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US 8,895,568 B2Granted
Compositions comprising substituted pteridines as agrochemicals
AssigneeDow AgroSciences LLC
InventorsWilliam K. Brewster, David A. Demeter, W. Randal Erickson, Christian T. Lowe, Carla J. R. Klittich, Jaime S. Nugent, Brent J. Rieder, Thomas L. Siddall, Chenglin Yao, Carla N. Yerkes, Yuanming Zhu
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Abstract
The present disclosure relates to 1- or 2-(4-(aryloxy)-phenyl)ethylamino-oxy- or sulfanyl) pteridines and 1- or 2-(4 Jheteroaryloxy)-phenyl)ethylamino-, oxy- or sulfanyl)pteridines and their use as agrochemicals and animal health products. The disclosure provides compounds of Formula (I-A) and Formula (I-B).
Claims5
A composition comprising a compound of Formula I-A:
- wherein:
- R is a monocyclic 5- or 6-membered heterocyclic ring or a fused bicyclic heterocyclic ring comprising at least one 5- or 6-membered heterocyclic ring, wherein the monocyclic or fused bicyclic ring is optionally substituted with H, halo, lower alkyl, lower alkoxy, benzyloxy, lower alkenyl, lower alkynyl, haloalkyl, haloalkoxy, NO2, CN, lower alkoxycarbonyl, lower alkylcarbonyl, lower alkyl-SOq, aldoxime, and lower alkyloxime, optionally substituted on oxygen by lower alkyl;
- Z is a C—C single bond, CH2, NH, O, S, CH2O, OCH2, CH2CH2O, or OCH2CH2;
- m is 4;
- q is 0, 1, or 2;
- each R1 is independently H, halo, lower alkyl, lower alkenyl, lower alkynyl, hydroxy, lower alkoxy, haloalkyl, haloalkoxy, NO2, CN, lower alkylcarbonyl, lower alkoxycarbonyl, mercapto, lower alkylthio, aldoxime, and lower alkyloxime, optionally substituted on oxygen by lower alkyl;
- Y is a C—C single bond, C(R5)nO, or C(R5)n;
- n is 2;
- alternatively (R1)m, Z, and R may be taken together to form a fused 5 or 6 membered heterocycle optionally substituted with H, halo, lower alkyl, lower alkoxy, benzyloxy, lower alkenyl, lower alkynyl, haloalkyl, haloalkoxy, NO2, CN, lower alkylcarbonyl, lower alkoxycarbonyl and lower alkyl-SOq;
- R2 is independently H or lower alkyl;
- R4 is H, halogen, lower alkyl, lower alkoxy or lower haloalkyl;
- R5 is independently H or lower alkyl;
- X1 is NR3, O, or S, where R3 is selected from H, lower alkyl, lower alkylcarbonyl, lower alkoxycarbonyl, hydroxy, lower alkoxy, lower alkyl-SOq, or phenyl-SOq optionally substituted with H, halo, lower alkyl, lower alkoxy, benzyloxy, lower alkenyl, lower alkynyl, haloalkyl, haloalkoxy, NO2, CN, lower alkoxycarbonyl, lower alkylcarbonyl, lower alkyl-SOq, aldoxime, and lower alkyloxime, optionally substituted on oxygen by lower alkyl;
- X2 is H, halogen or lower alkyl;
- and
- X3 is H, halogen or lower alkyl;
- with the proviso that when Y is C(R5)n , (R2)n and (R1)m may be taken together to form
- and at least one additional agriculturally active compound selected from the group consisting of fungicides, insecticides, nematicides, miticides, arthropodicides, bactericides, plant growth stimulators or regulators, nitrification inhibitors, and nutrients.
15 more elements
A composition comprising a compound of Formula I-B:
- wherein:
- R is haloalkyl, phenyl, or a monocyclic 5- or 6-membered heterocyclic ring or a fused bicyclic heterocyclic ring comprising at least one 5- or 6-membered heterocyclic ring, wherein the monocyclic or fused bicyclic ring is optionally substituted with H, halo, lower alkyl, lower alkoxy, benzyloxy, lower alkenyl, lower alkynyl, haloalkyl, haloalkoxy, NO2, CN, lower alkoxycarbonyl, lower alkylcarbonyl, lower alkyl-SOq, aldoxime, and lower alkyloxime, optionally substituted on oxygen by lower alkyl;
- Z is a C—C single bond, CH2, NH, O, S, CH2O, OCH2, CH2CH2O, or OCH2CH2;
- m is 4;
- q is 0, 1, or 2;
- each R1 is independently H, halo, lower alkyl, lower alkenyl, lower alkynyl, hydroxy, lower alkoxy, haloalkyl, haloalkoxy, NO2, CN, lower alkylcarbonyl, lower alkoxycarbonyl, mercapto, lower alkylthio, aldoxime, and lower alkyloxime, optionally substituted on oxygen by lower alkyl;
- Y is a C—C single bond, C(R5)nO, or C(R5)n;
- n is 2;
- alternatively R1m-1, Z, and R may be taken together to form a fused 5 or 6 membered heterocycle optionally substituted with H, halo, lower alkyl, lower alkoxy, benzyloxy, lower alkenyl, lower alkynyl, haloalkyl, haloalkoxy, NO2, CN, lower alkylcarbonyl, lower alkoxycarbonyl and lower alkyl-SOq;
- R2 is independently H or lower alkyl;
- R4 is H, halogen, lower alkyl, lower alkoxy or lower haloalkyl;
- R5 is independently H or lower alkyl;
- X1 is NR3, O, or S, where R3 is selected from H, lower alkyl, lower alkylcarbonyl, lower alkoxycarbonyl, hydroxy, lower alkoxy, lower alkyl-SOq, or phenyl-SOq optionally substituted with H, halo, lower alkyl, lower alkoxy, benzyloxy, lower alkenyl, lower alkynyl, haloalkyl, haloalkoxy, NO2, CN, lower alkoxycarbonyl, lower alkylcarbonyl, lower alkyl-SOq, aldoxime, and lower alkyloxime, optionally substituted on oxygen by lower alkyl;
- X2 is H, halogen or lower alkyl;
- X3 is H, halogen or lower alkyl;
- and
- at least one additional agriculturally active compound selected from the group consisting of fungicides, insecticides, nematicides, miticides, arthropodicides, bactericides, plant growth stimulators or regulators, nitrification inhibitors, and nutrients.
14 more elements
Dependencies are inferred from the claim text.