Chalcogen Bonded Directly To The Bicyclo-carbocyclic Ring System Patents (Class 546/206)
  • Patent number: 4508724
    Abstract: Novel aryloxymethylpyrrolidinols and piperidinols are provided of the formula: ##STR1## wherein R.sup.1 is hydrogen, loweralkyl and phenylloweralkyl; R.sup.2 is hydrogen, loweralkyl and acyl; R.sup.3 is phenyl, naphthyl, 4-indanyl and 5-indanyl; m is 2 or 3 and n is 1 or 2; and the pharmaceutically acceptable salts thereof, having antiarrhythmic, antidepressant and antihypertensive activity.
    Type: Grant
    Filed: February 3, 1984
    Date of Patent: April 2, 1985
    Assignee: A. H. Robins Company, Inc.
    Inventors: Chandler R. Taylor, Jr., Harold F. Stauffer, Jr.
  • Patent number: 4507292
    Abstract: Aryl N-oxalyl-N-methyl-carbamates of the general formula ##STR1## in which X represents an alkoxy, alkenoxy, alkinoxy, aryloxy, alkylthio, alkenylthio, alkinylthio or arylthio radical, each of which may be optionally substituted, or represents a radical of the general formula --N R.sup.3 R.sup.4, wherein R.sup.3 and R.sup.4 are identical or different and represent a hydrogen atom or an alkyl, alkenyl, alkinyl, cycloalkyl, cycloalkenyl or aryl radical, each of which may be optionally substituted,or the radicals R.sup.3 and R.sup.4, together with the N atom to which they are bonded, form an optionally substituted heterocyclic ring, andR.sup.1 represents an aryl radical which is optionally substituted,are novel and find use as pesticides, especially for combating insects, acarids and nematodes.
    Type: Grant
    Filed: January 27, 1983
    Date of Patent: March 26, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gerhard Heywang, Engelbert Kuhle, Wolfgang Behrenz, Ingeborg Hammann, Bernhard Homeyer
  • Patent number: 4500529
    Abstract: N-(Aryloxyalkyl)-N'-(aminoalkyl)ureas and thioureas having the formula: ##STR1## wherein R.sup.1 and R.sup.2 are hydrogen, loweralkyl, cycloalkyl, phenyl or phenyllower alkyl, and R.sup.3 and R.sup.4 are hydrogen, loweralkyl, phenyl and phenylalkyl or R.sup.3 and R.sup.4 taken together with the adjacent nitrogen form a heterocyclic residue are disclosed in a method of suppressing cardiac arrhythmias.
    Type: Grant
    Filed: May 9, 1983
    Date of Patent: February 19, 1985
    Assignee: A. H. Robins Company, Incorporated
    Inventors: James R. Shanklin, Jr., Christopher P. Johnson, III
  • Patent number: 4499089
    Abstract: 2-Alkylthio-1-aminoalkyl-2-pyrroline-3-carbonitriles and pharmaceutically acceptable acid addition salts, processes for their preparation and formulation into pharmaceutical compositions as well as their activity as thrombocyte aggregation-inhibitors are described. The compounds are thus useful for the prophylaxis and therapy of thrombotic states.
    Type: Grant
    Filed: May 10, 1984
    Date of Patent: February 12, 1985
    Assignee: Warner-Lambert Company
    Inventors: Hubert Barth, Johannes Hartenstein, Gerhard Satzinger, Edgar Fritschi, Volker Ganser, Horst-Dietmar Tauschel, Gunter Wolf
  • Patent number: 4486349
    Abstract: Process for preparing a para-quinone or ortho-quinone derivative, possibly alkoxylated or aryloxylated, which consists in oxidizing respectively the corresponding hydroquinone or pyrocatechic derivative, by means of the complex prepared, in situ or separately, by combining a cuprous salt, a hydrocarbon substituted by a cyano group and molecular oxygen, the oxidation being possibly carried out in the presence of an alkoxylating or aryloxylating agent of the hydroxylated derivative type.
    Type: Grant
    Filed: November 12, 1982
    Date of Patent: December 4, 1984
    Assignee: Delalande, S.A.
    Inventors: Michel Maumy, Patrice J. G. Capdevielle, Philippe L. Dostert, Michel Langlois
  • Patent number: 4485109
    Abstract: 4-Aryl-4-piperidinecarbinols, for example, ##STR1## useful as antidepressants and, in some cases, as anorectic agents.
    Type: Grant
    Filed: February 25, 1983
    Date of Patent: November 27, 1984
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Engelbert Ciganek
  • Patent number: 4485108
    Abstract: Compounds of the formula (I) and salts thereof: ##STR1## wherein: A is a bond, --CH.sub.2 -- or --CH.dbd.CH--;R.sup.2 is hydrogen and R.sup.1 is selected from C.sub.1-4 alkyl, hydroxyl, C.sub.1-4 alkoxy, C.sub.1-4 alkanoyloxy, hydrogen, halogen, nitro, cyano, and amino optionally substituted by one or two C.sub.1-4 alkyl groups or by C.sub.1-4 alkanoyl;R.sup.4 is C.sub.1-4 alkyl, hydroxy, C.sub.1-4 alkoxy, C.sub.1-4 alkanoyloxy or nitrato;R.sub.2 N is 1-piperidyl, morpholino or 4-methyl-1-piperazyl, optionally substituted by one or two methyl groups in the 2-, 4- or 6- positions as apt, or 1-pyrrolidyl substituted by one or two methyl groups.m is 0 or 1; andn is 0 to 3a process for their preparation and compositions containing them.
