The Nitrogen Is In Same Side Chain As Ester Function Patents (Class 560/38)
  • Patent number: 6143932
    Abstract: The instant invention is directed to a single, selectively N-alkylated compound and libraries of such compounds as set forth in Formula I. Furthermore, the instant invention is directed to methods of effecting analgesia, a decrease in the postprandial rise in the blood glucose levels of a mammal after ingestion of a carbohydrate load by said mammal, and treating microbial infections, utilizing such a single compound of Formula I in conjunction with a pharmaceutically-acceptable carrier. Also, the instant invention is directed to methods for selective alkylation, positional scanning and iterative synthetic and screening technologies.
    Type: Grant
    Filed: July 1, 1999
    Date of Patent: November 7, 2000
    Assignee: Trega Biosciences, Inc.
    Inventors: Barbara Dorner, John M. Ostresh, Colette T. Dooley, Richard A. Houghten, Jutta Eichler
  • Patent number: 6136834
    Abstract: A tetrazole derivative of formula (I) ##STR1## wherein R is H, alkyl, alkoxy, carbocyclic ring, alkyl or alkoxy substituted by carbocyclic ring;AA.sup.1 and AA.sup.2 is a bond or ##STR2## and ##STR3## respectively, or AA.sup.1 and AA.sup.2, together, may have the formula (a); ##STR4## and Y is formula (b) ##STR5## wherein the Tet ring is tetrazole; Z is alkylene, alkenylene, O, S, SO, SO.sub.2, NR.sup.26, methylene in alkylene replaced by O, S, --SO--, --SO.sub.2 -- or --NR.sup.26 --; and E is H, alkyl, or COOR.sup.27.
    Type: Grant
    Filed: June 29, 1998
    Date of Patent: October 24, 2000
    Assignee: Ono Pharmaceutical Co., Ltd.
    Inventors: Kazuyuki Ohmoto, Makoto Tanaka, Tohru Miyazaki, Hiroyuki Ohno
  • Patent number: 6121489
    Abstract: The instant invention is directed to a single, selectively N-alkylated compound and libraries of such compounds as set forth in Formula I. Furthermore, the instant invention is directed to methods of effecting analgesia, a decrease in the postprandial rise in the blood glucose levels of a mammal after ingestion of a carbohydrate load by said mammal, and treating microbial infections, utilizing such a single compound of Formula I in conjunction with a pharmaceutically-acceptable carrier. Also, the instant invention is directed to methods for selective alkylation, positional scanning and iterative synthetic and screening technologies.
    Type: Grant
    Filed: March 5, 1997
    Date of Patent: September 19, 2000
    Assignee: Trega Biosciences, Inc.
    Inventors: Barbara Dorner, John M. Ostresh, Colette T. Dooley, Richard A. Houghten, Jutta Eichler
  • Patent number: 6121491
    Abstract: Process for the preparation of cericlamine which consists: i) in arylating methacrylic acid with the diazonium chloride of 3,4-dichloroaniline, to obtain (+/-)2-chloro-3-(3,4-dichlorophenyl)-2-methylpropionic acid, ii) in aminating the acid with dimethylamine, to obtain (+/-)3-(3,4-dichlorophenyl)-2-dimethylamino-2-methylpropionic acid, or an alkaline metal salt thereof, iii) in esterifying the amino-acid or its salt, then, iv) in reducing the ester by a metal or organometal hydride to obtain (+/-)3-(3,4-dichlorophenyl)-2-dimethylamino-2-methyl-propan-1-ol.
    Type: Grant
    Filed: December 20, 1999
    Date of Patent: September 19, 2000
    Assignee: Warner-Lambert Company
    Inventors: Marc Nicolas, Blandine Laboue, Dominique Depernet
  • Patent number: 6107512
    Abstract: The invention includes selected novel optically active .alpha.-amino ketones which either are themselves useful or are intermediates for the preparation of known ketomethylene pseudopeptides useful as antibiotics, antibiotic enhancers, or enzyme inhibitors. Further, the present invention provides a method for dehydrogenation/asymmetrical hydrogenation to obtain essentially pure antipodes of ketomethylene pseudopeptides having two chiral centers.
    Type: Grant
    Filed: October 10, 1995
    Date of Patent: August 22, 2000
    Assignee: Monsanto Company
    Inventor: John J. Talley
  • Patent number: 6066311
    Abstract: There is disclosed a novel method of producing caffeic acid in large quantities, comprising the esterification of chlorogenic acid with an esterifying enzyme. Caffeic acid and its derivatives, produced by this method, may be used in sunscreen compositions, the caffeic acid and its derivatives absorbing both uvA and uvB light.
    Type: Grant
    Filed: March 14, 1997
    Date of Patent: May 23, 2000
    Assignee: Zylepsis Limited
    Inventors: Peter S. J. Cheetham, Nigel E. Banister
  • Patent number: 6057473
    Abstract: Anthraquinone chiral ligands (AQN) are used in asymmetric aminohydroxylation addition reactions of cinnamate based olefins for synthesizing aryl serines. The anthraquinones impart a reverse regioselectivity as compared to the commonly employed phalazine chiral ligands (PHAL). Carbamates are employed as the oxidant nitrogen source. The yields and enantiomeric efficiencies are Excellent. .beta.-Hydroxyamines are obtained by deprotecting the corresponding .beta.-hydroxycarbamate.
