The Six-membered Hetero Ring Is Unsubstituted Or Alkyl Substituted Only Patents (Class 546/166)
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Patent number: 4922020Abstract: A compound of the formula: ##STR1## wherein A is ##STR2## B is a group of the formula: ##STR3## when B is of Formula III, X is of Formula III;when B is of Formula IV,X is selected from H, phenyl, substituted phenyl, naphthyl, substituted naphthyl, thienyl, substituted thienyl, thiazol-5-yl and substituted thiazol-5-yl in which the substituents are selected from NR.sup.7 R.sup.8, NO.sub.2, C.sub.1-4 -alkyl, C.sub.1-4 -alkoxy, C.sub.2-4 -alkenyl, halogen, cyano and phenyl;each Q is independently selected from H, C.sub.1-4 -alkyl, phenyl and benzyl;and wherein each benzene ring in Formulae II, III and IV has no further substituents or carries 1 or 2 further substituents selected from halogen, C.sub.1-4 -alkyl and C.sub.1-4 -alkoxy.The compound is suitable for use as a charge transport material in organic photoconductors, as a charge control agent in electroreprographic toners and as a color former in pressure sensitive recording materials.Type: GrantFiled: March 17, 1988Date of Patent: May 1, 1990Assignee: Imperial Chemical Industries PLCInventors: Peter Gregory, Nigel Hughes
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Patent number: 4912258Abstract: Fluorinated aniline derivatives of the general formula I are described ##STR1## in which R.sup.1 represents H or (CH.sub.2).sub.n -X, n is a whole number from 1 to 3, X is H, OH, NH.sub.2, CH.sub.3 CONH, CH.sub.3 SO.sub.2 NH, SO.sub.3 H or ArSO.sub.3 H, Ar is optionally substituted arylene radical, R.sup.1 is alternatively also a --(CH.sub.2).sub.3 -- group, which is bonded to the free o-position next to the N-atom, Y is H, --O--, --NH--, --S-- or a C--C single bond, R.sup.2, in the event that Y=H, is the same as or different from R.sup.1 and means one of the radicals shown for R.sup.1, and in the event that Y is a C--C single bond or --O--, --NH-- or --S--, is an alkylene group having 1 to 3 carbon atoms linked with Y, and R.sup.3 =H, alkyl having 1 to 3 carbon atoms, OCH.sub.3, CH.sub.3 CONH, CO.sub.2 H or SO.sub.3 H.Type: GrantFiled: February 5, 1988Date of Patent: March 27, 1990Assignee: Boehringer Mannheim GmbHInventors: Hans-Georg Batz, Rupert Herrmann
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Patent number: 4910195Abstract: Dihydropyridine derivatives represented by formula (I): ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.6, which may be the same or different, each represents an alkyl group, a cycloalkyl group or an alkoxyalkyl group; R.sub.4 and R.sub.5, which may be the same or different, each represents a hydrogen atom, a halogen atom, a nitro group, a halogenated alkyl group, an alkylsulfonyl group, a halogenated alkoxy group, an alkylsulfinyl group, an alkyl group, a cycloalkyl group, an alkxoy group, a cyano group, an alkoxycarbonyl group or an alkylthio group (provided that R.sub.4 and R.sub.5 are not hydrogen atoms at the same time); X represents a vinylene group or an azomethine group; A and B are each an alkylene group or an alkenylene group; R.sub.7 and R.sub.8, which may be the same or different, each represents a hydrogen atom, an alkyl group, an alkenyl group, an aralkyl group, an aryl group, or a heterocyclic group (provided that R.sub.7 and R.sub.Type: GrantFiled: October 29, 1987Date of Patent: March 20, 1990Assignee: Green Cross CorporationInventors: Atsuyuki Ashimori, Taizo Ono, Yoshihisa Inoue, Chikara Fukaya, Kazumasa Yokoyama
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Patent number: 4898945Abstract: A process for preparing 6,7-dihydro-9-fluoro-5,8-dimethyl-1-oxo-1H,5H-benzo[i,j]quinolizine-2-carb oxylic acid, an antimicrobial, using 6-fluoro-2-methylquinoline as a starting material. A synthetic intermediate is also disclosed.Type: GrantFiled: November 4, 1988Date of Patent: February 6, 1990Assignee: Minnesota Mining and Manufacturing CompanyInventor: Bruce E. Williams
