Select Option
Home
A to Z
Search
Terms & Conditions
Support Information
Purchasing & Other Services
Video User Guides
GET ADDITIONAL DATA HERE!

triadimenol (Ref: BAY KWG 0519)
** 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 triadimenol

Description: A fungicide for cereals and other crops used to control a range of diseases

Example pests controlled: Powdery mildew; Rusts; Bunts; Smuts; Eyespot

Example applications: Cereals including wheat, rye, triticale, oats, barley; Beet crops; Brassicas; Grapes

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1978, first reported & marketed

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Spain/Latvia
Date inclusion expires 31/08/2019
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

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 mixture of two diastereoisomeric forms.The ratio of these is usually: diastereoisomers RS + SR: 78-88%; diastereoisomers RR + SS: 12-22%.
Chemical formula C14H18ClN3O2
Canonical SMILES CC(C)(C)C(C(N1C=NC=N1)OC2=CC=C(C=C2)Cl)O
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) BAZVSMNPJJMILC-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C14H18ClN3O2/c1-14(2,3)12(19)13(18-9-16-8-17-18)20-11-6-4-10(15)5-7-11/h4-9,12-13,19H,1-3H3
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; Metabolite
Metabolite Type Soi, Plant
Substance group Triazole
Minimum active substance purity 970 g/kg isomer mix
Known relevant impurities EU dossier - None declared
Substance origin Synthetic
Mode of action Selective with curative, protective and eradicant action. Disrupts membrane function. Sterol biosynthesis inhibitor.
CAS RN 55219-65-3
EC number 259-537-6
CIPAC number 398
US EPA chemical code 127201
PubChem CID 41368
Molecular mass (g mol-1) 295.76
PIN (Preferred Identification Name) (1E,2E)-1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-ol
IUPAC name (1RS,2RS;1RS,2SR)-1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-ol
CAS name β-(4-chlorophenoxy)-a-(1,1-dimethylethyl)-1H-1,2,4-triazole-1-ethanol
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 Colourless crystals
Related substances & organisms

Can be a metabolite of:
Parent Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
triadimefon Soil   0.9   Major fraction; Relevant

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 CropScience
  • Makhteshim-Agan
  • Mobay
Example products using this active
  • Baytan Flowable
  • Bayfidin EC250
  • Tripod Plus
  • Silvacur
UK LERAP status None (may vary with mixtures)
Formulation and application details Available in a variety of formulations including emulsifiable concentrates for spray application and flowable concentrates for seed treatments.


ENVIRONMENTAL FATE

for triadimenol

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) 72 A5 Moderate
Solubility - In organic solvents at 20oC (mg l-1) 250000 A5 - Dichloromethane -
18000 A5 - Xylene -
140000 A5 - 2-Propanol -
450 A5 - n-Heptane -
Melting point (oC) 132.5 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 270 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 1.51 X 1003 Calculated -
Log P 3.18 A5 High
Bulk density (g ml-1)/Specific gravity 1.27 A5 -
Dissociation constant (pKa) at 25oC Not applicable A5 - -
Note: No dissociation
Vapour pressure at 20oC (mPa) 0.0005 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 3.5 X 10-06 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 3.34 Calculated High 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 5.26 X 10-01 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 - - -
Surface tension (mN m-1) 54.4 A5 at 20oC, 90% solution -

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) 250 L3 Persistent
DT50 (lab at 20oC) 136.7 A5 Persistent
DT50 (field) 64.9 A5 Moderately persistent
DT90 (lab at 20oC) 455.3 A5 -
DT90 (field) 215.7 A5 -
DT50 modelling endpoint - - -
Note EU dossier lab study DT50 range 47.3-158.4 days, DT90 range 191-591 days; field studies DT50 range 23-127.6 days, DT90 range 76.3-423.9 days
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value 11.7 R3 -
Note Undercover strawberry fruit, n=1
Aqueous photolysis DT50 (days) at pH 7 Value 9.0 A5 Moderately fast
Note Data for continuous irradiation, stable under dark conditions
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note Stable pH 4 to pH 9 at 20 and 40 degC
Water-sediment DT50 (days) 91 K4 Moderately fast
Water phase only DT50 (days) 53 K4 Stable

