Single Bond Between 1,2-positions And Single Bond Between 3,4-positions Patents (Class 546/165)
  • Patent number: 4771059
    Abstract: The subject compounds, which are adapted for the site-specific/sustained delivery of centrally acting drug species to the brain, are compounds of the formula ##STR1## and the non-toxic pharmaceutically acceptable salts thereof, wherein D is the residue of a centrally acting primary, secondary or tertiary amine and ##STR2## is an unsubstituted or substituted dihydropyridyl, dihydroquinolyl or dihydroisoquinolyl radical. The corresponding ionic pyridinium, quinolinium and isoquinolinium salts ##STR3## X.sup.-, wherein X.sup.- is the anion of a non-toxic pharmaceutically acceptable acid, are also disclosed.
    Type: Grant
    Filed: August 29, 1985
    Date of Patent: September 13, 1988
    Assignee: University of Florida
    Inventor: Nicholas S. Bodor
  • Patent number: 4760057
    Abstract: This invention relates to novel (acyloxyalkoxy)carbonyl derivatives as bioreversible prodrug moieties for primary and secondary amine functions in drugs having a primary or secondary amine function thereon. Hydrolytic enzymes are used to trigger the regeneration of the parent amine drug of the carbamate prodrug moiety. The case also contains pharmaceutical composition, method of treatment and process claims.
    Type: Grant
    Filed: April 22, 1985
    Date of Patent: July 26, 1988
    Assignee: Merck & Co., Inc.
    Inventor: Jose Alexander
  • Patent number: 4749698
    Abstract: Compounds having the general structure ##STR1## and their pharmaceutically acceptable salts, wherein the substituents are defined herein, which exhibit antihypertensive activity.
    Type: Grant
    Filed: July 8, 1985
    Date of Patent: June 7, 1988
    Assignee: Rorer Pharmaceutical Corporation
    Inventors: Edward S. Neiss, John T. Suh, John R. Regan, Jerry W. Skiles, Jeffrey N. Barton, James J. Mencel, Paul Menard
  • Patent number: 4740600
    Abstract: Surfactants which are blocked against surfactant action (identified herein as "photolabile blocked surfactants") by a photolabile protective or masking group but which, on exposure to actinic radiation, become unblocked are provided. Coating compositions in which surfactant is formed on irradiation are provided by blending the photolabile blocked surfactant with polymeric film-forming materials.Compositions containing the photolabile blocked surfactants are useful when employed as protective coatings on various substrates or as the adhesive in a pressure sensitive adhesive tape. Although initially well adhering to a substrate, such compositions may be readily removed from the substrate following exposure of the same to suitable radiation which unblocks the surfactant to permit it to regain its surfactant activity.
    Type: Grant
    Filed: January 6, 1986
    Date of Patent: April 26, 1988
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Gilbert L. Eian, John E. Trend
  • 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: 4731105
    Abstract: Herbicidal thiadiazolyloxyacetamides of the formula: ##STR1## wherein: R is an optionally-substituted alkyl, cycloalkyl or aryl group; R.sup.1 and R.sup.2, which may be the same or different, each represent hydrogen, alkyl, cycloalkyl, alkoxy, alkenyl, aryl, aralkyl or aryloxy, any alkyl or aryl moiety thereof being optionally substituted; or R.sup.1 and R.sup.2, together with the nitrogen atom to which they are attached, represent a heterocyclic or benzheterocyclic group, the hetrocyclic ring of which is 5- or 6-membered, and which may be substituted by one or more alkyl groups; and X is oxygen, sulphur or --S(O).sub.n --where n is 1 or 2,process for their preparation, and compositions containing them.
    Type: Grant
    Filed: August 13, 1986
    Date of Patent: March 15, 1988
    Assignee: FBC Limited
    Inventor: Graham P. Jones
  • Patent number: 4727079
    Abstract: A brain-specific dopaminergic response is elicited in a patient in need of such treatment, e.g., a patient afflicted with Parkinson's disease of hyperprolactinemia, by administering thereto a therapeutically effective amount of preferably catechol protected dopamine tethered to a reduced, blood-brain barrier penetrating lipoidal form [D-DHC] of a dihydropyridine.revreaction.pyridinium salt type redox carrier, e.g., 1,4-dihydrotrigonelline. Oxidation of the dihydropyridine carrier moiety in vivo to the ionic pyridinium salt type dopamine/carrier entity [D-QC].sup.+ prevents elimination thereof from the brain, while elimination from the general circulation is accelerated, resulting in significant and prolongedly sustained brain-specific dopaminergic activity.
