INTERNATIONAL UNION
   OF PURE AND APPLIED
   CHEMISTRY
contact
iprodione (Ref: ROP 500F)
** glycophene ** NRC 910 ** Translations

Environmental Fate - Ecotoxicology - Human Health - A to Z Index - Home

GENERAL INFORMATION Click here for an explantaion of the general chemical status information
for iprodione

Description: A post-harvest fungicide used to control diseases on fruit, vegetables and other crops

Example pests controlled: Botrytis, Minilia, Rhizoctonia, Sclerotinia - damping-off

Example applications: Vegetables including carrots; Lettuce; Ornamentals; Fruit including apples, pears, plums, apricots and peaches; Root crops; Cotton; Sunflowers; Turf

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1997, first reported

EC Regulation 1107/2009 (repealing 91/414):
Status Not approved
Dossier rapporteur/co-rapporteur France/Belgium
Date inclusion expires Expired
EU Candidate for substitution (CfS) No
Listed in EU database Yes

Approved for use () or known to be used () in the following European countries: Click to access a note on the approvals information on this site

AT

BE

BG

CY

CZ

DE

DK

EE

EL

ES

FI

FR

HR

HU

IE

IT

LT

LU

LV

MT

NL

PL

PT

RO

SE

SI

SK

UK

Also used in: Australia, USA

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism A structural isomer (RP-30228) exists which is also a major metabolite
Chemical formula C13H13Cl2N3O3
Canonical SMILES CC(C)NC(=O)N1CC(=O)N(C1=O)C2=CC(=CC(=C2)Cl)Cl
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) ONUFESLQCSAYKA-UHFFFAOYSA-N
International Chemical Identifier (InChI) 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)
Structure diagram/image available? Yes

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Fungicide
Substance group Dicarboximide
Minimum active substance purity 960 g/kg
Known relevant impurities EU dossier - None declared
Substance origin Synthetic
Mode of action Contact action with protectant and some eradicant activity. Signal transduction inhibitor.
CAS RN 36734-19-7
EC number 253-178-9
CIPAC number 278
US EPA chemical code 109801
PubChem CID 37517
Molecular mass (g mol-1) 330.17
PIN (Preferred Identification Name) -
IUPAC name 3-(3,5-dichlorophenyl)-N-isopropyl-2,4-dioxoimidazolidine-1-carboxamide
CAS name 3-(3,5-dichlorophenyl)-N-(1-methylethyl)-2,4-dioxo-1-imidazolidinecarboxamide
Other status information -
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) Not applicable
Herbicide Resistance Classification (WSSA) Not applicable
Insecticide Resistance Classification (IRAC) Not applicable
Fungicide Resistance Classification (FRAC) 2
Examples of recorded resistance -
Physical state Colourless crystals
Related substances & organisms

Formulations:
Property Click here for information on the general product and branding information used on this site Value
Example manufacturers & suppliers of products using this active now or historically
  • AgriGuard
  • BASF
  • Headland
  • Rhone-Poulenc
Example products using this active
  • Rovral WG
  • Surpass
  • Governor
  • 3336Plus
  • Chipco Green
UK LERAP status None
Formulation and application details Often supplied as a soluble concentrate or wettable granules.


ENVIRONMENTAL FATE

for iprodione

Property Click here for information on the parameters used to describe environmental fate on this site Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with fate data Interpretation Click here for information on the way in which we interpret environmental fate data
Solubility - In water at 20oC (mg l-1) 6.8 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 590 A5 - Hexane -
147000 A5 - Toluene -
342000 A5 - Acetone -
225000 A5 - Ethyl acetate -
Melting point (oC) 134 A5 -
Boiling point (oC) - - -
Degradation point (oC) 233 A4 -
Flashpoint (oC) 150 A3 -
Octanol-water partition coefficient at pH 7, 20oC P 1.00 X 1003 Calculated -
Log P 3.0 A4 - @ 25 DegC Moderate
Bulk density (g ml-1)/Specific gravity 1.0 L3 -
Dissociation constant (pKa) at 25oC Not applicable A5 -
Note: No dissociation
Vapour pressure at 20oC (mPa) 0.0005 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 7.00 X 10-06 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 0.58 Calculated Low leachability
SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate Click here for a note on the limitations of the SCI-GROW index Value 1.09 X 10-02 Calculated -
Note -
Potential for particle bound transport index Click here for a note on the limitations of the potential for particle bound transport index - Calculated Medium
Maximum UV-vis absorption L mol-1 cm-1 204.5nm = 44333, 295nm in acetonitrile = <10 A5 -
Surface tension (mN m-1) 73 A5 -

