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GET ADDITIONAL DATA HERE!

flumetralin (Ref: CGA 41065)
** flumethralin ** 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 flumetralin

Description: Used to control axillary bud (sucker) growth after the floral portion of tobacco plants have been topped

Example pests controlled: Growth of tobacco suckers

Example applications: Tobacco

Efficacy & activity: -

Availability status: Unknown

Introduction & key dates: 1983

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Hungary
Date inclusion expires 11/12/2022
EU Candidate for substitution (CfS) Yes - two 'Persistent-Bioaccumulative-Toxic' criteria
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 -
Chemical formula C16H12ClF4N3O4
Canonical SMILES CCN(CC1=C(C=CC=C1Cl)F)C2=C(C=C(C=C2[N+](=O)[O-])C(F)(F)F)[N+](=O)[O-]
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) PWNAWOCHVWERAR-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C16H12ClF4N3O4/c1-2-22(8-10-11(17)4-3-5-12(10)18)15-13(23(25)26)6-9(16(19,20)21)7-14(15)24(27)28/h3-7H,2,8H2,1H3
2D structure diagram/image available? Yes

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Plant growth regulator
Substance group Unclassified
Minimum active substance purity >980 g/kg
Known relevant impurities EU dossier: nitrosamine <0.001 g/kg
Substance origin Synthetic
Mode of action Has local systemic effect, contact action, phytotoxic
CAS RN 62924-70-3
EC number -
CIPAC number 871
US EPA chemical code 123001
PubChem CID 62210
Molecular mass (g mol-1) 421.73
PIN (Preferred Identification Name) N-[(2-chloro-6-fluorophenyl)methyl]-N-ethyl-2,6-dinitro-4-(trifluoromethyl)aniline
IUPAC name N-(2-chloro-6-fluorobenzyl)-N-ethyl-α,α,α-trifluoro-2,6-dinitro-p-toluidine
CAS name 2-chloro-N-[2,6-dinitro-4-(trifluoromethyl)phenyl]-N-ethyl-6-fluorobenzenemethanamine
Other status information PAN listed Highly Hazardous Chemical
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) Not applicable
Examples of recorded resistance -
Physical state Yellow crystalline solid
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
  • Syngenta
  • Trustchem Co. Ltd.
Example products using this active
  • Prime
  • Frog
  • Podos, CGA 41065 150EC
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details Usually supplied as an emulsifiable concentrate and used as a drench.


