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tiofanato de metilo (Ref: NF 44)
** thiophanate-methyl ** thiophanate ** thiofanate ** banrot ** Traducciones

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

RESUMEN

Thiophanate methyl is an approved EU fungicide used widely to control fungal diseases on crops. It has a low aqueous solubility, low volatility and tends not to be persistent in soil or water systems. It has a low mammalian toxicity, however it is an irritant, a skin sensitiser and may also be mutagen. It is moderately toxic to most aquatic organisms and earthworms but less so to birds and honeybees.

INFORMACIÓN GENERAL Click here for an explantaion of the general chemical status information
for thiophanate-methyl

Descripción: A systemic fungicide effective with protective and curative activity against a broad spectrum of diseases in fruit, vegetables and other crops

Ejemplos de plagas controladas: Eyespot; Scab; Powdery mildew; Grey mould; Leaf spot; Rusts; Brown spot; Brown Rot; Root rots

Ejemplos de aplicaciones: Apples & pears; Small grains; Curcubits; Soybeans; Peanuts, Pecans; Garlic & onions; Almonds; Strawberries; Grapes; Tomatoes; Aubergines

Eficacia y actividad: Wheat/Ear blight=Low; Soybean/Leaf blight=Moderate; Soybean/Rust=Moderate; Soybean/White mould=Moderate

Availability status: Current

Introduction & key dates: 1971, first registered Japan

CEE Regulación 1107/2009 ( 91/414):
Estado Approved
Dossier rapporteur/co-rapporteur Sweden/Finland
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 -
Fórmula química C12H14N4O4S2
Canonical SMILES COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC
Isomeric SMILES No data
International Chemical Identifier Key (InChIKey) QGHREAKMXXNCOA-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C12H14N4O4S2/c1-19-11(17)15-9(21)13-7-5-3-4-6-8(7)14-10(22)16-12(18)20-2/h3-6H,1-2H3,(H2,13,15,17,21)(H2,14,16,18,22)
¿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 Fungicide
Grupo químico Benzimidazole
Minimum active substance purity 950 g/kg
Known relevant impurities EU dossier - DAp, HAp, carbendazim
Sustancias de origen Sintéticas
Modo de acción Inhibition of mitosis and cell division (Beta-tubulin assembly in mitosis).
CAS RN 23564-05-8
CEE número 245-740-7
Número CIPAC 262
EPA américaine chimiques de code 102001
PubChem CID 3032791
Masa molecular (g mol-1) 342.39
PIN (Preferred Identification Name) dimethyl N,N'-[1,2-phenylenebis(azanediylcarbonothioyl)]dicarbamate
Nombre IUPAC dimethyl 4,4'-(o-phenylene)bis(3-thioallophanate)
Nombre CAS dimethyl (1,2-phenylenebis(iminocarbonothioyl))bis(carbamate)
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) No aplicable
Fungicide Resistance Classification (FRAC) 1
Examples of recorded resistance -
Estado físico Colourless to light brown crystalline 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
  • Bayer Environ
  • Headland
  • Makhteshim-Agan
  • Scotts
  • Nufarm
Example products using this active
  • Snare
  • Mildothane Turf Liquid
  • 3336Plus
  • Topsin M
  • Senator
  • Frumidor
Estado de UK LERAP None (may vary with mixtures)
Formulation and application details Usually formulated as a suspension concentrate, flowable, ULV or wettable powder.