Degradation:
Property Click here for information on the parameters used to describe substance degradation Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with degradation data Interpretation Click here for information on the way in which we interpret substance degradation data
General biodegradability -
Soil degradation (days) (aerobic) DT50 (typical) 36.2 A5 Moderately persistent
DT50 (lab at 20oC) 26.2 A5 Non-persistent
DT50 (field) 11.7 A5 Non-persistent
DT90 (lab at 20oC) 126.8 A5 -
DT90 (field) 73.2 A5 -
DT50 modelling endpoint - - -
Note EU dossier (DAR 2016) Lab studies DT50 range 13.4-36.2 days; DT90 range 53.9-126.8 days, Soils= 6; Field studies DT50 range 3.5-35.3 days, DT90 range 29.0-196.9 days, Soils = 5; Other sources: DT50 14 days (DW4)
Dissipation rate RL50 on plant matrix Value 9.7 R4 -
Note Published literature RL50 range 2.5-51.2 days, 8 field & undercover grown crops, various matrices, n=14
Dissipation rate RL50 on and in plant matrix Value 8.7 R4 -
Note Published literature RL50 range 3.3-23.1 days, 8 field & undercover grown crops, various matrices, n=9
Aqueous photolysis DT50 (days) at pH 7 Value 67 A5 Stable
Note pH sensitive: DT50 67 days at pH 5, 1 hour at pH 9, 25 degC simulated sunlight
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 4.5 A5 Non-persistent
Note pH sensitive: DT50 140 days at pH 5, 0.2 days at pH 8
Water-sediment DT50 (days) 4.0 A5 Fast
Water phase only DT50 (days) 2.0 A5 Moderately fast

Soil adsorption and mobility:
Property Click here for information on the parameters used to describe substance adsorption and mobility Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with adsorption and mobility data Interpretation Click here for information on the way in which we interpret substance adsorption and mobility
Linear Kd - DW3 Slightly mobile
Koc 700
Notes and range -
Freundlich Kf 16.36 A5 Slightly mobile
Kfoc 3927
1/n 0.889
Notes and range EU dossier Kf range 2.16-43.1 mL/g, Kfoc range 223-2056 mL/g, 1/n range 0.70-0.96, Soils=9
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
N-(3,5-dichlorophenyl)3-isopropyl-2,4-dioxoimidazoline-1-carboxamide (Ref: RP-30228) This metabolite may cause environmental pollution, click here for further information Soil   0.295   Major fraction, Relevant (anaerobic soils)
1-(3,5-dichlorophenyl)-5-isopropyl biuret (Ref: RP-36221) This metabolite may cause environmental pollution, click here for further information Soil   0.127   Major fraction, Relevant
N-(3,5-dichlorophenylcarbamoyl)-N-isopropylcarbamoyl-glycine (Ref: RP35606) This metabolite may cause environmental pollution, click here for further information Soil   0.255   Major fraction, Relevant
3,5-dichloroaniline (Ref: RP32596) This metabolite may cause environmental pollution, click here for further information Soil   0.126   Major fraction, Relevant
3-(3,5-dichlorophenyl)-2,4-dioxoimidazolidine (Ref: RP25040) Soil   0.078   Minor fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
1-[(3,5-dichlorophenyl)carbamoymethyl]-3-isopropylurea
(Ref: RP 37176)
- - - -


