Aldehyde Or Ketone Group In Acid Moiety Patents (Class 560/51)
  • Patent number: 4994610
    Abstract: Fluorinated benzoyl compounds of the formula: ##STR1## wherein Q is a lower alkyl group, a halogen atom, --CH.sub.2 CO.sub.2 R.sup.1 wherein R.sup.1 is a lower alkyl group, or ##STR2## wherein each of R.sup.2 and R.sup.3 is a lower alkyl group, are disclosed.
    Type: Grant
    Filed: December 5, 1989
    Date of Patent: February 19, 1991
    Assignee: Asahi Glass Company, Ltd.
    Inventors: Seisaku Kumai, Osamu Yokokoji, Akihiro Tamaoki
  • Patent number: 4994489
    Abstract: Novel diarylacetylenes of the formula I ##STR1## where A, R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 have the meanings stated in the description, are useful for the treatment of disorders.
    Type: Grant
    Filed: July 22, 1988
    Date of Patent: February 19, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Hans-Heiner Wuest, Fritz-Frieder Frickel, Axel Nuerrenbach
  • Patent number: 4994600
    Abstract: A process for preparing trans-.beta.-benzoylacrylic acid ester having the general formula (I): ##STR1## wherein R is alkyl group or aralkyl group, which comprises dealcoholizing .beta.-benzoyl-.alpha.-alkoxypropionic acid ester having the general formula (II): ##STR2## wherein R is above, in the presence of an acid catalyst to give trans-.beta.-benzoylacrylic acid ester having the general formula (I).According to the process of the present invention, the by-product (II) produced in the esterification reaction of .beta.-benzoylacrylic acid (III) with the alcohol (V) by the dehydration reaction can be converted into the compound (I) by the dealcoholization reaction in the presence of the acid catalyst and thus trans-.beta.-benzoylacrylic acid ester (I) with a high purity can be produced in an industrially advantageous manner.
    Type: Grant
    Filed: June 2, 1986
    Date of Patent: February 19, 1991
    Assignee: Kanegafuchi Kagaku Kogyo Kabushiki Kaisha
    Inventors: Satomi Takahashi, Yasuyoshi Ueda, Yoshifumi Yanagida, Namito Yoshio, Takehisa Ohashi, Kiyoshi Watanabe
  • Patent number: 4992574
    Abstract: A compound of the formula ##STR1## wherein R.sup.1 is hydroxy, lower-alkoxy, amino, mono- or di-lower-alkylamino;R.sup.2 is hydrogen, alkyl, akoxy or halogen;R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.11 and R.sup.12 independently are hydrogen or lower-alkyl;R.sup.3 and R.sup.5 taken together are methylene or hydroxymethylene;R.sup.7, R.sup.8, R.sup.9 and R.sup.10 independently are hydrogen or lower-alkyl;R.sup.11 and R.sup.12 taken together are oxo or spiro-cyclo-lower alkyl; or R.sup.11 is hydrogen and R.sup.12 is hydroxy or acetoxy; and one of the residues R.sup.13 and R.sup.14 is hydrogen and the other is lower-alkyl or trifluoromethyl, as well as physiologically compatible salts of carboxylic acids of formula I, which can be used as medicaments, especially for the treatment of neoplasms, acne and psoriasis, are described. The compounds of the invention can be prepared by the synthesis of the C(R.sup.13).dbd.C(R.sup.
    Type: Grant
    Filed: October 27, 1988
    Date of Patent: February 12, 1991
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Michael Klaus, Peter Mohr
  • Patent number: 4982006
    Abstract: The present invention involves process for the preparation of compounds having the chemical structure: ##STR1## wherein Ar--H is an aromatic compound which is activated to an electrophilic attack, and wherein --Y is an aliphatic group having a labile moiety, especially where the labile moiety is a terminally unsaturated moiety: --C.tbd.CH, ##STR2## or aldehydes in the form of their acetals. The process comprises the step of reacting Ar--H and ##STR3## wherein --X is --Cl or --Br, and where the reaction step is carried out in a solvent medium at a temperature of from about -40.degree. C. to about -100.degree. C. using stannic chloride as a catalyst.
    Type: Grant
    Filed: May 1, 1989
    Date of Patent: January 1, 1991
    Assignee: Norwich Eaton Pharmaceuticals, Inc.
    Inventor: Thomas T. Hudec
  • Patent number: 4976887
    Abstract: A compound represented by formula: ##STR1## In the formula, Ar represents ##STR2## and each of Ra and Rb independently represents an optically non-active alkyl group or an optically active group having an asymmetric carbon atom. Either Ra or Rb is the optically active group. X represents ##STR3## Each of l and m represents 0 or 1.
    Type: Grant
    Filed: November 23, 1988
    Date of Patent: December 11, 1990
    Assignee: Kabushiki Kaisha Toshiba
    Inventors: Kohki Takatoh, Masanori Sakamoto, Kazuyuki Sunohara
  • Patent number: 4968831
    Abstract: .alpha.-Ketocarboxylic esters ##STR1## where R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are identical to or different from one another and are each hydrogen or straight-chain or branched alkyl, alkenyl, hydroxyl, alkoxy cycloalkyl or halogen and R.sup.6 is unbranched lower alkyl, are prepared by reacting glycidic esters of the formula ##STR2## where R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 are each as defined above, in the presence of zeolites or phosphates and/or phosphoric acid or boric acid on a carrier material and/or acidic metal oxides as catalysts and are used for preparing phenylacetic esters.
