Plural Carbocyclic Rings Containing Patents (Class 546/239)
  • Patent number: 4543353
    Abstract: Esters of 13,14-didehydro prostaglandins have been prepared.
    Type: Grant
    Filed: October 25, 1982
    Date of Patent: September 24, 1985
    Assignee: Farmitalia Carlo Erba S.p.A.
    Inventors: Franco Faustini, Vittoria Villa, Carmelo Gandolfi, Enrico Di Salle
  • Patent number: 4537698
    Abstract: New piperidine derivatives ##STR1## in which R.sup.1 and R.sup.2 each independently is alkyl or alkoxy each of 1 to 10 C atoms, --Y--Z, F, Cl, Br or CN, and the radical R.sup.1 can also be H,Y is --CO--O--, --O--CO or a single bond,Z is --Q--R.sup.3 or alkyl having 1-10 C atoms,Q is 1,4-phenylene or 1,4-cyclohexylene,R.sup.3 is alkyl having 1-10 C atoms, F or CN, andA is 1,4-cyclohexylene or 1,3-dioxane-2,5-diyl, and their acid addition salts,can be used as components of dielectrics for electro-optical display elements.
    Type: Grant
    Filed: May 31, 1983
    Date of Patent: August 27, 1985
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Wolfgang Sucrow, Wolfgang Schatull, Peter Fuss
  • Patent number: 4530925
    Abstract: Compounds are described of the formulae (1a) and (1b) ##STR1## in which: --COR.sup.1 is an ester group,n is 1 or 2,W is C.sub.1-7 alkylene,X is cis or trans --CH.dbd.CH or --CH.sub.2 CH.sub.2 --,Y is a saturated heterocyclic amino group,R.sup.2 is substituted or unsubstituted phenylalkyl, thienylalkyl or naphthylalkyl or cinnamyl, andR.sup.3 is --H or C.sub.1-5 alkanoyl, including their salts.These compounds inhibit blood platelet aggregation and bronchoconstriction and may be formulated for use as antithrombotic or antiasthmatic agents.
    Type: Grant
    Filed: March 14, 1984
    Date of Patent: July 23, 1985
    Assignee: Glaxo Group Limited
    Inventors: Eric W. Collington, Peter Hallett, Christopher J. Wallis, John Bradshaw
  • Patent number: 4486588
    Abstract: Precursors to benzyl compounds, useful in the manufacture of pyrethroid insecticides, are prepared by regiospecific addition of an enamine to a heterocyclic diene accompanied by elimination of volatile by-products.
    Type: Grant
    Filed: October 19, 1982
    Date of Patent: December 4, 1984
    Assignee: FMC Corporation
    Inventors: William A. Van Saun, David M. Roush
  • Patent number: 4482549
    Abstract: Compounds are described of the formula ##STR1## in which --COR.sup.1 is a complex ester or thioester group,W is alkylene,X is cis or trans --CH.dbd.CH or --CH.sub.2 CH.sub.2 --,n is 1 or 2,Y is a saturated heterocyclic amino group having 5-8 ring members, andR.sup.2 is unsubstituted or substituted phenylalkyl, thienzlalkyl, naphthylalkyl or cinnamyl, and their salts and solvates.These compounds inhibit blood platelet aggregation and bronchoconstriction and may be formulated for use as antithrombotic and antiasthmatic agents.
    Type: Grant
    Filed: February 8, 1984
    Date of Patent: November 13, 1984
    Assignee: Glaxo Group Limited
    Inventors: Eric W. Collington, Peter Hallett, Christopher J. Wallis, Norman F. Hayes, John Bradshaw, Malcolm Carter, Alan Wadsworth
  • Patent number: 4481315
    Abstract: Compounds which contain, in their molecule, at least one 2-(2'-hydroxyphenyl)-benztriazole group or one 2-hydroxybenzophenone group and at least one polyalkylpiperidine group are effective light stabilizers for organic materials, in particular for polymers. The use of the compounds as light stabilizers for lacquers is of particular importance.
    Type: Grant
    Filed: February 28, 1983
    Date of Patent: November 6, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: Jean Rody, Mario Slongo
  • 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: 4443460
    Abstract: New 2-[4-(diphenylmethylene)-1-piperidinyl]-acetic acids and their amides, processes for the preparation thereof and therapeutic compositions. These compounds have the formula ##STR1## wherein Y=--OH or --NR.sub.1 R.sub.2, R.sub.1 and R.sub.2 =H, alkyl or phenyl; X=H, halogen or alkoxy; m=0, 1 or 2 and n=1 or 2.The 2-[4-(diphenylmethylene)-1-piperidinyl]-acetic acids are prepared by hydrolyzing the corresponding amide or lower alkyl ester, whereas the amides are prepared either by reacting a 4-(diphenylmethylene)-piperidine with an omega-haloacetamide, or by reacting an alkali metal salt of an omega-[4-diphenylmethylene)-1-piperidinyl]-alkanol (m=1 or 2) with a 2-haloacetamide, or by reacting a nitrogen compound (HNR.sub.1 R.sub.2) with a halide or alkyl ester of a 2-[4-(diphenylmethylene)-1-piperidinyl]-acetic acid.These compounds have in particular an antiallergic, spasmolytic, antihistaminic and broncholytic activity.
