Patents Assigned to Sterling Winthrop Inc.
  • Patent number: 5330739
    Abstract: Compounds having the structure ##STR1## wherein (Z--COO is the residue of an iodinated aromatic acid; R is alkyl, cycloalkyl, aryl, aralkyl, ##STR2## or alkenyl; R.sup.1 is H, alkyl, cycloalkyl, aryl, aralkyl, or --CH.sub.2 --.sub.m CO.sub.2 R.sup.3 ;R.sup.2 is H, alkyl, cycloalkyl, aryl, aralkyl, --CH.sub.2 --.sub.n CO.sub.2 R.sup.4, or a ##STR3## group, wherein Z, R and R.sup.1 are as defined above;or R.sup.1 and R.sup.2, taken together with the carbon atom to which they are attached represent cycloalkyl;R.sup.3 is H, alkyl, cycloalkyl, aryl or aralkyl;R.sup.4 is H, alkyl, cycloalkyl, aryl or aralkyl; andm, n and p are independently an integer of from 0 to 17;provided that R.sup.1 and R.sup.2 can not both be H;are useful in the preparation of x-ray contrast compositions for medical imaging.
    Type: Grant
    Filed: December 4, 1992
    Date of Patent: July 19, 1994
    Assignee: Sterling Winthrop Inc.
    Inventor: Carl R. Illig
  • Patent number: 5330992
    Abstract: Compounds of formula ##STR1## wherein R.sub.1 is hydrogen, lower-alkyl, or trifluoromethyl;R.sub.2 is lower-alkyl, trifluoromethyl or CH.sub.2 Z where Z is hydroxy, chloro, lower-alkylamino or dilower-alkylamino;R.sub.3 and R.sub.4 are each individually hydrogen or fluoro; andAr is phenyl, an aromatic 5- or 6-membered heterocycle or any of these substituted at one or more positions with lower-alkyl, fluoro, chloro, hydroxy, amino, lower-alkylamino, dilower-alkylamino, carboxy, sulfonamido, lower alkylsulfonamido, methylenedioxy, trifluoroacetamido, lower-alkanoylamino, or carbamoyl; and their pharmaceutically acceptable acid addition salts are useful as anticancer agents.
    Type: Grant
    Filed: October 23, 1992
    Date of Patent: July 19, 1994
    Assignee: Sterling Winthrop Inc.
    Inventors: Michael A. Eissenstat, John D. Weaver, III, Gee-Hong Kuo, Mark P. Wentland
  • Patent number: 5330760
    Abstract: A solid effervescent antacid formulation comprising as primary ingredients from about 35 to about 53 percent by weight of calcium carbonate, from about 0 to about 14 percent by weight of magnesium carbonate, from about 3.5 to about 7 percent by weight of a bicarbonate salt, from about 3.5 to about 7 percent by weight of malic acid and from about 21 to about 35 percent by weight of a bulking agent.
    Type: Grant
    Filed: August 27, 1992
    Date of Patent: July 19, 1994
    Assignee: Sterling Winthrop Inc.
    Inventor: William C. Walton
  • Patent number: 5328404
    Abstract: Compounds having the structure ##STR1## wherein (Z--COO is the residue of an iodinated aromatic acid;R.sup.1 and R.sup.2 are independently alkyl, fluoroalkyl, cycloalkyl, aryl or aralkyl; andR.sup.3 is H, alkyl, fluoroalkyl, cycloalkyl, aryl, aralkyl, alkoxy, aryloxy, cyano, sulfonate, carboxamido, sulfonamido, CO.sub.2 -alkyl, CO.sub.2 -aryl or CO.sub.2 -aralkyl;are useful as contrast agents in x-ray imaging compositions and methods.
    Type: Grant
    Filed: November 4, 1993
    Date of Patent: July 12, 1994
    Assignee: Sterling Winthrop Inc.
