Oxy, Aldehyde Or Ketone Group In Acid Moiety Patents (Class 560/170)
  • Patent number: 5561214
    Abstract: The present invention relates to hyperbranched polyaspartate esters containing repeating structural units corresponding to the formula I and/or II ##STR1## The present invention also relates to a process for the preparation of these hyperbranched polyaspartate esters by self condensing, via a transesterification reaction, at least a portion of the hydroxy and ester groups of the hydroxy aspartates corresponding to the above formula at a temperature of 60.degree. to 240.degree. C. to form hyperbranched polyaspartate esters and eliminating alcohols having the formula R.sub.1 --OH and/or R.sub.2 --OH.
    Type: Grant
    Filed: May 18, 1995
    Date of Patent: October 1, 1996
    Assignee: Bayer Corporation
    Inventors: Philip E. Yeske, Lyuba K. Gindin, Douglas A. Wicks, E. Haakan Jonsson
  • Patent number: 5547990
    Abstract: It has been found that certain combinations of substituted imidazoline-based amphoterics and quaternary ammonium compounds show markedly reduced irritation profile in addition to providing excellent cleaning detergency. Moreover, it has further been found that certain substituted imidazoline amphoteric surfactants in combination with didecyl dimethyl ammonium chloride (DIDAC) show unexpected synergistic irritation reduction compared to that observed when the quaternary is an ADBAC type. This allows the formulation of disinfectants and sanitizers with the favored antimicrobial agent while at the same time affording the optimum reduction in irritation potential.
    Type: Grant
    Filed: May 20, 1994
    Date of Patent: August 20, 1996
    Assignee: Lonza, Inc.
    Inventors: Larry Hall, Michael Y. Chiang, Judith M. Meyer
  • Patent number: 5547984
    Abstract: Certain N-acetonyl-substituted-amides of the formula: ##STR1## wherein A is a heterocycle, a phenylalkyl, a phenylalkoxy, naphthyl, cycloalkyl, alkoxyalkyl, alkyl, haloalkyl or alkenyl group; X, Y and Z are selected from the group consisting of hydrogen, halo, cyano, thiocyano, isothiocyano, methylsulfonyloxy, thio(C.sub.1 -C.sub.2)alkyl, (C.sub.1 -C.sub.2)alkoxy, carbamoyl, dithiocarbamoyl, hydroxy, azide, trifluoromethylcarboxy, (C.sub.1 -C.sub.4)alkylcarbonyloxy, phenylcarbonyloxy, phenoxy, thiophenyl, imidazolyl or triazolyl group as described herein; R.sup.1 and R.sup.2 are each independently a hydrogen atom or a (C.sub.1 -C.sub.6)alkyl group; and compositions containing these amides are fungicidally active, particularly against phytopathogenic fungi.
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: August 20, 1996
    Assignee: Rohm and Haas Company
    Inventor: Ashok K. Sharma
  • Patent number: 5547986
    Abstract: The L-carnitine ester with gamma-hydroxybutyric acid and its pharmacologically acceptable salts of formula (I) ##STR1## wherein X.sup.- is the anion of a pharmacologically acceptable salt, e.g. chloride, bromide, orotate, acid aspartate, acid citrate, acid phosphate, acid fumarate, lactate, acid maleate, acid oxalate, acid sulfate and glucosephosphate are active in inhibiting neuronal degeneration (as it occurs in Alzheimer's senile dementia and Parkinson's disease) and in the treatment of coma.
    Type: Grant
    Filed: March 29, 1995
    Date of Patent: August 20, 1996
    Assignee: Sigma-Tau Industrie Farmaceutiche Riunite S.p.A.
    Inventors: Maria O. Tinti, Domenico Misiti, Claudio Cavazza
  • Patent number: 5543556
    Abstract: The esters of acyl L-carnitines with gamma-hydroxybutyric acid in the form of pharmacologically acceptable salts of formula (I) ##STR1## wherein X.sup.- is the anion of a pharmacologically acceptable salt, e.g. chloride, bromide, orotate, acid aspartate, acid citrate, acid phosphate, acid fumarate, lactate, acid maleate, acid oxalate, acid sulfate and glucosephosphate or in the form of inner salts of formula (I') ##STR2## wherein R is a straight or branched acyl group having from 2 to 5 carbon atoms, such as e.g. acetyl, propionyl, n-butyryl, isobutyryl and isovaleryl, are active in inhibiting neuronal degeneration (as it occurs in Alzheimer's senile dementia and Parkinson's disease) and in the treatment of coma.
    Type: Grant
    Filed: October 4, 1994
    Date of Patent: August 6, 1996
    Assignee: Sigma-Tau Industrie Farmaceutiche Riunite S.p.A.
    Inventors: Maria O. Tinti, Domenico Misiti, Claudio Cavazza, Nazareno Scafetta
  • Patent number: 5539103
    Abstract: .beta.-lactam compounds which are reacted with a metal alkoxide for preparing N-acyl, N-sulfonyl and phosphoryl substituted isoserine esters.