    Type: Grant
    Filed: September 17, 1981
    Date of Patent: April 17, 1984
    Assignee: UCB, Societe Anonyme
    Inventors: Ludovic Rodriguez, Eugene Baltes
  • Patent number: 4438112
    Abstract: Prostanoids are described of the formulae ##STR1## (and the salts thereof) in which: X is cis or trans --CH.dbd.CH-- or CH.sub.2 CH.sub.2 --;R.sup.1 is C.sub.1-7 alkyl terminated by --COOR.sup.10 where R.sup.10 is H, C.sub.1-6 alkyl or aralkyl;Y is a saturated heterocyclic amino group; andR.sup.4 is aralkyl (in which the aryl portion is substituted by alkylthio, alkylsulphinyl, alkylsulphonyl, alkanoylamino, aroylamino, phenalkyl, aminosulphonyl, alkanoylaminosulphonyl, phenylsulphonyl, nitro, tetrazolyl, substituted phenyl or thienyl).These compounds inhibit blood platelet aggregation and have bronchodilatory action, and may be formulated for use as anti-asthmatics and antithrombotic agents.
    Type: Grant
    Filed: September 17, 1982
    Date of Patent: March 20, 1984
    Assignee: Glaxo Group Limited
    Inventors: Eric W. Collington, Peter Hallett, Christopher J. Wallis, John Bradshaw
  • Patent number: 4421927
    Abstract: The present invention relates to a new cinnamoyl-cinnamic acid derivative selected from the group constituted by:(i) the m-cinnamoyl-cinnamic acid derivatives of formula ##STR1## in which: X.sub.o,X.sub.1,X.sub.2,X.sub.3,X.sub.4, which are identical or different, each represent an atom of hydrogen, a halogen, a lower alkyl group, a lower alkoxy group, the group NRR' (where R and R' identical or different, each represent an atom of hydrogen or a lower alkyl group), the group NO.sub.2, CF.sub.3 or OH;R.sub.1 represents an atom of hydrogen or a lower alkyl group;R.sub.2 represents an atom of hydrogen or the methyl group;Y represents a group OH, OR.sub.3 (where R.sub.3 is a lower alkyl group), NRR' (where R and R' are defined as hereinabove) or the group O(CH.sub.2).sub.n NR.sub.4 R.sub.5 (where n is an integer of value 1 to 5--and preferably 2 or 3)--; and R.sub.4 and R.sub.
    Type: Grant
    Filed: October 22, 1981
    Date of Patent: December 20, 1983
    Assignee: Societe de Recherches Industrielles (S.O.R.I.)
    Inventor: Francois Picart
  • Patent number: 4415687
    Abstract: 1,3-dihydroxy-4,6-bis-4'-(2',2',6',6',-tetramethylpiperidyl) benzene, its 1'-alkyl or 1'-(substituted alkyl) derivatives and monomeric or polymeric products derived from these compounds by substitution of 1- and 3-hydroxy groups and/or by the linking of hydroxy groups on adjacent units through a bridging groups, are useful as light and heat stabilizers for polymeric organic materials.Corresponding bis(3',4'-dehydro) unsaturated compounds are useful as intermediates.
    Type: Grant
    Filed: July 2, 1982
    Date of Patent: November 15, 1983
    Assignee: Sandoz Ltd.
    Inventors: Lajos Avar, Evelyne Kalt, Hellmuth Reinshagen
  • Patent number: 4410521
    Abstract: Compounds are described of the formula ##STR1## in which --COR.sup.1 is a complex ester or thioester group,W is alkylene,X is cis or trans --CH.dbd.CH or --CH.sub.2 CH.sub.2 --,n is 1 or 2,Y is a saturated heterocyclic amino group having 5-8 ring members, andR.sup.2 is unsubstituted or substituted phenylalkyl, thienylalkyl, naphthylalkyl or cinnamyl,and their salts and solvates.These compounds inhibit blood platelet aggregation and bronchoconstruction and may be formulated for use as antithrombotic and antiasthmatic agents.
    Type: Grant
    Filed: September 16, 1982
    Date of Patent: October 18, 1983
    Assignee: Glaxo Group Limited
    Inventors: Eric W. Collington, Peter Hallett, Christopher J. Wallis, Norman F. Hayes, John Bradshaw, Malcolm Carter
  • Patent number: 4409213
    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: November 10, 1982
    Date of Patent: October 11, 1983
    Assignee: Glaxo Group Limited
    Inventors: Eric W. Collington, Harry Finch, Roger F. Newton, Christopher J. Wallis
  • Patent number: 4391827
    Abstract: Cycloalkanones, cycloalkanols and unsaturated analogs thereof, each of which has at the 3-position a 2-hydroxy-4-substituted phenyl group wherein the 4-position substituent is alkyl which can have an oxygen atom as part of the chain, or aralkyl which can have an oxygen atom as part of the alkyl chain, their use for pharmacological and medicinal purposes, intermediates therefor and processes for their preparation.
