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flufenacet (Ref: FOE 5043)
** flufenacet ** fluthiamide ** fluofenacet ** thiafluamide ** Traducciones

Destino ambiental - Ecotoxicología - La salud humana - A a Z Indice - Inicio

RESUMEN

Flufenacet is an EU approved oxyacetamide herbicide. It is moderately soluble in water, is not highly volatile but may, under certain conditions, be persistent in soil and water/sediment systems. It is moderately toxic to humans via the oral route and is considered to be a skin sensitiser. With the exception of honeybees where the toxicity is low, flufenacet is either moderately or highly toxici to most fauna and flora.

INFORMACIÓN GENERAL Click here for an explantaion of the general chemical status information
for flufenacet

Descripción: A broad spectrum soil herbicide, often used in conjunction with other herbicides, used, post-emergence, to control grasses and some broad-leaved weeds

Ejemplos de plagas controladas: Certain annual grasses including black-grass, Broad-leaved weeds including velvet leaf, morning glory and common cocklebur

Ejemplos de aplicaciones: Corn; Soybeans; Winter wheat; Winter barley; Potatoes; Sunflowers; Asparagus; Cotton; Chilli; Tobacco

Eficacia y actividad: Efficiacy suuported by data derived from field experiments and extensive global use.

Availability status: Current

Introduction & key dates: 1998, USA; 2004, EU

CEE Regulación 1107/2009 ( 91/414):
Estado Approved
Dossier rapporteur/co-rapporteur Poland/France
Date inclusion expires 31/10/2020
UE Candidatas a sustitución Yes - two 'Persistent-Bioaccumulative-Toxic' criteria
Incluido en la base de datos de la UE

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: Philippines; US, Canadá, Chile, Kenya, China, iIsrael

Estructura química: Click here for further information on the general chemical status information used on this site
Isomerism -
Fórmula química C14H13F4N3O2S
Canonical SMILES CC(C)N(C1=CC=C(C=C1)F)C(=O)COC2=NN=C(S2)C(F)(F)F
Isomeric SMILES No data
International Chemical Identifier Key (InChIKey) IANUJLZYFUDJIH-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C14H13F4N3O2S/c1-8(2)21(10-5-3-9(15)4-6-10)11(22)7-23-13-20-19-12(24-13)14(16,17)18/h3-6,8H,7H2,1-2H3
¿Diagrama de estructura 2D / imagen disponible?

Estado general: Click here for further information on the general chemical status information used on this site
Tipo de pesticida Herbicida
Grupo químico Oxyacetamide
Minimum active substance purity 970 g/kg
Known relevant impurities EU dossier - None declared
Sustancias de origen Sintéticas
Modo de acción Selective with meristematic activity. Inhibition of VLCFA (inhibition of cell division).
CAS RN 142459-58-3
CEE número -
Número CIPAC 588
EPA américaine chimiques de code 121903
PubChem CID 86429
Masa molecular (g mol-1) 363.33
PIN (Preferred Identification Name) N-(4-fluorophenyl)-N-(propan-2-yl)-2-{[5-(trifluoromethyl)-1,3,4-thiadiazol-2-yl]oxy}acetamide
Nombre IUPAC 4'-fluoro-N-isopropyl-2-[5-(trifluoromethyl)-1,3,4-thiadiazol-2-yloxy]acetanilide
Nombre CAS N-(4-fluorophenyl)-N-(1-methylethyl)-2-[[5-(trifluoromethyl)-1,3,4-thiadiazol-2-yl]oxy]acetamide
Otra información de estado -
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) K3
Herbicide Resistance Classification (WSSA) 15
Insecticide Resistance Classification (IRAC) No aplicable
Fungicide Resistance Classification (FRAC) No aplicable
Examples of recorded resistance -
Estado físico White to tan coloured, odourless solid
Related substances & organisms

Formulaciones:
Propiedad Click here for information on the general product and branding information used on this site Valor
Example manufacturers & suppliers of products using this active now or historically
  • Bayer CropScience
  • BASF
  • Standon
Example products using this active
  • Artist
  • Cadu Star
  • Firebird
  • Shooter
  • Regatta
  • Axiom
  • Herold SC
  • Fosbury
Estado de UK LERAP None
Formulation and application details Usually supplied as a suspension concentrate and used as a foliar spray.