    Type: Grant
    Filed: December 7, 1994
    Date of Patent: July 23, 1996
    Assignee: Florida State University
    Inventor: Robert A. Holton
  • Patent number: 5534549
    Abstract: The esters of acyl L-carnitines with gamma-hydroxybutyric acid in the form of pharmacologically acceptable salts of formula (I) ##STR1## wherein X.sup.- is the anion of a pharmacologically acceptable salt, e.g. chloride, bromide, orotate, acid aspartate, acid citrate, acid phosphate, acid fumarate, lactate, acid maleate, acid oxalate, acid sulfate and glucosephosphate or in the form of inner salts of formula (I') ##STR2## wherein R is a straight or branched acyl group having from 2 to 5 carbon atoms, such as e.g. acetyl, propionyl, n,butyryl, isobutyryl and isovaleryl, are active in inhibiting neuronal degeneration (as it occurs in Alzheimer's senile dementia and Parkinson's disease) and in the treatment of coma.
    Type: Grant
    Filed: February 28, 1995
    Date of Patent: July 9, 1996
    Assignee: Sigma-Tau Industrie Farmaceutiche Riunite S.p.A.
    Inventors: Maria O. Tinti, Domenico Misiti, Claudio Cavazza, Nazareno Scafetta
  • Patent number: 5525627
    Abstract: Esters of acyl L-carnitines of general formula (I) ##STR1## wherein R is a straight or branched acyl group having 2 to 16 carbon atoms, in particular isobutyryl and isovaleryl;n is an integer comprised between 7 and 15, particularly 10; and,X- is the anion of a pharmacologically acceptable acid are endowed with potent antimycotic activity particularly against yeast like fungi, such as Candida albicans, the aetiologic agent of candidiasis and against filamentous fungi, such as Aspergillus fumigatus, the aetiologic agent of aspergillosis. Orally or parenterally administrable or topically applicable pharmaceutical compositions comprise an ester of formula (I) as active ingredient.
    Type: Grant
    Filed: March 24, 1995
    Date of Patent: June 11, 1996
    Assignee: Sigma-Tau Industrie Farmaceutiche Riunite S.p.A.
    Inventors: Mose Santaniello, Maria O. Tinti, Domenico Misiti, Piero Foresta
  • Patent number: 5519056
    Abstract: Esters of acyl L-carnitines of general formula (I) ##STR1## wherein R is a straight or branched acyl group having 2 to 16 carbon atoms, in particular isobutyryl and isovaleryl;n is an integer comprised between 7 and 15, particularly 10; and,X.sup.- is the anion of a pharmacologically acceptable acid are endowed with potent antimycotic activity particularly against yeast like fungi, such as Candida albicans, the aetiologic agent of candidiasis and against filamentous fungi, such as Aspergillus fumigatus, the aetiologic agent of aspergillosis.Orally or parenterally administrable or topically applicable pharmaceutical compositions comprise an ester of formula (I) as active ingredient.
    Type: Grant
    Filed: May 26, 1994
    Date of Patent: May 21, 1996
    Assignee: Sigma-Tau Industrie Farmaceutiche Riunite S.p.A.
    Inventors: Mose Santaniello, Maria O. Tinti, Domenico Misiti, Piero Foresta
  • Patent number: 5516797
    Abstract: This invention relates to a novel class of immunosuppressive compounds having an affinity for the FK-506 binding protein (FKBP). Once bound to this protein, the immunosuppressive compounds inhibit the prolyl peptidyl cis-trans isomerase (rotamase) activity of the FKBP and inhibit T cell activation. As such, the compounds of this invention can be used as immunosuppressive drugs to prevent or significantly reduce graft rejection in bone marrow and organ transplantations and for use in the treatment of a wide variety of autoimmune diseases in humans and other mammals.
    Type: Grant
    Filed: April 11, 1994
    Date of Patent: May 14, 1996
    Assignee: Vertex Pharmaceuticals, Incorporated
    Inventors: David M. Armistead, Joshua S. Boger, Harold V. Meyers, Jeffrey O. Saunders, Roger D. Tung
  • Patent number: 5498632
    Abstract: Esters of acyl L-carnitines of general formula (I) ##STR1## wherein R is a straight or branched acyl group having 2 to 16 carbon atoms, in particular isobutyryl and isovaleryl;n is an integer comprised between 7 and 15, particularly 10; and,X- is the anion of a pharmacologically acceptable acid are endowed with potent antibacterial activity.Pharmaceutical compositions comprising an ester of formula (I) can be utilized in human therapy and in the veterinary field.
    Type: Grant
    Filed: May 26, 1994
    Date of Patent: March 12, 1996
    Assignee: Sigma-Tau Industrie Farmaceutiche Riunite S.p.A.
    Inventors: Mose Santaniello, Marie O. Tinti, Domenico Misiti, Piero Foresta
  • Patent number: 5488140
    Abstract: Substituted 2-aminoalk-3-enoic acid derivative of formula I ##STR1## wherein R.sub.1 is an aliphatic hydrocarbon radical that is substituted by hydroxy, and R.sub.2 is free or esterified carboxy, and their salts exhibit NMDA-antagonistic properties and are useful as active ingredients of anticonvulsive medicaments.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: January 30, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: Christof Angst, Hans Allgeier, Roland Heckendorn, Daniel Wallach
  • Patent number: 5476974
    Abstract: Normally liquid, omega-hydrofluoroalkyl ether compounds (and selected mixtures thereof) have a saturated perfluoroaliphatic chain of carbon atoms interrupted by one or more ether oxygen atoms. The compounds can be prepared, e.g., by decarboxylation of the corresponding fluoroalkyl ether carboxylic acids and are useful, e.g., in cleaning and drying applications.