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Patent number: 4897223Abstract: Color-forming agents of the general formula ##STR1## wherein X denotes hydroxyl, alkoxy, alkenyloxy, aralkoxy, cycloalkoxy, aryloxy, acyloxy, alkoxycarbonyloxy, alkylamino, dialkylamino, acylamino, aralkylamino or arylamino,Q denotes cyano, alkoxycarbonyl, aryloxycarbonyl, aralkoxycarbonyl, carbamoyl, N-alkylcarbamoyl, N,N-dialkylcarbamoyl, N-alkyl-N-aryl-carbamoyl, acyl, alkoxysulphonyl, aralkoxysulphonyl, sulphamoyl, N-alkylsulphamoyl, N,N-dialkylsulphamoyl, alkylsulphonyl, arylsulphonyl or aralkylsulphonyl andR denotes alkyl, alkenyl or aralkyl,further isocyclic or heterocyclic rings can be fused on to the rings A, B, C and D, and the cyclic and acyclic radicals and the rings A, B, C and D can carry further substituents, are used for the preparation of pressure-sensitive recording materials.Type: GrantFiled: March 1, 1988Date of Patent: January 30, 1990Assignee: Bayer AktiengesellschaftInventors: Udo Eckstein, Hubertus Psaar, Roderich Raue
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Patent number: 4868304Abstract: A method of synthesizing nitrogen heterocycles such as indoles, indolines, oxindoles, quinolines, isoquinolines, and isoquinolones, all of which are pharmacologically active. The method involves cyclizing a haloaryl alkene in the presence of a catalytically effective amount of a palladium(II) ion source and in the presence of a cyclizing promoting base such as an alkali metal salt.Type: GrantFiled: May 27, 1988Date of Patent: September 19, 1989Assignee: Iowa State University Research Foundation, Inc.Inventors: Richard C. Larok, Srinivasan Babu
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Patent number: 4868306Abstract: There are provided compounds of formula I, ##STR1## and pharmaceutically acceptable derivatives thereof. There are also described the use of the compounds of formula I as pharmaceuticals, methods for making the compounds and pharmaceutical, e.g. cardiac, compositions containing the compounds.Type: GrantFiled: October 21, 1988Date of Patent: September 19, 1989Assignee: Fisons plcInventors: Francis Ince, Alan C. Tinker
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Patent number: 4843082Abstract: Leukotriene biosynthesis in macrophage cells is inhibited by compounds having the formula ##STR1## and pharmaceutically acceptable salts thereof, wherein R.sub.1 and R.sub.2 are each hydrogen and R.sub.3 is alkyl or arylalkyl;R.sub.1 and R.sub.3 are each hydrogen and R.sub.2 is arylmethyl or arylcarbonyl;R.sub.1 is methyl, R.sub.2 is arylmethyl and R.sub.3 is hydrogen; orR.sub.1 is alkyl of seven or more carbons or arylalkyl and R.sub.2 and R.sub.3 are each hydrogen.Type: GrantFiled: May 5, 1986Date of Patent: June 27, 1989Assignee: E. R. Squibb & Sons, Inc.Inventors: Scott A. Biller, Raj N. Misra
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Patent number: 4831132Abstract: Novel ortho-(mono-substituted amino)phenylimines being intermediates to psychotropic drugs and other drugs are economically and industrially prepared by reacting anilines with nitriles in the presence of a boron trifluoride ether adduct and a halide-type Lewis acid, if necessary together with an organic base. Furthermore, the imines can be hydrolyzed with an acid to afford the corresponding ketones.Type: GrantFiled: December 30, 1986Date of Patent: May 16, 1989Assignee: Shionogi & Co., Ltd.Inventors: Tsutomu Sugasawa, Kazuyuki Sasakura
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Patent number: 4812569Abstract: Chromogenic phthalides of the general formula ##STR1## wherein R.sub.1 and R.sub.2 independently of one another denote hydrogen, alkyl, alkenyl, aralkyl, cycloalkyl or aryl or are linked to the ring A or B respectively in the o-position to the nitrogen and then represent the remaining members of a partially or fully hydrogenated heterocyclic 5-membered or 6-membered ring which can contain a further heteroatom from the series O, S, N--R.sub.1 or N--R.sub.2,X.sub.1, X.sub.2, X.sub.3 and X.sub.4 independently of one another denote hydrogen, halogen, alkyl, alkenyl, aralkyl, cycloalkyl, aryl, hydroxyl, alkoxy, alkenyloxy, aralkoxy, cycloalkoxy, aryloxy, acyloxy, alkylmercapto, arylmercapto, aralkylmercapto, alkylsulphonyl, alkoxycarbonyl or nitro or X.sub.1 +X.sub.2, X.sub.2 +X.sub.3 or X.sub.3 +X.sub.4 denote a fused benzene ring,Z.sub.1 and Z.sub.Type: GrantFiled: February 27, 1987Date of Patent: March 14, 1989Assignee: Bayer AktiengesellschaftInventor: Udo Eckstein
