Each Of The Three Cyclos Is Six-membered (e.g., Benzoquinolines, Etc.) Patents (Class 546/101)
  • Patent number: 4956416
    Abstract: This invention relates to novel reactive amino or hydrazino peroxides (hereinafter generally referred to as "AHP's") and derivatives all having a Structure A:(P--R11--X--(--NH--).sub.x --R22--).sub.y --Q].sub.z Ain which the definitions of P, R11, R22, X, Q and x, y and z are given in the Summary of The Invention section, for example, 4,4-di-(t-butylperoxy)pentanohydrazide (I-1), and the use of these novel compounds in curing unsaturated polyester resins, in initiating polymerization of ethylenically unsaturated monomers, for modifying rheology, for crosslinking and curing olefin polymers and elastomers, for producing novel graft and block copolymers, and for producing novel polymers with covalently bound performance additive functions.
    Type: Grant
    Filed: August 18, 1988
    Date of Patent: September 11, 1990
    Assignee: Atochem North America, Inc.
    Inventor: Jose Sanchez
  • Patent number: 4923991
    Abstract: The invention provides a compound of formula III ##STR1## or an acid addition salt thereof, wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6 and R.sup.7 are the same or different and represent hydrogen or lower alkyl, cycloalkyl, lower aralkyl or phenyl radicals any of which radicals may be substituted by lower alkyl, lower alkoxy or trifluoromethyl or R.sup.2 and R.sup.3 taken together, form a 5, 6 or 7 membered saturated ring, R.sup.4 and R.sup.5 may also represent lower alkoxy or cycloalkoxy, n is 1, 2 or 3 and, if more than one R.sup.4 radical is present the R.sup.4 radicals may be the same or different and esters of carboxylic acids with the hydroxy group shown, wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and n are as defined above, with the provisos that (1) R.sup.6 and R.sup.7 are other than hydrogen when R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are all hydrogen and (2) R.sup.6 and R.sup.7 are not both methyl when R.sup.4 is methyl.
    Type: Grant
    Filed: December 16, 1988
    Date of Patent: May 8, 1990
    Assignee: John Weyth & Brother Limited
    Inventors: Roger Crossley, Kenneth Heatherington
  • Patent number: 4877797
    Abstract: Compounds are described of the formula ##STR1## wherein R.sub.1 is a nitro or trifluoromethyl group; R.sub.2 is a C.sub.1 -C.sub.6 alkyl group; R.sub.3 is a pyridyl or pyridyl N-oxide group which may be substituted with halogen, hydroxyl, haloalkyl, C.sub.1 -C.sub.6 alkoxy or C.sub.1 -C.sub.6 alkyl and further may be fused with a benzene or naphthalene ring, said ring being optionally substituted with C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, halogen or haloalkyl, and a pharmaceutically acceptable acid addition salt thereof. The compounds of the formula (I) are of vasodilating and blood pressure lowering activities and thus may be useful for the treatment of cardiac diseases, cerebrovascular diseases and hypertension.
    Type: Grant
    Filed: June 15, 1987
    Date of Patent: October 31, 1989
    Assignee: Nisshin Flour Milling Co., Ltd.
    Inventors: Hiroaki Satoh, Hiroyasu Koyama, Yoshikuni Suzuki, Toshiji Sugai, Koichi Watanabe
  • Patent number: 4876340
    Abstract: Benzazecinediones of the formula ##STR1## where R.sup.1 and R.sup.2 are independently hydrogen or chlorine, R.sup.3 is hydrogen, fluorine, chlorine, bromine or methoxy, R.sup.4 is hydrogen, chlorine or methoxy and R.sup.5 is hydrogen, acetyl, propionyl, benzoyl, chlorobenzoyl, methoxybenzoyl or phenylacetyl, with the proviso that 2 or 3 of the groups R.sup.1 to R.sup.4 are hydrogen, as well as many of the corresponding benzo[f]quinolines from which these benzazecinediones can be prepared by oxidation are suitable for the control or prevention of cerebral insufficiency or for the improvement of cognitive functions in mammals. They can be produced according to various processes and can be prepared into pharmaceutical compositions.
    Type: Grant
    Filed: February 11, 1988
    Date of Patent: October 24, 1989
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Werner Aschwanden, Rene Imhof, Roland Jakob, Emilio Kyburz
  • Patent number: 4847364
    Abstract: Methine-azo compounds of the formula ##STR1## in which A is the complement to a heterocyclic 5- or 6-membered ring which has a quaternized N atom as a ring member, which can contain further hetero atoms and which can be substituted or/and be fused with carbocyclic or heterocyclic rings,R is hydrogen, cyano or C.sub.2 --C.sub.3 -alkylene which is bonded to an N atom of ring A to form a 5- or 6-membered ring,B is substituted or unsubstituted phenylene or naphthylene,X.sup..crclbar. is an anion andKK is the radical of an open-chain coupling component which contains active methylene groups, except that, if A is the complement to a pyridinium ring, KK cannot be the radical of acetoacetanilide which is unsubstituted or alkyl-substituted in the aniline ring.They are suitable for use as dyes for dyeing and printing cationically dyeable substrates, in particular paper.