    Type: Grant
    Filed: May 20, 1994
    Date of Patent: December 19, 1995
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: George G. I. Moore, Miguel A. Guerra
  • Patent number: 5453535
    Abstract: A process for the preparation of a .alpha.,.omega.-dicarboxylic acid diester of the general formula I ##STR1## in which R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 denotes hydrogen, C.sub.1 -C.sub.20 alkyl, C.sub.2 -C.sub.20 alkenyl, C.sub.2 -C.sub.20 alkynyl, C.sub.2 -C.sub.20 alkoxycarbonyl, nitro, C.sub.2 -C.sub.20 alkoxy and/or cyano andn is an integer from 1 to 12,wherein cycloalkanones of the general formula II ##STR2## in which R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and n have the aforementioned meanings, are caused to react with dimethylcarbonate in the presence of a nitrogenous base of the general formula III ##STR3## in which R.sup.6, R.sup.7, R.sup.8 denote hydrogen, C.sub.1 -C.sub.20 alkyl, C.sub.3 -C.sub.8 cycloalkyl or C.sub.7 -C.sub.20 aralkyl or R.sup.6 and R.sup.7 together form a C.sub.2 -C.sub.7 alkylene chain optionally mono- to penta-substituted by R.sup.1,at temperatures ranging from 50.degree. to 300.degree. C.
    Type: Grant
    Filed: June 27, 1994
    Date of Patent: September 26, 1995
    Assignee: BASF Aktiengesellschaft
    Inventor: Rolf Fischer
  • Patent number: 5442095
    Abstract: Catalysts based on rhodium and water-soluble phosphine obtained by using rhodium perchlorate as the precursor rhodim salt. Also, processes for the preparation of these catalysts and to their use are provided.
    Type: Grant
    Filed: April 14, 1993
    Date of Patent: August 15, 1995
    Assignee: Rhone-Poulenc Nutrition Animale
    Inventor: Patrick Auvray
  • Patent number: 5418253
    Abstract: Ester of L-carnitine and alkanoyl L-carnitines with glycolic acid and esters thereof are disclosed, which are formulated into topically applicable pharmaceutical compositions for the treatment of dermatoses.
    Type: Grant
    Filed: July 27, 1994
    Date of Patent: May 23, 1995
    Assignee: Avantgarde S.p.A.
    Inventors: Claudio Cavazza, Paolo Cavazza
  • Patent number: 5401875
    Abstract: The invention concerns 2-aminocarboxylic acids and derivatives of formula ##STR1## processes for their preparation, as well as medicaments containing them for the inhibition of protein kinase C and thus for the prevention and/or treatment of heart and blood vessel diseases, such as thromboses, arterioscleroses, hypertension, of inflammatory processes, allergies, cancers, and certain degenerative damages of the central nervous system.
    Type: Grant
    Filed: April 22, 1991
    Date of Patent: March 28, 1995
    Assignee: Godecke Aktiengesellschaft
    Inventors: Uwe Trostmann, Johannes Hartenstein, Claus Rudolph, Christoph Schachtele, Hartmut Osswald, Gunter Weinheimer
  • Patent number: 5401869
    Abstract: Aminomethylene compounds of the formula ##STR1## may advantageously be prepared by reacting C--H-acidic compounds of the formula ##STR2## with formamide acetals of the formula ##STR3## in which the radicals R.sup.1 to R.sup.6 have the meaning given in the description,if the process is carried out in the presence of a secondary amine of the formula ##STR4## in which R.sup.7 and R.sup.8 have the meaning given in the description.
    Type: Grant
    Filed: January 21, 1994
    Date of Patent: March 28, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Helmut Kraus, Nikolaus Muller, Gerhard Marzolph, Bernhard Beitzke
  • Patent number: 5395971
    Abstract: A process for making unsaturated .alpha.-amines from olefins wherein the process includes adding an aminating agent, an olefin and a molybdenum based catalyst to a reaction vessel having a nitrogen atmosphere. The catalyst may be described by the general formula LL'MoO.sub.2, L.sub.2 L'MoO.sub.2, or LL'MoO(X--Y).
    Type: Grant
    Filed: March 11, 1994
    Date of Patent: March 7, 1995
    Assignee: The Board of Regents of The University of Oklahoma
    Inventors: Kenneth M. Nicholas, Anurag S. Srivastava
  • Patent number: 5389680
    Abstract: Fluorinated alkene compounds useful for and methods of controlling nematodes, insects, and acarids that prey on agricultural crops. Polar compounds, for example, 3,4,4-trifluoro-3-butene-1-amine or 3,4,4-trifluoro-3-butenoic acid, are particularly useful for systemic control of pests. Novel method and intermediates for the preparation of 3,4,4-trifluoro-3-butene-1-amine are also provided.
