properties

Storage & Solubility Information

Description	Bifonazole (Bay H-4502) acts to destabilize the fungal cytochrome p450 51 enzyme (also known as Lanosterol 14-alpha-demethylase). It works by inhibiting the production of a substance called ergosterol, which is an essential component of fungal cell membranes. This is vital in the cell membrane structure of the fungus. Its inhibition leads to cell lysis. The disruption in production of ergosterol disrupts the cell membrane and causes holes to appear. The cell membranes of fungi are vital for their survival. They keep unwanted substances from entering the cells and stop the contents of the cells from leaking out.
In vitro	Bifonazole, a broad spectrum antifungal agent, inhibits monooxygenase activity and induces a type II binding spectrum in 2B4dH(H226Y), a modified enzyme previously crystallized in the presence of 4-(4-chlorophenyl)imidazole (CPI). [1] Bifonazole (40 mM) releases Ca2+ from the store sensitive to 1 mM thapsigargin, an endopolasmic reticulum Ca2+ pump inhibitor. Bifonazole (40 mM) per se induces capacitative Ca2+ entry while reduces 1 mM thapsigargin-induced capacitative Ca2+ entry. [2] Bifonazole is calmodulin antagonists which most effectively reduce glycolysis and ATP level in B16 melanoma cells. Bifonazole acts through allosteric regulation and detachment of glycolytic enzymes from cytoskeleton. [3] Bifonazole blocks PGE2 formation induced by 2 μm and 4 μm arachidonic acid clearly better than at 6 or 10 μm of the agonist. Bifonazole shows the same characteristics in MC3T3-E1 and UMR-106 cells stimulated by ionomycin or various concentrations of arachidonic acid. [4]
In vivo	Bifonazole, but not clotrimazole, exhibits the characteristics of a peroxisome proliferator including hepatomegaly (increase in liver:body weight ratio), up to a 4-fold induction of lauric acid omega-hydroxylase activity and an 8-fold induction of palmitoyl-CoA oxidation by rat liver peroxisomes. Bifonazole also induces P402B1/2B2, P4503A and P4501A1, but not P4502E1. [5]

Synonyms	Bay H-4502
Molecular Weight	310.39
Formula	C22H18N2
CAS No.	60628-96-8

Storage

Powder: -20°C for 3 years | In solvent: -80°C for 1 year

Solubility Information

DMSO: 58 mg/mL (186.9 mM)

H2O: < 1 mg/mL (insoluble or slightly soluble)

Ethanol: 16 mg/mL (51.5 mM)

References and Literature

1. Zhao Y, et al. J Biol Chem,2006, 281(9), 5973-5981. 2. Cho KJ, et al. Chin J Physiol,2001, 44(3), 97-101. 3. Penso J, et al. Eur J Pharmacol,1998, 342(1), 113-117. 4. Köfeler HC, et al. Br J Pharmacol. 2000 Jul;130(6):1241-6. 5. Sabzevari O, et al. Toxicology,1996, 106(1-3), 19-26.

Related compound libraries

This product is contained In the following compound libraries：

Drug Repurposing Compound Library Anti-Cancer Approved Drug Library Anti-Cancer Active Compound Library Inhibitor Library Anti-Cancer Drug Library Anti-Cancer Clinical Compound Library Bioactive Compound Library NO PAINS Compound Library FDA-Approved & Pharmacopeia Drug Library Antibiotics Library

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Keywords

Bifonazole 60628-96-8 Metabolism Microbiology/Virology P450 Antifungal Antibiotic Bay H 4502 Bay H4502 inhibit Fungal Inhibitor Bay H-4502 inhibitor

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