Nitrogen Attached Directly Or Indirectly To The Five-membered Hetero Ring By Acyclic Nonionic Bonding Patents (Class 548/546)
  • Patent number: 6156908
    Abstract: The invention is directed to a process for the preparation of lactams of Formula I. It is further directed to new advantageous intermediates of Formula II and the use thereof. By the cyclization of compounds of Formula II, compounds of Formula I are obtained.
    Type: Grant
    Filed: September 10, 1999
    Date of Patent: December 5, 2000
    Assignee: Rohm Gesellschaft, GmbH
    Inventors: Karlheinz Drauz, Ingo Klement, Gunter Knaup
  • Patent number: 6124435
    Abstract: The invention provides heterobifunctional cross-linking reagents and methods of using the cross-linking reagents. The cross-linking reagents of the invention combine a nucleophilic hydrazide residue with an electrophilic maleimide residue, allowing coupling of aldehydes to free thiols. In the methods of the invention, human immunodeficiency virus (HIV) infected cells can be detected using conjugates that include CD4 molecules conjugated to detectable markers via the disclosed cross-linking reagents.
    Type: Grant
    Filed: December 22, 1998
    Date of Patent: September 26, 2000
    Assignee: Genetech, Inc.
    Inventors: Avi J. Ashkenazi, Steven M. Chamow, Timothy P. Kogan
  • Patent number: 6114419
    Abstract: Fluorinated imides useful for imparting repellency of low surface tension fluids to thermoplastic polymers of formulae ##STR1## wherein R.sub.1 is F(CF.sub.2).sub.x --(CH.sub.2).sub.m, or F(CF.sub.2).sub.x SO.sub.2 N(R.sub.5) (CH.sub.2)p wherein x is from about 4 to about 20, m is from about 2 to about 6, p is from 1 to about 12, and R.sub.5 is an alkyl radical of from 1 to about 4 carbons;R.sub.2 is a linear, branched or cyclic alkylene or poly(oxyalkylene) hydrocarbon group having from about 2 to about 15 carbons;R.sub.3 is selected from the group consisting of F(CF.sub.2).sub.x --(CH.sub.2).sub.m, F(CF.sub.2).sub.x --(CH.sub.2).sub.m --OC(O)--(CH.sub.2).sub.n, and F(CF.sub.2).sub.x SO.sub.2 N(R.sub.5)(CH.sub.2).sub.p OC(O)(CH.sub.2).sub.n wherein x is from about 4 to about 20, m is from about 2 to about 6, n is about 2 to about 12, p is from 1 to about 12, and R.sub.5 is an alkyl radical of from 1 to about 4 carbons;R.sub.4 is an alkyl or alkenyl group of from about 4 to about 20 carbons, andR.sub.
    Type: Grant
    Filed: April 7, 1998
    Date of Patent: September 5, 2000
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Theodor Arthur Liss, Kimberly Gheysen Raiford, Edward James Greenwood
  • Patent number: 6107492
    Abstract: Levetiracetam is prepared by optical resolution of etiracetam by means of preparative high performance liquid chromatography or continuous simulated moving bed chromatographic system using silica gel supporting amylose tris(3,5-dimethylphenylcarbamate) as a packing material.
    Type: Grant
    Filed: May 7, 1999
    Date of Patent: August 22, 2000
    Assignees: UCB, S.A., Daicel Chemical Industries, Ltd.
    Inventors: Tooru Futagawa, Jean-Pierre Canvat, Emile Cavoy, Michel Deleers, Michel Hamende, Vincent Zimmermann
  • Patent number: 6096778
    Abstract: This invention relates to .alpha.-ketoamide inhibitors of multicatalytic protease (MCP), to compositions including such inhibitors, and to methods for the use of MCP inhibitors. The MCP inhibitors of the present invention are useful, for example, to retard loss of muscle mass incident to various physiological states.
    Type: Grant
    Filed: October 6, 1998
    Date of Patent: August 1, 2000
    Assignee: Cephalon, Inc.
    Inventors: Sankar Chatterjee, John P. Mallamo
  • Patent number: 6066662
    Abstract: The invention provides hydroxylamine derivatives of formula (I) wherein A, R.sup.1, R.sup.2 and R.sup.3 have the significance given in the description, which are matrix metalloproteinase inhibitors and which also prevent TNF release. They are therefore useful for the control or prevention of degenerative joints diseases such as rheumatoid arthritis and osteoarthritis or for the treatment of invasive tumours, atherosclerosis or multiple sclerosis. They can be manufactured according to generally known methods.
    Type: Grant
    Filed: November 20, 1996
    Date of Patent: May 23, 2000
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Michael John Broadhurst, Paul Anthony Brown, William Henry Johnson
  • Patent number: 6057342
    Abstract: The present application describes amidinophenyl-pyrrolidines, -pyrrolines, and -isoxazolidines and derivatives thereof of formula I: ##STR1## or pharmaceutically acceptable salt forms thereof, wherein one of D and D' may be C(.dbd.NH)NH.sub.2 and the other H, and J.sup.1 and J.sup.2 may be O or CH.sub.2, which are useful as inhibitors of factor Xa.
    Type: Grant
    Filed: July 7, 1997
    Date of Patent: May 2, 2000
    Assignee: Dupont Pharmaceutical Co.