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Patent number: 4808597Abstract: Certain carboxylic acids of the formula ##STR1## and the pharmaceutically-acceptable salts thereof, and certain esters and amides thereof, are useful for inhibiting the degradation of articular cartilage when administered to a mammalian subject afflicted with an arthritic disease. X is O, S, SO, SO.sub.2, NH, NCH.sub.3 or NCOCH.sub.3 ; and n is zero or one.Type: GrantFiled: June 2, 1988Date of Patent: February 28, 1989Assignee: Pfizer Inc.Inventors: William W. Hoffman, Allen R. Kraska
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Patent number: 4808719Abstract: Compounds of the general formula ##STR1## wherein R represents hydrogen or alkyl andA represents a radical of the formula ##STR2## wherein the rings D can carry up to 4 alkyl radicals,R.sup.1 and R.sup.2 independently of one another represent alkyl, alkenyl, cycloalkyl, aryl or aralkyl andR.sup.3 represents hydrogen, alkyl or aryl,and the said cyclic and acyclic radicals and the rings B and C may carry nonionic substituents, are used as color-forming agents.Type: GrantFiled: June 9, 1987Date of Patent: February 28, 1989Assignee: Bayer AktiengesellschaftInventors: Hubertus Psaar, Roderich Raue
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Patent number: 4808567Abstract: Disclosed herein are novel divinyl compounds represented by the formula (I): ##STR1## and a recording-material prepared by utilizing the divinyl compounds. The present divinyl compound is in itself almost colorless, extremely stable in the atmosphere and develops rapidly blakish color by a developer. The color image given by the present divinyl compound is excellect in light-resistance and moisture-resistance and the letters developed can be read by an optical letter-reading apparatus or a barcord reading apparatus.Type: GrantFiled: April 13, 1987Date of Patent: February 28, 1989Assignee: Yamada Chemical Co., Ltd.Inventors: Hajime Kawai, Yoshiharu Fujino, Youji Shimizu, Seiichi Nieda, Kazuhiko Gendai, Katsuhiko Tsunemitsu
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Patent number: 4798830Abstract: This invention relates to tetrahydroquinoline derivatives and their use for the inhibition of blood platelet aggregation.Type: GrantFiled: September 18, 1986Date of Patent: January 17, 1989Assignee: Research CorporationInventors: Andrew Lasslo, Ronald P. Quintana, Marion Dugdale, Randy W. Johnson
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Patent number: 4788213Abstract: Novel p-[2(4,4-dimethyl-6-heterophenyl)substituted phenyl derivatives and salts thereof which are useful for combatting neoplasms and dermatoses including oral and topical compositions containing said derivatives which are suitable for such uses.Type: GrantFiled: May 5, 1983Date of Patent: November 29, 1988Assignee: Hoffman-La Roche Inc.Inventors: Michael Klaus, Peter Loeliger
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Patent number: 4764609Abstract: This invention provides a process for preparing trans 2-aminopyrimido[4,5-g]quinolines employing novel intermediates.Type: GrantFiled: March 31, 1986Date of Patent: August 16, 1988Assignee: Eli Lilly and CompanyInventors: Leland O. Weigel, Gilbert S. Staten
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Patent number: 4738972Abstract: Hypoglycemic 5-[1-(5,6,7,8-tetrahydro-2-napthyl-; 1,2,3,4-tetrahydro-6-quinolyl-; 2-indanyl-; and 2-indolyl)alkyl]thiazolidine-2,4-dione derivatives, pharmaceutically acceptable salts thereof, and a method for their use in the treatment of hyperglycemic mammals.Type: GrantFiled: June 26, 1987Date of Patent: April 19, 1988Assignee: Pfizer Inc.Inventors: James F. Eggler, Gerald F. Holland, Michael R. Johnson, Robert A. Volkmann
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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: 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: 4730057Abstract: A new phthalide derivative useful as a colorless chromogenic material has the following formula: ##STR1## wherein A and n have the same meaning as defined hereinbefore.Type: GrantFiled: January 10, 1986Date of Patent: March 8, 1988Assignee: Kanzaki Paper Manufacturing Co., Ltd.Inventors: Nobuo Kanda, Naoki Yonese, Mitsuru Kondo