    Type: Grant
    Filed: October 18, 1993
    Date of Patent: February 14, 1995
    Assignee: Monsanto Company
    Inventor: Peter G. Ruminski
  • Patent number: 5385913
    Abstract: Compounds of the formula ##STR1## and the pharmaceutically acceptable salts thereof, wherein Q, X and R are as defined below. The compounds of formula I are broad spectrum mammalian antibacterial agents and exhibit favorable selectivity against procaryotic cells.
    Type: Grant
    Filed: March 26, 1992
    Date of Patent: January 31, 1995
    Assignee: Pfizer Inc.
    Inventor: Paul R. McGuirk
  • Patent number: 5370877
    Abstract: .alpha.-Aminocarboxylic acid derivatives of the formula: ##STR1## where n, X, Y and Z have the meanings stated in the description, and their preparation are described. The compounds are used in a method for improving delivery and reducing toxicity of biologically active substances by encapsulation of the biologically active substance with the above compounds.
    Type: Grant
    Filed: March 31, 1993
    Date of Patent: December 6, 1994
    Assignee: Knoll AG
    Inventors: Joerg Rosenberg, Hans-Heinrich Gruenhagen, Dieter Lenke
  • Patent number: 5359128
    Abstract: The invention comprises compositions and methods for the treatment of psoriasis.
    Type: Grant
    Filed: February 11, 1993
    Date of Patent: October 25, 1994
    Inventor: Izhak Blank
  • Patent number: 5349109
    Abstract: A process for making unsaturated .alpha.-amines from olefins wherein the process includes adding an aminating agent, an olefin and a molybdenum based catalyst to a reaction vessel having a nitrogen atmosphere. The catalyst may be described by the general formula LL'MoO.sub.2, L.sub.2 L'MoO.sub.2, or LL'MoO(X-Y).
    Type: Grant
    Filed: August 26, 1993
    Date of Patent: September 20, 1994
    Assignee: The Board of Regents of the University of Oklahoma
    Inventors: Kenneth M. Nicholas, Anurag S. Srivastava
  • Patent number: 5347039
    Abstract: This invention is directed to a method for stereoselectively preparing a syn-dihydroxylated compound comprising reacting a 3-hydroxyket-1-one with a borohydride in the presence of titanium derivative.
    Type: Grant
    Filed: August 11, 1993
    Date of Patent: September 13, 1994
    Assignee: Rhone-Poulenc Rorer S.A.
    Inventors: Patrick Leon, Xavier Radisson, Viviane Massonneau
  • Patent number: 5344939
    Abstract: The preparation of magnesium benzyl fluoromalonate and other equivalent materials, the synthetic equivalents of the --CH.sub.2 F moiety, is described. Reaction between these reagents and the in situ-formed imidazolides of various carboxylic acids gives beta-keto-alpha-fluoroesters, which upon hydrogenation and spontaneous decarboxylation yields fluoromethyl ketones in excellent yields. The overall transformation from RCOOH to RCOCH.sub.2 F is thus illustrated.
    Type: Grant
    Filed: March 11, 1993
    Date of Patent: September 6, 1994
    Assignee: Prototek, Inc.
    Inventor: James T. Palmer
  • Patent number: 5326755
    Abstract: The present application discloses pesticidally active compounds of formula I:QQ.sup.1 CR.sup.1 .dbd.CR.sup.2 CR.sup.3 .dbd.CR.sup.4 C(.dbd.X.sup.1)NR.sup.5 R.sup.6or a salt thereof, wherein Q is an monocyclic aromatic ring, or Q is a dihalovinyl group or a group R.sup.7 --C.dbd.C-- where R.sup.7 is C.sub.1-4 alkyl, tri C.sub.1-4 alkylsilyl, halogen or hydrogen; Q.sup.1 is a 1,2-cyclopropyl ring optionally substituted by one or more groups selected from C.sub.1-3 alkyl, halo, C.sub.1-3 haloalkyl, alkynyl, or cyano; R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are the same or different with at least one being hydrogen and the others being independently selected from hydrogen, halo, C.sub.1-4 alkyl or C.sub.1-4 haloalkyl; X.sup.1 is oxygen or sulphur; R.sup.5 is C.sub.1-8 hydrocarbyl optionally substituted, halo, cyano, trifluoromethyl, trifluoromethylthio or C.sub.1-6 alkoxy; and R.sup.6 is selected from:(A) --Y.dbd.X.sup.2 --(R.sup.8).sub.a where X.sup.2 is O or S, Y is carbon, R.sup.8 is hydrogen, C.sub.
