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PhD Oportunity with Syngenta & the University of Hertfordshire

fipronil (Ref: BAS 350l)
** fipronil ** RPA 030 ** Traducciones

Destino ambiental - Ecotoxicología - La salud humana - A a Z Indice - Inicio
Otros datos se pueden encontrar en el VSDB

RESUMEN

A broad-spectrun insecticide that is no longer approved for use in the EU on crops but may be used as a veterinary treatment, for the control of parasites on animals not destined for the food chain. It has a low aqueous solubility, a low volatility and is not greatly mobile in the environment. It can be quite persistent in soil systems but is less so in aquatic and sediment systems. It is highly toxic to humans and may bio-accumulate. It is considered a neurotoxicant and both an eye and skin irritant. Fipronil is highly toxic to mammals, birds and bees but slightly less so to fish, aquatic invertebrates, aquatic plants and earthworms.

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

Descripción: An insecticide used to control a broad range of insect pests mainly in horticultural crops

Ejemplos de plagas controladas: Ants, Beetles, Cockroaches, Fleas, Termites, Thrips, Black vine weevil and other insects

Ejemplos de aplicaciones: Hardy ornamentals; Non-edible ornamentals; Turf

Eficacia y actividad: Effective as an antiparasitic although there is growing and historic evidence of resistance in fleas. Research has shown that fipronil appeared to be a very effective alternative to existing substances in stored-grain protection however, it is not approved for such uses in the EU.

Availability status: Current

Introduction & key dates: 1987, discovered; 1992, first reported

CEE Regulación 1107/2009 ( 91/414):
Estado Not approved
Dossier rapporteur/co-rapporteur France
Date inclusion expires No aplicable
UE Candidatas a sustitución -
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: Australia, Estados Unidos

Estructura química: Click here for further information on the general chemical status information used on this site
Isomerism A chiral molecule, fipronil is an isomeric mixture of two enantiomers (+/-; S/R)
Fórmula química C12H4Cl2F6N4OS
Canonical SMILES C1=C(C=C(C(=C1Cl)N2C(=C(C(=N2)C#N)S(=O)C(F)(F)F)N)Cl)C(F)(F)F
Isomeric SMILES No data
International Chemical Identifier Key (InChIKey) ZOCSXAVNDGMNBV-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C12H4Cl2F6N4OS/c13-5-1-4(11(15,16)17)2-6(14)8(5)24-10(22)9(7(3-21)23-24)26(25)12(18,19)20/h1-2H,22H2
¿Es el diagrama de la estructura/imagen disponible?

Estado general: Click here for further information on the general chemical status information used on this site
Tipo de pesticida Insecticide, Veterinary substance
Grupo químico Phenylpyrazole
Minimum active substance purity 950 +/- 25 g/kg
Known relevant impurities EU dossier - None declared
Sustancias de origen Sintéticas
Modo de acción Broad-spectrum with contact and stomach action. GABA-gated chloride channel antagonist.
CAS RN 120068-37-3
CEE número 424-610-5
Número CIPAC 581
EPA américaine chimiques de code 129121
PubChem CID 3352
Masa molecular (g mol-1) 437.15
PIN (Preferred Identification Name) 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-(trifluoromethanesulfinyl)-1H-pyrazole-3-carbonitrile
Nombre IUPAC 5-amino-1-(2,6-dichloro-α,α,α-trifluoro-p-tolyl)-4-trifluoromethylsulfinylpyrazole-3-carbonitrile
Nombre CAS 5-amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-4-((trifluoromethyl)sulfinyl)-1H-pyrazole-3-carbonitrile
Otra información de estado -
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) No aplicable
Herbicide Resistance Classification (WSSA) No aplicable
Insecticide Resistance Classification (IRAC) 2B
Fungicide Resistance Classification (FRAC) No aplicable
Examples of recorded resistance Frankliniella occidentalis
Sogatella furcifera
Spodoptera litura
Blattella germanica
Chilo suppressalis
Musca domestica
many others
Estado físico White powder
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
  • BASF
  • Certis
  • Bayer
  • Kingtai Chemicals
Example products using this active
  • Goliath Gel
  • Vi-Nil
  • Regent 500FS
  • Regency
  • Sofion
Estado de UK LERAP None
Formulation and application details Often supplied as fine granules which are dissolved in water and used as a seed or compost treatment for crop applications, and as cutaneous sprays and spot-on liquids for animal use.


