
Amiben (3-Amino-2,5-dichlorobenzoic acid) 
oybean plants (Glycine 
The metabolism of amiben was studied i? “y,ere taken up and disap- 
max (L.) Merr). Large amounts of the herbicidé g present as a conjugate 
peared rapidly. Of that which remained, most ™ nfra-red, T.L.C., and 
and could be released by alkaline hydrolysis. tex formed. G.C. and I.R. 
G.L.C. were used to isolate and identify the ©° ¢ the major metabolite 
analyses of the methylated hydrolysis product§ the carbohydrate moiety was 
demonstrated the presence of amiben. Similarly’ ose. The evidence that the 
analyzed by G.C. and I.R. and shown to be D-gl¥ the metabolite and it was 
carboxyl of amiben was not bonded to glucose i", 5-dichloropheny1) -glucosyl- 
concluded that the metabolite was N-(3-carboxy~’ obtained in these studies, 
amine. It was also felt that a second compoum" s;somer or rearrangement 
first believed to be a minor metabolite, was 2"-act produced during 
product of N-glucosyl amiben and may be an art?” glycoside was also isolated 
extraction (294, 298, 1376, 1377, 1378). The 
from barley (Hordeum vulgare L.). 
compounds may be formed (39). 
Studies with carrots indicated that 4 of oe were found. In the latter 
In tomato and pigweed plants, conjugates of an e (1377). Free amiben, as 
case, this has been identified as the N-glycoS+,, broadleaf species and in 
well as the N-glycoside, was found in suscepti? 1378, 1710). 
all grass species studied except Johnson gras$ 
at the breakdown of amiben 
Studies with soil microflora indicated © dg slowly but steadily (917, 
occurred (1195) and that the carboxyl was clea¥ at photo-chemical alteration 
1499). Other studies showed that amiben under 
when exposed to UV light (1170, 1285, 1784). 
0 
\ 
Lon 08 
H. .O. + Amiben-X 
al | 6 12°6 
Cia. i 
nen N-glycoside 
ype 8+Y 

Amiben 
0 
COOH — Sc-08 
“ee 
+ trace 
| NH 
-NH , WY 

39 
