The Six-membered Hetero Ring Is Unsubstituted Or Alkyl Substituted Only Patents (Class 546/166)
  • Patent number: 4921982
    Abstract: This invention provides bicyclic carboxylic esters and amides, their pharmaceutical formulations, and a method for their use in treating migraine, emesis, gastrointestinal disorders, schizophrenia, or anxiety in mammals.
    Type: Grant
    Filed: June 14, 1989
    Date of Patent: May 1, 1990
    Assignee: Eli Lilly and Company
    Inventors: Marlene L. Cohen, William B. Lacefield, David W. Robertson
  • Patent number: 4912258
    Abstract: 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: Grant
    Filed: February 5, 1988
    Date of Patent: March 27, 1990
    Assignee: Boehringer Mannheim GmbH
    Inventors: Hans-Georg Batz, Rupert Herrmann
  • Patent number: 4910195
    Abstract: 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: Grant
    Filed: October 29, 1987
    Date of Patent: March 20, 1990
    Assignee: Green Cross Corporation
    Inventors: Atsuyuki Ashimori, Taizo Ono, Yoshihisa Inoue, Chikara Fukaya, Kazumasa Yokoyama
  • Patent number: 4898945
    Abstract: 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: Grant
    Filed: November 4, 1988
    Date of Patent: February 6, 1990
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Bruce E. Williams
  • Patent number: 4897223
    Abstract: 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: Grant
    Filed: March 1, 1988
    Date of Patent: January 30, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventors: Udo Eckstein, Hubertus Psaar, Roderich Raue
  • Patent number: 4868306
    Abstract: 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: Grant
    Filed: October 21, 1988
    Date of Patent: September 19, 1989
    Assignee: Fisons plc
    Inventors: Francis Ince, Alan C. Tinker
  • Patent number: 4868304
    Abstract: 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: Grant
    Filed: May 27, 1988
    Date of Patent: September 19, 1989
    Assignee: Iowa State University Research Foundation, Inc.
    Inventors: Richard C. Larok, Srinivasan Babu
  • Patent number: 4843082
    Abstract: 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: Grant
    Filed: May 5, 1986
    Date of Patent: June 27, 1989
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Scott A. Biller, Raj N. Misra
  • Patent number: 4831132
    Abstract: 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: Grant
    Filed: December 30, 1986
    Date of Patent: May 16, 1989
    Assignee: Shionogi & Co., Ltd.
    Inventors: Tsutomu Sugasawa, Kazuyuki Sasakura
  • Patent number: 4812569
    Abstract: 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: Grant
    Filed: February 27, 1987
    Date of Patent: March 14, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventor: Udo Eckstein
  • Patent number: 4808597
    Abstract: 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: Grant
    Filed: June 2, 1988
    Date of Patent: February 28, 1989
    Assignee: Pfizer Inc.
    Inventors: William W. Hoffman, Allen R. Kraska
  • Patent number: 4808567
    Abstract: 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: Grant
    Filed: April 13, 1987
    Date of Patent: February 28, 1989
    Assignee: Yamada Chemical Co., Ltd.
    Inventors: Hajime Kawai, Yoshiharu Fujino, Youji Shimizu, Seiichi Nieda, Kazuhiko Gendai, Katsuhiko Tsunemitsu
  • Patent number: 4808719
    Abstract: 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: Grant
    Filed: June 9, 1987
    Date of Patent: February 28, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hubertus Psaar, Roderich Raue
  • Patent number: 4798830
    Abstract: This invention relates to tetrahydroquinoline derivatives and their use for the inhibition of blood platelet aggregation.
    Type: Grant
    Filed: September 18, 1986
    Date of Patent: January 17, 1989
    Assignee: Research Corporation
    Inventors: Andrew Lasslo, Ronald P. Quintana, Marion Dugdale, Randy W. Johnson
  • Patent number: 4788213
    Abstract: 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: Grant
    Filed: May 5, 1983
    Date of Patent: November 29, 1988
    Assignee: Hoffman-La Roche Inc.
    Inventors: Michael Klaus, Peter Loeliger
  • Patent number: 4764609
    Abstract: This invention provides a process for preparing trans 2-aminopyrimido[4,5-g]quinolines employing novel intermediates.