    Inventors: John Matthew Fevig, Donald Joseph Phillip Pinto, Mimi Lifen Quan, Petrus Fredericus Wilhelmus Stouten
  • Patent number: 6025501
    Abstract: What is described herein are derivatized polymers of .alpha.-olefin-maleic anhydride alkyl half-ester or full acid, preferably the isobutylene compound, optionally with repeat units of maleamic acid and/or its corresponding maleimide therein. These polymers are useful as fixatives in personal care products, such as hair spray compositions, particularly as one-phase, low VOC formulations in pump and aerosol systems, and in anhydrous, alcoholic, aqueous-alcoholic and in high hydrocarbon tolerant solvent formulations. In use, these hair spray compositions dry down to form clear, continuous and defectless films.
    Type: Grant
    Filed: June 24, 1998
    Date of Patent: February 15, 2000
    Assignee: ISP Investments Inc.
    Inventors: Herbert W. Ulmer, Timothy Gillece, John A. Katirgis, Linda C. Foltis, April Blaine
  • Patent number: 6015776
    Abstract: A polysuccinimide composition is prepared by reacting a mixture of an alkenyl or alkylsuccinic acid derivative, an unsaturated acidic reagent copolymer, and a polyamine under reactive conditions. The alkenyl or alkyl substituent of the alkenyl or alkylsuccinic acid derivative has a Mn of from 140 to 3000. The unsaturated acidic reagent copolymer has an average degree of polymerization of from 2 to 20, and is a copolymer of an unsaturated acidic reagent and an olefin having a Mn of at least 1000. The polyamine has at least three nitrogen atoms and has from 4 to 20 carbon atoms.
    Type: Grant
    Filed: September 8, 1998
    Date of Patent: January 18, 2000
    Assignee: Chevron Chemical Company
    Inventors: James J. Harrison, William R. Ruhe, Jr.
  • Patent number: 5993497
    Abstract: Esters of polyalkyl or polyalkenyl N hydroxyalkyl succinimides having the formula: ##STR1## or a fuel soluble salt thereof; wherein R is a polyalkyl or polyalkenyl group having an average molecular weight in the range of about 450 to about 5,000;n is an integer from 2 to 5; and Z is a moiety selected from the group consisting of ##STR2## wherein R.sub.1 is a hydroxy, nitro, cyano or --(CH.sub.2).sub.x --NR.sub.3 R.sub.4, wherein R.sub.3 and R.sub.4 are independently hydrogen or lower alkyl of 1 to 6 carbon atoms and x is 0 or 1; and R.sub.2 is hydrogen, hydroxy, nitro, cyano or --(CH.sub.2).sub.y --NR.sub.5 R.sub.6, wherein R.sub.5 and R.sub.6 are independently hydrogen or lower alkyl of 1 to 6 carbon atoms and y is 0 or 1.The compounds of formula I are useful as fuel additives for the prevention and control of engine deposits.
    Type: Grant
    Filed: August 28, 1998
    Date of Patent: November 30, 1999
    Assignee: Chevron Chemical Company LLC
    Inventors: Richard E. Cherpeck, Kenneth D. Nelson
  • Patent number: 5962504
    Abstract: Compounds of formula I: ##STR1## wherein R.sub.1 and R.sub.2 have any of the values defined in the specification, and their pharmaceutically acceptable salts, are PKC activators and are useful for treating diseases, such as, for example, cancer. Also disclosed are pharmaceutical compositions comprising compounds of formula I, processes for preparing compounds of formula I, and intermediates useful for preparing compounds of formula I.
    Type: Grant
    Filed: September 8, 1998
    Date of Patent: October 5, 1999
    Assignee: Georgetown University
    Inventors: Alan P. Kozikowski, Shaomeng Wang, Lixin Qiao
  • Patent number: 5959122
    Abstract: A process for making derivatized polymers of maleic anhydride containing maleamic acid and its corresponding cyclic imide repeat units, in alcohol solution, at a temperature of about 60-160.degree. C., during a reaction period of about 1-25 hours. The product is a polymer having a predetermined ratio of the above repeat units.
    Type: Grant
    Filed: June 24, 1998
    Date of Patent: September 28, 1999
    Assignee: ISP Investments Inc.
    Inventors: Herbert W. Ulmer, John A. Katirgis, Timothy Gillece
  • Patent number: 5929217
    Abstract: Reactive dyes of the formula I ##STR1## where a is 1 or 2,b is 0 or 1,Z.sup.1 is hydrogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy, halogen, nitro, amino, hydroxysulfonyl, C.sub.1 -C.sub.6 -alkoxycarbonyl, carbamoyl or C.sub.1 -C.sub.6 -mono- or dialkylcarbamoyl,A is methylene, carbonyl, sulfonyl or a radical of the formula CH.sub.2 --CO or CH.sub.2 --SO.sub.2,X is a direct linkage or a linker,Y.sup.1 is vinyl or a radical of the formula C.sub.2 H.sub.4 Q where Q is a group which can be eliminated under alkaline conditions,W is in case 1) the radical of a chromophore which may have further reactive groups, or in case 2) the radical of a coupling component to which additionally the radical of a diazo component may be linked via an azo bridge and which may have additional reactive groups, andL.sup.1 and L.sup.2 are each linkers,their intermediates and a process for dyeing or printing substrates having hydroxyl groups or nitrogen atoms using the novel dyes are described.