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Patent number: 4729998Abstract: Fungicidally active cyclic carbamates of the formula ##STR1## in which X and Y each represent oxygen or sulfur,Z represents hydrogen, halogen, alkyl or nitro, andn is 2 or 3.Some intermediates are new.Type: GrantFiled: March 26, 1987Date of Patent: March 8, 1988Assignee: Nihon Tokushu Noyaku Seizo K.K.Inventors: Yoshio Kurahashi, Shinzo Kagabu, Noboru Matsumoto, Takayo Yamada, Katsuaki Wada
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Patent number: 4703044Abstract: The invention provides novel imidazoquinolines, processes for their preparation and pharmaceutical compositions containing them. The compounds have Formula I ##STR1## wherein A is a C.sub.1 -C.sub.4 straight or branched alkylene chain which may be saturated or unsaturated,B is a C.sub.2 -C.sub.4 straight or branched alkylene chain which may be saturated or unsaturated,R.sup.1 and R.sup.2 are the same or different and are hydrogen, C.sub.1-6 alkyl, C.sub.1-6 alkoxy, C.sub.1-6 alkoxyalkyl, C.sub.1-6 hydroxyalkyl, hydroxy, halogen, nitro, carboxy, carboxylic lower alkyl ester, carbamoyl, carbamoyloxy, cyano, loweralkanoyl, lower alkanoylamino or trifluoromethyl, Het is a heterocyclic group chosen from imidazolyl, imidazolinyl, benzimidazolyl, thiazolyl, thiazolinyl, quinolyl, piperidyl, pryidyl, benzothiazoly and pyrimidyl, any of which heterocyclic groups may be substituted, and x is 0 or 1, and pharmaceutically acceptable salts thereof.The compounds are anti-ulcer/anti-secretory agents.Type: GrantFiled: December 11, 1985Date of Patent: October 27, 1987Assignee: John Wyeth & Brother LimitedInventor: Roger Crossley
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Patent number: 4692258Abstract: Lubricants can be rendered more resistant to oxidation with the aid of compounds of the formula I ##STR1## wherein R.sub.1 and R.sub.2 are independently hydrogen, alkyl or benzyl, R'.sub.2 is hydrogen or alkyl, R.sub.3 and R.sub.4 are independently alkyl, phenyl or benzyl, R.sub.5 is hydrogen or alkyl, and R.sub.6 is alkyl. In a preferred embodiment, these compounds are combined with a customary phenolic antioxidant.Type: GrantFiled: December 18, 1985Date of Patent: September 8, 1987Assignee: Ciba-Geigy CorporationInventors: Michael Rasberger, Paul Dubs, Samuel Evans
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Patent number: 4691016Abstract: The compounds 8-bromo-6,7-dihydro-9-fluoro-5-methyl-1-oxo-1H,5H-benzo[ij]quinolizine-2-c arboxylic acid and 8-chloro-6,7-dihydro-9-fluoro-5-methyl-1-oxo-1H,5H-benzo[ij]quinolizine-2- carboxylic acid are disclosed as potent antimicrobials. Pharmaceutically-acceptable carboxylate salts, acyl chlorides, esters and alkylaminoalkyl ester salts of the acids are also disclosed.Type: GrantFiled: August 22, 1985Date of Patent: September 1, 1987Assignee: Riker Laboratories, Inc.Inventor: Richard M. Stern
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Patent number: 4678793Abstract: Novel p-[2(4,4-dimethyl-6-heterophenyl)substituted phenyl derivatives and salts thereof which are useful for combatting neoplasms and dermatoses including oral and topical compositions containing said derivatives which are suitable for such uses.Type: GrantFiled: April 1, 1985Date of Patent: July 7, 1987Assignee: Hoffmann-La Roche Inc.Inventors: Michael Klaus, Peter Loeliger
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Patent number: 4670434Abstract: This invention relates to compounds of the formula ##STR1## and the pharmaceutically acceptable acid addition salts thereof wherein the various substituents are defined herein. These compounds are cyclic AMP phosphodiesterase inhibitors useful as antithrombotic and inotropic agents in mammals.Type: GrantFiled: November 14, 1985Date of Patent: June 2, 1987Assignee: Syntex (U.S.A.) Inc.Inventor: Michael C. Venuti
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Patent number: 4668803Abstract: Novel organic compound of the basic formula ##STR1## which have substantial luminescent emission characteristics and advantages.Type: GrantFiled: July 1, 1985Date of Patent: May 26, 1987Assignee: Atlantic Richfield CompanyInventors: Elliot Berman, Brian A. Zentner