    Type: Grant
    Filed: July 27, 1981
    Date of Patent: July 5, 1983
    Assignee: Pfizer Inc.
    Inventors: Charles A. Harbert, Michael R. Johnson, Lawrence S. Melvin, Jr.
  • Patent number: 4383999
    Abstract: N-Substituted azaheterocyclic carboxylic acids and their esters, useful as inhibitors of GABA uptake, are prepared by reacting an appropriate N-alkylating derivative with an ester of an N-unsubstituted azaheterocyclic carboxylic acid followed by hydrolysis of the ester.
    Type: Grant
    Filed: April 28, 1982
    Date of Patent: May 17, 1983
    Assignee: Smithkline Beckman Corporation
    Inventors: William E. Bondinell, John J. Lafferty, Charles L. Zirkle
  • Patent number: 4381266
    Abstract: Anhydride compounds of the formula ##STR1## wherein A is an optionally substituted amino-phenyl or optionally substituted 3-indolyl radical, Hal represents halogen, Z represents hydrogen, alkyl of 1 to 4 carbon atoms or an optionally substituted phenyl radical and n is 1 to 4; these anhydrides are particularly useful as starting materials for the manufacture of halogenated 3-aryl-3-indolyl-phthalides or fluoran derivatives.
    Type: Grant
    Filed: December 22, 1980
    Date of Patent: April 26, 1983
    Assignee: Ciba-Geigy Corporation
    Inventors: Robert Garner, Michael J. Whitehead
  • Patent number: 4377690
    Abstract: Novel ligands of the general formula wherein r is 1 or 2, and L is a piperidine which is substituted by at least one enolate group in the 1-position or 4-position and wherein the ring nitrogen is sterically hindered by alkyl substituents in the adjacent positions. These ligands are useful in preparing light stabilizers.
    Type: Grant
    Filed: June 8, 1981
    Date of Patent: March 22, 1983
    Assignee: Ciba-Geigy Corporation
    Inventor: Paul Moser
  • Patent number: 4368205
    Abstract: Disclosed are novel compounds of the formula ##STR1## wherein R.sup.1 is a heterocyclic radical selected from furanyl, thienyl, pyridyl, pyrimidyl, oxazolyl, pyrrolyl, isoxazolyl, thiazolyl, and isothiazolyl, and R.sup.2 is hydrogen, a tetramethylcylopropanecarbonyl group, a 1-(substituted-phenyl)-2-methylpropyl-1-carbonyl group, a 1-(4-ethoxyphenyl)-2-dichlorocyclopropanecarbonyl group, or a substituted-vinyl-cyclopropanecarbonyl group. The compounds wherein R.sup.2 is other than hydrogen are insecticides.
    Type: Grant
    Filed: September 17, 1981
    Date of Patent: January 11, 1983
    Assignee: FMC Corporation
    Inventor: John F. Engel
  • Patent number: 4350518
    Abstract: Substituted alkylammonium salts of the formula ##STR1## where Ar denotes substituted phenyl, X denotes oxygen or sulfur, n denotes one of the integers 0, 1 and 2, B denotes bicyclic quinuclidine, bicyclic pyrrolizidine or substituted ammonium, and Z denotes the anion of a nonphytotoxic acid, the manufacture of these compounds, and their use as plant growth regulators.
    Type: Grant
    Filed: February 23, 1981
    Date of Patent: September 21, 1982
    Assignee: BASF Aktiengesellschaft
    Inventors: Hubert Sauter, Bernd Zeeh, Ernst Buschmann, Johann Jung
  • Patent number: 4349452
    Abstract: Anisotropic compounds of the formula (1) ##STR1## wherein X and Y are each hydrogen, C.sub.1 -C.sub.12 alkyl, C.sub.1 -C.sub.12 alkoxy, N-monoalkaylamine having 1 to 12 carbon atoms in the alkyl group, halogen, cyano, nitro, or a cyclic radical of the formula ##STR2## wherein R is hydrogen, halogen, cyano, nitro, C.sub.1 -C.sub.12 alkyl, or C.sub.1 -C.sub.12 alkoxy, Z.sup.1 is a --COO-- group or a --OOC-- group and Z.sup.2 may be the same as Z.sup.1 or a single convalent bond, with the proviso that:(a) only one of the groups X and Y is a cyclic radical, and(b) neither of the groups X or Y is hydrogen, bromine, or poperidino when the other is hydrogen, have low .DELTA.n-values without a greay tendency to form smectic phases and are useful in preparing liquid crystal devices.
    Type: Grant
    Filed: July 15, 1980
    Date of Patent: September 14, 1982
    Assignee: Merck Patent GmbH
    Inventors: Maged A. Osman, Laszlo Revesz
  • Patent number: 4342756
    Abstract: Compounds are described of the formula ##STR1## (and their salts and solvates) in which: X is cis or trans --CH.dbd.CH--;R.sup.1 is C.sub.1-7 alkyl terminated by --COOR.sup.3 where R.sup.3 is H, C.sub.1-6 alkyl or C.sub.7-10 aralkyl;Y is a saturated heterocyclic amino group having 5-8 ring members; andR.sup.2 is C.sub.2-4 alkanoyl, C.sub.3-6 alkenyl (optionally substituted), C.sub.1-12 alkyl, or substituted or unsubstituted phenylalkyl, biphenylalkyl or naphthylalkyl.These compounds inhibit blood platelet aggregation and bronchoconstriction and may be formulated for use as antithrombotic and anti-asthmatic agents.