    Type: Grant
    Filed: June 16, 1987
    Date of Patent: July 11, 1989
    Inventor: Peter Mockli
  • Patent number: 4837329
    Abstract: A process for preparing dihydro compounds of formula I, by rearranging compounds of formula II, e.g. in the presence of acids or noble metal catalysts, is described. The compounds II may be prepared from intermediates of formula III. ##STR1## In these formulae R.sup.1,R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6 and R.sup.7 are the same or different and represent hydrogen, or alkyl, cycloalkyl, aralkyl, or aryl radicals any of which radicals may be substituted, or R.sup.1 and R.sup.2 taken together or R.sup.2 and R.sup.3 taken together, form a 5, 6 or 7 membered ring which may be saturated or unsaturated and substituted or unsubstituted, R.sup.4 and R.sup.5 may also represent alkoxy, or cycloalkoxy, n is 1, 2 or 3 and, if more than one R.sup.4 radical is present the R.sup.4 radicals may be the same or different and R.sup.6 and R.sup.7 represent hydrogen, alkyl, cycloalkyl, or aralkyl radicals.Most of the compounds I, II and III are novel and are claimed. They are intermediates for anti-ulcer agents.
    Type: Grant
    Filed: January 18, 1984
    Date of Patent: June 6, 1989
    Assignee: American Home Products Corporation
    Inventors: Roger Crossley, Kenneth Heatherington
  • Patent number: 4824852
    Abstract: New indole derivatives of the general formula I ##STR1## in which Ind is a 3-indolyl radical which can be substituted by a hydroxymethyl, methylenedioxy, S-alkyl, SO-alkyl, SO.sub.2 -alkyl, CN or COW group and/or can be substituted once or twice by alkyl, O-alkyl, OH, F, Cl or Br,is H, OH, O-alkyl, NH.sub.2, NH-alkyl or N(alkyl).sub.2,is --(CH.sub.2).sub.n --, --CH.sub.2 --S--CH.sub.2 CH.sub.2 --, --CH.sub.2 --SO--CH.sub.2 CH.sub.2 --or --CH.sub.2 --SO.sub.2 --CH.sub.2 CH.sub.2 --,Z is --(CH.sub.2).sub.m --, --CH.dbd.CH--, --CHOH--, --CO--, S, SO, SO.sub.2 or O,is 2, 3, 4 or 5 andis 1, 2 or 3, in which the alkyl groups each have 1-4 C atoms, and their salts,have effects on the central nervous system.
    Type: Grant
    Filed: February 8, 1988
    Date of Patent: April 25, 1989
    Assignee: Merck Patent Gesellschaft mit Beschrankter Haftung
    Inventors: Henning Bottcher, Hans-Heinrich Hausberg, Christoph Seyfried, Klaus-Otto Minck
  • Patent number: 4816453
    Abstract: Compounds of formula (i) and pharmaceutically acceptable salts thereof: ##STR1## wherein: m and n are independently 1 or 2 and p is 0, 1 or 2 such that m+n+p.gtoreq.3;R.sub.1 and R.sub.2 are independently hydrogen, C.sub.1-6 alkyl, phenyl or phenyl-C.sub.1-6 alkyl, which phenyl moieties may be substituted by C.sub.1-6 alkyl, C.sub.1-6 alkoxy or halogen;Ar is a group of formula (a): ##STR2## wherein either R.sub.3 is hydrogen or C.sub.1-7 alkanoyl; and X is chloro, bromo, methylthio or nitro; having gastric motility enhancing activity, anti-emetic activity and/or 5-HT antagonist activity, a process for their preparation, and their use as pharmaceuticals.
    Type: Grant
    Filed: September 17, 1986
    Date of Patent: March 28, 1989
    Assignee: Beecham Group, p.l.c.
    Inventor: Eric A. Watts
  • Patent number: 4761403
    Abstract: Hydroxy quinol-1-one and quinol-2-one based compounds found to be potent inhibitors of 5-, 12-, and 15-lipoxygenase enzymes.
    Type: Grant
    Filed: April 9, 1986
    Date of Patent: August 2, 1988
    Assignee: Abbott Laboratories
    Inventors: Bruce P. Gunn, James B. Summers, Jr.
  • Patent number: 4749791
    Abstract: Benzazecinediones of the formula ##STR1## wherein R.sup.1 and R.sup.2 are independently hydrogen or chlorine, R.sup.3 is hydrogen, fluorine, chlorine, bromine or methoxy, R.sup.4 is hydrogen, chlorine or methoxy and R.sup.5 is hydrogen, acetyl, propionyl, benzoyl, chlorobenzoyl, methoxybenzoyl or phenylacetyl, with the proviso that 2 or 3 of the groups R.sup.1 to R.sup.4 are hydrogen,as well as many of the corresponding benzo[f]quinolines from which these benzazecinediones can be prepared by oxidation are suitable for the control or prevention of cerebral insufficiency or for the improvement of cognitive functions in mammals. They can be produced according to various processes and can be prepared into pharmaceutical compositions.
