Patents Represented by Attorney A. Sheffer
  • Patent number: 5407808
    Abstract: Disclosed is a method and a pharmaceutical composition for killing mammalian tumor cells by subjecting the cells to light in the presence of a light-activatable tetrapyrrole, in which the improvement comprises treating the cells with a compound which inhibits the enzymatic conversion of protoporphyrinogen to protoporphyrin IX by protoporphyrinogen oxidase in the cells thereby causing a buildup of protoporphyrin IX in the cells. Also disclosed is a method for the production of protoporphyrin IX which comprises growing eukaryotic microalgae in the presence of a protoporphyrinogen oxidase inhibitor.
    Type: Grant
    Filed: December 20, 1993
    Date of Patent: April 18, 1995
    Assignee: FMC Corporation
    Inventors: Blaik P. Halling, Debra A. Yuhas
  • Patent number: 5298502
    Abstract: Disclosed is a method and a pharmaceutical composition for killing mammalian tumor cells by subjecting said cells to light in the presence of a light-activatable tetrapyrrole, in which the improvement comprises treating said cells with a compound which inhibits the enzymatic conversion of protoporphyrinogen to protoporphyrin IX by protoporphyrinogen oxidase in said cells thereby causing a buildup of protoporphyrin IX in said cells. Also disclosed is a method for the production of protoporphyrin IX which comprises growing eukaryotic microalgae in the presence of a protoporphyrinogen oxidase inhibitor.
    Type: Grant
    Filed: December 23, 1991
    Date of Patent: March 29, 1994
    Assignee: FMC Corporation
    Inventors: Blaik P. Halling, Debra A. Witkowski
  • Patent number: 5294595
    Abstract: Herbicidal compounds of the formula ##STR1## in which, for example, X is Br, Cl or F; Y is Cl or Br, R.sup.2 is CHF.sub.2, R.sup.3 is CH.sub.3, R is alkyl, dialkylamino, carboxymethyl, hydroxy, haloalkyl, or aryl, and R.sup.1 is H, Na, lower alkyl or --SO.sub.2 R.
    Type: Grant
    Filed: March 22, 1993
    Date of Patent: March 15, 1994
    Assignee: FMC Corporation
    Inventor: George Theodoridis
  • Patent number: 5041155
    Abstract: Herbicidal compounds of the formula ##STR1## in which, for example, X is Br, Cl or F; Y is Cl or Br, R.sup.2 is CHF.sub.2, R.sup.3 is CH.sub.3, R is alkyl, dialkylamino, carboxymethyl, hydroxy, haloalkyl, or aryl, and R.sup.1 is H, Na, lower alkyl or --SO.sub.2 R.
    Type: Grant
    Filed: December 28, 1989
    Date of Patent: August 20, 1991
    Assignee: FMC Corporation
    Inventor: George Theodoridis
  • Patent number: 5011933
    Abstract: Process for the nitration of a compound of formula I below with nitric acid in sulfuric acid, according to the following general equation: ##STR1## where X is a Cl or F and R is haloalkyl, for example CHF.sub.2 or CF.sub.2 CHF.sub.2, in which the improvement comprises carrying out said reaction in fuming sulfuric acid.
    Type: Grant
    Filed: February 26, 1990
    Date of Patent: April 30, 1991
    Assignee: FMC Corporation
    Inventors: John H. Hoare, Marc Halfon
  • Patent number: 4994104
    Abstract: Disposed are herbicidal compounds of the formula ##STR1## wherein Q is a heterocyclic ring having 5 to 7 ring atoms and having the formula ##STR2## wherein Z is an oxygen or sulfur atom or a vinylene group, R.sup.4 and R.sup.5 are independently alkylene groups having 1 to 4 carbon atoms, and m and n are each independently an integer of 0 or 1; and in which R.sup.1 is H, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, alkoxyalkyl, alkoxyalkoxyalkyl, cycloalkyl, aralkyl, alkylthioalkyl, hydroxy, alkoxy, cyanoalkyl or alkylcarbonylalkyl; R.sup.2 and R.sup.3 are independently H or alkyl; and X is H, Cl or F. Also disclosed are herbicidal compositions and an herbicidal method of use for the herbicidal compounds.