    Type: Grant
    Filed: May 13, 1985
    Date of Patent: February 23, 1988
    Assignee: University of Florida
    Inventor: Nicholas S. Bodor
  • Patent number: 4723007
    Abstract: The invention relates to benzopyrrolobenzodiazepines and quinobenzodiazepines of the formula ##STR1## where X and Y may be the same or different and each is hydrogen, halogen, CF.sub.3, lower alkyl, lower alkoxy, lower alkylthio and lower alkylsulfonyl, p and q are independently 1 or 2; R.sub.1 is hydrogen when R.sub.2 is bonded to R.sub.3 to form a --(CH.sub.2).sub.m --CH.sub.2 -- group or a --CH.dbd.CH-- group; R.sub.3 is hydrogen when R.sub.1 is bonded to R.sub.2 to form a --(CH.sub.2).sub.m --CH.sub.2 -- group or a --CH.dbd.CH-- group; m is 1 or 2; R.sub.4 is NR.sub.5 R.sub.6 wherein R.sub.5 is hydrogen or lower alkyl and R.sub.6 is hydrogen, lower alkyl or a group of the formula (CH.sub.2).sub.n NR.sub.7 R.sub.8 wherein R.sub.7 and R.sub.8 are lower alkyl, and n is 2 or 3, ##STR2## wherein R.sub.9 is lower alkyl, ##STR3## wherein R.sub.10 is CH.sub.2 CH.sub.2 OH, lower alkyl, phenyl, phenyl substituted by halogen, CF.sub.
    Type: Grant
    Filed: November 12, 1986
    Date of Patent: February 2, 1988
    Assignee: Hoechst-Roussel Pharmaceuticals Inc.
    Inventors: Edward J. Glamkowski, Yulin Chiang
  • Patent number: 4723014
    Abstract: The present invention provides a process for preparing a 2-substituted-1,4-dihydropyridine by providing a regiospecific bromine containing intermediate which is then reacted with a nucleophile to provide a wide range of substituents at the 2-position of 1,4-dihydropyridines. Also the present invention is novel 3-substituted-1,4-dihydropyridines having cardiovascular activity.
    Type: Grant
    Filed: November 19, 1986
    Date of Patent: February 2, 1988
    Assignee: Warner-Lambert Company
    Inventors: Kevin R. Anderson, Ila Sircar
  • 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: 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: 4665023
    Abstract: The present invention provides imidazole derivatives of the general formula: ##STR1## wherein R, R.sub.1 and R.sub.2 are defined hereinbelow. The present invention is also concerned with processes for the preparation of these imidazole derivatives and with the use thereof as redox indicators.
    Type: Grant
    Filed: March 29, 1985
    Date of Patent: May 12, 1987
    Assignee: Boehringer Mannheim GmbH
    Inventors: Ulfert Deneke, Werner Guthlein, Manfred Kuhr, Hartmut Merdes, Hans-Rudiger Murawski, Hans Wielinger
  • Patent number: 4658025
    Type: Grant
    Filed: December 21, 1984
    Date of Patent: April 14, 1987
    Assignee: Bayer Aktiengesellschaft
    Inventor: Fritz Maurer
  • Patent number: 4647667
    Abstract: A 1-substituted-3-permissibly-substituted-6 (or 7)-oxodecahydroquinoline is converted to the corresponding 7 (or 6)-formyl derivative. The 6-oxo-7-formyl compound, upon treatment with hydrazine, is cyclized to a tautomeric mixture of 5-substituted-7-permissibly-substituted-4,4a,5,6,7,8,8a,9-octahydro-1H(and 2H)-pyrazolo[3,4-g]quinolines.