DESTINO AMBIENTAL

for flufenacet

Propiedad Click here for information on the parameters used to describe environmental fate on this site Valor Fuente/Cuenta de Cualidad/Otra Información Click here for information on the primary data sources used to populate this database with fate data Interpretación Click here for information on the way in which we interpret environmental fate data
Solubilidad - En aqua en 20oC (mg l-1) 51 A5 Moderado
Solubilidad - en solventes organicos en 20oC (mg l-1) 280000 A5 - Acetona -
200000 A5 - Tolueno -
8700 A5 - Hexano -
170000 A5 - Propanol -
Punto de fusión (oC) 76 A5 -
Punto de ebullición (oC) Decomposes before boiling A5 -
El punto de degradación (oC) 150 A5 -
Punto de inflamación (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-aqua coeficiente de particiónat en pH 7, 20oC P 3.16 X 1003 Calculado -
Log P 3.5 A5 Alto
Masa densidad (g ml-1)/Peso específico 1.45 A5 -
Disociación constante (pKa) at 25oC No aplicable A5 -
Nota: Ninguna disociación
Presión de vapor en 20oC (mPa) 0.09 A5 Baja volatilidad
Constante de Henry a 25oC (Pa m3 mol-1) 1.3 X 10-03 A5 No volátil
Indice de potencial de lixiviación GUS Click here for a note on the limitations of the GUS index 2.49 Calculado Estado de transición
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 Valor 1.45 X 10-01 Calculado -
Nota -
Potencial para transportar de 'particle bound' Click here for a note on the limitations of the potential for particle bound transport index - Calculado Bajo
Maximum UV-vis absorption L mol-1 cm-1 pH 2: 201nm=18131, 235nm=7307
pH 7: 235nm=7106
pH 10: 235nm=7161
A5 -
Surface tension (mN m-1) 59.4 A5 -

Degradación:
Propiedad Click here for information on the parameters used to describe substance degradation Valor Fuente/Cuenta de Cualidad/Otra Información Click here for information on the primary data sources used to populate this database with degradation data Interpretación Click here for information on the way in which we interpret substance degradation data
Biodegradabilidad general -
Degradación de suelo (días) (aerobic) DT50 (típico) 19.7 A5 No persistente
DT50 (laboratorio en 20oC) 19.7 A5 No persistente
DT50 (campo) 39.0 A5 Persistente moderado
DT90 (laboratorio en 20oC) 77.5 A5 -
DT90 (campo) 132.4 A5 -
Endpoint de modelado DT50 57.6 A5 worse case, not normalised. -
Nota EU 2017 dossier lab studies DT50 range 7.04-37.4 days, DT90 range 24.4-191.4 days, Soils=10; field studies DT50 range 14.2-68.1 days, DT90 range 53.4-132.4, Soils=16 days
Dissipation rate RL50 on plant matrix Valor - - -
Nota -
Dissipation rate RL50 on and in plant matrix Valor - - -
Nota -
Acuoso fotólisis DT50 (días) en pH 7 Valor Estable A5 -
Nota Not a significant degradation route
Acuoso hidrólisis DT50 (días) en 20oC y pH 7 Valor Estable A5 -
Nota Stable pH 5 to pH 9
Aqua-Sedimento DT50 (días) 81 A4 Moderado rápido
Fase de agua sola DT50 (días) 54 A4 Estable

