Patents by Inventor Francis J Koszyk

Francis J Koszyk has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Patent number: 5476944
    Abstract: The present invention relates to derivatives of cyclic phenolic thioethers of the formula: ##STR1## and the pharmaceutically acceptable salts thereof, which are inhibitors or stimulators of superoxide generation, and which may also inhibit cyclooxygenase and/or 5-lipoxygenase, to pharmaceutical compositions containing one or more of these compounds in combination with a pharmaceutically-acceptable carrier, and to medical methods of treatment employing these compounds.
    Type: Grant
    Filed: May 19, 1994
    Date of Patent: December 19, 1995
    Assignee: G. D. Searle & Co.
    Inventors: Richard A. Partis, Richard A. Mueller, Francis J. Koszyk, Richard M. Weier
  • Patent number: 5476859
    Abstract: A method of inhibiting lentivirus is disclosed which comprises mammalian host susceptible to said lentivirus with a virally inhibitory effective amount of an O-acylated derivative of 1,5-dideoxy-1,5-imino-D-glucitol and their N-alkyl, N-acyl and N-aroyl derivatives in which from one to four of the free hydroxyl groups are O-acylated with carboxylic alkanoyl radicals selected from the group consisting of .omega.,.omega.,.omega.-trifluoroalkanoyl having from three to eight carbon atoms, carboxylic cycloalkanoyl groups having from four to eight carbon atoms and carboxylic acyclic alkanoyl groups having from two to ten carbon atoms, wherein the N-aroyl groups contain from 7 to 14 carbon atoms, the N-acyl groups contain from 4 to 8 carbon atoms and the N-alkyl groups contain from 1 to 14 carbon atoms.
    Type: Grant
    Filed: January 20, 1995
    Date of Patent: December 19, 1995
    Inventors: Richard A. Partis, Francis J. Koszyk, Richard A. Mueller
  • Patent number: 5451604
    Abstract: A class of halogenated phenylacetonitrile alkylaminoalkylphenyl compounds having immunosuppressive properties is described. Compounds of this class would be useful in reducing recipient rejection of transplanted organs and for treatment of autoimmune or inflammatory diseases. Compounds of particular interest are of the formula ##STR1## wherein m is a number selected from three to five, inclusive; wherein n one or two; wherein R.sup.1 is selected from methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, tert-butyl, iso-butyl, n-pentyl, isopentyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl, cyclohexylmethyl, benzyl and phenethyl; wherein R.sup.2 is selected from methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, tert-butyl, iso-butyl, n-pentyl, isopentyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl, cyclohexylmethyl, benzyl and phenethyl; wherein each of R.sup.3 through R.sup.
    Type: Grant
    Filed: July 26, 1993
    Date of Patent: September 19, 1995
    Assignee: G. D. Searle & Co.
    Inventors: Richard A. Mueller, Thomas E. Barta, John P. McKearn, Susan A. Gregory, Richard A. Partis, Francis J. Koszyk
  • Patent number: 5420343
    Abstract: The present invention provides compounds of the formula: ##STR1## and the pharmaceutically acceptable salts thereof, wherein: R.sup.1 and R.sup.2 are each alkyl;n is an integer of from 1 to 4;x is oxygen or --(CH.sub.2).sub.m --;m is an integer of from 1 to 3;y is oxygen or sulfur; andp is an integer of from 1 to 4.These compounds are inhibitors of COX-I and/or COX-II, and are useful for the treatment of inflammation-associated disorders.The present invention also provides pharmaceutical compositions comprising a therapeutically-effective amount of a compound of Formula I in combination with a pharmaceutically-acceptable carrier, and a method for treating inflammation-associated disorders in an animal comprising administering a therapeutically-effective amount of a compound of Formula I to the animal.
    Type: Grant
    Filed: August 31, 1994
    Date of Patent: May 30, 1995
    Assignee: G. D. Searle & Co.
