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Terbinafine·HCl (CAS 78628-80-5)

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Synonym:trans-N-(6,6-Dimethyl-2-hepten-4-ylyl)-N-methyl-1-naphthylmethylamine hydrochloride
Application:A lipid biosynthesis inhibitor with anti-inflammatory and anti-angiogenic properties
CAS Number:78628-80-5
Purity:99%
Molecular Weight:327.9
Molecular Formula:C21H25N•HCl
Refer to Certificate of Analysis for lot specific data (including water content).
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Product NameCatalog #UnitPriceQtyAddFavorites
Terbinafine·HCl sc-200751 100 mg $70
Terbinafine·HCl sc-200751A 1 g $170
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
Description
Terbinafine·HCl a member of the allylamine class of antifungals, has been found to be a specific inhibitor of ergosterol synthesis via squalene epoxidase inhibition. Squalene epoxidase is an enzyme released by the dermatophyte fungi to break down Squalene, which interferes with cell membrane function and wall synthesis. Research has shown that Terbinafine also reduces the ability of fungal pathogens to generate reactive oxygen species, therefore it is noted as a free radical scavenger in vitro and could potentially contain anti-inflammatory activity in vivo. Additionally, Terbinafine has also been reported to suppress cell proliferation in vitro and in vivo through inhibition of DNA synthesis and apoptosis activation. It has also been noted that by pretreating of cells with a p21 specific antisense oligonucleotide the Terbinafine induced inhibition of cell growth can be reversed. Assays further demonstrated that Terbinafine also contains anti-angiogenic effects in chick embryo chorioallantoic membranes. We provide this product in the hydrochloride form.
Technical Information
Appearance:Powder
Physical State:Solid
Solubility:Soluble in methanol, ethanol (~30 mg/ml), methylene chloride, DMSO (~10 mg/ml), DMF (~10 mg/ml), and 1:2 solution of ethanol:PBS (pH 7.2) (0.3 mg/ml). Insoluble in water.
Storage:Store at room temperature
Melting Point:214 °C
Boiling Point:417.9 °C at 760 mmHg
IC50:ergosterol synthesis at the stage of squalene epoxidation: IC50 = 30 nM (C. albicans)
Ki Data:squalene epoxidase: Ki= 30 nM (Candida)
pK Values:pKb: 6.92
Safety and Reference Information
Transport:UN 3077, Class 9, Packing group III
WGK Germany:3
RTECS:QJ8600100
PubChem CID:5282481
Merck Index:14: 9156
MDL Number:MFCD00145430
EC Number:245-385-8
SMILES:Cl.CN(C\C=C\C#CC(C)(C)C)CC1=C2C=CC=CC2=CC=C1
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
References
1. Ryder, N.S. 1992. Br. J. Dermatol. 126: 2-7. PMID: 1543672
2. Favre, B., et al. 1997. Arch. Biochem. Biophys. 340: 265-269. PMID: 9143330
3. Sander, C.S., et al. 2002. Mycoses. 45: 152-155. PMID: 12100530
4. Ho, P.Y., et al. 2004. Int. J. Cancer. 111: 51-59. PMID: 15185342
5. Motavaze, K., et al. 2008. Iran. Biomed. J. 12: 55-58. PMID: 18392096
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