The pathway with the name Epoxiconazole
 has the following structure: 
Result: 
C1=CC(=C(C=C1)Cl)C2C(CN3C=NC=N3)(C4=CC=C(C=C4)F)O2
 no rule associatedC1=CC(=C(C=C1)Cl)C(C(CN2C=NC=N2)(C3=CC=C(C=C3)F)O)O
C1=CC(=C(C=C1)Cl)C2C(CN3C=NC=N3)(C4=CC=C(C=C4)F)O2
 no rule associatedC1=CC(=C(C=C1)Cl)C(C(CN2C=NC=N2)C3=CC=C(C=C3)F)O
C1=CC(=C(C=C1)Cl)C2C(CN3C=NC=N3)(C4=CC=C(C=C4)F)O2
 no rule associatedC1=NC=NN1
C1=CC(=C(C=C1)Cl)C(C(CN2C=NC=N2)C3=CC=C(C=C3)F)O
 no rule associatedC1=CC(=C(C=C1)Cl)/C=C(\CN2C=NC=N2)/C3=CC=C(C=C3)F
C(C(C(=O)O)N)N1C=NC=N1
 no rule associatedC(C(=O)O)N1C=NC=N1
C1=NC=NN1
 no rule associatedC(C(C(=O)O)N)N1C=NC=N1
C1=NC=NN1
 no rule associatedC1=NC(=NN1)O

Description: The route of degradation under laboratory conditions was investigated with epoxiconazole labelled at the oxirane- and triazine-moiety. In general it can be concluded that during metabolism of oxirane labelled epoxiconazole (BAS 480 F) in soil, no metabolites appeared in major amounts. Only very small amounts of unknown metabolites appeared (maximum 4 % of applied radioactivity). Formation of CO2 was between 10 and 38 % after 336 days of incubation and out of the organo-soluble radioactivity the main portion was identified as parent compound (92 % and 97 %). There is littly probability, that metabolites appear in higher quantities, that are modified in one of the aromatic rings and at the same time still contain all three aromatic rings. p-Fluoro benzoic acid and chemical derivates of this compound as a potential degradation product of epoxiconazole (BAS 480 F) would have been detected during this metabolism study due to the oxirane label position. However, no major metabolites were found. During aerobic metabolism of triazine-labelled epoxiconazole 1,2,4-triazole was identified as the metabolite with the highest formation rate with up to 6.6 % after 175 d and 5 % after 343 d. Although high concentrations of epoxiconazole are still available in soil after 175 and 343 days, the concentrations of the metabolite are still low. The formation of 15 % CO2 after 90 d in non-adapted soil indicates slow mineralisation of the metabolite in soil. A higher mineralisation rate may be possible in soils with adapted micro-organism (CO2 formation up to 52 % after 90 d). o-Chloro benzoic acid is a potential metabolite of soil degradation of epoxiconazole (BAS 480 F). As this metabolite would not have been detected in studies with oxirane or triazole label, a study was run with o-chloro benzoic acid as starting material. It could be shown that this potential metabolite can be classified as moderately biodegradable and will be faster biodegraded than it would be build upon of the active substance. In general, the studies with oxirane- and triazine labelled epoxiconazole demonstrate, that epoxiconazole is the major compound after application to soil and metabolites are only occuring in minor quantities.
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