    Inventors: Francis J. Koszyk, Richard M. Weier
  • Patent number: 5411970
    Abstract: A method of inhibiting lentivirus is disclosed which comprises mammalian host susceptible to said lentivirus with a virally inhibitory effective amount of an O-acylated derivative of 1,5-dideoxy-1,5-imino-D-glucitol and their N-alkyl, N-acyl and N-aroyl derivatives in which from one to four of the free hydroxyl groups are O-acylated with carboxylic alkanoyl radicals selected from the group consisting of .omega.,.omega.,.omega.-trifluoroalkanoyl having from three to eight carbon atoms, carboxylic cycloalkanoyl groups having from four to eight carbon atoms and carboxylic acyclic alkanoyl groups having from two to ten carbon atoms, wherein the N-aroyl groups contain from 7 to 14 carbon atoms, the N-acyl groups contain from 4 to 8 carbon atoms and the N-alkyl groups contain from 1 to 14 carbon atoms.
    Type: Grant
    Filed: December 21, 1993
    Date of Patent: May 2, 1995
    Assignee: G. D. Searle & Co.
    Inventors: Richard A. Partis, Francis J. Koszyk, Richard A. Mueller
  • Patent number: 5342951
    Abstract: Novel derivatives of 1-deoxynojirimycin are disclosed which have thio or sulfinyl substituents at C-2 or C-3. These compounds are useful inhibitors of lentiviruses such as visna virus and human immunodeficiency virus. Methods of chemical synthesis of these derivatives and intermediates therefor are also disclosed.
    Type: Grant
    Filed: August 2, 1993
    Date of Patent: August 30, 1994
    Assignee: G.D. Searle & Co.
    Inventors: Francis J. Koszyk, Richard A. Mueller
  • Patent number: 5331096
    Abstract: Novel derivatives of 1-deoxynojirimycin are disclosed which have thio or sulfinyl substituents at C-2 or C-3. These compounds are useful inhibitors of lentiviruses such as visna virus and human immunodeficiency virus. Methods of chemical synthesis of these derivatives and intermediates therefor are also disclosed.
    Type: Grant
    Filed: August 2, 1993
    Date of Patent: July 19, 1994
    Assignee: G. D. Searle & Co.
    Inventors: Francis J. Koszyk, Richard A. Mueller
  • Patent number: 5310745
    Abstract: A method of inhibiting lentivirus is disclosed which comprises mammalian host susceptible to said lentivirus with a virally inhibitory effective amount of an O-acylated derivative of 1,5-dideoxy-1,5-imino-D-glucitol and their N-alkyl, N-acyl and N-aroyl derivatives in which from one to four of the free hydroxyl groups are O-acylated with carboxylic alkanoyl radicals selected from the group consisting of .omega.,.omega.,.omega.-trifluoroalkanoyl having from three to eight carbon atoms, carboxylic cycloalkanoyl groups having from four to eight carbon atoms and carboxylic acyclic alkanoyl groups having from two to ten carbon atoms, wherein the N-aroyl groups contain from 7 to 14 carbon atoms, the N-acyl groups contain from 4 to 8 carbon atoms and the N-alkyl groups contain from 1 to 14 carbon atoms.
    Type: Grant
    Filed: August 13, 1992
    Date of Patent: May 10, 1994
    Assignee: G. D. Searle & Co.
    Inventors: Richard A. Partis, Francis J. Koszyk, Richard A. Mueller
  • Patent number: 5268482
    Abstract: Novel derivatives of 1-deoxynojirimycin are disclosed which have thio or sulfinyl substituents at C-2 or C-3. These compounds are useful inhibitors of lentiviruses such as visna virus and human immunodeficiency virus. Methods of chemical synthesis of these derivatives and intermediates therefor are also disclosed.
    Type: Grant
    Filed: September 9, 1992
    Date of Patent: December 7, 1993
    Assignee: G. D. Searle & Co.
    Inventors: Francis J. Koszyk, Richard A. Mueller
  • Patent number: 5221746
    Abstract: O-acylated derivatives of 1,5-dideoxy-1,5-imino-D-glucitol are disclosed that contain an N-alkyl or N-aroyl radical in which from one to four of the free hydroxyl groups are O-acylated with carboxylic alkanoyl radicals selected from the group consisting of .omega.,.omega.,.omega.-trifluoro alkanoyl having from three to eight carbon atoms, carboxylic cycloalkanoyl groups having from four to eight carbon atoms and carboxylic acyclic alkanoyl groups having from two to ten carbon atoms, wherein the N-aroyl radical is selected from the group consisting of p-decylbenzoyl, 3-(p-chlorophenoxy)propanoyl, 2-(acetyloxy)benzoyl, [1,1'-biphenyl]-4-ylcarbonyl, 2-thiopheneacetyl, trans-3-furanacryloyl 3-methoxyphenylacetyl and 3-(trifluoromethyl)benzoyl, and wherein the N-alkyl contains from one to fourteen carbon atoms, provided that when N-alkyl contains from one to five carbon atoms the O-acylated groups are .omega.,.omega.,.omega.-trifluoro alkanoyl or carboxylic cycloalkanoyl.