    Type: Grant
    Filed: March 15, 1989
    Date of Patent: November 6, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Norbert Goetz, Wolfgang Hoelderich, Leopold Hupfer
  • Patent number: 4956490
    Abstract: There is disclosed a continuous, non-isolation process for preparing benzylpyruvic acids and benzylpyruvic esters. The benzylpyruvic acids and esters obtained are useful as intermediates to prepare carboxyalkyl dipeptide compounds which are used as angiotension converting enzyme (ACE) inhibitors to treat hypertension.
    Type: Grant
    Filed: March 9, 1989
    Date of Patent: September 11, 1990
    Assignee: Merck & Co., Inc.
    Inventors: James W. McManus, John F. Genus
  • Patent number: 4948920
    Abstract: A process for producing phenylpyruvic acid by reacting benzyl chloride with carbon monoxide in the presence of a catalytic amount of a metal carbonyl compound and an inorganic base, in an acetonitrile/water solvent.
    Type: Grant
    Filed: March 24, 1989
    Date of Patent: August 14, 1990
    Assignee: The NutraSweet Company
    Inventors: Clark R. Landis, Hayat Khowaja
  • Patent number: 4946989
    Abstract: A compound of ##STR1## (wherein n is an integer from 2 to 15; R' is ##STR2## m is total number of carbon atoms in R' and is an integer from 5 to 12, and * mark shows asymmetric carbon atom) which is useful for an electric indicative element of liquid crystal is provided.
    Type: Grant
    Filed: July 25, 1988
    Date of Patent: August 7, 1990
    Assignee: Showa Shell Sekiyu Kabushiki Kaisha
    Inventors: Ichiro Kawamura, Yoshio Imai
  • Patent number: 4933497
    Abstract: Hydroxybenzaldehydes, e.g., vanillin, are prepared by hydrocarbonylating a corresponding halophenol, e.g., 4-bromo-2-methoxyphenol, in the presence of (a) a tertiary amine, (b) a catalyst based on a noble metal, and (c) a phosphine.
    Type: Grant
    Filed: July 13, 1989
    Date of Patent: June 12, 1990
    Assignee: Rhone-Poulenc Chimie
    Inventors: Patricia Fompeyrine, Francois Metz
  • Patent number: 4929751
    Abstract: A vinyl tricarbonyl compound of the formula ##STR1## or its monohydrate of the formula ##STR2## wherein R.sub.1 is a hydrogen, halogen, unsubstituted or substituted C.sub.1 to C.sub.30 alkyl, unsubstituted or substituted aryl, arylalkyl, and cycloalkyl with 3 to 7 carbon atoms,R.sub.2 is hydrogen, halogen, unsubstituted or substituted C.sub.1 to C.sub.30 alkyl, unsubstituted or substituted aryl, arylalkyl, cycloalkyl with 3 to 7 carbon atoms, cyano, nitro, or a heterocyclic,R.sub.3 is hydrogen, halogen, unsubstituted or substituted C.sub.1 to C.sub.30 alkyl, unsubstituted or substituted aryl, arylalkyl, cycloalkyl with 3 to 7 carbon atoms, cyano, nitro, or a heterocyclic, andR.sub.4 is unsubstituted or substituted C.sub.1 to C.sub.30 alkyl, unsubstituted or substituted aryl, arylalkyl, cycloalkyl are 3 to 7 carbon atoms. Such vinyl tricarbonyl compound is effective against tumor cells.
    Type: Grant
    Filed: October 19, 1987
    Date of Patent: May 29, 1990
    Assignee: Yale University
    Inventors: Harry H. Wasserman, Natesan Murugesan, John H. Van Duzer
  • Patent number: 4927958
    Abstract: Styryl ketones of the formula ##STR1## wherein R.sup.8 and R.sup.9 are independently hydrogen or lower alkyl or together represent an additional carbon-carbon bond andR.sup.10 is a group of the formula ##STR2## as well as corresponding compounds of the formula ##STR3## wherein R.sup.10' is a group of formula (a), (b), (d) or (e) or a group of the formula--C(R.sup.18)(R.sup.19)OR.sup.20' ; (f')have mucosa-protective and/or gastric acid secretion-inhibiting properties, such that they can be used for the control or prevention of illnesses of the gastrointestinal tract, especially against gastric ulcers or duodenal ulcers.
    Type: Grant
    Filed: March 17, 1988
    Date of Patent: May 22, 1990
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Albert Fischli, Eva-Maria Gutknecht, Daniel Obrecht
  • Patent number: 4920120
    Abstract: Novel naphthyridine-, and quinolinecarboxylic acids as antibacterial agents are described as well as methods for their manufacture, formulation, and use in treating bacterial infections including the description of certain novel intermediates used in the manufacture of the antibacterial agents.
