Each Of The Three Cyclos Is Six-membered (e.g., Benzoquinolines, Etc.) Patents (Class 546/101)
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Patent number: 4956416Abstract: 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: GrantFiled: August 18, 1988Date of Patent: September 11, 1990Assignee: Atochem North America, Inc.Inventor: Jose Sanchez
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Patent number: 4923991Abstract: 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: GrantFiled: December 16, 1988Date of Patent: May 8, 1990Assignee: John Weyth & Brother LimitedInventors: Roger Crossley, Kenneth Heatherington
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Patent number: 4877797Abstract: 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: GrantFiled: June 15, 1987Date of Patent: October 31, 1989Assignee: Nisshin Flour Milling Co., Ltd.Inventors: Hiroaki Satoh, Hiroyasu Koyama, Yoshikuni Suzuki, Toshiji Sugai, Koichi Watanabe
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Patent number: 4876340Abstract: 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: GrantFiled: February 11, 1988Date of Patent: October 24, 1989Assignee: Hoffmann-La Roche Inc.Inventors: Werner Aschwanden, Rene Imhof, Roland Jakob, Emilio Kyburz
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Patent number: 4847364Abstract: 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: GrantFiled: June 16, 1987Date of Patent: July 11, 1989Inventor: Peter Mockli
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Patent number: 4837329Abstract: 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: GrantFiled: January 18, 1984Date of Patent: June 6, 1989Assignee: American Home Products CorporationInventors: Roger Crossley, Kenneth Heatherington
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Patent number: 4824852Abstract: 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: GrantFiled: February 8, 1988Date of Patent: April 25, 1989Assignee: Merck Patent Gesellschaft mit Beschrankter HaftungInventors: Henning Bottcher, Hans-Heinrich Hausberg, Christoph Seyfried, Klaus-Otto Minck
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Patent number: 4816453Abstract: 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: GrantFiled: September 17, 1986Date of Patent: March 28, 1989Assignee: Beecham Group, p.l.c.Inventor: Eric A. Watts
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Patent number: 4761403Abstract: Hydroxy quinol-1-one and quinol-2-one based compounds found to be potent inhibitors of 5-, 12-, and 15-lipoxygenase enzymes.Type: GrantFiled: April 9, 1986Date of Patent: August 2, 1988Assignee: Abbott LaboratoriesInventors: Bruce P. Gunn, James B. Summers, Jr.
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Patent number: 4749791Abstract: 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: GrantFiled: November 18, 1987Date of Patent: June 7, 1988Assignee: Hoffmann-La Roche Inc.Inventors: Werner Aschwanden, Rene Imhof, Roland Jakob, Emilio Kyburz
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Patent number: 4745115Abstract: 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: GrantFiled: October 18, 1985Date of Patent: May 17, 1988Assignee: Beecham Group p.l.c.Inventors: Roger E. Markwell, Stephen A. Smith, David J. Hunter
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Patent number: 4740602Abstract: 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: GrantFiled: June 26, 1986Date of Patent: April 26, 1988Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Henning Bottcher, Hans-Heinrich Hausberg, Christoph Seyfried, Klaus-Otto Minck
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Patent number: 4739062Abstract: 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: GrantFiled: June 27, 1986Date of Patent: April 19, 1988Assignee: Consiglio Nazionale Delle RicercheInventors: Franca Bigi, Giovanni Casiraghi, Giuseppe Casnati, Giovanni Sartori
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Patent number: 4739063Abstract: 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: GrantFiled: December 4, 1985Date of Patent: April 19, 1988Assignee: Phillips Petroleum CompanyInventor: James E. Shaw
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Patent number: 4739064Abstract: 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: GrantFiled: December 4, 1985Date of Patent: April 19, 1988Assignee: Phillips Petroleum CompanyInventor: James E. Shaw
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Patent number: 4732979Abstract: 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: GrantFiled: January 21, 1987Date of Patent: March 22, 1988Assignee: Hoffmann-La Roche Inc.Inventors: Werner Aschwanden, Rene Imhof, Roland Jakob, Emilio Kyburz
