Holiday Notification: Cayman Chemical will be closed Monday, May 28, 2012, in observance of the Memorial Day holiday.
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Terbinafine is an antifungal compound that is highly active against dermatophytes, mold, other basic fungi, and some strains of yeast.1 It is clinically used to treat nail and skin infections, inhibiting ergosterol synthesis at the stage of squalene epoxidation (IC50 = 30 nM for C. albicans).2 At 90-120 µM, terbinafine exhibits anti-tumor and anti-angiogenic activity by inducing cell cycle arrest at the G0/G1 stage in COLO 205 tumor cells and human vascular endothelial cells.3,4
1
Petranyi, G., Meingassner, J.G., and Mieth, H. Antifungal activity of the allylamine derivative terbinafine in vitro. Antimicrob Agents Chemother31(9)1365-1368(1987).
2
Ryder, N.S., and Dupont, M. Inhibition of squalene epoxidase by allylamine antimycotic compounds. A comparative study of the fungal and mammalian enzymes. Biochem J230765-770(1985).
3
Lee, W., Chen, R., Wang, Y., 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 Cancer106125-137(2003).
4
Ho, P., Liang, Y., Ho, Y., et al. Inhibition of human vascular endothelial cells proliferation by terbinafine. Int J Cancer11151-59(2004).
Room temperature
in continental US; may vary elsewhere
SMILES
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CN(C\C=C\CCC(C)(C)C)Cc1cccc2ccccc12Cl
Background Reading
Ryder, N.S., and Dupont, M. Inhibition of squalene epoxidase by allylamine antimycotic compounds. A comparative study of the fungal and mammalian enzymes. Biochem J230765-770(1985).
Lee, W., Chen, R., Wang, Y., 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 Cancer106125-137(2003).
Petranyi, G., Meingassner, J.G., and Mieth, H. Antifungal activity of the allylamine derivative terbinafine in vitro. Antimicrob Agents Chemother31(9)1365-1368(1987).
Ho, P., Liang, Y., Ho, Y., et al. Inhibition of human vascular endothelial cells proliferation by terbinafine. Int J Cancer11151-59(2004).