Azoxystrobin

Azoxystrobin is a broad-spectrum beta-methoxyacrylate fungicide (LC95s = o site of mitochondrial complex III, also known as cytochrome bc1 complex, and inhibiting electron transfer. Azoxystrobin is cytotoxic to MDA-kb2 cells with an EC20 value of 2.9 µM but has no antiandrogenic activity. It disrupts mRNA expression of antioxidant-, stress response-, and innate immune-related genes and induces the production of reactive oxygen species (ROS) in zebrafish larva when used at doses ranging from 0.1 to 100 µg/L. Azoxystrobin inhibits proliferation of KYSE-150 human esophageal squamous cell carcinoma cells (IC50 = 2.42 µg/ml after 48 hours) and induces apoptosis in a time- and dose-dependent manner. In a KYSE-150 nude mouse xenograft model, azoxystrobin reduces tumor growth when administered at a dose of 40 mg/kg per day. Formulations containing azoxystrobin have been used as fungicides in agricultural, aquatic, commercial, industrial, and residential areas.Formal Name: 2-[[6-(2-cyanophenoxy)-4-pyrimidinyl]oxy]-alphaE-(methoxymethylene)-benzeneacetic acid, methyl ester. CAS Number: 131860-33-8. Synonyms: ICI-A 5504. Molecular Formula: C22H17N3O5. Formula Weight: 403.4. Purity: >98%. Formulation: (Request formulation change), A solid. Solubility: Chloroform: Slightly Soluble. SMILES: CO/C=C(C(OC)=O)\C(C=CC=C1)=C1OC2=NC=NC(OC3=C(C#N)C=CC=C3)=C2. InChi Code: InChI=1S/C22H17N3O5/c1-27-13-17(22(26)28-2)16-8-4-6-10-19(16)30-21-11-20(24-14-25-21)29-18-9-5-3-7-15(18)12-23/h3-11,13-14H,1-2H3/b17-13+. InChi Key: WFDXOXNFNRHQEC-GHRIWEEISA-N.