    Inventor: Edward R. Bacon
  • Patent number: 5326552
    Abstract: The present invention is directed to a composition comprised of nanoparticles containing an X-ray diagnostic compound, having a high molecular weight nonionic surfactant as a surface modifier adsorbed on the surface thereof and a cloud point modifier associated therewith.The present invention is still further directed to a method for diagnostic imaging for use in medical procedures comprising administering to the body of a test subject in need of an X-ray an effective contrast producing amount of a composition comprised of nanoparticles containing an X-ray diagnostic compound, having a high molecular weight nonionic surfactant as a surface modifier adsorbed on the surface thereof and a cloud point modifier associated therewith.
    Type: Grant
    Filed: December 17, 1992
    Date of Patent: July 5, 1994
    Assignee: Sterling Winthrop Inc.
    Inventors: George C. Na, Natarajan Rajagopalan
  • Patent number: 5326553
    Abstract: Disclosed are x-ray contrast compositions for oral or retrograde examination of the gastrointestinal tract comprising a polymeric material capable of forming a coating on the gastrointestinal tract and an x-ray producing agent of the formula ##STR1## and methods for their use in diagnostic radiology of the gastrointestinal tract whereinZ=H, halo, C.sub.1 -C.sub.20 alkyl, cycloalkyl, lower alkoxy, cyano, where the alkyl and cycloalkyl groups can be substituted with halogen or halo-lower-alkyl groups;R=C.sub.1 -C.sub.25 alkyl, cycloalkyl, or halo-lower-alkyl, optionally substituted with halo, fluoro-lower-alkyl, aryl, lower-alkoxy, hydroxy, carboxy, lower-alkoxy carbonyl or lower-alkoxycarbonyloxy, (CR.sub.1 R.sub.2).sub.p-- (CR.sub.3 .dbd.CR.sub.4).sub.m Q, or (CR.sub.1 R.sub.2).sub.p --C.tbd.C--Q;R.sub.1, R.sub.2, R.sub.3 and R.sub.
    Type: Grant
    Filed: February 2, 1993
    Date of Patent: July 5, 1994
    Assignee: Sterling Winthrop Inc.
    Inventors: Carl R. Illig, Eugene R. Cooper, John L. Toner, Donald A. Upson, Brent D. Douty, Thomas J. Caulfield, Bacon, Edward R., Kimberly G. Estep, Kurt A. Josef, Shaughnessy Robinson, Paul P. Spara
  • Patent number: 5324272
    Abstract: A self-packaging safety syringe set (2) uses a unitary molded set of enclosure units (8, 104) sized for housing conventional cartridge-needle units (12) therein. The set of enclosure units are connected to one another by frangible connections (64, 66; 130, 138). The cartridge-needle unit has a hollow barrel (14) with a needle assembly (24) mounted to one end and a piston (16) mounted therein. Each enclosure unit includes a body section (38, 106), a stem section (44, 108) frangibly connected to one end of the body section, and an end cap (52, 110) connected to the other end of the body section. The frangible connection (48, 118) is broken to remove the stem section to expose the needle (26) for use. The removed stem section is used to drive the piston within the barrel. After use, the barrel is pulled back through the body section so that the needle is completely housed within the body section.
    Type: Grant
    Filed: November 16, 1993
    Date of Patent: June 28, 1994
    Assignee: Sterling Winthrop Inc.
    Inventors: William H. Smedley, Terry M. Haber, Clark B. Foster
  • Patent number: 5324737
    Abstract: 2-R.sub.2 -R.sub.4 -substitutea-3-R.sub.3 -CO-1-[(C-attached-N-heteryl)(Alk).sub.n ]-1H-indoles useful as analgesic, anti-rheumatic, anti-inflammatory or anti-glaucoma agents.
    Type: Grant
    Filed: September 26, 1991
    Date of Patent: June 28, 1994
    Assignee: Sterling Winthrop Inc.
