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Bifonazole is an imidazole antifungal that also exhibits anticancer activity. Bifonazole inhibits calmodulin, HMG-CoA reductase, and 14-α demethylase in fungi such as dermatophytes. Bifonazole also decreases cell viability and induces Ca2+-dependent apoptosis in prostate cancer cells and melanoma cells.
| Cas No. | 60628-96-8 |
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| Purity | ≥98% |
| Formula | C22H18N2 |
| Formula Wt. | 310.39 |
| Chemical Name | 1-([1,1'-Biphenyl]-4-yl-phenylmethyl)-1H-imidazole |
| IUPAC Name | 1-[phenyl-(4-phenylphenyl)methyl]imidazole |
| Synonym | Amycor, Bedriol, Mycospor, Mycosporan |
| Melting Point | 142°C |
| Solubility | Soluble in alcohols, DMF or DMSO. |
| Appearance | White or Almost White Powder |
| Store Temp | Ambient |
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| Ship Temp | Ambient |
| MSDS | |
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| Info Sheet |
Cheng JS, Chou CT, Liang WZ, et al. The mechanism of bifonazole-induced [Ca2+]i rises and non-Ca2+-triggered cell death in PC3 human prostate cancer cells. J Recept Signal Transduct Res. 2014 May 22:1-7. PMID: 24849495.
Penso J, Beitner R. Clotrimazole and bifonazole detach hexokinase from mitochondria of melanoma cells. Eur J Pharmacol. 1998 Jan 19;342(1):113-7. PMID: 9544799.
Hegemann L, Toso SM, Lahijani KI, et al. Direct interaction of antifungal azole-derivatives with calmodulin: a possible mechanism for their therapeutic activity. J Invest Dermatol. 1993 Mar;100(3):343-6. PMID: 8440921.
Berg D, Regel E, Harenberg HE, et al. Bifonazole and clotrimazole. Their mode of action and the possible reason for the fungicidal behaviour of bifonazole. Arzneimittelforschung. 1984;34(2):139-46. PMID: 6372801.
Kawakami K, Harada T, Yoshihashi Y, et al. Correlation between glass-forming ability and fragility of pharmaceutical compounds. J Phys Chem B. 2015 Apr 9;119(14):4873-4880. PMID: 25781503.