    Type: Grant
    Filed: April 29, 1981
    Date of Patent: August 3, 1982
    Assignee: Glaxo Group Limited
    Inventors: Eric W. Collington, Peter Hallett, Christopher J. Wallis, John Bradshaw, Norman F. Hayes
  • Patent number: 4342692
    Abstract: Compounds of the formulae: ##STR1## wherein, Z and Y are each alkylene containing one to about five carbon atoms in the principal chain or said alkylene substituted with OH, alkanoyloxy, alkoxy, mercapto or alkylmercapto;each of R.sub.1, R.sub.2 and R.sub.3 is independently H, alkyl, aryl, halo, alkoxy, alkenyloxy, alkylsulfinyl, alkylsulfonyl, alkylmercapto, cyano, carboxy, carbalkoxy, carboxamido, sulfamoyl, trifluoromethyl, hydroxy, hydroxyalkyl, acyloxy, alkylamino, sulfonylamino, or acylamino; and R.sub.1 and R.sub.2, when taken together, form a methylenedioxy or --O--CO--O--;Ar is heteroaryl, cycloalkyl or ##STR2## wherein, R.sub.1, R.sub.2 and R.sub.3 are as hereindescribed; andR is H, alkyl, cycloalkyl, aryl, aralkyl, alkenyl, alkynyl, carboalkoxy, or CONR.sub.4 R.sub.5 wherein each of R.sub.4 and R.sub.5 is H or alkyl; wherein the total number of carbon atoms in each hydrocarbyl group is up to 10;and ##STR3## wherein, each of R.sub.1 and R.sub.
    Type: Grant
    Filed: October 20, 1980
    Date of Patent: August 3, 1982
    Assignee: USV Pharmaceutical Corporation
    Inventors: John T. Suh, Rack H. Chung, Nai-Yi Wang, Jeffrey N. Barton
  • Patent number: 4332941
    Abstract: Cyclohexanones and -hexenones ##STR1## R.sup.1 is hydrogen or--CO--O--C.sub.n H.sub.2n+1-m (--NR.sup.4 R.sup.5) (1c)R.sup.2 is a group 1c, R.sup.3 is C.sub.1 - to C.sub.10 -alkyl, phenyl or phenyl substituted by lower alkyl, lower alkoxy, trifluoromethyl, nitro, cyano, chloro, carbamoyl, lower-alkyl-carbamoyl, sulfamoyl or lower-alkyl-sulfamoyl, R.sup.4 and R.sup.5 are lower alkyl or --NR.sup.4 R.sup.5 is pyrrolidinyl, piperidyl or morpholyl, m is 1 or 2 and n is 2 to 6, are obtained by reacting 2 mols of an esterCH.sub.3 --CO--CH.sub.2 --CO--O--C.sub.n H.sub.2n+1-m (--NR.sup.4 R.sup.5).sub.m (2)with an aldehyde R.sup.3 --CHO (3). The compounds (1) easily saponify and decarboxylate without an added catalyst to form a cyclohexenones ##STR2## while setting free the alcoholHO--C.sub.n H.sub.2n+1-m (--NR.sup.4 R.sup.5).sub.m (5)which reacts without a catalyst with diketene to form the ester (2).
    Type: Grant
    Filed: October 10, 1980
    Date of Patent: June 1, 1982
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Rudiger Berthold, Werner H. Muller
  • Patent number: 4332942
    Abstract: Azacycloalkanes, and derivatives thereof, including unsaturated analogs, each of which has at the 3-position a 2-hydroxy-4-substituted phenyl group wherein the 4-position substituent is alkyl which can have an oxygen atom as part of the chain, or aralkyl which can have an oxygen atom as part of the alkyl chain, their use for pharmacological and medicinal purposes, intermediates therefor and processes for their preparation.
    Type: Grant
    Filed: October 20, 1980
    Date of Patent: June 1, 1982
    Assignee: Pfizer, Inc.
    Inventors: Thomas H. Althuis, Charles A. Harbert, Michael R. Johnson, Lawrence S. Melvin, Jr.
  • Patent number: 4291059
    Abstract: Compounds are disclosed of general formula (I) ##STR1## in which R.sub.1 represents a hydrogen atom, a halogen atom or a group OR.sub.2, in which R.sub.2 represents a hydrogen atom, an alkyl group or an acyl group, R.sub.3 represents hydrogen or an alkyl, alkenyl or aryl group, R.sub.4 and R.sub.5 which may be the same or different, each represents a hydrogen atom or an alkyl, alkenyl or alkynyl group optionally substituted by an aryl or cycloalkyl group;or R.sub.4 and R.sub.5 together with the nitrogen atom may form a saturated four to seven membered ring,with the provisos that, when R.sub.4 and R.sub.5 simultaneously represent hydrogen atoms then (i) when R.sub.1 is hydrogen then R.sub.3 is not methyl and (ii) the compounds are the .beta.-isomers;and their physiologically acceptable salts.Compounds of formula (I) may be prepared from the corresponding .alpha.- or .beta.-configuration alcohols, from an aziridine intermediate or by a variety of alkylation procedures whereby the group R.sub.4 and/or R.sub.
