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cipermetrin (Ref: OMS 2002)
** cypermethrin ** cypermethrine ** Traducciones

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

RESUMEN

Cypermethrin is an insecticide that has approval for use in the EU. It has a low aqueous solubility and is volatile. Whilst its chemical properties suggest that it should not leach to groundwater it has been detected. It is considered a serious marine pollutant. It is moderately persistent is soils but is likely to degrade moderately fast in water systems under daylight conditions. It is moderately toxic to mammals and there is some concern regarding its potential to bioaccumulate. Whilst it is an irritant, no serious human health issues have been identified. It is highly toxic to most aquatic species and honeybees. It is moderately toxic to earthworms but there is little risk to birds.

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

Descripción: An insecticide used to control a broad spectrum of pests especially Lepidoptera

Ejemplos de plagas controladas: Aphid vectors of BYDV; Summer aphids; Weevils; Caterpillars; Yellow cereal fly; Flea beetles; Blossom beetles; Pod midge

Ejemplos de aplicaciones: Cereals including wheat, barley, oats, rye, triticale; Vegetables including peas & beans, brassicas; Oilseed rape; Sugarbeet, fodder beet and mangels; Potatoes; Apples; Pears; Grassland

Eficacia y actividad: Efficacy has been established via field trials and extensive use across the EU for a number of years.

Availability status: Current

Introduction & key dates: 1975, first reported

CEE Regulación 1107/2009 ( 91/414):
Estado Approved
Dossier rapporteur/co-rapporteur Belgium/Germany
Date inclusion expires 31/10/2019
UE Candidatas a sustitución No
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 Cypermethrin is a chiral molecule. The technical material consists of eight isomers, four cis and four trans.
Fórmula química C22H19Cl2NO3
Canonical SMILES CC1(C(C1C(=O)OC(C#N)C2=CC(=CC=C2)OC3=CC=CC=C3)C=C(Cl)Cl)C
Isomeric SMILES No data
International Chemical Identifier Key (InChIKey) KAATUXNTWXVJKI-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C22H19Cl2NO3/c1-22(2)17(12-19(23)24)20(22)21(26)28-18(13-25)14-7-6-10-16(11-14)27-15-8-4-3-5-9-15/h3-12,17-18,20H,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 Insecticide, Veterinary substance
Grupo químico Pyrethroid
Minimum active substance purity 920 g/kg
Known relevant impurities EU dossier - None declared
Sustancias de origen Sintéticas
Modo de acción Non-systemic with contact and stomach action. Sodium channel modulator.
CAS RN 52315-07-8
CEE número 257-842-9
Número CIPAC 332
EPA américaine chimiques de code 109702/129064
PubChem CID 2912
Masa molecular (g mol-1) 416.3
PIN (Preferred Identification Name) (E)-cyano(3-phenoxyphenyl)methyl (1E,3E)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate
Nombre IUPAC (RS)-α-cyano-3-phenoxybenzyl (1RS,3RS;1RS,3SR)-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate
Nombre CAS cyano(3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate
Otra información de estado Severe Marine Pollutant, Surface and Groundwater Pollutant
Relevant Environmental Water Quality Standards UK Environment Agency non-statutory standard for the protection of aquatic life in freshwater and saltwater annual average 0.0002 ug/L, max acceptable conc 0.002 ug/L
UK statutory standard for water quality: ‘Good’ for fresh, transitional & saltwater: 0.1 ng/L as annual mean conc, 0.4 ng/L 95th percentile
Herbicide Resistance Classification (HRAC) No aplicable
Herbicide Resistance Classification (WSSA) No aplicable
Insecticide Resistance Classification (IRAC) 3
Fungicide Resistance Classification (FRAC) No aplicable
Examples of recorded resistance Aedes aegypti
Anopheles albimanus
Bactrocera dorsalis
Chrysoperla carnea
Frankliniella occidentalis
Myzus persicae
Scirtothrips citri
Thrips tabaci
many others
Estado físico Pale yellow liquid
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
  • AgriGuard
  • Fargro
  • Nufarm
Example products using this active
  • Permasect C
Estado de UK LERAP Buffer probably required in UK - see product label
Formulation and application details Often supplied as an emulsifiable concentrate which is mixed with water and applied as a spray for crop use and in topically applied formulations for animals.


