C6019
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C6019
Sigma
Clotrimazole
| Synonym: | 1-(o-Chloro-α,α-diphenylbenzyl)imidazole, 1-(o-Chlorotrityl)imidazole, 1-[(2-Chlorophenyl)diphenylmethyl]-1H-imidazole |
| CAS Number: | 23593-75-1 |
| Linear Formula: | C22H17ClN2 |
| Molecular Weight: | 344.84 |
| EC Number: | 245-764-8 |
| MDL number: | MFCD00057220 |
| PubChem Substance ID: | 24278327 |
Description
| Biochem/physiol Actions | Specific inhibitor of Ca2+-activated K+ channels. Antifungal azole. Antifungal mode of action: Inhibits cytochrome P450-dependent 14α-demethylase, which is critical to ergosterol biosynthesis. The accumulated 14α-methylated sterols change the membrane structure of sensitive fungi, altering cell membrane permeability. |
Properties
| Gene Information | human ... ABCB1(5243), CYP17A1(1586), CYP3A4(1576) |
| mouse ... Abcb1a(18671), Abcb1b(18669) |
Safety
| Personal Protective Equipment | dust mask type N95 (US), Eyeshields, Gloves |
| Hazard Codes | Xn |
| Risk Statements | 22-36/38 |
| Safety Statements | 26-36 |
| WGK Germany | 3 |
| RTECS | NI4377000 |
References
| reference | Wu, S.N., et al. Neuropharmacology 38, 979, (1999) Abstract |
| Thomas, G.P., et al. Br. J. Pharmacol. 126, 1531, (1999) Abstract | |
| Snajdrova, L., et al. J. Biol. Chem. 273, 28032, (1998) Abstract | |
| McLean, K.J., et al., Azole antifungals are potent inhibitors of cytochrome P450 mono-oxygenases and bacterial growth in Mycobacteria and Streptomycetes. Microbiology 148, 2937-49 , (2002) Abstract | |
| Vanden Bossche, H. et al., Biochemical basis for the activity and selectivity of oral antifungal drugs. Br. J. Clin. Pract. Suppl. 71, 41-6, (1990) Abstract |
