Two Rings Bonded Directly To The Same Carbon In Substituent Q Patents (Class 564/181)
  • Patent number: 5034418
    Abstract: A new diphenyl-methane derivative is useful to inhibit agglomeration of blood and is defined by the formula, including a diphenylethylene derivative and a benzophenone oxime ether derivative. ##STR1## in which R1 and R2 each are hydrogen, hydroxyl or a lower alkoxy, U is .dbd.CXY or .dbd.N--O--W,X is hydrogen, cyano or --COR6, R6 being hydroxyl or an amino, Y is --R10--COOR3, R3 being hydrogen or a lower alkoxy, R10 being an alkylene having 1 to 3 carbon atoms, straight or branched, --CO--N4R5, R4 and R5 each being hydrogen, a lower alkyl or a lower arylalkyl, --CH2--NHSO2--C6H5 or --C(R8).dbd.NR7, R7 being a lower alkoxy or an aryl, R8 is --VR9, V being oxygen, sulfur or nitrogen, R9 being an alkyl or an aryl,W is --CH2--CO--CH2--COOR13, R13 being hydrogen or a lower alkyl, --CH2--C(.dbd.
    Type: Grant
    Filed: June 9, 1989
    Date of Patent: July 23, 1991
    Assignee: Eisai Co., Ltd.
    Inventors: Youji Yamagishi, Kozo Akasaka, Takeshi Suzuki, Mitsuaki Miyamoto, Kouji Nakamoto, Kazuo Okano, Shinya Abe, Hironori Ikuta, Kenji Hayashi, Hiroyuki Yoshimura, Tohru Fujimori, Koukichi Harada, Isao Yamatsu
  • Patent number: 4920222
    Abstract: 3,3-Diarylacrylic acid amides are prepared by the reaction of a benzophenone with an acetamide in the presence of a base characterized in that a sodium alcoholate is used as the base.
    Type: Grant
    Filed: January 30, 1989
    Date of Patent: April 24, 1990
    Assignee: Shell Internationale Research Maatschappij B.V.
    Inventors: Jurgen Curtze, Ludwig Schroder, Paul H. Briner
  • Patent number: 4912217
    Abstract: 3,3-diphenylacrylic acid amides are prepared by the reaction of a benzophenone with an acetamide in the presence of an alkali metal tertiary alcoholate characterized in that an alkali metal mono-alkyl carbonate is additionally present.
    Type: Grant
    Filed: May 4, 1989
    Date of Patent: March 27, 1990
    Assignee: Shell Internationale Research Maatschappij B.V.
    Inventors: Jurgen Curtze, Gunter Krummel
  • Patent number: 4814483
    Abstract: Optionally substituted 2-benzyl-toluenes can be prepared by reaction of optionally substituted 2-benzyl-tert.-alkyl-toluenes with an optionally substituted aromatic hydrocarbon in the presence of anhydrous iron-(III) halide. The reaction is carried out at ambient to elevated temperature. The optionally substituted aromatic hydrocarbon is employed in molar excess, relative to the 2-benzly-tert.-alkyl-toluenes.
    Type: Grant
    Filed: December 12, 1986
    Date of Patent: March 21, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Heinz U. Blank, Gunter Silber
  • Patent number: 4775411
    Abstract: A compound of the formula ##STR1## wherein R is 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.n - wherein n is 0 or 2 and R.sup.a is C.sub.1 -C.sub.2 alkyl; R.sup.1 is hydrogen or C.sub.1 -C.sub.4 alkyl; R.sup.2 is hydrogen or C.sub.1 -C.sub.4 alkyl; or R.sup.1 and R.sup.2 together are alkylene having 2 to 5 carbon atoms; R.sup.3 is hydrogen or C.sub.1 -C.sub.4 alkyl; R.sup.4 is hydrogen or C.sub.1 -C.sub.4 alkyl; or C.sup.3 and R.sup.4 are oxo; R.sup.5 is hydrogen or C.sub.1 -C.sub.4 alkyl; R.sup.6 is hydrogen or C.sub.1 -C.sub.4 alkyl; and 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.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.
    Type: Grant
    Filed: June 9, 1986
    Date of Patent: October 4, 1988
    Assignee: Stauffer Chemica Company
    Inventor: Christopher G. Knudsen
  • Patent number: 4686220
    Abstract: This disclosure describes certain substituted piperazine-1,4-naphthalenediones useful as anti-asthmatic agents.
    Type: Grant
    Filed: December 19, 1985
    Date of Patent: August 11, 1987
    Assignee: American Cyanamid Company
    Inventors: Jeffrey B. Medwid, Lawrence W. Torley, Andrew S. Tomcufcik
  • Patent number: 4638080
    Abstract: Process for preparing diphenylazomethines of formula (II) ##STR1## by decarboxylation of diphenylazomethines of formula (I) ##STR2## in which X.sub.1 and X.sub.2 each denote, independently of each other, a hydrogen atom or a halogen atom or a methyl radical,R.sub.1 is H or linear or branched (C.sub.1-4) alkyl radical,R.sub.2 is the radical COOH, a linear or branched (C.sub.1-4) alkyl radical, the radical CONH.sub.2 or a linear or branched COO(C.sub.1-4) alkyl radical, andR.sub.3 denotes a hydrogen atom or the methyl radical.
