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Category: herbicides / pesticides
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Assay: | 95.00 to 100.00 %
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| Food Chemicals Codex Listed: | No |
| Melting Point: | 124.00 °C. @ 760.00 mm Hg
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| Boiling Point: | 465.40 °C. @ 760.00 mm Hg (est)
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| Vapor Pressure: | 3.100000 mmHg @ 20.00 °C. (est) |
| Flash Point: | 456.00 °F. TCC ( 235.30 °C. ) (est)
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| logP (o/w): | 2.900 |
| Soluble in: |
| | water, 120 mg/L @ 20 °C (exp) |
Organoleptic Properties:
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| Odor and/or flavor descriptions from others (if found). |
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Cosmetic Information:
Suppliers:
Safety Information:
| Preferred SDS: View |
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| Hazards identification |
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| Classification of the substance or mixture |
| GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
| None found. |
| GHS Label elements, including precautionary statements |
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| Pictogram | |
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| Hazard statement(s) |
| None found. |
| Precautionary statement(s) |
| None found. |
| Oral/Parenteral Toxicity: |
oral-chicken LD50 > 2000 mg/kg "Agrochemicals Handbook," with updates, Hartley, D., and H. Kidd, eds., Nottingham, Royal Soc of Chemistry, 1983-86Vol. A402, Pg. 1985
unreported-chicken LDLo > 2000 mg/kg Defense des Vegetaux. Vol. 39(235), Pg. 2, 1985.
oral-mouse LD50 3250 mg/kg BEHAVIORAL: MUSCLE WEAKNESS Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 55(9), Pg. 40, 1990.
oral-quail LD50 > 10000 mg/kg "Agrochemicals Handbook," with updates, Hartley, D., and H. Kidd, eds., Nottingham, Royal Soc of Chemistry, 1983-86Vol. A402, Pg. 1985
unreported-quail LDLo > 10000 mg/kg Defense des Vegetaux. Vol. 39(235), Pg. 2, 1985.
oral-rabbit LD50 1500 mg/kg BEHAVIORAL: MUSCLE WEAKNESS Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 55(9), Pg. 40, 1990.
oral-rat LD50 3800 mg/kg BEHAVIORAL: MUSCLE WEAKNESS Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 55(9), Pg. 40, 1990.
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| Dermal Toxicity: |
skin-rat LD50 > 5000 mg/kg Pesticide Manual. Vol. 9, Pg. 833, 1991.
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| Inhalation Toxicity: |
inhalation-mouse LC50 3000 mg/m3 BEHAVIORAL: MUSCLE WEAKNESS Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 55(9), Pg. 40, 1990.
inhalation-rat LC50 3060 mg/m3 BEHAVIORAL: MUSCLE WEAKNESS Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 55(9), Pg. 40, 1990.
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Safety in Use Information:
| Category: | herbicides / pesticides |
| Recommendation for triadimenol usage levels up to: | | | not for fragrance use.
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| Recommendation for triadimenol flavor usage levels up to: |
| | not for flavor use.
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Safety References:
| European Food Safety Authority (EFSA) reference(s): |
Outcome of the consultation with Member States, the applicant and EFSA on the pesticide risk assessment of confirmatory data for the active substance triadimenol View page or View pdf |
Retrospective analysis of the immunotoxic effects of plant protection products as reported in the Draft Assessment Reports for their peer review at EU level View page or View pdf |
Review of the existing maximum residue levels for triadimenol according to Article 12 of Regulation (EC) No 396/2005 View page or View pdf |
| EPI System: | View |
| Cancer Citations: | Search |
| Toxicology Citations: | Search |
| EPA ACToR: | Toxicology Data |
| EPA Substance Registry Services (SRS): | Registry |
| Laboratory Chemical Safety Summary : | 41368 |
| National Institute of Allergy and Infectious Diseases: | Data |
| WGK Germany: | 2 |
| | 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)butan-2-ol |
| Chemidplus: | 0055219653 |
| RTECS: | KK2200000 for cas# 55219-65-3 |
References:
| | 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)butan-2-ol |
| NIST Chemistry WebBook: | Search Inchi |
| Pubchem (cid): | 41368 |
| Pubchem (sid): | 135002790 |
Other Information:
| (IUPAC): | Atomic Weights of the Elements 2011 (pdf) |
| Videos: | The Periodic Table of Videos |
| tgsc: | Atomic Weights use for this web site |
| (IUPAC): | Periodic Table of the Elements |
| CHEBI: | View |
| CHEMBL: | View |
| KEGG (GenomeNet): | C11127 |
| HMDB (The Human Metabolome Database): | Search |
| ChemSpider: | View |
| Wikipedia: | View |
Formulations/Preparations: •registered formulations include emulsifiable concentrate (ec) (5% active ingredient), wettable powder (wp)(25% active ingredient), soluble concentrate (sc) (13.33% active ingredient), and flowable concentrate (flc) (28.3 - 30% active ingredient).