    Type: Grant
    Filed: September 16, 1985
    Date of Patent: March 3, 1987
    Assignee: Eli Lilly and Company
    Inventor: John M. Schaus
  • Patent number: 4645525
    Abstract: Azolyloxy-carboxylic acid amides of the formula ##STR1## wherein R is a five-membered hetero-aromatic monocyclic radical which contains an oxygen atom or a sulfur atom and 1 to 3 nitrogen atoms; orR is said monocyclic radical substituted by halogen, nitro, cyano, amino, alkylamino, dialkylamino, arylamino, alkylcarbonylamino, alkylcarbonyl, carboxyl, alkoxycarbonyl, carbamoyl, alkylaminocarbonyl, dialkylaminocarbonyl, arylaminocarbonyl substituted arylaminocarbonyl wherein the substituents are halogen, nitro or alkyl, aryl, substituted aryl wherein the substituents are halogen, nitro, cyano, alkyl, halogenoalkyl or alkoxy, aralkyl, haloaralkyl, alkoxy, halo-alkoxy, alkenoxy, alkynoxy, alkoxycarbonylalkoxy, aralkoxy or aryloxy, optionally halogen-substituted alkylthio, alkenylthio, alkynylthio, alkoxycarbonylalkylthio, aralkylthio, arylthio, alkylsulphinyl or alkylsulphonyl, optionally halogen-substituted alkyl, alkenyl, alkynyl, alkoxyalkyl, aralkoxyalkyl, aryloxyalkyl, alkylthioalkyl, alkylsulphinylalkyl, al
    Type: Grant
    Filed: August 26, 1983
    Date of Patent: February 24, 1987
    Assignee: Bayer Aktiengesellschaft
    Inventors: Heinz Forster, Wolfgang Hofer, Volker Mues, Ludwig Eue, Robert R. Schmidt
  • Patent number: 4634715
    Abstract: There are disclosed aza analogs of carboxyalkyl dipeptide derivatives and related compounds which are useful as converting enzyme inhibitors and as antihypertensives said compounds being represented by the general formula: ##STR1## wherein A and B can be joined together to form various ring structures.
    Type: Grant
    Filed: July 27, 1983
    Date of Patent: January 6, 1987
    Assignee: Merck & Co., Inc.
    Inventors: William J. Greenlee, Eugene D. Thorsett
  • Patent number: 4634713
    Abstract: Certain 3-(ureidocyclohexyleneamino)propane-1,2-diol derivatives, such as the compounds of formula III below, represent novel and useful pharmaceutical agents, e.g. potent antihypertensive and cardioactive agents demonstrating both .alpha.- and .beta.-adrenergic blocking activity. ##STR1## R.sub.3 is hydrogen or lower alkyl; R.sub.7 is cyano, lower alkoxycarbonyl, pyrrolyl, morpholino, alkenyloxy of 3 to 6 carbon atoms, alkynyloxy of 3 to 6 carbon atoms, alkoxy of 1 to 3 carbon atoms substituted by cyclopropyl.
    Type: Grant
    Filed: August 19, 1985
    Date of Patent: January 6, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: Lincoln H. Werner, Neville Ford
  • Patent number: 4626591
    Abstract: A process for preparing 1-alkyl-6-oxodecahydroquinolines in 5 steps--a quaternization, hydrogenation, two organometallic reductions and hydrolysis of the thus formed enol ether--from 6-alkyloxyquinoline and intermediates useful therein.
    Type: Grant
    Filed: April 19, 1985
    Date of Patent: December 2, 1986
    Assignee: Eli Lilly and Company
    Inventor: John M. Schaus
  • Patent number: 4623377
    Abstract: Tetrahydroquinolin-1-ylcarbonylimidazoles of the formula ##STR1## in which n is 0, 1, 2 or 3,which possess herbicidal and fungicidal activity. The corresponding intermediates of the formula ##STR2## are also new.
    Type: Grant
    Filed: April 19, 1985
    Date of Patent: November 18, 1986
    Assignee: Nihon Tokushu Noyaku Seizo K.K.