De absorción del suelo y la movilidad:
Propiedad Click here for information on the parameters used to describe substance adsorption and mobility Valor Fuente/Cuenta de Cualidad/Otra Información Click here for information on the primary data sources used to populate this database with adsorption and mobility data Interpretación Click here for information on the way in which we interpret substance adsorption and mobility
Lineal Kd - DW3 Móvil moderado
Koc 401
Notas y rango -
Freundlich Kf 4.38 A4 Móvil moderado
Kfoc 273.3
1/n 0.92
Notas y rango EU 2017 dossier Kf range 1.48-8.96 mL/g, kfoc range 161.6-643.5 mL/g, 1/n range 0.848-0.980, Soils=10
pH senbsibilidad None

Key metabolites:
Metabolito Medio de formación Maximó Calculado de Fracción Ocurrencia 1107/2009 Importancia Click here for further information on 1107/2009 relevancy
FOE sulphonic acid (Ref: AE 0841914) This metabolite may cause environmental pollution, click here for further information Suelo   0.263   Major fraction, Relevant
FOE oxalate (Ref: AE 0841913) This metabolite may cause environmental pollution, click here for further information Suelo   0.265   Major fraction, Relevant
FOE alcohol (Ref: AND 1403) This metabolite may cause environmental pollution, click here for further information Suelo   0.212   Major fraction, Relvant