ENVIRONMENTAL FATE

for flumetralin

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) 0.01 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 560000 L3 - Acetone -
18000 L3 - Ethanol -
14000 L3 - n-Hexane -
400000 L3 - Toluene -
Melting point (oC) 104.6 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 195 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable L3 -
Octanol-water partition coefficient at pH 7, 20oC P 3.39 X 1005 Calculated -
Log P 5.53 A5 High
Bulk density (g ml-1)/Specific gravity 1.54 L3 -
Dissociation constant (pKa) at 25oC Not applicable A5 -
Note: No dissociation
Vapour pressure at 20oC (mPa) 0.720 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 30.38 A5 Moderately volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index -1.63 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 5.35 X 10-03 Calculated -
Note Estimated concentrations of chemicals with Koc values greater than 9995 ml g-1 are beyond the scope of the regression data used in SCI-GROW development. If there are concerns for such chemicals, a higher tier groundwater exposure assessment should be considered, regardless of the concentration returned by SCI-GROW
Potential for particle bound transport index Click here for a note on the limitations of the potential for particle bound transport index - Calculated High
Maximum UV-vis absorption L mol-1 cm-1 Neutral: 205.5nm=25818
Acidic: 206.9=21487
Basic: 218nm=26919
- -
Surface tension (mN m-1) 72.0 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) 727 A5 Very persistent
DT50 (lab at 20oC) 727 A5 Very persistent
DT50 (field) - - -
DT90 (lab at 20oC) 2000 A3 -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note EU dossier DT50 range 458-922 days, DT90 >1000 days
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value - - -
Note -
Aqueous photolysis DT50 (days) at pH 7 Value 0.25 A5 Fast
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note Stable at all environmentally relevant pH values
Water-sediment DT50 (days) 13.1 A5 Fast
Water phase only DT50 (days) 1.6 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 - US3 Non-mobile
Koc 10000
Notes and range -
Freundlich Kf 1506 A5 Non-mobile
Kfoc 37068
1/n 0.96
Notes and range EU dossier Kf range 42-8091 mL/g, Kfoc range 8317-80504 mL/g, 1/n range 0.895-1.008, 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
2-chloro-6-fluorobenzoic acid (Ref: CGA 152604) Soil   0.08   Minor fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
N-(2-chloro-6-fluorobenzyl)-2,6-dinitro-4-(trifluoromethyl)aniline CGA 146447 Soil - -
N2-(2-chloro-6-fluorobenzyl)-N2-ethyl-3-nitro-5-(trifluoromethyl)-1,2-benzenediamine CGA 275536 Soil; Sediment; Water - -
2-chloro-6-fluorobenzaldehyde SYN 546418 Soil - -
2-(2-chloro-6-fluorophenyl)-4-nitro-6-(trifluoromethyl)-3a,4-dihydro-1H-benzimidazole CGA 288244 Water (photolysis) - -
N2-(2-chloro-6-fluorobenzyl)-N2-ethyl-5-(trifluoromethyl)-1,2,3-benzenetriamine CGA 276432 Water (photolysis); Sediment - -
2-chloro-4-fluoro-3-[4-nitro-6-(trifluoromethyl)-3a,4-dihydro-1H-benzimidazol-2-yl]phenol CGA 288244-OH Water (photolysis) - -
1-(2-chloro-6-fluorobenzyl)-2-methyl-5(trifluoromethyl)-7,7a-dihydro-1H-benzimidazol- SYN 546697 Sediment - -


ECOTOXICOLOGY

for flumetralin

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) 676 A5 (Whole fish) Threshold for concern
CT50 (days) 3 -
Mammals - Acute oral LD50 (mg kg-1) > 5000 A5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) - L3 Rat -
(ppm diet) 300 -
Birds - Acute LD50 (mg kg-1) > 2000 A5 Coturnix japonica Low
Birds - Short term dietary (LC50/LD50) - - -
Fish - Acute 96 hour LC50 (mg l-1) 0.023 A5 Lepomis macrochirus High
Fish - Chronic 21 day NOEC (mg l-1) - - -
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) > 0.160 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) - - -
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) 0.094 A5 Mysidopsis bahia High
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) 3.2 A5 Chironomus riparius Moderate
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) 0.15 L3 Lemna gibba Moderate
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) 0.85 L3 Pseudokirchneriella subcapitata 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) - - -
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
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) > 500 A5 Eisenia foetida, corr Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) 10 A5 Eisenia foetida, 56 days Moderate
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 609 A5 Typhlodromus pyri -
% Effect - - -
Other arthropod (2) LR50 g ha-1 110.8 A5 Aphidius rhopalosiphi -
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 1500 g ha-1, 28 days
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for flumetralin

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) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 2.41 A5 Rat -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.015 A5 Rat, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.1 A5 Rabbit, SF=100 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.03 A5 Rabbit, SF=303 -
Dermal penetration studies (%) 0.4-9.0 A5 concentration dependent -
Dangerous Substances Directive 76/464 List II - -
Exposure Routes Public Very low risk considering planned uses
Occupational PPE/PPC recommended
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

A3; B0; C0; D0; E0

-

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

-

General human health issues Possible spleen and liver toxicant
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 May expolode if heated in confined space
Demonstrates oxidising properties
CLP classification 2013 Health: H315, H317, H319
Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases Xi - Irritant: R36/38, R43
N - Dangerous for the environment: R50, R53
EC Safety Classification Click here to view information omn the EU safety phrases S2, S26/37, S60, S61
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 flumetralin

Language Name
English flumetralin
French flumetraline
German -
Danish -
Italian -
Spanish -
Greek -
Slovenian -
Polish flumetralina
Swedish -
Hungarian -
Dutch -

Record last updated: Thursday 31 May 2018
Contact: aeru@herts.ac.uk