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procymidone (Ref: S 7131)
** 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 procymidone

Description: A fungicide widely used in horticulture as a seed dressing, pre-harvest spray or post-harvest dip for the control of various fungal diseases

Example pests controlled: Grey mould; Neck rot; Brown rot; Blosson blight; Twig wilt

Example applications: Vegetables including onions; Fruit including peaches, plums and cherries; Ornamentals

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1976, first reported

EC Regulation 1107/2009 (repealing 91/414):
Status Not approved
Dossier rapporteur/co-rapporteur France
Date inclusion expires Expired
EU Candidate for substitution (CfS) -
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

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism A molecule with two chiral features.
Chemical formula C13H11Cl2NO2
Canonical SMILES CC12CC1(C(=O)N(C2=O)C3=CC(=CC(=C3)Cl)Cl)C
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) QXJKBPAVAHBARF-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C13H11Cl2NO2/c1-12-6-13(12,2)11(18)16(10(12)17)9-4-7(14)3-8(15)5-9/h3-5H,6H2,1-2H3
2D structure diagram/image available? Yes

Click to access the Cambridge Crystallographic Data Centre (CCDC) website
Cambridge Crystallographic Data Centre diagrams:
Common Name Relationship Link
Procymidone Unstated isomer Click here for the CCDC structure diagram

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 985 g/Kg
Known relevant impurities EU dossier - None declared
Substance origin Synthetic
Mode of action Systemic with protective and curative properties. Osmotic signal transduction.
CAS RN 32809-16-8
EC number 251-233-1
CIPAC number 383
US EPA chemical code 129044
PubChem CID 36242
Molecular mass (g mol-1) 284.14
PIN (Preferred Identification Name) -
IUPAC name N-(3,5-dichlorophenyl)-1,2-dimethylcyclopropane-1,2-dicarboximide
CAS name 3-(3,5-dichlorophenyl)-1,5-dimethyl-3-azabicyclo(3.1.0)hexane-2,4-dione
Other status information Chemical subject to PIC regulations
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 White granular powder
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
  • Sumitomo
  • SOPRA
Example products using this active
  • Sumisclex
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details Usually supplied as a wettable powder.


ENVIRONMENTAL FATE
for procymidone

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) 2.46 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 180000 A5 - Acetone -
66000 A5 - Toluene -
16000 A5 - Methanol -
148000 A5 - Cyclohexanone -
Melting point (oC) 164.5 A5 -
Boiling point (oC) 478 L3 -
Degradation point (oC) - - -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 2.00 X 1003 Calculated -
Log P 3.3 A5 High
Bulk density (g ml-1)/Specific gravity 1.43 A5 -
Dissociation constant (pKa) at 25oC Not applicable A5 -
Note: No dissociation
Vapour pressure at 20oC (mPa) 0.023 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 2.65 X 10-03 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 4.12 Calculated High 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 1.62 X 10+00 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 Low
Maximum UV-vis absorption L mol-1 cm-1 Neutral solution: 210nm = 37390; [Acidic solution: 210nm = 37641; [Basic solution: 220nm = 29100, 251nm = 14800 A5 -
Surface tension (mN m-1) - - -

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) 7 M4 Non-persistent
DT50 (lab at 20oC) 784.5 A3 Very persistent
DT50 (field) 208.3 A5 Persistent
DT90 (lab at 20oC) 872 A5 -
DT90 (field) 349 A5 -
DT50 modelling endpoint - - -
Note EU dossier lab studies DT50 range 48-189 days (neutral/alkaline soils), 520-2381 days (acid soils), DT90 range 675-1068 days, field studies DT50 range 17-158 days (neutral/alkaline soisl), 161-497 days (acid soils), DT90 range 56-525 days
Dissipation rate RL50 on plant matrix Value 6.6 R4 -
Note Published literature RL50 range 2.1-11.1 days, 2 undercover crops, various matrices, n=2
Dissipation rate RL50 on and in plant matrix Value 11.8 R4 -
Note Published literature RL50 range 5.0-10.9 days, 4 field & undercover grown crops, various matrices, n=4
Aqueous photolysis DT50 (days) at pH 7 Value 8 A5 Moderately fast
Note Not a major degardation route
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 24.7 A5 Non-persistent
Note pH and temperature sensitive: DT50 93 days at pH 4 and 25 degC, 135 days at pH 4 and 20 degC, 62 days at pH 5 and 30 degC, 17 days at pH 7 and 25 degC, 0.06 days at pH 9 and 25 degC, 0.09 days at pH 9 and 20 degC
Water-sediment DT50 (days) 1.4 A5 Fast
Water phase only DT50 (days) 0.8 A5 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 - A5 Moderately mobile
Koc 378
Notes and range EU dossier Koc range 199-513 mL/g; Other sources: 1500 mL/g (DW3)
Freundlich Kf - - -
Kfoc -
1/n -
Notes and range -
pH sensitivity None, correlation with OC noted.