    Type: Grant
    Filed: March 26, 1998
    Date of Patent: May 2, 2000
    Assignee: The Scripps Research Institute
    Inventors: K. Barry Sharpless, Beata Tao, Gunther Schlingloff
  • Patent number: 6054457
    Abstract: This invention relates to new benzamide derivatives having a vasopressin antagonistic activity, etc, and represented by general formula (I): ##STR1## wherein R.sup.1 is aryl optionally substituted with lower alkoxy, etc., R.sup.2 is lower alkyl, etc.,R.sup.3 is hydrogen, etc.,R.sup.4 is lower alkoxy, etc.,R.sup.5 is hydrogen, etc.,A is NH, etc.,E is ##STR2## etc., X is --CH.dbd.CH--, --CH.dbd.N--, or S, andY is CH or N,and pharmaceutically acceptable salts thereof, to processes for preparation thereof and to a pharmaceutical composition comprising the same.
    Type: Grant
    Filed: December 9, 1997
    Date of Patent: April 25, 2000
    Assignee: Fujisawa Pharmaceutical Co., Ltd.
    Inventors: Hiroyuki Setoi, Takehiko Ohkawa, Tatsuya Zenkoh, Hitoshi Sawada, Kentaro Sato, Hirokazu Tanaka
  • Patent number: 6037498
    Abstract: This invention relates to novel compounds of general formula (I) ##STR1## wherein R.sup.1 represents an organic group, R.sup.2 represents a hydrogen atom or an organic group, and the asterisk denotes that the group R.sup.1 is predominantly in the R- or S-configuration such that the compound is in substantially enantiomerically pure form. The compounds are a useful source of chiral nucleophiles, e.g. undergoing stereoselective Michael addition to .alpha.,.beta.-unsaturated carboxylic acid derivatives.
    Type: Grant
    Filed: August 12, 1996
    Date of Patent: March 14, 2000
    Assignee: Oxford Asymmetry International PLC
    Inventors: Stephen Graham Davies, Mario Eugenio Cosamino Polywka, David Roy Fenwick, Frank Reed
  • Patent number: 6013828
    Abstract: The present application relates to a series of novel sulfonic acid metal cation salts of the formula ##STR1## which are useful intermediates to prepare antifolate 5-substituted pyrrolo[2,3-d]pyrimidines. The present invention also relates to a novel process for preparing the sulfonic acid metal cation salts and to a novel process for preparing aldehydes of the formula ##STR2## from the corresponding sulfonic acid metal cation salts.
    Type: Grant
    Filed: September 24, 1998
    Date of Patent: January 11, 2000
    Assignee: Eli Lilly and Company
    Inventors: Douglas Patton Kjell, Brian James Slattery, Charles Jackson Barnett
  • Patent number: 5981556
    Abstract: 1,3-diazolino and 1,3-diazolidino heterocycle derivatives useful as nitric oxide synthase inhibitors.
    Type: Grant
    Filed: July 22, 1997
    Date of Patent: November 9, 1999
    Assignee: G.D. Searle & Co.
    Inventors: Donald W. Hansen, Jr., Arija A. Bergmanis, Timothy J. Hagen, E. Ann Hallinan, Steven W. Kramer, Suzanne Metz, Karen B. Peterson, Barnett S. Pitzele, Foe S. Tjoeng, Mihaly V. Toth, Mahima Trivedi, R. Keith Webber, Sofya Tsymbalov, Rolando E. Gapud
  • Patent number: 5977387
    Abstract: This invention provides processes for preparing cryptophycin compounds and novel intermediates which are useful in such processes.
    Type: Grant
    Filed: February 25, 1998
    Date of Patent: November 2, 1999
    Assignees: Eli Lilly and Company, Wayne State University, University of Hawaii
    Inventor: Vinod F Patel
  • Patent number: 5973006
    Abstract: A fluoro-substituted benzoylpropionic acid compound of formula (I) either as a single optical isomer or as a mixture of optical isomers ##STR1## wherein R is hydroxy, amino, hydroxylamine, --OR', --NHR', N(R').sub.2 or --NHOR' in which R' is C.sub.1 -C.sub.6 alkyl or benzyl;or a pharmaceutically acceptable salt thereof.
    Type: Grant
    Filed: April 20, 1998
    Date of Patent: October 26, 1999
    Assignee: Pharmacia & Upjohn S.p.A.