•emulsifiable concentrate, flowable, granule, seed dressing, water dispersible granule, water-oil emulsion, wettable powder.
•baytan technical; active ingredient 98.30% triadimenol
•gustafson rtu-baytan-thiram fungicide; active ingredients 15.30% thiram and 5.00% triadimenol
•gustafson baytan 30 fungicide; active ingredient 30.00% triadimenol
•trilex advanced pak; active ingredients 28.35% metalaxyl, 30.00% triadimenol, and 22.00% trifloxystrobin
•trilex advanced 300; active ingredients 12.82% metalaxyl, 4.27% triadimenol, and 8.55% trifloxystrobin
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Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| | bay kwg 0519 | | | bayfidan | | | bayfrdan EW | | | baytan | | | baytan 15 | | | baytan TF 3479B | | alpha-tert- | butyl-beta-(4-chlorophenoxy)-1H-1,2,4-triazole-1-ethanol | | 2-(4- | chlorophenoxy)-1-tert-butyl-2-(1H-1,2,4-triazole-1-yl)ethanol | | 1-(4- | chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)butan-2-ol | | 1-(4- | chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-ol | | (1RS,2RS,1RS,2SR)-1-(4- | chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-ol | | beta-(4- | chlorophenoxy)-alpha-(1,1-dimethylethyl)-1h-1,2,4-triazole-1-ethanol | | alpha-(4- | chlorophenoxy)-beta-(1,1-dimethyl ethyl)-1H-1,2,4-triazole-1-ethanol | | alpha-(4- | chlorophenoxy)-beta-(1,1-dimethylethyl)-1H-1,2,4-triazole-1-ethanol | | | ethanol, 2-(4-chlorophenoxy)-1-tert-butyl-2-(1H-1,2,4-triazole-1-yl)- | | | spinnaker | | | triafol | | | triaphol | | 1H-1,2,4- | triazole-1-ethanol, beta-(4-chlorophenoxy)-alpha-(1,1-dimethylethyl)- |
Articles:
| PubMed: | Method Development for Simultaneous Determination of 41 Pesticides in Rice Using LC-MS/MS Technique and Its Application for the Analysis of 60 Rice Samples Collected from Tehran Market. |
| PubMed: | [Determination of 18 pesticide residues in red wine by ultra high performance liquid chromatography-high resolution mass spectrometry with isotope dilution technique]. |
| PubMed: | Determination of 28 pesticides applied on two tomato cultivars with a different surface/weight ratio of the berries, using a multiresidue GC-MS/MS method. |
| PubMed: | Stereoselective metabolism, distribution, and bioaccumulation brof triadimefon and triadimenol in lizards. |
| PubMed: | Stereoselective bioaccumulation and metabolite formation of triadimefon in Tubifex tubifex. |
| PubMed: | Enantioseparation of new triadimenol antifungal active compounds by electrokinetic chromatography and molecular modeling study of chiral recognition mechanisms. |
| PubMed: | Chiral fungicide triadimefon and triadimenol: Stereoselective transformation in greenhouse crops and soil, and toxicity to Daphnia magna. |
| PubMed: | Molecularly imprinted fibers with renewable surface for solid-phase microextraction of triazoles from grape juice samples followed by gas chromatography mass spectrometry analysis. |
| PubMed: | Stereoselective transformation of triadimefon to metabolite triadimenol in wheat and soil under field conditions. |
| PubMed: | Stereoselective degradation and microbial epimerization of triadimenol in soils. |
| PubMed: | Effects of mixtures of azole fungicides in postimplantation rat whole-embryo cultures. |
| PubMed: | Effect on enzymes and histopathology in earthworm (Eisenia foetida) induced by triazole fungicides. |
| PubMed: | Assessment of silicone as support to investigate the transformation routes of organic chemicals under environmental conditions and UV exposure. Application to selected fungicides. |
| PubMed: | Carbonyl reduction of triadimefon by human and rodent 11β-hydroxysteroid dehydrogenase 1. |
| PubMed: | [Determination of eight pesticide residues in tea by liquid chromatography-tandem mass spectrometry and its uncertainty evaluation]. |
| PubMed: | Investigation of pesticide residues in vegetables and fruits grown in various regions of Hatay, Turkey. |
| PubMed: | Study on the interaction of triadimenol with calf thymus DNA by multispectroscopic methods and molecular modeling. |
| PubMed: | Evaluation of developmental toxicants and signaling pathways in a functional test based on the migration of human neural crest cells. |