    Type: Grant
    Filed: December 9, 1988
    Date of Patent: April 24, 1990
    Assignee: Warner-Lambert Company
    Inventors: John M. Domagala, Susan E. Hagen, John S. Kiely
  • Patent number: 4912262
    Abstract: According to the present invention there is provided process for preparing a compound of formula (I): ##STR1## or a salt, acylate or sulphonate derivative thereof; wherein R.sup.1 is an optionally substituted aryl group, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are selected from hydrogen, C.sub.1-4 alkyl, C.sub.1-4 alkanoyl or --CO.sub.2 R.sup.a wherein R.sup.a is C.sub.1-4 alkyl or R.sup.2 and R.sup.3 or R.sup.4 and R.sup.5 together with the carbon atom to which they are attached form a C.sub.3-6 cycloalkyl ring, provided that at least R.sub.2 and R.sup.3 or R.sup.4 and R.sup.5 are not both hydrogen and that not more than two of R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are C.sub.1-4 alkanoyl or --CO.sub.2 R.sup.a ; which process comprises reacting a compound of formula (II): ##STR2## wherein R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are as defined in relation to formula (I) with a compound of formula (III):R.sup.1 COCN (III)wherein R.sup.
    Type: Grant
    Filed: March 7, 1988
    Date of Patent: March 27, 1990
    Assignee: Imperial Chemical Industries PLC
    Inventor: Glynn Mitchell
  • Patent number: 4898967
    Abstract: Process for the production of substituted 2-oxocyclohexaneacetic acid esters and intermediates used for their production. The substituted 2-oxocyclohexaneacetic acid esters are themselves useful intermediates for the manufacture of substituted 2,3,4,9-tetrahydro-1H-carabazole-1-acetic acid derivatives having useful analgesic and anti-inflammatory activity.
    Type: Grant
    Filed: February 13, 1989
    Date of Patent: February 6, 1990
    Assignee: American Home Products Corp.
    Inventors: Philip F. Hughes, Dominick Mobilio, Leslie G. Humber
  • Patent number: 4895946
    Abstract: Pyrido[2,3-d]pyrimidine compounds are prepared through the reaction of 2,4-diamino-6(1H)-pyrimidone and an activated derivative of a dialdehyde. A typical embodiment utilizes the dinitrile.
    Type: Grant
    Filed: April 25, 1988
    Date of Patent: January 23, 1990
    Assignee: The Trustees of Princeton University
    Inventors: Edward C. Taylor, Philip M. Harrington
  • Patent number: 4889947
    Abstract: Sunscreen compositions are described which contain certain substituted naphthalenylidenes which act as UV filters when incorporated in a carrier in amounts ranging from 0.1-50% by weight.
    Type: Grant
    Filed: July 28, 1988
    Date of Patent: December 26, 1989
    Assignee: ICI Americas Inc.
    Inventors: Charalambos J. Phalangas, Thomas P. Cleary
  • Patent number: 4888358
    Abstract: Novel 13,14-dihydroprostaglandin derivatives of the formula ##STR1## wherein: m is 1 or 3;R.sub.1 is hydrogen or alkyl;R.sub.2 is hydrogen or lower alkyl;R.sub.3 and R.sub.4 are independently hydrogen or methyl;R.sub.5 is alkyl, CF.sub.3 (CH.sub.2).sub.n -- in which n is an integer of 3-5, cycloalkyl, or optionally substituted phenyl, benzyl or phenoxy; orR.sub.4 and R.sub.5 taken together with the carbon to which they are attached is cycloalkyl of 4-8 carbon atoms;X is cis --CH.dbd.CH-- or --CH.sub.2 CH.sub.2 -- when m is 3, orX is --CH.sub.2 CH.dbd.C.dbd.CH-- when m is 1;and the wavy lines represent the .alpha. or .beta. configuration with the proviso that when one wavy line is .alpha. the other is .beta.;or a pharmaceutically acceptable salt thereof,have been prepared. They are useful in particular for their antihypertensive and anti-ulcerogenic properties.
    Type: Grant
    Filed: August 25, 1988
    Date of Patent: December 19, 1989
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Joan Huguet, Joseph M. Muchowski, Maria T. Lara
  • Patent number: 4879404
    Abstract: The present invention relates to novel compounds of the general formula (I), ##STR1## wherein R stands for hydrogen, halogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy or a C.sub.1-4 acylamino group; andR.sup.1 is hydrogen or a carboxyl-protective group or E and/or Z configuration as well as their salts.The compounds according to the invention show a cytoprotecive effect and in addition, a valuable anti-inflammatory action. Their toxicity is low.
    Type: Grant
    Filed: September 26, 1988
    Date of Patent: November 7, 1989
    Assignee: Richter Gedeon Vegyeszeti Gyar Rt
    Inventors: Janos Fischer, Laszlo Dobay, Mihaly Major, Elemer Ezer, Judit Matuz, Katalin Saghy, Gyorgy Hajos, Laszlo Szporny
  • Patent number: 4866201
    Abstract: A new compound is provided by a cyclohexane derivative of the formula ##STR1## wherein R represents a hydrogen atom or an alkyl group, an alkylthioalkyl group or an unsubstituted or substituted phenyl group; and R.sup.1 represents an alkyl group, an unsubstituted or substituted benzyl group, a phenethyl group, a phenoxymethyl group, a 2-thienylmethyl group, an alkoxymethyl group or an alkylthiomethyl group, or a salt of said cyclohexane compound.This cyclohexane compound exhibits useful plant-growth regulating effects on crop-plants and also non-crop plants such as lawn and may be prepared by cyclization of an acetonylsuccinic acid dialkyl ester, followed by reaction with an organic acid chloride and by intermolecular rearrangement.