    Type: Grant
    Filed: March 22, 1996
    Date of Patent: July 27, 1999
    Assignee: BASF Aktiengesellschaft
    Inventors: Manfred Patsch, Hermann Loffler, Claus Marschner
  • Patent number: 5929211
    Abstract: The invention provides heterobifunctional cross-linking reagents and methods of using the cross-linking reagents. The cross-linking reagents of the invention combine a nucleophilic hydrazide residue with an electrophilic maleimide residue, allowing coupling of aldehydes to free thiols. In the methods of the invention, human immunodeficiency virus (HIV) infected cells can be detected using conjugates that include CD4 molecules conjugated to detectable markers via the disclosed cross-linking reagents.
    Type: Grant
    Filed: September 4, 1997
    Date of Patent: July 27, 1999
    Assignee: Genentech, Inc.
    Inventors: Avi J. Ashkenazi, Steven M. Chamow, Timothy P. Kogan
  • Patent number: 5912359
    Abstract: The invention relates to novel dimaleinimido-substituted dihydroxyalkanes, to a process for their preparation as well as to their use as cross-linking reagents, e.g. in analytical methods. A disadvantage of the cleavable bismaleinimido derivatives used so far, which react with SH groups, is that the subsequent cleavage of the cross-linking reagents from the proteins must take place in acidic or alkaline media. The objective of the invention is to prepare novel cleavable cross-linking reagents which react with SH groups or proteins and which form cross-links which can be cleaved under mild conditions not requiring strongly acidic or basic media. This objective is sought through the preparation and use of dimaleinimido-substituted dihydroxyalkanes having the general formula I ##STR1## where n=1 to 6, preferably 1 or 2.
    Type: Grant
    Filed: August 27, 1998
    Date of Patent: June 15, 1999
    Assignees: Forschungszentrum Julich GmbH, Forschungsverbund Berlin E.V.
    Inventors: Paul J. Bauer, Volker Hagen
  • Patent number: 5886194
    Abstract: This invention describes hydroxyamino-derivatized polymers of .alpha.-olefin-maleic anhydride in the form of their maleimide, maleamic acid and .alpha.-olefin-maleic anhydride half-acid/half ester or full acid repeat units process for making same. The polymers are made by reacting an .alpha.-olefin-maleic anhydride, half-acid/half-ester or full acid with a hydroxy containing .alpha.-unsubstituted primary amine in aqueous or aqueous alcoholic solution at a temperature of about 60.degree.-160.degree. C. during a reaction period of about 1-25 hours.
    Type: Grant
    Filed: June 24, 1998
    Date of Patent: March 23, 1999
    Assignee: ISP Investments Inc.
    Inventors: Herbert W. Ulmer, Timothy Gillece, John A. Katirgis
  • Patent number: 5880070
    Abstract: A polyalkylene succinimide composition prepared by reacting a mixture of an acid derivative, a polycarboxylic acid derivative; and a polyamine under reactive conditions. The acid derivative can be an alkenyl or alkylsuccinic acid derivative, a copolymer of a first unsaturated acidic reagent and a 1,1-disubstituted olefin, or mixtures of the alkenyl or alkylsuccinic acid derivative and the copolymer. The total reaction mixture contains from 4 to 40 wt. % of the polycarboxylic acid derivative, and contains from 0.1 to 1.5 equivalents of polyamine per equivalent of acidic groups of the acid derivative plus the acidic groups of the polycarboxylic acid derivative.
    Type: Grant
    Filed: August 20, 1996
    Date of Patent: March 9, 1999
    Assignee: Chevron Chemical Company
    Inventors: James J. Harrison, William R. Ruhe, Jr.
  • Patent number: 5869024
    Abstract: In accordance with the present invention a novel method and composition for using nonionic contrast media to reduce the risk of clot formation in a diagnostic procedure is disclosed. Novel compositions for such method are also disclosed. The present method comprises employing a triiodinated phenyl contrast agent having a heterocyclic group or a dimeric triiodinated phenyl contrast agent having one or more heterocyclic groups.
    Type: Grant
    Filed: June 5, 1992
    Date of Patent: February 9, 1999
    Assignee: Bracco International B.V.
    Inventors: Ramachandran S. Ranganathan, Michael F. Tweedle, Paul W. Wedeking
  • Patent number: 5869693
    Abstract: The invention disclosed relates to novel functionalized benzocyclobutenones of structural formula I ##STR1## wherein R is NH.sub.2, reactive NH.sub.2 derivatives including acids, acid chlorides, amides and diazonium salts, OH, CN, NO.sub.2, H, I, F Br, Cl, mercapto and deuterium. Also disclosed are polymer compositions comprising thermal reaction products of the benzocyclobutenones of formula I and either a polyol or a polyamine.
    Type: Grant
    Filed: April 24, 1997
    Date of Patent: February 9, 1999
    Assignee: Carleton University
    Inventor: Zhi Yuan Wang
  • Patent number: 5869695
    Abstract: A process for making derivatized polymers of maleic anhydride containing maleamic acid and its corresponding cyclic imide repeat units, in alcohol solution, at a temperature of about 60.degree.-160.degree. C., during a reaction period of about 1-25 hours. The product is a polymer having a predetermined ratio of the above repeat units.
    Type: Grant
    Filed: April 25, 1997
    Date of Patent: February 9, 1999
    Assignee: ISP Investments Inc.