    Inventors: Mario Varasi, Antonio Giordani, Carmela Speciale, Massimo Cini, Alberto Bianchetti
  • Patent number: 5952386
    Abstract: The present invention provides dihalopropene compounds of the general formula: ##STR1## wherein R.sub.1 is C.sub.1 -C.sub.10 alkyl or the like; L is C(.dbd.O)NH or the like; R.sub.2, R.sub.3 and R.sub.4 are independently halogen or the like; R.sub.5, R.sub.6 and R.sub.7 are independently hydrogen or the like; m is an integer of 0 to 4; n is an integer of 0 to 2; X is chlorine or the like; Y is oxygen or the like; and Z is oxygen or the like, which have excellent insecticidal activity so that they are satisfactorily effective for the control of noxious insects.
    Type: Grant
    Filed: September 24, 1997
    Date of Patent: September 14, 1999
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Sanshiro Matsuo, Taro Hirose, Keiichi Izumi, Masaya Suzuki, Noriyasu Sakamoto, Kazunori Tsushima, Shigeru Saito, Hirotaka Takano
  • Patent number: 5935988
    Abstract: The present invention relates to mixtures of .alpha.-amino acids and/or derivatives thereof and cyclopentane-.beta.-amino acids and/or derivatives thereof, dipeptides of the abovementioned .alpha.-amino acids and cyclopentane-.beta.-amino acids and mixtures of the abovementioned mixtures and dipeptides which have an improved tolerability in warm-blooded animals compared with the pure cyclopentane-.beta.-amino acids.
    Type: Grant
    Filed: July 12, 1996
    Date of Patent: August 10, 1999
    Assignee: Bayer Aktiengesellschaft
    Inventors: Michael Matzke, Hans-Christian Militzer, Joachim Mittendorf, Franz Kunisch, Axel Schmidt, Wolfgang Schonfeld, Karl Ziegelbauer
  • Patent number: 5929112
    Abstract: The derivatives of N,N'-di(aralkyl)-N,N'-di(carboxyalkyl) alkylene di- or triamine and N-(aralkyl)-N'-(carboxyalkyl)-N'N'-di(carboxyalkyl) alkylene di- or triamine of the formula: ##STR1## and the salts and metallic complexes thereof are disclosed. Use in pharmaceutical or cosmetic compositions used to protect the organism from oxidizing stress situations linked to certain pathological states.
    Type: Grant
    Filed: July 23, 1996
    Date of Patent: July 27, 1999
    Assignee: L'Oreal
    Inventors: Jean-Baptiste Galey, Sylvie Genard
  • Patent number: 5906985
    Abstract: Pharmaceutical compounds of the formula ##STR1## in which n is 0, 1 or 2 and m is 1 or 2, R.sup.1 is hydrogen, C.sub.1-10 alkyl, C.sub.2-10 alkenyl, C.sub.2-10 alkynyl, phenyl, naphthyl, C.sub.1-10 alkyl-phenyl, C.sub.2-10 alkenyl-phenyl or C.sub.2-10 alkynyl-phenyl, said phenyl and naphthyl groups being optionally substituted, R.sup.2 is hydrogen or a protecting group, and Q is an acidic group; or a salt or ester thereof.
    Type: Grant
    Filed: August 21, 1997
    Date of Patent: May 25, 1999
    Assignees: Eli Lilly and Company Limited, Lilly, S.A.
    Inventors: Stephen Richard Baker, Almudena Rubio Esteban, John Goldsworthy, Concepcion Pedregal Tercero
  • Patent number: 5871713
    Abstract: Biological or synthetic macromolecular polyamine compound. optionally of the dendrimer type, characterized in that it carries at least three radio-opaque iodine-containing derivatives.
    Type: Grant
    Filed: August 16, 1996
    Date of Patent: February 16, 1999
    Assignee: Guerbet S.A.
    Inventors: Dominique Meyer, Soizic Le Greneur
  • Patent number: 5856311
    Abstract: Compounds based on derivatives of .beta.-aminopropionic acid having the general formula (I): ##STR1## The compounds having general formula (I) have a high antifungal activity.
    Type: Grant
    Filed: October 23, 1995
    Date of Patent: January 5, 1999
    Assignee: Isagro Ricerca Srl
    Inventors: Giovanni Camaggi, Lucio Filippini, Marilena Gusmeroli, Silvia Mormile, Ernesto Signorini, Carlo Garavaglia
  • Patent number: 5847125
    Abstract: Compounds of formula (II) wherein Ar is naphthyl, naphthylmethyl, 1,2,3,4-tetrahydronaphthyl, phenethyl, styryl, indanyl or a substituted derivative of any of the foregoing, or 3,4-dichlorophenyl, R.sub.1 is H, C.sub.1 to C.sub.6 alkyl, C.sub.1 to C.sub.6 alkenyl, cycloalkyl, --(CH.sub.2).sub.q aryl, --(CH.sub.2).sub.q (substituted aryl), --(CH.sub.2).sub.q heterocyclic or --(CH.sub.2).sub.q (substituted heterocyclic), wherein q is 0 to 4, R.sub.2 is H, methyl or ethyl, R.sub.3 is C.sub.1 to C.sub.3 alkylene or is absent, T is carboxyl, --CONR.sub.4 R.sub.5 (wherein R.sub.4 and R.sub.5 are independently H or C.sub.1 to C.sub.4 alkyl), --COOR.sub.13 (wherein R.sub.13 is C.sub.1 to C.sub.4 alkyl, benzyl or substituted benzyl) or tetrazolyl, X is --C(O)-- or --CH.sub.2 --, and Y is --NR.sub.6 R.sub.7 or --O--R.sub.6 (wherein R.sub.6 and R.sub.7 are independently H, C.sub.1 to C.sub.15 hydrocarbyl or halo-substituted C.sub.1 to C.sub.