    Inventors: Thomas E. D'Ambra, Edward R. Bacon, Malcolm R. Bell, Philip M. Carabateas, Michael A. Eissenstat, Virendra Kumar, John P. Mallamo, Susan J. Ward
  • Patent number: 5322511
    Abstract: A hand-held power injector is provided for injecting liquid, such as contrast media, into the vascular system of a mammal. The device comprises a pistol-shaped housing which encloses a battery-powdered D.C. motor for constant-rate delivery of liquid from a syringe. In a particular embodiment the hand-help power injector includes an engagement feature connecting the syringe and the power injector which prevents inadvertent activation of the power injector.
    Type: Grant
    Filed: November 19, 1993
    Date of Patent: June 21, 1994
    Assignee: Sterling Winthrop Inc.
    Inventors: Randy E. Armbruster, Bruce J. Semmler
  • Patent number: 5322679
    Abstract: Compounds having the structure ##STR1## wherein (Z--COO is the residue of an iodinated aromatic acid;n is an integer from 1 to 20;R.sup.1 and R.sup.2 are independently H, alkyl, fluoroalkyl, cycloalkyl, aryl, aralkyl, alkoxy or aryloxy;R.sup.3 and R.sup.4 are independently H, alkyl, fluoroalkyl, cycloalkyl, aryl, aralkyl, alkoxy, aryloxy, halogen, hydroxy or acylamino; andR.sup.5 is alkyl, cycloalkyl, aryl, aralkyl, alkoxyalkyl or acetamidoalkyl;are useful as contrast agents in x-ray imaging compositions and methods.
    Type: Grant
    Filed: December 16, 1992
    Date of Patent: June 21, 1994
    Assignee: Sterling Winthrop Inc.
    Inventors: Edward R. Bacon, Sol J. Daum, Paul P. Spara
  • Patent number: 5318768
    Abstract: Disclosed are x-ray contrast compositions for oral or retrograde examination of the gastrointestinal tract comprising a polymeric material in combination with a divalent cation capable of forming a coating on the gastrointestinal tract and a crystalline contrast agent in a pharmaceutically acceptable carrier; and methods for their use in diagnostic radiology of the gastrointestinal tract.
    Type: Grant
    Filed: February 17, 1993
    Date of Patent: June 7, 1994
    Assignee: Sterling Winthrop Inc.
    Inventors: Carl R. Illig, Eugene R. Cooper
  • Patent number: 5318769
    Abstract: Disclosed are contrast agents of the formula ##STR1## contained in aqueous compositions and methods for their use in diagnostic radiology of the gastrointestinal tract whereinX= ##STR2## Z=H, halo, C.sub.1 -C.sub.20 alkyl, cycloalkyl, lower alkoxy, cyano, where the alkyl and cycloalkyl groups can be substituted with halogen or halo-lower-alkyl groups;R=C.sub.1 -C.sub.25 alkyl, cycloalkyl, aryl, or halo-lower-alkyl, optionally substituted with halo, fluoro-lower-alkyl, lower-alkoxy, hydroxy, carboxy or lower-alkoxy carbonyl, lower-alkenyl, lower-alkynyl, lower-alkylene, lower-alkoxy-carbonyloxy;n=1-5;y=0-4; andw=1-4in an aqueous pharmaceutically acceptable carrier.
    Type: Grant
    Filed: March 31, 1993
    Date of Patent: June 7, 1994
    Assignee: Sterling Winthrop Inc.
    Inventors: Edward R. Bacon, Sol J. Daum, Kimberly G. Estep, Kurt A. Josef, Brent D. Douty, Carl R. Illig
  • Patent number: 5318767
    Abstract: An X-ray contrast composition comprising particles consisting essentially of a non-radioactive crystalline organic x-ray contrast agent having a surface modifier adsorbed on the surface thereof in an amount sufficient to maintain an effective average particle size of less than 400 nm, and a pharmaceutically acceptable carrier therefor is useful in x-ray diagnostic medical imaging methods. The agents can be delivered to a specific tissue or fluid site, for example, the blood pool, liver or spleen. In one embodiment involving intravenous administration, preferred compositions provide effective imaging of the blood pool for remarkably long times.
    Type: Grant
    Filed: August 10, 1992
    Date of Patent: June 7, 1994
    Assignee: Sterling Winthrop Inc.