    Inventors: Herbert W. Ulmer, John A. Katirgis
  • Patent number: 5858653
    Abstract: Method and reagent composition for covalent attachment of target molecules, such as nucleic acids, onto the surface of a substrate. The reagent composition includes groups capable of attracting the target molecule as well as groups capable of covalently binding to the target molecule, once attracted. Optionally, the composition can contain photoreactive groups for use in attaching the reagent composition to the surface.
    Type: Grant
    Filed: September 30, 1997
    Date of Patent: January 12, 1999
    Assignee: SurModics, Inc.
    Inventors: Lise W. Duran, Melvin J. Swanson, Richard A. Amos, Sheau-Ping J. Hu, Patrick E. Guire
  • Patent number: 5851966
    Abstract: Compositions of matter for use in oils and fuels are disclosed. The compositions arise from reaction products (C) formed by reacting substituted carboxylic acylating agents (A) with carboxylic reactants (B). The reactant (A) is usually a polyolefin substituted succinic anhydride or acid which is reacted with (B). (B) is usually a glyoxylic compound. Carboxylic reaction products (C) may further be reacted to form succinimide dispersants, esters or other derivatives. Products (C) may also be reacted with an .alpha.-.beta. unsaturated compound to form second carboxylic reaction products.
    Type: Grant
    Filed: June 5, 1997
    Date of Patent: December 22, 1998
    Assignee: The Lubrizol Corporation
    Inventors: Mark R. Baker, Paul E. Adams, Jeffry G. Dietz
  • Patent number: 5837703
    Abstract: Therapeutic compounds have the formula:(X)j-(core moiety),j being an integer from one to three, the core moiety comprising a core moiety, the core moiety being a heterocycle having one ring or two-fused rings, each ring having five or six ring atoms, A being a carbon atom of the core moiety and attached to a terminal carbon atom of (CH.sub.2).sub.m, and X has a structure and X being a racemic mixture, R or S enantiomer, solvate, hydrate, or salt of: ##STR1## *C is a chiral carbon atom, n is an integer from one to four (preferably from one to three), one or more carbon atoms of (CH.sub.2).sub.n may be substituted by a keto or hydroxy group, and m is an integer from one to fourteen. Independently, R.sub.1 and R.sub.2 may be a hydrogen, a straight or branched chain alkyl or alkenyl of up to twelve carbon atoms in length, or --(CH.sub.2).sub.w R.sub.5, w being an integer from two to fourteen and R.sub.5 being a mono-, di- or tri-substituted or unsubstituted aryl group, substituents on R.sub.
    Type: Grant
    Filed: November 12, 1993
    Date of Patent: November 17, 1998
    Assignee: Cell Therapeutics, Inc.
    Inventors: Anil M. Kumar, John Michnick, Gail E. Underiner, J. Peter Klein, Glenn C. Rice
  • Patent number: 5824805
    Abstract: Branched hydrazone linkers for linking a targeting ligand such as an antibody to a therapeutically active drug. The point of branching is at a polyvalent atom and the number of drugs increases by a factor of two for each generation of branching. A preferred drug is doxorubicin.
    Type: Grant
    Filed: December 19, 1996
    Date of Patent: October 20, 1998
    Inventors: Dalton King, Raymond A. Firestone, Pamela Trail
  • Patent number: 5824677
    Abstract: Disclosed are compounds having a straight or branched aliphatic hydrocarbon structure of formula I: ##STR1## In formula I, n is an integer from one to four and m is an integer from four to twenty. Independently, R.sub.1 and R.sub.2 are hydrogen, a straight or branched chain alkyl, alkenyl or alkynyl of up to twenty carbon atoms in length or --(CH.sub.2).sub.w R.sub.5. If R.sub.1 or R.sub.2 is --(CH.sub.2).sub.w R.sub.5, w may be an integer from one to twenty and R.sub.5 may be an hydroxyl, halo, C.sub.1-8 alkoxyl group or a substituted or unsubstituted carbocycle or heterocycle. Alternatively, R.sub.1 and R.sub.2 may jointly form a substituted or unsubstituted, saturated or unsaturated heterocycle having from four to eight carbon atoms, N being a hetero atom of the resulting heterocyle. R.sub.3 may be either hydrogen or C.sub.13. In the compounds, a total sum of carbon atoms comprising R.sub.1 or R.sub.2, (CH.sub.2).sub.n and (CH.sub.2).sub.m does not exceed forty. R.sub.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: October 20, 1998
    Assignee: Cell Therapeutics, Inc.
    Inventors: J. Peter Klein, Gail E. Underiner, Anil M. Kumar
  • Patent number: 5821205
    Abstract: A succinimide composition is prepared by reacting a mixture of an alkenyl or alkylsuccinic acid derivative, an unsaturated acidic reagent copolymer, and a polyamine under reactive conditions. The alkenyl or alkyl substituent of the alkenyl or alkylsuccinic acid derivative has a Mn of from 1000 to 5000. The unsaturated acidic reagent copolymer is a copolymer of an unsaturated acidic reagent and an alkylene group. That alkylene group can be an .alpha.-olefin having 8 to 42 carbon atoms, a polyalkylene having from 8 to 28 carbon atoms, ethylene, styrene, 1,3-butadiene, vinyl alkyl ether having at least 3 carbon atoms, or vinyl alkanoate having at least 4 carbon atoms. The polyamine has at least three nitrogen atoms and 4 to 20 carbon atoms. The mixture contains from 0.5 to 10 equivalents of the alkenyl or alkylsuccinic acid derivative per equivalent of unsaturated acidic reagent copolymer and from 0.4 to 1.