| PubMed: | HPLC-MS/MS enantioseparation of triazole fungicides using polysaccharide-based stationary phases. |
| PubMed: | Residues behavior of some fungicides applied on two greenhouse tomato varieties different in shape and weight. |
| PubMed: | Computer-aided molecular modeling study of enantioseparation of iodiconazole and structurally related triadimenol analogues by capillary electrophoresis: chiral recognition mechanism and mathematical model for predicting chiral separation. |
| PubMed: | A non-destructive method for testing two components of the behaviour of soil-applied agricultural chemicals over a long period. |
| PubMed: | Stereoselective separation and determination of triadimefon and triadimenol in wheat, straw, and soil by liquid chromatography-tandem mass spectrometry. |
| PubMed: | Molecular modelling of the emergence of azole resistance in Mycosphaerella graminicola. |
| PubMed: | Development and application of a physiologically based pharmacokinetic model for triadimefon and its metabolite triadimenol in rats and humans. |
| PubMed: | Synthesis and application of a novel molecularly imprinted polymer-coated stir bar for microextraction of triazole fungicides in soil. |
| PubMed: | Enantioselective degradation, abiotic racemization, and chiral transformation of triadimefon in soils. |
| PubMed: | Microbial transformation of triadimefon to triadimenol in soils: selective production rates of triadimenol stereoisomers affect exposure and risk. |
| PubMed: | Reducing the impact of pesticides on biological control in Australian vineyards: pesticide mortality and fecundity effects on an indicator species, the predatory mite Euseius victoriensis (Acari: Phytoseiidae). |
| PubMed: | Use of farming and agro-industrial wastes as versatile barriers in reducing pesticide leaching through soil columns. |
| PubMed: | Mechanism of binding of prothioconazole to Mycosphaerella graminicola CYP51 differs from that of other azole antifungals. |
| PubMed: | Application of dispersion-solidification liquid-liquid microextraction for the determination of triazole fungicides in environmental water samples by high-performance liquid chromatography. |
| PubMed: | Interaction between vine pesticides and bovine serum albumin studied by nuclear spin relaxation data. |
| PubMed: | Sensitivities to DMI fungicides in populations of Podosphaera fusca in south central Spain. |
| PubMed: | Solarization and biosolarization enhance fungicide dissipation in the soil. |
| PubMed: | Gender and species differences in triadimefon metabolism by rodent hepatic microsomes. |
| PubMed: | Photocatalytic degradation of eight pesticides in leaching water by use of ZnO under natural sunlight. |
| PubMed: | Mechanistic approach to understanding the toxicity of the azole fungicide triadimefon to a nontarget aquatic insect and implications for exposure assessment. |
| PubMed: | Pesticide residues in apples grown under a conventional and integrated pest management system. |
| PubMed: | Determination of stereoselective interaction between enantiomers of chiral gamma-aryl-1H-1,2,4-triazole derivatives and Penicillium digitatum. |
| PubMed: | New mathematic model for predicting chiral separation using molecular docking: mechanism of chiral recognition of triadimenol analogues. |
| PubMed: | Stereoselective degradation of fungicide triadimenol in cucumber plants. |
| PubMed: | Integration of metabolomics and in vitro metabolism assays for investigating the stereoselective transformation of triadimefon in rainbow trout. |
| PubMed: | Descriptive and mechanistic toxicity of conazole fungicides using the model test alga Dunaliella tertiolecta (Chlorophyceae). |
| PubMed: | [Determination of triadimenol residue in foods with dispersive solid phase extraction cleanup by gas chromatography-negative chemical ionization mass spectrometry]. |
| PubMed: | Effects of acibenzolar-s-methyl and ethirimol on the composition of a laboratory population of barley powdery mildew. |
| PubMed: | Mechanistic investigation of the noncytochrome P450-mediated metabolism of triadimefon to triadimenol in hepatic microsomes. |