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Patent number: 4727149Abstract: 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: GrantFiled: September 16, 1985Date of Patent: February 23, 1988Assignee: John Wyeth & Brother LimitedInventor: Robin G. Shepherd
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Patent number: 4719298Abstract: 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: GrantFiled: April 18, 1986Date of Patent: January 12, 1988Assignee: Rutgerswerke AktiengesellschaftInventors: Gunter E. Jeromin, Winfried Orth, Werner Fickert
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Patent number: 4710569Abstract: 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: GrantFiled: September 10, 1985Date of Patent: December 1, 1987Assignee: Bayer AktiengesellschaftInventors: Gunter Franke, Dieter Ockelmann, Roderich Raue, Peter Wild
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Patent number: 4707552Abstract: 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: GrantFiled: September 18, 1985Date of Patent: November 17, 1987Assignee: John Wyeth & Brother LimitedInventor: Robin G. Shepherd
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Patent number: 4692453Abstract: 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: GrantFiled: November 13, 1985Date of Patent: September 8, 1987Assignee: Sandoz Ltd.Inventor: Max P. Seiler
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Patent number: 4678791Abstract: 6-Phenyl-1,2,3,4,4a,5,6,10b-octahydrobenz(h)isoquinolines having anti-depressant activity and methods for their preparation.Type: GrantFiled: May 7, 1985Date of Patent: July 7, 1987Assignee: Pennwalt CorporationInventors: James J. Napier, Ronald C. Griffith
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Patent number: 4670443Abstract: 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: GrantFiled: July 2, 1985Date of Patent: June 2, 1987Assignee: Merck & Co., Inc.Inventors: George D. Hartman, Brian T. Phillips
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Patent number: 4668789Abstract: 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: GrantFiled: December 13, 1984Date of Patent: May 26, 1987Assignee: BASF AktiengesellschaftInventor: Rudolf Bermes
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Patent number: 4656268Abstract: 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: GrantFiled: October 18, 1985Date of Patent: April 7, 1987Assignee: Ciba-Geigy CorporationInventor: Jean-Marie Adam
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Patent number: 4565818Abstract: 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: GrantFiled: October 14, 1982Date of Patent: January 21, 1986Assignee: Sandoz Ltd.Inventors: Rene Nordmann, Trevor J. Petcher
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Patent number: 4560745Abstract: 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: GrantFiled: May 12, 1981Date of Patent: December 24, 1985Assignee: BASF AktiengesellschaftInventors: Volkmar Weberndoerfer, Friedrich Brunnmueller, Manfred Eisert, Rudolf Bermes
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Patent number: 4546099Abstract: 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: GrantFiled: July 18, 1984Date of Patent: October 8, 1985Assignee: Ciba-Geigy CorporationInventor: Robert Nyfeler
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Patent number: 4543354Abstract: 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: GrantFiled: November 10, 1983Date of Patent: September 24, 1985Assignee: Yoshitomi Pharmaceutical Industries, Ltd.Inventors: Toru Nakao, Tsuguo Ikebe, Tetsuya Tahara, Yutaka Maruyama, Osamu Yaoka
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Patent number: 4535085Abstract: 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: GrantFiled: March 29, 1983Date of Patent: August 13, 1985Assignee: The Green Cross CorporationInventors: Kazumasa Yokoyama, Chikara Fukaya, Yoshio Tsuda, Taizo Ono, Yoshio Arakawa, Yoshihisa Inoue, Youichiro Naito, Tadakazu Suyama
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Patent number: 4521423Abstract: 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: GrantFiled: October 31, 1983Date of Patent: June 4, 1985Assignee: Ayerst, McKenna & Harrison, Ltd.Inventors: Andre A. Asselin, Leslie G. Humber
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Patent number: 4511569Abstract: 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: GrantFiled: August 26, 1982Date of Patent: April 16, 1985Assignee: Schering CorporationInventors: Elizabeth M. Smith, Ronald J. Doll, Bernard R. Neustadt
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Patent number: 4491662Abstract: 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: GrantFiled: April 20, 1982Date of Patent: January 1, 1985Assignee: BASF AktiengesellschaftInventors: Manfred Patsch, Manfred Ruske