    Inventors: Yoshio Kurahashi, Kozo Shiokawa, Toshio Goto, Shinzo Kagabu, Atsumi Kamochi, Koichi Moriya, Hidenori Hayakawa
  • Patent number: 4622399
    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: May 23, 1985
    Date of Patent: November 11, 1986
    Assignee: American Home Products Corporation
    Inventors: Andre A. Asselin, Danilo A. Crosilla, Leslie G. Humber
  • Patent number: 4619784
    Abstract: There are disclosed diffusion transfer color processes and products which employ novel image dye-providing materials which provide image dyes having the chromophoric system represented by the formula ##STR1## X is H, alkyl, aryl or substituted aryl; W is H or alkyl, R is H or alkyl; m and n are each integers of from 2 to 6.The image dye-providing material includes a diffusion control moiety such as a hydroquinonyl group and may be diffusible or nondiffusible as a function of the diffusion control moiety.
    Type: Grant
    Filed: October 27, 1980
    Date of Patent: October 28, 1986
    Assignee: Polaroid Corporation, Patent Dept.
    Inventors: Louis Locatell, Jr., Charles M. Zepp, Ronald F. Cieciuch
  • 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: 4602002
    Abstract: Compounds of the formula: ##STR1## wherein R.sup.2 is --(CH.sub.2).sub.k --X--(CH.sub.2).sub.j --NHR.sup.3 ; wherein k is 0 to 3, j is 1 or 2; X is F or OH; and, R.sup.3 is hydrogen; loweralkyl or loweraralkyl which may be substituted by hydroxy, carboxy, carbamoyl, or carbalkoxy; or, acyl; and, a pharmaceutically acceptable salt thereof; are inhibitors of angiotensin I converting enzyme useful as antihypertensive agents.
    Type: Grant
    Filed: February 7, 1983
    Date of Patent: July 22, 1986
    Assignee: Merck & Co., Inc.
    Inventors: Arthur A. Patchett, Mu T. Wu
  • Patent number: 4599410
    Abstract: Methine dyes are disclosed which contain a 2-halo or pseudohalo substituted 1,2,5-oxatellurazole ring fused with an aromatic nucleus, the aromatic nucleus being substituted with a methine linkage terminating in an auxochrome providing a conjugated resonance chromophore. The dyes can be formed by condensing a methine linkage precursor with a compound containing an oxatellurazole ring fused with an aromatic nucleus. The dyes are useful in optical recording elements and in photographic elements.
    Type: Grant
    Filed: February 19, 1985
    Date of Patent: July 8, 1986
    Assignee: Eastman Kodak Company
    Inventor: Wolfgang H. H. Gunther
  • 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: 4587296
    Abstract: Additives for rubber compositions, giving vulcanisates having improved retention of optimum physical properties, are compounds containing two or more groups of the formula --S--SO.sub.2 R linked by an organic bridging group, or polymers containing two or more groups of the formula --S--SO.sub.2 R attached to an organic polymer chain, where R represents (a) a radical OM where M is a monovalent metal, the equivalent of a multivalent metal, a monovalent in derived by the addition of a proton to a nitrogenous base, or the equivalent of a multivalent ion derived by the addition of two or more protons to a nitrogenous base, or (b) an organic radical selected from aliphatic, cycloaliphatic, aromatic and heterocyclic radicals, and radicals which are combinations of any two or more such radicals.
    Type: Grant
    Filed: April 11, 1985
    Date of Patent: May 6, 1986
    Assignee: Monsanto Europe, S.A.
    Inventor: Philippe G. Moniotte
  • Patent number: 4585471
    Abstract: Substituted 5-trifluoromethyl-1,3,4-thiadiazol-2-yl-oxyacetic acid amides of the formula ##STR1## in which R.sup.1 and R.sup.2 are identical or different and each represent alkyl, alkenyl, alkinyl, alkoxy, aralkyl, cycloalkyl, cycloalkenyl or aryl, each of which is optionally substituted, or a nitrogen-containing heterocyclic radical, or, together with the nitrogen atom to which they are bonded, form an optionally substituted, optionally partially unsaturated and optionally benzo-fused monocyclic or bicyclic structure which optionally contains further hetero atoms, with the proviso that R.sub.1 does not represent methyl when R.sup.2 represents phenyl, which possess herbicidal activity.