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Patent number: 4666909Abstract: Compounds of the formula: ##STR1## wherein, R is H, alkyl, cycloalkyl, aryl or heteroaryl;R.sub.1 is H, alkyl, cycloalkyl, aryl, heteroaryl, substituted heteroaryl, aralkyl, substituted aryl, halo, OR.sup.2, SR.sup.2, NR.sub.2, CF.sub.3, NO.sub.2, CN, COOR.sup.2, CHO, SO.sub.3 H or SO.sub.2 NH.sub.2,whereinR.sup.2 is H, methyl, ethyl or propyl;Y is ##STR2## Z is O, S, NH or CH.sub.2 ; X is ##STR3## wherein R.sup.2 is H, methyl, ethyl or propyl;n is 1-10, and pharmaceutically acceptable salts thereof have antiallergy and antiinflammatory activity.Type: GrantFiled: September 16, 1985Date of Patent: May 19, 1987Assignee: USV Pharmaceutical Corp.Inventors: Howard Jones, Ernest Magnien, John H. Musser, Mujahid L. Shaikh
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Patent number: 4636511Abstract: Derivatives of 3-aminopropan-1,2-diol of the formula ##STR1## in which Ar represents optionally substituted aryl,n represents the number 0 or 1, andalk represents alkylene having 2 to 5 carbon atoms, the nitrogen atom and the oxygen atom, or, if n is zero, the phenyl radical, being separated from one another by at least two carbon atoms, andR.sub.1 and R.sub.2, independently of one another, each represents hydrogen or lower alkyl, or together they represent lower alkylene, oxa-lower alkylene, thia-lower alkylene, aza-lower alkylene or N-lower alkyl-aza-lower alkylene,and salts of such compounds, processes for their manufacture, medicaments containing the new compounds and their use for the treatment of Angina pectoris and cardiac arrhythmia, and as blood pressure-reducing agents, as well as for the treatment of reactive or endogenic states of depression.Type: GrantFiled: December 28, 1984Date of Patent: January 13, 1987Assignee: Ciba-Geigy AGInventors: Franz Ostermayer, Markus Zimmermann
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Patent number: 4617395Abstract: Quinoline and substituted quinolines are prepared by reacting aniline or a substituted aniline with an .alpha., .beta.-monounsaturated aldehyde in a high-boiling mineral oil by a method in which the high-boiling mineral oil is replaced when it becomes enriched with by-products, and the said mineral oil enriched with by-products is removed.Type: GrantFiled: October 15, 1984Date of Patent: October 14, 1986Assignee: BASF AktiengesellschaftInventors: Toni Dockner, Helmut Hagen, Herbert Krug
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Patent number: 4603199Abstract: Antimicrobial compounds of the following formula are disclosed: ##STR1## wherein X is selected from the group consisting of --O--, --CH.sub.2 and ##STR2## m is 0 or 1; R.sub.1 is selected from the group consisting of hydrogen, nitro, amino, lower alkyl, lower alkanamido, lower N,N-dialkylamino, formamido, hydroxy, lower alkoxy, halogen, lower haloalkanamido and pyrryl; n is 1 or 2; and R.sub.2 is selected from the group consisting of hydrogen, methyl, fluoro, chloro and nitro. Acyl chlorides, esters, alkylaminoalkyl ester salts, amides and pharmaceutically acceptable carboxylate salts are also disclosed. Pharmaceutical compositions containing these compounds, methods of using these compound and synthetic intermediates are also disclosed.Type: GrantFiled: January 26, 1984Date of Patent: July 29, 1986Assignee: Riker Laboratories, Inc.Inventors: John F. Gerster, Richard M. Stern
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Patent number: 4598151Abstract: Dyestuffs of the formula ##STR1## wherein R represents hydrogen or optionally substituted alkyl,A represents ##STR2## wherein R.sup.1 represents hydrogen, optionally substituted alkyl or cycloalkyl andR.sup.2 represents optionally substituted alkyl which can close a ring to ring B, aralkyl or aryl orR.sup.1 and R.sup.2, together with the N atom, form a ring,D and E represent hydrogen, optionally substituted alkyl or alkenyl and D additionally represents aryl, aralkyl, aralkenyl or a heterocyclic radical, or D and E, together with the C atom, form a ring andAn.sup.- represents an anion,are used for pulp-coloring paper and dyeing cationically dyeable fibres.Type: GrantFiled: November 15, 1982Date of Patent: July 1, 1986Assignee: Bayer AktiengesellschaftInventors: Hans-Peter Kuhlthau, Horst Harnisch
