Triadimefon |
![]() Last updated: 18/03/2021 |
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(Also known as: triadimefone; triadimenol metabolite M01) |
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A common fungicide used to control fungal infections in many crops. It is also a pesticide transformation product | |
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Powdery mildew; Leaf rust; Stripe rust; Speckled leaf blotch; Septoria; Leaf scald | |
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Cereals including Wheat and barley; Peas; Grapevines; Curcubits; Sugarcane | |
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Current | |
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1976 |
UK regulatory status |
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Not approved | ||
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Expired | ||
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No UK approval for use |
EC Regulation 1107/2009 (repealing 91/414) |
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Not approved | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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Not applicable | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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Expired | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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Not applicable | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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Yes | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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Also used in |
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Australia, USA |
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Chemical structure |
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A chiral molecule with one chiral centre. There is little notable difference in the biological activities of the different enantiomeric forms | |
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C₁₄H₁₆ClN₃O₂ | |
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CC(C)(C)C(=O)C(N1C=NC=N1)OC2=CC=C(C=C2)Cl | |
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No data | |
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WURBVZBTWMNKQT-UHFFFAOYSA-N | |
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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 | |
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Yes |
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Common Name | Relationship | Link |
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triadimefon | Unstated isomer | ![]() |
General status |
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Fungicide, Metabolite | |
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Soil | |
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Triazole | |
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- | |
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- | |
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Synthetic | |
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Systemic with protective, curative and eradicant action. Disrupts membrane function. Sterol biosynthesis inhibitor. | |
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43121-43-3 | |
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256-103-8 | |
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352 | |
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109901 | |
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39385 | |
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293.8 | |
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rac-(1R)-1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one | |
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(RS)-1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one | |
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1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)-2-butanone | |
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- | |
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- | |
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Not applicable | |
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Not applicable | |
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Not applicable | |
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3 | |
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- | |
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Colourless crystals | |
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Formulations |
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Usually formulated as an emulsifiable concentrate or wettable powder |
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70 | H4 H = The US ARS pesticide properties database (click here ) 4 = Verified data |
Moderate | ||||||||
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200000 | L3 L = Pesticide manuals and hard copy reference books / other sources Toluene3 = Unverified data of known source |
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200000 | L3 L = Pesticide manuals and hard copy reference books / other sources Dichloromethane3 = Unverified data of known source |
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99000 | L3 L = Pesticide manuals and hard copy reference books / other sources Isopropanol3 = Unverified data of known source |
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6300 | L3 L = Pesticide manuals and hard copy reference books / other sources Hexane3 = Unverified data of known source |
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82.3 | L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source |
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Decomposes before boiling | L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source |
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72 | V3 V = ChemID online databases / IPCS INCHEM (ChemID; IPCS INCHEM ) 3 = Unverified data of known source |
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1.51 X 1003 | Calculated | - | |||||||
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3.18 | G4 G = Extension Toxicology network database EXTOXNET (click here ) 4 = Verified data |
High | ||||||||
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1.28 | P4 P = Other governments and regulators 4 = Verified data |
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0.02 | L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source |
Low volatility | ||||||||
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9.00 X 10-05 | L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source |
Non-volatile | ||||||||
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Degradation |
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26 | W4 W = French database provided by ARVALIS-Institut du Végétal 4 = Verified data |
Non-persistent | |||||||
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Best available data | ||||||||||
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3.9 | R3 R = Peer reviewed scientific publications 3 = Unverified data of known source |
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Ryegrass blades, n=1 | ||||||||||
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4.3 | R4 R = Peer reviewed scientific publications 4 = Verified data |