    Type: Grant
    Filed: March 31, 1986
    Date of Patent: August 16, 1988
    Assignee: Eli Lilly and Company
    Inventors: Leland O. Weigel, Gilbert S. Staten
  • Patent number: 4738972
    Abstract: 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: Grant
    Filed: June 26, 1987
    Date of Patent: April 19, 1988
    Assignee: Pfizer Inc.
    Inventors: James F. Eggler, Gerald F. Holland, Michael R. Johnson, Robert A. Volkmann
  • 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: 4730057
    Abstract: 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: Grant
    Filed: January 10, 1986
    Date of Patent: March 8, 1988
    Assignee: Kanzaki Paper Manufacturing Co., Ltd.
    Inventors: Nobuo Kanda, Naoki Yonese, Mitsuru Kondo
  • Patent number: 4729998
    Abstract: 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: Grant
    Filed: March 26, 1987
    Date of Patent: March 8, 1988
    Assignee: Nihon Tokushu Noyaku Seizo K.K.
    Inventors: Yoshio Kurahashi, Shinzo Kagabu, Noboru Matsumoto, Takayo Yamada, Katsuaki Wada
  • Patent number: 4703044
    Abstract: 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: Grant
    Filed: December 11, 1985
    Date of Patent: October 27, 1987
    Assignee: John Wyeth & Brother Limited
    Inventor: Roger Crossley
  • Patent number: 4692258
    Abstract: 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: Grant
    Filed: December 18, 1985
    Date of Patent: September 8, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: Michael Rasberger, Paul Dubs, Samuel Evans
  • Patent number: 4691016
    Abstract: 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: Grant
    Filed: August 22, 1985
    Date of Patent: September 1, 1987
    Assignee: Riker Laboratories, Inc.
    Inventor: Richard M. Stern
  • Patent number: 4678793
    Abstract: 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: Grant
    Filed: April 1, 1985
    Date of Patent: July 7, 1987
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Michael Klaus, Peter Loeliger
  • Patent number: 4670434
    Abstract: 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: Grant
    Filed: November 14, 1985
    Date of Patent: June 2, 1987
    Assignee: Syntex (U.S.A.) Inc.
    Inventor: Michael C. Venuti
  • Patent number: 4668803
    Abstract: Novel organic compound of the basic formula ##STR1## which have substantial luminescent emission characteristics and advantages.
    Type: Grant
    Filed: July 1, 1985
    Date of Patent: May 26, 1987
    Assignee: Atlantic Richfield Company
    Inventors: Elliot Berman, Brian A. Zentner
  • Patent number: 4666909
    Abstract: 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: Grant
    Filed: September 16, 1985
    Date of Patent: May 19, 1987
    Assignee: USV Pharmaceutical Corp.
    Inventors: Howard Jones, Ernest Magnien, John H. Musser, Mujahid L. Shaikh
  • Patent number: 4636511
    Abstract: 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: Grant
    Filed: December 28, 1984
    Date of Patent: January 13, 1987
    Assignee: Ciba-Geigy AG
    Inventors: Franz Ostermayer, Markus Zimmermann
  • Patent number: 4617395
    Abstract: 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: Grant
    Filed: October 15, 1984
    Date of Patent: October 14, 1986
    Assignee: BASF Aktiengesellschaft
    Inventors: Toni Dockner, Helmut Hagen, Herbert Krug
  • Patent number: 4603199
    Abstract: 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: Grant
    Filed: January 26, 1984
    Date of Patent: July 29, 1986
    Assignee: Riker Laboratories, Inc.
    Inventors: John F. Gerster, Richard M. Stern
  • Patent number: 4598151
    Abstract: 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: Grant
    Filed: November 15, 1982
    Date of Patent: July 1, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Peter Kuhlthau, Horst Harnisch
  • Patent number: 4596871
    Abstract: 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: Grant
    Filed: April 3, 1985
    Date of Patent: June 24, 1986
    Assignee: Eli Lilly and Company
    Inventors: John M. Schaus, Diane L. Huser, Richard N. Booher
  • Patent number: 4581175
    Abstract: 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: Grant
    Filed: December 21, 1984
    Date of Patent: April 8, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventor: Fritz Maurer
  • Patent number: 4577024
    Abstract: 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: Grant
    Filed: August 27, 1982
    Date of Patent: March 18, 1986
    Assignee: Eastman Kodak Company
    Inventors: George L. Fletcher, Jr., Steven L. Bender, Donald H. Wadsworth
  • Patent number: 4556713
    Abstract: 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: Grant
    Filed: November 15, 1984
    Date of Patent: December 3, 1985
    Assignee: Riker Laboratories, Inc.