DESTINO AMBIENTAL

for fipronil

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) 3.78 A5 Bajo
Solubilidad - en solventes organicos en 20oC (mg l-1) 28 A5 - Hexano -
3000 A5 - Tolueno -
137500 A5 - Metanol -
545900 A5 - Acetona -
Punto de fusión (oC) 203 A5 -
Punto de ebullición (oC) Decomposes before boiling A5 -
El punto de degradación (oC) 230 A5 -
Punto de inflamación (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-aqua coeficiente de particiónat en pH 7, 20oC P 5.62 X 1003 Calculado -
Log P 3.75 A5 Alto
Masa densidad (g ml-1)/Peso específico 1.71 A5 -
Disociación constante (pKa) at 25oC No aplicable A5 -
Nota: Ninguna disociación
Presión de vapor en 20oC (mPa) 0.002 A5 Baja volatilidad
Constante de Henry a 25oC (Pa m3 mol-1) 2.31 X 10-04 A5 No volátil
Indice de potencial de lixiviación GUS Click here for a note on the limitations of the GUS index 2.45 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 1.55 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 Mediano
Maximum UV-vis absorption L mol-1 cm-1 203nm = 48385, 286nm = 7281, 291nm = 6008 A5 -
Surface tension (mN m-1) 72.5 A5 at 20oC -

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) 142 A5 Persistente
DT50 (laboratorio en 20oC) 142 A5 Persistente
DT50 (campo) 65 A5 Persistente moderado
DT90 (laboratorio en 20oC) - - -
DT90 (campo) - - -
Endpoint de modelado DT50 - - -
Nota EU dossier lab studies DT50 range 32-346 days, geometric mean 142, field studies range 5.6-135 days 4 European sites; Other sources: 96 days (DW4)
Dissipation rate RL50 on plant matrix Valor 3.3 R3 -
Nota Cabbage leaves, n=1
Dissipation rate RL50 on and in plant matrix Valor 6.1 R4 -
Nota Published literature RL50 range 1.0-14.0 days, 9 field crops, various matrices, n=9
Acuoso fotólisis DT50 (días) en pH 7 Valor 0.33 B5 Rápido
Nota Rapid in artifical light
Acuoso hidrólisis DT50 (días) en 20oC y pH 7 Valor Estable A5 -
Nota Stable pH 5 to pH 7, some hydrolysis occurs at pH 9 - DT50 circa 11 days at 50 degC
Aqua-Sedimento DT50 (días) 68 A5 Moderado rápido
Fase de agua sola DT50 (días) 54 A5 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 - - -
Koc -
Notas y rango -
Freundlich Kf 11.85 A5 Móvil un poco
Kfoc 727
1/n 0.95
Notas y rango EU dossier Kf range 4.19-20.7 mL/g, Kfoc range 427-1248 mL/g, Soils=5
pH senbsibilidad No

Key metabolites:
Metabolito Medio de formación Maximó Calculado de Fracción Ocurrencia 1107/2009 Importancia Click here for further information on 1107/2009 relevancy
fipronil amide (Ref: RPA 200766) This metabolite may cause environmental pollution, click here for further information Suelo   0.384   Major fraction, Relevant
fipronil sulfone (Ref: MB 46136) This metabolite may cause environmental pollution, click here for further information Suelo   0.343   Major fraction, Relevant
fipronil sulfide (Ref: MB 45950) This metabolite may cause environmental pollution, click here for further information Suelo   0.170   Major fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Medio de formación / Rate Maximó Calculado de Fracción Ocurrencia Metabolising enzymes
5-amino-1-(2,6-dichloro-alpha,alpha,alpha-trifluoro-p-tolyl)-1H-pyrazole-3-carbonitrile
(Ref: MB 45897)
- Rat - -
5-amino-1-(2,6-dichloro-alpha,alpha,alpha-trifluoro-p-tolyl)-4-trifluoro-methylpyrazole-3-carbonitrile
(Ref: MB 46513)
Nota: Low mobility
- Soil (Photolysis, Aerobic); Water; Plant - -
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl) pyrazole-4-sulfonic acid, potassium
(Ref: RPA 104615)
Nota: Rat oral LD50 > 2000 mg kg-1 bw
- Soil (Photolysis); Plant - -
1-(2,6-dichloro-4-trifluoromethylphenyl)-3-amino-5-amino-4-trifluoromethylsulfonylpyrazole
(Ref: RPA 105048)
Nota: Rat oral LD50 467 mg kg-1 bw
- Water - -
5-amino-3-carbamyl-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-rifluoromethylsulfonylpyrazole
(Ref: RPA 105320)
Nota: Rat oral LD50 > 2000 mg kg-1 bw
- Plant - -
5-amino-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-trifluoromethylsulfonylpyrazole-3-carboxylic acid
(Ref: RPA 200761)
Nota: Persistent
- Soil (Aerobic); Plant - -


