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prothioconazole (Ref: JAU 6476 )
** AMS 21619 ** 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 prothioconazole

Description: A fungicide for use both as a seed treatment and foliar spray to treat a variety of diseases in cereals

Example pests controlled: Phoma leaf spot; Phoma stem canker; Powdery mildew; Yellow rust; Brown rust; Tan spot; Septoria leaf and glume blotch

Example applications: Cereals including barley, rye, wheat, oats

Efficacy & activity: Wheat/Eyespot=High; Wheat/Mildew=Moderate; Wheat/Septoria=Moderate; Wheat/Yellow rust=High; Wheat/Brown rust=Low; Wheat/Ear blight=Moderate; Barley/Rhynchosporium=Moderate; Barley/Mildew=Moderate; Barley/Rust=Low; Barley/Net blotch=Moderate; Barley/Ramularia=Moderate; Corn/Northern leafblight=Moderate; Corn/Rust=Moderate; Corn/Eyespot=High; Soybean/Rust=High; Soybean/White mould=Moderate

Availability status: Current

Introduction & key dates: circa 2002

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur UK/France
Date inclusion expires 31/07/2019
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

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism A chiral molecule. The technical material is a racemate comprising equal amounts of (R)- and (S)-prothioconazole.
Chemical formula C14H15Cl2N3OS
Canonical SMILES C1CC1(C(CC2=CC=CC=C2Cl)(CN3C(=S)N=CN3)O)Cl
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) MNHVNIJQQRJYDH-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C14H15Cl2N3OS/c15-11-4-2-1-3-10(11)7-14(20,13(16)5-6-13)8-19-12(21)17-9-18-19/h1-4,9,20H,5-8H2,(H,17,18,21)
2D structure diagram/image available? Yes

Click to access the Cambridge Crystallographic Data Centre (CCDC) website
Cambridge Crystallographic Data Centre diagrams:
Common Name Relationship Link
Prothioconazole Unstated isomer Click here for the CCDC structure diagram

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Fungicide
Substance group Triazolinthione
Minimum active substance purity 970 g/kg
Known relevant impurities EU dossier - Toluene 5g/kg; other substances, including prothioconazole-desthio & triazole-1-ethanol, at undefined levels
Substance origin Synthetic
Mode of action Systemic with protective, curative and eradicative action. Long lasting activity. Sterol biosynthesis inhibitor.
CAS RN 178928-70-6
EC number -
CIPAC number 745
US EPA chemical code 1133961
PubChem CID 6451142
Molecular mass (g mol-1) 344.26
PIN (Preferred Identification Name) -
IUPAC name (RS)-2-[2-(1-chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl]-2,4-dihydro-1,2,4-triazole-3-thione
CAS name 2-[2-(1-chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl]-1,2-dihydro-3H-1,2,4-triazole-3-thione
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) 3
Examples of recorded resistance -
Physical state White to beige crystalline powder
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
  • AgriGuard
  • Bayer CropScience
  • Clayton
  • Makhteshim
  • Standon
Example products using this active
  • Cello
  • Fandango
  • Helix
  • Jaunt
  • Kestrel
  • Proline
  • Rivet
  • Aviator Xpro
UK LERAP status Buffer probably required in UK - see product label
Formulation and application details Often supplied as an emuslifiable concentrate that is mixed with water and used as a spray.


ENVIRONMENTAL FATE

for prothioconazole

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) 22.5 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 215000 A5 - Ethyl acetate -
280000 A5 - Acetone -
27 A5 - n-Heptane -
8000 A5 - Xylene -
Melting point (oC) 140.3 A5 -
Boiling point (oC) No boiling point under normal conditions A4 -
Degradation point (oC) 220 A4 -
Flashpoint (oC) 403 A5 -
Octanol-water partition coefficient at pH 7, 20oC P 1.00 X 1002 Calculated -
Log P 2.0 A5 Low
Bulk density (g ml-1)/Specific gravity 1.36 A5 -
Dissociation constant (pKa) at 25oC 6.9 A5 -
Note: Weak acid
Vapour pressure at 20oC (mPa) 7.4 X 10-06 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 1.1 X 10-08 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index -0.21 Calculated Low leachability
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 2.24 X 10-05 Calculated -
Note -
Potential for particle bound transport index Click here for a note on the limitations of the potential for particle bound transport index - Calculated Medium
Maximum UV-vis absorption L mol-1 cm-1 Neutral: 202nm=26235, 216nm=13521, 255nm=11850
pH2: 202nm=28193, 216nm=13561, 255nm=12568
pH10: 219nm=14261, 248nm=8972
A5 -
Surface tension (mN m-1) 67.4 A5 at 20oC -

