Nitrogen Or Chalcogen Attached Indirectly To The Hetero Ring By Nonionic Bonding Patents (Class 549/72)
  • Patent number: 4467101
    Abstract: Acylamido-3-cephem-4-carboxylic acid compounds of the formula ##STR1## in which the index n represents an integer of from 1 to 4,the index m represents 0 or 1,X represents oxygen, sulphur or an --NH-- group,W represents a --CO--, --CO--NHSO.sub.2 -- or --SO.sub.2 NH--CO-- group, orX-W together represent a --CO-- or --CO--NHSO.sub.2 -- group,A represents optionally substituted phenylene, thienylene or furylene,Y represents hydrogen, hydroxyl, formyloxy, amino or sulpho optionally present in salt form, andZ represents hydrogen, orY and Z together represent an oxo group or an .dbd.N--O--R.degree. group in which R.degree. represents hydrogen or optionally substituted lower alkyl,R.sub.1 represents hydrogen, lower alkyl, lower alkoxy, halogen or a group of the formula --CH.sub.2 --R.sub.2 in which R.sub.2 is a free, esterified or etherified hydroxy or mercapto group or a quaternary ammonium group, andR.sub.
    Type: Grant
    Filed: September 20, 1982
    Date of Patent: August 21, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: Karoly Kocsis, Peter Schneider, Bruno Fechtig, Riccardo Scartazzini
  • Patent number: 4456618
    Abstract: Naphthenic and heterocyclic retinoic acid analogues such as (E)-6-[2-(2,6,6-trimethyl-1-cyclohexen-1-yl)ethenyl]-2-naphthaldehyde, methyl 6-[2-(2,6,6-trimethyl-1-cyclohexen-1-yl)ethenyl]-2-naphthoate, 6-[2-(2,6,6-trimethyl-1-cyclohexen-1-yl)ethenyl]-2-naphthoic acid, (E)-1-(5-carbethoxy-2-furanyl)-2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1- yl)-1,3-butadiene, (E)-1-(5-carboxy-2-furanyl)-2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl) -1,3-butadiene, (E)-1-(5-carbethoxythien-2-yl)-2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1- yl)-1,3-butadiene, and (E)-1-(5-carboxythien-2-yl)-2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl) -1,3-butadiene. These retinoids are useful as chemopreventive agents for inhibiting tumor promotion in epithelial cells and for treating nonmalignant skin disorders.
    Type: Grant
    Filed: October 15, 1982
    Date of Patent: June 26, 1984
    Assignee: SRI International
    Inventors: Marcia I. Dawson, Rebecca L. S. Chan
  • Patent number: 4417053
    Abstract: A process for preparing substituted glyoxylic acid derivatives by oxidizing with a molecular oxygen containing gas an amide or ester of a hydroxy acid in the presence of a catalytic amount of a cobalt compound.
    Type: Grant
    Filed: November 12, 1981
    Date of Patent: November 22, 1983
    Assignee: Stamicarbon B.V.
    Inventors: Antonius Corvers, Cornelis W. van den Broek, Geertrudes H. Suverkropp
  • Patent number: 4416889
    Abstract: N-allenyl-acetanilides of the formula ##STR1## in which R.sup.1 represents hydrogen, alkyl or halogen,R.sup.2 represents hydrogen or alkyl,R.sup.3 represents hydrogen or alkyl,R.sup.4 represents hydrogen or alkyl,R.sup.5 represents hydrogen or alkyl andR.sup.6 represents furyl, tetrahydrofuryl, thiophenyl or tetrahydrothiophenyl; isoxazolyl which is optionally substituted by alkyl; alkyl, alkenyl or alkynyl, in each case optionally substituted by cyano or thiocyano; dihalogenoalkyl; or the grouping ##STR2## wherein R.sup.7 represents an optionally substituted alkyl, alkenyl, alkynyl or alkoxyalkyl radical andAz represents pyrazol-1-yl, 1,2,4-triazol-1-yl or imidazol-1-yl.which possess fungicidal properties.
    Type: Grant
    Filed: September 20, 1982
    Date of Patent: November 22, 1983
    Assignee: Bayer Aktiengesellschaft
    Inventors: Jorg Stetter, Winfried Lunkenheimer, Wilhelm Brandes
  • Patent number: 4416826
    Abstract: Peresters of the formula: ##STR1## wherein R is an alkyl group; and ##STR2## light-absorbing chromophore group; and use thereof as photoinitiators are provided.