    Type: Grant
    Filed: November 18, 1987
    Date of Patent: June 7, 1988
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Werner Aschwanden, Rene Imhof, Roland Jakob, Emilio Kyburz
  • Patent number: 4745115
    Abstract: Compounds of the general formula I ##STR1## in which: R.sub.1 and R.sub.2 are independently hydrogen, C.sub.1-6 alkyl or together are a group X which is C.sub.3-6 polymethylene optionally in which one carbon atom is replaced by O, S or NR.sub.6 wherein R.sub.6 is hydrogen or C.sub.1-6 alkyl;R.sub.3 is a mono- or fused bi-cyclic heteroaromatic group having up to ten atoms in the aromatic ring(s), not more than four of which are selected from nitrogen, oxygen or sulphur, optionally C-substituted by one or more substituents selected from halogen, CF.sub.3, nitro, C.sub.1-6 alkyl, C.sub.1-6 alkoxy, C.sub.1-6 alkylthio, C.sub.2-7 alkanoyl or cyano; or is phenyl or naphthyl, optionally substituted by one or more substituents selected from halogen, CF.sub.3, nitro, C.sub.1-6 alkyl, C.sub.1-6 alkoxy, C.sub.1-6 alkylthio, C.sub.2-7 alkanoyl, carboxyl, C.sub.1-6 alkoxycarbonyl, cyano, CONR.sub.7 R.sub.8 wherein R.sub.7 and R.sub.8 are selected from hydrogen or C.sub.1-6 alkyl or together are a group X; NR.sub.9 R.sub.
    Type: Grant
    Filed: October 18, 1985
    Date of Patent: May 17, 1988
    Assignee: Beecham Group p.l.c.
    Inventors: Roger E. Markwell, Stephen A. Smith, David J. Hunter
  • Patent number: 4740602
    Abstract: New indole derivatives of the general formula I ##STR1## in which Ind is a 3-indolyl radical which can be substituted by a hydroxymethyl, methylenedioxy, S-alkyl, SO-alkyl, SO.sub.2 -alkyl, CN or COW group and/or can be substituted once or twice by alkyl, O-alkyl, OH, F, Cl or Br,W is H, OH, O-alkyl, NH.sub.2, NH-alkyl or N(alkyl).sub.2,A is --(CH.sub.2).sub.n --, --CH.sub.2 --S--CH.sub.2 CH.sub.2 --, --CH.sub.2 --SO--CH.sub.2 CH.sub.2 -- or --CH.sub.2 --SO.sub.2 --CH.sub.2 CH.sub.2 --,is --(CH.sub.2).sub.m --, --CH.dbd.CH--, --CHOH--, --CO--, S, SO, SO.sub.2 or O,n is 2, 3, 4 or 5 andm is 1, 2 or 3,in which the alkyl groups each have 1-4 C atoms, and their salts, have effects on the central nervous system.
    Type: Grant
    Filed: June 26, 1986
    Date of Patent: April 26, 1988
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Henning Bottcher, Hans-Heinrich Hausberg, Christoph Seyfried, Klaus-Otto Minck
  • Patent number: 4739062
    Abstract: A new widely-applicable method has been found for synthesis of 9,10-anthraquinones and similar chemical compounds of wide use in industry and pharmacology, by reacting suitable aromatic substrates with activated dicarboxylic acids (more particularly dichlorides) in the presence of metal halides. The special characteristics of the reaction are the good yields, high selectivity, the possibility of operating in a single reactor and the use of starting compounds which are cheap and easily available on the market.
    Type: Grant
    Filed: June 27, 1986
    Date of Patent: April 19, 1988
    Assignee: Consiglio Nazionale Delle Ricerche
    Inventors: Franca Bigi, Giovanni Casiraghi, Giuseppe Casnati, Giovanni Sartori
  • Patent number: 4739063
    Abstract: Selective hydrogenation of the unsaturated nitrogen-containing ring in heterocyclic aromatic compounds is promoted by the use of hydrogenation catalysts selected from the group consisting of iridium, iridium dioxide, rhenium, molybdenum oxide, tungsten oxide, chromium trioxide, ferric oxide, iron pentacarbonyl, cobalt oxide-molybdenum oxide and copper chromite.
    Type: Grant
    Filed: December 4, 1985
    Date of Patent: April 19, 1988
    Assignee: Phillips Petroleum Company
    Inventor: James E. Shaw
  • Patent number: 4739064
    Abstract: Selective hydrogenation of the unsaturated nitrogen-containing ring in heterocyclic aromatic compounds is promoted by the use of at least one hydrogenation catalyst selected from the group consisting of nickel, cobalt, palladium, platinum, ruthenium and rhodium in the presence of reaction modifiers exemplified by carbon monoxide, carbon disulfide and hydrogen sulfide.
    Type: Grant
    Filed: December 4, 1985
    Date of Patent: April 19, 1988
    Assignee: Phillips Petroleum Company
    Inventor: James E. Shaw
  • Patent number: 4732979
    Abstract: Benzazecinediones of the formula ##STR1## wherein R.sup.1 and R.sup.2 are independently hydrogen or chlorine, R.sup.3 is hydrogen, fluorine, chlorine, bromine or methoxy, R.sup.4 is hydrogen, chlorine or methoxy and R.sup.5 is hydrogen, acetyl, propionyl, benzoyl, chlorobenzoyl, methoxybenzoyl or phenylacetyl, with the proviso that 2 or 3 of the groups R.sup.1 to R.sup.4 are hydrogen.as well as many of the corresponding benzo[f]quinolines from which these benzazecinediones can be prepared by oxidation are suitable for the control or prevention of cerebral insufficiency or for the improvement of cognitive functions in mammals. They can be produced according to various processes and can be prepared into pharmaceutical compositions.