| PubMed: | Application of hollow fibre liquid phase microextraction for the multiresidue determination of pesticides in alcoholic beverages by ultra-high pressure liquid chromatography coupled to tandem mass spectrometry. |
| PubMed: | Evaluation of the effects of chemical versus biological control on Botrytis cinerea agent of gray mould disease of strawberry. |
| PubMed: | Determination of 23 pesticide residues in leafy vegetables using gas chromatography-ion trap mass spectrometry and analyte protectants. |
| PubMed: | [Application of binding spectra in DMIs fungicide screening]. |
| PubMed: | Combining TiO2-photocatalysis and wetland reactors for the efficient treatment of pesticides. |
| PubMed: | Citral, an inhibitor of retinoic acid synthesis, attenuates the frequency and severity of branchial arch abnormalities induced by triazole-derivative fluconazole in rat embryos cultured in vitro. |
| PubMed: | Falcon 460 EC in the control of foliage diseases of some ornamentals. |
| PubMed: | Determination of triadimenol based on the quenching effect on resonance light scattering from the triadimenol-deoxyribonucleic acid-hydrochloric acid system. |
| PubMed: | [Screening method for the determination of 199 pesticides in agricultural products by gas chromatography/ion trap mass spectrometry (GC/MS/MS)]. |
| PubMed: | Inhibition of rainbow trout (Oncorhynchus mykiss) P450 aromatase activities in brain and ovarian microsomes by various environmental substances. |
| PubMed: | Comparative enantioseparation of seven triazole fungicides on (S,S)-Whelk O1 and four different cellulose derivative columns. |
| PubMed: | Determination of 22 triazole compounds including parent fungicides and metabolites in apples, peaches, flour, and water by liquid chromatography/tandem mass spectrometry. |
| PubMed: | Teratogenic effects of two antifungal triazoles, triadimefon and triadimenol, on Xenopus laevis development: craniofacial defects. |
| PubMed: | Determination of azolic fungicides in wine by solid-phase extraction and high-performance liquid chromatography-atmospheric pressure chemical ionization-mass spectrometry. |
| PubMed: | Sequence variation in the CYP51 gene of Blumeria graminis associated with resistance to sterol demethylase inhibiting fungicides. |
| PubMed: | Study on the common teratogenic pathway elicited by the fungicides triazole-derivatives. |
| PubMed: | Fate of pesticides during the winemaking process in relation to malolactic fermentation. |
| PubMed: | Evaluation of Several Approaches to Manage Meloidogyne incognita and Cotton Seedling Disease Complexes in the High Plains of Texas. |
| PubMed: | Factors affecting triadimefon degradation in soils. |
| PubMed: | Evaluation of a method based on liquid chromatography/electrospray tandem mass spectrometry for analyzing eight triazolic and pyrimidine fungicides in extracts of processed fruits and vegetables. |
| PubMed: | Estimation of estrogenic and antiestrogenic activities of selected pesticides by MCF-7 cell proliferation assay. |
| PubMed: | Surface photochemistry of pesticides: an approach using diffuse reflectance and chromatography techniques. |
| PubMed: | The determination of deoxyribonucleic acids with triadimenol based on the enhancement of resonance light scattering. |
| PubMed: | Coupling solid-phase microextraction and high-performance liquid chromatography for direct and sensitive determination of halogenated fungicides in wine. |
| PubMed: | Effects of sensitizers on the photodegradation of the systemic fungicide triadimenol. |
| PubMed: | Separation of triadimefon and triadimenol enantiomers and diastereoisomers by supercritical fluid chromatography. |
| PubMed: | On-line preconcentration and enantioselective separation of triadimenol by electrokinetic chromatography using cyclodextrins as chiral selectors. |
| PubMed: | Isogamous, hermaphroditic inheritance of mitochondrion-encoded resistance to Qo inhibitor fungicides in Blumeria graminis f. sp. tritici. |
| PubMed: | Monitoring of pesticide residues on cucumber, tomatoes and strawberries in Gaza Governorates, Palestine. |
| PubMed: | [Effects of organonitrogen, carbamate pesticides and others on beta-hexosaminidase release from rat basophilic leukemia cells (RBL-2H3)]. |