    Type: Grant
    Filed: December 1, 1995
    Date of Patent: October 13, 1998
    Assignee: Chevron Chemical Company
    Inventors: James J. Harrison, William R. Ruhe, Jr.
  • Patent number: 5789491
    Abstract: Fluorinated imides useful for imparting repellency of low surface tension fluids to thermoplastic polymers of formulae ##STR1## wherein R.sub.1 is F(CF.sub.2).sub.x --(CH.sub.2).sub.m, or F(CF.sub.2).sub.x SO.sub.2 N(R.sub.5)(CH.sub.2)p wherein x is from about 4 to about 20, m is from about 2 to about 6, p is from 1 to about 12, and R.sub.5 is an alkyl radical of from 1 to about 4 carbons;R.sub.2 is a linear, branched or cyclic alkylene or poly(oxyalkylene) hydrocarbon group having from about 2 to about 15 carbons;R.sub.3 is selected from the group consisting of F(CF.sub.2).sub.x --(CH.sub.2).sub.m, F(CF.sub.2).sub.x --(CH.sub.2).sub.m --OC(O)--(CH.sub.2).sub.n, and F(CF.sub.2).sub.x SO.sub.2 N(R.sub.5)(CH.sub.2).sub.p OC(O)(CH.sub.2).sub.nwherein x is from about 4 to about 20, m is from about 2 to about 6, n is about 2 to about 12, p is from 1 to about 12, and R.sub.5 is an alkyl radical of from 1 to about 4 carbons;R.sub.4 is an alkyl or alkenyl group of from about 4 to about 20 carbons, andR.sub.
    Type: Grant
    Filed: June 19, 1997
    Date of Patent: August 4, 1998
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Theodor Arthur Liss, Kimberly Gheysen Raiford, Edward James Greenwood
  • Patent number: 5780645
    Abstract: A process for the alkylation of imides wherein the imides are reacted with a dialkyl carbonate, in the liquid state, at a temperature of between 100.degree. C. and 250.degree. C. and at a pressure of between 0 and 60 atmospheres in the presence of a basic catalyst. The dialkyl carbonate reagents are not very toxic and are thermally stable and their use as alkylation agents makes it possible to produce waste products with a negligible saline content.
    Type: Grant
    Filed: December 31, 1996
    Date of Patent: July 14, 1998
    Assignee: Enichem S.p.A.
    Inventors: Marcello Notari, Franco Mizia, Franco Rivetti
  • Patent number: 5777117
    Abstract: Disclosed is a process for preparing compounds having a straight or branched aliphatic hydrocarbon structure of formula I: ##STR1## In formula I, n is an integer from one to four and m is an integer from four to twenty. Independently, R.sub.1 and R.sub.2 are hydrogen, a straight or branched chain alkyl, alkenyl or alkynyl of up to twenty carbon atoms in length or --(CH.sub.2).sub.w R.sub.5. If R.sub.1 or R.sub.2 is --(CH.sub.2).sub.w R.sub.5, w may be an integer from one to twenty and R.sub.5 may be an hydroxyl, halo, C.sub.1-8 alkoxyl group or a substituted or unsubstituted carbocycle or heterocycle. Alternatively, R.sub.1 and R.sub.2 may jointly form a substituted or unsubstituted, saturated or unsaturated heterocycle having from four to eight carbon atoms, N being a hetero atom of the resulting heterocyle. R.sub.3 may be either hydrogen or C.sub.1-3. In the compounds, a total sum of carbon atoms comprising R.sub.1 or R.sub.2, (CH.sub.2).sub.n and (CH.sub.2).sub.m does not exceed forty. R.sub.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: July 7, 1998
    Assignee: Cell Therapeutics, Inc.
    Inventors: J. Peter Klein, Gail E. Underiner, Anil M. Kumar
  • Patent number: 5739355
    Abstract: An alkenyl anhydride or polyalkenylsuccinic anhydride is prepared without forming resins, by an ene-synthesis reaction between an olefin or a polyolefin and a maleic anhydride, optionally substituted by one or two methyl groups, in an aromatic solvent that is selected from toluene and xylenes, whereby said anhydride is used at a ratio of 30 to 60% by weight relative to the reaction medium.More particularly, polyisobutenylsuccinic anhydrides which can be used to form, by reaction with polyethylene polyamines, compositions that contain polyisobutenylsuccinimides, used as detergent additives for motor fuels or as ashless dispersants for motor oils, are produced.
    Type: Grant
    Filed: February 14, 1996
    Date of Patent: April 14, 1998
    Assignee: Institut Francais du Petrole
    Inventors: Patrick Gateau, Daniel Binet, Jean-Pierre Durand
  • Patent number: 5728588
    Abstract: A surface of specific reactivity is formed by adsorbing a modified block polymeric surfactant of the Pluronic-type, i.e., containing pendant poly(ethylene oxide) blocks attached at an end to poly(propylene oxide) center blocks and with specifically reactive groups at the unattached ends of the poly(ethylene oxide) blocks, upon a hydrophobic surface.
    Type: Grant
    Filed: March 7, 1995
    Date of Patent: March 17, 1998
    Inventors: Karin Maria Elisabet Caldwell, Per Jan Erik Carlsson, Jenq-Thun Li
  • Patent number: 5710140
    Abstract: The invention encompasses the novel compound of Formula I useful in the treatment of cyclooxygenase-2 mediated diseases. ##STR1## The invention also encompasses certain pharmaceutical compositions for treatment of cyclooxygenase-2 mediated diseases comprising compounds of Formula I.