    Type: Grant
    Filed: February 25, 1986
    Date of Patent: January 20, 1987
    Assignee: Synthelabo
    Inventors: Bernard Raizon, Guy Rossey, Alexander Wick
  • Patent number: 4603145
    Abstract: This disclosure describes novel diaryl-alkanamides. These compounds are useful as pharmaceutical agents for ameliorating atherosclerosis by inhibiting the formation and development of atherosclerotic lesions in the arterial wall of mammals.
    Type: Grant
    Filed: May 6, 1983
    Date of Patent: July 29, 1986
    Assignee: American Cyanamid Company
    Inventors: Vern G. DeVries, Robert G. Shepherd, Janis Upeslacis
  • Patent number: 4536346
    Abstract: This disclosure describes novel substituted aralkanamidobenzoic acids and analogs thereof. These compounds are useful pharmaceutical agents for ameliorating atherosclerosis by inhibiting the formation and development of atherosclerotic lesions in the arterial wall of mammals.
    Type: Grant
    Filed: May 6, 1983
    Date of Patent: August 20, 1985
    Assignee: American Cyanamid Company
    Inventors: Robert G. Shepherd, Janis Upeslacis
  • Patent number: 4492800
    Abstract: A process for the preparation of a 1,1-dichloro-alkene of the formula ##STR1## in which R.sup.1 is hydrogen, or an optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, aralkyl, aralkenyl or aryl radical, andR.sup.2 is an optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, aralkyl, aralkenyl or aryl radical, orR.sup.1 and R.sup.2 together form an optionally branched and/or optionally benzo-fused hydrocarbon chain,comprising reacting a carbonyl compound of the formula ##STR2## with a trichloromethanephosphonic acid ester of the formula ##STR3## in which R.sup.3 each individually is an alkyl or phenyl radical, or together are alkanediyl,in the presence of at least an equimolar amount of magnesium. Advantageously,R.sup.1 is hydrogen,R.sup.2 is a C.sub.2 to C.sub.5 alkenyl radical or a radical of the formula ##STR4## Z is a cyano, acetal, carboxyl or C.sub.1 to C.sub.4 alkoxycarbonyl radical, or a radical of the formula COOM, andM is sodium or potassium,R.sup.3 each individually is a C.sub.1 to C.
    Type: Grant
    Filed: February 22, 1983
    Date of Patent: January 8, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Fritz Maurer, Uwe Priesnitz, Hans-Jochem Riebel
  • Patent number: 4461912
    Abstract: Phenylacetic derivatives of formula (I): ##STR1## (wherein R represents a hydrogen atom or a C.sub.1 -C.sub.3 alkyl group and n represents an integer from 1 to 3) and salts and esters thereof have analgesic, antipyretic and anti-inflammatory activity and may be prepared by reducing the corresponding acid or ester having an oxo group at the 2-position of the cycloalkylidene ring system and, if necessary, salifying the resulting product.
    Type: Grant
    Filed: December 6, 1982
    Date of Patent: July 24, 1984
    Assignee: Sankyo Company Limited
    Inventors: Atsusuke Terada, Shunji Naruto, Eiichi Misaka
  • Patent number: 4424166
    Abstract: In the preparation of a 1,1-dihalogenoalkene of the formula ##STR1## in which R.sup.1 is a hydrogen atom or an optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl, aralkyl, aralkenyl or aryl radical, andR.sup.2 is an optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl, aralkyl, aralkenyl or aryl radical, orR.sup.1 and R.sup.2 together form an optionally branched and/or optionally benzo-fused hydrocarbon chain, andX.sup.1 and X.sup.2 each independently is a halogen atom,wherein a carbonyl compound of the formula ##STR2## is reacted with a trihalogenoacetate of the formula ##STR3## in which X.sup.3 is a halogen atom, andM.sup..sym. is an alkali metal ion or one equivalent of an alkaline earth metal ion,in the presence of an approximately equimolar amount of a phosphorus-containing compound, the improvement which comprises employing as said phosphorus-containing compound a phosphorous acid trialkyl ester or a phosphorous acid triamide and effecting the reaction at a temperature between about 0.
    Type: Grant
    Filed: February 23, 1981
    Date of Patent: January 3, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Fritz Maurer, Uwe Priesnitz, Hans-Jochem Riebel
  • Patent number: 4400534
    Abstract: Compounds of formula (I): ##STR1## its salts, and resolved forms thereof, especially the compound of formula (II): ##STR2## and its salts are new analgesic and/or anti-inflammatory agents. The agents are prepared by resolution at the 2-position of a suitable starting material such as the compound (IV): ##STR3## or an optionally partly resolved form thereof, with subsequent reduction and optional resolution to give the trans form.