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Patent number: 4596871Abstract: Tautomeric mixtures of trans-(.+-.)-3,5-dialkyloctahydropyrazolo[3,4-g]quinoline, of trans-(.+-.)-6-alkyloctahydropyrazolo[4,3-f]quinoline, and of trans-(.+-.)-1,6-dialkyloctahydropyrazolo[4,3-f]quinoline, individual enantiomer thereof, pharmaceutically-acceptable acid addition salts thereof, and intermediates useful in the preparation thereof, useful as hypotensive agents.Type: GrantFiled: April 3, 1985Date of Patent: June 24, 1986Assignee: Eli Lilly and CompanyInventors: John M. Schaus, Diane L. Huser, Richard N. Booher
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Patent number: 4581175Abstract: N'-Acylhydrazine-N-thiocarboxylic acid O-carbamoylmethyl esters of the formula ##STR1## in which R.sup.1 is alkyl, alkoxy, alkylthio, halogenoalkyl, aralkyl, aralkoxy, aralkylthio or optionally substituted aryl, andR.sup.2 and R.sup.3 each independently is hydrogen, alkyl, alkenyl, alkinyl, optionally substituted cycloalkyl or cycloalkenyl, halogenoalkyl, alkoxyalkyl, alkoxy, aralkyl or optionally substituted aryl, orR.sup.2 and R.sup.3, together with the nitrogen atom to which they are bonded, are an optionally substituted heterocyclic radical,are new compounds useful in preparing known thiadiazole herbicides in high yield by ring closure.Type: GrantFiled: December 21, 1984Date of Patent: April 8, 1986Assignee: Bayer AktiengesellschaftInventor: Fritz Maurer
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Patent number: 4577024Abstract: Oxoindolizine and oxoindolizinium dyes are novel compounds useful in imaging, such as laser recording and reading. These dyes are formed by (1) the reaction of a cyclopropenone and a pyridine compound, (2) by reaction of (a) color-forming couplers with (b) reaction products from the reaction of cyclopropenones with pyridine compounds, or (3) by condensation reactions of indolizinols, indolizinones, and indolizinium ions.Type: GrantFiled: August 27, 1982Date of Patent: March 18, 1986Assignee: Eastman Kodak CompanyInventors: George L. Fletcher, Jr., Steven L. Bender, Donald H. Wadsworth
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Patent number: 4556713Abstract: The compounds 8-bromo-6,7-dihydro-9-fluoro-5-methyl-1-oxo-1H,5H-benzo[ij]quiniolizine-2- carboxylic acid and 8-chloro-6,7-dihydro-9-fluoro-5-methyl-1-oxo-1H,5H,-benzo[ij]quinolizine-2 -carboxylic acid are disclosed as potent antimicrobials. Pharmaceutically-acceptable carboxylate salts, acyl chlorides, esters and alkylaminoalkyl ester salts of the acids are also disclosed.Type: GrantFiled: November 15, 1984Date of Patent: December 3, 1985Assignee: Riker Laboratories, Inc.Inventor: Richard M. Stern
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Patent number: 4552876Abstract: Compounds of the formula: ##STR1## wherein, R is H, alkyl, cycloalkyl, aryl, or heteroaryl;R.sub.1 is H, alkyl, cycloalkyl, aryl, heteroaryl, substituted heteroaryl, aralkyl, substituted aryl, halo, OR.sup.2, SR.sup.2, NR.sub.2, CF.sub.3, NO.sub.2, CN, COOR.sup.2, CHO, SO.sub.3 H or SO.sub.2 NH.sub.2,whereinR.sup.2 is H, methyl, ethyl or propyl;Y is ##STR2## Z is O, S, NH or CH.sub.2 ; X is --CH.sub.2 --, ##STR3## or --(CH.sub.2).sub.n CHOH(CH.sub.2).sub.n --; whereinR.sup.2 is H, methyl, ethyl or propyl;n is 1-10, and pharmaceutically acceptable salts thereof have antiallergy and antiinflammatory activity.Type: GrantFiled: July 9, 1984Date of Patent: November 12, 1985Assignee: USV Pharmaceutical Corp.Inventors: Howard Jones, Ernest Magnien, John H. Musser, Mujahid L. Shaikh
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Patent number: 4524148Abstract: The compounds 8-bromo-6,7-dihydro-9-fluoro-5-methyl-1-oxo-1H,5H-benzo[ij]quiniolizine-2- carboxylic acid and 8-chloro-6,7-dihydro-9-fluoro-5-methyl-1-oxo-1H,5H,-benzo[ij]quinolizine-2 -carboxylic acid are disclosed as potent antimicrobials. Pharmaceutically-acceptable carboxylate salts, acyl chlorides, esters and alkylaminoalkyl ester salts of the acids are also disclosed.Type: GrantFiled: November 6, 1981Date of Patent: June 18, 1985Assignee: Riker Laboratories, Inc.Inventor: Richard M. Stern
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Patent number: 4521606Abstract: Herein is disclosed bicyclic-substituted aminoethanol derivatives, therapeutically acceptable acid addition salts thereof, processes for their preparation, methods of using the derivatives and pharmaceutical compositions. The derivatives are useful for treating hypertension in a mammal.Type: GrantFiled: June 30, 1983Date of Patent: June 4, 1985Assignee: American Home Products Corp.Inventors: Andre A. Asselin, Danilo A. Crosilla, Leslie G. Humber
