Available from stock

Terbinafine hydrochloride

SKU: T0207

Category: Antibiotics

Synonyms: trans-N-(6,6-Dimethyl-2-hepten-4-ylyl)-N-methyl-1-naphthylmethylamine hydrochloride , N-[(2E)-6,6-dimethyl-2-hepten-4-yn-1-yl]-N-methyl-1-naphthalenemethanamine hydrochloride; 78628-80-5
CAS-Number: C₂₁H₂₅N · HCl
Molecular Formula: 327.89
Molecular Weight

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥98% (HPLC)
Appearance: White to off-white powder
Identity: 1H-NMR

Properties

Solvents: ethanol (30mg/ml), DMSO (10mg/ml), DMF (10mg/ml), methanol (50 mg/ml)

Shipping: AMBIENT
Short Term Storage: +4°C
Long Term Storage: -20°C
Handling Advice: Protect from light and moisture.
Use / Stability: Stable for at least 2 years after receipt when stored at -20°C.

Hazard statements: H315-H319-H335-H410
Precautionary statements: P261-P273-P305 + P351 + P338-P501
GHS Symbol: GHS07+GHS09
Signal word: Warning
RIDADR: UN 3077 9
Transportation: Packing Group III

Description: Terbinafine is an antifungal and antimycotic compound that is highly active against dermatophytes, mold, other basic fungi, and some strains of yeast. It is clinically used to treat nail and skin infections. Inhibits ergosterol synthesis, essential component of fungal cell membranes. Potent non-competitive inhibitor at the stage of squalene epoxidation (IC50=30nM for C. albicans). Selective activator of the K2P channel TASK3 (pEC50 = 6.2). Exhibits >10-fold selectivity for TASK3 over TREK2, TRESK, THIK1 and TASK2. Also inhibits TWIK1 (pIC50 = 5.69). K2P channels might also be a target for ist antifungal activity. Shown to exhibit at higher concentrations anti-tumor and anti-angiogenic activity by inducing cell cycle arrest, and to display interesting anti-inflammatory and free radical scavenging activities.
Smiles: CN(C/C=C/C#CC(C)(C)C)CC1=CC=CC2=CC=CC=C21.Cl
InChi Key: BWMISRWJRUSYEX-SZKNIZGXSA-N
References: (1) G. Petranyi, et al., Science 224, 1239 (1984) , (2) N.S. Ryder & M.C. Dupont, Biochem. J. 230, 765 (1985) , (3) G. Petranyi, et al., Antimicrob. Agents Chemother. 31, 1365 (1987) , (4) N. S. Ryder, et al., Br. J. Dermatol. 126, 39 (1992) , (5) T. Rosen, et al., Int. J. Dermatol. 36, 788 (1997) , (6) B. Favre, et al., Arch. Biochem. Biophys. 340, 265 (1997) , (7) C.S. Sander, et al., Mycoses 45, 152 (2002) , (8) W.S. Lee, et al., Int. J. Canc. 106, 125 (2003) , (9) P.Y. Ho, et al., J. Canc. 111, 51 (2004) , (10) P.D. Wright, et al., BBRC 493, 444 (2017)

Terbinafine is an antifungal and antimycotic compound that is highly active against dermatophytes, mold, other basic fungi, and some strains of yeast. It is clinically used to treat nail and skin infections. Inhibits ergosterol synthesis, essential component of fungal cell membranes. Potent non-competitive inhibitor at the stage of squalene epoxidation (IC50=30nM for C. albicans). Selective activator of the K2P channel TASK3 (pEC50 = 6.2). Exhibits >10-fold selectivity for TASK3 over TREK2, TRESK, THIK1 and TASK2. Also inhibits TWIK1 (pIC50 = 5.69). K2P channels might also be a target for ist antifungal activity. Shown to exhibit at higher concentrations anti-tumor and anti-angiogenic activity by inducing cell cycle arrest, and to display interesting anti-inflammatory and free radical scavenging activities.

SKU: T0207 Category: Antibiotics

Additional information

Additional information

Synonyms	trans-N-(6,6-Dimethyl-2-hepten-4-ylyl)-N-methyl-1-naphthylmethylamine hydrochloride, N-[(2E)-6,6-dimethyl-2-hepten-4-yn-1-yl]-N-methyl-1-naphthalenemethanamine hydrochloride
Purity	≥98% (HPLC)
Appearance	White to off-white powder
CAS-Number	78628-80-5
Molecular Formula	C21H25N · HCl
Molecular Weight	327.89
Identity	1H-NMR
Solvents	ethanol (30mg/ml), DMSO (10mg/ml), DMF (10mg/ml), methanol (50 mg/ml)
Smiles	CN(C/C=C/C#CC(C)(C)C)CC1=CC=CC2=CC=CC=C21.Cl
InChi Key	BWMISRWJRUSYEX-SZKNIZGXSA-N
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	-20°C
Handling Advice	Protect from light and moisture.
Use / Stability	Stable for at least 2 years after receipt when stored at -20°C.
Hazard statements	H315-H319-H335-H410
Precautionary statements	P261-P273-P305 + P351 + P338-P501
GHS Symbol	GHS07+GHS09
Signal word	Warning
RIDADR	UN 3077 9
Transportation	Packing Group III
References	(1) G. Petranyi, et al., Science 224, 1239 (1984), (2) N.S. Ryder & M.C. Dupont, Biochem. J. 230, 765 (1985), (3) G. Petranyi, et al., Antimicrob. Agents Chemother. 31, 1365 (1987), (4) N. S. Ryder, et al., Br. J. Dermatol. 126, 39 (1992), (5) T. Rosen, et al., Int. J. Dermatol. 36, 788 (1997), (6) B. Favre, et al., Arch. Biochem. Biophys. 340, 265 (1997), (7) C.S. Sander, et al., Mycoses 45, 152 (2002), (8) W.S. Lee, et al., Int. J. Canc. 106, 125 (2003), (9) P.Y. Ho, et al., J. Canc. 111, 51 (2004), (10) P.D. Wright, et al., BBRC 493, 444 (2017)
Quantity	1 g, Bulk