    Type: Grant
    Filed: July 7, 1994
    Date of Patent: December 8, 1998
    Assignee: James Black Foundation Limited
    Inventor: Iain Mair McDonald
  • Patent number: 5847197
    Abstract: The invention relates to a process for the preparation of aminomalonic acid esters and optionally their salts by the catalytic hydrogenation of a substituted malonic acid ester in an inert solvent, and optionally by the addition of an acid to the hydrogenation mixture. The process comprises carrying out the hydrogenation in the presence of a solid dehydrating agent and a solvent or solvent mixture in which the aminomalonic acid ester salt is substantially insoluble.
    Type: Grant
    Filed: June 4, 1997
    Date of Patent: December 8, 1998
    Assignee: Huels Aktiengesellschaft
    Inventors: Frank Bauer, Marcel Feld
  • Patent number: 5843997
    Abstract: The present invention provides novel compounds that affect excitatory amino acid receptors and are useful in the treatment of neurological disorders. This invention also provides synthetic methods for the preparation of the novel compounds.
    Type: Grant
    Filed: April 2, 1996
    Date of Patent: December 1, 1998
    Assignee: Eli Lilly and Company
    Inventors: Lawrence J. Heinz, William H.W. Lunn, Darryle Darwin Schoepp
  • Patent number: 5801271
    Abstract: Disclosed is a 7-(N-substituted amino)-3-oxo-2-phenylheptanoate derivative, 7-(N-substituted amino)-3-hydroxy-2-phenylheptanoate derivative, and 7-(N-substituted amino)-3-benzenesulfonyloxy-2-phenylheptanoate derivative, which are quite important major intermediates for an antidepressant. The 7-(N-substituted amino)-3-oxo-2-phenylheptanoate derivative can be manufactured by condensing an enolate of phenylacetates with a 5-(N-substituted amino) pentanoate derivative.
    Type: Grant
    Filed: July 16, 1997
    Date of Patent: September 1, 1998
    Assignee: Takasago International Corporation
    Inventors: Nobuo Seido, Takenobu Nishikawa, Tsukasa Sotoguchi, Yoshifumi Yuasa, Takashi Miura, Hidenori Kumobayashi
  • Patent number: 5773617
    Abstract: The present invention relates to a reagent and to a process which are useful, when carrying out an organic synthesis, for cleaving an allylic group from a function which is protected with the latter.This reagent is defined in that it contains:a) a solvent system;b) a catalyst containing at least one element from column VIII of the Periodic Table of the Elements, the said element from column VIII of the Periodic Table being coordinated with at least one coordination agent which is soluble in the said solvent system;c) a compound which is at least partially soluble in the said solvent system and which contains at least one nucleophilic function.Application to organic synthesis.
    Type: Grant
    Filed: February 22, 1996
    Date of Patent: June 30, 1998
    Assignee: Rhone-Poulenc Chimie
    Inventors: Jean-Marie Bernard, Errol Blart, Jean-Pierre Genet, Sandrine Lemaire-Audoire, Monique Savignac
  • Patent number: 5756812
    Abstract: Process for the preparation of pure (S,S)-N-(1-ethoxycarbonyl-3-phenylpropyl) alanine,in which impure (S,S)-N-(1-ethoxycarbonyl-3-phenylpropyl)alanine is suspended in water, dissolved by heating to the boiling point and separated from insoluble impurities by filtration and the desired end product is then precipitated by cooling, filtered off and dried.
    Type: Grant
    Filed: February 5, 1997
    Date of Patent: May 26, 1998
    Assignee: DSM Chemie Linz GmbH
    Inventors: Kurt Alfred Hackl, Josef Schaller
  • Patent number: 5756811
    Abstract: There is described a process for the preparation of a compound of formula I ##STR1## in which process: a) a compound of formula II ##STR2## is reacted with an organolithium compound of formula IIILi--R.sub.7 (III)b) the resulting lithium complex is reacted with a compound of formula IVY.sub.1 --CO--CO--Y.sub.1 IVto form a compound of formula V ##STR3## c) that compound is, in either order, c1) oximated with O-methylhydroxylamine; or oximated with hydroxylamine and then methylated or fluoromethylated or difluoromethylated;c2) reacted with a chloroformic acid ester.X, m, Y, R.sub.1 to R.sub.3 and R.sub.7 are as defined in the description.