    Type: Grant
    Filed: May 10, 1985
    Date of Patent: April 29, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Heinz Forster, Wolfgang J. Hofer, deceased, Robert R. Schmidt, Ludwig Eue
  • Patent number: 4585868
    Abstract: The compounds 5-carboxyl-6-fluoroquinaldine, 6-fluoro-5-methylquinaldine, 6-fluoro-5-methyl-1,2,3,4-tetrahydroquinaldine, 1,2-dihydro-6-fluoro-5-hydroxymethylquinaldine and diethyl 2-[N-(6-fluoro-5-methyl-1,2,3,4-tetrahydroquinaldinyl)]methylenemalonate are disclosed as useful intermediates for preparing the antimicrobial agent 6,7-dihydro-5,8-dimethyl-9-fluoro-1-oxo-1H,5H-benzol[ij]quinolizine- 2-carboxylic acid.
    Type: Grant
    Filed: June 25, 1984
    Date of Patent: April 29, 1986
    Assignee: Riker Laboratories, Inc.
    Inventor: Richard M. Stern
  • Patent number: 4584285
    Abstract: (Benzothiadiazine, benzamido and benzenesulfonyl)phenyl-substituted carboxyalkyl dipeptide compounds are disclosed. Compounds of this invention are useful as antihypertensive agents.
    Type: Grant
    Filed: September 17, 1984
    Date of Patent: April 22, 1986
    Assignee: Schering Corporation
    Inventors: Ronald J. Doll, Bernard R. Neustadt, Elizabeth M. Smith, Charles V. Magatti, Elijah H. Gold
  • 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: 4568750
    Abstract: The compounds 5-bromo-6-fluoroquinaldine, 5-bromo-6-fluoro-1,2,3,4-tetrahydroquinaldine, 1-acetyl-5-bromo-6-fluoro-1,2,3,4-tetrahydroquinaldine and diethyl 2-[N-(6-fluoro-5-methoxy-1,2,3,4-tetrahydroquinaldinyl)]-methylenemalonate are intermediates for preparing antimicrobial 8-alkoxy-6,7-dihydro-5-methyl-9-fluoro-1-oxo-1H,5H-benzo[ij]-quinolizine-2 -carboxylic acids.
    Type: Grant
    Filed: June 25, 1984
    Date of Patent: February 4, 1986
    Assignee: Riker Laboratories, Inc.
    Inventor: Richard M. Stern
  • Patent number: 4565871
    Abstract: Trans-(.+-.) or trans-(-)-2,4-permissibly-substituted-6-alkyl or allyl octahydropyrimido[4,5-g]quinolines and related compounds, ultraviolet light absorbers.
    Type: Grant
    Filed: December 11, 1984
    Date of Patent: January 21, 1986
    Assignee: Eli Lilly and Company
    Inventors: Cynthia L. Nicholas, Edmund C. Kornfeld, John M. Schaus
  • Patent number: 4565872
    Abstract: A process for preparing 8-cyano-6,7-dihydro-5-methyl-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acids from substituted benzoic acids. Intermediates involved in the process are also described. 8-cyano-6,7-dihydro-5-methyl-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acids are antimicrobial agents.
    Type: Grant
    Filed: October 26, 1983
    Date of Patent: January 21, 1986
    Assignee: Riker Laboratories, Inc.
    Inventor: Charles M. Leir
  • Patent number: 4562200
    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: October 23, 1984
    Date of Patent: December 31, 1985
    Assignee: American Home Products Corporation
    Inventors: Andre A. Asselin, Danilo A. Crosilla, Leslie G. Humber
  • 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: 4549899
    Abstract: A substituted 3-trihalogenomethyl-1,2,4-thiadiazol-5-yl-oxyacetamide of the formula ##STR1## in which x represents --CFCl.sub.2, --CF.sub.2 Cl or --CF.sub.3 and R.sup.1 and R.sup.2 are identical or different and individually represent optionally substituted alkyl, alkenyl, alkinyl, alkoxy, aralkyl, cycloalkyl, cycloalkenyl, aryl or a nitrogen-containing heterocyclic radical, or, together with the nitrogen atom to which they are bonded, form an optionally substituted, optionally partially unsaturated and optionally benzofused monocyclic or bicyclic structure which optionally contains further hetero atoms, which possesses herbicidal activity.
