Peringatan Keamanan

The subcutaneous LD50 in rats and mice is >2g/kg.L10487 The TDLO for women is 210mg/kg/6W.L10487

Overdose data with terbinafine is rare, however symptoms are expected to be nausea, vomiting, abdominal pain, dizziness, rash, frequent urination, and headache.L9065 Treat overdose with activated charcoal as well as symptomatic and supportive therapy.L9068

Terbinafine

DB00857

small molecule approved investigational vet_approved

Deskripsi

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

Struktur Molekul 2D

Berat 291.4299
Wujud solid

Peta Jejaring Molekuler
Legenda: Obat • Target • Gen • Enzim • (Panah → menunjukkan arah efek / relasi) • Transporter • Carrier

Profil Farmakokinetik

Waktu Paruh (Half-Life) Oral terbinafine has an effective half life of approximately 36 hours.[L9065] However, the terminal half life ranges from 200-400 hours as it distributes into skin and adipose tissue.[L9065] 1% topical terbinafine's half life increases over the first seven days from approximately 10-40 hours.[A188168]
Volume Distribusi A single 250mg oral dose of terbinafine has a volume of distribution at steady state of 947.5L or 16.6L/kg.[A1279]
Klirens (Clearance) A single 250mg oral dose of terbinafine has a clearance of 76L/h or 1.11L/h/kg.[A1279]

Absorpsi

Oral terbinafine is >70% absorbed but only 40% bioavailable after first pass metabolism, reaching a Cmax of 1µg/mL with a Tmax of 2 hours an an AUC of 4.56µg\*h/mL.L9065 Over the course of a week, 1% topical terbinafine's Cmax increases from 949-1049ng/cm2 and the AUC increases from 9694-13,492ng/cm2/h.A188168

Metabolisme

Terbinafine can be deaminated to 1-naphthaldehyde by CYP2C9, 2B6, 2C8, 1A2, 3A4, and 2C19.A38984 1-naphthaldehyde is then oxidized to 1-naphthoic acid or reduced to 1-naphthalenemethanol.A38984 Terbinafine can also be hydroxylated by CYP1A2, 2C9, 2C8, 2B6, and 2C19 to hydroxyterbinafine.A38984 Hydroxyterbinafine is then oxidized to carboxyterbinafine or N-demethylated by CYP3A4, 2B6, 1A2, 2C9, 2C8, and 2C19 to desmethylhydroxyterbinafine.A38984 Terbinafine can be N-demethylated to desmethylterbinafine.A38984 Desmethylterbinafine is then dihydroxylated to a desmethyldihydrodiol or hydroxylated to desmethylhydroxyterbinafine.A38984 Finally, terbinafine can be dihydroxylated to a dihydrodiol which is then N-demethylated to a desmethyldihydrodiol.A38984

Rute Eliminasi

Terbinafine is approximately 80% eliminated in urine, while the remainder is eliminated in feces.A1279 The unmetabolized parent drug is not present in urine.A188204

Interaksi Makanan

2 Data
  • 1. Limit caffeine intake. Terbinafine may reduce the metabolism of caffeine by approximately 19%, monitor for increased effects of caffeine.
  • 2. Take with or without food.

