Bifonazole
Bifonazole
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Bifonazole

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Catalog Number PR60628968
CAS 60628-96-8
Description Imidazole antifungal agent
Synonyms Bay H-4502
Molecular Weight 310.39
Molecular Formula C22H18N2
Purity >99%
Color White to off-white
Drug Categories Anti-Infective Agents; Antifungal Agents; Antifungals for Dermatological Use; Antifungals for Topical Use; Azole Antifungals; Cytochrome P-450 CYP2E1 Inhibitors; Cytochrome P-450 CYP2E1 Inhibitors (strength unknown); Cytochrome P-450 CYP3A Inhibitors; Cytochrome P-450 CYP3A4 Inhibitors; Cytochrome P-450 CYP3A4 Inhibitors (weak); Cytochrome P-450 Enzyme Inhibitors; Dermatologicals; Imidazole and Triazole Derivatives
Drug Interactions Abemaciclib-The metabolism of Abemaciclib can be decreased when combined with Bifonazole.
Acalabrutinib-The metabolism of Acalabrutinib can be decreased when combined with Bifonazole.
Acenocoumarol-The serum concentration of Acenocoumarol can be increased when it is combined with Bifonazole.
Acetaminophen-Bifonazole may increase the hepatotoxic activities of Acetaminophen.
Albendazole-The metabolism of Albendazole can be decreased when combined with Bifonazole.
Half-Life 1-2 hours
Physical State Solid
Registration/Documentation Information DMF in preparation
Type Small Molecule
Pharmacology

Indications

Bifonazole is primarily indicated for the treatment of a variety of topical fungal infections. It is particularly effective against athlete's foot, also known as tinea pedis. This antifungal agent is utilized in clinical settings to manage such infections efficiently, providing relief from symptoms and promoting healing.

Pharmacodynamics

As an imidazole antifungal agent, bifonazole exerts its therapeutic effects by compromising the cell membranes of fungi and yeasts. This disruption inhibits the synthesis of ergosterol, a critical component of fungal cell membranes, thereby killing the fungi and preventing their proliferation.

Absorption

The absorption of bifonazole through topical application is minimal, with only 0.6% of the applied dose being absorbed into the systemic circulation. However, in the presence of skin lesions, the absorption rate can increase to approximately 2.5%, reflecting the variability in absorption depending on skin integrity.

Metabolism

Bifonazole undergoes hepatic metabolism.

Mechanism of Action

Bifonazole functions by inhibiting the synthesis of ergosterol, a critical component of fungal cell membranes. It achieves this by destabilizing the cytochrome P450 51 enzyme, also known as lanosterol 14-alpha demethylase, which plays a pivotal role in maintaining the integrity of the fungal cell membrane structure. The inhibition of this enzyme disrupts ergosterol production, leading to the formation of pores within the cell membrane. Fungal cell membranes are essential for their survival, as they prevent the entry of harmful substances and maintain cellular integrity by keeping the cell's contents contained. By compromising the membrane structure, Bifonazole induces leakage of vital cellular components, ultimately resulting in the death of the fungal cells.

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