Synthesis of Trichloromethyl-1, 3, 5-triazines and Their Nitrification-Inhibitory Activity

Abstract

A group of trichloromethyl-1, 3, 5-triazines were synthesized and their nitrificationinhibitory activity in upland soil was investigated by measuring pI50 values of the triazines. All the trichloromethyl-1, 3, 5-triazines assayed proved to be active nitrification inhibitors in the soil. Measurement of accumulated nitrification intermediates, NH2OH and N02-N, revealed a possibility that nitrite formation step was blocked by the triazine inhibitors. In addition, the structure-activity correlation between PI50 values and hydrophobic parameter, log P, confirmed that a combination of amino group and trichloromethyl group as substituents of 1, 3, 5-triazines seemed to be favorable to the nitrification-inhibitory activity of the triazines.

Synthesis and Herbicidal Activity of 2-Benzylamino-4-methyl-6-trifluoromethyl-1, 3, 5-triazune Derivatives

“…[1][2][3][4][5] In the course of our synthetic and bioassay programs of the 2-aralkylamino-1, 3, 5-triazines derived from 2-trichloromethyl-1, 3, 5-triazines, new 2-benzylamino-4-methyl-6-trifluoromethyl-1, 3, 5-triazines have been found to exhibit a herbicidal activity. This paper reports the synthesis and the effect by the structural modification of the 2-aralkylamino-1, 3, 5-triazine derivatives on the herbicidal activity and PET inhibitory activity.…”

Effect of halomethyl‐1,3,5‐triazines on nitrification of ammonia

“…This difference in activity may be related to a difference in susceptibility between ATCC and the nitrifying bacteria in soil, a different metabolic detoxi®cation of the 1,3,5-triazine in the soil used or a different adsorption of 1,3,5-triazine compounds in soil. 1 Ammonium oxidation of ATCC was inhibited more strongly than that of TK, as shown in eqn (1). pI 50 ATCC 0X757AE0X106pI 50 TK 1X969AE0X569 1…”

“…Most of the halomethyl-1,3,5-triazines were synthesized by (co-)trimerization of nitriles, condensation of N-(haloacetimidoyl)haloacetamidine with acid anhydride or halogenation of methyl-1,3,5-triazines. 1,6,7 2-Amino-4-halomethyl-1,3,5-triazines were prepared by nucleophilic amination reaction of corresponding 2-trichloromethyl-4-halomethyl-1,3,5triazines. 1±3 Nitri®cation inhibitory activity of the 1,3,5-triazines was determined through measurement of the inhibitory activities on ammonia-oxidation to nitrate (NO 3 À -N) in an upland soil and on ammoniaoxidation to nitrite (NO 2 À -N) by Nitrosomonas europaea Winogr.…”

Effect of halomethyl-1,3,5-triazines on nitrification of ammonia

“…1,6,7 2-Amino-4-halomethyl-1,3,5-triazines were prepared by nucleophilic amination reaction of corresponding 2-trichloromethyl-4-halomethyl-1,3,5-triazines. 1±3 Nitri®cation inhibitory activity of the 1,3,5-triazines was determined through measurement of the inhibitory activities on ammonia-oxidation to nitrate (NO 3 À -N) in an upland soil and on ammoniaoxidation to nitrite (NO 2 À -N) by Nitrosomonas europaea Winogr.…”