    Type: Grant
    Filed: January 21, 1987
    Date of Patent: March 22, 1988
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Werner Aschwanden, Rene Imhof, Roland Jakob, Emilio Kyburz
  • Patent number: 4727149
    Abstract: Nitriles of fused ring pyridine compounds such as 5,6,7,8-tetrahydroquinolines are prepared from metal derivatives of the starting compounds such as 8-litho-5,6,7,8-tetrahydroquinolines which have been prepared by treating a 5,6,7,8-tetrahydroquinoline with a metal amide prepared in situ from a metal alkyl and an N-benzylidine-N-alkylamine.
    Type: Grant
    Filed: September 16, 1985
    Date of Patent: February 23, 1988
    Assignee: John Wyeth & Brother Limited
    Inventor: Robin G. Shepherd
  • Patent number: 4719298
    Abstract: A novel method of chlorinating the alkyl side chains of a nitrogen containing heterocyclic comprising reacting an alkyl substituted heterocycle with trichloroisocyanuric acid at temperatures of 20.degree. to 200.degree. C. to obtain the same in high yields.
    Type: Grant
    Filed: April 18, 1986
    Date of Patent: January 12, 1988
    Assignee: Rutgerswerke Aktiengesellschaft
    Inventors: Gunter E. Jeromin, Winfried Orth, Werner Fickert
  • Patent number: 4710569
    Abstract: Dyestuffs of the formula ##STR1## wherein F stands for an organic chromophore andZ stands for radicals of the formulae ##STR2## wherein R.sub.1 -R.sub.2 denote hydrogen, alkyl, cycloalkyl, alkenyl, aryl, aralkyl or a heterocyclic structure orR.sub.2 and R.sub.3 represent an optionally substituted amino group or together form a ring orR.sub.1 with R.sub.2 and/or R.sub.3 with R.sub.4 form a ring,A.sup.(-) denotes an anion,Y denotes an anionic group,m denotes 0-2 andn denotes 1-6,and wherein the chromophore and said radicals can carry further substituents, provided that the total number of anionic substituents is smaller than the total number of quaternary and quaternizable amino groups, are used for dyeing cellulose fibres, in particular paper.
    Type: Grant
    Filed: September 10, 1985
    Date of Patent: December 1, 1987
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gunter Franke, Dieter Ockelmann, Roderich Raue, Peter Wild
  • Patent number: 4707552
    Abstract: Nitriles and thioamides of fused ring pyridine compounds such as 5,6,7,8-tetrahydroquinolines are prepared from metal derivatives of the starting compounds such as 8-lithio-5,6,7,8-tetrahydroquinolines which have been prepared by treating a 5,6,7,8-tetrahydroquinoline with a metal amide prepared in situ from a metal alkyl and an N-benzylidine-N-alkylamine.
    Type: Grant
    Filed: September 18, 1985
    Date of Patent: November 17, 1987
    Assignee: John Wyeth & Brother Limited
    Inventor: Robin G. Shepherd
  • Patent number: 4692453
    Abstract: A 6- or 8-monooxy- or 6,8-dioxy-1,2,3,4,4a,5,10,10a-octahydrobenzo[g]quinoline in which the 3-position is unsubstituted, is useful as a pharmaceutical, in particular as a prolactin secretion inhibitor, dopaminergic agent and dopamine receptor stimulating agent.
    Type: Grant
    Filed: November 13, 1985
    Date of Patent: September 8, 1987
    Assignee: Sandoz Ltd.
    Inventor: Max P. Seiler
  • Patent number: 4678791
    Abstract: 6-Phenyl-1,2,3,4,4a,5,6,10b-octahydrobenz(h)isoquinolines having anti-depressant activity and methods for their preparation.
    Type: Grant
    Filed: May 7, 1985
    Date of Patent: July 7, 1987
    Assignee: Pennwalt Corporation
    Inventors: James J. Napier, Ronald C. Griffith
  • Patent number: 4670443
    Abstract: Benzo(f)isoquinoline compounds, particularly, penta- and tetrahydrobenzo(f)isoquinoline dicarboxylic acid compounds, their preparation and their use as calcium entry blockers are disclosed.
    Type: Grant
    Filed: July 2, 1985
    Date of Patent: June 2, 1987
    Assignee: Merck & Co., Inc.
    Inventors: George D. Hartman, Brian T. Phillips
  • Patent number: 4668789
    Abstract: Novel compounds of the formula I ##STR1## where Cat.sym. is a secondary or tertiary alkylammonium cation of 16 to 30 carbon atoms and the aromatic rings can be further substituted by chlorine, bromine, methyl, methoxy or nitro, are useful for the preparation of low-electrolyte powder and liquid formulations or for coloring organic media.