Other known metabolites:
Metabolite name and reference Aliases Medio de formación / Rate Maximó Calculado de Fracción Ocurrencia Metabolising enzymes
N-(4-fluorophenyl)-N-isopropyl-2-(methylsulfinyl)acetamide FOE methylsulfoxide Soil; Water; Plant; Rat - -
N-acetyl-S-{2-[(4-fluorophenyl)(isopropyl)amino]-2-oxoethyl}cysteine FOE acetyl cysteine Animal - -
N-acetyl-S-{2-[(4-fluorophenyl)amino]-2- oxoethyl}cysteine FOE des-i-propyl cysteine Rat - -
N-acetyl-3-({2-[(4- fluorophenyl)(isopropyl)amino]-2- oxoethyl}sulfinyl)alanine FOE S-oxo cysteine Rat - -
N-(4-fluorophenyl)-N-isopropylacetamide FOE amine acetate Animal; Plant - -
N-(4-fluorophenyl)-2- (methylsulfinyl)acetamide FOE des-i-propyl methylsulfoxide Rat - -
N-(4-fluorophenyl)-2- (methylsulfonyl)acetamide FOE des-i-propyl methylsulfone Animal - -
fluoro-hydroxy-des-i-propyl methylsulfone - Rat - -
N-acetyl-S-(2-fluoro-5-{[(methylsulfonyl)acetyl]amino}phenyl)cysteine hydroxy-des-i-propyl methylsulfone Rat - -
hydroxy-des-i-propyl methylsulfone-glutaminic acid - Rat - -
2,2'-disulfanediylbis[N-(4-fluorophenyl)-Nisopropylacetamide] FOE disulfide Rat - -
N-(4-hydroxyphenyl)acetamide hydroxy-des-i-propyl amine acetate Rat - -
2-amino-5-fluorophenol 2-A-5-FP Rat - -
gamma-glutamyl-S-{2-[(4- fluorophenyl)(isopropyl)amino]-2- oxoethyl}cysteinylglycine FOE glutathione Rat; Animal - -
S-{2-[(4-fluorophenyl)(isopropyl)amino]-2- oxoethyl}cysteine FOE cysteine Rat; Animal; Plant - -
5-(trifluoromethyl)-1,3,4-thiadiazol-2-yl hexopyranosiduronic acid thiadone glucuronide Rat; Animal - -
3-hexopyranosyl-5-(trifluoromethyl)-2,3- dihydro-1,3,4-thiadiazol-2-one ThN glucoside Plant - -
2,4-dioxo-4-{[5-(trifluoromethyl)-1,3,4- thiadiazol-2-yl]oxy}butanoic acid Th oxalyl acetic acid Rat - -
N-(4-fluorophenyl)acetamide DIFAAC: BCS-AA22989 Hen - -
N-(4-fluorophenyl)-N-(1-hydroxypropan-2-yl)- 2-(methylsulfonyl)acetamide HOIFAMSO2 Rat; Hen - -
N-(4-hydroxyphenyl)-N-(1-hydroxypropan-2- yl)-2-(methylsulfinyl)acetamide LMeOH-3 Hen - -
N-(4-fluorophenyl)-2-hydroxy-N-acetamide Des-isopropyl-FOE alcohol Rat - -
4-fluoro-N-isopropylaniline 4-Fluoro-N-(1- methylethyl)benzamine Rat - -
3-({2-[(4-fluorophenyl)(isopropyl)amino]-2- oxoethyl}sulfinyl)-2-hydroxypropanoic acid FOE sulfinyl lactic acid Plant - -
N-(carboxyacetyl)-3-[2-oxo-5-(trifluoromethyl)-1,3,4-thiadiazol-3(2H)- Th-malonylalanyl conjugate Soybean - -
[(4-fluorophenyl)amino](oxo)acetic acid FOE des-isopropyl oxalate Plant - -
[(4-fluoro-3-hydroxyphenyl)amino](oxo)acetic acid FOE 3-OH-des-isopropyl oxalate Plant - -
3-({2-[(4-fluorophenyl)(isopropyl)amino]-2-oxoethyl}sulfinyl)-2-(hexopyranosyloxy)propanoic acid FOE sulfinyl lactic acid glucoside Plant - -
3-({2-[(4-fluorophenyl)(isopropyl)amino]-2- oxoethyl}sulfinyl)-2- (hexopyranosyloxy)propanoic acid FOE sulfonyl lactic acid Plant - -
3-({2-[(4-fluorophenyl)(isopropyl)amino]-2- oxoethyl}sulfinyl)alanine FOE cysteine sulfoxide Fish; Plant - -
3-({2-[(4-fluorophenyl)(isopropyl)amino]-2- oxoethyl}sulfanyl)-2-hydroxypropanoic acid FOE sulfanyl lactic acid Plant - -
3-({2-[(4-fluorophenyl)(isopropyl)amino]-2- oxoethyl}sulfanyl)-2- (hexopyranosyloxy)propanoic acid FOE sulfanyl lactic acid glucoside Plant - -
N-(carboxyacetyl)-S-{2-[(4- fluorophenyl)(isopropyl)amino]-2- oxoethyl}cysteine FOE malonylcysteine conjugate FAM-MalCys IUPAC: N-(carboxyacetyl)-S-{2-[(4- fluorophenyl)(isopropyl)amino]-2- oxoethyl}cysteine Corn - -
N-(4-fluorophenyl)-N-isopropyl-2- sulfanylacetamide FOE free sulfide Animal; Corn - -
2,2,2-trifluoroethanesulfonic acid FOE 5043- trifluoroethanesulfonic acid Soil - -
trifluoroacetic acid - Rat; Plant; Soil - -
4-fluoro-N-methylethylaniline thiodiacetic acid amide FOE thioglycolate sulfide Soil; Water - -
3-({2-[(4-fluorophenyl)(1-hydroxypropan-2- yl)amino]-2-oxoethyl}sulfinyl)alanine isopropyl hydroxy cysteine Fish - -
({2-[(4-fluorophenyl)(isopropyl)amino]-2-oxoethyl}sulfinyl)acetic acid
(Ref: AE 0841915)
FOE thioglycolate sulfoxide Soil; Plants; Water - -
5-(trifluoromethyl)-1,3,4-thiadiazol-2-ol
(Ref: BCS-AA41715)
FOE-thiadone Rat; Plant; Soil; Water - -
2-chloro-N-(4-fluorophenyl)-N-isopropylacetamide
(Ref: BCS-AA70824)
FOE chloroacetanilide Rat; Plant; Soil - -
N-(4-fluorophenyl)-N-isopropyl-2-(methylsulfonyl)acetamide
(Ref: BCS-CO62475)
FOE methylsulfone Rat; Plant; Soil; Water - -
N-(4-fluorophenyl)-N-isopropyl-2-(methylsulfanyl)acetamide
(Ref: BCS-CP38571)
FOE methylsulfide Water; Animal; Corn - -


