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
Molecular Formula | C14H18ClN3O2 |
Molecular Weight | 295.765 |
Charge | 0 |
Count |
|
Stereochemistry | MIXED |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 2 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
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
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: CHEMBL2093866 Sources: https://www.ncbi.nlm.nih.gov/pubmed/10789375 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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PubMed
Title | Date | PubMed |
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[Effects of organonitrogen, carbamate pesticides and others on beta-hexosaminidase release from rat basophilic leukemia cells (RBL-2H3)]. | 2001 Aug |
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Behavior of triadimefon in two Lebanese soils. | 2001 Nov |
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Monitoring of pesticide residues on cucumber, tomatoes and strawberries in Gaza Governorates, Palestine. | 2002 Feb |
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On-line preconcentration and enantioselective separation of triadimenol by electrokinetic chromatography using cyclodextrins as chiral selectors. | 2003 Jan 15 |
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Sequence variation in the CYP51 gene of Blumeria graminis associated with resistance to sterol demethylase inhibiting fungicides. | 2005 Aug |
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Teratogenic effects of two antifungal triazoles, triadimefon and triadimenol, on Xenopus laevis development: craniofacial defects. | 2005 Jul 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 May 27 |
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Study on the common teratogenic pathway elicited by the fungicides triazole-derivatives. | 2005 Sep |
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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. | 2005 Sep-Oct |
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Comparative enantioseparation of seven triazole fungicides on (S,S)-Whelk O1 and four different cellulose derivative columns. | 2006 Aug |
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Inhibition of rainbow trout (Oncorhynchus mykiss) P450 aromatase activities in brain and ovarian microsomes by various environmental substances. | 2006 Nov |
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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 May |
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Determination of 23 pesticide residues in leafy vegetables using gas chromatography-ion trap mass spectrometry and analyte protectants. | 2008 Jul 4 |
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Fungicide-driven evolution and molecular basis of multidrug resistance in field populations of the grey mould fungus Botrytis cinerea. | 2009 Dec |
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Photocatalytic degradation of eight pesticides in leaching water by use of ZnO under natural sunlight. | 2009 Dec 30 |
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Stereoselective degradation of fungicide triadimenol in cucumber plants. | 2010 Feb |
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Solarization and biosolarization enhance fungicide dissipation in the soil. | 2010 Mar |
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Interaction between vine pesticides and bovine serum albumin studied by nuclear spin relaxation data. | 2010 Oct 13 |
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
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/10789375
Triadimenol was identified as weak oestrogen receptor agonist, which at 10 uM induces 1.9-fold increase in proliferation of human MCF7 breast cancer cells (E3 clone).
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 00:30:05 GMT 2023
by
admin
on
Sat Dec 16 00:30:05 GMT 2023
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Record UNII |
NFR7MRD9NM
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Record Status |
Validated (UNII)
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Record Version |
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EPA PESTICIDE CODE |
127201
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m11025
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DTXSID0032493
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triadimenol
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55219-65-3
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