    Type: Grant
    Filed: December 13, 1984
    Date of Patent: May 26, 1987
    Assignee: BASF Aktiengesellschaft
    Inventor: Rudolf Bermes
  • Patent number: 4656268
    Abstract: There are described novel cationic quinophthalone compounds of the formula I ##STR1## wherein the symbols have the meanings defined in claim 1, and also processes for producing them. These novel quinophthalone compounds can be used in particular as dyes for dyeing and printing paper, greenish-yellow dyeings having good fastness to water and to light being obtained.
    Type: Grant
    Filed: October 18, 1985
    Date of Patent: April 7, 1987
    Assignee: Ciba-Geigy Corporation
    Inventor: Jean-Marie Adam
  • Patent number: 4565818
    Abstract: A 6- and/or 7-oxy-trans-1,2,3,4,4a,5,10,10a-octahydro-benzo[g]quinoline in which the 3-position is substituted by an optionally amidated carboxy group, an optionally etherified hydroxymethyl group, a cyanomethyl group, an alkyl- or aryl-thiomethyl group or a sulfamoylamino or carbamoylamino group, or a physiologically-hydrolysable and -acceptable ester thereof. The subject compounds are useful as pharmaceuticals, in particular as prolactin secretion inhibitors, dopaminergic agents ad dopamine receptor stimulating agents.
    Type: Grant
    Filed: October 14, 1982
    Date of Patent: January 21, 1986
    Assignee: Sandoz Ltd.
    Inventors: Rene Nordmann, Trevor J. Petcher
  • Patent number: 4560745
    Abstract: A process for the preparation of dyes which contain sulfonic acid groups and have a low electrolyte content, wherein an aqueous solution or suspension, which may or may not contain inorganic salts, of the dye containing sulfonic acid groups is(a) mixed with an amount, equivalent to the said dye, of a non-emulsifying, water-insoluble amine of a total of 12 to 40 carbon atoms, which forms, with the said dye, a salt which is sufficiently lipophilic for it to separate spontaneously from the aqueous phase,(b) the pH is brought to <5 with an acid and the batch is mixed thoroughly,(c) the two resulting phases of different density are separated, and(d) the phase which consists of the lipophilic ammonium salt of the dye is mixed, with or without prior washing with water, with a water-soluble base whose sulfonate salt is to be prepared, and with water, the resulting phases are separated, and the salt is left in the aqueous solution or is isolated therefrom.
    Type: Grant
    Filed: May 12, 1981
    Date of Patent: December 24, 1985
    Assignee: BASF Aktiengesellschaft
    Inventors: Volkmar Weberndoerfer, Friedrich Brunnmueller, Manfred Eisert, Rudolf Bermes
  • Patent number: 4546099
    Abstract: The invention relates to novel N-aminomethyl-3-phenyl-4-cyanopyrrole derivatives of the formula I ##STR1## wherein R.sub.1 and R.sub.2 are each independently hydrogen, halogen, methoxy or methylthio,Z is a group ##STR2## wherein R.sub.3 and R.sub.4 are each independently hydrogen, C.sub.1 -C.sub.6 alkyl which is unsubstituted or substituted by cyano, C.sub.1 -C.sub.6 alkoxy or C.sub.1 -C.sub.6 alkoxycarbonyl; or are C.sub.3 -C.sub.6 alkenyl, C.sub.3 -C.sub.6 alkynyl, C.sub.3 -C.sub.7 cycloalkyl, benzyl or benzyl which is substituted by halogen, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 haloalkyl and/or C.sub.1 -C.sub.6 alkoxy, or phenyl or phenyl which is substituted by halogen, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 haloalkyl and/or C.sub.1 -C.sub.6 alkoxy, with the proviso that only one of R.sub.3 or R.sub.4 can be hydrogen,R.sub.5 and R.sub.6 are each independently hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.
    Type: Grant
    Filed: July 18, 1984
    Date of Patent: October 8, 1985
    Assignee: Ciba-Geigy Corporation
    Inventor: Robert Nyfeler
  • Patent number: 4543354
    Abstract: Benzo[f]quinoline derivatives which are useful as antihypertensive agents and are represented by the formula: ##STR1## wherein R.sup.1 is hydrogen or lower alkyl, R.sup.2 is hydrogen, lower alkyl, hydroxy-lower-alkyl or lower-alkoxy-lower-alkyl, R.sup.3 and R.sup.4 are the same or different and each is hydrogen, lower alkyl, halogen, lower alkoxy, benzyloxy or hydroxy, R.sup.5 and R.sup.6 are the same or different and each is hydrogen, straight or branched alkyl, aralkyl or cycloalkyl, or R.sup.5 and R.sup.6 together with the adjacent nitrogen atom form a heterocycle, and the dotted line in the ring is an optional bond between 1- and 2-positions, and pharmaceutically acceptable acid addition salts thereof.
    Type: Grant
    Filed: November 10, 1983
    Date of Patent: September 24, 1985
    Assignee: Yoshitomi Pharmaceutical Industries, Ltd.
    Inventors: Toru Nakao, Tsuguo Ikebe, Tetsuya Tahara, Yutaka Maruyama, Osamu Yaoka
  • Patent number: 4535085
    Abstract: A perfluorotricyclic amine compound which is usable as an oxygen carrier in an artificial blood, represented by the general formula ##STR1## wherein R denotes a perfluoroalkyl group having 1-4 carbon atoms; the ring A denotes a five- or six-membered ring, the ring B denotes a five-, six- or seven-membered ring, the ring C denotes a five- or six-membered ring any one of the rings A, B and C optionary being substituted by one or more lower perfluoroalkyl group in addition to the above-mentioned substituent R; and further f, g, h, i, j and k denote integers appropriately selected to construct the above-mentioned size of rings A, B, and C; is prepared by reacting the corresponding perhydrotricyclic amine with fluorine.
