The pathway with the name Napropamide
 has the following structure: 
Result: 
CC(C(=O)O)OC1=CC=CC2=C1C=CC=C2
 no rule associatedC1=CC2=C(C=C1)C(=CC=C2)O
C1=CC2=C(C=C1)C(=CC=C2)O
 no rule associatedC1=CC2=C(C=C1)C(=O)C=CC2=O
C1=CC2=C(C=C1)C(=O)C=CC2=O
 no rule associatedC1=CC(=C(C=C1)C(=O)O)C(=O)O
CCN(CC)C(=O)C(C)OC1=CC=CC2=C1C=CC=C2
 no rule associatedCCNC(=O)C(C)OC1=CC=CC2=C1C=CC=C2
CCNC(=O)C(C)OC1=CC=CC2=C1C=CC=C2
 no rule associatedCC(C(=O)O)OC1=CC=CC2=C1C=CC=C2

Description: The route of aerobic degradation has been investigated in two soils. Degradation of the napropamide molecule occurred in aerobic soil at 20°C with loss of the N-alkyl group via hydrolysis to yield 2-(1-naphthyloxy)propionic acid (NOPA) and then to non-extractable bound residues and CO2 (Shaw 2001). In an earlier study (Lay 1989) carried out at 30°C with soil at 75% of the water holding capacity, two additional metabolites desethyl napropamide (DE-NPAM) and 1,4-naphthoquinone (NQ) were identified. 14CO2 was liberated following application of 14C-napropamide labelled in the 1-naphthyl position indicating a further breakdown of NOPA by ring cleavage. In addition bound residues were formed, showing that incorporation into soil organic matter also occurs. Analysis of soil bound 14C revealed the presence of 14C-fulvic acid and 14C-humic acid fractions. The metabolite NOPA was found at a maximum of 1.5% of the applied radioactivity (AR) at 90 days and declined to 0.4% at 120 days. Other minor metabolites were observed (all <5%) but they were not identified. No metabolites were detected that could exceed the trigger value of 10% AR.
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