    Type: Grant
    Filed: September 24, 1982
    Date of Patent: November 27, 1984
    Assignee: Beecham Wuelfing GmbH & Co., KG
    Inventor: Ljerka Jozic
  • Patent number: 4447428
    Abstract: Prostanoid compounds are described having the formula: ##STR1## where A is a cyclopentane ring, which is substituted by oxo and/or hydroxy or etherified hydroxy and may be saturated or unsaturated; X is --CH.dbd.CH--or --(CH.sub.2).sub.2 --; R is alkyl having a terminal --COOH or ester group; and Y is amino or substituted amino, particularly heterocyclic amino.The compounds have bronchodilator activity and/or inhibit blood platelet aggregation.The preparation and pharmaceutical formulation of the compounds is also described.
    Type: Grant
    Filed: July 15, 1983
    Date of Patent: May 8, 1984
    Assignee: Glaxo Group Limited
    Inventors: Eric W. Collington, Harry Finch, Roger F. Newton
  • Patent number: 4447368
    Abstract: Aromatic aminosulphonic acids which have a reduced content of discoloring by-products are obtained when aromatic amines are reacted with a sulphonating agent in a reaction medium at least some of which consists of tetramethylene sulphone.
    Type: Grant
    Filed: March 31, 1982
    Date of Patent: May 8, 1984
    Assignee: Siemens-Allis, Inc.
    Inventors: Herbert Emde, Heinz U. Blank, Peter Schnegg
  • Patent number: 4443462
    Abstract: Novel compounds of the formula ##STR1## wherein n is an integer of from 2 to 5, R is hydrogen, alkyl, alkoxy, halogen or trifluoromethyl, R.sub.1 is hydrogen, alkyl, alkoxy or halogen, and Z is carbonyl or hydroxymethylene and their pharmaceutically acceptable acid addition salts are useful as antipsychotic agents having a low potential for extrapyramidal side effects. The novel compounds are prepared from novel intermediates of formula ##STR2## or their salts wherein R has the meanings defined above and R.sub.2 is hydrogen, lower alkyl or phenyl(lower alkyl).
    Type: Grant
    Filed: September 24, 1982
    Date of Patent: April 17, 1984
    Assignee: Merrell Dow Pharmaceuticals Inc.
    Inventors: Albert A. Carr, Robert A. Farr
  • Patent number: 4436908
    Abstract: Compounds of the formula (I):R.sub.2 N--(CH.sub.2).sub.n --NH--SO.sub.2 R.sup.1 (I)and salts thereof wherein NR.sub.2 represents a piperidyl, pyrrolidyl, or N-methylpiperazyl group any of which may be substituted by one or two methyl groups; R.sup.1 is a 1-naphthyl group substituted by one or two moieties selected from fluorine, chlorine, bromine, methoxyl, ethoxyl, hydroxyl, acetoxyl, nitro, cyano, amino optionally substituted by one or two C.sub.1-6 alkyl groups, methyl, ethyl, carboxyl, methoxycarbonyl, ethoxycarbonyl, acetamido or carboxamido; and n is 2 or 3, pharmaceutical compositions containing them and a process for their preparation.
    Type: Grant
    Filed: March 12, 1982
    Date of Patent: March 13, 1984
    Assignee: Johann A. Wuelfing
    Inventor: Ljerka Jozic
  • Patent number: 4435334
    Abstract: Compounds which contain ammonium groups and sulphonic acid groups and which, in the betaine form, correspond to the formula ##STR1## wherein X denotes --CO-- or --SO.sub.2 --,R.sub.1 denotes hydrogen or alkyl,R.sub.2, R.sub.3 and R.sub.4, independently of one another denote alkyl, alkenyl or aralkyl, orR.sub.4 denotes ##STR2## Y denotes alkylene or xylylene, m denotes 1 or 2,n denotes 0 or 1, andR.sub.5 and R.sub.6, independently of one another, denote hydrogen, alkyl, alkoxy or halogen,and in addition, if n=1,R.sub.2 or R.sub.4 denotes amino, alkylamino, dialkylamino, aryl or cycloalkyl,R.sub.2 and R.sub.3, together with the nitrogen atom which is bonded to them, denote a 5-membered or 6-membered ring,R.sub.2, R.sub.3 and R.sub.4, together with the nitrogen atom which is bonded to them, denote a pyridinium ring, a group of the formula ##STR3## or hydrogen, Y denotes arylene, benzylene or a radical of the formula ##STR4## Z denotes a direct bond, --(CH.sub.2).sub.p --, --O--, --O--(CH.sub.2).sub.
    Type: Grant
    Filed: December 28, 1981
    Date of Patent: March 6, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Frank-Michael Stohr, Peter Wild, Horst Nickel
  • Patent number: 4435336
    Abstract: Aminoarylsulphonic acids which have a relatively high purity and a relatively low content of aminoaryldisulphonic acids can be obtained, if they are prepared, from the corresponding arylammonium hydrogen sulphates, by an improved version of the so-called baking process, wherein the reaction is carried out under pressure at a temperature of at least 140.degree. C. and, at least partially, in the presence of water.