    Type: Grant
    Filed: March 29, 1983
    Date of Patent: August 13, 1985
    Assignee: The Green Cross Corporation
    Inventors: Kazumasa Yokoyama, Chikara Fukaya, Yoshio Tsuda, Taizo Ono, Yoshio Arakawa, Yoshihisa Inoue, Youichiro Naito, Tadakazu Suyama
  • Patent number: 4521423
    Abstract: 7,8,9,10-Tetrahydrobenzo[h]quinolin-9-amine derivatives of the formula ##STR1## in which R.sup.1 and R.sup.2 each independently is hydrogen or lower alkyl, or R.sup.1 and R.sup.2 together form a chain of the formula --(CH.sub.2).sub.n -- where n is the integer 4, 5 or 6, are useful for treating depression.
    Type: Grant
    Filed: October 31, 1983
    Date of Patent: June 4, 1985
    Assignee: Ayerst, McKenna & Harrison, Ltd.
    Inventors: Andre A. Asselin, Leslie G. Humber
  • Patent number: 4511569
    Abstract: Disclosed are 5,6-dihydro benzo[f]quinolines and derivatives which are effective in increasing cardiac contractility. These compounds are useful in the treatment of congestive heart failure.
    Type: Grant
    Filed: August 26, 1982
    Date of Patent: April 16, 1985
    Assignee: Schering Corporation
    Inventors: Elizabeth M. Smith, Ronald J. Doll, Bernard R. Neustadt
  • Patent number: 4491662
    Abstract: Dyes of the formula ##STR1## where F is an (m+n)-valent radical of a quinophthalone, dioxazine, indigo, quinacridone, triphenylmethane or rhodamine dye, M.sup..sym. is H.sup..sym. or one equivalent of a metal cation, m is 0, 1 or 2 and n is 1, 2, 3 or 4, and their salts, are very useful for dyeing and printing paper. If they are used for wet-end dyeing, the waste water is virtually colorless. The colorations obtained exhibit good lightfastness and good bleeding fastness.
    Type: Grant
    Filed: April 20, 1982
    Date of Patent: January 1, 1985
    Assignee: BASF Aktiengesellschaft
    Inventors: Manfred Patsch, Manfred Ruske
  • Patent number: 4487778
    Abstract: Certain benzocycloalkaneheteroaromaticmethyl, e.g., benzocycloalkanethiophenemethyl, esters and insecticidal compositions containing these esters are useful for the control of a broad range of insects and acarids.
    Type: Grant
    Filed: January 27, 1983
    Date of Patent: December 11, 1984
    Assignee: FMC Corporation
    Inventor: Ernest L. Plummer
  • Patent number: 4472581
    Abstract: Cationic dyes of the general formula ##STR1## where A and A' may be identical or different and are each a monovalent radical of a dye from the series comprising the azo or quinophthalone dyes, or A and A' independently of one another are each one of the radicals of the formulae ##STR2## R is C.sub.1 -C.sub.6 -alkyl, benzyl or aryl, R.sup.1 is hydrogen, C.sub.1 -C.sub.4 -alkyl or aryl, D' and D" are respectively a monovalent and a divalent radical of a dye from the series comprising the triphenylmethane or xanthene dyes, n is an integer .gtoreq.1 and m is an integer .gtoreq.1, the sum (n+m) being .ltoreq.10 on average, are soluble in dilute acids, and, when they are used for wet-end dyeing of paper, give bleeding-fast, bleachable dyeings and a colorless effluent.
    Type: Grant
    Filed: August 13, 1982
    Date of Patent: September 18, 1984
    Assignee: BASF Aktiengesellschaft
    Inventors: Manfred Patsch, Manfred Ruske
  • Patent number: 4451398
    Abstract: Dyes of the formula ##STR1## where R.sup.1 is hydrogen, C.sub.1 -C.sub.6 -alkyl or C.sub.2 -C.sub.6 -alkenyl, R.sup.2 and R.sup.3 independently of one another are hydrogen, C.sub.1 -C.sub.5 -alkyl or C.sub.2 -C.sub.5 -alkenyl, R.sup.4 is C.sub.1 -C.sub.12 -alkyl or hydroxy-C.sub.2 -C.sub.4 -alkyl, X.sup..crclbar. is one equivalent of an anion, mis from 0 to 5 and n is from 0 to 5, with 1.ltoreq.(m+n).ltoreq.5, and F is an (m+n)-valent radical of a monoazo dye, a disazo dye, a polyazo dye, a quinophthalone, a bis-dioxazine, a compound of the 5,6-arylo-2-pyrone series, a naphtholactam dye, a triphenylmethane dye, a xanthene dye, a phthalocyanine, an indigoid, an anthraquinone dye containing one or more phenyl or naphthyl groups, a more highly fused carbonyl-containing dye, a quinacridone, a perylene-3,4,9,10-tetracarboxylic acid diimide, an anthrapyrimidine, a pyrazoloanthrone, a diaminonaphthoquinone, a naphthazarine or a naphthalene-1,4,5,8-tetracarboxylic acid diimide.
