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)
Category: Antibiotics
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.
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 |
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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 |