    Type: Grant
    Filed: October 19, 1979
    Date of Patent: September 22, 1981
    Assignee: Glaxo Group Limited
    Inventor: Derek P. Reynolds
  • Patent number: 4289686
    Abstract: Compounds which contain, in their molecule, at least one 2-(2'-hydroxyphenyl)-benztriazole group or one 2-hydroxybenzophenone group and at least one polyalkylpiperidine group are effective light stabilizers for organic materials, in particular for polymers. The use of the compounds as light stabilizers for lacquers is of particular importance.
    Type: Grant
    Filed: September 17, 1979
    Date of Patent: September 15, 1981
    Assignee: Ciba-Geigy Corporation
    Inventors: Jean Rody, Mario Slongo
  • Patent number: 4285957
    Abstract: Novel compounds of the following formula: ##STR1## wherein R.sub.1 is hydrogen or hydroxy; R.sub.2 is hydrogen; or R.sub.1 and R.sub.2 taken together form a second bond between the carbon atoms bearing R.sub.1 and R.sub.2 ; n is an integer of from 1 to 5; R.sub.3 is --CH.sub.3, --CH.sub.2 OH, --COOH or --COOalkyl wherein the alkyl moiety has from 1 to 6 carbon atoms and is straight or branched; and each of A and B is hydrogen or hydroxy; with the provisos that at least one of A or B is hydrogen and one of A or B is other than hydrogen when R.sub.3 is --CH.sub.3 ; and pharmaceutically acceptable salts thereof.
    Type: Grant
    Filed: October 14, 1980
    Date of Patent: August 25, 1981
    Assignee: Richardson-Merrell Inc.
    Inventors: Albert A. Carr, Joseph E. Dolfini, George J. Wright
  • Patent number: 4285958
    Abstract: Pharmaceutically useful compounds of the following formula: ##STR1## wherein R.sub.1 represents hydrogen or hydroxy; R.sub.2 represents hydrogen; or R.sub.1 and R.sub.2 taken together form a second bond between the carbon atoms bearing R.sub.1 and R.sub.2 ; n is a positive whole integer of from 1 to 5; R.sub.3 is --CH.sub.3, --CH.sub.2 OH, --COOH or --COOalkyl wherein the alkyl moiety has from 1 to 6 carbon atoms and is straight or branched; and A and B are individually hydrogen or hydroxy; with the provisos that at least one of A or B is hydrogen and one of A or B is other than hydrogen when R.sub.3 is --CH.sub.3 ; and pharmaceutically acceptable acid addition salts thereof.
    Type: Grant
    Filed: October 14, 1980
    Date of Patent: August 25, 1981
    Assignee: Richardson-Merrell Inc.
    Inventors: Albert A. Carr, Joseph E. Dolfini, George J. Wright
  • Patent number: 4282160
    Abstract: The present invention is concerned with novel compounds useful in photographic products and processes comprising triarylmethane dyes possessing in their triaryl structure a 4'-oxo-1'-naphthylidene (or a 4'-oxo-1'-phenylidene) moiety and a phenyl moiety substituted in the ortho-position to the central carbon atom with the group ##STR1## wherein R is an alkyl group or a phenyl group, unsubstituted or substituted with a solubilizing group and Y is an electron-withdrawing group.
    Type: Grant
    Filed: May 22, 1980
    Date of Patent: August 4, 1981
    Assignee: Polaroid Corporation
    Inventor: James W. Foley
  • Patent number: 4277471
    Abstract: Biphenylylalkylamines which have anti-arrhythmic activity have been prepared. Pharmaceutical formulations containing such compounds and a method of treating cardiac arrhythmias are provided.
    Type: Grant
    Filed: February 22, 1980
    Date of Patent: July 7, 1981
    Assignee: Eli Lilly and Company
    Inventors: William B. Lacefield, Richard L. Simon
  • Patent number: 4265891
    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 grup; 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 10, 1979
    Date of Patent: May 5, 1981
    Assignee: Glaxo Group Limited
    Inventors: Eric W. Collington, Harry Finch, Roger F. Newton, Christopher J. Wallis
  • Patent number: 4256745
    Abstract: Prostan-1-ol esters and intermediates for their preparation are described; the former compounds exhibit improved organ specificity and a longer duration of activity at lower dosages than the corresponding non-esterified prostaglandins and are useful, inter alia, in triggering abortion, inducing labor and regulating the menstrual cycle.