    Type: Grant
    Filed: October 29, 1980
    Date of Patent: November 22, 1983
    Inventor: Douglas C. Neckers
  • Patent number: 4412856
    Abstract: The novel compounds of the formula I are useful selective herbicides for postemergence application in crops of cereals, maize and rice.In formula I, ##STR1## A is an unsubstituted or substituted amino group, Q is a C.sub.2 -C.sub.6 alkylene bridge, Y is an oxygen or sulfur atom or an unsubstituted or substituted nitrogen atom, and Z is an unsubstituted or substituted phenyl, naphthyl or heterocyclic radical, which phenyl radical, containing the bridge member Y, can additionally carry one to four further substituents.
    Type: Grant
    Filed: May 22, 1981
    Date of Patent: November 1, 1983
    Assignee: Ciba-Geigy Corporation
    Inventors: Hans-Georg Brunner, Rolf Schurter, Henry Szczepanski
  • Patent number: 4405638
    Abstract: The invention provides 2-methoxyphenyl esters of N-substituted amino acids, which have mucolytic, antitussive and antiinflammatory activity.
    Type: Grant
    Filed: April 29, 1982
    Date of Patent: September 20, 1983
    Assignee: Sigma-Tau Industrie Farmaceutiche Riunite S.p.A
    Inventors: Claudio Cavazza, Massimo Carloni, Maria T. Ramacci
  • 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: 4381305
    Abstract: New derivatives of 1,2-ethylenediamine and salts thereof endowed with vascular antispasmodic and antiallergic activity; processes for preparing them, some new intermediates useful in their preparation and pharmaceutical compositions containing them.
    Type: Grant
    Filed: June 5, 1981
    Date of Patent: April 26, 1983
    Assignee: Simes S.p.A.
    Inventors: Cesare Casagrande, Giorgio Ferrari
  • Patent number: 4380464
    Abstract: Disclosure is made of certain optionally substituted N,N-diacylaminoperfluoroalkanesulfonanilides and agriculturally acceptable salts thereof which are useful as herbicides and plant growth regulators.
    Type: Grant
    Filed: February 4, 1982
    Date of Patent: April 19, 1983
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Ezzat A. Mikhail
  • Patent number: 4363920
    Abstract: N-[2-(2-thenoyl)thiopropionyl]-glycine is prepared, according to a process which is especially advantageous for the purity and the stability of the product, by means of N-acylation of glycine with an activated derivative of 2-(2-thenoyl)thiopropionic acid.
    Type: Grant
    Filed: May 26, 1981
    Date of Patent: December 14, 1982
    Assignee: B.T.B. Industria Chimica S.p.A.
    Inventor: Renzo Viscardi
  • Patent number: 4352935
    Abstract: Para-acetamidophenol .alpha.-methyl-4(2'-thienyl-carbonyl) phenyl acetate, having anti-inflammatory activity, is provided, along with a process for its preparation by reacting .alpha.-methyl-4(2'-thienyl-carbonyl) phenyl acetic acid or a reactive species thereof with p-acetamidophenol in an aprotic organic solvent and, when the reactive species is an acid halide, the reaction is carried out also in the presence of a hydrohalic binding compound.
    Type: Grant
    Filed: November 23, 1981
    Date of Patent: October 5, 1982
    Inventors: Eduardo Guzman Llansa, Pablo Arino Maestrojuan, Enrique Melendez Andreu
  • Patent number: 4347373
    Abstract: This invention relates to a series of compounds having therapeutic activity, consisting of the derivatives obtained by reacting 4-methyl-5-[(2-aminoethyl)-thiomethyl]-imidazole with non-steroidal, traditional, antiinflammatory agents. The derivatives are carboxamides of formula ##STR1## wherein R.sub.1 =H; --CH.sub.3 ; --C.sub.2 H.sub.5 ; and ##STR2## of the antiinflammatory agents, i.e. the acylic radical of the antiinflammatory acid, or ##STR3## of the antiinflammatory acid and the corresponding physiologically acceptable salts on the imidazole ring.
    Type: Grant
    Filed: March 9, 1981
    Date of Patent: August 31, 1982
    Inventor: Franco Turconi
  • 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: 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: 4339591
    Abstract: There are produced carboxylic acid cyanides, e.g., acyl cyanides by reacting a carboxylic acid halide with an alkali cyanide or hydrogen cyanide in the presence of a copper (I) salt and a carboxylic acid nitrile. Especially advantageous are glutaric acid dinitrile and 2-methyl glutaric acid dinitrile.