    Type: Grant
    Filed: July 20, 1983
    Date of Patent: October 29, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Heinz Forster, Erich Klauke, Ludwig Eue, Robert R. Schmidt, Klaus Lurssen
  • Patent number: 4546099
    Abstract: The invention relates to novel N-aminomethyl-3-phenyl-4-cyanopyrrole derivatives of the formula I ##STR1## wherein R.sub.1 and R.sub.2 are each independently hydrogen, halogen, methoxy or methylthio,Z is a group ##STR2## wherein R.sub.3 and R.sub.4 are each independently hydrogen, C.sub.1 -C.sub.6 alkyl which is unsubstituted or substituted by cyano, C.sub.1 -C.sub.6 alkoxy or C.sub.1 -C.sub.6 alkoxycarbonyl; or are C.sub.3 -C.sub.6 alkenyl, C.sub.3 -C.sub.6 alkynyl, C.sub.3 -C.sub.7 cycloalkyl, benzyl or benzyl which is substituted by halogen, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 haloalkyl and/or C.sub.1 -C.sub.6 alkoxy, or phenyl or phenyl which is substituted by halogen, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 haloalkyl and/or C.sub.1 -C.sub.6 alkoxy, with the proviso that only one of R.sub.3 or R.sub.4 can be hydrogen,R.sub.5 and R.sub.6 are each independently hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.
    Type: Grant
    Filed: July 18, 1984
    Date of Patent: October 8, 1985
    Assignee: Ciba-Geigy Corporation
    Inventor: Robert Nyfeler
  • Patent number: 4540430
    Abstract: A substituted 3-trichloromethyl-1,2,4-thiadiazol-5-yl-oxyacetamide of the formula ##STR1## in which R.sup.1 and R.sup.2 are identical or different and individually represent optionally substituted alkyl, alkenyl, alkinyl, alkoxy, aralkyl, cycloalkyl, cycloalkenyl, aryl or a nitrogen-containing heterocyclic radical, or, together with the nitrogen atom to which they are bonded, form an optionally substituted, optionally partially unsaturated and optionally benzo-fused monocyclic or bicyclic structure which optionally contains further heteroatoms,which possesses herbicidal activity.
    Type: Grant
    Filed: July 18, 1983
    Date of Patent: September 10, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Heinz Forster, Hans-Joachim Diehr, Jorg Stetter, Ludwig Eue, Robert R. Schmidt
  • Patent number: 4540780
    Abstract: Novel chemical compounds which are diphenylmethylene piperidine compounds are provided, as well as methods for their production, pharmaceutical compositions comprising the compounds, and methods of treatment using the compounds in dosage form. The compounds have both anticholinergic and antidopaminergic properties, and are useful as antiemetic, antihistamine, pulmonary, antiallergy, and antispasmodic agents.
    Type: Grant
    Filed: June 2, 1983
    Date of Patent: September 10, 1985
    Assignee: Warner-Lambert Company
    Inventors: David A. Downs, Haile Tecle
  • Patent number: 4528379
    Abstract: In a process for the preparation of a substituted thiadiazolyloxyacetamide of the formula ##STR1## in which R.sup.1 and R.sup.2 each independently is hydrogen, alkyl, alkenyl, alkenyl, alkinyl, optionally substituted cycloalkyl or cycloalkenyl, halogenoalkyl, alkoxyalkyl, alkoxy, aralkyl or optionally substituted aryl, orR.sup.1 and R.sup.2, together with the nitrogen atom to which they are bonded, form an optionally substituted heterocyclic structure which can contain further hetero atoms,One of X and Y is a nitrogen atom and the other a C-R.sup.3 a grouping, andR.sup.
    Type: Grant
    Filed: July 18, 1983
    Date of Patent: July 9, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reimer Colln, Karl H. Mohrmann
  • 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: 4507478
    Abstract: Trans-(.+-.) or trans-(-)-2,4-permissibly-substituted-6-alkyl or allyl octahydropyrimido[4,5-g]quinolines and related compounds, ultraviolet light absorbers.