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Patent number: 4500715Abstract: 1,3,4-Thiazole derivatives of the formula ##STR1## wherein R.sub.26 ' denotes a C.sub.1 -C.sub.8 -alkyl radical which is optionally substituted by hydroxyl, halogen, cyano, C.sub.1 -C.sub.4 -alkoxy, carboxyl, aminocarbonyl or C.sub.1 -C.sub.4 -alkoxycarbonyl, a C.sub.2 -C.sub.4 -alkenyl radical, a cyclohexyl radical which is optionally substituted by C.sub.1 -C.sub.4 -alkyl, a phenyl, benzyl or phenylethyl radical which is optionally substituted by halogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy, a C.sub.1 -C.sub.2 -alkylcarbonyl, C.sub.1 -C.sub.4 -alkoxycarbonyl, mono- or di-C.sub.1 -C.sub.4 -alkylaminocarbonyl, aminocarbonyl, mono- or di-C.sub.1 -C.sub.4 -alkylaminosulphonyl, 2-thienyl, 2-furyl, 2-tetrahydrofuryl, amino, C.sub.1 -C.sub.4 -alkylamino or di-(C.sub.1 -C.sub.4 -alkyl)-amino radical or a phenylamino or benzylamino radical which is optionally substituted by C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy and R.sub.27 ' denotes a C.sub.1 -C.sub.Type: GrantFiled: January 26, 1981Date of Patent: February 19, 1985Assignee: Bayer AktiengesellschaftInventor: Hauke Furstenwerth
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Patent number: 4443447Abstract: Antimicrobial compounds of the following formula are disclosed: ##STR1## wherein X is selected from the group consisting of --O--, --CH.sub.2 and ##STR2## m is 0 or 1; R.sub.1 is selected from the group consisting of hydrogen, nitro, amino, lower alkyl, lower alkanamido, lower N,N-dialkylamino, formamido, hydroxy, lower alkoxy, halogen, lower haloalkanamido and pyrryl; n is 1 or 2; and R.sub.2 is selected from the group consisting of hydrogen, methyl, fluoro, chloro and nitro. Acyl chlorides, esters, alkylaminoalkyl ester salts, amides and pharmaceutically acceptable carboxylate salts are also disclosed. Pharmaceutical compositions containing these compounds, methods of using these compound and synthetic intermediates are also disclosed.Type: GrantFiled: October 25, 1982Date of Patent: April 17, 1984Assignee: Riker Laboratories, Inc.Inventors: John F. Gerster, Richard M. Stern
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Patent number: 4386207Abstract: An improved process for the preparation of pyridines and/or hydrogened pyridines that have been substituted with a hydrocarbon group at one or more carbon atoms. .gamma.-cyanoketone, in a gaseous phase and in the presence of hydrogen, is passed over a first catalyst in a reaction zone to form a reaction mixture containing substituted pyridines and/or hydrogenated pyridines and hydrogen. A hydrogen-containing gas is separated from the reaction mixture and, prior to being recycled, is subjected to a two-step catalytic treatment. In the first catalytic treatment step, the hydrogen-containing gas is passed over an iron, nickel, cobalt, or platinum-containing catalyst at a temperature of between about 250.degree. and 550.degree. C. In the second catalytic treatment step, the hydrogen-containing gas is passed over an iron, nickel, or cobalt catalyst at a temperature of between about 550.degree. and 800.degree. C.Type: GrantFiled: November 13, 1981Date of Patent: May 31, 1983Assignee: Stamicarbon B.V.Inventors: Theodorus F. M. de Graaf, Charles H. Geersheuvels
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Patent number: 4380543Abstract: The compounds 8-cyano-6,7-dihydro-5-methyl-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid and 8-cyano-6,7-dihydro-9-fluoro-5-methyl-1-oxo-1H,5H-benzo[ij]quinolizine-2-c arboxylic acid are disclosed as potent antimicrobial agents. Pharmaceutically-acceptable carboxylate salts, esters, acyl chlorides, amides and alkylaminoalkyl ester salts of the acids are also disclosed.Type: GrantFiled: November 6, 1981Date of Patent: April 19, 1983Assignee: Riker Laboratories, Inc.Inventor: Richard M. Stern
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Patent number: 4372970Abstract: There are provided benzofuran-substituted acetic acid esters and compositions thereof having arthropocidal activity.Type: GrantFiled: July 9, 1981Date of Patent: February 8, 1983Assignee: Shell Internationale Research Maatschappij B.V.Inventors: Malcolm R. Hadler, David R. Woodward, Andrew A. Godfrey