    Type: Grant
    Filed: July 27, 1992
    Date of Patent: June 22, 1993
    Assignee: G. D. Searle & Co.
    Inventors: Richard A. Partis, Francis J. Koszyk, Richard A. Mueller
  • Patent number: 5219883
    Abstract: This invention relates to LTD.sub.4 antagonists of the formula: ##STR1## or pharmaceutically acceptable salts thereof, wherein R.sup.1 is methyl, phenyl, ##STR2## wherein X.sub.1 and X.sub.2 may be the same or different and are members of the group consisting of hydrogen, --Cl, --Br, --CF.sub.3, --NH.sub.2, --NO.sub.2, or alkyl of 1-3 carbon atoms; m is 1 to 9; n is 1 to 5; V is --CH(OH)--, or --CH.sub.2 --; W is hydrogen or alkyl of 1-6 carbon atoms; Y is hydrogen or --COCH.sub.3 provided that when W is hydrogen Y is not hydrogen; both Z moieties are --CHO, --COOR.sup.2, --COR.sup.3, --CH(OR.sup.4)--CH.sub.2 OR.sup.4, or CH.sub.2 OR.sup.4 with the exception that when one Z moiety of Formula I is COOR.sup.2, the other Z moiety may be COR.sup.3 ;R.sup.2 is hydrogen, a pharmaceutically acceptable cation, straight or branched chain alkyl having 1-6 carbon atoms, --CH.sub.2 --CH(OR.sup.5)--CH.sub.2 --OR.sup.5, CH(CH.sub.2 OR.sup.5).sub.2 with the proviso that when Z is --COOR.sup.2, the R.sup.
    Type: Grant
    Filed: November 12, 1991
    Date of Patent: June 15, 1993
    Assignee: G. D. Searle & Co.
    Inventors: Francis J. Koszyk, James R. Deason
  • Patent number: 5144037
    Abstract: Antiviral O-acylated derivatives of 1,5-dideoxy-1,5-imino-D-glucitol are disclosed that contain an N-alkyl or N-aroyl radical in which from one to four of the free hydroxyl groups are O-acylated with carboxylic alkanoyl radicals selected from the group consisting of .omega.,.omega.,.omega.-trifluoro alkanoyl having from three to eight carbon atoms, carboxylic cycloalkanoyl groups having from four to eight carbon atoms and carboxylic acyclic alkanoyl groups having from two to ten carbon atoms, wherein the N-aroyl radical is selected from the group consisting of p-decylbenzoyl, 3-(p-chlorophenoxy)propanoyl, 2-(acetyloxy)benzoyl, [1,1'-biphenyl]-4-ylcarbonyl, 2-thiopheneacetyl, trans-3-furanacryloyl, 3-methoxyphenylacetyl and 3-(trifluoromethyl)benzoyl, and wherein the N-alkyl contains from one to fourteen carbon atoms, provided that when N-alkyl contains from one to five carbon atoms the O-acylated groups are .omega.,.omega.,.omega.-trifluoro alkanoyl or carboxylic cycloalkanoyl.
    Type: Grant
    Filed: January 10, 1991
    Date of Patent: September 1, 1992
    Assignee: G. D. Searle & Co.