ECOTOXICOLOGÍA

for flufenacet

Propiedad Click here for information on the parameters used to describe substance ecotoxicology Valor Fuente/Cuenta de Cualidad/Otra Información Click here for information on the primary data sources used to populate this database with ecotoxicology data Interpretación Click here for information on the way in which we interpret substance ecotoxicology
Factor de la bio-concentración BCF (l kg-1) 71.4 A5 Bajo potencial
CT50 (días) No disponible -
Mamíferos - Agudos oral LD50 (mg kg-1) 598 A5 Rata Moderado
Mamíferos - a corto plazo NOEL (mg kg-1) 1.67 A5 Rata Alto
(ppm dieta) 97.5 -
Pájaros/aves - Agudos LD50 (mg kg-1) 1608 A5 Colinus virginianus Moderado
Birds - Short term dietary (LC50/LD50) > 4970 ppm A5 Anas platyrhynchos -
Pez - agudo 96 hora LC50 (mg l-1) 2.13 A5 Lepomis macrochirus Moderado
Pez - Crónico 21 días NOEC (mg l-1) 0.2 A5 Oncorhynchus mykiss Moderado
Invertebrados acuáticos - Agudos 48 hora EC50 (mg l-1) 30.9 A5 Daphnia magna Moderado
Invertebrados acuáticos - Crónicos 21 días NOEC (mg l-1) 3.26 A5 Daphnia magna Moderado
Crustáceos acuáticos - Agudos 96 hora LC50 (mg l-1) 1.78 F3 Americamysis bahia Moderado
Sediment dwelling organisms - Agudos 96 hora LC50 (mg l-1) - - -
Sediment dwelling organisms - Crónicos 28 día NOEC, estático, agua (mg l-1) - - -
Sediment dwelling organisms - Crónicos 28 día NOEC, sedimento (mg kg-1) - - -
Plantas acuáticas - Agudos 7 día EC50, biomasa (mg l-1) 0.002 A5 Lemna gibba Alto
Non-target plants - - -
- - -
Algas - Agudos 72 hora EC50, crecimiento (mg l-1) 0.00204 A4 Raphidocelis subcapitata, 72 hora Alto
Algas - Crónicos 96 hora NOEC, crecimiento (mg l-1) - - -
Abejas mielíferas (Apis spp.) Contacto aguda LD50 (peor caso de 24 , 48 y 72 hora valores - μg abeja-1) > 109.2 A5 Apis melifera Bajo
Oral aguda LD50 (peor caso de 24 , 48 y 72 hora valores - μg abeja-1) > 100 A5 Apis melifera Bajo
Modo desconocido aguda LD50 (peor caso de 24 , 48 y 72 hora valores - μg abeja-1) - - -
Abejorros (Bombus spp.) Contacto aguda LD50 (peor caso de 24 , 48 y 72 hora valores - μg abeja-1) > 100 A5 Bombus terrestris Bajo
-
Oral aguda LD50 (peor caso de 24 , 48 y 72 hora valores - μg abeja-1) - - -
-
Abejas albañiles (Osmia spp.) Contacto aguda LD50 (peor caso de 24 , 48 y 72 hora valores - μg abeja-1) - - -
Oral aguda LD50 (peor caso de 24 , 48 y 72 hora valores - μg abeja-1) - - -
Otros polinizadores (1) Agudos LD50 (peor caso de 24 , 48 y 72 hora valores - μg insect-1) - - -
Modo de exposición -
Otros polinizadores (2) Agudos LD50 (peor caso de 24 , 48 y 72 hora valores - μg insect-1) - - -
Modo de exposición -
Lombrices - Agudos 14 día LC50 (mg kg-1) 219 A5 Eisenia foetida Moderado
Lombrices - Crónicos NOEC, reproducción (mg kg-1) > 1.2 A5 Eisenia foetida, corr Moderado
Other soil macro-organisms Agudos LC50 (mg kg-1) - - -
Crónicos NOEC (mg kg-1) 98.43 A5 Folsomia candida, 28d -
Otro arthropoda (1) LR50 g ha-1 - - -
% Causalidad 29 Mortalidad
Fecundity
Parasitismo
Dose: 0.06 kg ha-1
A5 Aphidius rhopalosiphi, adult
-
Otro arthropoda (2) LR50 g ha-1 - - -
% Causalidad 100 Mortalidad y Reproducción
Dose: 0.06 kg ha-1
A5 Typhlodromus pyri, protonymph
-
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 4 mg kg-1 soil
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


