Imazalil

Imazalil is an imidazole fungicide that inhibits ergosterol biosynthesis. Imazalil inhibits the growth of various fungi in vitro including P. italicum, A. niger, U. maydis, B. alii, and C. cucumerinum in a pH-dependent manner (MICs = 0.005-2 µg/ml at pH 7). It inhibits S. cerevisiae, but not rat liver microsomal, cytochrome P450 enzymes (CYPs, IC50s = 0.088 and 80 µM, respectively), as well as aromatase CYP19 from human placental microsomes (IC50 = 0.34 µM). Imazalil activates the murine pregnane X receptor (PXR) in a concentration-dependent manner in a cell-based reporter assay. It increases hepatic CYP3A11 and CYP2B10 mRNA levels in mice when administered at a dose of 100 mg/kg. Imazalil also increases Ki-67-positive nuclei in liver sections and hepatic MCM2 mRNA levels, markers of cell proliferation, in mice when co-administered with the murine constitutive androstane receptor (mCAR) agonist TCPOBOP (Cay-14140). Formulations containing imazalil have been used to control fungal infection in agriculture.Formal Name: 1-[2-(2,4-dichlorophenyl)-2-(2-propen-1-yloxy)ethyl]-1H-imidazole. CAS Number: 35554-44-0. Synonyms: Enilconazole, (±)-Imazalil. Molecular Formula: C14H14Cl2N2O. Formula Weight: 297.2. Purity: >98%. Formulation: (Request formulation change), A solid. Solubility: Chloroform: Slightly Soluble, Methanol: Slightly Soluble. SMILES: ClC1=CC(Cl)=CC=C1C(CN2C=NC=C2)OCC=C. InChi Code: InChI=1S/C14H14Cl2N2O/c1-2-7-19-14(9-18-6-5-17-10-18)12-4-3-11(15)8-13(12)16/h2-6,8,10,14H,1,7,9H2. InChi Key: PZBPKYOVPCNPJY-UHFFFAOYSA-N.