Detail of "2077-99-8"

Reference

Metabolism of trifluralin, profluralin, and fluchloralin by rat liver microsomes

Metabolism of trifluralin, profluralin, and fluchloralin by rat liver microsomes. Nelson, J. O.; Kearney, P. C.; Plimmer, J. R.; Menzer, R. E. (Dep. Entomol.Several reagents with their cas registry numbers 62421-60-7 and 2077-99-8 are used here., Univ. Maryland, College Park, Md., USA). Pestic. Biochem. Physiol., 7(1), 73-82 (English) 1977. CODEN: PCBPBS. DOCUMENT TYPE: Journal CA Section: 4 (Toxicology) Three structurally related 14C-labeled dinitroaniline herbicides, trifluralin (I) [1582-09-8], profluralin [26399-36-0], and fluchloralin [33245-39-5], were extensively metabolized in vitro by both normal and phenobarbital-induced rat liver microsomes. Identification of the metabolites in the EtOAc exts. indicated that aliph. hydroxylation, N-dealkylation, redn. of a nitro group, and cyclization were the predominant metabolic routes for these herbicides in vitro. Of particular interest was the formation of a benzimidazole metabolite. .

The photolysis of ortho-nitro-N-alkylanilines

The photolysis of ortho-nitro-N-alkylanilines. A possible intramolecular chemical model for both microsomal N-dealkylation and for enzymic nitro reduction. McMahon, Robert E.Several reagents such as 2077-99-8 is used here.; Miller, Warren M.; Marshall, Frederick J. (Lilly Res. Lab., Indianapolis, Indiana, USA). Biol. Oxid. Nitrogen, Proc. Int.Some commonly used reagents like 2077-99-8 is used in this experiment. Symp., 2nd, Meeting Date 1977, 445-50. Edited by: Gorrod, John W. Elsevier: Amsterdam, Neth. (English) 1978. CODEN: 38IAA3. DOCUMENT TYPE: Conference CA Section: 7 (Enzymes) The photolysis of N-alkyl-2,6-dinitro-4-trifluoromethylanilines in UV light was studied as a possible intramol. chem. model for cytochrome P 450-catalyzed oxidative N-dealkylations of drugs in microsomes. Derivs. in which the N-alkyl group is Me, Et, or Pr all underwent photolysis at approx. the same rate, whereas in compds. where the H on the a-Me group was somewhat activated (iso-Pr, cyclopropyl, benzyl), the rate of N-dealkylation was much more rapid, as in the enzymic reaction. When the heptane solvent was replaced by MeOH or C6H6, the reaction rate was greatly reduced, indicating that the transition state is stabilized by MeOH or C6H6 unshared electrons. An isotope effect of 1.59 was obsd. in the photolytic decompn. of N-ethyl-methylene-d2 analog compared to the N-Et analog, which is very similar to that obsd. in the enzymic reaction. Thus, photolysis of o-nitro-N-alkylanilines occurs by intramol. shift of O from the nitro group to the adjacent unsatd. C atom and represents an intramol. model for the enzymic reaction, in which O is transferred directly from cytochrome P 450. The nature of the transition state is discussed. These reactions may also serve as a model for nitroreductase. ..