DESTINO AMBIENTAL

for thiophanate-methyl

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) 18.5 A5 Bajo
Solubilidad - en solventes organicos en 20oC (mg l-1) 8400 A5 - Acetato de etilo -
0.47 A5 - n-Hexano -
7800 A5 - Metanol -
110 A5 - Xileno -
Punto de fusión (oC) Decomposes before melting A5 -
Punto de ebullición (oC) Decomposes before boiling A5 -
El punto de degradación (oC) 165 A5 -
Punto de inflamación (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-aqua coeficiente de particiónat en pH 7, 20oC P 2.51 X 1001 Calculado -
Log P 1.40 A5 - @ 25 DegC Bajo
Masa densidad (g ml-1)/Peso específico 1.45 A5 -
Disociación constante (pKa) at 25oC 7.28 A5 -
Nota: Ácido débil
Presión de vapor en 20oC (mPa) 9.0 X 10-03 A5 Baja volatilidad
Constante de Henry a 25oC (Pa m3 mol-1) 1.67 X 10-04 A5 No volátil
Indice de potencial de lixiviación GUS Click here for a note on the limitations of the GUS index -0.50 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 1.45 X 10-04 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 268nm = 19046, 305nm = shoulder A3 -
Surface tension (mN m-1) 72.2 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 Not readily biodegradable
Degradación de suelo (días) (aerobic) DT50 (típico) 0.5 Click here to see a warning relating to modelling and this active substance A5 No persistente
DT50 (laboratorio en 20oC) 0.5 A5 No persistente
DT50 (campo) 2.0 A5 No persistente
DT90 (laboratorio en 20oC) 1.66 A5 -
DT90 (campo) 13,3 A5 -
Endpoint de modelado DT50 - - -
Nota EU 2016 dossier Lab studies DT50 range 0.29-0.70 days, DT90 range 0.96-2.3 days, Soils=4; Field studies DT50 range 1.0-3.3 days, DT90 range 6.0-17.0, Soils=4
Dissipation rate RL50 on plant matrix Valor 29.6 R3 -
Nota Undercover ornamentals, leaves, n=1
Dissipation rate RL50 on and in plant matrix Valor 4.2 R4 -
Nota Published literature RL50 range 1.0-15.4 days, 11 field grown crops, various matrices, n=17
Acuoso fotólisis DT50 (días) en pH 7 Valor 2.2 A5 Moderado rápido
Nota Data for natural sunlight at pH 5
Acuoso hidrólisis DT50 (días) en 20oC y pH 7 Valor 46.8 A5 Persistente moderado
Nota pH sensitive: DT50 Stable - 867 days at pH 5; 1.0 days at pH 9, all at 22 degC
Aqua-Sedimento DT50 (días) 2 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 - - -
Koc -
Notas y rango -
Freundlich Kf 2.41 A5 Móvil moderado
Kfoc 220
1/n 0.86
Notas y rango EU 2016 dossier Kf range 0.27-14.1 mL/g, Kfoc range 54-859 mL/g, 1/n range 0.75-0.99, Soils=10
pH senbsibilidad Some studies suggest that adsorption is stronger in acid soils

Key metabolites:
Metabolito Medio de formación Maximó Calculado de Fracción Ocurrencia 1107/2009 Importancia Click here for further information on 1107/2009 relevancy
carbendazim (Ref: BAS 346F) This metabolite may cause environmental pollution, click here for further information Suelo   0.758   Major fraction, Relevant
methyl 4-(2-(methoxycarbonylamino)benzothiazoyl)allophanate (Ref: CM-0237) Suelo   0.098   Minor fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Medio de formación / Rate Maximó Calculado de Fracción Ocurrencia Metabolising enzymes
dimethyl 4,4-(4-hydroxy-ortho-phenylene)bis(3-thioallophanate) 4-OH-thiophanate-methyl Animal - -
methyl 4-(2-(3-methoxycarbonyl-2-thioureido)phenyl)allophanate DX-105 Water (photoylsis), Rat, Plant - -
dimethyl 4,4-(ortho-phyenylene)bis(allophanate)) FH-432; Allophanate Water, Animal, Plant - -
dimethyl 4,4-)4-hydroxy-ortho-phenylene)bis(allophanate) 4-OH-FH-432 Rat - -
dimethyl 4,4-)4-hydroxy-ortho-phenylene)bis(allophanate) sulphate 4-OH-FH-432-S Rat - -
[2-N-methoxy carbonyl thioureido) phenylene] thiourea AV-1951 Water - -
methyl-N-(2-aminophenylaminocarbonothioyl)carbamate FH-73 - - -
methyl (4-hydroxy-1H-benzimidazol-2-yl)carbamate 4-OH-MBC Animal - -
methyl (4-hydroxy-1H-benzimidazol-2-yl)carbamate sulphate 4-OH-MBC-S Rodent - -
methyl (5-hydroxy-1H-benzoimidazol-2-yl)carbamate 5-OH-MBC Animal - -
methyl (5-hydroxy-1H-benzoimidazol-2-yl)carbamate sulphate 5-OH-MBC-s Animal - -
2-amino-1H-benzimidazole 2-AB Water-sediment systems, Soil, Animal, Plant - -
2-amino(-4-hydroxy)benzimidazole 4-OH-2-AB - - -
2-amino-1H-benzimidazol-5-ol 5-OH-2-AB Hen - -
dimethyl 4,4-(4-hydroxy-ortho-phenylene)bis(3-thioallophanate) sulphate 5-OH-thiophanate-menthyl sulfate Rodent - -
dimethyl 4,4-(3-hydroxy-ortho-phenylene)bis(3-thioallophanate) 3-OH-thiophanate-methyl Animal - -