    Type: Grant
    Filed: February 11, 1981
    Date of Patent: May 29, 1984
    Assignee: BASF Aktiengesellschaft
    Inventors: Manfred Patsch, Manfred Ruske
  • Patent number: 4375544
    Abstract: Aromatic-.alpha.-halo-{b} fused pyridines are made by reacting an aromatic acetamide, acid halide and amide in particular proportions, with the acid halide always in excess. The process permits the production of compounds having a wide range of substituents, that are new compounds, and that are of value as intermediates in the synthesis of, for instance, pharmaceutical compounds.
    Type: Grant
    Filed: June 8, 1979
    Date of Patent: March 1, 1983
    Assignee: Croda Synthetic Chemicals Limited
    Inventors: Otto Meth-Cohn, Brahma Narine
  • Patent number: 4355036
    Abstract: Antihistamines of the formula ##STR1## wherein ##STR2## is a 5 or 6 membered ring which is phenyl or heterocyclic; ##STR3## is a six membered ring which is 2,3 or 4 pyridyl or is phenyl or substituted phenyl, with the proviso that is ##STR4## is a nitrogen containing ring, ##STR5## must be phenyl; Z is an alkylene chain having 0 to 2 carbon atoms in the chain, said 2 carbon chain optionally having one double bond, said chain optionally having either a carbonyl oxygen, or a hydroxy group as a substituent; W is ##STR6## wherein p is 1 or 2 and n is 1 or 2, R.sup.1 is C.sub.1 to C.sub.6 alkyl, R.sup.2 is hydrogen or C.sub.1 to C.sub.6 alkyl, and the dotted line represents an optical double bond, R.sup.2 being absent if the double bond is present, and Y is substituted carboxylate or substituted sulfonyl. Said antihistamines have little or no sedative effects.
    Type: Grant
    Filed: March 16, 1981
    Date of Patent: October 19, 1982
    Assignee: Schering Corporation
    Inventor: Frank J. Villani
  • Patent number: 4341786
    Abstract: Octahydrobenzo[f]quinoline compounds having 7- and 10-substituents are centrally acting alpha.sub.1 agonists.
    Type: Grant
    Filed: March 2, 1981
    Date of Patent: July 27, 1982
    Assignee: SmithKline Corporation
    Inventors: Robert M. DeMarinis, Dinubhai H. Shah
  • Patent number: 4297484
    Abstract: This invention relates to alkylated derivatives of polymerized aromatic nitrogen heterocyclic compounds as illustrated by polymerized pyridine, quinoline and derivatives thereof; and uses thereof.These compositions are polymerized by treating said aromatic nitrogen heterocyclic compounds at elevated temperatures and pressures with catalytic amounts of alkyl halides and then alkylating the polymerized products formed.
    Type: Grant
    Filed: April 23, 1979
    Date of Patent: October 27, 1981
    Assignee: Petrolite Corporation
    Inventor: Patrick M. Quinlan
  • Patent number: 4275191
    Abstract: This invention relates to polymerized aromatic nitrogen heterocyclic compounds as illustrated by compounds containing nitrogen heterocyclic rings and uses thereof.Polymerization is effected by treating said aromatic nitrogen heterocyclic compounds at elevated temperatures and pressures with catalytic amounts of alkyl halides.
    Type: Grant
    Filed: April 23, 1979
    Date of Patent: June 23, 1981
    Assignee: Petrolite Corporation
    Inventor: Patrick M. Quinlan
  • Patent number: 4260764
    Abstract: 1,9-Dihydroxyoctahydrobenzo[c]quinolines (I), 1-hydroxyhexahydrobenzo[c]quinoline-9(8H)-ones (II), and 1-hydroxy-tetrahydrobenzo[c]quinolines (IV) useful as CNS agents, especially as analgesics and tranquilizers, as hypotensives, as agents for the treatment of glaucoma and as diuretics; intermediates therefor (III) and derivatives thereof having the formulae ##STR1## wherein R is hydroxy, alkanoyloxy having from one to five carbon atoms and hydroxymethyl;R.sub.1 is hydrogen, benzyl, benzoyl, alkanoyl having from one to five carbon atoms or --CO--(CH.sub.2).sub.p --NR.sub.2 R.sub.3 wherein p is 0 or an integer from 1 to 4; each of R.sub.2 and R.sub.3 when taken individually is hydrogen or alkyl having from one to four carbon atoms; R.sub.2 and R.sub.3 when taken together with the nitrogen to which they are attached form a 5- or 6-membered heterocyclic ring (piperidino, pyrrolo, pyrrolidino, morpholino and N-alkylpiperazino having from one to four carbon atoms in the alkyl group); R.sub.
    Type: Grant
    Filed: May 29, 1979
    Date of Patent: April 7, 1981
    Assignee: Pfizer Inc.
    Inventor: Michael R. Johnson
  • Patent number: 4224448
    Abstract: 2- and 4- (5'nitrofuryl) quinoline derivatives which may be variously substituted on the quinoline nucleus have been found to possess excellent antibacterial and antifungal activity. Procedures for their manufacture are disclosed.
