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fenpropimorph (Ref: CGA 101031)
** fenpropimorphe ** BAS 421F ** Translations

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

Description: A fungicide used to control various fungal pathogens

Example pests controlled: Powdery mildew; Scald; Yellow & brown rusts; Mycosphaerella spp.

Example applications: Cereals including wheat, barley, oats, rye and tritical; Bananas and plantains

Efficacy & activity: Wheat/Mildew=Low; Wheat/Septoria=Low; Wheat/Rust=Moderate-low; Barley/Rhynchosporium=Low; Barley/Mildew=Low; Barley/Rust=Low; Barley/Ramularia=Low

Availability status: Current

Introduction & key dates: 1983

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Latvia/Slovenia
Date inclusion expires 30/04/2019
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

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism A chiral molecule, fenpropimorph is an isomeric mixture where both enantiomers are similarly active
Chemical formula C20H33NO
Canonical SMILES CC1CN(CC(O1)C)CC(C)CC2=CC=C(C=C2)C(C)(C)C
Isomeric SMILES C[C@@H]1CN(C[C@@H](O1)C)CC(C)CC2=CC=C(C=C2)C(C)(C)C
International Chemical Identifier key (InChIKey) KXTJYESBRKJMKP-CPZRZBMISA-N
International Chemical Identifier (InChI) InChI=1S/C20H33NO/c1-15(12-21-13-16(2)22-17(3)14-21)11-18-7-9-19(10-8-18)20(4,5)6/h7-10,15-17H,11-14H2,1-6H3/t15?,16-,17+
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 930 g/kg
Known relevant impurities -
Substance origin Synthetic
Mode of action Systemic with protective and curative action. Disrupts membrane function.
CAS RN 67564-91-4
EC number 266-719-9
CIPAC number 427
US EPA chemical code 121402
PubChem CID 93365
Molecular mass (g mol-1) 303.48
PIN (Preferred Identification Name) rac-(2R,6S)-4-[(2E)-3-(4-tert-butylphenyl)-2-methylpropyl]-2,6-dimethylmorpholine
IUPAC name cis-4-[(RS)-3-(4-tert-butylphenyl)-2-methylpropyl]-2,6-dimethylmorpholine
CAS name (2R,6S)-rel-4-(3-(4-(1,1-dimethylethyl)phenyl)-2-methylpropyl)-2,6-dimethylmorpholine
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) 5
Examples of recorded resistance -
Physical state Colourless oily liquid
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
  • Dow AgroSciences
  • DuPont
  • Greencrop
  • Syngenta
  • Maag
  • May & Baker
Example products using this active
  • Amistar Pro
  • Corbel
  • Colstar
  • Jackdraw
  • Mantra
  • Orka
  • Pluton
  • Tango super
  • Volley 880L
UK LERAP status None
Formulation and application details Often supplied as an emulsifiable concentrate or suspension concentrate.