    Type: Grant
    Filed: August 16, 1996
    Date of Patent: January 20, 1998
    Assignee: Merck Frosst Canada, Inc.
    Inventors: Yves Ducharme, Jacques Yves Gauthier, Petpiboon Prasit, Yves Leblanc, Zhaoyin Wang, Serge Leger, Michel Therien
  • Patent number: 5696256
    Type: Grant
    Filed: May 12, 1995
    Date of Patent: December 9, 1997
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Yasuyuki Kando, Hideki Uneme, Isao Minamida
  • Patent number: 5693630
    Abstract: Compounds of the general formula ##STR1## or pharmaceutically acceptable salts thereof, wherein Z is a saturated or unsaturated 3 to 6 carbon chain,m is 2 or 3,R.sub.1 is a hydrogen atom, or a straight or branched C.sub.1-4 alkyl group,R.sub.2, R.sub.3 and R.sub.13 are situated in the ortho, meta, or para position of the phenyl ring and are the same or different and selected from the following groups: H, OH, OR.sub.14, halogen, CO.sub.2 R.sub.9, CN, CF.sub.3, NO.sub.2, NH.sub.2, COCH.sub.3,OSO.sub.2 CF.sub.3,OSO.sub.2 CH.sub.3,CONR.sub.10 R.sub.11, OCOR.sub.12, whereinR.sub.9, R.sub.12 and R.sub.14 is a straight or branched C.sub.1-4 alkyl group,R.sub.10 and R.sub.11 are the same or different and represents hydrogen or a straight or branched C.sub.1-6 alkyl group,R is 1) ##STR2## processes for their preparation, pharmaceutical preparations containing them and the use of the compounds in the treatment psychiatric disorders.
    Type: Grant
    Filed: October 26, 1994
    Date of Patent: December 2, 1997
    Assignee: Astra Aktiebolag
    Inventors: Stefan Bengtsson, Sven Hellberg, Nina Mohell, Lian Zhang, Gerd Hallnemo, David Jackson, Bengt Ulff
  • Patent number: 5684163
    Abstract: A process for the preparation of a N-)ortho-alkylphenyl)-imide of the formula ##STR1## in which R.sup.1 to R.sup.9 is defined in the specification which comprises reacting a cyclic anhydride of the formula ##STR2## wherein R.sup.6 to R.sup.9 are difined in the specification with an amine of the formula ##STR3## optionally in the presence of an acid catalyst and optionally in the presence of a solvent which is immiscible or only slightly miscible with water but can form an azeotrope with water, at a temperature between 100.degree. to 200.degree. C. under conditions so that the water formed during the reaction is removed from the reaction mixture without the addition of a polymerization inhibitor or a dipolar solvent. The final products are used as intermediates to prepare heat-stable plastics as well as intermediates to prepare pharmaceutical and agricultural chemicals.
    Type: Grant
    Filed: February 5, 1996
    Date of Patent: November 4, 1997
    Assignee: Bayer Aktiengesellschaft
    Inventors: Torsten Groth, Bernd-Michael Konig, Josef Kasbauer, Michael Schwamborn
  • Patent number: 5681963
    Abstract: Fluorinated imides useful for imparting repellency of low surface tension fluids to thermoplastic polymers of formulae ##STR1## wherein R.sub.1 is F(CF.sub.2).sub.x --(CH.sub.2).sub.m, or F(CF.sub.2).sub.x SO.sub.2 N(R.sub.5) (CH.sub.2) .sub.p wherein x is from about 4 to about 20, m is from about 2 to about 6, p is from 1 to about 12, and R.sub.5 is an alkyl radical of from 1 to about 4 carbons;R.sub.2 is a linear, branched or cyclic alkylene or poly(oxyalkylene) hydrocarbon group having from about 2 to about 15 carbons;R.sub.3 is selected from the group consisting of F(CF.sub.2).sub.x --(CH.sub.2).sub.m, F(CF.sub.2).sub.x --(CH.sub.2).sub.m --OC(O)--(CH.sub.2).sub.n, and F(CF.sub.2).sub.x SO.sub.2 N(R.sub.5)(CH.sub.2).sub.p OC(O)(CH.sub.2).sub.n wherein x is from about 4 to about 20, m is from about 2 to about 6, n is about 2 to about 12, p is from 1 to about 12, and R.sub.5 is an alkyl radical of from 1 to about 4 carbons;R.sub.4 is an alkyl or alkenyl group of from about 4 to about 20 carbons, andR.sub.
    Type: Grant
    Filed: December 21, 1995
    Date of Patent: October 28, 1997
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Theodor Arthur Liss
  • Patent number: 5637731
    Abstract: This disclosure describes novel substituted oxotremorine derivatives of formula I having nitrogen, oxygen or sulfur groups and the prodrug forms of these derivatives. The compounds have cholinergic activity. Also disclosed are methods for treating diseases of the central nervous system in mammals employing the compounds, pharmaceutical preparations containing the compounds and the processes for the production of the compounds.
