An imidazole fungicide that inhibits ergosterol biosynthesis; inhibits the growth of various fungi in vitro including P. italicum

Imazalil – 50 mg

Brand:
Cayman
CAS:
35554-44-0
Storage:
-20
UN-No:
- 2811 / 6.1

Imazalil is an imidazole fungicide that inhibits ergosterol biosynthesis.{36810} 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).{37752} 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).{36810,37753} Imazalil activates the murine pregnane X receptor (PXR) in a concentration-dependent manner in a cell-based reporter assay.{37754} 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 (Item No. 14140). Formulations containing imazalil have been used to control fungal infection in agriculture.  

 

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Description

An imidazole fungicide that inhibits ergosterol biosynthesis; 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); inhibits S. cerevisiae, but not rat liver microsomal, CYPs (IC50s = 0.088 and 80 μM, respectively), as well as aromatase CYP19 from human placental microsomes (IC50 = 0.34 μM); activates the murine PXR in a concentration-dependent manner in a cell-based reporter assay; increases hepatic CYP3A11 and CYP2B10 mRNA levels in mice at 100 mg/kg; increases Ki-67-positive nuclei in liver sections and hepatic MCM2 mRNA levels, markers of cell proliferation, in mice when co-administered with the mCAR agonist TCPOBOP

Formal name: 1-[2-(2,4-dichlorophenyl)-2-(2-propen-1-yloxy)ethyl]-1H-imidazole

Synonyms:  (±)-Imazalil|Enilconazole

Molecular weight: 297.2

CAS: 35554-44-0

Purity: ≥98%

Formulation: A solid

Product Type|Biochemicals|Pesticides|Fungicides||Product Type|Biochemicals|Receptor Pharmacology|Agonists||Product Type|Biochemicals|Small Molecule Inhibitors|Cytochrome P450||Product Type|Biochemicals|Small Molecule Inhibitors|Sterol Biosynthesis||Research Area|Cancer||Research Area|Endocrinology & Metabolism|Hormones & Receptors||Research Area|Toxicology|Drug Metabolism|Cytochrome P450||Research Area|Toxicology|Drug Metabolism|Xenobiotic Sensing||Research Area|Toxicology|Environmental|Agriculture

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