DESTINO AMBIENTAL

for cypermethrin

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) 0.009 A5 Bajo
Solubilidad - en solventes organicos en 20oC (mg l-1) 2500000 A5 - Acetato de etilo -
450000 A5 - Acetona -
450000 A5 - Metanol -
142000 A5 - Hexano -
Punto de fusión (oC) 41.2 A5 -
Punto de ebullición (oC) Decomposes before boiling A5 -
El punto de degradación (oC) 220 A5 -
Punto de inflamación (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-aqua coeficiente de particiónat en pH 7, 20oC P 3.55 X 1005 Calculado -
Log P 5.55 A5 Alto
Masa densidad (g ml-1)/Peso específico 1.3 A5 -
Disociación constante (pKa) at 25oC No aplicable A5 -
Nota: Ninguna disociación
Presión de vapor en 20oC (mPa) 6.78 X 10-03 A5 Baja volatilidad
Constante de Henry a 25oC (Pa m3 mol-1) 0.31 A5 Volátil moderado
Indice de potencial de lixiviación GUS Click here for a note on the limitations of the GUS index -2.00 Calculado Bajo posibilidad de lixiviación
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 5.35 X 10-03 Calculado -
Nota 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
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 204nm = 43217, 278nm = 2368 A5 -
Surface tension (mN m-1) - - -

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 Not readily biodegradable
Degradación de suelo (días) (aerobic) DT50 (típico) 22.1 A5 No persistente
DT50 (laboratorio en 20oC) 22.1 A5 No persistente
DT50 (campo) 21.9 A5 No persistente
DT90 (laboratorio en 20oC) 117.7 A5 -
DT90 (campo) 72.6 A5 -
Endpoint de modelado DT50 - - -
Nota EU 2017 dossier lab studies DT50 range 2.4-58.3 days, DT90 range 23.3-412 days, Soils=9, Field studies DT50 range 9.3-31.2 days, DT90 range 30.9-103.6 days, Soils=4; EU 2005 dossier Lab studies DT50 (1) cis-isomer 31-107 days (2) trans-isomer 13-58 days, DT90 (1) cis-isomer 102-792 days (2) trans-isomer 69-251 days; field studies DT50 range 14-199 days, DT90 range 28-375 days
Dissipation rate RL50 on plant matrix Valor 5.1 R4 -
Nota Published literature RL50 range 1.9-13.1 days, 15 field & undercover grown crops, various matrices, n=19
Dissipation rate RL50 on and in plant matrix Valor 4.7 R4 -
Nota Published literature RL50 range 1.2-10.3 days, 19 field crops, various matrices, n=26
Acuoso fotólisis DT50 (días) en pH 7 Valor 7.8 A5 Moderado rápido
Nota -
Acuoso hidrólisis DT50 (días) en 20oC y pH 7 Valor Estable A3 -
Nota Stable pH 3-7. Also varies with isomer: DT50 21.2 days pH 8 cis-isomer, 9.1 days pH 8 trans-isomer, ~30 mins at pH 11.
Aqua-Sedimento DT50 (días) 17 A5 Rápido
Fase de agua sola DT50 (días) 3 A5 Moderado rápido

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 5435 A5 No Móvil
Koc 307558
Notas y rango EU 2017 dossier Kd range 3871-8976 mL/g, Koc range 80653-574360 mL/g, Soils=5
Freundlich Kf - - -
Kfoc -
1/n -
Notas y rango -
pH senbsibilidad -

Key metabolites:
Metabolito Medio de formación Maximó Calculado de Fracción Ocurrencia 1107/2009 Importancia Click here for further information on 1107/2009 relevancy
3-phenoxybenzoic acid This metabolite may cause environmental pollution, click here for further information Suelo   0.102   Major fraction, Relevant
3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid This metabolite may cause environmental pollution, click here for further information Suelo   0.474   Major fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Medio de formación / Rate Maximó Calculado de Fracción Ocurrencia Metabolising enzymes
3-(4-hydroxyphenoxy)benzoic acid 4'HO3PBA Soil - -
4-hydroxycypermethrin - Soil; Animal - -
3-(2,2-dichloroethenyl(-2,2-dimethyl cyclopropane carboxylic acid (cis- and trans-) - Soil (Aerobic) - -
3-phenoxybenzoic acid
(Ref: )
Nota: Major fraction, Relevant
- Soil (Aerobic) - -
(RS)-Carbamoyl(3-phenoxyphenyl)-methyl (1RS)-cis,trans-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate - Soil - -
3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid
(Ref: )
Nota: Major fraction, Relevant
- Soil (Photolysis) - -