    Type: Grant
    Filed: September 26, 1983
    Date of Patent: March 26, 1985
    Assignee: Eli Lilly and Company
    Inventors: Cynthia L. Nichols, Edmund C. Kornfeld, John M. Schaus
  • Patent number: 4506079
    Abstract: Convenient intermediates for preparing 3-substituted-2-hydroxypropyl aryl ether .beta.-blockers, a reaction to the intermediates of the following formula and a conversion to obtain the said .beta.-blockers are disclosed. ##STR1## (wherein X is hydrogen or halogen;Y is halogen, hydroxy, lower acyloxy, amino, lower alkylamino, lower aralkylamino, lower acylamino, di-lower alkylamino, lower alkyleneamino, N-lower alkyl-N-lower aralkylamino, di-lower acylamino, N-lower alkyl-N-lower acylamino or N-tri-lower alkylsilylamino;one of P and R combined together with Q represents lower alkylene or alkenylene optionally interrupted by O, N or S and optionally substituted by lower alkyl, lower aralkyl, lower carboxylic acyl, carboxy, protected carboxy; hydroxy, lower alkoxy, lower acyloxy, oxo; amino, lower alkylamino, lower acylamino, nitro, nitroso, lower alkylthio, lower sulfonic acyl or halogen;and the remaining R or P is hydrogen or halogen;and dotted line represents the presence of one or two double bonds).
    Type: Grant
    Filed: March 5, 1980
    Date of Patent: March 19, 1985
    Assignee: Shionogi & Co., Ltd.
    Inventor: Makiko Sakai
  • Patent number: 4503066
    Abstract: The invention provides various medical compositions for use in treating or preventing certain of the side effects of diabetes or galactosemia. The active ingredients are selected from a series of novel aldose reductase inhibitory spiro-linked pyrrolidine-2,5-diones of the general formula: ##STR1## or a pharmaceutically acceptable salt, or a non-toxic, biodegradable precursor thereof. Processes for the production of these compounds are also provided. A particular compound suitable for use as an active ingredient is spiro[pyrrolidine-3,9'-xanthene]-2,5-dione.
    Type: Grant
    Filed: May 11, 1982
    Date of Patent: March 5, 1985
    Assignee: Imperial Chemical Industries PLC
    Inventors: David R. Brittain, Robin Wood
  • Patent number: 4501890
    Abstract: Trans-(.+-.)-2-Amino or substituted amino-4-permissibly-substituted 6-lower alkyl or allyl-5,5a,-6,7,8,9,9a,10-octahydropyrimido[4,5-g]quinolines, the corresponding trans-(-)-stereoisomers and salts thereof, useful in treating anxiety, Parkinson's Syndrome, sexual dysfunction, depression, hypertension and elevated prolactin levels, and intermediates useful for the synthesis thereof.
    Type: Grant
    Filed: September 26, 1983
    Date of Patent: February 26, 1985
    Assignee: Eli Lilly and Company
    Inventors: Cynthia L. Nichols, Edmund C. Kornfeld
  • Patent number: 4500713
    Abstract: (3S)-2-N-[(1S)-1-Ethoxycarbonyl-1-(2,3-dihydro-1H-inden-2-yl)-methyl]-L-ala nyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid is a antihypertensive agent.
    Type: Grant
    Filed: September 23, 1982
    Date of Patent: February 19, 1985
    Assignee: USV Pharmaceutical Corporation
    Inventors: John T. Suh, Jeffrey N. Barton, John R. Regan
  • Patent number: 4500341
    Abstract: Phenoxycarboxylic acid amide compound of the formula ##STR1## wherein R.sup.1 and R.sup.2 are individually selected from hydrogen and methyl,R.sup.3 is hydrogen or alkyl with from 1 to 5 carbon atomsR.sup.4 is optionally substituted alkoxycarbonylalkyl, aminocarbonylalkyl or dialkylaminocarbonylalkyl, phenyl, or substituted phenyl wherein the substituent is at least one of the group consisting of alkyl, alkoxy or alkylthio of from 1 to 4 carbon atoms, carbalkoxy of from 2 to 4 carbon atoms, halogen, and nitro; orR.sup.3 and R.sup.
    Type: Grant
    Filed: October 21, 1981
    Date of Patent: February 19, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Heinz Forster, Ludwig Eue, Robert R. Schmidt
  • Patent number: 4499079
    Abstract: Peptides of the formula ##STR1## wherein X is various amino or imino acids or esters are useful as hypotensive agents.
    Type: Grant
    Filed: November 18, 1982
    Date of Patent: February 12, 1985
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Eric M. Gordon, Harold N. Weller, III