ContaminantDB: Iprodione

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References Targets (19)XML

Record Information

Version

1.0

Creation Date

2013-04-25 07:56:52 UTC

Update Date

2026-03-26 18:33:41 UTC

Accession Number

CHEM002827

Identification

Common Name

Iprodione

Class

Small Molecule

Description

Iprodione is a hydantoin fungicide. It 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 scrubs and on lawns. It is a contact fungicide that inhibits the germination of fungal spores and it blocks the growth of the fungal mycelium.

Contaminant Sources

EPA Endocrine Screening
FooDB Chemicals
HPV EPA Chemicals
My Exposome Chemicals
STOFF IDENT Compounds
Suspected Compounds
T3DB toxins
ToxCast & Tox21 Chemicals

Contaminant Type

Amide
Amine
Food Toxin
Fungicide
Metabolite
Organic Compound
Organochloride
Pesticide
Synthetic Compound

Chemical Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
3-(3,5-Dichlorophenyl)-1-(1-methylethyl)carbamoylhydantoin	ChEBI
3-(3,5-Dichlorophenyl)-N-(1-methylethyl)-2,4-dioxo-1-imidazolidinecarboxamide	ChEBI
3-(3,5-Dichlorophenyl)-N-(1-methylethyl)-2,4-dioxoimidazolidine-1-carboxamide	ChEBI
3-(3,5-Dichlorophenyl)-N-isopropyl-2,4-dioxoimidazolidine-1-carboxamide	ChEBI
3-(3,5-Dichlorophenyl)hydantoin-1-carboxylic acid isopropylamide	ChEBI
Rovral	ChEBI
Rovrol	ChEBI
3-(3,5-Dichlorophenyl)hydantoin-1-carboxylate isopropylamide	Generator
'rovral' HN	HMDB
1-Isopropyl carbamoyl-3-(3,5-dichlorophenyl)-hydantoin	HMDB
1-Isopropylcarbamoyl-3-(3,5-dichlorophenyl)hydantoin	HMDB
3-(3,5-Dichlorophenyl)-1-(1-methylethyl)carbamoylhydantion	HMDB
3-(3,5-Dichlorophenyl)-N-(1-methylethyl)-2,4-dioxo-1-imidazolidinecarboxamide, 9ci	HMDB
Anfor	HMDB
Cda roval	HMDB
Glycophen	HMDB
Glycophen anphor	HMDB
Glycophene	HMDB
Ipcdph	HMDB
Iprodial	HMDB
Iprodine	HMDB
Kidan	HMDB
Promidione	HMDB
Roval dust	HMDB
Roval flo	HMDB
Roval green	HMDB
Roval WP	HMDB
Rovral 50WP	HMDB
Rovral flo	HMDB
Rovral PM	HMDB
Turbair roval	HMDB
Verisan	HMDB

Chemical Formula

C₁₃H₁₃Cl₂N₃O₃

Average Molecular Mass

330.167 g/mol

Monoisotopic Mass

329.033 g/mol

CAS Registry Number

36734-19-7

IUPAC Name

3-(3,5-dichlorophenyl)-2,4-dioxo-N-(propan-2-yl)imidazolidine-1-carboxamide

Traditional Name

iprodione

SMILES

CC(C)NC(=O)N1CC(=O)N(C1=O)C1=CC(Cl)=CC(Cl)=C1

InChI Identifier

InChI=1S/C13H13Cl2N3O3/c1-7(2)16-12(20)17-6-11(19)18(13(17)21)10-4-8(14)3-9(15)5-10/h3-5,7H,6H2,1-2H3,(H,16,20)

InChI Key

ONUFESLQCSAYKA-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as phenylhydantoins. These are heterocyclic aromatic compounds containing an imiazolidinedione moiety substituted by a phenyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azolidines

Sub Class

Imidazolidines

Direct Parent

Phenylhydantoins

Alternative Parents

Substituents

3-phenylhydantoin
Phenylimidazolidine
Alpha-amino acid or derivatives
1,3-dichlorobenzene
Chlorobenzene
Halobenzene
N-acyl urea
Ureide
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Benzenoid
Dicarboximide
Urea
Carbonic acid derivative
Isourea
Azacycle
Propargyl-type 1,3-dipolar organic compound
Carboximidamide
Organic 1,3-dipolar compound
Carboximidic acid derivative
Carboxylic acid derivative
Organooxygen compound
Organopnictogen compound
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Organohalogen compound
Carbonyl group
Organic nitrogen compound
Organochloride
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

ureas (CHEBI:28909 )
benzenes (CHEBI:28909 )
imidazole fungicide (CHEBI:28909 )
imidazolidine-2,4-dione (CHEBI:28909 )
dichlorophenyl dicarboximide fungicide (CHEBI:28909 )
Dicarboximide fungicides (C11208 )

Biological Properties

Status

Detected and Not Quantified

Origin

Exogenous

Cellular Locations

Membrane

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Biological Roles

fungicide

Chemical Roles

Not Available

Physical Properties

State

Solid

Appearance

White powder.

Experimental Properties

Property	Value
Melting Point	136°C
Boiling Point	Not Available
Solubility	0.0139 mg/mL at 25°C

Predicted Properties

Property	Value	Source
Water Solubility	0.062 g/L	ALOGPS
logP	2.23	ALOGPS
logP	2.29	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	10.71	ChemAxon
pKa (Strongest Basic)	-5.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	69.72 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	77.64 m³·mol⁻¹	ChemAxon
Polarizability	31.41 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-090c-9536000000-06f1737b4135ea75b9be	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-03xr-3449000000-5aaa9c29bcdf12721b52	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0909-6449000000-93c62a4c93a722068735	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-Q (Non-derivatized)	splash10-06xx-9324000000-0dd814320ba1009acaad	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-090c-9536000000-06f1737b4135ea75b9be	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-03xr-3449000000-5aaa9c29bcdf12721b52	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0909-6449000000-93c62a4c93a722068735	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-Q (Non-derivatized)	splash10-06xx-9324000000-0dd814320ba1009acaad	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9422000000-0970414fa7e968c29285	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0006-0092000000-4b4d473c67a3a8cccd2f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0006-0090000000-54d8e606127d65ea07ef	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0006-2790000000-20c0ccf936d926ac3dd0	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-074i-3920000000-9a112f182e8ef68c4463	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-05fr-3900000000-8ba80bc4c8fb842ccb6c	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-05g0-3900000000-e96c493811b30e20da25	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-074i-3920000000-3374af0302f366265b63	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-05fr-3900000000-0969da27be5f095f0da7	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-05g0-3900000000-2b29fcc67846838043e1	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-0006-2790000000-ca2f4c10d9e3adde7d2f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0006-0090000000-b8d8c275f28190f9579e	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-0006-0092000000-dc121f42d6567d90dd93	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-0091000000-43b6544cf1420a7637bb	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-1190000000-8f4ddd64f4d662cfcfc5	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4l-9580000000-f6efa975fce17d93f4c3	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004l-2289000000-265b800d8827ffc0fb61	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004r-2489000000-40ad23800eb71e5fd181	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052o-9710000000-e04ea522523a5c1a0c8c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001l-0049000000-92aa660f29a7d0def85a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-1290000000-f21eead293051338a6ff	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000i-4930000000-4fb9ece327dd2065001b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-1900000000-6bbf791e67715fc6bf26	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-002f-9455000000-422a5b3d85c26bdb271f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000x-9210000000-e8ba3830daf0fea34bb8	Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-052f-9201000000-50900fd593eeaef0b3d0	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum