Having -c(=x)-, Wherein X Is Chalcogen, Bonded Directly To The Hetero Ring Patents (Class 549/70)
  • Patent number: 5055471
    Abstract: This invention relates to derivatives of propanoic acid of the formula ##STR1## Useful as fungicides, insecticides and miticides, to processes for preparing them, to compositions containing them, and to methods of using them to combat fungi, especially fungal infections of plants, and to kill or control insects and mites.
    Type: Grant
    Filed: November 15, 1989
    Date of Patent: October 8, 1991
    Assignee: Imperial Chemical Industries PLC
    Inventors: Paul J. de Fraine, Anne Martin
  • Patent number: 5032609
    Abstract: The invention relates to compounds of general formula (I) and physiologically acceptable salts and solvates thereof, methods for their preparation and pharmaceutical formulations thereof. ##STR1## wherein Ar represents a substituted phenyl or nitrogen-containing heterocyclic ring;X and Y represent alkylene, alkenylene or alkynylene chains;R.sup.1, R.sup.2 and R.sup.18 each represent hydrogen or alkyl groups; andQ represents an optionally substituted furan or thiophene ring.The compounds of the invention have a stimulant action at .beta..sub.2 -adrenoreceptors and are useful in the treatment of diseases associated with reversible airways obstruction such as asthma and chronic bronchitis.
    Type: Grant
    Filed: December 16, 1988
    Date of Patent: July 16, 1991
    Assignee: Glaxo Group Limited
    Inventors: Ian F. Skidmore, Harry Finch, Alan Naylor, Lawrence H. C. Lunts, Charles Willbe, David Middlemiss
  • Patent number: 5030647
    Abstract: Novel thienylbenzylamine compounds of the formula ##STR1## wherein A and R.sub.1 -R.sub.5 are defined herein. These compounds are useful for the treatment of inflammation.
    Type: Grant
    Filed: February 9, 1990
    Date of Patent: July 9, 1991
    Assignee: Boehringer Ingelheim Pharmaceuticals, Inc.
    Inventors: Clara K. Miao, Karl G. Grozinger, Robert Rothlein, Ronald Faanes, Genus Possanza, John P. Devlin
  • Patent number: 5004832
    Abstract: Compounds are described of formula ##STR1## in which: Ar represents an aryl, possibly substituted;R represents a C.sub.1 -C.sub.4 alkyl;R' represents a hydroxyl, an alkoxy, an amino group possibly mono or di-alkyl substituted, or an O.sup.-- M.sup.+ group where M.sup.+ represents the cation of an alkaline metal;X represents a hydrogen, chlorine, bromine or iodine atom, a hydroxyl, or an acyloxy, alkylsulphonyloxy or arylsulphonyloxy group.The compounds of formula I can be easily transformed into alpha-arylalkanoic acids of formula ##STR2## in which Ar and R have the aforesaid meanings.
    Type: Grant
    Filed: February 6, 1989
    Date of Patent: April 2, 1991
    Assignee: Zambon S.p.A.
    Inventors: Graziano Castaldi, Claudio Giordano
  • Patent number: 4990287
    Abstract: An optical resonant assembly which comprises a plurality of partially light-transmitting mirrors, a layer of photochromic material disposed between the mirrors, a light source providing a light beam of variable intensity incident on the layer of photochromic material and detecting means for determining transmittance values of said incident beam at different intensity levels, said photochromic material having a low quantum yield for bleaching with light of a wavelength corresponding to said light beam and being selected from pyran compounds of the general formula (I) below: ##STR1## wherein X and Y together represent a spiro-adamantylidene group or a spiro-carbocyclic or heterocyclic group or X and Y independently represent hydrogen, alkyl (preferably lower alkyl having 1 to 5 carbon atoms) or phenyl and R.sub.3 and R.sub.4 each independently represent hydrogen, alkyl, aralkyl, aryl, halogen or a heterocyclic group and R.sup.
    Type: Grant
    Filed: February 19, 1988
    Date of Patent: February 5, 1991
    Assignee: The Plessey Company PLC
    Inventors: Ian Bennion, Rosemary Cush, Christopher J. Groves-Kirby, Clive Trundle
  • Patent number: 4988727
    Abstract: A compound selected from the group consisting of all enantiomeric and diastereoisomeric forms possible of compounds of the formula ##STR1## wherein X is selected from the group consisting of hydrogen, halogen, and alkyl and alkoxy of 1 to 5 carbon atoms, R.sub.1 and R.sub.2 are individually selected from the group consisting of hydrogen and alkyl of 1 to 5 carbon atoms, one of A and B being ##STR2## and the other being ##STR3## R is hydrogen or alkyl of 1 to 5 carbon atoms, Z is --(CH.sub.2).sub.n -- or branched alkylene of 2 to 8 carbon atoms, n is an integer from 0 to 5, Y is selected from the group consisting of naphthyl, indenyl, heterobicyclics and heteromonocyclic containing 5 to 6 ring members, all optionally substituted with at least one member of the group consisting of alkyl and alkoxy of 1 to 5 carbon atoms, halogen, --OH, --CF.sub.3, --NO.sub.2, --NH.sub.
    Type: Grant
    Filed: September 19, 1989
    Date of Patent: January 29, 1991
    Assignee: Roussel Uclaf
    Inventors: Francois Clemence, Michel Fortin
  • Patent number: 4980484
    Abstract: Retinoid-like activity is exhibited by compounds of the formula ##STR1## wherein A is pyridyl, furyl, thienyl, pyridazinyl, pyrimidinyl or pyrazinyl; n is 0-5; and B is H, --COOH and its esters, amides and pharmaceutically acceptable salts, --CHO and its acetal derivatives, --COR.sub.1 and its ketal derivatives where R.sub.1 is --(CH.sub.2).sub.n CH.sub.3 where n is defined above, or --CH.sub.2 OH and its ether and acyl ester derivatives; or a pharmaceutically acceptable salt.
    Type: Grant
    Filed: March 13, 1990
    Date of Patent: December 25, 1990
    Assignee: Allergan, Inc.
    Inventor: Roshantha A. S. Chandraratna
  • Patent number: 4933497
    Abstract: Hydroxybenzaldehydes, e.g., vanillin, are prepared by hydrocarbonylating a corresponding halophenol, e.g., 4-bromo-2-methoxyphenol, in the presence of (a) a tertiary amine, (b) a catalyst based on a noble metal, and (c) a phosphine.
    Type: Grant
    Filed: July 13, 1989
    Date of Patent: June 12, 1990
    Assignee: Rhone-Poulenc Chimie
    Inventors: Patricia Fompeyrine, Francois Metz
  • Patent number: 4931458
    Abstract: Heterocyclic compounds of the formula ##STR1## wherein X is --CH.dbd.CH--; R.sup.1 is the group Ar--R.sup.2 or --CH.dbd.CH--C(CH.sub.3).dbd.CH--R.sup.21 ; Ar is phenyl, pyridyl, furyl or thienyl; R.sup.2 is --CO.sub.2 R.sup.3, --C(O)R.sup.4, --CH.sub.2 OR.sup.3, lower-alkylsulphonyl or formyl; R.sup.21 is --CO.sub.2 R.sup.3, --C(O)R.sup.4, --CH.sub.2 OR.sup.3 or formyl; R.sup.3 is hydrogen or lower-alkyl; and R.sup.4 is hydrogen, hydroxy, amino, lower-alkyl amino, di-(lower alkyl)amino or lower alkyl; with at least one ring of the molecule being heterocyclic, as well as salts of such compounds are useful in rodenticidal compositions containing a bait to eliminate rodents.
    Type: Grant
    Filed: October 5, 1988
    Date of Patent: June 5, 1990
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Michael Klaus, Peter Loeliger, Harald Weiser
  • Patent number: 4927947
    Abstract: Retinoid-like activity is exhibited by compounds of the formula ##STR1## wherein A is pyridyl, furyl, thienyl, pyridazinyl, pyrimidinyl or pyrazinyl; n is 0-5; and B is H, --COOH and its esters, amides and pharmaceutically acceptable salts, --CHO and its acetal derivatives, --COR.sub.1 and its ketal derivatives where R.sub.1 is --(CH.sub.2).sub.n CH.sub.3 where n is defined above, or --CH.sub.2 OH and its ether and acyl ester derivatives; or a pharmaceutically acceptable salt.
    Type: Grant
    Filed: January 30, 1989
    Date of Patent: May 22, 1990
    Assignee: Allergan, Inc.
    Inventor: Roshantha A. S. Chandraratna
  • Patent number: 4923884
    Abstract: Retinoid-like activity is exhibited by compounds of the formula ##STR1## wherein A is pyridyl, furyl, thienyl, pyridazinyl, pyrimidinyl or pyrazinyl; n is 0-5; and B is H, --COOH and its esters, amides and pharmaceutically acceptable salts, --CHO and its acetal derivatives, --COR.sub.1 and its ketal derivatives where R.sub.1 is --(CH.sub.2).sub.n CH.sub.3 where n is defined above, or --CH.sub.2 OH and its ether and acyl ester derivatives; or a pharmaceutically acceptable salt.
    Type: Grant
    Filed: April 1, 1988
    Date of Patent: May 8, 1990
    Assignee: Allergan, Inc.
    Inventor: Roshantha A. S. Chandraratna
  • Patent number: 4889865
    Abstract: Mono, di and tri-esters of 1,8-dihydroxy-10-phenyl-9-anthrone or -9-anthranol have the formula ##STR1## wherein p is 0 or 1,(a) when p=0, t=1 and R.sub.2 represents hydrogen or --COR.sub.3,(b) when p=1, t=0 and R.sub.1 and R.sub.2 each independently represent hydrogen or --COR.sub.3,R.sub.3 represents linear or branched alkyl having 1-17 carbon atoms, cycloalkyl, phenyl or phenyl substituted by lower alkyl, lower alkoxy, halogen, a nitro function, --CF.sub.3 or a hydroxyl function, and mixtures of said esters. These esters are prepared by reacting 1,8-dihydroxy-10-phenyl-9-anthrone with an activated form of an acid. The esters are useful in human or veterinary medicine and in cosmetic compositions.
    Type: Grant
    Filed: February 21, 1989
    Date of Patent: December 26, 1989
    Assignee: Centre International de Recherches Dermatologiques C.I.R.D.
    Inventors: Braham Shroot, Gerard Lang, Jean Maignan, Serge Restle, Christopher Hensby, Michel Colin
  • Patent number: 4885311
    Abstract: Esters and amides of 13-trans-retinoic acid are disclosed which are used for the treatment of acne and skin diseases.
    Type: Grant
    Filed: June 29, 1987
    Date of Patent: December 5, 1989
    Assignee: Molecular Design International
    Inventors: Harlie A. Parish, William P. Purcell
  • Patent number: 4882341
    Abstract: The invention relates to amino substituted propenoates and their use against fungi.
    Type: Grant
    Filed: September 9, 1988
    Date of Patent: November 21, 1989
    Assignee: Imperial Chemical Industries PLC
    Inventors: John M. Clough, Ian T. Kay
  • Patent number: 4863503
    Abstract: Compounds of formula (I): ##STR1## and stereoisomers thereof, wherein W is R.sup.1 O.sub.2 C--C.dbd.CH--ZR.sup.2, wherein R.sup.1 and R.sup.2, which are the same or different, are alkyl or fluoroalkyl groups, and Z is either an oxygen or sulphur atom; A is an oxygen or sulphur atom, --NR.sup.3 --, or --CR.sup.4 R.sup.5 --; X, Y and Z.sup.
    Type: Grant
    Filed: April 17, 1987
    Date of Patent: September 5, 1989
    Assignee: Imperial Chemical Industries PLC
    Inventors: Vivienne M. Anthony, John M. Clough, Paul de Fraine, Christopher R. A. Godfrey, Kevin Beautement
  • Patent number: 4837350
    Abstract: Benzoin esters of aromatic sulfonic acids can be obtained in high yield from benzoin and the respective sulfonyl halide in molar amounts of a base by carrying out the reaction at low temperature in an organic solvent with the addition of water. Aqueous NaOh or KOH can be used as base in this process.
    Type: Grant
    Filed: December 7, 1987
    Date of Patent: June 6, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Werner Rutsch, Rinaldo Husler
  • Patent number: 4824956
    Abstract: Aliphatic, cycloaliphatic, aromatic or araliphatic halogen compounds are reductively dehalogenated by reaction with hydrocarbons in the presence of carbon in the liquid phase at from 100.degree. to 450.degree. C. with formation of hydrogen halides.
    Type: Grant
    Filed: March 10, 1986
    Date of Patent: April 25, 1989
    Assignee: BASF Aktiengesellschaft
    Inventors: Toni Dockner, Herbert Krug, Heinz Nohe
  • Patent number: 4778803
    Abstract: The invention relates to new nitrogen-arylmethoxy-thiophene derivatives of the formula I ##STR1## wherein the R--CH.sub.2 --O-group is in position 4 or 5 of the thiophene ring, R denotes a 2-pyridinyl- or 2-quinolinyl group and R.sub.1 denotes a --COO-lower alkyl-, --CO--(CH.sub.2)n--CH.sub.3 or --CH(OH)--(CH.sub.2).sub.n --CH.sub.3 group, wherein n represents an integer from 2 to 6, and their hydrates and/or their pharmaceutically acceptable acid addition salts, a process for their preparation and pharmaceutical products containing these compounds. The new compounds and their salts have useful pharmacological properties. They can be used as active compounds for medicaments for the treatment and prevention of diseases, caused by a disturbance in arachidonic acid metabolism.
    Type: Grant
    Filed: December 24, 1986
    Date of Patent: October 18, 1988
    Assignee: Chemie Linz Aktiengesellschaft
    Inventors: Dieter Binder, Franz Rovenszky, Hubert P. Ferber, Karsten Schror
  • Patent number: 4775745
    Abstract: This invention relates to a diazonium compound of the formula: ##STR1## wherein Z is selected from the group consisting of biotin, an antigen, an antibody, a photoreactive group, a fluorescent group and heavy metal-containing compounds;X is an alkylene group containing up to 18 carbon atoms in the principle chain and a total of up to 24 carbon atoms or a substituted alkylene group containing up to 18 carbon atoms in the principle chain with substituents selected from the group consisting of solubility-enhancing groups and cleavable --S--S-- containing moieties;Ar is an unsubstituted or substituted aryl or heteroaryl; andY is an anion and n is an integer from 1-3.Such compounds are useful as components for nucleic acid probes.
    Type: Grant
    Filed: December 8, 1986
    Date of Patent: October 4, 1988
    Assignee: National Distillers and Chemical Corporation
    Inventors: John P. Ford, Bernard F. Erlanger, C. William Blewett
  • Patent number: 4758369
    Abstract: There are disclosed novel, highly stable sulfone peroxycarboxylic acids useful in detergent compositions alone or as bleaching agents which are represented by the formula ##STR1## wherein A and B are organic moieties bonded to the sulfur atom by a carbon atom and at least one of A and B containing at least one ##STR2## group bonded to a carbon atom.
    Type: Grant
    Filed: September 17, 1987
    Date of Patent: July 19, 1988
    Assignee: Monsanto Company
    Inventors: David R. Dyroff, Daniel P. Getman, Joan K. Glascock
  • Patent number: 4680306
    Abstract: Spiro-imidazolones are disclosed which are useful as aldose reductase inhibitors and as therapeutic agents for the treatment of complications arising from diabetes. Pharmaceutical compositions containing the spiro compounds and a method of treating diabetic complications are also disclosed.
    Type: Grant
    Filed: March 14, 1986
    Date of Patent: July 14, 1987
    Assignee: Pfizer Inc.
    Inventor: Christopher A. Lipinski
  • Patent number: 4677113
    Abstract: Novel compounds which are 2,6-di-t-butylphenols substituted on the 4 position by a thenoyl group, which thenoyl group is substituted by an acid group are useful as inhibitors of leukotriene synthesis and as antiallergic agents.
    Type: Grant
    Filed: April 22, 1986
    Date of Patent: June 30, 1987
    Assignee: Riker Laboratories, Inc.
    Inventors: Randy L. Bell, George G. I. Moore
  • Patent number: 4659735
    Abstract: Heterocyclic compounds of the formula ##STR1## wherein X is --CH.dbd.CH--, --O--or --S--; R.sup.1 is a group Ar--R.sup.2 or --CH.dbd.CH--C(CH.sub.3).dbd.CH--R.sup.21 ; Ar is phenyl, pyridyl, furyl or thienyl; R.sup.2 is a group --CO.sub.2 R.sup.3, --C(O)R.sup.4, --CH.sub.2 OR.sup.3, lower-alkylsulphonyl or formyl; R.sup.21 is a group --CO.sub.2 R.sup.3, --C(O)R.sup.4, --CH.sub.2 OR.sup.3 or formyl; R.sup.3 is hydrogen or lower-alkyl and R.sup.4 is hydrogen, hydroxy, amino, lower alkylamino, di-(lower alkyl)amino or lower-alkyl; at least one ring of the molecule being heterocyclic, salts thereof, processes for their preparation, rodenticidal compositions containing these compounds as the active ingredient and methods of use of the rodenticidal compositions are disclosed.
    Type: Grant
    Filed: April 19, 1985
    Date of Patent: April 21, 1987
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Michael Klaus, Peter Loeliger, Harald Weiser
  • Patent number: 4649213
    Abstract: Compounds having anti-inflammatory and analgesic activity of the formula ##STR1## are produced from compounds having the formula ##STR2## by rearrangement in the presence of a base or an amide and (1) X S O X.sup.1 or X S O.sub.2 X.sup.1 where X and X.sup.1 are halogen or trifluoromethyl or (2) sulfur dioxide and halogen.
    Type: Grant
    Filed: April 12, 1985
    Date of Patent: March 10, 1987
    Assignee: Kyowa Hakko Kogyo Co. Ltd.
    Inventors: Takayoshi Yamauchi, Kaneaki Hattori, Shun-ichi Ikeda, Kenji Nakao, Kentaro Tamaki
  • Patent number: 4605749
    Abstract: There is provided a process for the production of aldehydes wherein an oric halide is reacted with carbon monoxide at a superatmospheric pressure in the presence of a hydrogen donor and in the presence of a base and of a catalyst in a solvent system.Catalysts of choice are transition metal catalysts. A preferred temperature range is from about 50.degree. to 150.degree. C.
    Type: Grant
    Filed: June 20, 1985
    Date of Patent: August 12, 1986
    Assignee: State of Israel, Prime Minister's Office, Atomic Energy Commission
    Inventors: Ouri Buchman, Ilan Pri-Bar
  • Patent number: 4596815
    Abstract: Azolylmethyl-thienyl-carbinols of the formula ##STR1## in which R.sup.1 is optionally substituted phenyl, andR.sup.2 is optionally substituted thienyl,or addition products thereof with acids or metal salts, which possess fungicidal activity.
    Type: Grant
    Filed: May 29, 1984
    Date of Patent: June 24, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Udo Kraatz, Graham Holmwood, Karl H. Buchel, Hans-Jurgen Rosslenbroich, Hans Scheinpflug
  • Patent number: 4537968
    Abstract: Compounds of the formula: ##STR1## wherein A is ##STR2## R is mono- or dihalo, amino, nitro, cyano, hydroxy, trifluoromethyl, mercapto, lower alkyl, lower alkoxy, alkanoyl, lower cycloalkyl, carboxy, alkoxycarbonyl, mono- or di-lower alkyl substituted amino, alkanoylamino, lower alkyl thio, loweralkyl-sulfonyl, sulfamoyl, lower alkyl substituted sulfamoyl, phenyl or phenyl substituted with halo, lower alkyl, lower alkoxy, trifluoromethyl, hydroxy, amino, cyano or nitro;X and Y are each, independently, hydrogen or ##STR3## wherein R.sup.1 is hydrogen or lower alkyl;R.sup.2 is hydrogen or lower alkyl; orR.sup.1 and R.sup.2 taken together form a heterocyclic moiety selected from 1-pyrrolidinyl, 1-piperidinyl, 1-hexahydroazepinyl, 1-octahydroazocinyl, 3-thiazolidinyl, 4-morpholinyl or 4-thiomorpholinyl, with the proviso that one of X and Y is always hydrogen;n is 1-4;and the pharmacologically acceptable salts thereof, which are intermediates in preparing H.sub.
    Type: Grant
    Filed: December 21, 1983
    Date of Patent: August 27, 1985
    Assignee: American Home Products Corporation
    Inventors: Anthony C. Scotese, Robert L. Morris, Arthur A. Santilli, Donald P. Strike
  • Patent number: 4536344
    Abstract: Aryl halides are formylated with carbon monoxide and hydrogen in the presence of a noble metal catalyst, tertiary organic nitrogen compounds and phosphanes or phosphites.
    Type: Grant
    Filed: November 4, 1983
    Date of Patent: August 20, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Paul Fiedler, Rudolf Braden
  • Patent number: 4535086
    Abstract: Heterocyclic compounds of the formula ##STR1## wherein X is --CH.dbd.CH--, --O-- or --S--; R.sup.1 is a group Ar--R.sup.2 or --CH.dbd.CH--C(CH.sub.3).dbd.CH--R.sup.21 ; Ar is phenyl, pyridyl, furyl or thienyl; R.sup.2 is a group --CO.sub.2 R.sup.3, --C(O)R.sup.4, --CH.sub.2 OR.sup.3, lower-alkylsulphonyl or formyl; R.sup.21 is a group--CO.sub.2 R.sup.3, --C(O)R.sup.4, --CH.sub.2 OR.sup.3 or formyl; R.sup.3 is hydrogen or lower-alkyl and R.sup.4 is hydrogen, hydroxy, amino, lower alkylamino, di-(lower alkyl)amino or lower-alkyl; at least one ring of the molecule being heterocyclic, salts thereof, processes for their preparation, rodenticidal compositions containing these compounds as the active ingredient and methods of use of the rodenticidal compositions are disclosed.
    Type: Grant
    Filed: June 27, 1983
    Date of Patent: August 13, 1985
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Michael Klaus, Peter Loeliger, Harald Weiser
  • Patent number: 4476312
    Abstract: Processes for preparing isometrically pure 3-methylthiophene-2-carboxaldehyde, an intermediate for synthesis of anthelmintic agents, by reaction of mercaptoacetaldehyde or the dimer, or a polymer thereof, or a dialkylacetal thereof in the presence of a base with (1) methyl vinyl ketone or an alpha- or beta- oxidized derivative of methyl vinyl ketone to form a 3-oxobutylmercaptoacetaldehyde or dialkyl acetal thereof, or an alpha- or beta-substituted derivative thereof which is then converted to 3-methylthiophene-2-carboxaldehyde via appropriate steps including, if necessary, treatment with acid, followed, if necessary, by enamine catalyzed cyclization and, in the case of using methyl vinyl ketone as reactant, a dehydrogenation step; or (2) 3-butyn-2-one to produce a mixture of isomeric 3-oxobut-1-enylmercaptoacetaldehyde or dialkyl acetals thereof which is cyclized to 3-methylthiophene-2-carboxaldehyde.
    Type: Grant
    Filed: February 17, 1984
    Date of Patent: October 9, 1984
    Assignee: Pfizer Inc.
    Inventor: Glenn C. Andrews
  • Patent number: 4438269
    Abstract: The novel compound 4-dimethylaminopyridinium chlorochromate has been found to be an effective oxidizing agent for converting alcohols to their respective aldehydes or ketones, especially for the selective conversion of allylic and benzylic alchols to their corresponding aldehydes and ketones.
    Type: Grant
    Filed: August 9, 1982
    Date of Patent: March 20, 1984
    Assignee: Thiokol Corporation
    Inventor: Frank S. Guziec, Jr.
  • Patent number: 4426534
    Abstract: 2,2'-bipyridinium chlorochromate has been found to be an effective oxidizing agent, particularly for the conversion of primary or secondary alcohols to their respective aldehydes or ketones.
    Type: Grant
    Filed: July 26, 1982
    Date of Patent: January 17, 1984
    Assignee: Thiokol Corporation
    Inventor: Frank S. Guziec, Jr.
  • Patent number: 4393225
    Abstract: AI-77 compounds, pharmaceutically acceptable salts thereof, and a process for the preparation thereof are described, said compounds having the formulae ##STR1## wherein: X is NR.sub.6 or O; Y is NHR.sub.5 or combine with Z to provide a link for bonding C and C; Z is H or combines with Y to provide a link for bonding C and C; R.sub.1, R.sub.3 and R.sub.5 are each H, R', --CH.sub.2 R, or --COR; R.sub.6 is H or R; R.sub.7 is H, R or CH.sub.2 R; R is a hydrocarbon group consisting of a saturated or unsaturated straight or branched aliphatic group of C.sub.1 to C.sub.17, an aromatic group of C.sub.6 to C.sub.10, a cage type group of C.sub.7 to C.sub.10, a monocyclic aliphatic group of C.sub.3 to C.sub.8, an aromatic-aliphatic group of C.sub.7 to C.sub.15, a heterocyclic hydrocarbon of C.sub.1 to C.sub.9, wherein the above hydrocarbons can be substituted with one or more groups selected from halogen, oxo, carboxyl, hydroxyl, a saturated or unsaturated straight or branched aliphatic group of C.sub.1 to C.sub.
    Type: Grant
    Filed: July 11, 1980
    Date of Patent: July 12, 1983
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Hiroshi Hayashi, Yukiji Shimojima, Takashi Shirai, Torao Ishida, Mitsuru Shibukawa
  • Patent number: 4385004
    Abstract: New compounds of the formula (VIIIa) are disclosed ##STR1## wherein R.sup.1 is hydrogen, methyl or ethyl;R.sup.2 is hydrogen, fluoro, or alkyl having 1 to 4 carbon atoms;R.sup.3 is hydrogen, phenyl, alkoxy having 1 to 6 carbon atoms; phenoxy, thenoyl, or benzoyl; orR.sup.2 and R.sup.3 together with the phenyl group to which they are attached form a naphthyl group which is unsubstituted or substituted by C.sub.1 to C.sub.4 alkyl or C.sub.1 to C.sub.4 alkoxy;R.sup.10 is phenylaminocarbonyl, 1-phenyl-5-tetrazolyl, a group --SO.sub.2 OMe, wherein Me is a metal atom selected from the group which consists of sodium or potassium, or a group --SO.sub.2 R.sup.6 in which R.sup.6 is alkyl having 1 to 4 carbon atoms, 4-methylphenyl, amino, C.sub.1 to C.sub.4 alkoxycarbonyl-amino, or benzoylamino, or R.sup.10 is a group ##STR2## in which R.sup.7 is cycloalkyl having 5 to 6 carbon atoms, and R is vinyl. The compounds are intermediates useful in the preparation of arylacetic acids having antiinflammatory compounds.
    Type: Grant
    Filed: March 23, 1981
    Date of Patent: May 24, 1983
    Assignee: Chinoin Gyogyszer es Vegyeszeti Termekek Gyara Rt.
    Inventors: Endre Palosi, Dezso Korbonits, Pal Kiss, Csaba Gonczy, Gergely Heja, Judit Cser nee Kun, Rudolf Szebeni, Maria Szomor nee Wundele, Ida Szvoboda nee Kanzel
  • Patent number: 4379091
    Abstract: The present invention concerns tetraethylene glycol monoesters with 2-arylpropionic acids (known as anti-inflammatory agents). Said esters, while being endowed with the characteristics of low toxicity and gastric injuring effects shown by the related acids, differ advantageously from the latter because their anti-inflammatory activity is much more prolonged, and their bioavailability markedly better.
    Type: Grant
    Filed: February 11, 1981
    Date of Patent: April 5, 1983
    Assignee: Ausonia Farmaceutici s.r.l.
    Inventors: Paolo Ferruti, Ferdinando Danusso, Maria C. Tanzi, Giuseppe Quadro
  • Patent number: 4369206
    Abstract: This invention relates to new ammonium salts of .alpha.-ketocarboxylic acids, to their use for the production of amines in situ by photochemical decomposition and to photochemically hardenable coating compositions containing these ammonium salts.
    Type: Grant
    Filed: July 2, 1979
    Date of Patent: January 18, 1983
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wofram Mayer, Hans Rudolph, Eckhard de Cleur, Manfred Schonfelder
  • Patent number: 4367176
    Abstract: The present invention concerns diesters of polyethylene glycols (with n ranging between 4 approximately and 100 approximately) with 2-arylpropionic acids (known as anti-inflammatory agents). These esters, while possessing all the characteristics of low toxicity and gastric injuring effects shown by the related acids, differ advantageously from the latter because their anti-inflammatory activity is much more prolonged, and their bio-availability markedly better.
    Type: Grant
    Filed: February 11, 1981
    Date of Patent: January 4, 1983
    Assignee: Ausonia Farmaceutici s.r.l.
    Inventors: Paolo Ferruti, Ferdinando Danusso, Maria C. Tanzi, Giuseppe Quadro
  • Patent number: 4366317
    Abstract: This invention provides an improved process for synthesizing carboxamides which involves reacting 3-p-menthyl halide with magnesium to form 3-p-menthylmagnesium halide Grignard reagent, and reacting the Grignard reagent with hydrocarbyl isocyanate at a temperature below about -20.degree. C. to form N-hydrocarbyl-p-menthane-3-carboxamide product.The product comprises a mixture of geometric isomers in which the 3-p-menthyl:3-p-neomenthyl weight ratio is at least 4:1 and can be as high as 9:1 under optimal conditions.This invention also provides a novel process for producing acylurea compounds such as N-(3-p-menthylcarbonyl)-N-t-butyl-N'-t-butylurea.
    Type: Grant
    Filed: June 22, 1981
    Date of Patent: December 28, 1982
    Assignee: Philip Morris Incorporated
    Inventors: Stephen A. Haut, Roger A. Comes
  • Patent number: 4344954
    Abstract: This disclosure describes certain novel 2,3-disubstituted-2,3,5,6,7,8-hexahydro-thiazolo[3,2-][1,3]diazepin-3-ols which are useful as diuretic agents.
    Type: Grant
    Filed: July 9, 1980
    Date of Patent: August 17, 1982
    Assignee: American Cyanamid Company
    Inventors: Andrew S. Tomcufcik, William B. Wright, Jr., Joseph W. Marsico, Jr.
  • Patent number: 4328169
    Abstract: This invention provides a convenient and commercially adaptable process for the preparation of vinylcyclopropane derivatives in high yield. For the process an alkylating agent and activated methylene compound are reacted in the presence of an alkylene oxide derivative and alkali metal compound. Water can also be present and/or the reaction may be carried out in an inert organic diluent.
    Type: Grant
    Filed: October 27, 1980
    Date of Patent: May 4, 1982
    Assignee: Emery Industries, Inc.
    Inventor: Allen L. Hall
  • Patent number: 4321399
    Abstract: Thiophenecarbonyl chloride is produced in good yields by the direct acylation of thiophene in the presence of aluminum chloride with control of temperature and concentration.
    Type: Grant
    Filed: June 21, 1978
    Date of Patent: March 23, 1982
    Assignee: SmithKline Corporation
    Inventors: Stella S. Jones, Christine B. Ogston, Robert L. Webb
  • Patent number: 4318918
    Abstract: A novel salt of 5-(benzoyl)-thiophene-2-.alpha.-methylacetic acid and tromethamine which is also known as tris (hydroxymethyl)-amino-methane of the formula ##STR1## having analgesic and anti-inflammatory activity.
    Type: Grant
    Filed: July 14, 1976
    Date of Patent: March 9, 1982
    Assignee: Roussel Uclaf
    Inventors: Andre Queuille, Gilbert Rouiller
  • Patent number: 4309433
    Abstract: An aminoalkylbenzene derivative of the formula: ##STR1## [wherein A is oxygen or sulfur;Y is oxo, thioxo, or cyanoimino;a is an integer of 1 to 3;b is an integer of 0 to 3;c is an integer of 1 to 4;R.sup.1 is alkyl;R.sup.2 is hydrogen or alkyl; orR.sup.1 and R.sup.2 taken together represent pyrrolidinyl;R is hydrogen, cycloalkyl, trihaloalkyl, alkoxy, dialkylamino, aryl, aroyl, heterocyclic group, or a group of the formula: ##STR2## (wherein R.sup.3 is hydrogen, halogen, amino, alkyl, alkylamino, dialkylamino, alkylthio, or aryloxy;R.sup.4 is hydrogen, alkyl, alkenyl, aryl, or heterocyclic group; orR.sup.3 and R.sup.4 taken together represent alkylidene or aralkylidene;with the proviso that the above aryl, aroyl, and heterocyclic group can be substituted by 1 to 3 substituents] and its pharmaceutically acceptable acid addition salts being useful as histamine H.sub.2 blockers, especially peptic ulcer remedies, are provided via several routes.
    Type: Grant
    Filed: June 30, 1980
    Date of Patent: January 5, 1982
    Assignee: Shionogi & Co., Ltd.
    Inventors: Kentaro Hirai, Teruyuki Ishiba, Shigeru Matsutani, Itsuo Makino, Toshio Fujishita, Masami Doteuchi, Koichi Otani
  • Patent number: 4304937
    Abstract: A process of preparing a carboxylic acid amide which comprises reacting (a) an aldehyde with (b) at least one compound selected from the group consisting of ammonia, a primary amine and a secondary amine in the presence of a molecular oxygen-containing gas and palladium metal or platinum metal as the catalyst.
    Type: Grant
    Filed: November 13, 1979
    Date of Patent: December 8, 1981
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Nishikido Joji, Tamura Nobuhiro, Fukuoka Yohei
  • Patent number: 4301186
    Abstract: This invention relates to new ammonium salts of .alpha.-ketocarboxylic acids, to their use for the production of amines in situ by photochemical decomposition and to photochemically hardenable coating compositions containing these ammonium salts.
    Type: Grant
    Filed: June 28, 1979
    Date of Patent: November 17, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfram Mayer, Hans Rudolph, Eckhard De Cleur, Manfred Schonfelder
  • Patent number: 4283414
    Abstract: The invention concerns novel pesticidal esters of the pyrethrin or pyrethroid type in which the methylene group bonded to the ester carbonyl and/or ester oxygen bears a fluorine substituent. The compounds of the invention are active against insect pests including flies, moths, aphids and beetles and acarina pests including ticks.
    Type: Grant
    Filed: June 8, 1979
    Date of Patent: August 11, 1981
    Assignee: ICI Australia Limited
    Inventors: Donald W. G. Harney, Peter G. Lehman, Joseph C. Rundle
  • Patent number: 4254043
    Abstract: A process is disclosed for the single step acylation of heterocyclic aryl compounds of the formula: ##STR1## wherein X is the radical selected from the group --N.dbd., --NH--, --O-- and --S-- and Y is the radical selected from the group --CH-- and --CH.dbd.CH-- by treatment with a compound of the formula ##STR2## wherein R is C.sub.1 to C.sub.12 alkylene; Z is selected from the group hydrogen, cyano, halo, C.sub.1 to C.sub.6 alkoxy, C.sub.1 to C.sub.6 alkoxy carbonyl, unsubstituted or substituted phenyl, the substituents selected from the group C.sub.1 to C.sub.6 alkyl, C.sub.1 to C.sub.6 alkoxy, cyano, halo and trifluoromethyl; and n' is the integer 1 or 2.
    Type: Grant
    Filed: April 11, 1980
    Date of Patent: March 3, 1981
    Assignee: American Cyanamid Company
    Inventor: George S. Kuta
  • Patent number: 4252739
    Abstract: This invention provides a convenient and commercially adaptable process for the preparation of vinylcyclopropane derivatives in high yields. The process involves reacting an alkylating agent and an activated methylene compound in the presence of an onium compound, an alkali metal compound and water, which while only necessary in trace amounts can be present in substantial quantities.
    Type: Grant
    Filed: August 20, 1979
    Date of Patent: February 24, 1981
    Assignee: Emery Industries, Inc.
    Inventors: Richard G. Fayter, Jr., John F. White, Eugene G. Harris
  • Patent number: 4245099
    Abstract: A 2-acyl-6-aminomethylphenol derivative having the formula (I): ##STR1## wherein R.sup.1 represents a straight chain or branched chain alkyl group of 1 to 6 carbon atoms unsubstituted or substituted with 1 to 3 halogen atoms; a hydrogen atom or a group having the formula (II):--C.sub.n H.sub.2n --R.sup.7 (II)wherein n represents 0 or an integer of 1 to 6; R.sup.7 represents a cycloalkyl group of 3 to 8 carbon atoms unsubstituted or substituted with at least one lower alkyl group; a phenyl group unsubstituted or substituted with at least one lower alkyl group, a halogen atom, a lower alkoxy group or a lower alkylthio group; a lower alkoxy group; a lower alkylthio group; a lower alkylsulfinyl group; a lower alkylsulfonyl group; an N-lower alkylamino group; an N,N-di-lower alkylamino group; or a pyridyl, furyl or thienyl group; R.sup.
    Type: Grant
    Filed: July 24, 1979
    Date of Patent: January 13, 1981
    Assignee: Ono Pharmaceutical Co., Ltd.
    Inventors: Hiroyuki Itoh, Mitoshi Konno, Takao Tokuhiro, Sadahiko Iguchi, Masaki Hayashi
  • Patent number: 4239771
    Abstract: The invention provides water-soluble salts of tienilic acid, 2,3-dichloro-4-(2-thienylcarbonyl)-phenoxyacetic acid, and amino acids of the formula ##STR1## in which n is an integer of 1 to 5 and R represents a basic nitrogenous group, preferably an amino group or guanidino group. These salts, unlike the parent acid are water-soluble and are of good biodisponibility and may be used in injectable form, e.g. for emergency treatment.
    Type: Grant
    Filed: July 28, 1978
    Date of Patent: December 16, 1980
    Assignee: Albert Rolland S.A.
    Inventors: Jacqueline S. Laforest nee Boutillier du Retail, Pierre A. R. Bessin