    Type: Grant
    Filed: March 2, 1978
    Date of Patent: March 17, 1981
    Assignee: Schering Aktiengesellschaft
    Inventors: Werner Skuballa, Bernd Raduchel, Helmut Vorbruggen, Walter Elger, Olaf Loge, Eckehard Schillinger
  • Patent number: 4254129
    Abstract: Novel compounds of the following formula: ##STR1## wherein R.sub.1 is hydrogen or hydroxy; R.sub.2 is hydrogen; or R.sub.1 and R.sub.2 taken together form a second bond between the carbon atoms bearing R.sub.1 and R.sub.2 ; n is an integer of from 1 to 5; R.sub.3 is --CH.sub.3, --CH.sub.2 OH, --COOH or --COOalkyl wherein the alkyl moiety has from 1 to 6 carbon atoms and is straight or branched; and each of A and B is hydrogen or hydroxy; with the provisos that at least one of A or B is hydrogen and one of A or B is other than hydrogen when R.sub.3 is --CH.sub.3 ; and pharmaceutically acceptable salts thereof.
    Type: Grant
    Filed: April 10, 1979
    Date of Patent: March 3, 1981
    Assignee: Richardson-Merrell Inc.
    Inventors: Albert A. Carr, Joseph E. Dolfini, George J. Wright
  • Patent number: 4247694
    Abstract: The invention relates to metal salts of hydroxybenzoic acids which are complexed with a 4-amino-polyalkylpiperidine derivative or to mixed metal salts of a hydroxybenzoic acid and a polyalkylpiperidine carboxylic acid which may be complexed or not with an 4-amino-polyalkylpiperidine. The metal cation may be that of a di- or trivalent metal such as Ni, Co, Al, Zn or Ca. From hydroxybenzoic acids the 3,5-di-tert.butylbenzoic acid is preferred.These salts are valuable light stabilizers for plastics, especially for polyolefins, styrene polymers and polyamides or polyurethanes respectively. The salts show a strong tendency to retain water. For high compatibility with plastics a low water content is of importance.
    Type: Grant
    Filed: October 10, 1978
    Date of Patent: January 27, 1981
    Assignee: Ciba-Geigy Corporation
    Inventor: Michael Rasberger
  • Patent number: 4244963
    Abstract: 1-[2-(Alkyl and arylsulfonyl)-2-propenyl and propyl] substituted piperidines of the formula: ##STR1## where A is ##STR2## and R.sub.1 -R.sub.5 are various substituents, are useful as antimicrobial and anti-inflammatory agents.
    Type: Grant
    Filed: September 27, 1979
    Date of Patent: January 13, 1981
    Assignee: Merck & Co., Inc.
    Inventors: Nathaniel Grier, Richard A. Dybas, Bruce E. Witzel
  • Patent number: 4241071
    Abstract: Novel azacycloalkanes, azacycloalkenes and derivatives thereof and methods of preparing same are described. These compounds are useful as antidepressants, anticonvulsants, tranquilizers and analgetics.
    Type: Grant
    Filed: January 25, 1979
    Date of Patent: December 23, 1980
    Assignee: American Hoechst Corporation
    Inventors: Lawrence L. Martin, Helen H. Ong, Vernon B. Anderson, Charles A. Crichlow
  • Patent number: 4235896
    Abstract: Compounds of the formula ##STR1## in which A is lower alkyl, or a substituted or unsubstituted phenyl, thienyl, furyl, indolyl or thiaindolyl radical, R, X.sub.4 and X.sub.5 are hydrogen or lower alkyl, Y is hydrogen, hydroxy, etherified hydroxy, substituted amino, or N-attached heterocyclyl, X.sub.0 is O or OCH.sub.2 CH.sub.2 O, R' represents hydrogen, lower alkyl or acetyl; and acid-addition salts thereof, are novel and useful in pharmacy as hypolipaemiant, hypocholosterolaemiant and cholagogic agents or in the preparation of such agents.
    Type: Grant
    Filed: October 28, 1977
    Date of Patent: November 25, 1980
    Assignee: Orchimed S.A.
    Inventor: Andre Mieville
  • Patent number: 4233298
    Abstract: This invention is concerned with esters of p-carbonylphenoxy-isobutyric acids of the general formulae: ##STR1## wherein R is a phenyl group substituted by one or two halogen atoms;R' is H, CH.sub.3, C.sub.6 H.sub.5, SCH.sub.3, OCH.sub.3, or, SO.sub.2 CH.sub.3 ;R" is CH.sub.3 or C.sub.2 H.sub.5 ;Y is C.sub.1 -C.sub.4 alkoxy, phenoxy, phenoxy substituted by one or two halogen atoms, or, OCH.sub.2 O--CO--C(CH.sub.3).sub.3 ;Z is C.sub.1 -C.sub.4 alkyl, phenyl or R;NR.sub.1 R.sub.2 is N(CH.sub.3).sub.2 N(C.sub.2 H.sub.5).sub.2, morpholino, piperidino, hexamethylenimino, pyrrolidino.This invention is also concerned with acid addition salts obtained from formula Ia compounds with acids.Compounds of formulae I and Ia are useful as hypocholesterolemiant and hypolipidemiant agents.
    Type: Grant
    Filed: September 1, 1977
    Date of Patent: November 11, 1980
    Assignee: Orchimed SA
    Inventor: Andre Mieville
  • Patent number: 4227014
    Abstract: This disclosure describes novel 4-[(cycloalkyl or cycloalkenyl substituted)amino, alkylamino or alkenylamino]-benzoic acids, salts and derivatives of these such as cycloalkylamino, cycloalkenylamino, cycloalkyl-alkylamino, cycloalkylalkenylamino, cycloalkenyl-alkylamino, and cycloalkyl-cycloalkylamino benzoic acids and derivatives and suitable salts of these; these compounds are useful as hypolipidemic and antiatherosclerotic agents.