    Type: Grant
    Filed: December 30, 1996
    Date of Patent: May 26, 1998
    Assignee: Novartis Corporation
    Inventors: Jean-Marie Assercq, Hans-Dieter Schneider, Albert Pfiffner, Werner Pfaff
  • Patent number: 5750549
    Abstract: The present invention is directed to certain novel compounds represented by structural formula I: ##STR1## or a pharmaceutically acceptable salt thereof, wherein R.sup.3, R.sup.6, R.sup.7, R.sup.8, R.sup.11, R.sup.12, R.sup.13, A, Q, W, X, Y, Z and n are defined herein. The invention is also concerned with pharmaceutical formulations comprising these novel compounds as active ingredients and the use of the novel compounds and their formulations in the treatment of certain disorders. The compounds of this invention are tachykinin receptor antagonists and are useful in the treatment of inflammatory diseases, pain or migraine, asthma and emesis.
    Type: Grant
    Filed: October 15, 1996
    Date of Patent: May 12, 1998
    Assignee: Merck & Co., Inc.
    Inventors: Charles G. Caldwell, Ping Chen, Philippe L. Durette, Paul Finke, Jeffrey Hale, Edward Holson, Ihor Kopka, Malcolm MacCoss, Laura Meurer, Sander G. Mills, Albert Robichaud
  • Patent number: 5739123
    Abstract: Compounds of formula (I), ##STR1## wherein R is a biphenyl group optionally substituted, by one or more substituents, the same or different selected among halogen atoms, hydroxy groups, alkoxy, alkyl thioalkyl or alkoxycarbonyl groups having from 1 to 6 carbon atoms in the alkyl moiety, C.sub.1 -C.sub.3 alkyl groups containing one or more fluorine atoms, carboxy groups, nitro groups, amino or aminocarbonyl groups, acylamino groups, aminosulphonyl groups, momo- or di-alkylamino groups having from 1 to 6 carbon atoms in the alkyl moiety, mono- or di-alkylamino-carbonyl groups having from 1 to 6 carbon atoms in the alkyl moiety; R.sub.1 is a hydrogen atom, a straight or branched C.sub.1 -C.sub.
    Type: Grant
    Filed: November 27, 1996
    Date of Patent: April 14, 1998
    Assignee: Zambon Group S.p.A.
    Inventors: Gabriele Norcini, Daniela Botta, Francesco Santangelo, Gabriele Morazzoni
  • Patent number: 5723648
    Abstract: Novel 4-oxoquinoline-3-carboxylic acid compounds of the formula: ##STR1## wherein R.sup.1 is cyclopropyl which may have 1 to 3 substituents of alkyl and halogen; phenyl which may be substituted by 1 to 3 substituents of alkoxy, halogen and OH; alkyl which may be substituted by halogen, alkanoyloxy or OH; alkenyl; or thienyl, R.sup.2 is 5- to 9-membered saturated or unsaturated heterocyclic ring which may be sustituted, R.sup.3 is alkyl, R is H or alkyl, and X is halogen, and pharmaceutically acceptable salts thereof, said compounds having excellent antimicrobial activity and hence being useful as an antimicrobial agent, and a pharmaceutical composition containing said compound as an active ingredient.
    Type: Grant
    Filed: July 5, 1996
    Date of Patent: March 3, 1998
    Assignee: Otsuka Pharmaceutical Company, Limited
    Inventors: Hiraki Ueda, Hisashi Miyamoto, Hiroshi Yamashita, Hitoshi Tone
  • Patent number: 5703095
    Abstract: N-arylmethylene ethylenediaminetriacetate, N-arylmethylene iminodiacetate or N,N'-diarylmethylene ethylenediaminediacetate type compounds and their use in combatting oxidative stress, and pharmaceutical and cosmetic compositions comprising said compounds. The invention also concerns a process for the preparation of said compounds.
    Type: Grant
    Filed: June 27, 1995
    Date of Patent: December 30, 1997
    Assignee: L'Oreal
    Inventors: Jean Baptiste Galey, Jacqueline Dumats
  • Patent number: 5693485
    Abstract: The invention relates to a process for the preparation of N-protected-L-aspartyl-L-phenylalanine methyl ester by enzymatic coupling of an N-protected-L-aspartic acid and L- or DL-phenylalanine methyl ester in an aqueous solution with formation of a precipitate using a thermolysin-like protease enzyme, wherein a water-immiscible organic solvent is added to and blended with the reaction system during the formation of the precipitate in the course of the coupling reaction, which organic solvent has a relatively high affinity for the precipitate. The process is particularly suitable as a continuous process. The method results in lower enzyme deactivation during and after the enzymatic coupling reaction and in larger and thicker precipitated crystals.
    Type: Grant
    Filed: October 11, 1996
    Date of Patent: December 2, 1997
    Assignee: Holland Sweetener Company V.o.F.
    Inventors: Tsuneo Harada, Shigeaki Irino, Yukio Kunisawa, Kiyotaka Oyama
  • Patent number: 5676926
    Abstract: The invention relates to a process for the production of diethylenetriaminepentacarboxylic acid tetraesters of general formula I ##STR1## in which R.sup.1 and Z have different meanings.