    Type: Grant
    Filed: December 19, 1988
    Date of Patent: February 19, 1991
    Assignee: FMC Corporation
    Inventor: Jun H. Chang
  • Patent number: 4985065
    Abstract: Herbicidal compounds of the formula ##STR1## in which Q is ##STR2## M is CH or N; Z is O, S, NH or alkylamino;R.sup.3 is H, OH, alkoxy, alkenyloxy or alkynyloxy, alkoxyalkoxy, alkenyloxyalkoxy or alkynyloxyalkoxy, alkyl, substituted alkyl, OZ.sup.2 where Z.sup.2 is of a salt-forming group, amino, arylamino, alkylamino, alkenylamino, alkoxyamino, substituted alkoxyamino or --NHSO.sub.2 R.sup.5 where R.sup.5 is alkyl, haloalkyl or aryl;R.sup.1 is H, alkyl, halogen, haloalkyl, nitro, NH.sub.2, lower alkoxy, alkylthio or cyano;R.sup.2 is H, lower alkyl, lower alkenyl, lower alkynyl, halogen, CN, or COR.sup.3 ;R is H, lower alkyl, halogen, or lower alkoxy or R and R.sup.2 together constitute a double bond;R.sup.4 is H, halogen, lower alkyl, lower alkenyl, or lower alkynyl;R.sup.7 is H or lower alkyl; andR.sup.a, X and Y are so chosen that when Q is methoxy or propargyloxy, instead of Q having the formula given above, the compound is a herbicide.
    Type: Grant
    Filed: May 10, 1989
    Date of Patent: January 15, 1991
    Assignee: FMC Corporation
    Inventor: George Theodoridis
  • Patent number: 4980480
    Abstract: Process for the production of an aryl triazolinone of the formula: ##STR1## in which R is halogen, alkyl, haloalkyl, cyanoalkyl, arylalkyl, alkoxyalkyl, alkylthio, alkylsulfinyl, alkylsulfonyl, alkylthioalkyl, alkylsulfinylalkyl, alkylsulfonylalkyl or phenyl,each X is independently, H, halogen, lower alkyl, lower alkoxy, --NO.sub.2, --OH, --NHSO.sub.2 R', --N(SO.sub.2 R').sub.2 or --N(R')SO.sub.2 R' where R' is lower alkyl, and n is a number from 1 to 3,by treating an aryl triazolidinone of the formula: ##STR2## with a halogen of the group consisting of chlorine, bromine and iodine, or a hypohalous acid of said halogen or a salt of said acid.
    Type: Grant
    Filed: September 8, 1989
    Date of Patent: December 25, 1990
    Assignee: FMC Corporation
    Inventors: George Theodoridis, John W. Lyga
  • Patent number: 4956004
    Abstract: Herbicidal compounds of the formula ##STR1## in which Q is ##STR2## M is CH or N; Z is O, S, NH or alkylamino;R.sup.3 is H, OH, alkoxy, alkenyloxy or alkynyloxy, alkoxyalkoxy, alkenyloxylakoxy or alkynyloxyalkoxy, alkyl, substituted alkyl, OZ.sup.2 where Z.sup.2 is of a salt-forming group, amino, arylamino, alkylamino, alkenylamino, alkoxyamino, substituted alkoxyamino or --NHSO.sub.2 R.sup.5 where R.sup.5 is alkyl, haloalkyl or aryl;R.sup.1 is H, alkyl, halogen, haloalkyl, nitro, NH.sub.2, lower alkoxy, alkylthio or cyano;R.sup.2 is H, lower alkyl, lower alkenyl, lower alkynyl, halogen, CN, or COR.sup.3 ;R is H, lower alkyl, halogen, or lower alkoxy, R and R.sup.2 together constitute a double bond;R.sup.4 is H, halogen, lower alkyl, lower alkenyl, or lower alkynyl;R.sup.7 is H or lower alkyl;R.sup.b and R.sup.c are each H or together constitute a double bond; andR.sup.a, X and Y are so chosen that when Q is methoxy or propargyloxy, instead of Q having the formula given above, the compound is a herbicide.