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
2-(3,5-dichlorophenyl-carbamoyl)-1,2-dimethyl(cyclopropanecarboxylic acid) This metabolite may cause environmental pollution, click here for further information Soil   0.281   Major fraction, Relevancy unknown

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
3,5-dichloroanaline
Note: Rat LD50 oral = 820 mg kg-1 bw 		3,5-DCA Rat - -
- CCA Water (Hydrolysis) - -


ECOTOXICOLOGY
for procymidone

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) 46.95 Q3 Low potential
CT50 (days) Not available -
Mammals - Acute oral LD50 (mg kg-1) > 5000 A5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) - L3 Rat -
(ppm diet) > 1000 -
Birds - Acute LD50 (mg kg-1) > 4092 A5 Colinus virginianus Low
Birds - Short term dietary (LC50/LD50) > 5200 mg kg feed-1 A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) 7.22 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 0.48 A5 Oncorhynchus mykiss Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) > 1.8 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.99 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) 0.12 A3 Chironomus riparius Moderate
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) - - -
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) - - -
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) 2.6 A5 Scenedesmus acutus Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees (Apis spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) > 100 A5 Low
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) > 100 A5 Low
Unknown mode acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Bumblebees (Bombus spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
-
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
-
Mason bees (Osmia spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Other pollinators (1) Acute LD50 (worst case from 24 , 48 and 72 hour values - μg insect-1) - - -
Mode of exposure -
Other pollinators (2) Acute LD50 (worst case from 24 , 48 and 72 hour values - μg insect-1) - - -
Mode of exposure -
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 29.7
-7.0 		Mortality
Fecundity
Dose: 0.15 kg ha-1
A5 Typhlodromus pyri 		-
Other arthropod (2) LR50 g ha-1 - - -
% Effect 10.5
16.0 		Mortality
Reproduction
Dose: 0.664 kg ha-1
A5 Chrysoperla carnea 		-
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect 		A5
Dose: 20 mg product/kg soil 		-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION
for procymidone

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) > 5000 A5 Rat Low
Mammals - Dermal LD50 (mg kg-1 body weight) > 5000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 1.5 A5 Rat -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.0028 A5 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.012 A5 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.012 A5 -
Dermal penetration studies (%) - - -
Dangerous Substances Directive 76/464 - - -
Exposure Routes Public -
Occupational -
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (μg l-1) - - -

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

A0; B0; C0; D0; E0

-

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

-

General human health issues Possible liver and testes toxicant, androgen; USEPA - probable human carcinogen
Endocrine issues - Competitive binding to androgen receptor
Key: Genotoxicity
A: Chromosome aberration (EFSA database)
B: DNA damage/repair (EFSA database)
C: Gene mutation (EFSA database)
D: Genome mutation (EFSA database)
E: Unspecified genotoxicity type (miscellaneous data source)
0: No data
1: Positive
2: Mixed/ambiguous results
3: Negative		 Key: Other
: 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 Not explosive
CLP classification 2013 Health: H332
Environment: H413
EC Risk Classification Click here to view information omn the EU risk phrases Carcinogen category 3: R40
Reproduction risk category 2: R61
N - Dangerous for the environment: R51, R53
EC Safety Classification Click here to view information omn the EU safety phrases -
WHO Classification U - Unlikely to present an acute hazard
UN Number -
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS
for procymidone

Language Name
English procymidone
French procymidone
German Procymidone
Danish procymidon
Italian procimidone
Spanish procimidona
Greek -
Slovenian procimidon
Polish procymidon
Swedish -
Hungarian procimidon
Dutch -

Record last updated: Saturday 29 June 2019
Contact: aeru@herts.ac.uk