    Type: Grant
    Filed: April 30, 1996
    Date of Patent: June 10, 1997
    Assignee: American Home Products Corporation
    Inventors: Eugene J. Trybulski, Richard H. Kramss, Herbert J. Brabander
  • Patent number: 5620486
    Abstract: A fuel composition comprising a major amount of hydrocarbons boiling in the gasoline or diesel range and an effective detergent amount of a compound of the formula: ##STR1## wherein R is a hydrocarbyl group having an average molecular weight of about 400 to 5,000; andR.sub.1 and R.sub.2 are independently selected from the group consisting of hydrogen, hydroxy, --CO.sub.2 H, --NO.sub.2, and --NR.sub.3 R.sub.4, wherein R.sub.3 and R.sub.4 are independently hydrogen or lower alkyl of 1 to 6 carbon atoms; provided that R.sub.1 and R.sub.2 cannot both be hydrogen.
    Type: Grant
    Filed: December 30, 1994
    Date of Patent: April 15, 1997
    Assignee: Chevron Chemical Company
    Inventor: Richard E. Cherpeck
  • Patent number: 5610318
    Abstract: This invention is directed to a process for preparing a compound containing a persalt activators and salts thereof which are derived from imidocarboxylic acids and sulfimidocarboxylic acids of the formula I: ##STR1## in which A is a group of the formula ##STR2## n is the number 0, 1 or 2, R.sup.1 is hydrogen, chlorine, bromine, C.sub.1 -C.sub.20 -alkyl, C.sub.2 -C.sub.20 -alkenyl, aryl, or alkylaryl,R.sup.2 is hydrogen, chlorine, bromine, --SO.sub.3 M, --CO.sub.2 M or --OSO.sub.3 M, X is C.sub.1 -C.sub.19 -alkylene or arylene,B is a group of the formula C.dbd.O or SO.sub.2,L is a leaving group.
    Type: Grant
    Filed: May 31, 1995
    Date of Patent: March 11, 1997
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Frank Jaekel, Gerd Reinhardt, Wolf-Dieter M uller
  • Patent number: 5610296
    Abstract: The invention herein is directed to a process for producing a lactam of the formula ##STR1## from a methionine analog of the formula ##STR2## by treating the methionine analog with trimethylsulfonium halide or trimethylsulfoxonium halide in the presence of a base in a suitable aprotic solvent.The invention herein is further directed to the preparation of amidinophenyl pyrrolidinyl .beta.-alanine urea analogs using such methionine and lactam compounds as intermediates, which .beta.-alanine urea analogs are useful as antithrombotics.
    Type: Grant
    Filed: December 5, 1994
    Date of Patent: March 11, 1997
    Assignee: G. D. Searle & Co.
    Inventors: Norman A. Abood, Daniel L. Flynn, Scott A. Laneman, Roger Nosal, Lori A. Schretzman
  • Patent number: 5605791
    Abstract: The invention provides heterobifunctional cross-linking reagents and methods of using the cross-linking reagents. The cross-linking reagents of the invention combine a nucleophilic hydrazide residue with an electrophilic maleimide residue, allowing coupling of aldehydes to free thiols. In the methods of the invention, human immunodeficiency virus (HIV) infected cells can be detected using conjugates that include CD4 molecules conjugated to detectable markers via the disclosed cross-linking reagents.
    Type: Grant
    Filed: March 31, 1995
    Date of Patent: February 25, 1997
    Assignee: Genentech, Inc.
    Inventors: Avi J. Ashkenazi, Steven M. Chamow, Timothy P. Kogan
  • Patent number: 5602134
    Abstract: The present invention relates to novel positive inotropic and lusitropic compounds of formula ##STR1## the pharmaceutical acceptable acid addition salts thereof and the stereochemically isomeric forms thereof wherein L is a radical of formula --O-Alk-(NH).sub.p -C(.dbd.O)-R.sup.1, pharmaceutical compositions thereof, methods of preparing said compounds and intermediates in the preparation thereof.
    Type: Grant
    Filed: November 29, 1995
    Date of Patent: February 11, 1997
    Assignee: Janssen Pharmaceutica N.V.
    Inventors: Eddy J. E. Freyne, Alfons H. M. Raeymaekers
  • Patent number: 5595741
    Abstract: The invention concerns new aminoalkylmaleimides of the general formula I ##STR1## in which R.sub.1 and R.sub.2 are the same or different and represent hydrogen or a C.sub.1 -C.sub.4 alkyl group and A represents a straight-chain or branched, saturated or unsaturated alkylene group with 2 to 6 carbon atoms which is interrupted, if desired, by an oxygen or sulphur atom or a carbonyl group, as well as their corresponding acid addition salts.The present invention also concerns amidoalkylmaleimide derivatives formed from compounds of the general formula I and immunological binding partners. In addition, the invention concerns immunological conjugates which can be produced by reaction of the amidoalkylmaleimide derivatives with peptides or proteins.The subject matter of the present invention are also the corresponding processes of production of the compounds according to the present invention as well as the use of these conjugates in diagnostic methods of determination, in particular in immunoassays.
    Type: Grant
    Filed: July 21, 1994
    Date of Patent: January 21, 1997
    Assignee: Boehringer Mannheim GmbH
    Inventors: Emasmus Huber, Christian Klein, Hans-Georg Batz, Bruno Zink
  • Patent number: 5580484
    Abstract: The present invention is directed to lubricating oil and fuel dispersants comprising hydroxy aromatic succinimide Mannich Base condensates of heavy polyamine. A heavy polyamine is a mixture of polyalkylenepolyamines comprising small amounts of lower polyamine oligomers such as tetraethylene pentamine and pentahexamine but primarily oligomers with 7 or more nitrogens, 2 or more primary amines per molecule, and more extensive branching than conventional polyamine mixtures.