    Type: Grant
    Filed: May 10, 1989
    Date of Patent: September 11, 1990
    Assignee: FMC Corporation
    Inventor: George Theodoridis
  • Patent number: 4954159
    Abstract: The present application discloses herbicidal phosphorylaminophenyltetrahydrophthalimides, compositions of them, methods of preparing them, and methods for controlling undesired plant growth by preemergence or postemergence application of the herbicidal compositions to the locus where control is desired. The herbicidal compounds are compounds of the formula ##STR1## in which X and Y are independently F, Cl, or Br; R.sup.1 is selected from lower alkyl, lower haloalkyl, cycloalkyl of 3 to 7 ring carbon atoms, lower alkenyl, lower haloalkenyl, lower alkynyl, lower haloalkynyl, and benzyl which is unsubstituted or substituted on the phenyl ring with one or more substituents selected from halogen, lower alkyl, lower alkoxy, lower alkoxycarbonyl, cyano, and nitro; and R.sup.2 is independently selected from among --OR.sup.1 or is hydroxy, amino, lower alkylamino, or lower dialkylamino; R.sup.3 is H, lower alkyl, or lower alkenyl; or a base addition salt of the compound as defined above in which R.sup.2 is hydroxy.
    Type: Grant
    Filed: March 17, 1989
    Date of Patent: September 4, 1990
    Assignee: FMC Corporation
    Inventor: George Theodoridis
  • Patent number: 4932996
    Abstract: The present application discloses herbicidal phosphorylaminophenyltetrazolinones, compositions of them, methods of preparing them, and methods for controlling undesired plant growth by preemergence or postemergence application of the herbicidal compositions to the locus where control is desired. The herbicidal compounds are compounds of the formula ##STR1## in which X and Y are independently F, Cl, or Br; R is lower alkyl or lower haloalky; R.sup.1 is selected from lower alkyl, lower haloalkyl, cycloalkyl of 3 to 7 ring carbon atoms, lower alkenyl, lower haloalkenyl, lower alkynyl, lower haloalkynyl, and benzyl which is unsubstituted or substituted on the phenyl ring with one or more substituents selected from halogen, lower alkyl, lower alkoxy, lower alkoxycarbonyl, cyano, and nitro; R.sup.2 is independently selected from among --OR.sup.1 or is hydroxy, amino, lower alkylamino, or lower dialkylamino; R.sup.
    Type: Grant
    Filed: March 7, 1989
    Date of Patent: June 12, 1990
    Assignee: FMC Corporation
    Inventor: George Theodoridis
  • Patent number: 4919708
    Abstract: Herbicidal 1-aryl-1,2,4-triazolin-5(1H)-ones having a haloalkyl group (e.g. CHF.sub.2, CF.sub.3 or CClF.sub.2) attached to the carbon atom at the 3-position of the triazolinone ring.
    Type: Grant
    Filed: June 26, 1989
    Date of Patent: April 24, 1990
    Assignee: FMC Corporation
    Inventor: Lester L. Maravetz
  • Patent number: 4909829
    Abstract: Quinolinone compounds of the formula ##STR1## in which R.sup.2 is H, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, alkoxyalkyl, alkoxyalkoxyalkyl, cycloalkyl, alkylthioalkyl, aralkyl, cyanoalkyl, alkoxycarbonylalkyl, hydroxy, or alkoxy; X is H, halogen, alkyl, or haloalkyl; Y is H, halogen, alkyl, haloalkyl, alkoxycarbonyl, cyano, or nitro; Z is H, halogen, alkyl, haloalkyl, alkoxy, alkenyl, alkynyl, haloalkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkoxycarbonyl, cyano, or nitro; and R.sup.1 is alkyl, alkenyl, alkynyl, haloalkyl, alkoxyalkyl, or haloalkoxyalkyl; and the corresponding 3,4-dihydroquinolinone compounds as herbicides.
