Investigational Drug Details
| Drug ID: | D247 |
| Drug Name: | Terbinafine |
| Synonyms: | |
| Type: | small molecule |
| DrugBank ID: | DB00857 |
| DrugBank Description: | Terbinafine hydrochloride (Lamisil) is a synthetic allylamine antifungal.[L9065,L9068] It is highly lipophilic in nature and tends to accumulate in skin, nails, and fatty tissues.[A1279] Like other allylamines, terbinafine inhibits ergosterol synthesis by inhibiting the fungal squalene monooxygenase (also called squalene epoxidase), an enzyme that is part of the fungal cell wall synthesis pathway.[A1279,A1281,L9068] Terbinafine hydrochloride was granted FDA approval on 30 December 1992.[L9064] |
| PubChem ID: | 1549008 |
| CasNo: | 91161-71-6 |
| Repositioning for NAFLD: | Yes |
| SMILES: | CN(C\C=C\C#CC(C)(C)C)CC1=CC=CC2=CC=CC=C12 |
| Structure: |
|
| InChiKey: | DOMXUEMWDBAQBQ-WEVVVXLNSA-N |
| Molecular Weight: | 291.4299 |
| DrugBank Targets: | Squalene monooxygenase; Squalene monooxygenase |
| DrugBank MoA: | Terbinafine inhibits the enzyme squalene monooxygenase (also called squalene epoxidase), preventing the conversion of squalene to 2,3-oxydosqualene, a step in the synthesis of ergosterol.[A1279,A1281,L9068] This inhibition leads to decreased ergosterol, which would normally be incorporated into the cell wall, and accumulation of squalene.[A1281,L9068] Generation of a large number of squalene containing vesicles in the cytoplasm may leach other lipids away from, and further weaken, the cell wall.[A1281] |
| DrugBank Pharmacology: | Terbinafine is an allylamine antifungal that inhibits squalene epoxidase (also known as squalene monooxygenase) to prevent the formation of ergosterol and cause an accumulation of squalene, weakening the cell wall of fungal cells.[A1279,A1281,L9068] Terbinafine distributes into tissues and has a long terminal elimination half life, so the duration of action is long.[A1279] Overdose with terbinafine is rare, even above the therapeutic dose, so the therapeutic index is wide.[L9065,L9068] Patients taking oral terbinafine should have liver function tests performed prior to treatment to reduce the risk of liver injury.[L9065] |
| DrugBank Indication: | Terbinafine hydrochloride is indicated to treat fungal skin and nail infections caused by _Trichophyton_ species, _Microsporum canis_, _Epidermophyton floccosum_,[L9068] and _Tinea_ species.[L9065] Terbinafine hydrochloride also treats yeast infections of the skin caused by _Candida_ species and _Malassezia furfur_.[L9068] |
| Targets: | |
| Therapeutic Category: | |
| Clinical Trial Progress: | |
| Latest Progress: |
| Trial ID | Source ID | Phases | Status | Study Results | Start Date | Last Update Posted |
|---|
| Target ID | Target Name | GENE | Action | Class | UniProtKB ID | Entry Name |
|---|
| Strategy ID | Strategy | Synonyms | Related Targets | Related Drugs |
|---|
| Article ID | PMID | Source | Title |
|---|