    Type: Grant
    Filed: February 27, 1978
    Date of Patent: October 7, 1980
    Assignee: American Cyanamid Company
    Inventor: Robert G. Shepherd
  • Patent number: 4226999
    Abstract: A compound of the formula I ##STR1## in which R.sub.2 is an optionally substituted 4-piperidinyl bonded via oxy or imino, or an optionally substituted 2-(piperidino)-ethoxy, n is 1 or 2, R.sub.7 and R.sub.8 are hydrocarbon radicals, R.sub.9 is hydrogen or methyl, R.sub.14 is cyano, --CH.sub.2 OH, a hydroxymethyl which is C-substituted by an optionally substituted 4-piperidinyl bonded via oxy or imino, or by an optionally substituted 2-(piperidino)-ethoxy, or R.sub.14 is also acyl or nitro, and, when n=1, R.sub.15 is hydrogen, a substituted hydroxybenzyl, an optionally substituted hydrocarbon radical, an optionally substituted 4-piperidinyl, or alkylene which is optionally linked to R.sub.14 and optionally substituted, or, when n=2, R.sub.15 is a direct bond or an optionally interrupted hydrocarbon radical, and its salts as stabilizers for organic material.
    Type: Grant
    Filed: January 5, 1979
    Date of Patent: October 7, 1980
    Assignee: Ciba-Geigy Corporation
    Inventors: Roger Malherbe, Michael Rasberger
  • Patent number: 4208202
    Abstract: The present invention relates to novel active compounds having a plant growth-inhibiting and herbicidal action and their preparation and to agents containing these active ingredients, and their use.The novel active compounds are saturated and unsaturated 4-membered to 7-membered ring nitrogen heterocyclic compounds which are substituted on the nitrogen atom by a phenyl radical which itself carries a trifluoromethanesulphonamido group --NH--SO.sub.2 --CF.sub.3 as a substituent. The phenyl radical can also carry other substituents and the heterocyclic structure can also be substituted. Oxo derivatives of the heterocyclic compound, in which the oxo group is preferably adjacent to the nitrogen atom, form a preferred sub-group of compounds.
    Type: Grant
    Filed: April 12, 1978
    Date of Patent: June 17, 1980
    Assignee: Ciba-Geigy Corporation
    Inventors: Hans Tobler, Werner Fory, Rolf Schurter
  • Patent number: 4175947
    Abstract: Phenoxy-phenoxypropionic acid derivatives of the formula ##STR1## wherein R is hydrogen or halogen, and R.sub.1 is substituted alkyl, cyclohexenyl, phenylalkenyl or (substituted) alkinyl, are interesting selective herbicides having a special activity against weed grasses. They are obtained for example by reaction of corresponding phenoxypropionic acid halides with hydroxy compounds of the formula HO--R.sub.1.
    Type: Grant
    Filed: April 21, 1977
    Date of Patent: November 27, 1979
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Manfred Koch, Reinhard Handte, Gerhard Horlein, Hermann Bieringer, Peter Langeluddeke
  • Patent number: 4161538
    Abstract: 4-(2-Oxo- or hydroxyimino-cycloalkan-1-ylmethyl)phenylacetic acid derivative and nontoxic pharmaceutically acceptable salt thereof are useful as an anti-inflammatory agent. The above 2-oxo-compound may be prepared by (a) hydrolyzing and decarboxylating 4-(1-alkoxycarbonyl-2-oxocycloalkan-1-ylmethyl)phenylacetic acid ester derivative or (b) reacting p-halomethylphenylacetic acid ester derivative with an enamine of cycloalkanone and hydrolyzing the resulting product. And further, the above 2-hydroxyimino-compound may be prepared by (c) reacting 4-(2-oxocycloalkan-1-ylmethyl)phenylacetic acid derivative (the product of process (a) or (b)) with hydroxylamine or (d) reacting a dilithium salt of cycloalkanone oxime with p-halomethyl- or p-sulfonyloxymethyl-phenylacetic acid ester derivative and hydrolyzing the resulting product.
    Type: Grant
    Filed: March 10, 1978
    Date of Patent: July 17, 1979
    Assignee: Sankyo Company Limited
    Inventors: Atsusuke Terada, Kazuyuki Wachi, Eiichi Misaka
  • Patent number: 4148784
    Abstract: A compound of the formula I ##STR1## in which R.sub.2 is an optionally substituted 4-piperidinyl bonded via oxy or imino, or an optionally substituted 2-(piperidino)-ethoxy, n is 1 or 2, R.sub.7 and R.sub.8 are hydrocarbon radicals, R.sub.9 is hydrogen or methyl, R.sub.14 is cyano, --CH.sub.2 OH, a hydroxymethyl which is C-substituted by an optionally substituted 4-piperidinyl bonded via oxy or imino, or by an optionally substituted 2-(piperidino)-ethoxy, or R.sub.14 is also acyl or nitro, and, when n=1, R.sub.15 is hydrogen, a substituted hydroxybenzyl, an optionally substituted hydrocarbon radical, an optionally substituted 4-piperidinyl, or alkylene which is optionally linked to R.sub.14 and optionally substituted, or, when n=2, R.sub.15 is a direct bond or an optionally interrupted hydrocarbon radical, and its salts as stabilizers for organic material.