    Type: Grant
    Filed: July 7, 1987
    Date of Patent: September 12, 1989
    Assignee: Kumiai Chemical Industry Co., Ltd.
    Inventors: Kenji Motojima, Takeshige Miyazawa, Yasufumi Toyokawa, Masafumi Matsuzawa, Hiroshi Hokari, Shoji Kusano
  • Patent number: 4855292
    Abstract: Novel 4-oxoquinoline-3-carboxylic acid compounds of the formula: ##STR1## wherein R.sup.2 is 1-pyrrolidinyl which may have 1 to 2 substituents selected from the group consisting of (i) C.sub.1 -C.sub.6 alkyl, (ii) amino-(C.sub.1 -C.sub.6)alkyl, said amino being optionally substituted by 1 or 2 substituents selected from C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkanoyl, and C.sub.1 -C.sub.6 alkoxycarbonyl, (iii) amino which may be substituted by 1 or 2 substituents selected from C.sub.1 -C.sub.6 alkyl, phenyl(C.sub.1 -C.sub.6)alkyl, C.sub.1 -C.sub.6 alkoxycarbonyl, and C.sub.1 -C.sub.6 alkanoyl, and (iv) 2-oxo-1,3-dioxolenemethylamino which is substituted by C.sub.1 -C.sub.6 alkyl; or 1-piperidinyl which may have 1 to 3 substituents selected from oxo, hydroxy, halogen and C.sub.1 -C.sub.6 alkyl, and R.sup.3 is C.sub.1 -C.sub.
    Type: Grant
    Filed: July 23, 1987
    Date of Patent: August 8, 1989
    Assignee: Otsuka Pharmaceutical Company, Limited
    Inventors: Hiraki Ueda, Hisashi Miyamoto, Shinji Aki, Tatsuya Otsuka
  • Patent number: 4840951
    Abstract: Naphthalene derivative of the formula: ##STR1## wherein Ring A is a substituted or unsubstituted benzene ring; each of R.sup.1 and R.sup.2 is a group of the formula: --OR.sup.5, --NHR.sup.5 or ##STR2## or either one of R.sup.1 and R.sup.2 is a lower alkoxy group and the other one is a group of the formula: --OR.sup.5, --NHR.sup.5 or ##STR3## each of R.sup.3 and R.sup.4 is a lower alkoxy group, or one of R.sup.3 and R.sup.4 is a lower alkoxy group and the other is a hydrogen atom; R.sup.5 is a substituted alkyl group, a heterocyclic group, a cycloalkyl group, an alkyl group of at least 5 carbon atoms or alkenyl group; and each of R.sup.6 and R.sup.7 is hydrogen atom or a lower alkyl group and salts thereof are disclosed. Said naphthalene derivative (I) and its salts have excellent hypolipidemic activity and are useful for treatment or prophylaxis of hyperlipidemia and/or arteriosclerosis.
    Type: Grant
    Filed: June 17, 1987
    Date of Patent: June 20, 1989
    Assignee: Tanabe Seiyaku Co., Ltd.
    Inventors: Tameo Iwasaki, Kohki Takashima
  • Patent number: 4826982
    Abstract: Quinolonecarboxylic acid derivatives of the following formula, ##STR1## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are each independently hydrogen atom or lower alkyl group; the hydrates or the pharmaceutically acceptable acid addition or alkali salts thereof are useful as an antibacterial agent.
    Type: Grant
    Filed: September 2, 1986
    Date of Patent: May 2, 1989
    Assignee: Kyorin Pharmaceutical Co., Ltd.
    Inventors: Kuniyoshi Masuzawa, Seigo Suzue, Keiji Hirai, Takayoshi Ishizaki
  • Patent number: 4827044
    Abstract: Process of preparation of ketones by the reaction of an organo-metallic compound with a compound carrying a carbonyl, within a solvent, in the presence of a manganous salt as catalyst. The manganous salt is in the form of a double salt of Mn and an alkali metal cation.
