Fluopyram

Fluopyram is an orally active succinate dehydrogenase inhibitor, antifungal and nematicide. Fluopyram inhibits succinate dehydrogenase activity, activates CAR/PXR nuclear receptors, and increases caspase-3, TNF-α and NF-κB. Fluopyram inhibits the growth of F. virguliforme, Botrytis cinerea and Alternaria solani with EC50 values of 3.35, 5.389 and 0.244 µg/mL, respectively. Fluopyram induces liver and thyroid tumor formation. Fluopyram is nephrotoxic and embryotoxic[1][2][3][4][5][6][7][8].

Product Specifications

CAS Number

[658066-35-4]

Product Name Alternative

S-18982-d6 (hydrochloride)

UNSPSC

12352005

Hazard Statement

H411

Target

Caspase; Constitutive Androstane Receptor; Fungal; NF-κB; Parasite; Pregnane X Receptor (PXR) ; Succinate Dehydrogenase

Type

Reference compound

Related Pathways

Anti-infection; Apoptosis; Metabolic Enzyme/Protease; NF-κB; Vitamin D Related/Nuclear Receptor

Applications

COVID-19-immunoregulation

Field of Research

Cancer; Infection

Assay Protocol

https://www.medchemexpress.com/fluopyram.html

Purity

99.76

Solubility

DMSO : 125 mg/mL (ultrasonic)

Smiles

FC(F)(F)C1=CC(Cl)=C(CCNC(C2=C(C(F)(F)F)C=CC=C2)=O)N=C1

Molecular Formula

C16H11ClF6N2O

Molecular Weight

396.71

Precautions

H411

References & Citations

[1]Wang J, et al. Baseline Sensitivity of Fusarium virguliforme to Fluopyram Fungicide. Plant Dis. 2017 Apr;101 (4) :576-582.|[2]Schleker ASS, et al. Mode of action of fluopyram in plant-parasitic nematodes. Sci Rep. 2022 Jul 13;12 (1) :11954.|[3]Tinwell H, et al. Liver tumor formation in female rat induced by fluopyram is mediated by CAR/PXR nuclear receptor activation. Regul Toxicol Pharmacol. 2014 Dec;70 (3) :648-58.|[4]Rouquié D, et al. Thyroid tumor formation in the male mouse induced by fluopyram is mediated by activation of hepatic CAR/PXR nuclear receptors. Regul Toxicol Pharmacol. 2014 Dec;70 (3) :673-80.|[5]Zhang T, et al. Combined toxicity of trifloxystrobin and fluopyram to zebrafish embryos and the effect on bone development. Aquat Toxicol. 2024 Mar;268:106834.|[6]Liu Y, et al. Oxidative stress, intestinal damage, and cell apoptosis: Toxicity induced by fluopyram in Caenorhabditis elegans. Chemosphere. 2022 Jan;286 (Pt 3) :131830.|[7]Wang Y, et al. Different Size Formulations of Fluopyram: Preparation, Antifungal Activity, and Accumulation in the Fungal Pathogen Botrytis cinerea. Molecules. 2023 Aug 17;28 (16) :6099.|[8]Özgöçmen M, et al. The Effect of Different Doses of Fluopyram on the Kidney Tissues of Mice. Erzincan University Journal of Science and Technology, 2021, 14 (3) : 970-978.