ECOTOXICOLOGÍA

for fipronil

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) 321 A5 (Whole fish, Other literature Log BCF range 1.0-1.8 (R3)) Umbral de importancia
CT50 (días) 3 -
Mamíferos - Agudos oral LD50 (mg kg-1) 92 B5 Rata Alto
Mamíferos - a corto plazo NOEL (mg kg-1) 0.35 A5 Rata Alto
(ppm dieta) - -
Pájaros/aves - Agudos LD50 (mg kg-1) 11.3 B5 Colinus virginianus Alto
Birds - Short term dietary (LC50/LD50) - - -
Pez - agudo 96 hora LC50 (mg l-1) 0.248 A5 Oncorhynchus mykiss Moderado
Pez - Crónico 21 días NOEC (mg l-1) 0.015 A5 Oncorhynchus mykiss Moderado
Invertebrados acuáticos - Agudos 48 hora EC50 (mg l-1) 0.19 B5 Daphnia magna Moderado
Invertebrados acuáticos - Crónicos 21 días NOEC (mg l-1) 0.068 A5 Daphnia magna Moderado
Crustáceos acuáticos - Agudos 96 hora LC50 (mg l-1) 0.00014 A5 Americamysis bahia Alto
Sediment dwelling organisms - Agudos 96 hora LC50 (mg l-1) - - -
Sediment dwelling organisms - Crónicos 28 día NOEC, estático, agua (mg l-1) 0.0001 A5 Chironomus riparius Alto
Sediment dwelling organisms - Crónicos 28 día NOEC, sedimento (mg kg-1) 0.0002 A5 Chironomus riparius Alto
Plantas acuáticas - Agudos 7 día EC50, biomasa (mg l-1) 0.16 A5 Lemna gibba Moderado
Non-target plants - - -
- - -
Algas - Agudos 72 hora EC50, crecimiento (mg l-1) 0.068 A5 Scenedemus subspicatus Moderado
Algas - Crónicos 96 hora NOEC, crecimiento (mg l-1) - - -
Abejas mielíferas Contacto aguda 48 hora LD50 (μg abeja-1) 0.0059 A5 Alto
Oral aguda 48 hora LD50 (μg abeja-1) 0.00417 A5 Apis mellifera Alto
Modo desconocido aguda 48 hora LD50 (μg abeja-1) - - -
Lombrices - Agudos 14 día LC50 (mg kg-1) > 500 A5 Eisenia foetida, corr Moderado
Lombrices - Crónicos 14 día NOEC, reproducción (mg kg-1) 500 A5 Eisenia foetida, corr Bajo
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Causalidad 0.32 A5 Folsomia candida, EC50 Reproduction mg kg-1 -
Otro arthropoda (1) LR50 g ha-1 0.01 48 hora
A5 Aphidius rhopalosiphi, adult
-
% Causalidad - - -
Otro arthropoda (2) LR50 g ha-1 0.101 7 día
A5 Typhlodromus pyri
-
% Causalidad - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 0.67 mg kg-1 soil, 28 días
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


LA SALUD HUMANA Y PROTECCIÓN

for fipronil

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) 92 B5 Rata Alto
Mammals - Dermal LD50 (mg kg-1 body weight) 354 A5 Rabbit -
Mammals - Inhalation LC50 (mg l-1) 0.36 A5 Rat -
Other Mammal toxicity endpoints - -
Consumo cada día aceptable (mg kg-1p.c. días-1) 0.0002 A5 Dog, SF=100 -
ARfD - Acute Reference Dose (mg kg-1p.c. días-1) 0.009 A5 Rat, 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) 0.0035 A5 Dog, SF=100 -
Estudios den la absorción cutánea (%) 1.0 A5 -
Directivo 76/464 Sustancias Peligrosas Lista II - -
Limites de exposiciones - - -
Exposure Routes Public Negligible risk to bystanders as pesticide as normally used as seed treatment
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 Mutágeno Endocrine disrupter Reproduction / development effects Cholinesterase inhibitor Neurotoxicant

-

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

-

-

Cuestiones generales de la salud humana Thyroid, kidney and liver toxicant
Highly toxic
Bioaccumulates
USEPA - possible human carcinogen

: Yes, known to cause a problem
: No, known not to cause a problem
: Possibly, status not identified
- : No data found

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
IMDG Transport Code is usually 6.1
CLP classification 2013 Health: H301, H311, H331, H372
Environment: H400, H10
CEE clasificación de riesgos Click here to view information omn the EU risk phrases T - Toxic: R23/24/25, R48/25
N - Dangerous for the environment: R50, R53
CEE clasificación sin riesgos Click here to view information omn the EU safety phrases S1/2, S28, S36/37, S45, S60, S61
Clasificación de OSM II - Peligroso mediano
US EPA Classification (formulation) II - Warning - Moderately toxic
Número de las NU 2588
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRADUCCIONES

for fipronil

Idioma Nombre
Inglés fipronil
Francés fipronil
Alemán Fipronil
Danés fipronil
Italiano fipronil
Español fipronil
Griego -
Esloveno fipronil
Polaco fipronil
Sueco -
Húngaro fipronil
Holandés fipronil

Última actualización del registro: Thursday 07 June 2018
Contacto: aeru@herts.ac.uk