Details
| Stereochemistry | MIXED |
| Molecular Formula | C14H18ClN3O2 |
| Molecular Weight | 295.765 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 0 / 2 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(C)(C)C(O)C(OC1=CC=C(Cl)C=C1)N2C=NC=N2
InChI
InChIKey=BAZVSMNPJJMILC-UHFFFAOYSA-N
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
Triadimenol is a triazole-type fungicide that is identified as weak estrogen receptor agonist. Triadimenol is a systemic fungicide with protective, curative and eradicant action. Absorbed by the roots and leaves, with ready translocation in young growing tissues, but less ready translocation in older, woody tissues. Triadimenolis used for controlling of powdery mildews, rusts and Rhynchosporium in cereals, and, when applied as a seed treatment, control of bunt, smuts, Typhula spp., seedling blight, leaf stripe, net blotch and other cereal diseases. Also used on vegetables, ornamentals, coffee, hops, vines, fruit, tobacco, sugar cane, bananas and other crops, mainly against powdery mildews, rusts and various leaf spot diseases.
Approval Year
PubMed
| Title | Date | 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). | 2010-12 |
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| Interaction between vine pesticides and bovine serum albumin studied by nuclear spin relaxation data. | 2010-10-13 |
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| Azole drugs are imported by facilitated diffusion in Candida albicans and other pathogenic fungi. | 2010-09-30 |
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| Sensitivities to DMI fungicides in populations of Podosphaera fusca in south central Spain. | 2010-07 |
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| Descriptive and mechanistic toxicity of conazole fungicides using the model test alga Dunaliella tertiolecta (Chlorophyceae). | 2010-06 |
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| Gender and species differences in triadimefon metabolism by rodent hepatic microsomes. | 2010-03-01 |
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| Solarization and biosolarization enhance fungicide dissipation in the soil. | 2010-03 |
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| Stereoselective degradation of fungicide triadimenol in cucumber plants. | 2010-02 |
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| Integration of metabolomics and in vitro metabolism assays for investigating the stereoselective transformation of triadimefon in rainbow trout. | 2010-02 |
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| Photocatalytic degradation of eight pesticides in leaching water by use of ZnO under natural sunlight. | 2009-12-30 |
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| Fungicide-driven evolution and molecular basis of multidrug resistance in field populations of the grey mould fungus Botrytis cinerea. | 2009-12 |
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| Determination of stereoselective interaction between enantiomers of chiral gamma-aryl-1H-1,2,4-triazole derivatives and Penicillium digitatum. | 2009-08-12 |
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| Mechanistic approach to understanding the toxicity of the azole fungicide triadimefon to a nontarget aquatic insect and implications for exposure assessment. | 2009-07-15 |
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| New mathematic model for predicting chiral separation using molecular docking: mechanism of chiral recognition of triadimenol analogues. | 2009-07 |
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| Pesticide residues in apples grown under a conventional and integrated pest management system. | 2009-06 |
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| 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. | 2008-10-24 |
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| Mechanistic investigation of the noncytochrome P450-mediated metabolism of triadimefon to triadimenol in hepatic microsomes. | 2008-10 |
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| Determination of 23 pesticide residues in leafy vegetables using gas chromatography-ion trap mass spectrometry and analyte protectants. | 2008-07-04 |
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| [Determination of triadimenol residue in foods with dispersive solid phase extraction cleanup by gas chromatography-negative chemical ionization mass spectrometry]. | 2008-07 |
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| Combining TiO2-photocatalysis and wetland reactors for the efficient treatment of pesticides. | 2008-03 |
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| [Application of binding spectra in DMIs fungicide screening]. | 2007-11 |
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| Determination of triadimenol based on the quenching effect on resonance light scattering from the triadimenol-deoxyribonucleic acid-hydrochloric acid system. | 2007-05 |
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| 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. | 2007-04-11 |
|
