Naproanilide [2-(2-naphthyloxy)propionanilide] has a high activity aga
inst dicotyledonous weeds in rice fields, but is very safe to rice. Th
is study was designed to clarify the absorption and translocation of r
adiolabelled naproanilide in tobacco plants and the metabolism in toba
cco callus. The results indicated that naproanilide is translocated ea
sily to the upper part of tobacco plants. Distribution of radioactivit
y in tobacco plants at the 7th day was shown to be 0.88, 0.24 and 0.03
%, and at the 14th day 1.71, 1.86 and 2.32% of the total activities of
[C-14]naproanilide in root, stem and leaf, respectively. When compare
d to earlier results obtained with rice, the translocation rate in tob
acco is much higher and might therefore contribute a possible mechanis
m of herbicidal selectivity. Metabolites including NOP [2-(2-naphthylo
xy)propionic acid], NOPM [methyl 2-(2-naphthyloxy)propionate], 2-napht
hol, 2,3-naphthalenediol, 2,6-naphthalenediol, 2,7-naphthalenediol and
2-hydroxy-1,4-naphthoquinone were identified in tobacco callus by co-
chromatography.