    Type: Grant
    Filed: March 8, 1988
    Date of Patent: May 2, 1989
    Assignee: Societe Nationale Elf Aquitaine
    Inventors: Pierre Tozzolino, Gerard Cahiez
  • Patent number: 4808338
    Abstract: Intermediate compounds of the formula ##STR1## wherein X is oxy, thio, sulfinyl or sulfonyl; R is halogen; C.sub.1 C.sub.2 alkyl; C.sub.1 -C.sub.2 alkoxy; trifluoromethoxy; difluoromethoxy; nitro; cyano; C.sub.1 -C.sub.2 haloalkyl; R.sup.a SO.sub.n -- wherein n is 0 or 2 and R.sup.a is C.sub.1 -C.sub.2 alkyl; trifluoromethyl or difluoromethyl; R.sup.1 is hydrogen, C.sub.1 -C.sub.4 alkyl, or phenyl; R.sup.2 is hydrogen or C.sub.1 -C.sub.4 alkyl; or R.sup.1 and R.sup.2 together are C.sub.2 -C.sub.5 alkylene; R.sup.3 hydrogen, C.sub.1 C.sub.4 alkyl, or phenyl with the proviso that R.sup.1 and R.sup.3 are not both phenyl; R.sup.4 is hydrogen or C.sub.1 -C.sub.4 alkyl; R.sup.5 is hydrogen or C.sub.1 -C.sub.4 alkyl; R.sup.6 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, or phenyl; R.sup.7 and R.sup.8 independently are (1) hydrogen; (2) halogen; (3) C.sub.1 -C.sub.4 alkyl; (4) C.sub.1 -C.sub.4 alkoxy; (5) trifluoromethoxy; (6) cyano; (7) nitro; (8) C.sub.1 -C.sub.4 haloalkyl; (9) R.sup.b SO.sub.
    Type: Grant
    Filed: February 1, 1988
    Date of Patent: February 28, 1989
    Assignee: Stauffer Chemical Company
    Inventor: David L. Lee
  • Patent number: 4804760
    Abstract: A process for the preparation of a compound of the formula ##STR1## in which Y is a nitrile group, an ester group COOR.sup.1 or an acid amide CONR.sup.2 R.sup.3,R.sup.1, R.sup.2 and R.sup.3 each independently is hydrogen or C.sub.1 -C.sub.4 -alkyl, and R.sup.3 may also be phenyl, andX.sup.2, X.sup.3, X.sup.4 and X.sup.5 each independently is hydrogen, halogen, nitro, cyano, alkyl having 1-3 carbon atoms, alkoxy having 1-3 carbon atoms, alkylmercapto having 1-3 carbon atoms, alkyl-sulphonyl having 1-3 carbon atoms, or a phenylsulphonyl group which is optionally substituted in the aryl radical,comprising reacting an aminoacrylate of the formulain whichX.sup.1 is halogen, a nitro group, an alkoxy, alkoxy, alkylmercapto or alkylsulphonyl group having 1-3 carbon atoms in each case, or an arylsulphonyl group,W is hydrogen or a --CH.sub.2 CH.sub.2 Z radical,Z is a nitrile group, an ester group COOR.sup.4 or an acid amide group CONR.sup.5 R.sup.6, andR.sup.4, R.sup.5 and R.sup.6 each independently is hydrogen or C.
    Type: Grant
    Filed: April 28, 1987
    Date of Patent: February 14, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Michael Schriewer, Klaus Grohe
  • Patent number: 4804776
    Abstract: A novel process for the manufacture of p-tert.butylbenzene derivatives is described.The process comprises reacting p-tert.butyl-benzyl chloride with a 2-formylpropionate of the formula ##STR1## wherein R represents lower-alkyl, e.g. C.sub.1-6 -alkyl, especially methyl or ethyl,and, if desired, converting the resulting compound of theformula ##STR2## wherein R has the above significance, optionally after purification, into p-tert.butyl-.alpha.-methyl-hydrocinnamaldehyde by decarbalkoxylation.
    Type: Grant
    Filed: July 24, 1986
    Date of Patent: February 14, 1989
    Assignee: Givaudan Corporation
    Inventors: Josianne Baudin, Hans U. Gonzenbach
  • Patent number: 4803298
    Abstract: A process for the preparation of a perfluoroalkyl ketone. A perfluoroalkyl halide, zinc and an ester are brought into contact with one another. Preferably a polar aprotic solvent and/or a pyridine is also present.
    Type: Grant
    Filed: July 15, 1987
    Date of Patent: February 7, 1989
    Assignee: Rhone-Poulenc Chimie
    Inventors: Catherine Francese, Marc Tordeux, Claude Wakselman
  • Patent number: 4788320
    Abstract: The present invention is concerned with certain novel benzoylacetic acid ester derivatives (I) which are useful as a intermediates for synthesis of antibacterial agests. ##STR1## wherein R is a lower alkyl group, X is a halogen atom and Y is a chlorine or bromine atom.
    Type: Grant
    Filed: January 16, 1987
    Date of Patent: November 29, 1988
    Assignee: Kyorin Pharmaceutical Co., Ltd.
    Inventors: Tsutomu Irikura, Seigo Suzue, Satoshi Murayama, Keiji Hirai, Takayoshi Ishizaki
  • Patent number: 4786649
    Abstract: Novel 1-thienyl-4-oxoquinoline-3-carboxylic acid compounds of the formula ##STR1## wherein R.sup.1 is an amino (lower) alkyl, R.sup.2 is thienyl, and X is a halogen atom, and a pharmaceutically acceptable salt thereof, said compounds having excellent antimicrobial activity and hence being useful as an antimicrobial agent, and a pharmaceutical composition comprising as an active ingredient said 1-thienyl-4-oxoquinoline-3-carboxylic acid compounds or a pharmaceutically acceptable salt thereof in admixture with a pharmaceutically acceptable diluent or carrier.