    Type: Grant
    Filed: March 31, 1982
    Date of Patent: March 6, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Herbert Emde, Heinz U. Blank, Peter Schnegg
  • Patent number: 4433152
    Abstract: A compound of the formula, ##STR1## wherein R represents a hydrogen atom, a naphthyl, indanyl, tetrahydronaphthyl or pyridyl group, or a phenyl group which may have 1 to 3 substituents selected from the group consisting of a halogen atom, and an alkyl, alkenyl, alkoxy, alkanoyl, cyano, formyl, trifluoromethyl, phenyl, phenylalkyl, alkanoyl-amino, aminosulfonyl, carboxyl, alkoxycarbonyl, benzyloxycarbonyl, benzoylvinyl, phenylvinylcarbonyl, carboxyvinyl, and diphenyl-methyloxycarobnylvinyl group, A represents an oxygen or sulfur atom, and n represents an integer of 0 to 3, with the proviso that when n is an integer of 0, R must not be a hydrogen atom, or a pharmaceutically acceptable salt thereof is effectively useful for inhibiting a complement reaction, inflammation caused by an allergic reaction, and platelet aggregation.
    Type: Grant
    Filed: May 19, 1982
    Date of Patent: February 21, 1984
    Assignee: Nippon Chemiphar Co., Ltd.
    Inventors: Mutsumi Muramatsu, Toshio Satoh, Hiroyasu Sekine, Atsushi Tendo, Yoshio Kikawa, Kaname Kondo
  • Patent number: 4431834
    Abstract: This invention relates to certain bicyclic derivatives which are indane and tetralin compounds and which have herbicidal properties, to processes for their preparation, to herbicidal compositions containing them and to a method of using them as herbicides.
    Type: Grant
    Filed: March 29, 1982
    Date of Patent: February 14, 1984
    Assignee: Imperial Chemical Industries PLC
    Inventor: David Cartwright
  • Patent number: 4429162
    Abstract: The instant invention relates to compounds of the formula ##STR1## wherein each R.sub.f is independently straight or branched chain perfluoroalkyl of 2 to 18 carbon atoms or perfluoroalkoxy-perfluoroalkyl of 4 to 18 carbon atoms;each R.sub.1 is independently straight or branched chain alkylene of 1 to 12 carbon atoms, alkylenethioalkylene of 2 to 12 carbon atoms, alkyleneoxyalkylene of 2 to 12 carbon atoms, or alkyleneiminoalkylene of 2 to 12 carbon atoms where the imino nitrogen atom contains as a third substituent, hydrogen or alkyl of 1 to 6 carbon atoms;R.sub.2, R.sub.3 and R.sub.4 are independently hydrogen, chloro, bromo, alkyl of 1 to 6 carbon atoms, alkenyl of 2 to 6 carbon atoms, hydroxyalkyl of 1 to 6 carbon atoms or alkoxy of 1 to 6 carbon atoms, and R.sub.2 and R.sub.3 additionally may, together with the carbon atoms to which they are attached, form a fused benzo ring;R.sub.
    Type: Grant
    Filed: February 1, 1982
    Date of Patent: January 31, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: Thomas W. Cooke, Robert A. Falk
  • Patent number: 4426387
    Abstract: The invention concerns compounds of formula ##STR1## and acid addition and quaternary ammonium salts thereof, wherein the dotted line represents an optional bond, Ar represents a ring system of formula ##STR2## in which Q is O,S,--CR.sup.7 .dbd.CR.sup.8 --, --N.dbd.CR.sup.8 -- and --N.dbd.N--; R.sup.4, R.sup.5 and R.sup.6, and R.sup.7 and R.sup.8 when present, each represent hydrogen or defined substituents and additionally either R.sup.4 and R.sup.5 when adjacent or R.sup.6 and R.sup.8 when adjacent, together with the carbon atoms to which they are attached also represent a fused five or six membered carbocyclic or heterocyclic ring optionally carrying one or more defined substituents; R is an optionally substituted aryl or heteroaryl radical or a cycloalkyl radical containing 5 to 7 carbon atoms; R.sup.1, R.sup.2, R.sup.3 and R.sup.9 are each hydrogen or a lower alkyl group; n is 0 or 1; X is .dbd.O, .dbd.S or .dbd.NH; Y is --O-- or a direct bond and Z is --CO-- or --CH.sub.
    Type: Grant
    Filed: April 7, 1982
    Date of Patent: January 17, 1984
    Assignee: John Wyeth & Brother Ltd.
    Inventors: John L. Archibald, Terrence J. Ward
  • Patent number: 4414211
    Abstract: 5-Membered, 6-membered and 7-membered heterocyclic derivatives of guanidine having hypoglycemic activity.
    Type: Grant
    Filed: March 14, 1980
    Date of Patent: November 8, 1983
    Assignee: McNeilab, Inc.
    Inventor: Chris R. Rasmussen
  • Patent number: 4390537
    Abstract: 1-(Substituted-aminoalkoxyphenyl)-2-methylene-1-alkanones, a class of compounds possessing anti-allergic properties for use in the treatment of allergic conditions, such as asthma prepared by etherifying an alkanoylphenol with an aminoalkyl halide, converting the ether formed to a salt of Mannich base by reacting it with a salt of a secondary amine in the presence of formaldehyde or paraformaldehyde and treating the Mannich salt with a weak base to deaminate the same and form the final product.