    Inventors: Gary G. Liversidge, Eugene R. Cooper, J. Michael Shaw, Gregory L. McIntire
  • Patent number: 5316755
    Abstract: Disclosed are contrast agents of the formula ##STR1## contained in aqueous compositions and methods for their use in diagnostic radiology of the gastrointestinal tract whereinZ=H, halo, C.sub.1 -C.sub.20 alkyl, cycloalkyl, lower alkoxy, cyano, where the alkyl and cycloalkyl groups can be substituted with halogen or halo-lower-alkyl groups;R=C.sub.1 -C.sub.25 alkyl, cycloalkyl, or halo-lower-alkyl, optionally substituted with halo, fluoro-lower-alkyl, aryl, lower-alkoxy, hydroxy, carboxy, lower-alkoxy carbonyl or lower-alkoxy-carbonyloxy,(CR.sub.1 R.sub.2).sub.p -(CR.sub.3 =CR.sub.4).sub.m Q, or (CR.sub.1 R.sub.2).sub.p -C.ident.C-Q;R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are independently lower-alkyl, optionally substituted with halo;x is 1-4;n is 1-5;m is 1-15;p is 1-10; andQ is H, lower-alkyl, lower-alkenyl, lower-alkynyl, lower-alkylene, aryl, or aryl-lower alkyl.
    Type: Grant
    Filed: February 2, 1993
    Date of Patent: May 31, 1994
    Assignee: Sterling Winthrop Inc.
    Inventors: Carl R. Illig, Eugene R. Cooper, John L. Toner, Donald A. Upson, Brent D. Douty, Thomas J. Caulfield, Edward R. Bacon, Kimberly G. Estep, Kurt A. Josef, Shaughnessy Robinson, Paul P. Spara
  • Patent number: 5314415
    Abstract: A self-aspirating plunger for power injector cartridges characterized by its ability to pump head space gas and aspirate the power injector cartridge without the need to draw backward on the plunger toward the proximal end of the cartride comprising:a female ring component;a male component having a stem and a cone-shaped portion, said stem slideably fitting into said female ring component; andan elastomeric diaphragm shell covering said female ring component and said cone shaped head portion of said male component.
    Type: Grant
    Filed: July 21, 1993
    Date of Patent: May 24, 1994
    Assignee: Sterling Winthrop Inc.
    Inventors: Richard T. Liebert, Neil H. Brown
  • Patent number: 5314894
    Abstract: (S)-(+)-Hydroxychloroquine substantially free of (R)-(-)-hydroxychloroquine, or a pharmaceutically acceptable acid-addition salt thereof and a method of use thereof and a composition containing it for the treatment of malaria, lupus erythematosus or rheumatoid arthritis.
    Type: Grant
    Filed: September 15, 1992
    Date of Patent: May 24, 1994
    Assignee: Sterling Winthrop Inc.
    Inventors: Vera J. Stecher, William F. Michne
  • Patent number: 5312616
    Abstract: Disclosed are x-ray contrast compositions for oral or retrograde examination of the gastrointestinal tract comprising a polymeric material capable of forming a coating on the gastrointestinal tract and an x-ray producing agent of the formula ##STR1## wherein Z=H, halo, C.sub.1 -C.sub.20 alkyl, cycloalkyl, lower alkoxy, cyano, where the alkyl and cycloalkyl groups can be substituted with halogen or halo-lower-alkyl groups;R=C.sub.1 -C.sub.25 alkyl, cycloalkyl, or halo-lower-alkyl, optionally substituted with halo, fluoro-lower-alkyl, aryl, lower-alkoxy, hydroxy, carboxy, lower-alkoxy carbonyl or lower-alkoxycarbonyloxy, (CR.sub.1 R.sub.2).sub.p --(CR.sub.3 .dbd.CR.sub.4).sub.m Q, or (CR.sub.1 R.sub.2).sub.p --C.tbd.C--Q;R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are independently lower-alkyl, optionally substituted with halo;x is 1-3y is 1-4;n is 1-5;m is 1-15;p is 1-10; andQ is H, lower-alkyl, lower-alkenyl, lower-alkynyl, lower-alkylene, aryl, or aryl-lower alkyl.
