Molinate 4-keto

The five major organosoluble metabolites in the water were molinate sulfoxide, 3- and 4-hydroxy molinate, 4-keto molinate, and keto hexamethyleneimine (keto HMI). The amount of each metabolite in tap water remained fairly constant (below 2%) throughout the 14 days. In water previously containing fish, molinate sulfoxide was 2.1% 4 days after treatment, while other metabolites remained below 2% for the first 7 days. By the 14th day, however, molinate sulfoxide totaled 12.8% and 4-hydroxy and 3-hydroxy molinate were 2.2 and 3.7%, respectively. 

In water containing fish, 4-keto molinate constituted 36.8% of all organosoluble metabolites 4 days after molinate addition. However, in the in vitro microsomal mixed-function oxidase system 4-hydroxy molinate was a principal metabolite (14.3%) and 4-keto molinate represented only 0.16% of the total metabolites. Keto-HMI (2.71%) also constituted a substantial proportion of the identified metabolites. 

Figure 12. MS of the metabolite 4-keto molinate (GC Conditions OV 17, 10% on Gas Chrom Q (4 ) helium flow rate, 30 mL/min temperature, 150° C retention time, 4.0 min)...

Soil. Hydrolyzes in soil forming ethyl mercaptan, carbon dioxide, and dialkylamine (half-life approximately 2-5 wk) (Hartley and Kidd, 1987). At recommended rates of application, the half-life of molinate in moist loam soils at 21-27 °C was approximately 3 wk (Humburg et al., 1989). Rajagopal et al. (1984) reported that under flooded conditions, molinate was hydroxylated at the 3- and 4-position with subsequent oxidation forming many compounds including molinate sulfoxide, carboxymethyl molinate, hexahydroazepine-l-carbothioate, 4-hydroxymolinate, 4-hy-droxymolinate sulfoxide, hexahydroazepine, 5-methyl hexahydroazepine-l-carbothioate, 4-keto-molinate, 4-hydroxyhexahydroazepine, 4-hydroxy-Wacetyl-hexahydroazepine, carbon dioxide, and bound residues. 

Chemicals. [Ring-ll4C]molinate, S-ethyl hexahydro-[2-1 Clazepine-l-carbothioate (8.2 mCi/raM) 3-hydroxy, 4-hydroxy, 4-keto, and 2-keto molinate and -carboxymethyl hexahydro-azepine-1-earbothioate (carboxy molinate) were provided by Stauffer Chemical... 

In the presence of carp, molinate was rapidly transformed into more polar metabolites. Twenty-four hours after treatment, conversion of molinate to organosoluble metabolites was extensive (Table II). The proportion of molinate sulfoxide increased from 1.2% on day 1 to 10.2% by the 14th day. Molinate, hydroxylated at the 4 position, decreased from 10.8% to 4.6% in 14 days. However, 4-keto and 3-hydroxy molinate together gradually increased over the 14 days from 6.9% to 77.7%. Another metabolite, a keto HMI,... 

Molinate Metabolism in Carp Hepatic Mixed-function Oxidase System. Incubation of molinate with carp liver microsomes produced four major organosoluble metabolites (molinate sulfoxide, 3- and 4-hydroxy molinate, and keto HMI). Parameters affecting... 

Ketomolinate, see Molinate Ketones, see Hexachlorocyclopentadiene 3-Keto-7-phenol, see Carbofuran Eactic acid, see Propanil... 

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