Terbinafine hydrochloride

SKU: orb1308695

Description

Terbinafine hydrochloride (KWD 2019) is a synthetic allylamine antifungal agent related to naftifine. It exhibits potent activity against dermatophytes and is widely used in both in vitro assays and in vivo models to study antifungal mechanisms and efficacy.

Research Area

Infectious Disease & Virology

Key Properties

• CAS Number: 78628-80-5
• MW: 327.89
• Purity: 99.95% (May vary between batches)
• Formula: C₂₁H₂₆ClN
• SMILES: Cl.CN(C\C=C\C#CC(C)(C)C)Cc1cccc2ccccc12
• Target: Antibiotic,Antibacterial,Antifungal
• Solubility: 10% DMSO+40% PEG300+5% Tween 80+45% Saline:2 mg/mL (6.1 mM);DMSO:60 mg/mL (182.99 mM)

Bioactivity

• Target IC50:
  SE:30 nM(ki)
• In Vivo:
  Terbinafine demonstrates efficacy both as a topical application and through oral administration in experimental dermatophytoses. Notably, in guinea pigs infected with fungi, a significant decrease in skin temperature is observed after the fourth terbinafine treatment.
• In Vitro:
  Terbinafine (50 μM to 100 μM) inhibits only marginally the metabolism of ethoxycoumarin (CYP1A2), tolbutamide (CYP2C9), or ethynylestradiol, CsA, and cortisol. Terbinafine proves to be a potent inhibitor of the CYP2D6-mediated dextromethorphan O-demethylation and bufuralol 1-hydroxylation with IC50values of 0.2 μM and 0.25 μM, respectively. Terbinafine is highly activ Aspergillus isolates (minimum inhibitory concentration [MIC] 0.01 to 2 mg/mL) with a primary fungicidal action (minimum fungicidal concentration [MFC] 0.02 to 4 mg/mL). Terbinafine inhibits dextromethorphan O-demethylation with an apparent Ki ranging from 28 to 44 nM in human hepatic microsomes and averaging 22.4 nM for the heterologously expressed enzymes. Terbinafine shows a very strong activity in vitro against Penicillium spp., Paecilomyces spp., Trichoderma spp., Acremonium spp. and Arthrographis spp. with GMs <1 mg/L. Terbinafine decreases the levels of phosphorylated extracellular signal-regulated kinase (ERK). Terbinafine might cause a decrease of MEK, which in turn up-regulates p53 through the inhibition of ERK phosphorylation, and finally causes an increase of p21expression and cell-cycle arrest.

Storage & Handling

• Storage: Powder: -20°C for 3 years | In solvent: -80°C for 1 year | Shipping with blue ice/Shipping at ambient temperature.
• Expiration Date: 12 months from date of receipt.
• Disclaimer: For research use only

Alternative Names

squalene epoxidase, TDT067 Hydrochloride, TDT-067 Hydrochloride, TDT 067, TDT 067 Hydrochloride, TDT 067 hydrochloride, TDT067, TDT-067, Terbinafine, Terbinafine HCl, Terbinafine hydrochloride, Terbinafine Hydrochloride, Candida, bacteria, Bacterial, antibacterial activity, Antibiotic, inhibit, KWD 2019, KWD2019, KWD-2019, infections, Inhibitor, Fungal

Compound Identifiers

PubChem CID

5282481