Use of derivatives of (1-cyanocyclopropyl)phenylphosphinic acid, esters thereof and/or salts thereof for enhancing tolerance in plants to abiotic stress
AssigneeBayer CropScience AG
InventorsLothar WILLMS, Hans-Joachim Zeisß, Marco Busch, Christopher Hugh Rosinger, Ines Heinemann, Isolde Haeuser-Hahn, Martin Jeffrey Hills, Pascal Von Koskull-Döring
Life of this patent
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Abstract
The invention relates to derivatives of (1-cyanocyclopropyl)phenylphosphinic acid of the formula (I) and to salts thereof, of the formula (II), for enhancing stress tolerance in plants to abiotic stress, preferably to drought stress, especially for enhancing plant growth and/or for increasing plant yield.
Claims20
A method for increasing tolerance in plant to abiotic stress which comprises application of an effect amount of (1-cyanocyclopropyl)phenylphosphinic acid or esters thereof, of the formula (I)
- where
- R1 is halogen, branched or unbranched alkyl, cycloalkyl, alkenyl, alkynyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl, alkoxyalkyl, hydroxyalkyl, alkoxyalkenyl, alkylthio, haloalkylthio, alkylsulfinyl, alkylsulfonyl, haloalkyl, alkoxy, haloalkoxy, carboxyl, alkoxycarbonyl, aminocarbonyl which is optionally mono- or disubstituted, cyano, amino or nitro,
- R2 is hydrogen, branched or unbranched alkyl, cycloalkyl, cycloalkylalkyl, alkenyl, alkenylalkyl, alkynyl, alkynylalkyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl, alkoxyalkyl, hydroxyalkyl, alkoxyalkenyl, hydroxyalkenyl, alkylthioalkyl, haloalkyl, alkylaminoalkyl, bisalkylaminoalkyl, cycloalkylaminoalkyl, and
- n is 0, 1, 2, 3, 4, 5
- to said plant.
(canceled)
8-11. (canceled)
A derivative of (1-cyanocyclopropyl)phenylphosphinic acid or ester thereof, of the formula (I),
- where
- R1 is halogen, branched or unbranched alkyl, cycloalkyl, alkenyl, alkynyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl, alkoxyalkyl, hydroxyalkyl, alkoxyalkenyl, alkylthio, haloalkylthio, alkylsulfinyl, alkylsulfonyl, haloalkyl, alkoxy, haloalkoxy, carboxyl, alkoxycarbonyl, aminocarbonyl which is optionally mono- or disubstituted, cyano, amino or nitro,
- R2 is hydrogen, branched or unbranched alkyl, cycloalkyl, cycloalkylalkyl, alkenyl, alkenylalkyl, alkynyl, alkynylalkyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl, alkoxyalkyl, hydroxyalkyl, alkoxyalkenyl, hydroxyalkenyl, alkylthioalkyl, haloalkyl, alkylaminoalkyl, bisalkylaminoalkyl, cycloalkylaminoalkyl, and
- n is 0, 1, 2, 3, 4, 5,
- excluding ethyl (1-cyanocyclopropyl)phenylphosphinate,
- and
- salts of the formula (II)
- where
- R1 is halogen, branched or unbranched alkyl, cycloalkyl, alkenyl, alkynyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl, alkoxyalkyl, hydroxyalkyl, alkoxyalkenyl, alkylthio, haloalkylthio, alkylsulfinyl, alkylsulfonyl, haloalkyl, alkoxy, haloalkoxy, carboxyl, alkoxycarbonyl, aminocarbonyl which is optionally mono- or disubstituted, cyano, amino or nitro,
- n is 0, 1, 2, 3, 4 or 5,
- the cation (M) is
- (a) an ion of the alkali metals, or
- (b) an ion of the alkaline earth metals, or
- (c) an ion of the transition metals, or
- (d) an ammonium ion in which one, two, three or all four hydrogen atoms are optionally replaced by identical or different radicals from the group of (C1-C4)-alkyl, hydroxy-(C1-C4)-alkyl, (C3-C6)-cycloalkyl, (C1-C4)-alkoxy-(C1-C4)-alkyl, hydroxy-(C1-C4)-alkoxy-(C1-C4)-alkyl, (C1-C6)-mercaptoalkyl, phenyl or benzyl, where the aforementioned radicals are optionally substituted by one or more identical or different radicals selected from the group consisting of halogen, F, Cl, Br, I, nitro, cyano, azido, (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C3-C6)-cycloalkyl, (C1-C6)-alkoxy, (C1-C6)-haloalkoxy and phenyl, and where in each case two substituents on the nitrogen atom together optionally form an unsubstituted or substituted ring, or
- (e) a phosphonium ion, or
- (f) a sulfonium ion or sulfoxonium ion, or
- (g) an oxonium ion, or
- (h) an optionally singly or multiply fused and/or (C1-C4)-alkyl-substituted saturated or unsaturated/aromatic N-containing heterocyclic ionic compound having 1-10 carbon atoms in the ring system,
- and z is 1,2 or 3.
A method of increasing tolerance for genetically modified cultivars, the seed thereof, or to cultivated areas on which these cultivars grow to abiotic stress which comprises adding an effective amount of the derivatives of (1-cyanocyclopropyl)phenylphosphinic acid or esters thereof, of the formula (I) and/or of one or more salts thereof to the to genetically modified cultivars, to the seed thereof, or to cultivation areas on which these cultivars grow.
Dependencies are inferred from the claim text.