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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

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About This Item

Empirical Formula (Hill Notation):
C21H25N · HCl
CAS Number:
78628-80-5
Molecular Weight:
327.89
MDL number:
MFCD00145430
UNSPSC Code:
51101500
PubChem Substance ID:
329826887
NACRES:
NA.85

assay

≥98% (HPLC)

Quality Level

200

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.

Biochem/physiol Actions

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.
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.

Other Notes

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

Disclaimer

The product is not intendedfor use as a biocide under global biocide regulations, including but notlimited to US EPA′s Federal Insecticide Fungicide and Rodenticide Act, EuropeanBiocidal Products Regulation, Canada’s Pest Management Regulatory Agency, Turkey’sBiocidal Products Regulation, Korea’s Consumer Chemical Products and BiocideSafety Management Act (K-BPR) and others.

pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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S M Abdel-Rahman et al.
American journal of health-system pharmacy : AJHP : official journal of the American Society of Health-System Pharmacists, 56(3), 243-245 (1999-02-25)
The stability of terbinafine 25 mg/mL (as the hydrochloride salt) in an extemporaneously prepared oral suspension at 25 and 4 degrees C was studied. Twenty 250-mg terbinafine tablets were crushed to a fine powder and diluted to a concentration of
J Oremusová et al.
Die Pharmazie, 62(4), 273-277 (2007-05-09)
In this study the adsorption, partition and releasing balances of terbinafine hydrochloride have been studied. The adsorption isotherms of antifugal drug terbinafine hydrochloride (terbinafine), on the base of its adsorption from aqueous solutions on the surface of activated charcoal, were
M Blooi et al.
Scientific reports, 5, 11788-11788 (2015-07-01)
Chytridiomycosis caused by the chytrid fungus Batrachochytrium salamandrivorans (Bsal) poses a serious threat to urodelan diversity worldwide. Antimycotic treatment of this disease using protocols developed for the related fungus Batrachochytrium dendrobatidis (Bd), results in therapeutic failure. Here, we reveal that
Saira Tabassum et al.
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Arisaema jacquemontii is traditionally used in treatment of different diseases. In this study, phytochemical, in vitro biological and chemo-preventive screening of A. jacquemontii was carried out to explore its pharmacological potential. The dried tuber of A. jacquemontii was extracted in
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