S-aryl and S-aliphatic diamidophosphorothiolates as urease inhibitors and urease inhibited urea based fertilizer compositions
AssigneeAllied Corporation
InventorsMichael Van Der Puy, Jaroslav F. Kolc, Louis G. Anello, Larry L. Hendrickson, Milorad M. Rogic, Michael D. Swerdloff
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Abstract
Novel urease inhibiting phosphorothiolate compounds, urea based fertilizer compositions including such compounds, and methods and compositions for using such compounds to inhibit the activity of urease.
Claims31
A composition comprising a diluent or carrier and a urease inhibiting effective amount of one or more phosphorothiolate compounds of the formula ##STR13## wherein X is oxygen or sulfur;
- R.sub.1 is substituted or unsubstituted alkyl, heterocycle, cycloalkyl, alkenyl, alkynyl, cycloalkenyl, aryl, aralkyl or alkaryl, wherein permissible substituents are one or more trihalomethyl, alkyl, halogen, phenoxy, phenyl, nitro, alkylmercapto, cyano, amino, isocyano, alkylamino, dialkylamino, isocyanato, alkoxy, mercapto, arylmercapto, alkylcarbonyl, arylamino, diarylamino, arylmercapto, arylcarbonyl, quaternary ammonium radicals, carboxy, carbonamide, hydroxy, heterocycle, alkoxy, aryloxy, cyano, or acyloxy;
- and
- R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are individually hydrogen or alkyl having from 1 to 4 carbon atoms.
An improved fertilizer composition comprising urea or one or more urea precursor compounds capable of forming urea in situ when subjected to the use conditions of the composition and a urease inhibiting effective amount of one or more phosphorothiolate compounds of the formula:
- ##STR14## wherein X is oxygen or sulfur;
- R.sub.1 is substituted or unsubstituted alkyl, cycloalkyl, heterocycle, alkenyl, alkynyl, cycloalkyl, aralkyl, aryl or alkaryl, wherein permissible substituents are one more trihalomethyl, alkyl, isocyano, isocyanato, halogen, phenoxy, phenyl, nitro, cyano amino, alkylamino, arylamino, diarylamino, dialkylamino, alkoxy, arylmercapto, mercapto, alkylcarbonyl, arylcarbonyl, carboxy, heterocycle, alkylmercapto, carbonamide, hydroxy, alkoxy, aryloxy, cyano, or acyloxy;
- and
- R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are individually hydrogen, or alkyl having from 1 to 4 carbon atoms.
A method of inhibiting the urease catalyzed hydrolysis of urea at a situs which comprises applying to said situs a urease inhibiting effective amount of one or more phosphorothiolate compounds of the formula:
- ##STR15## wherein:
- X is oxygen or sulfur;
- R.sub.1 is substituted or unsubstituted alkyl, heterocycle, cycloalkyl, alkenyl, alkynyl, cycloalkenyl, aryl, aralkyl or alkaryl, wherein permissible substituents are one or more trihalomethyl, heterocycle, alkyl, halogen, phenoxy, mercapto, phenyl, nitro alkylmercapto, cyano, amino, alkylamino, dialkylamino, alkoxy, alkylcarbonyl, isocyano, isocyanato, arylamino, diarylamino, arylmercapto, arylcarbonyl, quaternary ammonium radicals, carboxy, carbonamide, hydroxy, alkoxy, aryloxy, cyano, or acyloxy;
- and
- R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are individually hydrogen or alkyl having from 1 to 4 carbon atoms.
Dependencies are inferred from the claim text.