    Type: Grant
    Filed: October 19, 1977
    Date of Patent: September 23, 1980
    Inventors: Raphael R. G. Haber, Eva Schoenberger
  • Patent number: 4206225
    Abstract: A compound of the formula ##STR1## wherein Q is CH.sub.2, C.dbd.O, CHOH or CHCH.sub.2 OH; M is O or NR.sub.6 ; where R.sub.6 is hydrogen, or certain alkyl, aralkyl, acyl or carboalkoxy substituted alkyl groups; R.sub.1 is hydrogen, or certain alkanoyl or amino substituted alkanoyl groups; R.sub.4 and R.sub.5 are each hydrogen or alkyl having from 1 to 4 carbon atoms; Z is alkylene having from 1 to 9 carbon atoms or --(alk.sub.1)--X--(alk.sub.2).sub.n -- where (alk.sub.1) and (alk.sub.2) are certain alkylene groups and X is O, S, SO or SO.sub.2 ; W is a methyl, phenyl, substituted phenyl, pyridyl, piperidyl, cycloalkyl or substituted cycloalkyl group and the pharmaceutically acceptable and addition salts of said compounds having a basic nitrogen atoms. Said compounds are useful as analgesics and as intermediates therefore.
    Type: Grant
    Filed: September 22, 1978
    Date of Patent: June 3, 1980
    Assignee: Pfizer Inc.
    Inventor: Michael R. Johnson
  • Patent number: 4205172
    Abstract: The compound 7,10-dichloro-3-methyl-4-phenyl-1,2,3,4-tetrahydrobenz[h]isoquinoline hydrobromide is useful as an antifungal agent.
    Type: Grant
    Filed: January 8, 1979
    Date of Patent: May 27, 1980
    Assignee: Morton-Norwich Products, Inc.
    Inventor: Thomas J. Schwan
  • Patent number: 4186151
    Abstract: A novel process is provided for preparing 5,5'-methylenebis(2-hydroxy-4-alkoxybenzophenone), comprising forming a novel 2-hydroxy-4-alkoxy-5-aminomethylbenzophenone by a reaction of a 2-hydroxy-4-alkoxybenzophenone with an amine and formaldehyde, and causing the 2-hydroxy-4-alkoxy-5-aminomethylbenzophenone to react with a 2-hydroxy-4-alkoxybenzophenone or to dimerize.Both the aminomethylhydroxyalkoxybenzophenone and the methylenebis (2-hydroxy-4-alkoxybenzophenone) which are prepared according to this invention are useful to prevent photo-degradation of organic materials, particularly as light stabilizers for synthetic resins.
    Type: Grant
    Filed: February 22, 1978
    Date of Patent: January 29, 1980
    Assignee: Argus Chemical Corporation
    Inventors: Naohiro Kubota, Toshihiro Shibata, Kazuo Sugibuchi
  • Patent number: 4169200
    Abstract: Compounds having the formula ##STR1## and the pharmaceutically acceptable salts thereof, wherein R.sub.1 is alkanoyl; R.sub.2 is ##STR2## AND N IS 0, 1 OR 2; HAVE USEFUL HYPOTENSIVE PROPERTIES.
    Type: Grant
    Filed: August 15, 1977
    Date of Patent: September 25, 1979
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Frederic P. Hauck, Rita T. Fox, John R. Watrous
  • Patent number: 4168378
    Abstract: 3-[4-Disubstituted-amino)phenyl] or (9-julolidinyl)-3-(diphenylamino)phthalides useful as color formers in pressure-sensitive and thermal marking systems are prepared by reaction of 2-[4-disubstituted-amino)benzoyl] or (9-julolidinyl-carbonyl)benzoic acids with diphenylamines.
    Type: Grant
    Filed: August 4, 1977
    Date of Patent: September 18, 1979
    Assignee: Sterling Drug Inc.
    Inventors: Paul J. Schmidt, William M. Hung
  • Patent number: 4166183
    Abstract: Compounds having the formula ##STR1## wherein R.sub.1 is alkanoyl; and one of R.sub.2, R.sub.3 and R.sub.4 is ##STR2## wherein R.sub.5 is alkyl, and the other groups are --CH.sub.2 --; have useful hypotensive activity.
    Type: Grant
    Filed: March 23, 1978
    Date of Patent: August 28, 1979
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Frederic P. Hauck, Joyce Reid
  • Patent number: 4150136
    Abstract: The present invention provides novel compounds of the formula, ##STR1## wherein R.sub.1 is hydrogen, halogen, alkyl or alkoxy; R.sub.2 may, for example, be hydrogen, alkyl, alkenyl, alkinyl or phenylalkyl, the phenyl ring of which may be mono-substituted with halogen, alkyl or alkoxy; and R.sub.3 is hydrogen, alkyl, thienyl, phenyl or phenyl which may be mono- or di-substituted with halogen, alkyl, alkoxy or alkylthio, useful, for example, as anti-depressants and analgesics.
    Type: Grant
    Filed: June 30, 1977
    Date of Patent: April 17, 1979
    Assignee: Sandoz Ltd.
    Inventor: Jean-Michel Bastian