| PubMed: | Behavior of triadimefon in two Lebanese soils. |
| PubMed: | Plant sterol 14 alpha-demethylase affinity for azole fungicides. |
| PubMed: | High-performance chiral separation of fourteen triazole fungicides by sulfated beta-cyclodextrin-mediated capillary electrophoresis. |
| PubMed: | Solid-phase microextraction for the determination of systemic and non-volatile pesticides in river water using gas chromatography with nitrogen-phosphorous and electron-capture detection. |
| PubMed: | Simultaneous chiral separation of triadimefon and triadimenol by sulfated beta-cyclodextrin-mediated capillary electrophoresis. |
| PubMed: | Robustness testing of a reversed-phase high-performance liquid chromatographic assay: comparison of fractional and asymmetrical factorial designs. |
| PubMed: | Screening of selected pesticides for inhibition of CYP19 aromatase activity in vitro. |
| PubMed: | Effects of benzimidazole and triazole fungicide use on epigeic species of Collembola in wheat. |
| PubMed: | Screening of selected pesticides for oestrogen receptor activation in vitro. |
| PubMed: | Pesticide residues in grapes, wine, and their processing products. |
| PubMed: | Investigation on fungicide residues in greenhouse-grown strawberries. |
| PubMed: | In vitro teratogenic potential of two antifungal triazoles: triadimefon and triadimenol. |
| PubMed: | Determination of polar pesticides with atmospheric pressure chemical ionisation mass spectrometry-mass spectrometry using methanol and/or acetonitrile for solid-phase desorption and gradient liquid chromatography. |
| PubMed: | Multiresidue determination of 19 fungicides in processed fruits and vegetables by capillary gas chromatography after gel permeation chromatography. |
| PubMed: | Expression, purification, reconstitution and inhibition of Ustilago maydis sterol 14 alpha-demethylase (CYP51; P450(14DM)). |
| PubMed: | [Toxic kinetics of triadimenol after single administration to albino rats]. |
| PubMed: | Distributions of Sensitivities to Three Sterol Demethylation Inhibitor Fungicides Among Populations of Uncinula necator Sensitive and Resistant to Triadimefon. |
| PubMed: | A mutation in the 14 alpha-demethylase gene of Uncinula necator that correlates with resistance to a sterol biosynthesis inhibitor. |
| PubMed: | [Toxicokinetics of triadimenol and monochlorpinacoline in chronic experiments in white rats]. |
| PubMed: | Triadimefon and triadimenol: effects on monoamine uptake and release. |
| PubMed: | The direct separation of the diastereoisomers and enantiomers of the fungicide triadimenol by micellar electrokinetic capillary chromatography. |
| PubMed: | A structure-activity relationship for the neurotoxicity of triazole fungicides. |
| PubMed: | [Effect of the fungicide matador (tebuconazole/triadimenol) on mycotoxin production by Fusarium culmorum]. |
| PubMed: | [Gas-chromatographic determination of triadimenol in the environment and biological materials]. |
| PubMed: | [Formation and degradation of triademinol after the use of triadimefon in a wheat monoculture]. |
| PubMed: | Residue analysis of triadimefon, triadimenol, and the BAY KWG 1342 diol and BAY KWG 1323 hydroxylated metabolites in winter wheat. |
| PubMed: | Stereoselective interaction of an azole antifungal agent with its target, lanosterol 14 alpha-demethylase (cytochrome P-45014DM): a model study with stereoisomers of triadimenol and purified cytochrome P-45014DM from yeast. |
| PubMed: | Residue characterization of triadimefon in grapes by gas chromatography and mass spectrometry/mass spectrometry. |
| PubMed: | Biochemical approaches to selective antifungal activity. Focus on azole antifungals. |
| PubMed: | Interaction of azole antifungal agents with cytochrome P-45014DM purified from Saccharomyces cerevisiae microsomes. |
| PubMed: | Combined application of low temperature preparation and electron microscopic autoradiography for the localization of systemic fungicides. |
| PubMed: | The metabolism of fungicides. |
| PubMed: | A simple physical model for fungicide induced hexagonal clustering of intramembrane particles in the plasmalemma of Ustilago avenae. |
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