An internal standard for the quantification of terbinafine
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Unlabeled Version(s)
10011619Terbinafine (hydrochloride)
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Terbinafine-d3 (hydrochloride)

Item No. 26392

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[-6,6-dimethyl-2-hepten-4-yn-1-yl]-N-(methyl-d3)-1-naphthalenemethanamine, monohydrochloride
CAS Number
1310012-15-7
Molecular Formula
C21H22D3N • HCl
Formula Weight
330.9
Purity
≥99% deuterated forms (d1-d3)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 14 mg/mlDMSO: 10 mg/mlEthanol: 30 mg/ml
SMILES
CC(C)(C)C#C/C=C/CN(C([2H])([2H])[2H])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+;/i4D3;
InChi Key
BWMISRWJRUSYEX-YOVIYTQZSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

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    Cayman Chemical
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    Product Description

    Terbinafine-d3 is intended for use as an internal standard for the quantification of terbinafine (Item No. 10011619) by GC- or LC-MS. Terbinafine is a broad-spectrum antifungal agent that has activity against T. rubrum, T. mentagrophytes, 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).