| Evaluation of the effects of chemical versus biological control on Botrytis cinerea agent of gray mould disease of strawberry. | 2007 |
|
| Inhibition of rainbow trout (Oncorhynchus mykiss) P450 aromatase activities in brain and ovarian microsomes by various environmental substances. | 2006-11 |
|
| [Screening method for the determination of 199 pesticides in agricultural products by gas chromatography/ion trap mass spectrometry (GC/MS/MS)]. | 2006-10 |
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| Comparative enantioseparation of seven triazole fungicides on (S,S)-Whelk O1 and four different cellulose derivative columns. | 2006-08 |
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| Pesticide exposure: the hormonal function of the female reproductive system disrupted? | 2006-05-31 |
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| Determination of 22 triazole compounds including parent fungicides and metabolites in apples, peaches, flour, and water by liquid chromatography/tandem mass spectrometry. | 2006-01-03 |
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| Falcon 460 EC in the control of foliage diseases of some ornamentals. | 2006 |
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| Study on the common teratogenic pathway elicited by the fungicides triazole-derivatives. | 2005-09 |
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| Sequence variation in the CYP51 gene of Blumeria graminis associated with resistance to sterol demethylase inhibiting fungicides. | 2005-08 |
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| Teratogenic effects of two antifungal triazoles, triadimefon and triadimenol, on Xenopus laevis development: craniofacial defects. | 2005-07-30 |
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| Determination of azolic fungicides in wine by solid-phase extraction and high-performance liquid chromatography-atmospheric pressure chemical ionization-mass spectrometry. | 2005-05-27 |
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| Fate of pesticides during the winemaking process in relation to malolactic fermentation. | 2005-04-20 |
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| Evaluation of Several Approaches to Manage Meloidogyne incognita and Cotton Seedling Disease Complexes in the High Plains of Texas. | 2005-03 |
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| Factors affecting triadimefon degradation in soils. | 2005-01-12 |
|
| 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. | 2004-08-07 |
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| Surface photochemistry of pesticides: an approach using diffuse reflectance and chromatography techniques. | 2004-05-15 |
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| Estimation of estrogenic and antiestrogenic activities of selected pesticides by MCF-7 cell proliferation assay. | 2004-05 |
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| The determination of deoxyribonucleic acids with triadimenol based on the enhancement of resonance light scattering. | 2004 |
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| Coupling solid-phase microextraction and high-performance liquid chromatography for direct and sensitive determination of halogenated fungicides in wine. | 2003-05-02 |
|
| Effects of sensitizers on the photodegradation of the systemic fungicide triadimenol. | 2003-04 |
|
| Effects of acibenzolar-s-methyl and ethirimol on the composition of a laboratory population of barley powdery mildew. | 2003-03 |
|
| Separation of triadimefon and triadimenol enantiomers and diastereoisomers by supercritical fluid chromatography. | 2003-01-31 |
|
| On-line preconcentration and enantioselective separation of triadimenol by electrokinetic chromatography using cyclodextrins as chiral selectors. | 2003-01-15 |
|
| Isogamous, hermaphroditic inheritance of mitochondrion-encoded resistance to Qo inhibitor fungicides in Blumeria graminis f. sp. tritici. | 2002-07 |
|
| Monitoring of pesticide residues on cucumber, tomatoes and strawberries in Gaza Governorates, Palestine. | 2002-02 |
|
| [Effects of organonitrogen, carbamate pesticides and others on beta-hexosaminidase release from rat basophilic leukemia cells (RBL-2H3)]. | 2001-08 |
|
| In vitro activities of two new antifungal azoles. | 1984-03 |
Sample Use Guides
In Vivo Use Guide
Curator's Comment: Rats exposed to 48 mg/kg triadimenol elicited an excitatory effect. https://toxnet.nlm.nih.gov/cgi-bin/sis/search2/r?dbs+hsdb:@term+@rn+@rel+55219-65-3
Rats: Acute oral LD50=721 mg/kg
Route of Administration:
Oral
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EPA PESTICIDE CODE |
127201
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7733
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m11025
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300000053696
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DTXSID0032493
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triadimenol
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NFR7MRD9NM
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55219-65-3
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SUBSTANCE RECORD
