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Fungicides for the control of take-all disease of plants

  • US 5,705,513 A
  • Filed: 12/28/1994
  • Issued: 01/06/1998
  • Est. Priority Date: 10/18/1991
  • Status: Expired due to Fees
First Claim
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1. A method of controlling disease in a plant caused by Gaeumannomyces sp. comprising applying to the plant locus a composition comprising a fungicidally effective amount of a fungicide of the formula ##STR3## wherein Z1 and Z2 are C and are part of an aromatic ring which is pyridine;

  • and A is selected from the group consisting of --C(O)--SR3, --NH--C(X)R4, --C(═

    NR3)--XR7 and --C(X)-amine wherein the amine is substituted with an alkylaminocarbonyl and a hydrogen or wherein the amine has a first and a second amine substituent, the first amine, substituent is selected from the group consisting of C1 -C10 straight or branched alkyl, alkenyl, or alkynyl groups or mixtures thereof optionally substituted with one or more halogen, hydroxy, alkoxy, alkylthio, nitrile, alkylsulfonate, haloalkylsulfonate, phenyl, a 5-membered heteroaryl, C3 -C6 cycloalkyl and C5 -C6 cycloalkenyl;

    phenyl optionally substituted with one or more C1 -C4 straight or branched alkyl, alkenyl, or alkenyl groups or mixtures thereof, cycloalkyl, cycloalkenyl, haloalkyl, alkoxy and nitro;

    C3 -C6 cycloalkyl, C5 -C6 cycloalkenyl, alkoxy, alkenoxy, alkynoxy, dialkylamino, and alkylthio;

    and the second amine substituent is selected from the group consisting of hydrogen, C1 -C6 straight or branched alkyl, alkenyl, or alkynyl groups or mixtures thereof optionally substituted with one or more halogen;

    hydroxy, alkylcarbonyl, haloalkylcarbonyl, alkoxycarbonyl, and dialkylphosphonyl;

    B is --Wm --Q(R2)3 or selected from 0-tolyl, 1-naphthyl, 2-naphthyl, and 9-phenanthryl, each optionally substituted with halogen or R4 ;

    Q is C, Si, Ge, or Sn;

    W is --C(R3)p H.sub.(2-p) ;

    or when Q is C, W may also be selected from --N(R3)m H(1-m)--, --S(O)p --, and --O--;

    X is O or S;

    n is 0, 1, 2, or 3;

    m is 0 or 1;

    p is 0, 1, or 2;

    each R is independently selected froma) halo, formyl, cyano, amino, nitro, thiocyanato, isothiocyanato, trimethylsilyl, and hydroxy;

    b) C1 -C4 alkyl, alkenyl, alkynyl, C3 -C6 cycloalkyl, and cycloalkenyl, each optionally substituted with halo, hydroxy, thio, amino, nitro, cyano, formyl, phenyl, C1 -C4 alkoxy, alkylcarbonyl, alkylthio, alkylamino, dialkylamino, alkoxycarbonyl, (alkylthio)carbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, alkylsulfinyl, or alkylsulfonyl;

    c) phenyl, furyl, thienyl, pyrrolyl, each optionally substituted with halo, formyl, cyano, amino, nitro, C1 -C4 alkyl, alkenyl, alkynyl, alkoxy, alkylthio, alkylamino, dialkylamino, haloalkyl, and haloalkenyl;

    d) C1 -C4 alkoxy, alkenoxy, alkynoxy, C3 -C6 cycloalkyloxy, cycloalkenyloxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkylamino, dialkylamino, alkylcarbonylamino, aminocarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, alkylcarbonyl, alkylcarbonyloxy, alkoxycarbonyl, (alkylthio)carbonyl, phenylcarbonylamino, phenylamino, each optionally substituted with halo;

    each R2 is independently selected from alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl and phenyl, each optionally substituted with R4 or halogen; and

    wherein, when Q is C, R2 may also be selected from halo, alkoxy, alkylthio, alkylamino, and dialkylamino;

    or wherein two R2 groups may be combined to form a cyclo group with Q which is 1-methylcyclopropyl, 1-methylcyclobutyl, 1-methylcyclopentyl, or 1-methylcyclohexyl;

    R3 is C1 -C4 alkyl;

    R4 is C1 -C4 alkyl, haloalkyl, alkoxy, alkylthio, alkylamino, or dialkylamino; and

    R7 is C1 -C4 alkyl, haloalkyl, or phenyl, optionally substituted with halo, nitro, or R4 ;

    or an agronomic salt thereof.

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