Detail of "120067-83-6"

Reference

Fipronil metabolism and dissipation in a simplified aquatic ecosystem

Fipronil metabolism and dissipation in a simplified aquatic ecosystem. Aajoud, Asmae; Ravanel, Patrick; Tissut, Michel (Laboratoire Ecosystemes et Changements Environnementeaux, Universite Joseph Fourier, Grenoble 38041, Fr.). Journal of Agricultural and Food Chemistry, 51(5), 1347-1352 (English) 2003 American Chemical Society. CODEN: JAFCAU. ISSN: 0021-8561. DOCUMENT TYPE: Journal CA Section: 5 (Agrochemical Bioregulators) Section cross-reference(s): 61 Several phenylpyrazole derivs. are selective inhibitors of chloride channel activities in insects. In this chem. family, fipronil is a powerful insecticide now widely used for several purposes. The dissipation of this mol. in a simplified aquatic ecosystem has been studied for 3 mo, using 14C-labeled fipronil. The main features of the complex process leading to fipronil transformation in this system were the following. The fipronil aq. soln. was submitted to two chem. transformations: the photodependent desulfuration of the side chain bound to the 4-position of the heterocyclic ring and the chem. hydrolysis of the nitrile function bound to the 3-position. Fipronil, rapidly transferred from the water soln. to the org. matter, was protected from the previously mentioned chem. transformations but evolved to give two main metabolites, which were either reduced or oxidized in the side chain on the 4-position. These derivs. were powerful insecticides as shown by LC50 measurements on Aedes aegypti larvae (LC50 for CF3-S-R and CF3-SO2-R = 8.8 nM). During the course of this expt., nitrile hydrolysis took place slowly, originating either from the chem. hydrolysis in the aq. 120067-83-6 and 120068-36-2 which are cas registry numbers of chemicals are mentioned. soln. or from enzymic hydrolysis inside the microbial biomass. The fipronil-amide (3-NH2-CO-R') deriv., although much more polar than fipronil itself, was mostly bound to the org. matter. Other more polar derivs. were also detected but in very small amts. No 14CO emission was obsd. during the expt. .