    Type: Grant
    Filed: May 19, 1982
    Date of Patent: June 28, 1983
    Assignee: Merck & Co., Inc.
    Inventor: Edward J. Cragoe, Jr.
  • Patent number: 4379785
    Abstract: What are disclosed are sulfonyl ureas of the formula ##STR1## in which R.sup.1, X and Y are as defined in the specification, and their physiologically acceptable salts, pharmaceutical formulations on the basis of these compounds, and their use in the treatment of diabetes.
    Type: Grant
    Filed: December 17, 1980
    Date of Patent: April 12, 1983
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Rudi Weyer, Volker Hitzel, Karl Geisen, Gunter Regitz
  • Patent number: 4376123
    Abstract: Basic ethers of the formula ##STR1## wherein Z is CH.sub.3 --NR.sup.2 --CH.sub.2 CH.sub.2 --CHR.sup.1 --, (1-R.sup.2 -3-piperidyl)-CHR.sup.3 --, (1-R.sup.2 -2-piperidyl)-CH.sub.2 --CHR.sup.3 - or 1-R.sup.2 -3-R.sup.4 -hexahydroazepinyl; R.sup.1 is cyclopropyl or Ar; R.sup.2 is H, alkyl of 1-4 C atoms, alkenyl of 2-4 C atoms, cycloalkylalkyl of 4-8 C atoms or benzyl; R.sup.3 is H or Ar; R.sup.4 is H or alkyl of 1-4 C atoms, Y is --O--CHQ.sup.1 --CHQ.sup.2 --CH.sub.2 --, --O--CHQ.sup.1 --CHQ.sup.2 --CO--, --O--CQ.sup.1 .dbd.CQ.sup.2 --CO-- or --CH.sub.2 --CHQ.sup.1 --CHQ.sup.2 --CO--; Q.sup.1 and Q.sup.2 are independently each H, alkyl of 1-4 C atoms, cycloalkyl or alkylcycloalkyl each of 3-6 total C atoms or Ar; and Ar is phenyl or phenyl substituted by F, Cl, alkoxy or alkylthio, each of 1-4 C atoms, methylenedioxy or CF.sub.3 ; with the proviso that when Z is (CH.sub.3 ).sub.2 N--CH.sub.2 CH.sub.2 --CHR.sup.1 in 7-position and Y is --O--C(C.sub.6 H.sub.5).dbd.CH--CO-- or --O--C(C.sub.6 H.sub.5).dbd.C(CH.sub.
    Type: Grant
    Filed: December 15, 1980
    Date of Patent: March 8, 1983
    Assignee: Merck Patent Gesellschaft mit Beschrankter Haftung
    Inventors: Hans-Heinrich Hausberg, Helmut Prucher, Jurgen Uhl, Christoph Seyfried, Klaus Minck
  • Patent number: 4372955
    Abstract: Compounds of the formula (I):R.sub.2 N--(CH.sub.2).sub.n --NH--SO.sub.2 R.sup.1 (I)and salts thereof wherein NR.sub.2 represents a piperidyl, pyrrolidyl, or N-methylpiperazyl group any of which may be substituted by one or two methyl groups; R.sup.1 is a 1-naphthyl group substituted by one or two moieties selected from fluorine, chlorine, bromine, methoxyl, ethoxyl, hydroxyl, acetoxyl, nitro, cyano, amino optionally substituted by one or two C.sub.1-6 aklkyl groups, methyl, ethyl, carboxyl, methoxycarbonyl, ethoxycarbonyl, acetamido or carboxamido; and n is 2 or 3, pharmaceutical compositions containing them and a process for their preparation.
    Type: Grant
    Filed: March 12, 1982
    Date of Patent: February 8, 1983
    Assignee: Johann A. Wuelfing
    Inventor: Ljerka Jozic
  • Patent number: 4357337
    Abstract: Compounds, which can be used as medicaments, of the formula: ##STR1## in which n is 1, 2 ore 3, X is fixed in position 4, 5, 6 or 7 on the cycle ##STR2## and represents a hydrogen atom or a halogen atom or an alkyl, alkoxy or alkylthio group having 1 to 4 carbon atoms, the ##STR3## is fixed in position 2 or 3 on the cycle ##STR4## and the broken line represents a second possible bond, are disclosed for the treatment of states of depression, as analgesics and anti-migraine substances.
    Type: Grant
    Filed: June 8, 1981
    Date of Patent: November 2, 1982
    Assignee: Pharmindustrie
    Inventors: Marie-Christine Dubroeucq, Claude G. A. Gueremy, Christian L. A. Renault, Gerard R. Le Fur
  • Patent number: 4344893
    Abstract: Novel compounds are described which are substituted benzophenone hydrazones. They have pesticidal activity, especially against insects and acarids, and pesticidal compositions and methods are described. Methods of making the compounds, and novel intermediates, are also described.