    Inventors: Richard A. Partis, Francis J. Koszyk, Richard A. Mueller
  • Patent number: 5093353
    Abstract: This invention relates to 2,2-di-substituted benzopyran compounds which possess leukotriene-D.sub.4 (LTD.sub.4) antagonistic activity. In particular this invention relates to LTD.sub.4 antagonists of the formula: ##STR1## or a pharmaceutically acceptable addition salt thereof, wherein R.sup.1 is methyl, phenyl, ##STR2## wherein X.sub.1 and X.sub.2 may be the same or different and are members of the group comprising hydrogen, --Cl, --Br, --CF.sub.3, --NH.sub.2, --NO.sub.2, or straight or branched chain alkyl of 1-3 carbon atoms;wherein m is an integer from 1-9;wherein n is an integer from 1-5;wherein V is >C.dbd.O, --CH(OH)--, or --CH.sub.2 --;wherein W is hydrogen or straight or branched chain alkyl of 1-6 carbon atoms;wherein Y is hydrogen or --COCH.sub.3 ;wherein Z is --CHO, --COOR.sup.2, --COR.sup.3, ##STR3## or --CH.sub.2 OR.sup.4 ; wherein R.sup.2 is hydrogen, a pharmaceutically acceptable cation, straight or branched chain alkyl having 1-6 carbon atoms, ##STR4## or --CH(CH.sub.2 OR.sup.5).sub.
    Type: Grant
    Filed: June 4, 1990
    Date of Patent: March 3, 1992
    Assignee: G. D. Searle & Co.
    Inventors: Francis J. Koszyk, James R. Deason
  • Patent number: 5003072
    Abstract: O-acylated derivatives of 1,5-dideoxy-1,5-imino-D-glucitol and their N-alkyl, N-acyl and N-aryl derivatives in which from one to four of the free hydroxyl groups are acylated with acyl groups having from one to eight carbon atoms and in which the N-alkyl and N-acyl substituents contain from four to fourteen carbon atoms and the N-aryl substituents contain from seven to fourteen carbon atoms are disclosed, provided that when N-aryl is benzyloxycarbonyl, the O-acyl groups contain four to eight carbon atoms.
    Type: Grant
    Filed: October 12, 1989
    Date of Patent: March 26, 1991
    Assignee: G. D. Searle & Co.
    Inventors: Richard A. Partis, Francis J. Koszyk, Richard A. Mueller
  • Patent number: 4973602
    Abstract: Novel N-aryl derivatives of 1,4-dideoxy-1,4-imino-L-arabinitol and their acylated derivatives are disclosed. These compounds have useful antiviral activity.
    Type: Grant
    Filed: September 26, 1989
    Date of Patent: November 27, 1990
    Assignee: G. D. Searle & Co.
    Inventors: Francis J. Koszyk, Richard A. Partis, Richard A. Mueller
  • Patent number: 4950684
    Abstract: This invention relates to novel compounds having a 2,2-di-substituted chromanonyl (benzopyran) ring structure which are antagonists of leukotriene D.sub.4 (LTD.sub.4) and the slow reacting substance of anaphylaxis (SRS-A). The compounds of this invention are useful as pharmaceutical agents to prevent or alleviate the symptoms associated with LTD.sub.4, such as allergic reactions and inflammatory conditions.
    Type: Grant
    Filed: May 20, 1988
    Date of Patent: August 21, 1990
    Assignee: G. D. Searle & Co.
    Inventors: Francis J. Koszyk, James R. Deason
  • Patent number: 4937357
    Abstract: N-alkyl, N-hydroxylalkyl and N-alkanoyl derivatives of 1,4-dideoxy-1,4-imino-L-arabinitol are disclosed in which the alkyl group has from 4 to about 9 carbon atoms, the hydroxyalkyl group has from 2 to about 5 carbon atoms and the alkanoyl group has from 3 to about 12 carbon atoms. These compounds are useful intermediates for the preparation of acylated derivatives thereof which have antiviral activity.
    Type: Grant
    Filed: September 26, 1989
    Date of Patent: June 26, 1990
    Assignee: G. D. Searle & Co.
    Inventors: Francis J. Koszyk, Richard A. Partis, Richard A. Mueller
  • Patent number: 4876268
    Abstract: Acylated derivatives of 1,4-dideoxy-1,4-imino-L-arabinitol and their N-alkyl and N-hydroxyalkyl derivatives in which all the free hydroxyl groups are acylated with acyl groups having from one to six carbon atoms and in which the N-alkyl substituents in the N-alkyl and N-hydroxyalkyl derivatives contain from one to fourteen carbon atoms are disclosed.
    Type: Grant
    Filed: November 3, 1988
    Date of Patent: October 24, 1989
    Assignee: G. D. Searle & Co.
    Inventors: Francis J. Koszyk, Richard A. Partis, Richard A. Mueller