    Type: Grant
    Filed: December 30, 1994
    Date of Patent: December 3, 1996
    Assignee: Exxon Chemical Patents Inc.
    Inventor: Antonio Gutierrez
  • Patent number: 5578419
    Abstract: Dyes suitable for use in the fabrication of color filters are described which contain one or more photopolymerizable substituents preferably represented by the following formula:D-(A-Yn.sup.1)n.sup.2 (1)where D represents a chromphoric nucleus, A denotes a connecting group, Y means the photopolymerizable group, n.sup.1 is 1-10,000, and n.sup.2 stands for an integer of 1-10. Also described are photosensitive resist resin compositions containing the dyes as well as color filters fabricated by curing the photosensitive resist resin compositions.
    Type: Grant
    Filed: April 6, 1994
    Date of Patent: November 26, 1996
    Assignee: Mitsui Toatsu Chemicals, Incorporated
    Inventors: Hisato Itoh, Akio Karasawa, Kenichi Sugimoto
  • Patent number: 5559111
    Abstract: .delta.-Amino-.gamma.-hydroxy-.omega.-aryl-alkanoic acid amides of formula I ##STR1## and the salts thereof, have renin-inhibiting properties and can be used as antihypertensive medicinal active ingredients.
    Type: Grant
    Filed: April 4, 1995
    Date of Patent: September 24, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: Richard G oschke, J urgen K. Maibaum, Walter Schilling, Stefan Stutz, Pascal Rigollier, Yasuchika Yamaguchi, Nissim C. Cohen, Peter Herold
  • Patent number: 5519134
    Abstract: Novel pyrrolidine monomers bearing various functional groups are used to prepare oligomeric structures. The pyrrolidine monomers can be joined via standard phosphate linkages including phosphodiester and phosphorothioate linkages. Useful functional groups include nucleobases as well as polar groups, hydrophobic groups, ionic groups, aromatic groups and/or groups that participate in hydrogen-bonding.
    Type: Grant
    Filed: January 11, 1994
    Date of Patent: May 21, 1996
    Assignee: Isis Pharmaceuticals, Inc.
    Inventors: Oscar L. Acevedo, Normand Hebert
  • Patent number: 5514815
    Abstract: Novel succinimide derivatives of formula I!: ##STR1## wherein Ring A is tri-lower alkoxyphenyl, R.sup.1 and R.sup.2 combine each other to form a group of the formula:>N--R.sup.3or one of R.sup.1 and R.sup.2 is lower alkoxy, and the other is group of the formula: --NHR.sup.3, in which R.sup.3 is hydrogen, substituted or unsubstituted lower alkyl, substituted or unsubstituted lower alkoxy, substituted or unsubstituted amino, hydroxy or pyridylcarbonyl, or salts thereof, these compounds have excellent antithrombotic activity and are useful as antithrombotic drug, or synthetic intermediate for preparing other antithrombotic drug.
    Type: Grant
    Filed: March 18, 1993
    Date of Patent: May 7, 1996
    Assignee: Tanabe Seiyaku Co., Ltd.
    Inventors: Tameo Iwasaki, Takashi Nishitani, Akio Ohtani, Masanori Inamasu
  • Patent number: 5495029
    Abstract: Novel (meth)acrylates containing urethane groups Novel (meth)acrylates which also contain urethane groups and other polymerizable groups in one and the same molecule and can be polymerized either by means of free radicals and/or cationically are used for the production of coatings, adhesives, photoresists, solder masks or in stereolithography. The mouldings produced therefrom contain a coherent, homogeneous network and have high strength properties, in particular mechanical properties.
    Type: Grant
    Filed: August 4, 1994
    Date of Patent: February 27, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: Bettina Steinmann, Jean-Pierre Wolf, Adrian Schulthess, Max Hunziker
  • Patent number: RE36607
    Abstract: This invention relates to benzolididene compounds of the formula ##STR1## in which R.sup.2 represents the radical ##STR2## in which R.sup.4 and R.sup.5 are identical or different and denote halogen, cyano, ethinyl, trifluoromethoxy, methylthio, nitro, trifluoromethyl or straight-chain or branched alkyl, alkenyl, alkinyl or alkoxy having up to 4 carbon atoms, and one of the substituents optionally represents hydrogen,or a salt thereof.[...]..Iadd., andA represents hydrogen or straight-chain or branched alkyl having up to 8 carbon atoms, or represents phenyl or benzyl which are optionally substituted one to three times by identical or different substituents from the series consisting of hydroxyl, nitro, halogen, cyano, carboxyl, trifluoromethyl, trifluoromethoxy, straight-chain or branched alkoxy having up to 6 carbon atoms or by a group of the formula --NR.sup.6 R.sup.7 or --SO.sub.2 R.sup.8, in whichR.sup.6 and R.sup.
    Type: Grant
    Filed: March 25, 1999
    Date of Patent: March 7, 2000
    Assignee: Bayer Aktiengesellschaft
    Inventors: Joachim Mittendorf, Peter Fey, Bodo Junge, Johannes Kaulen, Kai van Laak, Heinrich Meier, Rudolf Schohe-Loop