    Type: Grant
    Filed: September 10, 1992
    Date of Patent: July 5, 1994
    Assignee: Roussel UCLAF
    Inventors: Robert J. Blade, George S. Cockerill
  • Patent number: 5322964
    Abstract: There is disclosed a process for the preparation of an alpha-aminoketone salt of formula I ##STR1## which comprises reacting a nitrosated keto ester of formula II ##STR2## with a carboxylic anhydride of formula IV ##STR3## under the conditions of catalytic hydrogenation, to a compound of formula III ##STR4## which compound of formula III is then hydrolysed with an acid H.sub.n A to the salt I, in which formulae above R.sub.1 is C.sub.1 -C.sub.6 alkyl, phenoxy-C.sub.1 -C.sub.4 alkyl, phenyl, C.sub.7 -C.sub.9 phenylalkyl, or phenyl or C.sub.7 -C.sub.9 phenylalkyl which are substituted by halogen, C.sub.1 -C.sub.6 alkyl or C.sub.1 -C.sub.6 alkoxy, hydroxy or cyano, R.sub.2 is C.sub.1 -C.sub.4 alkyl or cyclohexyl, n is 1 to 3, R.sub.3 is C.sub.1 -C.sub.4 alkyl and A is the radical of an organic or mineral protic acid.Pyrroles suitable as co-stabilisers for PVC can be prepared from alpha-aminoketone salts of formula I.
    Type: Grant
    Filed: September 8, 1993
    Date of Patent: June 21, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: Rolf Drewes, Hans-Helmut Friedrich
  • Patent number: 5312914
    Abstract: The invention relates to a novel process for the manufacture of 4-acetoxy-3-hydroxyethyl-azetidinone of the formula ##STR1## especially 4(R)-acetoxy-3(R)-(1'(R)-hydroxyethyl)-2-azetidinone, from enantiomerically pure compounds of the formula ##STR2## in which R.sup.1 represents lower alkyl and Z.sup.1 represents amino, arylmethylamino, acylamino or azido, by reduction of the C.dbd.C double bond and optionally of the arylmethylamino or azido group with hydrogen, epimerization, opening of the lactone ring, cyclisation to the .beta.-lactam, optionally after hydrolysis of the acylamino group, and oxidative decarboxylation of the original lactone carboxy group in the presence of an acetate-yielding agent. Compounds of the formula I can be used as starting materials for the manufacture of .beta.-lactam antibiotics. The invention also relates to novel intermediates and starting materials.
    Type: Grant
    Filed: August 27, 1992
    Date of Patent: May 17, 1994
    Assignee: Ciba-Geigy Corp
    Inventors: Gottfried Sedelmeier, Jacques Bersier
  • Patent number: 5294734
    Abstract: Substituted 2-aminoalk-3-enoic acid derivative of formula I ##STR1## wherein R.sub.1 is an aliphatic hydrocarbon radical that is substituted by optionally acylated or aliphatically or araliphatically etherified hydroxy, by halogen, by optionally acylated and/or aliphatically substituted amino or by an aza-, diaza-, azoxa- or oxa-cycloaliphatic radical, or is an oxacycloaliphatic hydrocarbon radical bonded via a carbon atom, or is an optionally aliphatically N-substituted or N-acylated azacycloaliphatic hydrocarbon radical, and R.sub.2 is free or esterified carboxy, and their salts exhibit NMDA-antagonistic properties and are useful as active ingredients of anticonvulsive medicaments.
    Type: Grant
    Filed: March 16, 1992
    Date of Patent: March 15, 1994
    Assignee: Ciba-Geigy Corp.
    Inventors: Christof Angst, Hans Allgeier, Roland Heckendorn, Daniel Wallach
  • Patent number: 5292924
    Abstract: .alpha.-Fluoro-substituted N-acryloylamino acid derivatives of the formula ##STR1## are used to make polymers optionally for chromatographic resolution of racemates into their enantiomers. The fluorine atom improves performance in many instances.
    Type: Grant
    Filed: November 13, 1992
    Date of Patent: March 8, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rolf Grosser, Walter Lange, Bruno Bomer, Dieter Arlt, Dietmar Bielefeldt
  • Patent number: 5286879
    Abstract: An improved process for preparing mono-condensation derivatives of adipic acid with fewer steps and better purity is disclosed. In particular, this process comprises: (a) forming relatively concentrated and pure cyclic monomeric adipic anhydride by depolymerization and concentration starting from polymeric adipic anhydride; and (b) adding a condensation reactant having an active hydrogen, e.g., a primary or secondary amine, to said cyclic monomeric adipic anhydride to form the corresponding mono-condensation derivative of adipic acid.
    Type: Grant
    Filed: October 5, 1992
    Date of Patent: February 15, 1994
    Assignee: The Procter & Gamble Company
    Inventors: James C. Letton, Larry E. Miller
  • Patent number: 5275747
    Abstract: The present invention is directed to an oil-soluble oleaginous composition additive comprising at least one terminally unsaturated ethylene alpha-olefin polymer of from above 20,000 to about 500,000 number average molecular weight substituted with mono- or dicarboxylic acid producing moieties (preferably dicarboxylic acid or anhydride moieties), wherein the terminal unsaturation comprises terminal ethenylidene unsaturation. The mono- and dicarboxylic acid or anhydride substituted polymers of this invention are useful per se as additives to oleaginous compositions such as lubricating oils, and can also be reacted with a nucleophilic reagent, such as amines, alcohols, amino alcohols and reactive metal compounds, to form products which are also useful oleaginous composition additives, e.g., as multifunctional viscosity index improvers.
