Terbinafine

• (E)- N-6 ,6 -trimethyl- N-( naphthalen- 1-ylmethyl ) hept -2-ene - 4-in- 1-amine (IUPAC)
• (E) -N-( 6,6- dimethyl-2 -hepten- 4 -ynyl )-N- methyl-1- naphthylmethylamine

• 91161-71-6
• 78628-80-5 ( terbinafine hydrochloride · )

• D01AE15
• D01BA02

Antifungal

195-198 ° C ( Terbinafine · hydrochloride)

Hydrochloride

Attention

• 4000 mg · kg -1 ( LD50, rat, oral)
• 4000 mg · kg -1 ( LD50, mouse, oral)
• 390 mg · kg -1 ( LD50, mouse, i.v.)

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Terbinafine is a drug which is used as an antifungal agent. It is an allyl derivative.

Application

The active ingredient may be applied topically or systemically and is mainly used externally to treat athlete's foot and internally for the treatment of nail fungus (onychomycosis ) and is a standard therapeutic agent in severe onychomycosis and superficial mycoses.

Effect

Terbinafine inhibiting ergosterol synthesis in the fungal cell membrane. Through inhibition of squalene epoxidase terbinafine blocks the conversion of (S) - squalene -2 ,3 -epoxide to lanosterol, the precursor of ergosterol. This results in a Squalenanreicherung and a Ergosterolmangel the cell membrane. Unlike itraconazole, which blocks the conversion of lanosterol to ergosterol, terbinafine thus acts earlier in the synthesis. Ultimately, however, both compounds block the formation of the cell membrane of fungi, the ergosterol is an essential component.

Trade names

Amiada (D), Amisan (A), Amykal (A), Dermatin (D), fungicide -ratiopharm extra ( D), Helvepidin (CH), Lamisil (D, A, CH), Mayfung (A), Myconormin (D, A, CH), Octosan (D), Pedibene (A), Tineafin (CH), Lamicosil (E ), numerous generics (D, A, CH)