    Type: Grant
    Filed: December 16, 1976
    Date of Patent: April 10, 1979
    Assignee: Ciba-Geigy Corporation
    Inventors: Roger Malherbe, Michael Rasberger
  • Patent number: 4146630
    Abstract: A 3-(4-phenoxymethylpiperidino)-propyl-phenyl-ether of the formula ##STR1## wherein R.sub.1 and R.sub.2 each independently is hydrogen, lower alkyl, hydroxyalkyl, lower alkanoyloxyalkyl or --CO--Z,Z is hydroxy, lower alkyloxy or ##STR2## R.sub.6 and R.sub.7 each independently is hydrogen, lower alkyl or hydroxyalkyl,R.sub.3 is hydrogen or --O--R.sub.8,R.sub.8 is hydrogen, lower alkanoyl or aroyl optionally substituted by halogen, lower alkyl, lower alkoxy, alkoxycarbonyl, hydroxyl, alkylthio, nitrile, nitro or trifluoromethyl,R.sub.4 and R.sub.5 each independently is hydrogen, halogen, hydroxy, benzyloxy, lower alkyl, lower alkoxy, lower alkylthio, carboxy, benzyloxycarbonyl or lower alkoxycarbonyl,X and Y each independently is nitrogen or ##STR3## R.sub.9 is hydrogen, lower allkyl optionally substituted by --O--R.sub.8, or --CO--Z,or a pharmacologically acceptable salt thereof. The compounds lower blood pressure and inhibit adrenergic .beta.-receptors.
    Type: Grant
    Filed: October 27, 1977
    Date of Patent: March 27, 1979
    Assignee: Boehringer Mannheim GmbH
    Inventors: Wolfgang Kampe, Walter-Gunar Friebe, Fritz Wiedemann, Gisbert Sponer, Wolfgang Bartsch, Karl Dietmann
  • Patent number: 4145435
    Abstract: Cis- and trans-N-(2-aminocycloaliphatic)-2-arylacetamide derivative compounds of the formula ##STR1## e.g., N-?2-(N', N'-dimethylamino)cyclohexyl!-N-methyl-2-(4-bromophenyl)acetamide and trans-N-methyl-N-?2-(1-pyrrolidinyl)cyclohexyl!acetamide, 2-(3,4-dichlorophenyl) and their pharmaceutically acceptable salts, have been found to have potent analgesic activity, and the preferred compounds have in addition only low to moderate apparent physical dependence liability, compared to morphine and methadone. As analgesics they would be useful also as antitussives. Processes for preparation of these compounds are also disclosed. This invention also includes compositions containing these compounds useful in pharmaceutical dosage unit form for alleviating pain in humans and animals, as well as methods for alleviating pain in animals and humans with these compositions.
    Type: Grant
    Filed: November 12, 1976
    Date of Patent: March 20, 1979
    Assignee: The Upjohn Company
    Inventor: Jacob Szmuszkovicz
  • Patent number: 4145362
    Abstract: A process for arylating an olefinic compound by addition of an aryl group to a double bond of said olefinic compound consisting in diazotizing an arylamine in an aqueous acidic solution comprising a lower alkanoic acid to form a solution of an aryldiazonium salt and reacting said aryldiazonium salt solution with an olefinic compound in an organic solvent in the presence of a catalytically effective amount of a copper halide.The amount of alkanoic acid is about 15 to 37% by volume of the total solvents used. The alkanoic acid is preferably acetic acid and the copper halide cuprous chloride.
    Type: Grant
    Filed: May 10, 1977
    Date of Patent: March 20, 1979
    Assignee: S.A. P R B en Neerlandais PRB N.V.
    Inventors: Joseph R. Brepoels, Jean-Marie Vaneghem
  • Patent number: 4134994
    Abstract: Amine salts of tertiary amino acids have been found to be effective as catalysts for polyurethane synthesis and they have been found to exhibit delayed action, in many instances, in the polymerization of urethanes. Typically, the amine salts of tertiary amino acids are formed by initially reacting a primary or secondary amine with an aldehyde and disubstituted acid to form a Mannich adduct and then reacting the resulting Mannich acid adduct with an amine.
    Type: Grant
    Filed: December 1, 1976
    Date of Patent: January 16, 1979
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Ibrahim S. Bechara, Philip J. Zaluska, Rocco L. Mascioli
  • Patent number: 4124590
    Abstract: Certain mono- and disubstituted-S-sulfamylbenzoic acids, many of which are novel, and their use in lowering blood lipid levels in mammals.
    Type: Grant
    Filed: August 11, 1976
    Date of Patent: November 7, 1978
    Assignee: Pfizer Inc.
    Inventor: Gerald F. Holland