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

triadimefon
** triadimefone ** triadimenol metabolite M01 ** 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 triadimefon

Description: A common fungicide used to control fungal infections in many crops. It is also a pesticide transformation product

Example pests controlled: Powdery mildew; Leaf rust; Stripe rust; Speckled leaf blotch; Septoria; Leaf scald

Example applications: Cereals including Wheat and barley; Peas; Grapevines; Curcubits; Sugarcane

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1976

EC Regulation 1107/2009 (repealing 91/414):
Status Not approved
Dossier rapporteur/co-rapporteur Not applicable
Date inclusion expires Expired
EU Candidate for substitution (CfS) Not applicable
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 A chiral molecule with one chiral centre. There is little notable difference in the biological activities of the different enantiomeric forms
Chemical formula C14H16ClN3O2
Canonical SMILES CC(C)(C)C(=O)C(N1C=NC=N1)OC2=CC=C(C=C2)Cl
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) WURBVZBTWMNKQT-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C14H16ClN3O2/c1-14(2,3)12(19)13(18-9-16-8-17-18)20-11-6-4-10(15)5-7-11/h4-9,13H,1-3H3
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
Triadimefon 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, Metabolite
Metabolite Type Soil
Substance group Triazole
Minimum active substance purity -
Known relevant impurities -
Substance origin Synthetic
Mode of action Systemic with protective, curative and eradicant action. Disrupts membrane function. Sterol biosynthesis inhibitor.
CAS RN 43121-43-3
EC number 256-103-8
CIPAC number 352
US EPA chemical code 109901
PubChem CID 39385
Molecular mass (g mol-1) 293.8
PIN (Preferred Identification Name) rac-(1R)-1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one
IUPAC name (RS)-1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one
CAS name 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)-2-butanone
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

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
  • Mobay
Example products using this active
  • Triadimefon 500WG
  • Bayleton
  • Amiral
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details Usually formulated as an emulsifiable concentrate or wettable powder.


ENVIRONMENTAL FATE

for triadimefon

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) 70 H4 Moderate
Solubility - In organic solvents at 20oC (mg l-1) 200000 L3 - Toluene -
200000 L3 - Dichloromethane -
99000 L3 - Isopropanol -
6300 L3 - Hexane -
Melting point (oC) 82.3 L3 -
Boiling point (oC) Decomposes before boiling L3 -
Degradation point (oC) - - -
Flashpoint (oC) 72 V3 -
Octanol-water partition coefficient at pH 7, 20oC P 1.51 X 1003 Calculated -
Log P 3.18 G4 High
Bulk density (g ml-1)/Specific gravity 1.28 P4 -
Dissociation constant (pKa) at 25oC - - -
Note:
Vapour pressure at 20oC (mPa) 0.02 L3 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 9.00 X 10-05 L3 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 1.59 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 4.12 X 10-02 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 Low
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) 26 W4 Non-persistent
DT50 (lab at 20oC) - - -
DT50 (field) - - -
DT90 (lab at 20oC) - - -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note Best available data
Dissipation rate RL50 on plant matrix Value 3.9 R3 -
Note Ryegrass blades, n=1
Dissipation rate RL50 on and in plant matrix Value 4.3 R4 -
Note Published literature RL50 range 1.6-16.0 days, 14 field & undercover grown crops, various matrices, n=17; RL50 grapes in cold storage = 216 days
Aqueous photolysis DT50 (days) at pH 7 Value 0.8 K4 Fast
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable L3 -
Note Stable pH 3 to pH 9, 22 degC
Water-sediment DT50 (days) 43 Q2 Moderately fast
Water phase only DT50 (days) 12 Q2 Moderately fast

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 - G3 Moderately mobile
Koc 300
Notes and range -
Freundlich Kf 10.16 R4 Slightly mobile
Kfoc 749
1/n 0.750
Notes and range Literature data: Kf range 1.33-22.0 mL/g, Kfoc range 344-2095 mL/g, 1/n range 0.71-0.77, Soils=8
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
triadimenol (Ref: BAY KWG 0519) This metabolite may cause environmental pollution, click here for further information Soil   0.9   Major fraction; Relevant


ECOTOXICOLOGY

for triadimefon

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) 64.0 A5 Low potential
CT50 (days) 0.6 -
Mammals - Acute oral LD50 (mg kg-1) 300 G4 Rat Moderate
Mammals - Short term dietary NOEL (mg kg-1) - L2 Rat, 2 year -
(ppm diet) 300 -
Birds - Acute LD50 (mg kg-1) > 2000 A5 Colinus virginianus Low
Birds - Short term dietary (LC50/LD50) > 880 mg kg bw-1 day-1 A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) 4.08 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 0.017 A5 Pimephales promelas Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 7.16 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) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) - - -
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) - - -
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) 2.01 A5 Pseudokirchneriella subcapitata Moderate
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) - - -
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) > 25 F4 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) - - -
-
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) > 50 P2 Eisenia foetida Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) - - -
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 triadimefon

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) 300 G4 Rat Moderate
Mammals - Dermal LD50 (mg kg-1 body weight) > 5000 L3 Rat -
Mammals - Inhalation LC50 (mg l-1) 3.27 L3 Rat -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.03 JMPR 2004 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.08 JMPR 2004 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) - - -
Dermal penetration studies (%) - - -
Dangerous Substances Directive 76/464 - - -
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 Genotoxic Endocrine disrupter Reproduction / development effects Cholinesterase inhibitor Neurotoxicant

A3; B0; C0; D0; E3

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

-

General human health issues Liver and thyroid toxicant
Estrogenic
USEPA - possible human carcinogen
Endocrine issues - Estrogenic effect
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 No information available
CLP classification 2013 Health: H302, H317
Environment: H411
EC Risk Classification Click here to view information omn the EU risk phrases Xn - Harmful: R22, R43
N - Dangerous for the environment: R51, R53
EC Safety Classification Click here to view information omn the EU safety phrases S2, S24, S37, S61
WHO Classification II - Moderately hazardous
UN Number -
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for triadimefon

Language Name
English triadimefon
French triadimefon
German Triadimefon
Danish triadimefon
Italian triadimefon
Spanish triadimefon
Greek -
Slovenian triadimefon
Polish triadimefon
Swedish triadimefon
Hungarian triadimefon
Dutch triadimefon

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