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T8826

Sigma-Aldrich

Terbinafine hydrochloride

Synonym(s):
trans-N-(6,6-Dimethyl-2-hepten-4-ylyl)-N-methyl-1-naphthylmethylamine hydrochloride
Empirical Formula (Hill Notation):
C21H25N · HCl
CAS Number:
Molecular Weight:
327.89
MDL number:
PubChem Substance ID:
NACRES:
NA.85

biological source

synthetic

Quality Level

assay

≥98% (HPLC)

form

powder

color

white

solubility

methanol: soluble 50 mg/mL

antibiotic activity spectrum

fungi
yeast

Mode of action

enzyme | inhibits

SMILES string

Cl[H].[H]\C(CN(C)Cc1cccc2ccccc12)=C(\[H])C#CC(C)(C)C

InChI

1S/C21H25N.ClH/c1-21(2,3)15-8-5-9-16-22(4)17-19-13-10-12-18-11-6-7-14-20(18)19;/h5-7,9-14H,16-17H2,1-4H3;1H/b9-5+;

InChI key

BWMISRWJRUSYEX-SZKNIZGXSA-N

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Related Categories

General description

Allylamine derivative.

Application

Terbinafine hydrochloride is a synthetic allylamine antifungal. It is used to treat dermatophyte infections of the toenail/fingernail, ringworm and jock itch. It is used in adsorption, partition and stability studies.

Packaging

100, 250 mg in poly bottle

Biochem/physiol Actions

Terbinafine inhibits squalene monooxygenase thereby blocking the biosynthesis of ergosterol, which is an essential component of fungal cell membranes. The inhibition of squalene monooxygenase also results in the accumulation of squalene. Terbinafine hydrochloride is highly lipophilic and tends to accumulate in skin, nails, and fatty tissues. It is antifungal and antimycotic. It is fungicidal against dermatopytes and some yeasts and is fungistatic against Candida albicans.
Mode of Action: Inhibits squalene epoxidase, preventing biosynthesis of ergosterol.
Antimicrobial spectrum: Antifungal and antimycotic. Fungicidal against dermatopytes and some yeasts; fungistatic against Candida albicans.

Other Notes

Keep container tightly closed in a dry and well-ventilated place.Keep in a dry place.

Pictograms

Exclamation markEnvironment

Signal Word

Warning

Hazard Statements

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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