ECOTOXICOLOGY

for iprodione

Property Click here for information on the parameters used to describe substance ecotoxicology Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with ecotoxicology data Interpretation Click here for information on the way in which we interpret substance ecotoxicology
Bio-concentration factor BCF (l kg-1) 70 A5 Whole fish Low potential
CT50 (days) Not available -
Mammals - Acute oral LD50 (mg kg-1) > 2000 A5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) 31 A5 Rat High
(ppm diet) 300 -
Birds - Acute LD50 (mg kg-1) > 2000 A5 Colinus virginianus Low
Birds - Short term dietary (LC50/LD50) > 5620 mg kg feed-1 A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) 3.7 A5 Lepomis macrochirus Moderate
Fish - Chronic 21 day NOEC (mg l-1) 4.1 A5 Oncorhynchus mykiss Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 0.66 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.17 A5 Daphnia magna Moderate
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) - - -
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l-1) 0.1 A5 Chironomus riparius Moderate
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) - - -
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) 1 F3 Lemna gibba Moderate
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) 1.8 A5 Raphidocelis subcapitata Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) 3.2 Q2 Unknown species Low
Honeybees Contact acute 48 hour LD50 (μg bee-1) > 200 A5 Low
Oral acute 48 hour LD50 (μg bee-1) > 25 A5 Moderate
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) > 1000 A5 Eisenia foetida Low
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) - - -
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 - - -
% Effect -9.0 Beneficial capacity
Dose:0.75 kg ha-1
A5 Aphidius rhopalosiphi, adult
-
Other arthropod (2) LR50 g ha-1 - - -
% Effect 84.3 Beneficial capacity
Dose: 0.75 kg ha-1
A5 Typhlodromus pyri, protonymph
-
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 10 mg kg-1 soil
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for iprodione

General:
Property Click here for information on the parameters used to describe human health and protection issues Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with human health and protection data Interpretation Click here for information on the way in which we interpret human health and protection data
Threshold of Toxicological Concern (Cramer Class) Click here for a note on the limitations of the Cramer class High (class III) - -
Mammals - Acute oral LD50 (mg kg-1) > 2000 A5 Rat Low
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 5.16 A5 Rat. 4 hr (whole body) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.06 A5 Rat, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) None allocated A5 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.3 A5 Rat, 90 day, SF=100 -
Dermal penetration studies (%) 0.2-12 A5 concentration dependent -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public No unacceptable risks to bystanders identified
Occupational Potential risk identified - PPE/PPC advised
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (μg l-1) - - -

Health issues:
Carcinogen Mutagen Endocrine disrupter Reproduction / development effects Cholinesterase inhibitor Neurotoxicant

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

-

General human health issues May cause pulmanary problems
Possible liver, adrenals, testes, postrate & spleen toxicant
Hepatotoxic in mice
USEPA - probable human carcinogen
Endocrine issues - Increase weakly aromatase activity

: Yes, known to cause a problem
: No, known not to cause a problem
: Possibly, status not identified
- : No data found

Handling issues:
Property Click here for information on the parameters used to describe substance handling issues Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with data on handling issues Interpretation Click here for information on the way in which we interpret data on handling issues
General Click here for a description of the International Maritime Dangerous Goods (IMDG) codes Prevent generation of mists
IMDG Transport Code is usually 9
Not explosive or oxidising
CLP classification 2013 Health: H351
Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases Carcinogen category 3: R40
N - Dangerous for the environment: R50, R53
EC Safety Classification Click here to view information omn the EU safety phrases S2, S36/37, S60, S61
WHO Classification III - Slightly hazardous
US EPA Classification (formulation) III - Caution - Slightly toxic
UN Number Variable with product, usually 3077 or 3082
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for iprodione

Language Name
English iprodione
French iprodione
German Iprodion
Danish iprodion
Italian iprodione
Spanish iprodiona
Greek iprodione
Slovenian iprodion
Polish iprodion
Swedish iprodion
Hungarian iprodion
Dutch iprodion

Record last updated: Wednesday 23 May 2018
Contact: aeru@herts.ac.uk
© University of Hertfordshire