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dimethomorph (Ref: CME 151)
** dimethomorphe ** AC 336379 ** CL 336379 ** BAS 550F ** 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 dimethomorph

Description: A fungicide effective against various fungal pathogens in vines and other crops

Example pests controlled: Downy mildew; Anthracnose; Phytophthora cactorum, Septoria leaf spot; Late blight; Root rot; Crown rot

Example applications: Curcubits; Grapevines; Head lettuce; Onions; Potatoes; Fruit including blackberries, raspberries, strawberries, grapes

Efficacy & activity: Substance has been authorised and extensively used in the EU for > 10 years

Availability status: Current

Introduction & key dates: 1988, first reported; 1993, first introduced

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Netherlands/Germany
Date inclusion expires 31/07/2019
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

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism Isomeric - a mixture of two isomers (E & Z) but only the Z-isomer has fungicidal activity
Chemical formula C21H22ClNO4
Canonical SMILES COC1=C(C=C(C=C1)C(=CC(=O)N2CCOCC2)C3=CC=C(C=C3)Cl)OC
Isomeric SMILES COC1=C(C=C(C=C1)/C(=C/C(=O)N2CCOCC2)/C3=CC=C(C=C3)Cl)OC
International Chemical Identifier key (InChIKey) QNBTYORWCCMPQP-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C21H22ClNO4/c1-25-19-8-5-16(13-20(19)26-2)18(15-3-6-17(22)7-4-15)14-21(24)23-9-11-27-12-10-23/h3-8,13-14H,9-12H2,1-2H3/b18-14-
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 Morpholine
Minimum active substance purity 965 g/kg (E/Z isomer ratio 44/56)
Known relevant impurities EU dossier - None declared
Substance origin Synthetic
Mode of action Systemic with good protective activity. Cellulose synthesis inhibitor.
CAS RN 110488-70-5
EC number 404-200-2
CIPAC number 483
US EPA chemical code 268800
PubChem CID 5889665
Molecular mass (g mol-1) 387.86
PIN (Preferred Identification Name) (2E)-3-(4-chlorophenyl)-3-(3,4-dimethoxyphenyl)-1-(morpholin-4-yl)prop-2-en-1-one
IUPAC name (EZ)-4-[3-(4-chlorophenyl)-3-(3,4-dimethoxyphenyl)acryloyl]morpholine
CAS name 4-(3-(4-chlorophenyl)-3-(3,4-dimethoxyphenyl)-1-oxo-2-propenyl)morpholine
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) 40
Examples of recorded resistance -
Physical state Colourless to grey crystalline 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
  • BASF
  • FCC
  • Nufarm
Example products using this active
  • Invader
  • Paraat
  • Forum
  • Acrobat
UK LERAP status None
Formulation and application details Often available as a dispersible concentrate formulation.


ENVIRONMENTAL FATE

for dimethomorph

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) 28.95 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 100400 C4 - Acetone -
112 C4 - Hexane -
39000 C4 - Methanol -
49500 C4 - Toluene -
Melting point (oC) 125.2 A5 -
Boiling point (oC) - - -
Degradation point (oC) 280 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 4.79 X 1002 Calculated -
Log P 2.68 B5 Low
Bulk density (g ml-1)/Specific gravity 1.32 B5 -
Dissociation constant (pKa) at 25oC -1.3 A5 -
Note: Calculated, Very strong acid
Vapour pressure at 20oC (mPa) 9.7 X 10-04 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 2.5 X 10-05 A5 - Z-isomer Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 2.56 Calculated Transition state
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 1.74 X 10-01 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 200nm = 45000, 205nm = 30000, 221nm = 16000, 242nm = 20000, 286nm = 9100, 312nm = 4500 A5 -
Surface tension (mN m-1) 60.8 A5 at 20oC -

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 Not readily biodegradable
Soil degradation (days) (aerobic) DT50 (typical) 72.7 A5 Moderately persistent
DT50 (lab at 20oC) 72.7 A5 Moderately persistent
DT50 (field) 44 A5 Moderately persistent
DT90 (lab at 20oC) 551 A5 -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note EU 2017 dossier lab studies DT50 (normalised) range 17.8-599.1days, DT90 range 159->1000 days, Soils=7; 2006 Dossier field studies DT50 range 34-54 days; Other sources: DT50 92 days (DW4)
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value 5.4 R4 -
Note Published literature RL50 range 2.6-14.8 days,4 field & undercover grown crops, various matrices, n=5
Aqueous photolysis DT50 (days) at pH 7 Value 97 A5 Stable
Note Seasonal variation: DT50 28 days summer, 86-107 days spring
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 70 K4 Moderately persistent
Note Stable pH 4 to pH 9
Water-sediment DT50 (days) 38 A5 Moderately fast
Water phase only DT50 (days) 10 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 - - -
Koc -
Notes and range -
Freundlich Kf 6.07 A5 Moderately mobile
Kfoc 419.4
1/n 0.86
Notes and range EU 2017 dossier Kf range 2.09-19.7 mL/g, Kfoc range 290-566 mL/g, 1/n range 0.814-0921, Soils=11
pH sensitivity No