Interaksi Obat

953 Data
Aripiprazole The metabolism of Aripiprazole can be increased when combined with Terbinafine.
Aripiprazole lauroxil The metabolism of Aripiprazole lauroxil can be increased when combined with Terbinafine.
Deferasirox The serum concentration of Terbinafine can be increased when it is combined with Deferasirox.
Peginterferon alfa-2b The serum concentration of Terbinafine can be increased when it is combined with Peginterferon alfa-2b.
Leflunomide The serum concentration of Terbinafine can be decreased when it is combined with Leflunomide.
Teriflunomide The serum concentration of Terbinafine can be decreased when it is combined with Teriflunomide.
Brexpiprazole The metabolism of Brexpiprazole can be decreased when combined with Terbinafine.
Eliglustat The metabolism of Eliglustat can be decreased when combined with Terbinafine.
Mifepristone The serum concentration of Terbinafine can be increased when it is combined with Mifepristone.
Atomoxetine The metabolism of Atomoxetine can be decreased when combined with Terbinafine.
Ifosfamide The metabolism of Ifosfamide can be increased when combined with Terbinafine.
Perampanel The metabolism of Perampanel can be increased when combined with Terbinafine.
Warfarin The metabolism of Warfarin can be increased when combined with Terbinafine.
Acenocoumarol The metabolism of Acenocoumarol can be increased when combined with Terbinafine.
(R)-warfarin The metabolism of (R)-warfarin can be increased when combined with Terbinafine.
R,S-Warfarin alcohol The metabolism of R,S-Warfarin alcohol can be increased when combined with Terbinafine.
S,R-Warfarin alcohol The metabolism of S,R-Warfarin alcohol can be increased when combined with Terbinafine.
(S)-Warfarin The metabolism of (S)-Warfarin can be increased when combined with Terbinafine.
Abiraterone The serum concentration of Terbinafine can be increased when it is combined with Abiraterone.
Cyproterone acetate The metabolism of Terbinafine can be increased when combined with Cyproterone acetate.
Erlotinib The serum concentration of Erlotinib can be decreased when it is combined with Terbinafine.
Albendazole The metabolism of Terbinafine can be increased when combined with Albendazole.
Rifampin The metabolism of Terbinafine can be increased when combined with Rifampicin.
Primidone The metabolism of Terbinafine can be increased when combined with Primidone.
Moxifloxacin The metabolism of Terbinafine can be decreased when combined with Moxifloxacin.
Alosetron The metabolism of Terbinafine can be decreased when combined with Alosetron.
Gatifloxacin The metabolism of Terbinafine can be decreased when combined with Gatifloxacin.
Simeprevir The metabolism of Terbinafine can be decreased when combined with Simeprevir.
Lobeglitazone The metabolism of Terbinafine can be decreased when combined with Lobeglitazone.
Pazufloxacin The metabolism of Terbinafine can be decreased when combined with Pazufloxacin.
Osilodrostat The metabolism of Terbinafine can be decreased when combined with Osilodrostat.
Sildenafil The metabolism of Sildenafil can be decreased when combined with Terbinafine.
Eletriptan The metabolism of Eletriptan can be decreased when combined with Terbinafine.
Theophylline The metabolism of Theophylline can be decreased when combined with Terbinafine.
Imipramine The metabolism of Imipramine can be decreased when combined with Terbinafine.
Buspirone The metabolism of Buspirone can be decreased when combined with Terbinafine.
Darifenacin The metabolism of Darifenacin can be decreased when combined with Terbinafine.
Nortriptyline The metabolism of Nortriptyline can be decreased when combined with Terbinafine.
Clonidine The metabolism of Clonidine can be decreased when combined with Terbinafine.
Astemizole The metabolism of Astemizole can be decreased when combined with Terbinafine.
Simvastatin The metabolism of Simvastatin can be decreased when combined with Terbinafine.
Trimipramine The metabolism of Trimipramine can be decreased when combined with Terbinafine.
Pimozide The metabolism of Pimozide can be decreased when combined with Terbinafine.
Doxepin The metabolism of Doxepin can be decreased when combined with Terbinafine.
Quetiapine The metabolism of Quetiapine can be decreased when combined with Terbinafine.
Clomipramine The metabolism of Clomipramine can be decreased when combined with Terbinafine.
Ibrutinib The metabolism of Ibrutinib can be decreased when combined with Terbinafine.
Fluoxetine The metabolism of Fluoxetine can be decreased when combined with Terbinafine.
Imatinib The metabolism of Imatinib can be decreased when combined with Terbinafine.
