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fenhexamid (Ref: KBR 2738)
** TM-402 ** fenhexamide ** Translations

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

SUMMARY

Fenhexamid is a foliar fungicide that has approval for use in the EU. It has a low aqueous solubility, a low risk of leaching to groundwater and is relatively volatile. It is not persistent in soil or aquatic systems. It has a low mammalian toxicity and these is a slight concern regarding its potential to bioaccumulate. No serious human health risks have been identified. It is moderately toxic to birds, most aquatic organisms and earthworms. The risk to honeybees is low.

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

Description: A foliar fungicide used to control Botrytis spp. and some other pathogens in fruit, vegetables and ornamentals

Example pests controlled: Botrytis cinerea, Monilinia spp., Sclerotinia spp.

Example applications: Strawberries; Grapes; Kiwi fruit; Ornamentals

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1989, discovered; 1998, first reported & marketed

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur UK/Italy
Date inclusion expires 31/12/2030
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 -
Chemical formula C14H17Cl2NO2
Canonical SMILES CC1(CCCCC1)C(=O)NC2=C(C(=C(C=C2)O)Cl)Cl
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) VDLGAVXLJYLFDH-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C14H17Cl2NO2/c1-14(7-3-2-4-8-14)13(19)17-9-5-6-10(18)12(16)11(9)15/h5-6,18H,2-4,7-8H2,1H3,(H,17,19)/f/h17H
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
Fenhexamid - 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 Hydroxyanilide
Minimum active substance purity >975 g/kg
Known relevant impurities EU dossier - Toluene < 1g/kg; 4-amino-2,3-dichlorphenol < 3 g/kg
Substance origin Synthetic
Mode of action Foliar applied with protective action. Disrupts membrane function. Inhibits spore germination.
CAS RN 126833-17-8
EC number 422-530-5
CIPAC number 603
US EPA chemical code 090209
PubChem CID 213031
Molecular mass (g mol-1) 302.20
PIN (Preferred Identification Name) N-(2,3-dichloro-4-hydroxyphenyl)-1-methylcyclohexane-1-carboxamide
IUPAC name 2',3'-dichloro-4'-hydroxy-1-methylcyclohexanecarboxanilide
CAS name N-(2,3-dichloro-4-hydroxyphenyl)-1-methylcyclohexanecarboxamide
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) 17
Examples of recorded resistance -
Physical state White 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
  • Bayer CropScience
  • Arvesta Corp
  • Arysta LifeScience
Example products using this active
  • Teldor
  • Decree
  • Elevate
  • fenhexamid 500 WG
UK LERAP status None
Formulation and application details Supplied in a variety of formulations including suspension concentrates, water dispersible granules and wettable powders.