    Type: Grant
    Filed: February 1, 1990
    Date of Patent: January 4, 1994
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Antonio Gutierrez, Robert D. Lundberg, Won R. Song
  • Patent number: 5274167
    Abstract: An optically active N-(meth)acryloyl amino acid amide of the formula ##STR1## in which R is hydrogen or methyl,R.sub.1 represents an optionally substituted alkyl, cycloalkyl, aralkyl, aryl or heteroaryl radical,R.sub.3 represents hydrogen or denotes together with R.sub.1 a tri- or tetramethylene group;X denotes oxygen or a NR.sub.4 -group wherein R.sub.4 represents hydrogen or alkyl or denotes together with R.sub.2 and the nitrogen atom a 5- to 7-membered ring which ring is optionally substituted by the group COO-alkyl (1-6 carbon atoms) or by one or two alkyl radicals (1-4 carbon atoms) andR.sub.2 denotes a strongly space-filling hydrocarbon radical.The amide is polymerized and optionally bound to a support such as silica, and can then be used for the chromatographic separation of racemic mixtures of pharmacologically active compounds.
    Type: Grant
    Filed: February 13, 1992
    Date of Patent: December 28, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Walter Lange, Bruno Bomer, Rolf Grosser, Dieter Arlt
  • Patent number: 5274051
    Abstract: Novel carbonyl containing compositions are prepared by contacting, in the presence of a free radical initiator, a first compound selected from the group consisting of saturated hydrocarbons, substituted saturated hydrocarbons, polymers and mixtures thereof with a carbonyl containing compound or mixtures thereof having the structure: ##STR1## where X and Y are independently selected from OH, OR.sub.1, NR.sub.1 R.sub.2 and R.sub.1 wherein R.sub.1 and R.sub.2 are selected independently from the group consisting of aryl radicals or alkyl radicals of from 1 to 18 carbon atoms.
    Type: Grant
    Filed: November 5, 1992
    Date of Patent: December 28, 1993
    Assignee: Exxon Research & Engineering Company
    Inventors: Stanley J. Brois, Jacqueline Ogletree
  • Patent number: 5274188
    Abstract: The invention relates to a novel process for the manufacture of (3R,1'R)-4-acyloxy-3-(1'-hydroxyethyl)-2-azetidinones of formula ##STR1## in which R.sup.1 represents lower alkyl or aryl, by enantioselective reduction of the carbonyl group in a suitable .alpha.-acylaminomethyl-acetoacetic acid ester, cyclisation of the resulting .alpha.-acylaminomethyl-.beta.-hydroxybutyric acid ester to a 5,6-dihydro-1,3,4H-oxazine with inversion of the carbon atom carrying the hydroxy group, equilibration to form the preferred trans-substituted dihydrooxazine, recleaving to form the configuratively uniform .alpha.-aminomethyl-.beta.-hydroxybutyric acid, ring-closure to form the .beta.-lactam and oxidative acylation at C(4) of the .beta.-lactam. Compounds of formula I can be used as starting materials for the manufacture of .beta.-lactam antibiotics. The invention relates also to novel intermediates.
    Type: Grant
    Filed: August 6, 1991
    Date of Patent: December 28, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Peter Schneider, Gerardo Ramos
  • Patent number: 5266728
    Abstract: The present invention provides a method for producing optically active 3-substituted-2-norbornanones which are useful as starting materials for several kinds of physiologically active materials, and to their intermediates, optically active 2-hydroxy-2-norbornanecarboxylic acid and to a method for producing these intermediates.
    Type: Grant
    Filed: August 19, 1992
    Date of Patent: November 30, 1993
    Assignee: Chisso Corporation
    Inventors: Naoyuki Yoshida, Teruyo Sugiura, Kazutoshi Miyazawa, Yasuyuki Koizumi
  • Patent number: 5252707
    Abstract: There are disclosed a novel inositol-1,4,5-triphosphoric acid derivative, inositol-1,3,4-triphosphoric acid derivative, inositol-1,3,4,5-tetraphosphoric acid derivative, and a bonded substance of the same and a protein. They control the metabolic process of an organism concerned with calcium ions to thereby exert a medicinal virtue.
    Type: Grant
    Filed: May 15, 1991
    Date of Patent: October 12, 1993
    Assignee: Mitsui Toatsu Chemicals Incorporated
    Inventors: Shoichiro Ozaki, Yutaka Watanabe, Masato Hirata, Akira Awaya
  • Patent number: 5252745
    Abstract: Antimicrobial compounds of the formula ##STR1## wherein R.sup.1 is selected from the group consisting of H, an amine protective group, and a moiety of the formula ##STR2## wherein R.sup.2, R.sup.5, and R.sup.6 are independently selected from H and an amine protective group;R.sup.3 and R.sup.4 are independently selected from H, lower alkyl, aryl, arylalkyl, CH.sub.2 OR, CH.sub.2 SR or CH(CH.sub.3)OR;R=H, propargyl lower alkyl, arylalkyl or aryl;wherein R.sup.1 and R.sup.2 or R.sup.5 and R.sup.6 can be joined to form a ring; and wherein when R.sup.1 and R.sup.2 or R.sup.5 and R.sup.6 are both H, the compound is either in free base form or in salt form.
