Bifonazole

SKU: orb1224488

Description

Bifonazole is an azole antifungal drug. (In Vitro):Bifonazole (Bay H-4502), a new broad-spectrum antimycotic, interferes with sterol biosynthesis. In dermatophytes bifonazole additionally inhibits directly HMG-CoA-reductase. bifonazole possesses a sequential mode of action, namely inhibition of cytochrome P450-dependent C14-demethylation of sterols and direct inhibition of HMG-CoA-reductase. In vitro Bifonazole (Bay H-4502) shows a strongly pH-dependent efficacy. The uptake kinetics of Bifonazole (Bay H-4502) have been measured with different pathogens. Bifonazole (Bay H-4502) additionally leads to a generally decreased rate of sterol biosynthesis as compared to clotrimazole, due to a direct inhibition of microsomal HMG-CoA-reductase. The additional fungicidal effects of Bifonazole (Bay H-4502) are considered to originate from a sequential action by inhibition of HMG-CoA-reductase and of cytochrome P450. Bifonazole (Bay H-4502) were affected by choice of medium with Kimmig's agar generally giving the lowest MIC's. Bifonazole MICs were shown to vary with pH (maximal activity at pH 6.5) with selected yeasts when tested on Kimmig's agar.

Key Properties

• CAS Number: 60628-96-8
• MW: 310.39
• Purity: >98% (HPLC)
• Formula: C₂₂H₁₈N₂
• SMILES: C1=CC=CC(=C1)C(C2=CC=C(C=C2)C3=CC=CC=C3)N4C=NC=C4
• Target: Others| CYP51
• Solubility: Ethanol: 20 mg/mL (64.43 mM); DMSO: 62 mg/mL (199.74 mM)

Bioactivity

• In Vitro:
  Bifonazole (Bay H-4502), a new broad-spectrum antimycotic, interferes with sterol biosynthesis. In dermatophytes bifonazole additionally inhibits directly HMG-CoA-reductase. bifonazole possesses a sequential mode of action, namely inhibition of cytochrome P450-dependent C14-demethylation of sterols and direct inhibition of HMG-CoA-reductase. In vitro Bifonazole (Bay H-4502) shows a strongly pH-dependent efficacy. The uptake kinetics of Bifonazole (Bay H-4502) have been measured with different pathogens. Bifonazole (Bay H-4502) additionally leads to a generally decreased rate of sterol biosynthesis as compared to clotrimazole, due to a direct inhibition of microsomal HMG-CoA-reductase. The additional fungicidal effects of Bifonazole (Bay H-4502) are considered to originate from a sequential action by inhibition of HMG-CoA-reductase and of cytochrome P450. Bifonazole (Bay H-4502) were affected by choice of medium with Kimmig's agar generally giving the lowest MIC's. Bifonazole MICs were shown to vary with pH (maximal activity at pH 6.5) with selected yeasts when tested on Kimmig's agar.

Storage & Handling

• Storage: Storage temperature: -20°C. Stability: ≥ 2 years
• Expiration Date: 12 months from date of receipt.
• Disclaimer: For research use only

Alternative Names

BAY-h 4502 | (±)-Bifonazole

Quick Database Links

Gene Symbol

Others| CYP51