ENVIRONMENTAL FATE

for fenhexamid

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) 24.0 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 160000 A5 - Acetone -
31000 A5 - Dichloromethane -
100 A4 - n-Hexane -
5700 A5 - Toluene -
Melting point (oC) 153.8 A5 -
Boiling point (oC) 230 A5 -
Degradation point (oC) 230 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 3.24 X 1003 Calculated -
Log P 3.51 A5 High
Bulk density (g ml-1)/Specific gravity 1.34 L3 -
Dissociation constant (pKa) at 25oC 7.3 A5 -
Note:
Vapour pressure at 20oC (mPa) 4.00 X 10-04 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 5.00 X 10-06 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index -0.42 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 5.09 X 10-05 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 203nm=41340, 291nm=28101 A5 -
Surface tension (mN m-1) 63.0 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) 0.43 Click here to see a warning relating to modelling and this active substance A5 Non-persistent
DT50 (lab at 20oC) 0.43 A5 Non-persistent
DT50 (field) - - -
DT90 (lab at 20oC) 1.16 A5 -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note EU dossier lab studies DT50 range 0.09-8.13 days, DT90 range 0.54-2.54 days, Other sources: DT50 25 days (DW2)
Dissipation rate RL50 on plant matrix Value 7.7 R3 -
Note Strawberry fruit, n=1
Dissipation rate RL50 on and in plant matrix Value 9.0 R4 -
Note Published literature RL50 range 4.8-14.8 days, 4 field & undercover grown crops, various matrices, n=4
Aqueous photolysis DT50 (days) at pH 7 Value 0.05 C4 Fast
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable C4 -
Note Stable pH 5 to pH 9 for 30 days at 25 degC
Water-sediment DT50 (days) 10.9 A5 Fast
Water phase only DT50 (days) 4.92 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 No data E4 Moderately mobile
Koc 475
Notes and range Other sources: 700 mL/g (DW3)
Freundlich Kf 10.13 A5 Slightly mobile
Kfoc 733.5
1/n 0.85
Notes and range EU dossier Kf range 2.45-15.79 mL/g, kfoc range 313-1226 mL/g, 1/n range 0.762-0.896, Soils=10
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
deschlorofenhexamid Soil   0.068   Minor fraction, Relevant
biphenyl-fenhexamid Soil   0.088   Minor fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
N-(2,3-dichloro-4-(beta-D-glucopyranosyl-oxy)phenyl(-1-methylcyclohexane-carboximde)
(Ref: KBR 2738 M01)
fenhexamid glucoside Plant; - -
N-(2,3-dichloro-4-hydroxyphenyl)-2-hydroxy-1-methyl-cyclohexanecarboximide
(Ref: KBR 2738 M03)
2-hydroxy-fenhexamid Rat; Plant - -
N-(2,3-dichloro-4-(beta-D-glucopyranosyl-oxy)phenyl)-2-hydroxy-1-methylcyclohexane-carboximde
(Ref: KBR 2738 M04)
2-hydroxy-fenhexamid glucoside Plant - -
N-(2,3-dichloro-4-hydroxyphenyl)-4-hydroxy-1-methyl-cyclohexanecarboximide
(Ref: KBR 2738 M06)
4-hydroxy-fenhexamid Rat; Animal; Plant; Soil; Water - -
N-(2,3-dichloro-4-(beta-D-glucopyranosyl-oxy)phenyl)-2-hydroxy-1-methylcyclohexane-carboximde
(Ref: KBR 2738 M07)
4-hydroxy-fenhexamid glucoside Plant - -
N-(2,3-dichloro-4-methyoxyphenyl)-1-methylcyclohexanecarboximide
(Ref: KBR 2738 M09)
methyl ether fenhexamid Soil - -
7-chloro-2-(1-methylcyclohexyl)-6-benzoxazole
(Ref: KBR 2738 M10)
fenhexamid benzoxazole Soil; Water - -
N-(2-chloro-4-hydroxyphenol)-1-methyl cyclohexanecarboxamide
(Ref: KBR 2738 M12)
2-monochlorofenhexamid Soil; Water - -
N-(3-chloro-4-hydroxyphenol)-1-methyl cyclohexanecarboxamide
(Ref: KBR 2738 M13)
3-monochlorofenhexamid Soil; Water - -
monohydroxychinone fenhexamid
(Ref: KBR 2738 M14)
- Water - -
1-methyl-N-(2,3,4-trihydroxyphenyl)cyclohexanecarboximide
(Ref: KBR 2738 M15)
trishydroxyphenyl fenhexamid Water - -
N-(2,3-dichloro-4-hydroxyphenyl)-3-hydroxy-1-methyl-cyclohexanecarboximide
(Ref: KBR 2738 M16)
3-hydroxy-fenhexamid Animal; Soil - -
fenhexamid glucuronide
(Ref: KBR 2738 M17)
- Rat; Animal - -
glucuronide of 40hydroxy-fenhexamid
(Ref: KBR 2738 M18)
- Rat; Animal - -
succinic acid
(Ref: KBR 2738 M26)
- Water - -
fenhexamide sulfate
(Ref: KBR 2738 M27)
- Water - -


ECOTOXICOLOGY

for fenhexamid

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) 185 A5 Whole fish Threshold for concern
CT50 (days) 0.98 -
Mammals - Acute oral LD50 (mg kg-1) > 5000 A5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) - L2 Rat, 2 year -
(ppm diet) 500 -
Birds - Acute LD50 (mg kg-1) > 804.4 A5 Colinus virginianus Moderate
Birds - Short term dietary (LC50/LD50) - - -
Fish - Acute 96 hour LC50 (mg l-1) 1.34 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 0.101 A5 Oncorhynchus mykiss, 96day Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) > 18.8 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) > 1.01 A5 Daphnia magna Moderate
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) 3.9 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) 6.2 A5 Chironomus riparius Moderate
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) 52.8 A5 Chironomus riparius Moderate
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) > 1.0 A4 Lemna gibba, 14d Moderate
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) > 26.1 A5 Scenedesmus subcapitata Low
Algae - Chronic 96 hour NOEC, growth (mg l-1) 5.36 Q2 Unknown species Low
Honeybees Contact acute 48 hour LD50 (μg bee-1) > 200 A5 Low
Oral acute 48 hour LD50 (μg bee-1) > 102.07 A5 Low
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) > 9.9 A5 Eisenia foetida corr Moderate
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 4970 >
A5 Aphidius rhopalosiphi
-
% Effect Harmless R4 Aphidius rhopalosiphi -
Other arthropod (2) LR50 g ha-1 4970 >
A5 Typhlodromus pyri
-
% Effect Harmless R4 Typhlodromus pyri -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
R4
Dose: 10kg ha-1, 28day
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for fenhexamid

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) > 5.06 A5 Rat, 4 hr (dust, nose only) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.2 A5 Dog, 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) 0.2 A5 Dog, SF=100 -
Dermal penetration studies (%) 0.2-8 A5 concentration dependent -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public No significant risk for proposed uses
Occupational May be absorbed through skin - 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 Possible liver, kidney and erthrocytes 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 IMDG Transport Code is usually 9
Not oxidising or explosive
CLP classification 2013 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 U - Unlikely to present an acute hazard
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 fenhexamid

Language Name
English fenhexamid
French fenhexamid
German Fenhexamid
Danish fenhexamid
Italian fenexamid
Spanish fenhexamida
Greek fenhexamid
Slovenian fenheksamid
Polish fenheksamid
Swedish fenhexamid
Hungarian -
Dutch fenhexamide

Record last updated: Wednesday 31 October 2018
Contact: aeru@herts.ac.uk