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 Not readily biodegradable
Soil degradation (days) (aerobic) DT50 (typical) 14.1 A5 Non-persistent
DT50 (lab at 20oC) 0.44 A5 Non-persistent
DT50 (field) 0.77 A5 Non-persistent
DT90 (lab at 20oC) 14.1 A5 -
DT90 (field) 4.71 A5 -
DT50 modelling endpoint 1.8 A5 worse case field value -
Note EU 2018 dossier lab studies DT50 range 0.04-1.1 days, DT90 range 0.9-46.9 days, Soils = 4; Field studies DT50 range 0.49-1.4 days, DT90 range 3.9-5.9 days, Soils=8
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 2.1 A5 Moderately fast
Note Data for sterile solution pH7 simulated sunlight equivalent to DT50 ~9 days solar summer conditions
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note Stable pH 4 to pH 9 at 25 and 50 degC
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 15.2 A4 Slightly mobile
Koc 1765
Notes and range -
Freundlich Kf 44.2 A3 Slightly mobile
Kfoc 2556
1/n 0.88
Notes and range EU dossier data for S-methyl variant Kf range 15.6-64.1 mL/g, Kfoc range 1974-2995 mL/g, 1/n range 0.85-0.91, Soils=4
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
2-(1-chlorocyclopropyl)-1-(2-chlorophenyl)-3-(4,5-dihydro-5-methylthio-1,2,4-triazolyl-1)-propan-2-ol This metabolite may cause environmental pollution, click here for further information Soil   0.146   Major fraction, Relevant
alpha-(1-chlorocyclopropyl)-alpha-o(2-chlorophenyl)methyl-1H-1,2,4-triazole-1-ethanol This metabolite may cause environmental pollution, click here for further information Soil   0.494   Major fraction, Relevant


ECOTOXICOLOGY

for prothioconazole

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) 43.9 A5 Low potential
CT50 (days) 0.47 -
Mammals - Acute oral LD50 (mg kg-1) > 6200 A5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) > 25 A5 Dog High
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) > 2000 A5 Colinus virginianus Low
Birds - Short term dietary (LC50/LD50) > 5000 mg kg feed-1 A5 Anas platyrhynchos -
Fish - Acute 96 hour LC50 (mg l-1) 1.83 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 0.308 A5 Oncorhynchus mykiss Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 1.3 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.56 A5 Daphnia magna Moderate
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) > 1,01 A5 Americamysis bahia Moderate
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l-1) 9.14 A5 Chironomus riparius Moderate
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) - - -
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) > 0.18 A5 Lemna gibba Moderate
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) 2.18 A5 Pseudokirchneriella subcapitata Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) 2.92 A5 Pseudokirchneriella subcapitata Low
Honeybees (Apis spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) > 100 A5 Apis mellifera Low
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) > 71 A5 Apis mellifera Moderate
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) > 100 A5 Bombus terrestris Low
-
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) > 1000 A5 Eisenia foetida Low
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) 1.33 A4 Eisenia foetida Moderate
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect 64 A4 Folsomia candida, NOEC mg kg-1 -
Other arthropod (1) LR50 g ha-1 98.1 48 hour mortality
A5 Aphidius rhopalosiphi, as ml Aviator EC 225/ha
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 402 >, mortality
A5 Typhlodromus pyri, as ml Aviator EC 225/ha
-
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A4
Dose: 2 kg ha-1, 28 days
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for prothioconazole

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) > 6200 A5 Rat Low
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 4.99 A5 Rat -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.05 A5 Rat, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.8 A5 Rat, SF=100 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) 0.8 A5 Rat, SF=100 -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.25 A5 Mice, SF=100 -
Dermal penetration studies (%) 5-35 A3 concentration and formulation dependant -
Dangerous Substances Directive 76/464 - - -
Exposure Routes Public No unacceptable risks to bystanders identified
Occupational No unacceptable risks to operators or other workers identified for intended uses
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (μg l-1) 0.1 EU Dir 89/778/EC limit; A5 -

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

A2; B3; C3; D0; E3

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

General human health issues Possible liver & kidney toxicant
Key: Genotoxicity
A: Chromosome aberration (EFSA database)
B: DNA damage/repair (EFSA database)
C: Gene mutation (EFSA database)
D: Genome mutation (EFSA database)
E: Unspecified genotoxicity type (miscellaneous data source)
0: No data
1: Positive
2: Mixed/ambiguous results
3: Negative
Key: Other
: 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 Not explosive or oxidising
IMDG Transport Code is usually 9
CLP classification 2013 Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases Reproduction risk category 3: R63
Xn - Harmful: R43
N - Dangerous for the environment: R51, R53
EC Safety Classification Click here to view information omn the EU safety phrases -
WHO Classification U - Unlikely to present an acute hazard
UN Number Usually 3082
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for prothioconazole

Language Name
English prothioconazole
French prothioconazole
German Prothioconazole
Danish prothioconazol
Italian protioconazolo
Spanish protioconazol
Greek -
Slovenian protiokonazol
Polish protiokonazol
Swedish protiokonazol
Hungarian -
Dutch prothioconazool

Record last updated: Wednesday 26 June 2019
Contact: aeru@herts.ac.uk