    Type: Grant
    Filed: December 17, 1981
    Date of Patent: August 23, 1983
    Assignee: Sankyo Company, Limited
    Inventors: Atsusuke Terada, Eiichi Misaka
  • Patent number: 4350824
    Abstract: A process for the preparation of a 1,1-dichloroalkene of the formula ##STR1## in which R.sup.1 is hydrogen, or an optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, aralkyl, aralkenyl or aryl radical, andR.sup.2 is an optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, aralkyl, aralkenyl or aryl radical, orR.sup.1 and R.sup.2 together form an optionally branched and/or optionally benzo-fused hydrocarbon chain,comprising reacting a carbonyl compound of the formula ##STR2## with a trichloromethanephosphonic acid ester of the formula ##STR3## in which R.sup.3 each individually is an alkyl or phenyl radical, or the two radicals R.sup.3 together are alkanediyl,in the presence of at least an equimolar amount of a phosphorous acid triamide of the formulaP(NR.sup.4.sub.2).sub.3in whichR.sup.4 each independently is an alkyl radical, or the two radicals R.sup.4 together are alkanediyl.Advantageously,R.sup.1 is hydrogen,R.sup.2 a C.sub.2 to C.sub.
    Type: Grant
    Filed: February 23, 1981
    Date of Patent: September 21, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Jochem Riebel, Fritz Maurer, Uwe Priesnitz
  • Patent number: 4347379
    Abstract: Numerous alpha-carboxylic acids are prepared in a liquid medium by the reaction of an organic compound having at least one reactive hydroxyl or thiol group, with a monoketone, and a haloform, in the presence of a phase transfer catalyst and an alkali metal hydroxide. The term "alpha-alkoxycarboxylic acids" includes alpha-phenoxycarboxylic acids, alpha-thioalkoxycarboxylic acids and alpha-thiophenoxycarboxylic acids. Specific substituents on the beta carbon atom of an alpha-alkoxycarboxylic (or "2-alkoxycarboxylic") acid reaction product formed in this novel synthesis, are introduced by appropriate choice of the ketone reactant; alkoxy and phenoxy substituents on the alpha carbon atom of a 2-alkoxycarboxylic acid are introduced by appropriate choice of the organic compound having a hydroxyl or thiol group. De-alkoxylation of the 2-alkoxycarboxylic acid yields alpha-beta monoolefinically unsaturated carboxylic acids which are necessarily alpha substituted, and may also be beta-substituted.
    Type: Grant
    Filed: March 10, 1980
    Date of Patent: August 31, 1982
    Assignee: The B. F. Goodrich Company
    Inventor: John T. Lai
  • Patent number: 4330482
    Abstract: In the process for the production of a halogenoalkene of the formula ##STR1## in which R.sup.1 is an optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, cycloalkenyl, aralkyl, aralkenyl or aryl radical or an optionally substituted heterocyclic radical,R.sup.2 represents a halogen atom, a cyano group, an optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, aralkenyl, aryl, alkylcarbonyl, arylcarbonyl, alkoxycarbonyl or aminocarbonyl radical or an optionally substituted heterocyclic radical, andX is a halogen atom,in which an .alpha.-hydroxy-phosphonic acid ester of the formula ##STR2## in which R.sup.3 each independently is an alkyl or phenyl radical, or the two radicals R.sup.3 together are an alkanediyl (alkylene) radical,is reacted with a phosphorus-containing olefinating agent of the formula ##STR3## in which Z.sup.1 is the phosphorus-containing radical ##STR4## R.sup.4 and R.sup.5 each independently is an alkyl, phenyl, alkoxy or phenoxy radical or together are an alkanedioxy radical, andR.
    Type: Grant
    Filed: December 18, 1980
    Date of Patent: May 18, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventor: Hellmut Hoffmann
  • Patent number: 4283420
    Abstract: The chemical compounds of the invention are useful as the active compound in drugs because of their anticonvulsant and/or antianoxic activity. They have the general formula ##STR1## wherein Z is a hydroxyl group; a group--OM wherein M is an alkali metal atom or an equivalent atom fraction of an alkaline-earth metal or an amino group such as --NH.sub.2, and R is a linear or branched alkyl group containing from 1 to 9 carbon atoms, and optionally substituted by one or more halogen atoms; a linear or branched alkenyl or alkynyl, alkoxyalkyl, or acylalkyl group containing from 2 to 9 carbon atoms and optionally substituted by one or more halogen atoms; an aryl or arylalkyl or aryloxyalkyl group comprising at least one aromatic radical and an alkyl chain having from 1 to 4 carbon atoms.
    Type: Grant
    Filed: April 18, 1979
    Date of Patent: August 11, 1981
    Assignee: Labaz
    Inventors: Charles Pigerol, Jean-Claude Vernieres, Pierre Eymard, Jacques Simiand, Madeleine Broll, Jean-Yves Lacolle