    Type: Grant
    Filed: February 25, 1980
    Date of Patent: August 17, 1982
    Assignee: The Boots Company Limited
    Inventors: Leonard G. Copping, John C. Kerry, Thomas I. Watkins, Robert J. Willis, Bryan H. Palmer
  • Patent number: 4341906
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen, benzyl, benzoyl, alkanoyl of 1 to 5 carbon atoms or --CO--(CH.sub.2).sub.p --NR'R" wherein p is 0 or an integer from 1 to 4; each of R' and R" when taken individually is hydrogen or alkyl of 1 to 4 carbon atoms; R' and R" when taken together with the nitrogen to which they are attached form a 5- or 6-membered heterocyclic ring selected from piperidino, pyrollo, pyrrolidino, morpholino and N-alkylpiperazino having from 1 to 4 carbon atoms in the alkyl group;R.sub.2 is selected from hydrogen, alkanoyl of 1 to 6 carbon atoms and benzoyl;R.sub.3 is selected from hydrogen, methyl and ethyl;R.sub.4 is selected from hydrogen, alkyl of 1 to 6 carbon atoms and benzyl;Z is selected from:(a) alkylene having from one to nine carbon atoms;(b) -(alk.sub.1).sub.m -X-(alk.sub.2).sub.n - wherein each of (alk.sub.1) and (alk.sub.2) is alkylene having from 1 to 9 carbon atoms, with the proviso that the summation of carbon atoms in (alk.sub.1) plus (alk.sub.
    Type: Grant
    Filed: December 22, 1980
    Date of Patent: July 27, 1982
    Assignee: Pfizer Inc.
    Inventors: Thomas H. Althuis, Charles A. Harbert, Michael R. Johnson, Lawrence S. Melvin, Jr.
  • Patent number: 4334004
    Abstract: This invention relates to 2-hydroxy-3-naphthoic acid amides of the general formula: ##STR1## wherein R.sub.1 is hydrogen, a substituted or unsubstituted alkyl, cycloalkyl, aralkyl, or aryl group, and R.sub.2 and R.sub.3 are identical or different and are hydrogen, a substituted or unsubstituted alkyl, cycloalkyl, aralkyl, or aryl group, or, together with the nitrogen atom to which they are attached, a substituted or unsubstituted heterocyclic group.
    Type: Grant
    Filed: March 16, 1979
    Date of Patent: June 8, 1982
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Siegfried Scheler
  • Patent number: 4329345
    Abstract: Compounds of the formula ##STR1## wherein R is hydrogen, alkyl, alkoxy, halo, amino, alkylamino, dialkylamino, hydroxy, nitro, trifluoromethyl, mercapto, or alkylmercapto, and may be the same or different,n is an integer from 2 to 4, andR.sub.1 and R.sub.2 are hydrogen or alkyl and may be the same or different, or R.sub.1 and R.sub.2 taken together with the nitrogen to which they are attached may be pyrrolidino, piperidino or morpholinoand their pharmaceutically acceptable, non-toxic acid addition salts have anti-arrhythmic activity.
    Type: Grant
    Filed: April 28, 1980
    Date of Patent: May 11, 1982
    Assignee: USV Pharmaceutical Corporation
    Inventors: James R. Shroff, Rohit Desai
  • Patent number: 4328233
    Abstract: The invention relates to 2-hydroxymethyl-3,4,5-trihydroxy-6-substituted-piperidines and methods for their preparation. The invention also includes compositions containing said 2-hydroxymethyl-3,4,5-trihydroxy-6-substituted-piperidines and the use of said compounds and compositions for influencing carbohydrate metabolism and fat metabolism and for use in animal nutrition as feed additives.
    Type: Grant
    Filed: October 29, 1979
    Date of Patent: May 4, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Horst Boshagen, Rudiger Sitt, Ernst Truscheit
  • Patent number: 4327022
    Abstract: Aminoalkylnaphthols and esters thereof, useful as cardiotonic or antibacterial agents, are prepared from the corresponding RO-naphthalenealkylamines, certain of which are also useful as cardiotonic agents.
    Type: Grant
    Filed: August 1, 1979
    Date of Patent: April 27, 1982
    Assignee: Sterling Drug Inc.
    Inventor: Denis M. Bailey
  • Patent number: 4321373
    Abstract: This invention relates to 2-hydroxy-3-naphthoic acid amides of the general formula: ##STR1## wherein R.sub.1 is hydrogen, a substituted or unsubstituted alkyl, cycloalkyl, aralkyl, or aryl group, and R.sub.2 and R.sub.3 are identical or different and are hydrogen, a substituted or unsubstituted alkyl, cycloalkyl, aralkyl, or aryl group, or, together with the nitrogen atom to which they are attached, a substituted or unsubstituted heterocyclic group. The compounds are useful as coupling components for diazo printing.
    Type: Grant
    Filed: August 29, 1980
    Date of Patent: March 23, 1982
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Siegfried Scheler
  • Patent number: 4310669
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen, benzyl, benzoyl, alkanoyl of 1 to 5 carbon atoms or --CO--(CH.sub.2).sub.p --NR'R" wherein p is 0 or an integer from 1 to 4; each of R' and R" when taken individually is hydrogen or alkyl of 1 to 4 carbon atoms; R' and R" when taken together with the nitrogen to which they are attached form a 5- or 6-membered heterocyclic ring selected from piperidino, pyrrolo, pyrrolidino, morpholino and N-alkylpiperazino having from 1 to 4 carbon atoms in the alkyl group;R.sub.2 is selected from hydrogen, alkanoyl of 1 to 6 carbon atoms and benzoyl;R.sub.3 is selected from hydrogen, methyl and ethyl;R.sub.4 is selected from hydrogen, alkyl of 1 to 6 carbon atoms and benzyl;Z is selected from:(a) alkylene having from one to nine carbon atoms;(b) -(alk.sub.1).sub.m -X-(alk.sub.2).sub.n - wherein each of (alk.sub.1) and (alk.sub.2) is alkylene having from 1 to 9 carbon atoms, with the proviso that the summation of carbon atoms in (alk.sub.1) plus (alk.sub.