    Inventor: Richard M. Stern
  • Patent number: 4552876
    Abstract: 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: Grant
    Filed: July 9, 1984
    Date of Patent: November 12, 1985
    Assignee: USV Pharmaceutical Corp.
    Inventors: Howard Jones, Ernest Magnien, John H. Musser, Mujahid L. Shaikh
  • Patent number: 4524148
    Abstract: 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: Grant
    Filed: November 6, 1981
    Date of Patent: June 18, 1985
    Assignee: Riker Laboratories, Inc.
    Inventor: Richard M. Stern
  • Patent number: 4521606
    Abstract: 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: Grant
    Filed: June 30, 1983
    Date of Patent: June 4, 1985
    Assignee: American Home Products Corp.
    Inventors: Andre A. Asselin, Danilo A. Crosilla, Leslie G. Humber
  • Patent number: 4500715
    Abstract: 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: Grant
    Filed: January 26, 1981
    Date of Patent: February 19, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventor: Hauke Furstenwerth
  • Patent number: 4443447
    Abstract: 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: Grant
    Filed: October 25, 1982
    Date of Patent: April 17, 1984
    Assignee: Riker Laboratories, Inc.
    Inventors: John F. Gerster, Richard M. Stern
  • Patent number: 4386207
    Abstract: 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: Grant
    Filed: November 13, 1981
    Date of Patent: May 31, 1983
    Assignee: Stamicarbon B.V.
    Inventors: Theodorus F. M. de Graaf, Charles H. Geersheuvels
  • Patent number: 4380543
    Abstract: 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: Grant
    Filed: November 6, 1981
    Date of Patent: April 19, 1983
    Assignee: Riker Laboratories, Inc.
    Inventor: Richard M. Stern
  • Patent number: 4372970
    Abstract: There are provided benzofuran-substituted acetic acid esters and compositions thereof having arthropocidal activity.
    Type: Grant
    Filed: July 9, 1981
    Date of Patent: February 8, 1983
    Assignee: Shell Internationale Research Maatschappij B.V.
    Inventors: Malcolm R. Hadler, David R. Woodward, Andrew A. Godfrey
  • Patent number: 4367231
    Abstract: 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: Grant
    Filed: March 20, 1980
    Date of Patent: January 4, 1983
    Assignee: Eli Lilly and Company
    Inventors: Edmund C. Kornfeld, Nicholas J. Bach
  • Patent number: 4326062
    Abstract: 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: Grant
    Filed: July 22, 1980
    Date of Patent: April 20, 1982
    Assignee: Sumitomo Chemical Company, Ltd.
    Inventors: Takashi Kojima, Eizo Okino, Ryozo Ishimoto
  • Patent number: 4324719
    Abstract: 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: Grant
    Filed: June 13, 1980
    Date of Patent: April 13, 1982
    Assignee: Eastman Kodak Company
    Inventors: Max A. Weaver, Clarence A. Coates, Jr.
  • Patent number: 4316850
    Abstract: New .alpha.-(cyclic tert. aminophenyl)-aliphatic acids, e.g. those of the formula ##STR1## and functional derivatives thereof, are anti-inflammatory agents.
    Type: Grant
    Filed: November 16, 1972
    Date of Patent: February 23, 1982
    Assignee: Ciba-Geigy Corporation
    Inventors: Richard W. J. Carney, George deStevens
  • Patent number: 4276419
    Abstract: 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: Grant
    Filed: September 19, 1979
    Date of Patent: June 30, 1981
    Assignee: Stamicarbon, B.V.
    Inventors: Egidius J. M. Verheijen, Charles H. Geersheuvels
  • Patent number: 4258192
    Abstract: 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: Grant
    Filed: May 22, 1979
    Date of Patent: March 24, 1981
    Assignees: Mitsubishi Chemical Industries Limited, Shosuke Okamoto
    Inventors: Shosuke Okamoto, Akiko Hijikata, Ryoji Kikumoto, Yoshikuni Tamao, Kazuo Ohkubo, Tohru Tezuka, Shinji Tonomura