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
N-[3-(4-chlorophenyl)-3-3,4-dimethoxyphenyl)-1-oxo-2-propenyl-glycine dimethomorph metabolite CUR 7117 Animal - -
4-[(E)-and(Z)-beta-(p-chlorophenyl)-3-hydroxy-4-methoxycinnamoyl]morpholine dimethomorph metabolite Z67 Plant; Animal - -
4-[(E)-and(Z)-beta-(p-chlorophenyl)-4-hydroxy-3-methoxycinnamoyl]morpholine dimethomorph metabolite Z69 Plant; Animal - -
4-chloro-3,4-dimethoxy-benzophenone dimethomorph metabolite Z7 Plant - -
4-[3-(4-chlorophenyl)-3-3,4-dimethoxy-phenyl)-1-oxo-2-propenyl]-2-oxo-morpholine dimethomorph metabolite Z37 Plant - -


ECOTOXICOLOGY

for dimethomorph

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) Low risk A5 Based on LogP < 3 Low potential
CT50 (days) - -
Mammals - Acute oral LD50 (mg kg-1) 3900 A5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) 15 A5 Rat High
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) > 2000 B5 Colinus virginianus Low
Birds - Short term dietary (LC50/LD50) > 728.3 mg kg bw-1 day-1 A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) 6.1 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 0.056 A5 Oncorhynchus mykiss Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) > 20.1 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.22 A5 Daphnia magna Moderate
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) 12.0 F3 Americamysis bahia Moderate
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l-1) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) - - -
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) 1..0 A5 Lemna gibba Low
Non-target plants > 2970 A5 dicots & monocots
Vegetative vigour ER50
as g/ha
-
> 2970 A5 dicots & monocots
Seedling emergence ER50
as g/ha
-
Algae - Acute 72 hour EC50, growth (mg l-1) 29.2 B5 Scenedemus subspicatus Low
Algae - Chronic 96 hour NOEC, growth (mg l-1) 9.8 Q2 Unknown species Low
Honeybees Contact acute 48 hour LD50 (μg bee-1) > 102 A5 Apis meliifera Low
Oral acute 48 hour LD50 (μg bee-1) > 32.4 A5 Apis meliifera Moderate
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) > 500 A5 Eisenia foetida, corr Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) 60.0 A5 Eisenia foetida, corr Moderate
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 1800 >, 48 hour
A5 Aphidius rhopalosiphi, adult
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 1800 >, 7 day
A5 Typhlodromus pyri, protonymph
-
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 53.3 mg product/kg soil, 28 days
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for dimethomorph

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) 3900 A5 Rat Low
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 5.2 A5 Rat 4 hr (nose only) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.05 A5 Dog, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.6 A5 Rat, SF=100 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) 0.6 A5 Rat, SF=100 -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.05 A5 Dog, SF=100 -
Dermal penetration studies (%) 20 A5 -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public -
Occupational Risk of exposure acceptable under label recommendations for use for personal protection clothing and equipment
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 acute lung injury if inhaled
Possible liver & prostate toxicant

: 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 or oxidising
IMDG Transport Code is usually 9
CLP classification 2013 Health: H373
Environment: H411
EC Risk Classification Click here to view information omn the EU risk phrases N - Dangerous for the environment: R51, R53
EC Safety Classification Click here to view information omn the EU safety phrases S61
WHO Classification III - Slightly hazardous
US EPA Classification (formulation) III - Caution - Slightly toxic
UN Number Usually 3077
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for dimethomorph

Language Name
English dimethomorph
French dimethomorphe
German Dimethomorph
Danish dimethomorph
Italian dimetomorf
Spanish dimetomorf
Greek -
Slovenian dimetomorf
Polish dimetomorf
Swedish dimetomorf
Hungarian dimetomorf
Dutch dimethomorf

Record last updated: Friday 02 November 2018
Contact: aeru@herts.ac.uk
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