    Type: Grant
    Filed: November 13, 1986
    Date of Patent: November 22, 1988
    Assignee: Otsuka Pharmaceutical Company Limited
    Inventors: Hiraki Ueda, Hisashi Miyamoto
  • Patent number: 4783548
    Abstract: A process for preparing a 3,4-dihydro 2-naphthanoic acid or an ester thereof comprises heating an alpha-vinyl cinnamic acid or a (C.sub.1 -C.sub.12)alkyl, (C.sub.6 -C.sub.12)aryl, (C.sub.6 -C.sub.12)aralkyl or (C.sub.6 -C.sub.12)alkylaryl ester thereof at a temperature effective to cyclize said acid or ester thereof and obtain the corresponding 3,4-dihydro 2-naphthanoic acid or ester thereof. The alpha-vinyl cinnamic acid or ester thereof may be obtained by contacting crotonic anhydride and a benzaldehyde substituted with halo or (C.sub.1 -C.sub.12)alkyl, acyl, acyloxy, carboxy, carbalkoxy, alkylthiol or alkoxy.A process for preparing 2-naphthanoic acid or an ester thereof comprises the above steps to prepare a 3,4-dihydro-2-naphthanoic acid, and dehydrogenating said 3,4-dihydro 2-naphthanoic acid or ester thereof to obtain the 2-naphthanoic acid.
    Type: Grant
    Filed: September 16, 1987
    Date of Patent: November 8, 1988
    Assignee: Eastman Kodak Company
    Inventor: Joseph R. Zoeller
  • Patent number: 4780468
    Abstract: A novel series of quinolone carboxylic acids for use as antibacterial agents are described. Methods for making the compounds, methods of using the compounds and compositions containing them are also described. Certain novel intermediates are also described.
    Type: Grant
    Filed: August 7, 1987
    Date of Patent: October 25, 1988
    Assignee: Warner-Lambert Company
    Inventors: Alexander J. Bridges, John M. Domagala
  • Patent number: 4780550
    Abstract: Compounds of the formula ##STR1## wherein R is hydrogen; halogen; C.sub.1 -C.sub.2 alkyl; C.sub.1 -C.sub.2 alkoxy; nitro; cyano; C.sub.1 -C.sub.2 haloalkyl; or R.sup.a SO.sub.m -- wherein m is 0 or 2 and R.sup.a is C.sub.1 -C.sub.2 alkyl;R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are methyl or ethyl;R.sup.5 and R.sup.6 independently are (1) hydrogen; (2) halogen; (3) C.sub.1 -C.sub.4 alkyl; (4) C.sub.1 -C.sub.4 alkoxy; (5) trifluoromethoxy; (6) cyano; (7) nitro; (8) C.sub.1 -C.sub.4 haloalkyl; (9) R.sup.b SO.sub.n -- wherein n is the integer 0, 1 or 2; and R.sup.b is (a) C.sub.1 -C.sub.4 alkyl; (b) C.sub.1 -C.sub.4 alkyl substituted with halogen or cyano; (c) phenyl; or (d) benzyl; (10) --NR.sup.c R.sup.d wherein R.sup.c and R hu d independently are hydrogen or C.sub.1 -C.sub.4 alkyl; (11) R.sup.e C(O)-- wherein R.sup.e is C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy; or (12) --SO.sub.2 NR.sup.c R.sup.d wherein R.sup.c and R.sup.d are as defined; and (13) --N(R.sup.c)C(O)R.sup.d wherein R.sup.c and R.sup.
    Type: Grant
    Filed: September 17, 1987
    Date of Patent: October 25, 1988
    Assignee: Stauffer Chemical Company
    Inventor: Charles G. Carter
  • Patent number: 4772706
    Abstract: An improved process for the preparation of 7-substituted amino-1-alkyl- or cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acids is described where tetrafluorobenzoyl chloride is converted in three operations via 1-alkyl or 1-cycloalkyl-1,4-dihydro-6,7,8-trifluoro-4-oxoquinoline-3-carbonitrile which in a separate step or in situ is displaced and hydrolyzed to the desired product.
    Type: Grant
    Filed: January 13, 1986
    Date of Patent: September 20, 1988
    Assignee: Warner-Lambert Company
    Inventors: James N. Wemple, James R. Zeller, John M. Domagala
  • Patent number: 4767838
    Abstract: Described herein are novel crystalline chain extended poly(aryl ether ketones) which display excellent toughness, fabricability and very good high temperature and solvent resistance.
    Type: Grant
    Filed: February 9, 1987
    Date of Patent: August 30, 1988
    Assignee: Amoco Corporation
    Inventors: Robert A. Clendinning, George T. Kwiatkowski
  • Patent number: 4767879
    Abstract: The invention concerns novel compounds of the formula I ##STR1## wherein: X is selected from halogen, nitro, cyano, alkyl, substituted alkyl, hydroxy, alkoxy, substituted alkoxy, alkenyl, alkynyl, alkenyloxy, alkynyloxy, acyloxy, alkoxycarbonyl, alkylthio, alkylsulfinyl, alkylsulfonyl, sulfamoyl, substituted sulfamoyl, amino, substituted amino, and the groups formyl and alkanoyl and the oxime, imine and Schiff base derivatives thereof;R.sup.1 is selected from hydrogen, alkyl, alkenyl, alkynyl, substituted alkyl, alkylsulfonyl, arylsulfonyl, acyl and an inorganic or organic cation;R.sup.2 is selected from alkyl, substituted alkyl, alkenyl, haloalkenyl, alkynyl and haloalkynyl;R.sup.3 is selected from alkyl, fluoroalkyl, alkenyl, alkynyl, and phenyl;m is an integer chosen from 3 to 5.