    Type: Grant
    Filed: May 21, 1991
    Date of Patent: October 12, 1993
    Assignee: Rohm and Haas Company
    Inventors: Margaret M. Bowers-Daines, Barry C. Lange
  • Patent number: 5241099
    Abstract: Aminomethylene compounds of the formula ##STR1## can be prepared by reaction of C-H-acid compounds of the formula ##STR2## with salts of the formula ##STR3## in the presence of simple inorganic bases, where the radicals R.sup.1 to R.sup.4, R.sup.7, R.sup.8 and X.sup..crclbar. have the meanings given in the description.
    Type: Grant
    Filed: March 16, 1992
    Date of Patent: August 31, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Heinz-Ulrich Blank, Helmut Kraus
  • Patent number: 5210272
    Abstract: The preparation of magnesium benzyl fluoromalonate and other equivalent materials, the synthetic equivalents of the --CH.sub.2 F moiety, is described. Reaction between these reagents and the in situ-formed imidazolides of various carboxylic acids gives beta-keto-alpha-fluoroesters, which upon hydrogenation and spontaneous decarboxylation yields fluoromethyl ketones in excellent yields. The overall transformation from RCOOH to RCOCH.sub.2 F is thus illustrated.
    Type: Grant
    Filed: August 14, 1991
    Date of Patent: May 11, 1993
    Assignee: Prototek, Inc.
    Inventor: James T. Palmer
  • Patent number: 5206027
    Abstract: An amphipathic compound, which includes a succinic acid moiety and an amino acid moiety and is designed so as to form a stable unilayer liposome, and a negatively charged liposome comprising said amphipathic compound as a membrane-component are disclosed. The amphipathic compound of the present invention gives liposomes which minimize the leakage of a drug encapsulated therein and scarcely undergo association, aggregation or precipitation.
    Type: Grant
    Filed: August 11, 1992
    Date of Patent: April 27, 1993
    Assignee: Fuji Photo Film Co., Ltd.
    Inventor: Hiroshi Kitaguchi
  • Patent number: 5198547
    Abstract: Intermediates and a process for the synthesis of 6-monosubstituted tetrahydropteridine C6-stereoisomers, including (6S)-tetrahydrofolic acid. The intermediates are shown in their two enantiomeric forms as follows: ##STR1## wherein R.sub.1 and R.sub.2 are the same or different and represent hydrogen, methyl, hydroxy, amino, alkyl or dialkylamino, alkoxy, benzyloxy, or benzylthio; R.sub.3 represents an alkene, alkyne, cycloalkyl, benzyl, alkyl (substituted with hydroxy, acetoxy, benzyloxy, alkoxy, alkylthio, amino, carboxy, oxo, or phosphate), a protected aldehyde, or ##STR2## wherein n=1 or 2, R.sub.4 is hydrogen, formyl, methyl, or propargyl, and ZZ represents an amino acid or amino acid polymer. Also, a process for tetrahydropteridine N5-formylation for the preparation of, for example, N5-formyl-(6S)-tetrahydrofolic acid.
    Type: Grant
    Filed: March 16, 1992
    Date of Patent: March 30, 1993
    Assignee: South Alabama Medical Science Foundation, USA
    Inventors: Steven W. Bailey, June E. Ayling
  • Patent number: 5169979
    Abstract: The invention relates to a curing component (A) containing active CH groups, which contains at least two groups of the formula (I) ##STR1## or structural units of the formula (I') or (I") ##STR2## in which: A denotes ##STR3## X and Y are identical or different and denote ##STR4## CO.sub.2 R.sup.1, CN, NO.sub.2, CONH.sub.2, CONR.sup.1 H or CONR.sup.1 R.sup.1, where the R.sup.1 radicals may be identical or different and represent a hydrocarbon radical, preferably an alkyl radical having 1 to 12 carbon atoms, which may also be interrupted by oxygen or an N-alkyl radical, with the proviso that only one of the two radicals X and Y may represent the NO.sub.2 group;A' denotes ##STR5## X' and Y' are identical or different and denote ##STR6## Curable mixtures of (A) and a Michael acceptor (B) and, if appropriate diluents and customary additivies cure rapidly even at low temperatures and are suitable, in particular for surface-coating preparations.
    Type: Grant
    Filed: November 30, 1990
    Date of Patent: December 8, 1992
    Assignee: Hoechst AG
    Inventors: Uwe Kubillus, Gerhard Brindopke, Helmut Plum
  • Patent number: 5166400
    Abstract: Process and intermediates for isopropyl 3S-amino-4-cyclohexyl-2R-hydroxybutyrate and 3S-amino-2R-hydroxy-5-methylhexanoate from R-malic acid. These products are of known utility in the synthesis of certain renin inhibitors.
    Type: Grant
    Filed: July 18, 1991
    Date of Patent: November 24, 1992
    Assignee: Pfizer Inc.
