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thiophanate
** thiophanate ** thiofanate ** banrot ** thiophanate ethyl ** 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 thiophanate

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

Example pests controlled: Eyespot; Scab; Powdery mildew; Grey mould; Leaf spot; Rusts; brown spot; Brown Rot; Root rots

Example applications: Apples & pears; Small grains; Curcubits; Soybeans; Peanuts, Pecans; Garlic & onions; Almonds; Strawberries

Efficacy & activity: Wheat/Ear blight=Low

Availability status: Current

Introduction & key dates: 1971, first registered Japan

EC Regulation 1107/2009 (repealing 91/414):
Status Approved only as the methyl variant
Dossier rapporteur/co-rapporteur Germany
Date inclusion expires 31/10/2019
EU Candidate for substitution (CfS) No
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

Also used in: Australia, USA

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism -
Chemical formula C14H18N4O4S2
Canonical SMILES CCOC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OCC
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) YFNCATAIYKQPOO-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C14H18N4O4S2/c1-3-21-13(19)17-11(23)15-9-7-5-6-8-10(9)16-12(24)18-14(20)22-4-2/h5-8H,3-4H2,1-2H3,(H2,15,17,19,23)(H2,16,18,20,24)
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 Fungicide
Substance group Benzimidazole
Minimum active substance purity -
Known relevant impurities -
Substance origin Synthetic
Mode of action Inhibition of mitosis and cell division (Beta-tubulin assembly in mitosis).
CAS RN 23564-06-9
EC number 245-741-2
CIPAC number 262
US EPA chemical code 103401
PubChem CID 3032792
Molecular mass (g mol-1) 370.45
PIN (Preferred Identification Name) diethyl N,N'-(1,2-phenylenebis(azanediylcarbonothioyl))dicarbamate
IUPAC name diethyl 4,4'-(o-phenylene)bis(3-thioallophanate)
CAS name diethyl N,N'-(1,2-phenylenebis(iminocarbonothioyl))bis(carbamate)
Other status information -
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) -
Examples of recorded resistance -
Physical state Colourless crystals
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
  • Bayer Environ
  • Headland
  • Makhteshim-Agan
  • Scotts
  • Nufarm
Example products using this active
  • Snare
  • Mildothane Turf Liquid
  • 3336Plus
  • Topsin M
UK LERAP status None (may vary with mixtures)
Formulation and application details Usually formulated as a wettable powder.


ENVIRONMENTAL FATE

for thiophanate

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) - - -
Solubility - In organic solvents at 20oC (mg l-1) - - -
Melting point (oC) - - -
Boiling point (oC) - - -
Degradation point (oC) - - -
Flashpoint (oC) - - -
Octanol-water partition coefficient at pH 7, 20oC P - - -
Log P - - -
Bulk density (g ml-1)/Specific gravity - - -
Dissociation constant (pKa) at 25oC - - -
Note:
Vapour pressure at 20oC (mPa) - - -
Henry's law constant at 25oC (Pa m3 mol-1) - - -
GUS leaching potential index Click here for a note on the limitations of the GUS index - - -
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 - - -
Note -
Potential for particle bound transport index Click here for a note on the limitations of the potential for particle bound transport index - - -
Maximum UV-vis absorption L mol-1 cm-1 - - -
Surface tension (mN m-1) - - -

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) - - -
DT50 (lab at 20oC) - - -
DT50 (field) - - -
DT90 (lab at 20oC) - - -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note: -
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 - - -
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value - - -
Note -
Water-sediment DT50 (days) - - -
Water phase only DT50 (days) - - -

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 - - -
Koc -
Notes and range -
Freundlich Kf - - -
Kfoc -
1/n -
Notes and range -
pH sensitivity -

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
carbendazim (Ref: BAS 346F) Soil   -   Major fraction, Relevant
allophanate Soil   -   -

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
- 5-OH-MBC-sulfate Animal - -
- 5-OH-MBC Animal - -
- 4-OH-thiophanate-methyl, MBC Animal - -


ECOTOXICOLOGY

for thiophanate

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) - - -
CT50 (days) - -
Mammals - Acute oral LD50 (mg kg-1) > 5000 A5 Rat, as methyl variant Low
Mammals - Short term dietary NOEL (mg kg-1) - L3 Rat, as methyl variant -
(ppm diet) > 2.5 -
Birds - Acute LD50 (mg kg-1) > 4640 A5 Anas platyrhynchos, as methyl variant Low
Birds - Short term dietary (LC50/LD50) > 10000 mg kg feed-1 A4 Unknown species, as methyl variant -
Fish - Acute 96 hour LC50 (mg l-1) 11.0 A5 Oncorhynchus mykiss, as methyl variant Moderate
Fish - Chronic 21 day NOEC (mg l-1) 0.32 A5 Salmo gairdneri, as methyl variant Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 5.4 A5 Daphnia magna, as methyl variant Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.18 A5 Daphnia magna, as methyl variant Moderate
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) 1.0 F3 Americamysis bahia, as methyl variant Moderate
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l-1) 0.5 A5 Chironomus riparius, as methyl variant Moderate
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) - - -
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) 4.7 F3 Lemna gibba, as methyl variant Moderate
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) > 25.4 A5 Pseudokirchneriella subcapitata, as methyl variant Low
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) > 100 A5, as methyl variant Low
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) > 100 A5, as methyl variant Low
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) > 13.2 A5 Eisenia foetida, as methyl variant Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) 0.85 A5 Eisenia foetida, as methyl variant Moderate
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 - - -
% Effect - - -
Other arthropod (2) LR50 g ha-1 - - -
% Effect - - -
Soil micro-organisms - - -
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for thiophanate

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, as methyl variant Low
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat, as methyl variant -
Mammals - Inhalation LC50 (mg l-1) 1.7 A5 Rat, as methyl variant -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.08 A5 Dog, SF=100, as methyl variant -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.2 A5 Rabbit, SF=100, as methyl variant -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.08 A5 Dog, SF=100, as methyl variant -
Dermal penetration studies (%) 10 A5 -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public -
Occupational -
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (μg l-1) - - -

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

-

-

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

General human health issues Mutagenic potential

: 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 Prevent generation of dust
Some explosive potential
IMDG Transport Code is usually 9
CLP classification 2013 Health: H317, H332, H341
Environment: H400, H410
EC Risk Classification 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
EC Safety Classification Click here to view information omn the EU safety phrases S2, S36/37, S46, S60, S61
WHO Classification U - Unlikely to present an acute hazard
US EPA Classification (formulation) IV - Caution - Not acutely toxic
UN Number Usually 3077
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for thiophanate

Language Name
English thiophanate
French thiophanate
German Thiophanat-methyl
Danish thiophanate-methyl
Italian tiofanato-metile
Spanish tiofanato de metilo
Greek -
Slovenian tiofanat-metil
Polish tiofanat metylowy
Swedish tiofanatmetyl
Hungarian tiophanate-methyl
Dutch thiofanaat-methyl

Record last updated: Monday 05 November 2018
Contact: aeru@herts.ac.uk