    Type: Grant
    Filed: December 29, 1987
    Date of Patent: March 20, 1990
    Assignee: FMC Corporation
    Inventor: George Theodoridis
  • Patent number: 4906284
    Abstract: Herbicidal compound of the formula ##STR1## whose Difluoromethyl Analog or Methyl Analog is a herbicide (the Difluoromethyl Analog being identical except that it has a --CHF.sub.2 group instead of the --CH.sub.2 CH.sub.2 CH.sub.2 F group of said compound and the Methyl Analog being identical except that it has a --CH.sub.3 group instead of the --CH.sub.2 CH.sub.2 CH.sub.2 F group of said compound), Ar being an aryl radical.
    Type: Grant
    Filed: August 23, 1988
    Date of Patent: March 6, 1990
    Assignee: FMC Corporation
    Inventor: George Theodoridis
  • Patent number: 4906281
    Abstract: Disclosed are herbicidal compounds of the formula ##STR1## wherein W is sulfur or oxygen;X is Br, Cl, F, alkyl, or haloalkyl; Y is Br, Cl, F, methyl, haloalkyl, haloalkoxy, nitro, or a radical of the formula --CH.sub.2 QR.sup.8 in which Q is O, S, S(O), or S(O).sub.2 and R.sup.8 is alkyl, alkenyl, alkynyl, optionally substituted phenyl; R is alkyl, haloalkyl, dialkylamino, carboxymethyl, hydroxy, or optionally substituted phenyl; R.sup.1 is hydrogen, alkyl, benzyl, haloalkyl, alkoxy, alkynyl, alkenyl, alkoxymethyl, cyanomethyl, hydroxycarbonylmethyl, alkoxycarbonylmethyl, or a group of the formula --SO.sub.2 R or --alkylene--SO.sub.2 R in which R is as defined above; or R and R.sup.1 together are a divalent alkylene radical; or a base addition salt of a compound as defined above in which R or R.sup.1 is or contains an acidic proton.
    Type: Grant
    Filed: July 1, 1988
    Date of Patent: March 6, 1990
    Assignee: FMC Corporation
    Inventor: Jun H. Chang
  • Patent number: 4902338
    Abstract: The present invention application discloses herbicidal phosphorylaminophenylhydantoins, compositions of them, methods of preparing them, and methods for controlling undesired plant growth by preemergence or postemergence application of the herbicidal compositions to the locus where control is desired. The herbicidal compounds are compounds of the formula ##STR1## in which X and Y are independently, F, Cl, or Br; R is lower alkyl or lower haloalkyl; R.sup.1 is selected from lower alkyl, lower haloalkyl, cycloalkyl of 3 to 7 ring carbon atoms, lower alkenyl, lower haloalkenyl, lower alkynyl, lower haloalkynyl, and benzyl which is unsubstituted or substituted on the phenyl ring with one or more substituents selected from halogen, lower alkyl, lower alkoxy, lower alkoxycarbonyl, cyano, and nitro; R.sup.2 is independently selected from among --OR.sup.1 or is hydroxy, amino, lower alkylamino, or lower dialkylamino; or a base addition salt of the compound as defined above in which R.sup.2 is hydroxy.
    Type: Grant
    Filed: March 17, 1989
    Date of Patent: February 20, 1990
    Assignee: FMC Corporation
    Inventor: George Theodoridis
  • Patent number: 4898606
    Abstract: The present application discloses herbicidal phosphorylaminophenyltriazolinones, compositions of them, methods of preparing them, and methods for controlling undesired plant growth by preemergence or postemergence application of the herbicidal compositions to the locus where control is desired. The herbicidal compounds are compounds of the formula ##STR1## in which X and Y are independently F, Cl, or Br; R is lower alkyl or lower haloalkyl; R.sup.1 is selected from lower alkyl, lower haloalkyl, cycloalkyl or 3 to 7 ring carbon atoms, lower alkenyl, lower haloalkenyl, lower alkynyl, lower haloalkynyl, and benzyl which is unsubstituted or substituted on the phenyl ring with one or more substituents selected from halogen, lower alkyl, lower alkoxy, lower alkoxycarbonyl, cyano, and nitro; R.sup.2 is independently selected from among --OR.sup.1 or is hydroxy, amino, lower alkylamino, or lower dialkylamino; R.sup.