Diltiazem The metabolism of Diltiazem can be decreased when combined with Terbinafine.
Quinine The metabolism of Quinine can be decreased when combined with Terbinafine.
Tamoxifen The metabolism of Tamoxifen can be decreased when combined with Terbinafine.
Fluvastatin The metabolism of Fluvastatin can be decreased when combined with Terbinafine.
Nifedipine The metabolism of Nifedipine can be decreased when combined with Terbinafine.
Thioridazine The metabolism of Thioridazine can be decreased when combined with Terbinafine.
Letermovir The metabolism of Terbinafine can be decreased when combined with Letermovir.
Celecoxib The metabolism of Celecoxib can be decreased when combined with Terbinafine.
Pentamidine The metabolism of Pentamidine can be decreased when combined with Terbinafine.
Selegiline The metabolism of Selegiline can be decreased when combined with Terbinafine.
Benzyl alcohol The metabolism of Benzyl alcohol can be decreased when combined with Terbinafine.
Elagolix The metabolism of Elagolix can be decreased when combined with Terbinafine.
Promethazine The metabolism of Promethazine can be decreased when combined with Terbinafine.
Flecainide The metabolism of Flecainide can be decreased when combined with Terbinafine.
Nevirapine The metabolism of Nevirapine can be decreased when combined with Terbinafine.
Amphetamine The metabolism of Amphetamine can be decreased when combined with Terbinafine.
Esmolol The metabolism of Esmolol can be decreased when combined with Terbinafine.
Benzatropine The metabolism of Benzatropine can be decreased when combined with Terbinafine.
Atenolol The metabolism of Atenolol can be decreased when combined with Terbinafine.
Remoxipride The metabolism of Remoxipride can be decreased when combined with Terbinafine.
Sotalol The metabolism of Sotalol can be decreased when combined with Terbinafine.
Amoxapine The metabolism of Amoxapine can be decreased when combined with Terbinafine.
Piperazine The metabolism of Piperazine can be decreased when combined with Terbinafine.
Nicergoline The metabolism of Nicergoline can be decreased when combined with Terbinafine.
Meclizine The metabolism of Meclizine can be decreased when combined with Terbinafine.
Minaprine The metabolism of Minaprine can be decreased when combined with Terbinafine.
Alprenolol The metabolism of Alprenolol can be decreased when combined with Terbinafine.
Phenformin The metabolism of Phenformin can be decreased when combined with Terbinafine.
Mesoridazine The metabolism of Mesoridazine can be decreased when combined with Terbinafine.
Pindolol The metabolism of Pindolol can be decreased when combined with Terbinafine.
Formoterol The metabolism of Formoterol can be decreased when combined with Terbinafine.
Procainamide The metabolism of Procainamide can be decreased when combined with Terbinafine.
Mequitazine The metabolism of Mequitazine can be decreased when combined with Terbinafine.
Diphenhydramine The metabolism of Diphenhydramine can be decreased when combined with Terbinafine.
Moclobemide The metabolism of Moclobemide can be decreased when combined with Terbinafine.
Idarubicin The metabolism of Idarubicin can be decreased when combined with Terbinafine.
Acebutolol The metabolism of Acebutolol can be decreased when combined with Terbinafine.
Nadolol The metabolism of Nadolol can be decreased when combined with Terbinafine.
Encainide The metabolism of Encainide can be decreased when combined with Terbinafine.
Metoclopramide The metabolism of Metoclopramide can be decreased when combined with Terbinafine.
Lisdexamfetamine The serum concentration of dextroamphetamine, an active metabolite of Lisdexamfetamine, can be increased when used in combination with Terbinafine.
Arformoterol The metabolism of Arformoterol can be decreased when combined with Terbinafine.
Bevantolol The metabolism of Bevantolol can be decreased when combined with Terbinafine.
Practolol The metabolism of Practolol can be decreased when combined with Terbinafine.
Penbutolol The metabolism of Penbutolol can be decreased when combined with Terbinafine.
Methotrimeprazine The metabolism of Methotrimeprazine can be decreased when combined with Terbinafine.
Aprindine The metabolism of Aprindine can be decreased when combined with Terbinafine.
Midomafetamine The metabolism of Midomafetamine can be decreased when combined with Terbinafine.
4-Methoxyamphetamine The metabolism of 4-Methoxyamphetamine can be decreased when combined with Terbinafine.
Dextroamphetamine The metabolism of Dextroamphetamine can be decreased when combined with Terbinafine.
Metamfetamine The metabolism of Metamfetamine can be decreased when combined with Terbinafine.