    Type: Grant
    Filed: March 23, 1981
    Date of Patent: July 13, 1982
    Assignee: Degussa Aktiengesellschaft
    Inventors: Axel Kleemann, Bernd Lehmann, Herbert Klenk
  • Patent number: 4337268
    Abstract: N-Oximinoalkyl-anilides of the formula ##STR1## in which R.sup.1 represents hydrogen, alkyl or halogen,R.sup.2 represents hydrogen or alkyl,R.sup.3 represents hydrogen or alkyl,R.sup.4 represents hydrogen or alkyl,R.sup.5 represents hydrogen or alkyl,R.sup.6 represents hydrogen, alkyl, alkenyl, alkynyl, alkoxyalkyl, alkylthioalkyl or optionally substituted aralkyl andR.sup.7 represents furyl, tetrahydrofuryl, thiophenyl, or tetrahydrothiophenyl; isoxazolyl which is optionally substituted in alkyl; alkyl, alkenyl or alkynyl, in each case optionally substituted by cyano or thiocyano; dihalogenoalkyl or cycloalkyl; or the grouping --CH.sub.2 Az, --CH.sub.2 --OR.sup.8, --.sub.CH.sub.2 --SR.sup.8, --OR.sup.8, --SR.sup.8, --CH.sub.2 --OSO.sub.2 R.sup.8, --COOR.sup.8 or ##STR2## wherein R.sup.8 represents an optionally substituted alkyl, alkenyl, alkynyl or alkoxyalkyl radical andAz represents pyrazol-1-yl, 1,2,4-thiazol-1-yl or imidazol-1-yl,which possess fungicidal activity.
    Type: Grant
    Filed: May 15, 1980
    Date of Patent: June 29, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Jorg Stetter, Wilhelm Brandes
  • Patent number: 4335098
    Abstract: This invention relates to acylated furanyl acrylic acids, salts, esters and amides, to acylated thienyl acrylic acids, salts, esters and amides, and to their use as hypolipidemic agents, and to the processes for producing said compounds.
    Type: Grant
    Filed: May 26, 1981
    Date of Patent: June 15, 1982
    Assignee: Merrell Dow Pharmaceuticals Inc.
    Inventor: Roger A. Parker
  • Patent number: 4331592
    Abstract: What is disclosed is a method of making a carboxylic acid amide, including a peptide, by reacting a compound having a free amino group with a compound having a free carboxy group in the presence of an anhydride of an alkane-phosphonic acid.
    Type: Grant
    Filed: January 16, 1980
    Date of Patent: May 25, 1982
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hans Wissmann, Hans-Jerg Kleiner
  • Patent number: 4328237
    Abstract: Pyrethroid type insecticides are described having the formula: ##STR1## Compounds of general formula I are endowed with a high insecticide and acaricide activity.
    Type: Grant
    Filed: February 26, 1979
    Date of Patent: May 4, 1982
    Assignee: Montedison S.p.A.
    Inventors: Paolo Piccardi, Francesco Corda, Franco Gozzo, Augusto Menconi, Angelo Longoni
  • Patent number: 4316907
    Abstract: Thiophene carboxamides are described of general formula I ##STR1## in which the amide function is in the 2- or 3-position on the thiophene ring, R.sub.1 to R.sub.5 inclusive are hydrogen atoms or lower alkyl groups, X is --CH.sub.2 --, --O-- or --NR.sub.6 -- where R.sub.6 is hydrogen or a lower alkyl group, n is a number from 0 to 3 and Ar is an optionally substituted phenyl groupand their physiologically acceptable salts.The compounds have been found to lower blood pressure in animals and to exhibit a blocking action at .beta.-adrenoreceptors and their use is indicated for the treatment of cardiovascular disorders such as hypertension and angina. Some of the compounds also exhibit a blocking action on .alpha.-adrenoreceptors and their use is indicated for the treatment of hypertention.
    Type: Grant
    Filed: June 27, 1980
    Date of Patent: February 23, 1982
    Assignee: Glaxo Group Limited
    Inventors: Alexander W. Oxford, John Bradshaw, Ian H. Coates
  • Patent number: 4315020
    Abstract: Certain phenyl amines have been prepared wherein the "methyl" carbon is substituted with a polyfluoroalkyl radical. The compounds form acid addition salts, exist in resolvable stereoisomeric forms, and are useful for treating hypertension. Formulations for human and veterinary medicine are described, as well as methods of use.
    Type: Grant
    Filed: October 15, 1980
    Date of Patent: February 9, 1982
    Assignee: Science Union et Cie
    Inventors: Charles E. Malen, Pierre Roger, Michel Laubie
  • Patent number: 4312663
    Abstract: Cyclicacylaminoperfluoroalanesulfonanilides and agriculturally acceptable salts thereof are useful as herbicides and plant growth regulators.
    Type: Grant
    Filed: September 18, 1980
    Date of Patent: January 26, 1982
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Ezzat A. Mikhail
  • Patent number: 4304941
    Abstract: A method of preparing substituted acylbenzenes is disclosed. The method comprises reacting selected acylhalides or equivalents with a selected poly-substituted benzene in the presence of an acylating catalyst comprising a clay.