    Type: Grant
    Filed: March 7, 1989
    Date of Patent: February 6, 1990
    Assignee: FMC Corporation
    Inventor: George Theodoridis
  • Patent number: 4894084
    Abstract: Quinolinone compounds of the formula ##STR1## in which R.sup.3 is H, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, alkoxyalkyl, alkoxyalkoxyalkyl, cycloalkyl, alkylthioalkyl, aralkyl, cyanoalkyl, alkoxycarbonylalkyl, hydroxy, or alkoxy; X is H, halogen, alkyl, or haloalkyl; Y is H, halogen, alkyl, haloalkyl, alkoxycarbonyl, cyano, or nitro; Z is H, halogen, alkyl, haloalkyl, alkoxy, alkenyl, alkynyl, haloalkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkoxycarbonyl, cyano, or nitro; R.sup.1 is alkyl, alkenyl, alkynyl, haloalkyl, alkoxyalkyl, or haloalkoxyalkyl; and R.sup.2 is alkyl, haloalkyl, alkoxy, haloalkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, or halogen; and the corresponding 3,4-dihydroquinolinone compounds as herbicides.
    Type: Grant
    Filed: December 29, 1987
    Date of Patent: January 16, 1990
    Assignee: FMC Corporation
    Inventor: George Theodoridis
  • Patent number: 4885025
    Abstract: Disclosed are herbicidal aryltetrazolinones in which the aryl moiety is a substituted-phenyl radical having at the 5-position of the phenyl ring a group of the formula ##STR1## wherein Z is O, S, NH, or alkylamino; R.sup.1 is H, alkyl, halogen, haloalkyl, NO.sub.2, NH.sub.2, CN, lower alkoxy or lower alkylthio; and Q.sup.3 is a group of the formula --[O--CH(R.sup.4a)CO].sub.m --OCH(R.sup.4)Q.sup.2 in which Q.sup.2 is --(C(O)R.sup.3 or --CN; R.sup.4 and R.sup.4a are each independently H, CH.sub.3 or C.sub.2 H.sub.5 ; R.sup.3 is OH, alkoxy, alkylthio, lower alkenyloxy or alkynyloxy, amino, arylamino, alkylamino, alkenylamino, alkynylamino, alkoxyamino or alkyl-, haloalkyl- or arylsulfonylamino of the formula -NHSO.sub.2 R.sup.5 or --N(SO.sub.2 R.sup.5)SO.sub.2 R.sup.6, or an --O--N.dbd.R.sup.8 radical where R.sup.8 is alkylidene; R.sup.5 and R.sup.6 are each independently alkyl, haloalkyl or aryl; and "m" is zero or one.
    Type: Grant
    Filed: December 23, 1986
    Date of Patent: December 5, 1989
    Assignee: FMC Corporation
    Inventor: George Theodoridis
  • Patent number: 4878941
    Abstract: Quinolinone compounds of the formula ##STR1## in which R.sup.3 is H, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, alkoxyalkyl, alkoxyalkoxyalkyl, cycloalkyl, alkylthioalkyl, aralkyl, cyanoalkyl, alkoxycarbonylalkyl, hydroxy, or alkoxy; X is H, halogen, alkyl or haloalkyl; Y is H, halogen, alkyl, haloalkyl, alkoxycarbonyl, cyano, or nitro; Z is H, halogen, alkyl, haloalkyl, alkoxy, alkenyl, alkynyl, haloalkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkoxycarbonyl, cyano, or nitro; R.sup.1 alkyl, alkenyl, alkynyl, haloalkyl alkoxyalkyl, or haloalkoxyalkyl; and R.sup.2 is H, alkyl, haloalkyl, alkoxy, haloalkoxy, alkylthio, alkylsulfinyl, alkyl, alkoxy, halolkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, or halogen; and the corresponding 3,4-dihydroquinolinone compounds as herbicides.
    Type: Grant
    Filed: December 29, 1987
    Date of Patent: November 7, 1989
    Assignee: FMC Corporation
    Inventor: George Theodoridis