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

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GENERAL INFORMATION

Description: A fungicide used to control powdery mildew, rusts, and other infections in many crops. It is also a pesticide transformation product

Introduction: 1976

EC Directive 1107/2009 (repealing 91/414):
Status Excluded from Annex 1
Dossier rapporteur/co-rapporteur -
Date inclusion expires Expired

Approved for use () or known to be used () in the following European countries:

AT

BE

BG

CY

CZ

DE

DK

EE

EL

ES

FI

FR

HU

IE

IT

LT

LU

LV

MT

NL

PL

PT

RO

SE

SI

SK

UK

Also registered in: Australia, USA

General status:
Pesticide type Fungicide, Metabolite
Metabolite Type Soil
Substance group Triazole
Substance origin Synthetic
Mode of action Systemic with protective, curative and eradicant action. Disrupts membrane function.
CAS RN 43121-43-3
EC number 256-103-8
CIPAC number 352
US EPA chemical code 109901
Chemical formula C14H16ClN3O2
SMILES CC(C)(C)C(=O)C(N1C=NC=N1)OC2=CC=C(C=C2)Cl
International Chemical Identifier (InChI) InChI=1/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
Structure diagram/image available? Yes
Molecular mass (g mol-1) 293.8
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 -
Herbicide Resistance Classification (HRAC) Not applicable
Insecticide Resistance Classification (IRAC) Not applicable
Fungicide Resistance Classification (FRAC) 3
Physical state Colourless crystals
Related substances & organisms

Can be a metabolite of:
Parent Formation Medium Estimated Maximum Occurrence Fraction 91/414 Relevancy
triadimenol Soil   0.0388   Minor fraction, Not relevant

Formulations:
Property Value
Example manufacturers of products using this active
  • Bayer CropScience
Example products using this active -
UK LERAP status No UK approval for use or outside scope
Formulation and application details -


ENVIRONMENTAL FATE

Property Value Source/Quality Score/Other Information Interpretation
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 25oC (mPa) 0.02 L3 Non-volatile
Henry's law constant at 25oC (Pa m3 mol-1) 9.00 X 10-05 L3 Non-volatile
Henry's law constant at 20oC (dimensionless) 3.37 X 10-09 Q2 Non-volatile
GUS leaching potential 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 Value 4.12 X 10-02 Calculated -
Note -
Potential for particle bound transport index - Calculated Low
Maximum UV-vis absorption L mol-1 cm-1 - - -
Surface tension (mN m-1) - - -

Degradation:
Property Value Source/Quality Score/Other Information Interpretation
Soil degradation (days) (aerobic) DT50 (typical) 26 W4 Non-persistent
DT50 (lab at 20oC) - - -
DT50 (field) - - -
DT90 (lab at 20oC) - - -
DT90 (field) - - -
Note Best available data
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 Very persistent
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 Value Source/Quality Score/Other Information Interpretation
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


ECOTOXICOLOGY

Property Value Source/Quality Score/Other Information Interpretation
Bio-concentration factor BCF 64.0 A5 Low potential
CT50 (days) 0.6 -
Bioaccumulation potential - Calculated Low
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 Moderate
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 -
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 -
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) - - -
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 - Acute 48 hour LD50 (µg bee-1) 25 F4 Oral Moderate
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 LR50product ha
EC50product ha
NOECproduct ha
% 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

General:
Property Value Source/Quality Score/Other Information Interpretation
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 -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) - - -
Dermal penetration studies (%) - - -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public -
Occupational -
Examples of European MRLs (mg kg-1) Value Grapes: 2.0; Bush fruit: 1.0; Onions, sweet peppers and strawberries: 0.5; Tomatoes: 0.3; Apples, barley grains, oat grains, rye grains and wheat grains: 0.2; Other vegetables, other fruit and other cereal grains: 0.1
Note [Current May 2007.] [Limits applies to sum of triadimefon and triadimenol.]
For the EU pesticides database click here
Drinking Water MAC (µg l-1) - - -

Health issues:
Carcinogen Mutagen Endocrine disrupter Reproduction / development effects Acetyl cholinesterase inhibitor Neurotoxicant Respiratory tract irritant Skin irritant Eye irritant

-

General human health issues [Liver and thyroid toxicant]

: Yes, known to cause a problem
: No, known not to cause a problem
: Possibly, status not identified
- : No data

Handling issues:
Property Value Source/Quality Score/Other Information Interpretation
General [No information available]
EC Risk Classification [Xn - Harmful: R22], [Xi - Irritant: R43], [N - Dangerous for the environment: R51, R53]
EC Safety Classification S2, S24, S37, S61
WHO Classification II - Moderately hazardous
US EPA Classification (formulation) III - Caution - Slightly toxic
UN Number -
Waste disposal & packaging -


TRANSLATIONS

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: Sunday 06 May 2012
Contact: aeru@herts.ac.uk