    Type: Grant
    Filed: April 18, 1996
    Date of Patent: October 14, 1997
    Assignee: Schering Aktiengesellschaft
    Inventors: Johannes Platzek, Ulrich Niedballa, Bernd Radeuchel
  • Patent number: 5676923
    Abstract: Diethylenetriaminepentaacetic acid monoamide derivatives, their complexes and complex salts, containing an element of atomic numbers 21-29, 31, 32, 39, 42-44, 49 or 57-83, pharmaceutical agents containing these compounds, their use as contrast media and process for their production.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: October 14, 1997
    Assignee: Schering Aktiengesellschaft
    Inventors: Johannes Platzek, Ulrich Niedballa, Peter Mareski, Bernd Raduchel, Hanns-Joachim Weinmann, Andreas Muhler, Bernd Misselwitz
  • Patent number: 5668121
    Abstract: Novel naphthyl-substituted .alpha.-amino acid derivatives, pharmaceutical compositions containing the same and a method of using the same, for the blockade of aspartate and glutamate receptors, are described. Novel intermediates of the napthyl-substituted .alpha.-amino acid derivatives are disclosed.
    Type: Grant
    Filed: September 15, 1995
    Date of Patent: September 16, 1997
    Assignee: Warner-Lambert Company
    Inventors: Christopher Franklin Bigge, James Jia-He Li
  • Patent number: 5659065
    Abstract: Compounds of formula I ##STR1## wherein R.sub.1 is an aliphatic, cycloaliphatic, cycloaliphatic-aliphatic, aromatic or heteroaromatic radical, a hydroxy group that is aliphatically, araliphatically or heteroarylaliphatically etherified or protected by a hydroxy-protecting group, or an aliphatically etherified mercapto group, andR.sub.2 is an aliphatic, cycloaliphatic, cycloaliphatic-aliphatic, araliphatic or heteroarylaliphatic radical, orR.sub.1 and R.sub.2 together form a divalent aliphatic radical,R.sub.3 is free or aliphatically, araliphatically or aromatically esterified carboxy, formyl or hydroxymethyl,R.sub.4 is hydrogen, an aliphatic or araliphatic radical or an amino-protecting group, andR.sub.5 is hydrogen or an aliphatic radical,and the salts thereof can be used as intermediates in the preparation of medicinal active ingredients.
    Type: Grant
    Filed: April 4, 1995
    Date of Patent: August 19, 1997
    Assignee: Novartis Corporation
    Inventor: Richard Goschke
  • Patent number: 5654452
    Abstract: Aromatic acid-derived lipophilic polyhalogenated compounds are provided for use as contrast agents in diagnostic imaging or as therapeutic agents. These compounds are particularly useful when incorporated into an oil-in-water emulsion for tissue-specific delivery to the liver. For hepatocyte-selective delivery, the emulsion is chylomicron remnant-like by being in a size range of 50 to 200 nm and having a composition simulating naturally-occuring chylomicron remnants.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: August 5, 1997
    Assignee: Molecular Biosystems, Inc.
    Inventors: Rolf Lohrmann, Dung K. Hong
  • Patent number: 5650508
    Abstract: A novel class of peptide .alpha.-ketoamides useful for selectively inhibiting serine proteases, selectively inhibiting cysteine proteases, generally inhibiting all serine proteases, and generally inhibiting all cysteine proteases, having the formula M.sub.1 --AA--NH--CHR.sub.2 --CO--CO--NR.sub.3 R.sub.4, M.sub.1 --AA.sub.2 --AA.sub.1 --CO--NR.sub.3 R.sub.4, M.sub.1 --AA--AA--AA--CO--NR.sub.3 R.sub.4, M.sub.1 --AA--AA--AA--AA--CO--NR.sub.3 R.sub.4, or M.sub.1 --AA--CO--NR.sub.3 R.sub.4.
    Type: Grant
    Filed: October 6, 1995
    Date of Patent: July 22, 1997
    Assignee: Georgia Tech Research Corporation
    Inventor: James C. Powers
  • Patent number: 5629436
    Abstract: N-arylmethylene ethylenediaminetriacetate, N-arylmethylene iminodiacetate or N,N'-diarylmethylene ethylenediaminediacetate type compounds and their use in combatting oxidative stress, and pharmaceutical and cosmetic compositions comprising said compounds. The invention also concerns a process for the preparation of said compounds.
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: May 13, 1997
    Assignee: L'Oreal
    Inventors: Jean-Baptiste Galey, Jacqueline Dumats
  • Patent number: 5610297
    Abstract: A novel class of peptide .alpha.-ketoamides useful for selectively inhibiting serine proteases, selectively inhibiting cysteine proteases, generally inhibiting all serine proteases, and generally inhibiting all cysteine proteases, having the formula M.sub.1 -AA-NH--CHR.sub.2 --CO--CO--NR.sub.3 R.sub.4, M.sub.1 -AA.sub.2 -AA.sub.1 -CO--NR.sub.3 R.sub.4, M.sub.1 -AA-AA-AA-CO--NR.sub.3 R.sub.4, M.sub.1 -AA-AA-AA-AA-CO--NR.sub.3 R.sub.4, or M.sub.1 -AA-CO--NR.sub.3 R.sub.4.