ECOTOXICOLOGÍA

for cypermethrin

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) 331 A5 Umbral de importancia
CT50 (días) No disponible -
Mamíferos - Agudos oral LD50 (mg kg-1) 287 A5 Rata Moderado
Mamíferos - a corto plazo NOEL (mg kg-1) 7.5 L2 Rata, 2 año Alto
(ppm dieta) - -
Pájaros/aves - Agudos LD50 (mg kg-1) > 9520 A5 Anas platyrhynchos Bajo
Birds - Short term dietary (LC50/LD50) > 5620 mg kg feed-1 A5 Anas platyrhynchos -
Pez - agudo 96 hora LC50 (mg l-1) 0.00151 A5 Oncorhynchus mykiss Alto
Pez - Crónico 21 días NOEC (mg l-1) 0.00003 A4 Pimephales promelas, 34 día Alto
Invertebrados acuáticos - Agudos 48 hora EC50 (mg l-1) 0.00021 A5 Daphnia magna Alto
Invertebrados acuáticos - Crónicos 21 días NOEC (mg l-1) 0.00004 A5 Daphnia magna Alto
Crustáceos acuáticos - Agudos 96 hora LC50 (mg l-1) 0.0128 F3 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) - - -
Sediment dwelling organisms - Crónicos 28 día NOEC, sedimento (mg kg-1) - - -
Plantas acuáticas - Agudos 7 día EC50, biomasa (mg l-1) - - -
Non-target plants > 150 A5 Onion, Oats, Beet, Soybean, Sunflower
Vegetative vigour, ER50
as g/ha
-
- - -
Algas - Agudos 72 hora EC50, crecimiento (mg l-1) > 0.0667 A5 Pseudokirchneriella subcapitata Moderado
Algas - Crónicos 96 hora NOEC, crecimiento (mg l-1) 1.3 Q2 Unknown species Bajo
Abejas mielíferas (Apis spp.) Contacto aguda LD50 (peor caso de 24 , 48 y 72 hora valores - μg abeja-1) 0.023 A5 Apis mellifera Alto
Oral aguda LD50 (peor caso de 24 , 48 y 72 hora valores - μg abeja-1) 0.172 A5 Apis mellifera Alto
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) 0.119 A5 Bombus terrestris Alto
-
Oral aguda LD50 (peor caso de 24 , 48 y 72 hora valores - μg abeja-1) 0.263 A5 Bombus terrestris Alto
-
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) 0.07 R5 Trigona spinipes Alto
Modo de exposición Contact
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) > 100 A5 Eisenia foetida Moderado
Lombrices - Crónicos 14 día NOEC, reproducción (mg kg-1) > 5.3 A5 Eisenia foetida, corr Moderado
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Causalidad 16.0 A5 Folsomia candida, 21 día EC50 Mortality mg kg-1 -
Otro arthropoda (1) LR50 g ha-1 0.0029 Mortalidad
A5 Typhlodromus pyri
-
% Causalidad Nocivo AA2 Typhlodromus pyri -
Otro arthropoda (2) LR50 g ha-1 0.822 Mortalidad
A5 Aphidius rhopalosiphi
-
% Causalidad Moderado dañoso AA2 Chrysoperla carnea -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 0.15 kg ha-1; 28 días
-
Mesocosm study data NOEAEC mg l-1 0.00005 A5 Aquatic invertebrates and algae -
NOEAEC mg l-1 - - -


LA SALUD HUMANA Y PROTECCIÓN

for cypermethrin

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) 287 A5 Rata Moderado
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) 3.56 A5 Rat -
Other Mammal toxicity endpoints Intraperitoneal LD50 = 404 mg kg-1 V3 Rat -
Intravenosa LDLo = 6.0 mg kg-1 V3 Rata -
Consumo cada día aceptable (mg kg-1p.c. días-1) 0.05 A5 Rat, SF=100 -
ARfD - Acute Reference Dose (mg kg-1p.c. días-1) 0.2 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) 0.06 A5 -
Estudios den la absorción cutánea (%) 0.8-5 A5 concentration dependent -
Directivo 76/464 Sustancias Peligrosas - - -
Exposure Routes Public Negligible risks for bystanders and residents
Occupational No unacceptable risks identified when following product label for poposed uses and using PPE/PPC
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

A2; B3; C3; D3; E3

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

Cuestiones generales de la salud humana Highly toxic
USEPA - possible human carcinogen
Endocrine issues - Estrogenic effect
Possible liver & kidney 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 variable depending upon product, often either 3 or 9
CLP classification 2013 Health: H302; H332; H335
Environment: H400, H410
CEE clasificación de riesgos Click here to view information omn the EU risk phrases T - Toxic: R22
Xn - Harmful: R48/22
Xi - Irritant: R37
N - Dangerous for the environment: R50, R53 Note: for cis/trans ratio 40:60
CEE clasificación sin riesgos Click here to view information omn the EU safety phrases S1/2, S36/37/39, S45, S60, S61
Clasificación de OSM II - Peligroso mediano
Número de las NU 3352 as active, variable with product, usually 1993, 3082 or 3295
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRADUCCIONES

for cypermethrin

Idioma Nombre
Inglés cypermethrin
Francés cypermethrine
Alemán Cypermethrin
Danés cypermethrin
Italiano cipermetrina
Español cipermetrin
Griego -
Esloveno cipermetrin
Polaco cypermetryna
Sueco cypermetrin
Húngaro cypermethrin
Holandés cypermetrine

Última actualización del registro: Tuesday 25 June 2019
Contacto: aeru@herts.ac.uk