A broad-spectrum antifungal agent
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Labeled Version(s)
26392Terbinafine-d3 (hydrochloride)
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Terbinafine (hydrochloride)

Item No. 10011619

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(2E)-6,6-dimethyl-2-hepten-4-yn-1-yl]-N-methyl-1-naphthalenemethanamine, monohydrochloride
CAS Number
78628-80-5
Molecular Formula
C21H25N • HCl
Formula Weight
327.9
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 14 mg/mlDMSO: 12.5 mg/mlEthanol: 30 mg/mlEthanol:PBS (pH 7.2)(1:2): 0.3 mg/ml
λmax
223, 284 nm
SMILES
CN(C/C=C/C#CC(C)(C)C)CC1=CC=CC2=CC=CC=C21.Cl
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    100 mg

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    Cayman Chemical
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    Product Description

    Terbinafine is a broad-spectrum antifungal agent that has activity against T. rubrum, T. metagrophytes, T. verrucosum, E. floccosum, M. canis, A. fumigatus, and S. schenckii (MIC50s = 0.003-0.8 μg/ml).1 It selectively inhibits C. albicans squalene epoxidase over rat liver epoxidase (IC50s = 0.03 and 77 µM, respectively).2 Terbinafine (90-120 µM) induces cell cycle arrest at the G0/G1 phase in COLO 205 tumor cells and human umbilical vein endothelial cells (HUVECs).3,4 Formulations containing terbinafine have been used in the treatment of nail and skin fungal infections.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Petranyi, G., Meingassner, J.G., and Mieth, H. Antifungal activity of the allylamine derivative terbinafine in vitro. Antimicrob. Agents Chemother. 31(9), 1365-1368 (1987).

    2. Ryder, N.S., and Dupont, M.C. Inhibition of squalene epoxidase by allylamine antimycotic compounds. A comparative study of the fungal and mammalian enzymes. Biochem. J. 230(3), 765-770 (1985).

    3. Lee, W.S., Chen, R.J., Wang, Y.J., et al. In vitro and in vivo studies of the anticancer action of terbinafine in human cancer cell lines: G0/G1 p53-associated cell cycle arrest. Int. J. Cancer 106(1), 125-137 (2003).

    4. Ho, P.Y., Liang, Y.C., Ho, Y.S., et al. Inhibition of human vascular endothelial cells proliferation by terbinafine. Int. J. Cancer 111(1), 51-59 (2004).