ECOTOXICOLOGÍA

for thiophanate-methyl

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) 75 Q2 Estimado Bajo potencial
CT50 (días) No disponible -
Mamíferos - Agudos oral LD50 (mg kg-1) > 5000 A5 Rata Bajo
Mamíferos - a corto plazo NOEL (mg kg-1) - L3 Rata -
(ppm dieta) > 2.5 -
Pájaros/aves - Agudos LD50 (mg kg-1) > 4640 A5 Anas platyrhynchos Bajo
Birds - Short term dietary (LC50/LD50) > 10000 mg kg feed-1 A4 Unknown species -
Pez - agudo 96 hora LC50 (mg l-1) 11.0 A5 Oncorhynchus mykiss Moderado
Pez - Crónico 21 días NOEC (mg l-1) 0.32 A5 Salmo gairdneri Moderado
Invertebrados acuáticos - Agudos 48 hora EC50 (mg l-1) 5.4 A5 Daphnia magna Moderado
Invertebrados acuáticos - Crónicos 21 días NOEC (mg l-1) 0.18 A5 Daphnia magna Moderado
Crustáceos acuáticos - Agudos 96 hora LC50 (mg l-1) 1.0 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) 0.5 A5 Chironomus riparius, emergence Moderado
Sediment dwelling organisms - Crónicos 28 día NOEC, sedimento (mg kg-1) - - -
Plantas acuáticas - Agudos 7 día EC50, biomasa (mg l-1) 4.7 F3 Lemna gibba Moderado
Non-target plants > 1570 A5 Cabbage, Corn, Cucumber, Lettuce, Oats, Onions, Ryegrass, Tomatoes
Vegetative vigour, ER50
as g/ha
-
> 1680 A5 Cabbage, Corn, Cucumber, Lettuce, Oats, Onions, Ryegrass, Tomatoes
Seedling emergence, ER50
as g/ha
-
Algas - Agudos 72 hora EC50, crecimiento (mg l-1) > 25.4 A5 Pseudokirchneriella subcapitata Bajo
Algas - Crónicos 96 hora NOEC, crecimiento (mg l-1) - - -
Abejas mielíferas Contacto aguda 48 hora LD50 (μg abeja-1) > 100 A5 Bajo
Oral aguda 48 hora LD50 (μg abeja-1) > 100 A5 Bajo
Modo desconocido aguda 48 hora LD50 (μg abeja-1) - - -
Lombrices - Agudos 14 día LC50 (mg kg-1) > 13.2 A5 Eisenia foetida Moderado
Lombrices - Crónicos 14 día NOEC, reproducción (mg kg-1) 0.85 A5 Eisenia foetida Moderado
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Causalidad - - -
Otro arthropoda (1) LR50 g ha-1 Inofensivo Dose: 400 g ha-1
AA3 Aphidius rhopalosiphi
-
% Causalidad 74 Parasitastion
Dose: 1.58 kg ha-1
A5 Aphidius rhopalosiphi
-
Otro arthropoda (2) LR50 g ha-1 1575 >
A5 Typhlodromus pyri
-
% Causalidad 4 Mortalidad
Dose: 0.07 kg ha-1
A5 Typhlodromus pyri
-
Soil micro-organisms Nitrogen mineralisation: No adverse effect
Carbon mineralisation: No adverse effect
A5
Dose: 5 kg ha-1
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


LA SALUD HUMANA Y PROTECCIÓN

for thiophanate-methyl

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) > 5000 A5 Rata Bajo
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) 1.7 A5 Rat, 4 hr (whole body) -
Other Mammal toxicity endpoints - -
Consumo cada día aceptable (mg kg-1p.c. días-1) 0.08 A5 Dog, SF=100, under review -
ARfD - Acute Reference Dose (mg kg-1p.c. días-1) 0.2 A5 Rabbit, SF=100, under review -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) Not established A1 -
El nivel de exposición del operador (AOEL) sistemíco (mg kg-1p.c. días-1) 0.08 A5 Dog, SF=100, under review -
Estudios den la absorción cutánea (%) 10 A5 -
Directivo 76/464 Sustancias Peligrosas - - -
Limites de exposiciones - - -
Exposure Routes Public Low risk for bystanders and residents
Occupational Use of PPE/PPC recommended to reduce exposure risks
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (μg l-1) - 10A5 -

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 Mutagenic potential
USEPA - possible human carcinogen
Possible liver, kidney & thyroid toxicant

: 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 Prevent generation of dust
Some explosive potential but generally considered not to have explosive or oxidising properties
IMDG Transport Code is usually 9
CLP classification 2013 Health: H317, H332, H340, H351, H373
Environment: H400, H410
CEE clasificación de riesgos Click here to view information omn the EU risk phrases Mutagenic category 3: R68
Xn - Harmful: R20, R43
N - Dangerous for the environment: R50, R53
CEE clasificación sin riesgos Click here to view information omn the EU safety phrases S2, S36/37, S46, S60, S61
Clasificación de OSM U - Es poco probable que presente un riesgo agudo
US EPA Classification (formulation) IV - Caution - Not acutely toxic
Número de las NU Usually 3077
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRADUCCIONES

for thiophanate-methyl

Idioma Nombre
Inglés thiophanate-methyl
Francés thiophanate-methyle
Alemán Thiophanat-methyl
Danés thiophanate-methyl
Italiano tiofanato-metile
Español tiofanato de metilo
Griego -
Esloveno tiofanat-metil
Polaco tiofanat metylowy
Sueco tiofanatmetyl
Húngaro tiophanate-methyl
Holandés thiofanaat-methyl

Última actualización del registro: Monday 05 November 2018
Contacto: aeru@herts.ac.uk