    Type: Grant
    Filed: December 22, 1980
    Date of Patent: January 12, 1982
    Assignee: Pfizer Inc.
    Inventors: Thomas H. Althuis, Charles A. Harbert, Michael R. Johnson, Lawrence S. Melvin, Jr.
  • Patent number: 4277474
    Abstract: New propanone derivatives, useful for treating allergic diseases, the pharmacologically allowable salts thereof, their manufacturing process and pharmaceutical composition containing at least one of them as the active ingredient.
    Type: Grant
    Filed: September 27, 1979
    Date of Patent: July 7, 1981
    Assignee: Nippon Zoki Pharmaceutical Co., Ltd.
    Inventors: Akihide Kohda, Teikichi Kurosaki
  • Patent number: 4267334
    Abstract: The invention concerns 6-methoxy-2-acetylnaphthalene oxime derivatives of the general formula ##STR1## in which R.sub.1 and R.sub.2 each represent a lower alkyl radical, or form, in association with the nitrogen atom to which they are linked, a saturated heterocyclic group, and the acid addition salts thereof with physiologically acceptable acids. These derivatives have analgesic, antipyretic and anti-inflammatory activity and can be made up into pharmaceutical compositions in tablet, capsule, suppository and the like forms. The derivatives of the invention may be prepared by reacting the corresponding 2-acetyl-6-methoxynaphthalene oximes with an appropriate substituted halogeno-ethylamine.
    Type: Grant
    Filed: July 20, 1979
    Date of Patent: May 12, 1981
    Assignee: Productos Esteve Internacional S.A.
    Inventor: Antonio Esteve Subirana
  • Patent number: 4249021
    Abstract: Substituted 1-oxo-2,2-disubstituted-5-indanacetic acids and their salts, esters and amides are disclosed. The products display a dual pharmaceutical utility in that they exhibit diuretic, saluretic and uricosuric activity.
    Type: Grant
    Filed: February 26, 1979
    Date of Patent: February 3, 1981
    Assignee: Merck & Co., Inc.
    Inventors: Edward J. Cragoe, Jr., Haydn W. R. Williams, Otto W. Woltersdorf, Jr.
  • Patent number: 4247715
    Abstract: Indanyloxy compounds having 2-alkynyl substituents which exhibit diuretic, saluretic, and uricosuric activity are described. The compounds are obtained according to a process involving selective etherification of a 5-hydroxyindanone followed by alkynylation with a silylated alkynyl bromide to provide novel silylated intermediates which are hydrolyzed to indanyloxy compounds such as (6,7-dichloro-1-oxo-2-phenyl-2-propargyl-5-indanyloxy)acetic acid.
    Type: Grant
    Filed: April 9, 1979
    Date of Patent: January 27, 1981
    Assignee: Mead Johnson & Company
    Inventors: Porter C. Johnson, William L. Matier
  • Patent number: 4246269
    Abstract: The present invention provides new derivatives of perhydro-aza-heterocycles of the formula ##STR1## in which X is the oxo radical or hydrogen and the radical OR.sub.1, in which R.sub.1 is hydrogen or a substituted or unsubstituted aliphatic hydrocarbon radical, a substituted or unsubstituted araliphatic hydrocarbon radical or a substituted or unsubstituted aromatic hydrocarbon radical or an acyl radical, R.sub.2 is hydrogen or a substituted or unsubstituted aliphatic hydrocarbon radical, Y is oxygen or sulphur, n.sub.1 and n.sub.2 each are values of 1 to 3, n.sub.1 +n.sub.2 being at most four, and Ar is a substituted or unsubstituted aromatic hydrocarbon radical, and the acid addition salts, in particular the pharmaceutically acceptable acid addition salts thereof. These new substances possess valuable pharmacological properties, in particular antidepressant activity, and can be used for the treatment of mental depressions.
    Type: Grant
    Filed: April 5, 1979
    Date of Patent: January 20, 1981
    Assignee: Ciba-Geigy Corporation
    Inventor: Romeo Paioni
  • Patent number: 4246268
    Abstract: Novel compounds of the formula ##STR1## wherein n is an integer of from 2 to 5, R is hydrogen, alkyl, alkoxy, halogen or trifluoromethyl, R.sub.1 is hydrogen, alkyl, alkoxy or halogen, X is carbonyl, hydroxymethylene or methylene, and Z is carbonyl or hydroxymethylene and their pharmaceutically acceptable acid addition salts are useful as antipsychotic agents having a low potential for extrapyramidal side effects. The novel compounds are prepared from novel intermediates of formula ##STR2## or their salts wherein R and X have the meanings defined above.
    Type: Grant
    Filed: February 9, 1979
    Date of Patent: January 20, 1981
    Assignee: Richardson-Merrell Inc.