ENVIRONMENTAL FATE

for fenpropimorph

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) 4.32 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 7604000 A5 - Acetone -
7646000 A5 - Toluene -
7780000 A5 - Ethyl acetate -
7892000 A5 - Methanol -
Melting point (oC) -44 A5 -
Boiling point (oC) - - -
Degradation point (oC) 310 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 3.16 X 1004 Calculated -
Log P 4.5 A5 High
Bulk density (g ml-1)/Specific gravity 0.93 A5 -
Dissociation constant (pKa) at 25oC 6.98 A5 -
Note: Weak acid
Vapour pressure at 20oC (mPa) 3.9 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 2.74 X 10-04 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 0.46 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 9.20 X 10-03 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 203nm = 11000, 219nm = 11000, 242nm = 210, 464nm = 420, 270nm = 320, 272nm = 420, no absorption above 290nm A5 -
Surface tension (mN m-1) 49.0 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) 35 Y4 Moderately persistent
DT50 (lab at 20oC) 19.6 A5 Non-persistent
DT50 (field) 25.5 A5 Non-persistent
DT90 (lab at 20oC) 72.4 A5 -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note EU dossier lab studies DT50 range 9.5-124 days, DT90 range 49.5-411.2 days, field studies DT50 8.8-50.6 days
Dissipation rate RL50 on plant matrix Value 2.2 R4 -
Note Published literature RL50 range 1.9-2.5 days, sugarbeet leaves, wind tunnel expt., n=2
Dissipation rate RL50 on and in plant matrix Value - - -
Note -
Aqueous photolysis DT50 (days) at pH 7 Value Stable L3 -
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note Stable pH 3 to pH 9 at 25 degC
Water-sediment DT50 (days) 38 A5 Moderately fast
Water phase only DT50 (days) 2.65 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 44.2 A5 Non-mobile
Kfoc 4382
1/n 1.050
Notes and range EU dossier Kf range 22.2-74.8 mL/g, Kfoc range 2772-5943 mL/g, 1/n range 0.867-1.340, Soils=3
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
fenpropimorph carboxylic acid (Ref: CGA 294975) Soil   0.080   Minor fraction, Not relevant
cis-2,6-dimethylmorpholine Soil   0.090   Minor fraction, Not relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
- BF-421-1-sulfate Animal - -
- BF-421-1-glucoside Plant - -
- BF-421-1-diglucoside Plant - -
2-{4-[3-(2,6-dimethylmorpholin-4-yl)-2-methylpropyl]phenyl}-2-methylpropan-1-ol
(Ref: BF-421-1)
Note: CAS no: 246719
Ro14-8156 Plant; Animal - -
2-methyl-2-(4-carboxyphenyl)propionic acid
(Ref: BF-421-12)
- Animal - -
4-[3-(4-tert-butylphenyl)-2-methyl-1-oxopropyl]-cis-2,6-dimethylmorpholine
(Ref: BF-421-13)
Note: CAS no: 131051
- Plant; Soil - -
4-[3-(4-tert-butylphenyl)-2-methylpropyl]-cis-2,6-dimethylmorpholine-3-one
(Ref: BF-421-15)
Note: CAS no: 264957
- Plant; Soil - -
4-(2-hydroxy-1,1-dimethylethyl)benzoic acid
(Ref: BF-421-16)
- Rat (Urinary, Faceces); Animal - -
3-[4-(1-carboxy-1-methylethyl)phenyl]-2-methylpropionic acid
(Ref: BF-421-17)
- Rat (Urinary, Faceces) - -
(Ref: BF-421-18) - Animal - -
(Ref: BF-421-19) - Animal - -
(Ref: BF-421-20) - Plant - -
(Ref: BF-421-21) - Animal - -
(Ref: BF-421-24) - Animal - -
2-{4-[3-(2-hydroxymethyl-6-methylmorpholin-4-yl)-2-methylpropyl]phenyl}-2-methylpropionic acid
(Ref: BF-421-3)
Ro15-6374 Rat (Urinary, Faceces); Animal - -
2-{4-[3-(2-hydroxypropylamino)-2-methylpropyl]phenyl}-2-methylpropionic acid
(Ref: BF-421-4)
Ro15-1289 Animal - -
[3-(4-tert-butylphenyl)-2-methylpropyl](2-hydroxypropyl)amine
(Ref: BF-421-7)
Ro15-4422 Plant - -


ECOTOXICOLOGY

for fenpropimorph

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) 428 A5 Mean of several studies Threshold for concern
CT50 (days) 3.8 -
Mammals - Acute oral LD50 (mg kg-1) 1670 A5 Rat Moderate
Mammals - Short term dietary NOEL (mg kg-1) 0.3 L1 Rat High
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) > 2000 A5 Colinus virginianus Low
Birds - Short term dietary (LC50/LD50) > 881 mg kg bw-1 day-1 A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) 2.3 A5 Lepomis macrochirus Moderate
Fish - Chronic 21 day NOEC (mg l-1) 0.1 A5 Oncorhynchus mykiss Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 2.24 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) - - -
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) 0.13 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) - - -
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) 0.327 A5 Pseudokirchneriella subcapitata Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) 0.058 A5 Pseudokirchneriella subcapitata, growth rate Moderate
Honeybees Contact acute 48 hour LD50 (μg bee-1) > 100 A5 Low
Oral acute 48 hour LD50 (μg bee-1) > 95.6 A5 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) > 4.7 A5 Eisenia foetida, corr Moderate
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 468 Mortality
A5 Typhlodromus pyri
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 25.7 Mortality
A5 Aphidius rhopalosiphi
-
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 7.5kg ha-1
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for fenpropimorph

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) 1670 A5 Rat Moderate
Mammals - Dermal LD50 (mg kg-1 body weight) > 4000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) 2.9 A5 Rat, 4 hr -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.003 A5 Rat, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.03 A5 Rat, SF=500 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.007 A5 Rat, SF=100 -
Dermal penetration studies (%) 10.0 A5 -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public Acceptable for registered uses
Occupational PPE required
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 No further information available

: 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
IMDG Transport Code is variable depending upon product, often either 3 or 9
CLP classification 2013 Health: H302, H315, H361d
Environment: H411
EC Risk Classification Click here to view information omn the EU risk phrases Reproduction risk category 3: R63
Xn - Harmful: R22
Xi - Irritant: R38
N - Dangerous for the environment: R51, R53
EC Safety Classification Click here to view information omn the EU safety phrases S2, S36/37, S46, S61
WHO Classification III - Slightly hazardous
US EPA Classification (formulation) No consensus across products or no products available - -
UN Number Variable with product, usually 1993 or 3082
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for fenpropimorph

Language Name
English fenpropimorph
French fenpropimorphe
German Fenpropimorph
Danish fenpropimorph
Italian fenpropimorf
Spanish fenpropimorf
Greek fenpropimorph
Slovenian fenpropimorf
Polish fenpropimorf
Swedish fenpropimorf
Hungarian fenpropimorf
Dutch fenpropimorf

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