    Type: Grant
    Filed: October 6, 1995
    Date of Patent: March 11, 1997
    Assignee: Georgia Tech Research Corp.
    Inventor: James C. Powers
  • Patent number: 5589501
    Abstract: A pharmaceutical compound of the formula ##STR1## in which m is 0, 1 or 2, n and q are each 0 or 1 to 5, and p is 0 or 1, X is --CO.sub.2 H or tetrazolyl,Y is --CH.dbd.CH--, andZ is(i) phenyl, naphthyl or thienyl, said phenyl, naphthyl and thienyl being optionally substituted,(ii) --CHR.sup.1 R.sup.2 where R.sup.1 and R.sup.2 are each phenyl, naphthyl or thienyl, said phenyl, naphthyl and thienyl being optionally substituted,(iii) .dbd.CR.sup.1 R.sup.2 where R.sup.1 and R.sup.2 are each phenyl, naphthyl or thienyl, said phenyl, naphthyl and thienyl being optionally substituted, or(iv) ##STR2## where r is 0 or 1 to 3 and the phenyl rings are optionally substituted; provided that when Z is phenyl and m is 1, p is 1; and salts and esters thereof.
    Type: Grant
    Filed: November 22, 1994
    Date of Patent: December 31, 1996
    Assignees: Eli Lilly and Company, Universite Louis Pasteur, Lilly, S.A.
    Inventors: Jesus E. Carrera, Almudena R. Esteban, Andr e Mann, Ang ele Schoenfelder, Darryle D. Schoepp, Concepcion P. Tercero, Camille-Georges Wermuth
  • Patent number: 5543563
    Abstract: Alkyl derivatives of trazodone endowed with pharmacological activity, pharmaceutical compositions containing them, process for preparing them and intermediate compounds useful in their preparation.
    Type: Grant
    Filed: June 1, 1995
    Date of Patent: August 6, 1996
    Assignee: Istituto Ricerca Francesco Angelini S.p.A.
    Inventor: Leandro Baiocchi
  • Patent number: 5527689
    Abstract: The invention relates to a process for the preparation of N-benzyloxycarbonyl-.alpha.-L-aspartyl-L-phenylalanine methyl ester by enzymatic coupling of N-benzyloxycarbonyl-L-aspartic acid and L-phenylalanine methyl ester in an aqueous medium with formation of a precipitate, the coupling reaction being effected with (virtually) equimolar quantities of N-benzyloxycarbonyl-L-aspartic acid and L-phenylalanine methyl ester under the influence of a neutral protease at an initial pH of from 4.5 to 6.0 and in the presence of from 3 to 25%, calculated as per cent by weight based on the total reaction mixture, of an alkali metal salt, alkaline earth metal salt or ammonium salt.
    Type: Grant
    Filed: December 29, 1994
    Date of Patent: June 18, 1996
    Assignee: Holland Sweetener Company V.o.F.
    Inventors: Shigeaki Irino, Shin-ichiro Nakamura, Kiyotaka Oyama, Peter J. L. M. Quaedflieg, Theodorus J. G. M. Van Dooren
  • Patent number: 5516929
    Abstract: Osmium-catalyzed methods of addition to an olefin are discussed. In the method of asymmetric dihydroxylation of the present invention, an olefin, a chiral ligand, an organic solvent, water, an oxidant and an osmium-containing compound are combined. In the method of asymmetric oxyamination of the present invention, an olefin, a chiral ligand, an organic solvent, water, a metallochloramine derivative, an osmium-containing compound and, optionally, a tetraalkyl ammonium compound are combined. In the method of asymmetric diamination of the present invention, an olefin, a chiral ligand, an organic solvent, a metallo-chloramine derivative, an amine and an osmium-containing compound are combined. In one embodiment, an olefin, a chiral ligand which is a polymeric dihydroquinidine derivative or a dihydroquinine derivative, acetone, water, a base, an oxidant and osmium tetroxide are combined to effect asymmetric dihydroxylation of the olefin.
    Type: Grant
    Filed: February 12, 1993
    Date of Patent: May 14, 1996
    Assignee: Massachusetts Institute of Technology
    Inventors: K. Barry Sharpless, Matthias Beller, Brent Blackburn, Yasuhiro Kawanami, Hoi-Lun Kwong, Yasukazu Ogino, Tomoyuki Shibata, Tatsuzo Ukita, Lisa Wang
  • Patent number: 5516932
    Abstract: The present invention relates to compounds of the formula ##STR1## in which R.sup.1 and R.sup.2 are identical or different and are hydrogen or an alkyl radical having 1 to 18 carbon atoms and optionally containing oxygen, nitrogen or halogen, the radicals X, Y and Z are identical and are a fluorine, bromine or iodine atom or if two of the radicals X, Y or Z are identical or all of the radicals X, Y, Z are different from each other, X, Y and Z are a fluorine, chlorine, bromine or iodine atom. The invention further relates to a process for the preparation of the compounds, by reacting an aryldiazonium salt of the formula ##STR2## in which the radicals X, Y and Z are identical and are a fluorine, bromine or iodine atom or, if two of the radicals X, Y and Z are identical or all of the radicals X, Y, Z are different from each other, X, Y and Z are a fluorine, chlorine, bromine or iodine atom and A.sup.(-) is an anion of an acid having a pK.sub.a <7, with a compound of the formula ##STR3## in which R.sup.