    Type: Grant
    Filed: December 17, 1986
    Date of Patent: August 30, 1988
    Assignee: ICI Australia Limited
    Inventors: Keith G. Watson, Lynette A. Garson, Graham J. Bird, Lindsay E. Cross, Graeme J. Farquharson
  • Patent number: 4766235
    Abstract: Unsaturated camphor derivatives have an activity in the topical and systemic treatment of acne, psoriasis and other dermatological disorders.
    Type: Grant
    Filed: November 5, 1986
    Date of Patent: August 23, 1988
    Assignee: Societe Anonyme dite: L'Oreal
    Inventors: Gerard Lang, Braham Shroot, Serge Forestier, Alain Lagrange
  • Patent number: 4762944
    Abstract: The invention relates to novel butenoic acid derivatives of the general formula (Ia) having E-configuration ##STR1## as well as to their Z-izomers of the general formula ##STR2## wherein R stands for a (-)-menthyl or a (+)-menthyl group. as well as pharmaceutical compositions containing these compounds.The novel butenoic acid derivatives of the general formulae (Ia) and (Ib) possess valuable pharmacological properties, mainly gastric cytoprotective effect.
    Type: Grant
    Filed: March 13, 1987
    Date of Patent: August 9, 1988
    Assignee: Richter Gedeon Vegyeszeti Gyar RT
    Inventors: Janos Fischer, Laszlo Dobay, Elemer Ezer, Judit Matuz, Laszlo Szporny, Tibor Wagner
  • Patent number: 4761503
    Abstract: This invention relates to pharmaceutical compositions containing a class of 5-phenyl-1,3-dioxoalkenyl compounds useful as inhibitors of leukotriene biosynthesis and thus useful in the treatment of conditions associated with leukotrienes. This invention also relates to the use of the 5-phenyl-1,3-dioxoalkenyl compounds in the inhibition of leukotriene biosynthesis and thus in the treatment of conditions associated with leukotrienes. This invention further relates to a novel process for the preparation of the 5-phenyl-1,3-dioxoalkenyl compounds.
    Type: Grant
    Filed: November 7, 1986
    Date of Patent: August 2, 1988
    Assignee: G. D. Searle & Co.
    Inventors: Richard A. Partis, Richard A. Mueller
  • Patent number: 4761497
    Abstract: 2-Naphtanoic acid or ester thereof is prepared by heating a compound selected from the group consisting of ketals and enol ethers or esters of an alpha-acetyl cinnamic acid or ester thereof at a temperature effective to cyclize the compound and form said 2-naphthanoic acid or ester thereof.
    Type: Grant
    Filed: October 13, 1987
    Date of Patent: August 2, 1988
    Assignee: Eastman Kodak Company
    Inventors: Joseph R. Zoeller, Charles E. Sumner, Jr.
  • Patent number: 4760174
    Abstract: Tetralin derivatives of the formula I ##STR1## where X, R.sup.1, R.sup.2 and R.sup.3 have the meanings stated in the description, and their preparation are described. The novel compounds are useful for the treatment of disorders.
    Type: Grant
    Filed: September 20, 1985
    Date of Patent: July 26, 1988
    Assignee: BASF Aktiengesellschaft
    Inventors: Fritz-Frieder Frickel, Hans-Heiner Wuest, Axel Nuerrenbach
  • Patent number: 4760057
    Abstract: This invention relates to novel (acyloxyalkoxy)carbonyl derivatives as bioreversible prodrug moieties for primary and secondary amine functions in drugs having a primary or secondary amine function thereon. Hydrolytic enzymes are used to trigger the regeneration of the parent amine drug of the carbamate prodrug moiety. The case also contains pharmaceutical composition, method of treatment and process claims.
    Type: Grant
    Filed: April 22, 1985
    Date of Patent: July 26, 1988
    Assignee: Merck & Co., Inc.
    Inventor: Jose Alexander
  • Patent number: 4755511
    Abstract: This invention relates to tricyclic pyridazinone compounds, pharmaceutical compositions containing the compounds, and a method of stimulating cardiac activity in a mammal by administering an effective amount of the compound. A compound of the invention is 7-carboxamido-4,4a-dihydro-4a-methyl-[5H]-indeno[1,2-c]-pyridazin-3[2H]-on e.
    Type: Grant
    Filed: September 22, 1987
    Date of Patent: July 5, 1988
    Assignee: Smith Kline & French Laboratories Limited
    Inventor: Brian H. Warrington
  • Patent number: 4754061
    Abstract: The invention relates to novel substituted (2,3-dihydro-1-oxo-1H-inden-5-yl)alkanoic acids, their derivatives and their salts. The compounds are useful for the treatment and prevention of injury to the brain and of edema due to head trauma, stroke (particularly ischemic), arrested breathing, cardiac arrest, Reye's syndrome, cerebral thrombosis, cerebral embolism, cerebral hemorrhage, cerebral tumors, encephalomyelitis, spinal cord injury, hydrocephalus, post-operative brain injury trauma, edema due to cerebral infections and various brain concussions.