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Patent number: 4367231Abstract: Method of treating Parkinson's Syndrome by administering a tautomeric mixture of a 5-(C.sub.1 -C.sub.3)alkyl or allyl-7-permissibly substituted-4,4a,5,6,7,8,8a,9-octahydro-1H-pyrazolo[3,4-g]quinolines.Type: GrantFiled: March 20, 1980Date of Patent: January 4, 1983Assignee: Eli Lilly and CompanyInventors: Edmund C. Kornfeld, Nicholas J. Bach
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Patent number: 4326062Abstract: 2,2,4-Trimethyl-1,2-dihydroquinoline polymer containing 25% by weight or more of the dimer is effectively prepared by the polymerization of 2,2,4-trimethyl-1,2-dihydroquinoline monomer in the presence of hydrochloric acid, the concentration of hydrochloric acid being from 15 to 25% by weight, and the amount of hydrochloric acid being 0.2 to 0.5 mole per mole of the total of the monomer and impurity amines contained in the monomer. The polymer is useful as an antioxidant for rubber.Type: GrantFiled: July 22, 1980Date of Patent: April 20, 1982Assignee: Sumitomo Chemical Company, Ltd.Inventors: Takashi Kojima, Eizo Okino, Ryozo Ishimoto
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Patent number: 4324719Abstract: Disclosed are azo dyes suitable for coloring polyamide material, particularly nylon carpet and which are prepared from aminophthalimides and couplers which are ##STR1## substituted with a thiosulfate ester group. These dyes produce yellow to blue shades and also color cellulose acetate fabrics and wool. The dyes have the general formula: ##STR2## wherein R.sup.2 and R.sup.4 are each selected from hydrogen and a large variety of organic substituents, the coupler C is an aniline, 1,2,3,4-tetrahydroquinoline, or benzomorpholine derivative wherein a Q-SSO.sub.3 M group is attached to the nitrogen thereof, Q being a lower alkylene or similar linking group, and M is Na.sup.+, K.sup.+, NH.sub.4.sup.+, or H.sup.+. The present dyes are superior in such properties as fastness to light, oxides of nitrogen, wash, ozone, sublimation, perspiration and crock, and exhibit good dyeability including migration, leveling, pH stability, and build.Type: GrantFiled: June 13, 1980Date of Patent: April 13, 1982Assignee: Eastman Kodak CompanyInventors: Max A. Weaver, Clarence A. Coates, Jr.
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Patent number: 4316850Abstract: New .alpha.-(cyclic tert. aminophenyl)-aliphatic acids, e.g. those of the formula ##STR1## and functional derivatives thereof, are anti-inflammatory agents.Type: GrantFiled: November 16, 1972Date of Patent: February 23, 1982Assignee: Ciba-Geigy CorporationInventors: Richard W. J. Carney, George deStevens
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Patent number: 4276419Abstract: An improved process for the preparation of pyridines and/or hydrogenated pyridines that have been substituted with a hydrocarbon group at one or more carbon atoms, .gamma.-cyanoketone, in a gaseous phase and in the presence of hydrogen, is passed in a reaction zone over a first catalyst containing a catalytically active metal or compound of a metal selected from the group copper, silver, gold, iron, nickel, cobalt, ruthenium, rhodium, palladium, osmium, iridium and platinum to form a reaction mixture. A hydrogen-containing gas is separated from the reaction mixture, passed over a second catalyst containing a catalytically active metal or compound of a metal selected from the group iron, nickel and cobalt at a temperature of between 300.degree. and 800.degree. C., and the hydrogen-containing gas so treated is recycled to the reaction zone.Type: GrantFiled: September 19, 1979Date of Patent: June 30, 1981Assignee: Stamicarbon, B.V.Inventors: Egidius J. M. Verheijen, Charles H. Geersheuvels
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Patent number: 4258192Abstract: N.sup.2 -Arylsulfonyl-L-argininamides and the pharmaceutically acceptable salts thereof have been found to be effective as pharmaceutical agents for the inhibition and suppression of thrombosis in mammals.Type: GrantFiled: May 22, 1979Date of Patent: March 24, 1981Assignees: Mitsubishi Chemical Industries Limited, Shosuke OkamotoInventors: Shosuke Okamoto, Akiko Hijikata, Ryoji Kikumoto, Yoshikuni Tamao, Kazuo Ohkubo, Tohru Tezuka, Shinji Tonomura