    Inventor: Albert A. Carr
  • Patent number: 4239886
    Abstract: Salts of N-acylaminohydroxynaphthalenesulphonic acids which, in the form of the free acid, correspond to the formula ##STR1## wherein R denotes hydrogen or alkyl,X denotes the radical of a monovalent or divalent acyl group,m denotes 1 or 2 andn denotes 1 or 2,and wherein at least one of the sulphonic acid groups contains, as a cation, a cation of the formula ##STR2## wherein R.sub.1 and R.sub.2 independently of one another denote C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy-C.sub.1 -C.sub.4 -alkyl or R.sub.3, orR.sub.1 and R.sub.2, together with the nitrogen atom, denote piperidinyl, morpholinyl or pyrrolinyl,R.sub.3 denotes the group ##STR3## R.sub.4 denotes hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy-C.sub.1 -C.sub.4 -alkyl or the group ##STR4## R.sub.5 and R.sub.6 denote hydrogen, methyl or ethyl and p represents an integer between 1 and 10,a process for their preparation and their use as coupling components for the preparation of azo dyestuffs or concentrated solutions thereof.
    Type: Grant
    Filed: February 16, 1979
    Date of Patent: December 16, 1980
    Assignee: Bayer Aktiengesellschaft
    Inventors: Peter Wild, Horst Nickel
  • Patent number: 4238612
    Abstract: A process for the conversion of compounds of the formula: ##STR1## in which R is a hydrogen atom or a substituent and for which the carbon carrying the vinyl group has the rectus configuration, into the corresponding compounds of formula (I) for which the carbon carrying the vinyl group has the sinister configuration, and vice versa, which comprises subjecting a compound of formula (I) for which the carbon carrying the vinyl group has the rectus or sinister configuration, partially or entirely salified, to a heating at a temperature above 50.degree. C. in a protic solvent or a mixture of protic solvents in the presence or absence of formaldehyde, and isolating the compound of formula (I) for which the carbon carrying the vinyl group has the sinister or rectus configuration thus formed.
    Type: Grant
    Filed: March 21, 1979
    Date of Patent: December 9, 1980
    Assignee: Pharmindustrie
    Inventors: Jean-Jacques Barieux, Marie-Christine Dubroeucq, Francois Rocquet
  • Patent number: 4225708
    Abstract: 2-Sulfamoyl-5-sulfamido-1-naphthols represented by the formula: ##STR1## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 can be the same or different and each represent a hydrogen atom, a straight-chain alkyl group, a branched alkyl group or a cycloalkyl group; or R.sup.1 and R.sup.
    Type: Grant
    Filed: August 22, 1979
    Date of Patent: September 30, 1980
    Assignee: Konishiroku Photo Industry Co., Ltd.
    Inventors: Masaru Kanbe, Kazumasa Watanabe, Morito Uemura, Jiro Takahashi, Ryuichiro Kobayashi, Tatsuhiko Kobayashi
  • Patent number: 4173640
    Abstract: Compounds are provided having the structure ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 or R.sub.4 is hydrogen or acyl and R.sub.5 is hydrogen or acyl, X is a straight or branched bivalent alkylene radical and Y is ##STR2## These compounds are useful in the treatment of hypertension.
    Type: Grant
    Filed: August 4, 1977
    Date of Patent: November 6, 1979
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Frederic P. Hauck, Michael E. Condon, Joyce Reid
  • Patent number: 4172945
    Abstract: Compounds are provided having the structure ##STR1## wherein n is 1, 2 or 3, m is 0, 1 or 2, R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 may be the same or different and can be hydrogen, lower alkyl, halo-lower alkyl, acyl, lower alkoxy-carbonyl ##STR2## amido ##STR3## or lower alkoxyalkylene, X is a straight or branched bivalent aliphatic radical and Y is ##STR4## These compounds are useful in the treatment of hypertension.
    Type: Grant
    Filed: July 27, 1978
    Date of Patent: October 30, 1979
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Frederic P. Hauck, Joseph E. Sundeen, Joyce Reid
  • Patent number: 4172093
    Abstract: The present invention relates to new pharmacodynamically active compounds of the general structure ##STR1## as well as the corresponding amine oxides, quarternary ammonium compounds and salts with physiologically acceptable acids. In formula I R.sup.1 signifies hydrogen, halogen or alkoxy radicals having 1-3 carbon atoms, R.sup.2 and R.sup.3 signify alkyl radicals having 1-3 carbon atoms, which togetner with the carbon atom, to which they are connected, may form a ring, A either signifies a possibly lower alkyl substituted ethylene, trimethylene or tetramethylene group, in which case D is a group ##STR2## wherein R.sup.4 and R.sup.
    Type: Grant
    Filed: March 20, 1973
    Date of Patent: October 23, 1979
    Assignee: AB Kabi
    Inventors: Barbro K. Goransson-Dahlander, Nils A. Jonsson, Ferenc Merenyi
  • Patent number: 4170653
    Abstract: Disclosed herein are compounds of the formula ##STR1## in which Ar is phenyl or 1-naphthyl; R.sup.1 is hydrogen or lower alkyl; and R.sup.2 and R.sup.3 together with the nitrogen atom to which they are joined form a heterocyclic amine radical selected from the group consisting of 1-pyrrolidinyl, piperidino, morpholino and 4-(lower alkyl)-1-piperazinyl. The compounds are antidepressant agents and methods for their preparation and use also are disclosed.