    Type: Grant
    Filed: January 6, 1994
    Date of Patent: May 14, 1996
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Matthias Beller, Hartmut Fischer, Laurent Weisse, Klaus Forstinger, Ralf Pfirmann, Heinz Strutz
  • Patent number: 5514810
    Abstract: The invention relates to a process for the production of diethylenetriaminepentacarboxylic acid tetraesters of general formula I ##STR1## in which R.sup.1 and Z have different meanings.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: May 7, 1996
    Assignee: Schering Aktiengesellschaft
    Inventors: Johannes Platzek, Ulrich Niedballa, Bernd Radeuchel
  • Patent number: 5514716
    Abstract: This disclosure relates to a novel class of hydroxamic and carboxylic acid based matrix metalloproteinase inhibitor derivatives. The disclosure further relates to pharmaceutical compositions containing such compounds and to the use of such compounds and compositions in the treatment of matrix metalloproteinase induced diseases.
    Type: Grant
    Filed: February 25, 1994
    Date of Patent: May 7, 1996
    Assignee: Sterling Winthrop, Inc.
    Inventors: Madhusudhan R. Gowravaram, Jeffrey Johnson, Ewell R. Cook, Robert C. Wahl, Alan M. Mathiowetz, Bruce E. Tomczuk, Ashis K. Saha
  • Patent number: 5495047
    Abstract: Fused tricyclic compounds of formula (I) as disclosed herein, and salts and prodrugs thereof, are tachykinin antagonists, useful for treating pain.
    Type: Grant
    Filed: April 21, 1994
    Date of Patent: February 27, 1996
    Assignee: Merck, Sharp & Dohme (Ltd.)
    Inventors: Monique B. Van Niel, Brian J. Williams, Walfred S. Saari
  • Patent number: 5472978
    Abstract: Compounds of formula (I), and salts and prodrugs thereof, wherein Q represents optionally substituted phenyl, naphthyl, indolyl, benzothiophenyl, benzofuranyl, benzyl or indazolyl; Z represents O, S or NR.sup.8 ; X and Y are H or are together .dbd.O; R.sup.1 and R.sup.2 are H; optionally substituted C.sub.1-6 alkyl; optionally substituted phenyl(C.sub.1-4 alkyl); COR.sup.c ; CO.sub.2 R.sup.c ; CONR.sup.c R.sup.d ; CONR.sup.c COOR.sup.d ; or SO.sub.2 R.sup.c ; R.sup.3 is H or C.sub.1-6 alkyl, R.sup.4 is H , C.sub.1-6 alkyl or optionally substituted phenyl; and R.sup.5 represents optionally substituted phenyl; are tachykinin antagonists. They and compositions thereof are useful in therapy.
    Type: Grant
    Filed: December 10, 1993
    Date of Patent: December 5, 1995
    Assignee: Merck Sharp & Dohme Ltd.
    Inventors: Raymond Baker, Angus M. MacLeod, Kevin J. Merchant, Christopher J. Swain
  • Patent number: 5464838
    Abstract: 6-amino carboxylic acid derivatives having antiasthmatic and antiallergic properties which can be used for the preparation of medicaments. The compounds have the formula: ##STR1## wherein R.sub.1 and R.sub.2 represent hydrogen, a straight-chain or branched alkyl radical with 1-6 carbon atoms, benzyl or phenylethyl, R.sub.3 represents hydrogen, a straight-chain or branched alkyl radical with 1-6 carbon atoms or benzyl, X represents hydrogen, halogen, C.sub.1 -C.sub.6 -alkyl or C.sub.1 -C.sub.6 -alkoxy, Y.sub.1 and Y.sub.2 represent hydrogen, halogen, C.sub.1 -C.sub.6 -alkyl or C.sub.1 -C.sub.6 -alkoxy, where m, n and o can assume the values from 0-4.
    Type: Grant
    Filed: March 4, 1993
    Date of Patent: November 7, 1995
    Assignee: Asta Medica Aktiengesellschaft
    Inventors: Bernhard Kutscher, Georg Niebch, Ilona Fleischhauer, Jurgen Engel, Ute Achterrath-Tuckermann, Stefan Szelenyi
  • Patent number: 5446187
    Abstract: Diphosphonic acids of formula (I) are useful as antitumor agents.
    Type: Grant
    Filed: October 8, 1993
    Date of Patent: August 29, 1995
    Assignee: Boehringer Mannheim Italia S.p.A.
    Inventors: Sergio Tognella, Valeria Livi, Ernesto Menta, Silvano Spinelli