Target Protein

Squalene monooxygenase ERG1
Squalene monooxygenase SQLE

Referensi & Sumber

Synthesis reference: Graziano Castaldi, "Process for the preparation of terbinafine." U.S. Patent US20020123651, issued September 05, 2002.
Artikel (PubMed)
  • PMID: 12477372
    Darkes MJ, Scott LJ, Goa KL: Terbinafine: a review of its use in onychomycosis in adults. Am J Clin Dermatol. 2003;4(1):39-65.
  • PMID: 1543672
    Ryder NS: Terbinafine: mode of action and properties of the squalene epoxidase inhibition. Br J Dermatol. 1992 Feb;126 Suppl 39:2-7.
  • PMID: 17041143
    Meletiadis J, Chanock S, Walsh TJ: Human pharmacogenomic variations and their implications for antifungal efficacy. Clin Microbiol Rev. 2006 Oct;19(4):763-87. doi: 10.1128/CMR.00059-05.
  • PMID: 1419761
    Hill S, Thomas R, Smith SG, Finlay AY: An investigation of the pharmacokinetics of topical terbinafine (Lamisil) 1% cream. Br J Dermatol. 1992 Oct;127(4):396-400. doi: 10.1111/j.1365-2133.1992.tb00461.x.
  • PMID: 1287164
    Ryder NS, Frank I: Interaction of terbinafine with human serum and serum proteins. J Med Vet Mycol. 1992;30(6):451-60.
  • PMID: 10460803
    Vickers AE, Sinclair JR, Zollinger M, Heitz F, Glanzel U, Johanson L, Fischer V: Multiple cytochrome P-450s involved in the metabolism of terbinafine suggest a limited potential for drug-drug interactions. Drug Metab Dispos. 1999 Sep;27(9):1029-38.
  • PMID: 2689012
    Jensen JC: Clinical pharmacokinetics of terbinafine (Lamisil). Clin Exp Dermatol. 1989 Mar;14(2):110-3. doi: 10.1111/j.1365-2230.1989.tb00904.x.
  • PMID: 8557388
    Schafer-Korting M, Korting HC, Rittler W, Obermuller W: Influence of serum protein binding on the in vitro activity of anti-fungal agents. Infection. 1995 Sep-Oct;23(5):292-7. doi: 10.1007/bf01716289.

Contoh Produk & Brand

Produk: 187 • International brands: 1
Produk
  • Act Terbinafine
    Tablet • 250 mg • Oral • Canada • Approved
  • Antifungal
    Cream • 1 g/100g • Topical • US • Generic • OTC • Approved
  • Antifungal Foot
    Cream • 1 g/100g • Topical • US • Generic • OTC • Approved
  • Apo-terbinafine
    Tablet • 250 mg • Oral • Canada • Generic • Approved
  • Athletes Foot
    Cream • 10 mg/1g • Topical • US • OTC • Approved
  • Athletes Foot
    Cream • 1 g/100g • Topical • US • Generic • OTC • Approved
  • Athletes Foot
    Cream • 1 g/100g • Topical • US • Generic • OTC • Approved
  • Athletes Foot
    Cream • 1 g/100g • Topical • US • Generic • OTC • Approved
Menampilkan 8 dari 187 produk.
International Brands
  • Lamasil

Sekuens Gen/Protein (FASTA)

Sekuens dimuat saat dibutuhkan agar halaman tetap ringan.
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