    Type: Grant
    Filed: March 11, 1993
    Date of Patent: May 17, 1994
    Assignee: Sterling Winthrop Inc.
    Inventors: Carl R. Illig, Brent D. Douty
  • Patent number: 5310538
    Abstract: R=C.sub.1 -C.sub.25 alkyl, cycloalkyl, ##STR2## or halo-lower-alkyl, each of which may be optionally substituted with halo, fluoro-lower-alkyl, aryl, lower-alkoxy, hydroxy, carboxy, lower-alkoxy carbonyl or lower-alkoxy-carbonyloxy, (CR.sub.1 R.sub.2).sub.p --(CR.sub.3 =CR.sub.4).sub.m Q ,or (CR.sub.1 R.sub.2).sub.p --C.tbd.C--Q;R.sub.1, R.sub.2 and R.sub.3 and R.sub.4 are independently H, or lower-alkyl, optionally substituted with halo;x is 1-4;n is 1-4;m is 1-15;p is 1-20; andQ is H, lower-alkyl, lower-alkenyl, lower-alkynyl, lower-alkylene, aryl, or aryl-lower alkylThese compounds are combined in a polymer for use as an X-ray contrast agent.
    Type: Grant
    Filed: March 11, 1993
    Date of Patent: May 10, 1994
    Assignee: Sterling Winthrop Inc.
    Inventors: Edward R. Bacon, Carl R. Illig, Thomas J. Caulfield, Brent D. Douty, Kurt A. Josef
  • Patent number: 5310537
    Abstract: Disclosed are contrast agents of the formula ##STR1## contained in aqueous compositions and methods for their use in diagnostic radiology of the gastrointestinal tract whereinZ=H, halo, C.sub.1 -C.sub.20 alkyl, cycloalkyl, lower alkoxy, cyano, where the alkyl and cycloalkyl groups can be substituted with halogen or halo-lower-alkyl groups;R.sub.1 and R.sub.2 are independently H, C.sub.1 -C.sub.25 alkyl, cycloalkyl, acetyl or halo-lower-alkyl, wherein said C.sub.1 -C.sub.25 alkyl, cycloalkyl, acetyl and halo-lower-alkyl are optionally substituted with fluoro-lower-alkyl, aryl, lower-alkoxy, hydroxy, carboxy, lower-alkoxy carbonyl or lower-alkoxy-carbonyloxy,n is 1-4;y is 1-4; andx is 1 or 2.
    Type: Grant
    Filed: March 1, 1993
    Date of Patent: May 10, 1994
    Assignee: Sterling Winthrop Inc.
    Inventors: Carl R. Illig, Thomas J. Caulfield
  • Patent number: 5310760
    Abstract: Certain 3,4-disubstituted anilines and pharmaceutically acceptable salts thereof are provided which mimic IL-1 activity by inducing IL-2 synthesis and subsequent IL-2 receptor expression. Specifically, the invention provides compounds of Formula I and acid addition salts thereof: ##STR1## wherein Y is ##STR2## NHSO.sub.2 or SO.sub.2 NH where R.sup.4 is H; Z is --O--, --NH--, --NR--, --S--, or other heteroatoms capable of hydrogen bonding with R.sup.4 to give a preferred conformation;R is alkyl;R.sup.1 is --NH.sub.2 or --NHCH.sub.3 ;R.sup.2 is H, alkyl, cycloalkyl, aralkyl, substituted or unsubstituted aryl, or a substituted or unsubstituted nitrogen heterocyclic group having 4 to 5 nuclear carbon atoms; andR.sup.3 is a lipophilic moiety.
    Type: Grant
    Filed: July 9, 1993
    Date of Patent: May 10, 1994
    Assignee: Sterling Winthrop Inc.
    Inventors: William N. Washburn, Lee H. Latimer, Barbara B. Lussier, Carl R. Illig, Alexander L. Weis