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Patent number: 4487778Abstract: 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: GrantFiled: January 27, 1983Date of Patent: December 11, 1984Assignee: FMC CorporationInventor: Ernest L. Plummer
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Patent number: 4472581Abstract: 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: GrantFiled: August 13, 1982Date of Patent: September 18, 1984Assignee: BASF AktiengesellschaftInventors: Manfred Patsch, Manfred Ruske
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Patent number: 4451398Abstract: 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: GrantFiled: February 11, 1981Date of Patent: May 29, 1984Assignee: BASF AktiengesellschaftInventors: Manfred Patsch, Manfred Ruske
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Patent number: 4375544Abstract: 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: GrantFiled: June 8, 1979Date of Patent: March 1, 1983Assignee: Croda Synthetic Chemicals LimitedInventors: Otto Meth-Cohn, Brahma Narine
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Patent number: 4355036Abstract: 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: GrantFiled: March 16, 1981Date of Patent: October 19, 1982Assignee: Schering CorporationInventor: Frank J. Villani
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Patent number: 4341786Abstract: Octahydrobenzo[f]quinoline compounds having 7- and 10-substituents are centrally acting alpha.sub.1 agonists.Type: GrantFiled: March 2, 1981Date of Patent: July 27, 1982Assignee: SmithKline CorporationInventors: Robert M. DeMarinis, Dinubhai H. Shah
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Patent number: 4297484Abstract: 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: GrantFiled: April 23, 1979Date of Patent: October 27, 1981Assignee: Petrolite CorporationInventor: Patrick M. Quinlan
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Patent number: 4275191Abstract: 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: GrantFiled: April 23, 1979Date of Patent: June 23, 1981Assignee: Petrolite CorporationInventor: Patrick M. Quinlan
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Patent number: 4260764Abstract: 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: GrantFiled: May 29, 1979Date of Patent: April 7, 1981Assignee: Pfizer Inc.Inventor: Michael R. Johnson
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Patent number: 4224448Abstract: 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: GrantFiled: October 19, 1977Date of Patent: September 23, 1980Inventors: Raphael R. G. Haber, Eva Schoenberger
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Patent number: 4206225Abstract: 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: GrantFiled: September 22, 1978Date of Patent: June 3, 1980Assignee: Pfizer Inc.Inventor: Michael R. Johnson
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Patent number: 4205172Abstract: The compound 7,10-dichloro-3-methyl-4-phenyl-1,2,3,4-tetrahydrobenz[h]isoquinoline hydrobromide is useful as an antifungal agent.Type: GrantFiled: January 8, 1979Date of Patent: May 27, 1980Assignee: Morton-Norwich Products, Inc.Inventor: Thomas J. Schwan
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Patent number: 4186151Abstract: 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: GrantFiled: February 22, 1978Date of Patent: January 29, 1980Assignee: Argus Chemical CorporationInventors: Naohiro Kubota, Toshihiro Shibata, Kazuo Sugibuchi
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Patent number: 4169200Abstract: 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: GrantFiled: August 15, 1977Date of Patent: September 25, 1979Assignee: E. R. Squibb & Sons, Inc.Inventors: Frederic P. Hauck, Rita T. Fox, John R. Watrous
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Patent number: 4168378Abstract: 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: GrantFiled: August 4, 1977Date of Patent: September 18, 1979Assignee: Sterling Drug Inc.Inventors: Paul J. Schmidt, William M. Hung
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Patent number: 4166183Abstract: 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: GrantFiled: March 23, 1978Date of Patent: August 28, 1979Assignee: E. R. Squibb & Sons, Inc.Inventors: Frederic P. Hauck, Joyce Reid
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Patent number: 4150136Abstract: 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: GrantFiled: June 30, 1977Date of Patent: April 17, 1979Assignee: Sandoz Ltd.Inventor: Jean-Michel Bastian