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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 | ||||||||||
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0.8 | K4 K = Research datasets, e.g. Pandora, Demetra 4 = Verified data |
Fast | |||||||
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Stable | L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source |
Stable | |||||||
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Stable pH 3 to pH 9, 22 °C | ||||||||||
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43 | Q2 Q = Miscellaneous internet resources 2 = Unverified data of unknown source |
Moderately fast | ||||||||
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12 | Q2 Q = Miscellaneous internet resources 2 = Unverified data of unknown source |
Moderately fast |
Soil adsorption and mobility |
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- | G3 G = Extension Toxicology network database EXTOXNET (click here ) 3 = Unverified data of known source |
Moderately mobile | |||||||
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300 | ||||||||||
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10.16 | R4 R = Peer reviewed scientific publications 4 = Verified data |
Slightly mobile | |||||||
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749 | ||||||||||
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0.750 | ||||||||||
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Literature data: Kf range 1.33-22.0 mL g⁻¹, Kfoc range 344-2095 mL g⁻¹, 1/n range 0.71-0.77, Soils=8 | ||||||||||
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Fate indices |
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1.59 | Calculated | Low leachability | ||||||||||||||||||||||||||
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4.12 X 10-02 | Calculated | - | |||||||||||||||||||||||||
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Low | Calculated | - | ||||||||||||||||||||||||||
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Moderately mobile | Calculated | - |
Key metabolites |
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Soil | 0.9 | Major fraction; Relevant |
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64.0 | A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes |
Low potential | |||||||
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0.6 | - | |||||||||
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300 | G4 G = Extension Toxicology network database EXTOXNET (click here ) Rat4 = Verified data |
Moderate | ||||||||
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- | L2 L = Pesticide manuals and hard copy reference books / other sources Rat 2 year2 = Unverified data of unknown source |
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300 | - | |||||||||
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> 2000 | A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) Colinus virginianus5 = Verified data used for regulatory purposes |
Low | ||||||||
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> 880 mg kg bw⁻¹ day⁻¹ | A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) Colinus virginianus5 = Verified data used for regulatory purposes |
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4.08 | A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) Oncorhynchus mykiss5 = Verified data used for regulatory purposes |
Moderate | ||||||||
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0.017 | A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) Pimephales promelas5 = Verified data used for regulatory purposes |
Moderate | ||||||||
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7.16 | A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) Daphnia magna5 = Verified data used for regulatory purposes |
Moderate | ||||||||
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0.1 | A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) Daphnia magna5 = Verified data used for regulatory purposes |
Moderate | ||||||||
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2.01 | A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) Pseudokirchneriella subcapitata5 = Verified data used for regulatory purposes |
Moderate | ||||||||
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> 25 | F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment ) 4 = Verified data |
Moderate | ||||||||
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> 50 | P2 P = Other governments and regulators Eisenia foetida2 = Unverified data of unknown source |
Moderate | ||||||||
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General |
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High (class III) | - | - | ||||||||
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300 | G4 G = Extension Toxicology network database EXTOXNET (click here ) Rat4 = Verified data |
Moderate | ||||||||
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5000 | L3 L = Pesticide manuals and hard copy reference books / other sources Rat3 = Unverified data of known source |
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3.27 | L3 L = Pesticide manuals and hard copy reference books / other sources Rat3 = Unverified data of known source |
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0.03 | F5 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment ) JMPR 20045 = Verified data used for regulatory purposes |
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0.08 | F5 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment ) JMPR 20045 = Verified data used for regulatory purposes |
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Health issues |
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Liver and thyroid toxicant Estrogenic USEPA - possible human carcinogen Endocrine issues - Estrogenic effect |
Handling issues |
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No information available | |||
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Health: H302, H317 Environment: H411 |
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Xn - Harmful: R22, R43 N - Dangerous for the environment: R51, R53 |
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S2, S24, S37, S61 | |||
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II (Moderately hazardous) | |||
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triadimefon | ||
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triadimefon | ||
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Triadimefon | ||
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triadimefon | ||
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triadimefon | ||
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triadimefon | ||
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triadimefon | ||
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triadimefon | ||
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triadimefon | ||
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triadimefon |
Record last updated: | 18/03/2021 |
Contact: | aeru@herts.ac.uk |
Please cite as: | Lewis, K.A., Tzilivakis, J., Warner, D. and Green, A. (2016) An international database for pesticide risk assessments and management. Human and Ecological Risk Assessment: An International Journal, 22(4), 1050-1064. DOI: 10.1080/10807039.2015.1133242 |