    Inventor: Robert W. Dugger
  • Patent number: 5145611
    Abstract: Carboxylic acid derivatives of the formula ##STR1## R.sub.1 is alkoxy, alkylthio, alkylsulphinyl, alkulsulphonyl, alkylamino, cycloalkyl, or cycloalkoxy or optionally substituted aryl, aryloxy, arylthio, arylsulphinyl, arylsulphonyl or arylamino. R.sub.2 is optionally substituted aryl or, when B is alkylene also a hydrogen atom. A is a straight-chained or branched, saturated or unsaturated alkylene containing 3 to 10 carbon atoms which is optionally interrupted by a heteratom attached to a saturated carbon and has a chain length of at least 3 atoms. Y is S(O).sub.n group or oxygen, n being 0, 1 or 2. B is a valency bond or a straight-chained or branched, saturated or unsaturated alkylene containing 1 to 18 carbon atoms. Physiologically acceptable salts, esters and amides thereof are also included. The compounds are useful in the treatment of metabolic diseases.
    Type: Grant
    Filed: January 12, 1988
    Date of Patent: September 8, 1992
    Assignee: Boehringer Mannheim GmbH
    Inventors: Hans P. Wolff, Ernst-Christian Witte, Hans-Frieder Kuehnle
  • Patent number: 5144060
    Abstract: An emulsifying agent for emulsion polymerization comprising at least one compound selected from the group consisting of (i) betaine esters of polyoxyalkylene alkyl ethers, (ii) betaine esters of polyoxyalkylene alkylphenyl ethers, (iii) betaine esters of polyoxyalkylene dialkylphenyl ethers, (iv) betaine esters of polyoxyalkylene phenyl ethers having two or more benzene nuclei, and (v) betaine esters of polyoxyalkylene polyol ethers. This emulsifying agent is suitable for use in the emulsion polymerization of polymer emulsions capable of forming a film having an excellent water resistance, transparency, and smoothness.
    Type: Grant
    Filed: August 15, 1990
    Date of Patent: September 1, 1992
    Assignee: Lion Corporation
    Inventors: Hiroshi Morita, Eiichi Hirota, Yasuo Ishizaki
  • Patent number: 5142019
    Abstract: An oligomer of the structure: ##STR1## wherein R.sub.1 is hydrogen, lower alkyl having 1 to 5 carbon atoms or hydroxyalkyl having 1 to 5 carbon atoms; R.sub.2 and R.sub.3 are the same or different radicals selected from hydrogen, alkyl having 1 to 5 carbon atoms or one of R.sub.2 and one of R.sub.3 radicals joined together with the carbon atom to which they are attached to form cycloalkyl; R.sub.5 is hydrogen or methyl; R.sub.6 is alkyl having 1 to 6 carbon atoms, cycloalkyl of 5 to 6 carbon atoms and hydroxyalkyl of 2 to 6 carbon atoms. The oligomers can be used as reactive components with other materials containing co-reactive functional groups selected from hydroxyl, carboxylic acid, carboxylic acid anhydride and isocyanate. Reactive compositions can be formed which are useful as resinous film formers in coating applications which can be cured without the generation of formaldehyde.
    Type: Grant
    Filed: October 3, 1991
    Date of Patent: August 25, 1992
    Assignee: PPG Industries, Inc.
    Inventors: Padmanabhan Sundararaman, Rudolf Maska, Cynthia L. Verardi
  • Patent number: 5138091
    Abstract: Cardioactive dihydropyridines of the formula ##STR1## in which Y is ##STR2## A is H or CH.sub.3, B is --NH, --NH--CO--, --NH--CS--, --NH--COO--, --NH--SO.sub.2 --or --NH--CO--NH-- or --NH--CS--NH--, andR.sup.13 and R.sup.14 each independently is H or an organic radical,and salts thereof. The Y can be hydrolyzed off. The other radicals on the dihydropyridine moiety can also be varied.
    Type: Grant
    Filed: November 9, 1990
    Date of Patent: August 11, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Jurgen Stoltefuss, Martin Bechem, Rainer Gross, Siegbert Hebisch, Matthias Schramm
  • Patent number: RE34652
    Abstract: Novel fluorinated, acrylamide monomers are prepared from 2-alkenyl azlactones reacted with fluorinated alcohols. The novel monomers have the formula ##STR1## wherein R.sup.1 and R.sup.6 are independently hydrogen or methyl;R.sup.2 and R.sup.3 independently can be an alkyl, cycloalkyl, or aryl group, or R.sup.2 and R.sup.3 taken together with the carbon to which they are joined can form a carbocyclic ring containing 4 to 12 ring atoms;R.sup.4 and R.sup.5 are independently hydrogen or lower alkyl;a is 0 or 1;b is 1 or 2;X is a single bond, CH.sub.2, CH.sub.2 OCH.sub.2, and CH.sub.2 CH.sub.2 OCH.sub.2 ; andR.sub.F is a substantially perfluorinated alkyl, cycloalkyl, or aryl group when b is 1 and perfluorinated alkylene when b is 2.Novel polymers and copolymers can be prepared from the monomers of the invention.
    Type: Grant
    Filed: June 3, 1992
    Date of Patent: June 28, 1994
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Steven M. Heilmann, Larry R. Krepski, Dean M. Moren, Jerald K. Rasmussen, Howell K. Smith, II