LA SALUD HUMANA Y PROTECCIÓN

for flufenacet

General:
Propiedad Click here for information on the parameters used to describe human health and protection issues Valor Fuente/Cuenta de Cualidad/Otra Información Click here for information on the primary data sources used to populate this database with human health and protection data Interpretación 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) - -
Mamíferos - Agudos oral LD50 (mg kg-1) 598 A5 Rata Moderado
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 3.74 A5 Rat (nose only) -
Other Mammal toxicity endpoints - -
Consumo cada día aceptable (mg kg-1p.c. días-1) 0.005 A5 Rat, SF=200 -
ARfD - Acute Reference Dose (mg kg-1p.c. días-1) 0.017 A5 Dog, SF=100 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
El nivel de exposición del operador (AOEL) sistemíco (mg kg-1p.c. días-1) 0.017 A4 Dog, 90 day, SF=100 -
Estudios den la absorción cutánea (%) 0.2-4.7 A5 concentration dependent -
Directivo 76/464 Sustancias Peligrosas Lista II - -
Exposure Routes Public Minimal risk from dietary exposure
Risk assessment indicates ARfD would not normally be execeeded
Occupational No unacceptable risks to operators or other workers identified
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (μg l-1) - - -

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

A3; B0; C0; D0; E3

-

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

Cuestiones generales de la salud humana Potential liver, spleen and thyroid toxicant
Clave: Genotoxicidad
A: Aberración cromosómica (base de datos EFSA)
B: Daño/reparación del ADN (base de datos EFSA)
C: Mutación genética (base de datos EFSA)
D: Mutación del genoma (base de datos EFSA)
E: Tipo de genotoxicidad no especificada (fuente de datos diversos)
0: Sin datos
1: Positivo
2: Resultados mixtos/ambiguos
3: Negativo
Clave: Otro
: Sí, se sabe que causa un problema
: No, sabe no causar un problema
: Posiblemente, estado no identificado
- : Datos no encontrados

Handling issues:
Propiedad Click here for information on the parameters used to describe substance handling issues Valor Fuente/Cuenta de Cualidad/Otra Información Click here for information on the primary data sources used to populate this database with data on handling issues Interpretación 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: H302, H317, H373
Environment: H400, H410
CEE clasificación de riesgos Click here to view information omn the EU risk phrases Xn - Harmful: R22, R43, R48/22
N - Dangerous for the environment: R50, R53
CEE clasificación sin riesgos Click here to view information omn the EU safety phrases S2, S13, S24, S37, S60, S61
Clasificación de OSM II - Peligroso mediano
Número de las NU Usually 3077
Waste disposal & packaging Click here for a description of UN packaging marks -


TRADUCCIONES

for flufenacet

Idioma Nombre
Inglés flufenacet
Francés flufenacet
Alemán Flufenacet
Danés flufenacet
Italiano flufenacet
Español flufenacet
Griego flufenacet
Esloveno flufenacet
Polaco flufenacet
Sueco flufenacet
Húngaro flufenacet
Holandés flufenacet

Última actualización del registro: Monday 04 November 2019
Contacto: aeru@herts.ac.uk