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 - Q3 Slightly mobile
Koc 750
Notes and range Various sources: (1) 500 (H3), (2) 1000 mL/g (US3)
Freundlich Kf 2.8 A5 Moderately mobile
Kfoc 273
1/n 0.890
Notes and range EU dossier kf range 0.91-5.66, Kfoc range 108-702 mL/g, 1/n range 0.841-0.963, Soils=14
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
1,2,4-triazole (Ref: CGA 71019) This metabolite may cause environmental pollution, click here for further information Soil   0.21   Major fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
2-hydroxy-3-(1H-1,2,4-triazol-1-yl)propanoic acid triadimenol metabolite M11 Plant - -
(R,S)-2-amino-3-(1H-1,2,4-triazol-1-yl)propanoic acid triadimenol metabolite M05 Plant; Soil - -
1H-1,2,4-triazol-1-ylacetic acid triadimenol metabolite M06 Plant; Soil - -
4-(4-chlorophenoxy)-3-hydroxy-2,2-dimethyl-4-(1H-1,2,4-triazol-1-yl)butyl glucuronide triadimenol metabolite M23 Animal - -
(4-chlorophenoxy)(1H-1,2,4-triazol-1-yl)acetic acid triadimenol metabolite M03 Soil - -
1,2-dihydro-1,2,4-triazol-3-one (is the tautomer of 1H-1,2,4-triazol-3-ol triadimenol metabolite M38 Soil - -
1-O-[4-(4-chlorophenoxy)-3-hydroxy-2,2-dimethyl-4-(1H-1,2,4-triazol-1-yl)butanoyl] glucuronide triadimenol metabolite M30 Animal - -
4-(4-chlorophenoxy)-2-methyl-4-(1H-1,2,4-triazol-1-yl)butane-1,3-diol triadimenol metabolite M18 Animal - -
1-(4-chlorophenoxy)-3-methyl-1-(1H-1,2,4-triazol-1-yl)butane-2,3-diol triadimenol metabolite M31 Animal - -
4-(4-chlorophenoxy)-3-hydroxy-2,2-dimethyl-4-(1H-1,2,4-triazol-1-yl)butyl glucoside triadimenol metabolite M12 Plant - -
1-(4-chlorophenoxy)-4-hydroxy-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one triadimenol metabolite M09 Animal - -
4-(4-chlorophenoxy)-2,2-dimethyl-4-(1H-1,2,4-triazol-1-yl)butane-1,3-diol triadimenol metabolite M10; triadimenol-hydroxy Plant; Animal; Rat - -
4-(4-chlorophenoxy)-3-hydroxy-2,2-dimethyl-4-(1H-1,2,4-triazol-1-yl)butanoic acid triadimenol metabolite M02 Animal; Rat; Soil - -
1-(4-chlorophenoxy)-4-hydroxy-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-yl hydrogen sulfate triadimenol metabolite M28 Animal - -
4-chlorophenol triadimenol metabolite M07 Plant; Soil - -
1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-yl glucoside triadimenol metabolite M15 Plant - -


ECOTOXICOLOGY

for triadimenol

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) 21 A5 Whole fish Low potential
CT50 (days) 0.42 -
Mammals - Acute oral LD50 (mg kg-1) 721 A5 Rat Moderate
Mammals - Short term dietary NOEL (mg kg-1) > 8 L2 Rat, 2 year High
(ppm diet) > 125 -
Birds - Acute LD50 (mg kg-1) > 2000 A5 Colinus virginianus Low
Birds - Short term dietary (LC50/LD50) > 705 mg kg bw-1 day-1 A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) 21.3 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 3.13 A5 Oncorhynchus mykiss Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 51 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.1 A5 Daphnia magna Moderate
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) - - -
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l-1) 0.1 A4 Chironomus riparius, sediment present Moderate
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) 0.667 A5 Chironomus riparius Moderate
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) - - -
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) 9.6 A5 Pseudokirchneriella subcapitata Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) 1 Q2 Unknown species Moderate
Honeybees Contact acute 48 hour LD50 (μg bee-1) > 200 A5 Low
Oral acute 48 hour LD50 (μg bee-1) > 224.8 A5 Low
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) > 390.5 A5 Eisenia foetida, corr Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) 100 A5 Eisenia foetida Moderate
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 1250 >
A5 Aphidius rhopalosiphi
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 1250 >
A5 Typhlodromus pyri
-
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 1.71 mg kg-1, 100 days
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for triadimenol

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) 721 A5 Rat Moderate
Mammals - Dermal LD50 (mg kg-1 body weight) > 5000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 0.954 A5 Rat, 4 hr (nose only) -
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) 0.05 A5 Rat, SF=100 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.05 A5 Rat, SF=100 -
Dermal penetration studies (%) 2.0-17.0 A5 concentration dependent -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public No unacceptable risks for intended uses
Occupational No unacceptable risks for intended uses
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 May cause dermatitis
Liver toxicant
Estrogenic
USEPA - possible human carcinogen
Endocrine issues - Estrogenic effect

: 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 6.1
CLP classification 2013 None allocated at this time
EC Risk Classification Click here to view information omn the EU risk phrases Reproduction risk category 2: R62, R64, R63
Xn - Harmful: R22
EC Safety Classification Click here to view information omn the EU safety phrases -
WHO Classification II - Moderately hazardous
US EPA Classification (formulation) III - Caution - Slightly toxic
UN Number Usually 2588
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for triadimenol

Language Name
English triadimenol
French triadimenol
German Triadimenol
Danish triadimenol
Italian triadimenol
Spanish triadimenol
Greek -
Slovenian triadimenol
Polish triadimenol
Swedish -
Hungarian triadimenol
Dutch triadimenol

Record last updated: Thursday 23 May 2019
Contact: aeru@herts.ac.uk