    Type: Grant
    Filed: September 1, 1977
    Date of Patent: October 9, 1979
    Assignee: Ayerst McKenna and Harrison Limited
    Inventors: Jean-Marie Ferland, Real Laliberte, Wilbur Lippmann, Thomas A. Pugsley
  • Patent number: 4169108
    Abstract: Aminoalkylnaphthols and esters thereof, useful as cardiotonic agents, prepared from the corresponding RO-naphthalenealkylamines, certain of which are also useful as cardiotonic agents, are disclosed.
    Type: Grant
    Filed: August 16, 1973
    Date of Patent: September 25, 1979
    Assignee: Sterling Drug Inc.
    Inventor: Denis M. Bailey
  • Patent number: 4160837
    Abstract: The present invention provides new derivatives of perhydro-aza-heterocycles of the formula ##STR1## in which X is the oxo radical or hydrogen and the radical OR.sub.1, in which R.sub.1 is hydrogen or a substituted or unsubstituted aliphatic hydrocarbon radical, a substituted or unsubstituted araliphatic hydrocarbon radical or a substituted or unsubstituted aromatic hydrocarbon radical or an acyl radical, R.sub.2 is hydrogen or a substituted or unsubstituted aliphatic hydrocarbon radical, Y is oxygen or sulphur, n.sub.1 and n.sub.2 each are values of 1 to 3, n.sub.1 +n.sub.2 being at most four, and Ar is a substituted or unsubstituted aromatic hydrocarbon radical, and the acid addition salts, in particular the pharmaceutically acceptable acid addition salts thereof. These new substances possess valuable pharmacological properties, in particular antidepressant activity, and can be used for the treatment of mental depressions.
    Type: Grant
    Filed: August 24, 1977
    Date of Patent: July 10, 1979
    Assignee: Ciba-Geigy Corporation
    Inventor: Romeo Paioni
  • Patent number: 4156723
    Abstract: Compounds are provided having the structure ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 or R.sub.4 is hydrogen or acyl, and R.sub.5 is hydrogen or acyl, X is a straight or branched bivalent alkylene radical and Y is ##STR2## These compounds are useful in the treatment of hypertension.
    Type: Grant
    Filed: August 4, 1977
    Date of Patent: May 29, 1979
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Frederic P. Hauck, Michael E. Condon, Joyce Reid
  • Patent number: 4156730
    Abstract: A compound of formula (I): ##STR1## wherein: M IS 0 OR 1;N is 4 to 8;A is hydrogen, and when m is 0 and R.sub.5 is methyl it may also be methyl or a group CO.sub.2 B wherein B is hydrogen or CO.sub.2 B represents an ester group in which the B moiety contains from 1 to 12 carbon atoms;X is CO, protected CO, CROH in which R is hydrogen or C.sub.1-4 alkyl and in which the OH moiety may be protected; R.sub.1 is hydrogen, or CO.sub.2 R.sub.1 represents an ester group in which the R.sub.1 moiety contains 1 to 12 carbon atoms;R.sub.4 is hydrogen, C.sub.1-9 alkyl, C.sub.5-8 cycloalkyl, C.sub.5-8 cycloalkyl-C.sub.1-6 alkyl, phenyl, phenyl C.sub.1-6 alkyl, naphthyl, naphthyl C.sub.1-6 alkyl, any of which phenyl or naphthyl moieties may be substituted by one or more halogen, trifluoromethyl, C.sub.1-6 alkyl, C.sub.1-6 alkoxy, or nitro groups;D is a group --CH.sub.2 --CH(R.sub.6)--CH(R.sub.7)--C(R.sub.2)(R.sub.3)--, a group--CH.sub.2 --CH(R.sub.6)--CH(R.sub.7)--CH(R.sub.8)--C(R.sub.2)(R.sub.3)--, a group--CH.sub.
    Type: Grant
    Filed: May 13, 1977
    Date of Patent: May 29, 1979
    Assignee: Beecham Group Limited
    Inventors: Richard W. Moore, Frederick Cassidy, Gordon Wootton
  • Patent number: 4154852
    Abstract: Novel 7-aminobenzocycloheptenes of the formula ##STR1## wherein X is selected from the group consisting of --NO.sub.2, --NH.sub.2, CH.sub.3 O-- and --OH, R.sub.1 is selected from the group consisting of hydrogen and alkyl of 1 to 5 carbon atoms, R.sub.2 is alkyl of 1 to 5 carbon atoms and R.sub.1 and R.sub.2 together with the nitrogen atom to which they are attached form a saturated heterocycle of 4 to 6 ring carbon atoms optionally containing a second heteroatom in the ring and optionally substituted with an alkyl of 1 to 5 carbon atoms and their non-toxic, pharmaceutically acceptable acid addition salts in optically active or racemic mixture form having antidepressant activity and a process for their preparation.
    Type: Grant
    Filed: September 20, 1977
    Date of Patent: May 15, 1979
    Assignee: Roussel Uclaf
    Inventors: Lucien Nedelec, Daniel Frechet, Claude Dumont
  • Patent number: 4145427
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is alkyl of 1 to 6 carbon atoms, phenyl, substituted phenyl or heteroaryl;R.sub.2 is hydrogen or alkyl; andR.sub.3 is hydrogen, methyl, methoxy or halogen;And non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds are useful as neuroleptics.
    Type: Grant
    Filed: April 14, 1978
    Date of Patent: March 20, 1979
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Adolf Langbein, Karl-Heinz Weber, Karin Boke