    Type: Grant
    Filed: November 10, 1986
    Date of Patent: June 28, 1988
    Assignee: Merck & Co., Inc.
    Inventors: Edward J. Cragoe, Jr., Otto W. Woltersdorf, Jr.
  • Patent number: 4748266
    Abstract: Process for the production of substituted 2-oxocyclohexaneacetic acid esters and intermediates used for their production. The substituted 2-oxocyclohexaneacetic acid esters are themselves useful intermediates for the manufacture of substituted 2,3,4,9-tetrahydro-1H-carbazole-1-acetic acid derivatives having useful analgesic and anti-inflammatory activity.
    Type: Grant
    Filed: March 2, 1987
    Date of Patent: May 31, 1988
    Assignee: American Home Products Corporation
    Inventors: Philip F. Hughes, Dominick Mobilio, Leslie G. Humber
  • Patent number: 4737313
    Abstract: Novel ferroelectric liquid crystals exhibiting a chiral smectic C phase and liquid crystal compositions containing the same are provided, which liquid crystals are substituted biphenyl esters expressed by the general formula ##STR1## wherein R.sub.1 * represents an optically active alkyl group of 4 to 18 carbon atoms; ##STR2## represents ##STR3## or ##STR4## Z represents R.sub.2, R.sub.2 CO or R.sub.2 COO wherein R.sub.2 represents an alkyl group or an alkoxy group each of 1 to 18 carbon atoms; and X and Y each represent hydrogen atom (H), bromine atom (Br), chlorine atom (Cl), fluorine atom (F) or cyano group (CN), and either one of X or Y is always hydrogen atom.
    Type: Grant
    Filed: August 8, 1986
    Date of Patent: April 12, 1988
    Assignee: Chisso Corporation
    Inventors: Shinichi Saito, Hiromichi Inoue, Kanetsugu Terashima, Takashi Inukai, Kenji Furukawa
  • Patent number: 4736057
    Abstract: This invention concerns novel (4-substituted-2-phenylcyclohexyl)alkenoic and alkanoic acid derivatives of the formula I wherein one of Ra and Rb is hydrogen, hydroxy, (1-6C)alkyl, (1-6C)alkoxy, (3-6C)alkenyloxy or phenyl(1-4C)alkoxy and the other of Ra and Rb is hydrogen, (1-6C)alkyl, (1-6C)alkoxy or (3-6C)alkenyloxy; or Ra and Rb together form a (2-4C)alkylenedioxy or oxo group; benzene ring X optionally bears a substituent selected from halogeno, (1-6C)alkyl, (1-6C)alkoxy, hydroxy, (2-6C)alkanoyloxy, (1-6C)alkanoylamino, trifluoromethyl and nitro; n is 3-5; Y is ethylene or vinylene; and in the cyclohexane ring, the substituents at positions 1 and 2 have cis- or trans-relative stereochemistry; and the pharmaceutically acceptable salts, (1-6C)alkyl esters and (1-6C)alkanesulphonamides thereof. The compounds of formula I possess valuable pharmacological properties of use in medicines.
    Type: Grant
    Filed: November 9, 1984
    Date of Patent: April 5, 1988
    Assignee: Imperial Chemical Industries PLC
    Inventors: Allen J. Guildford, Ralph W. Turner
  • Patent number: 4734512
    Abstract: There are disclosed intermediates which can be converted into podophyllotoxin and related compounds, which are known antineoplastic agents. There are also disclosed processes for the preparation of such intermediates, and processes for the conversion of the intermediates into known intermediates which are readily converted into podophyllotoxin and related compounds.
    Type: Grant
    Filed: December 5, 1985
    Date of Patent: March 29, 1988
    Assignee: Bristol-Myers Company
    Inventors: Takushi Kaneko, Henry S. L. Wong
  • Patent number: RE33109
    Abstract: The present invention provides chalcone derivatives of the general formulae: ##STR1## wherein R.sub.1 is a hydroxyl, carboxylic or sulphonic acid group or a carboxyalkoxy or sulphoalkoxy radical, R.sub.2 is an unsaturated, straight-chained or branched aliphatic hydroxycarbonyloxy radical, R.sub.3 is a hydrogen atom, a hydroxyl group or an alkoxy radical, R.sub.4 is an alkyl, hydroxyalkyl, alkoxy, carboxyalkoxy, sulphoalkoxy or carboxyalkylcarbonyloxyalkyl radical or a carboxylic acid or sulphonic acid group and R.sub.5 is a hydrogen or halogen atom, with the proviso that compounds of general formula (IIa) always contain at least one carboxylic or sulphonic acid group; and the nontoxic inorganic and organic salts of those compounds containing at least one carboxylic acid or sulphonic acid group.The present invention also provides a process for the preparation of these chalcone derivatives, as well as pharmaceutical compositions containing them.
    Type: Grant
    Filed: April 8, 1988
    Date of Patent: November 7, 1989
    Assignee: Biorex Laboratories Limited
    Inventors: Anthony E. Vanstone, Graham K. Maile, Lynn K. Nalbantoglu