iprodione

Also known as 3-(3,5-dichlorophenyl)hydantoin-1-carboxylic acid isopropylamide, 3-(3,5-dichlorophenyl)-1-(1-methylethyl)carbamoylhydantoin, 3-(3,5-dichlorophenyl)-N-(1-methylethyl)-2,4-dioxo-1-imidazolidinecarboxamide, 3-(3,5-dichlorophenyl)-N-(1-methylethyl)-2,4-dioxoimidazolidine-1-carboxamide, 3-(3,5-dichlorophenyl)-N-isopropyl-2,4-dioxoimidazolidine-1-carboxamide, Rovrol, Rovral

Iprodione is a hydantoin fungicide and nematicide.

Chemical data

Formula: C13H13Cl2N3O3
Molecular weight: 330.16 g/mol
IUPAC name: 3-(3,5-dichlorophenyl)-2,4-dioxo-N-propan-2-ylimidazolidine-1-carboxamide
SMILES: CC(C)NC(=O)N1CC(=O)N(C1=O)C2=CC(=CC(=C2)Cl)Cl
InChIKey: ONUFESLQCSAYKA-UHFFFAOYSA-N
XLogP: 3.1
Polar surface area: 69.7 Å²
H-bond donors: 1
H-bond acceptors: 3
Formal charge: 0

via PubChem

Drug data · ChEMBL

Molecule type: Small molecule

via ChEMBL · EBI

Research

550 papers

Iprodione induces hepatotoxicity in zebrafish by mediating ROS generation and upregulating p53 signalling pathway.Ecotoxicology and environmental safety · 2024
Degradation of iprodione by a novel strain Azospirillum sp. A1-3 isolated from Tibet.Frontiers in microbiology · 2022
Toxicity effects of procymidone, iprodione and their metabolite of 3,5-dichloroaniline to zebrafish.Chemosphere · 2021
Exposure to iprodione induces ROS production and mitochondrial dysfunction in porcine trophectoderm and uterine luminal epithelial cells, leading to implantation defects during early pregnancy.Chemosphere · 2022
Biodegradation of Iprodione and Chlorpyrifos Using an Immobilized Bacterial Consortium in a Packed-Bed Bioreactor.Microorganisms · 2023

via PubMed

Wikidata facts

Subclass of: chemical compound
Mass: 329.033

Show 4 more facts

chemical formula: C₁₃H₁₃Cl₂N₃O₃
canonical SMILES: CC(C)NC(=O)N1CC(=O)N(C1=O)C2=CC(=CC(=C2)Cl)Cl
isomeric SMILES: CC(C)/N=C(/N1CC(=O)N(C1=O)C2=CC(=CC(=C2)Cl)Cl)\O
subject has role: carcinogen

Sources (4)

via Wikidata · CC0

~1 min read

Encyclopedic overview

3 sections

Contents

Application
References
External links

Iprodione is a hydantoin fungicide and nematicide.

==Application== Iprodione is used on crops affected by Botrytis bunch rot, Brown rot, Sclerotinia and other fungal diseases in plants. It is currently applied in a variety of crops: fruit, vegetables, ornamental trees and shrubs and on lawns. It is a contact fungicide that inhibits the germination of fungal spores and it blocks the growth of the fungal mycelium.

Excerpted from Wikipedia’s “iprodione” article, available under the CC BY-SA 4.0 licence.