    Type: Grant
    Filed: August 1, 1980
    Date of Patent: December 8, 1981
    Assignee: Hoechst Roussel Pharmaceuticals, Inc.
    Inventors: Thomas B. K. Lee, Gregory M. Jobin
  • Patent number: 4296092
    Abstract: Benzene and 2-thiophene carbothioic and 2-aminoalkyl ester acid salts having the formula: ##STR1## wherein R is 2-thiophene, benzene or substituted benzene; n is 2 and 3 and X.sup.- is a chlorine or bromine radical and methods of using the compounds and compositions are disclosed.
    Type: Grant
    Filed: November 19, 1979
    Date of Patent: October 20, 1981
    Assignee: A. H. Robins Company, Inc.
    Inventor: Harry R. Munson, Jr.
  • Patent number: 4293555
    Abstract: Disclosed are 6- and 6,6-disubstituted-2-substituted-oxapen-2-em-3-carboxylic acids of the following structure: ##STR1## wherein: R.sup.1 and R.sup.2 are independently selected from hydrogen, alkyl, alkoxyl, aralkyl, aryl, heterocyclyl and heterocyclylalkyl; R is selected from hydrogen, --OR, --SR, --NR.sub.2, alkyl, aryl, aralkyl, heterocyclyl, or heterocyclylalkyl. Such compounds and their pharmaceutically acceptable salt, and ester derivatives are useful as antibiotics. Also disclosed are processes for the preparation of such compounds, pharmaceutical compositions comprising such compounds and methods of treatment comprising administering such compounds and compositions when an antibiotic effect is indicated.
    Type: Grant
    Filed: October 10, 1979
    Date of Patent: October 6, 1981
    Assignee: Merck & Co., Inc.
    Inventors: Burton G. Christensen, Frank P. DiNinno
  • 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: 4278680
    Abstract: Phenylacetic acid derivatives of the formula ##STR1## wherein A is an aryl radical optionally substituted by halogen, trifluoromethyl, alkyl, alkoxy, alkenyloxy, alkoxyalkoxy, alkyl-substituted amino or aryloxy, or a heterocyclic ring system optionally substituted by halogen, alkyl or alkoxy,Y is a valency bond or an optionally branched alkylene radical containing up to 3 carbon atoms, andR.sub.1 and R.sub.2 each independently is hydrogen or a lower alkyl radical,or a physiologically compatible salt or ester thereof, exhibit marked hypoglycaemic and hypolipidaemic activity.
    Type: Grant
    Filed: December 10, 1979
    Date of Patent: July 14, 1981
    Assignee: Boehringer Mannheim GmbH
    Inventors: Manfred Hubner, Hans Kuhnle, Ernst-Christian Witte, Ruth Heerdt, Rudi Weyer, Volker Hitzel
  • Patent number: 4278802
    Abstract: Novel .alpha.-thio-alkanoic acid derivatives and a process for their preparation. These novel compounds can be easily converted to useful medicines.
    Type: Grant
    Filed: June 4, 1980
    Date of Patent: July 14, 1981
    Assignee: Sagami Chemical Research Center
    Inventors: Genichi Tsuchihashi, Katsuyuki Ogura, Shuichi Mitamura
  • Patent number: 4271171
    Abstract: Aroylureas of the formula ##STR1## where A denotes a phenyl, thienyl or pyridyl-3 radical which is mono- or polysubstituted by halogen, linear or branched alkyl of 1 to 4 carbon atoms, or linear or branched alkoxy of 1 to 4 carbon atoms, R denotes linear or branched alkyl of 1 to 4 carbon atoms or linear or branched alkoxy of 1 to 4 carbon atoms, and n denotes one of the integers 0,1 and 2, which have an insecticidal and acarididal action, and a process for combating insects and mites with these active ingredients.
    Type: Grant
    Filed: May 2, 1980
    Date of Patent: June 2, 1981
    Assignee: BASF Aktiengesellschaft
    Inventors: Annegrit Baumann, Karl Kiehs, Heinrich Adolphi, Karl-Heinz Koenig
  • Patent number: 4268442
    Abstract: There are disclosed processes for preparing an aromatic acetic acid by the reaction of an aromatic aldehyde with a combination of a trihalomethane and an alkanethiol, and by the reaction of an alcohol derivative (2,2,2-trihalo-1-arylethanol) with an alkanethiol, in the presence of a base in a mixed medium of water and an aprotic polar solvent.
    Type: Grant
    Filed: November 13, 1979
    Date of Patent: May 19, 1981
    Assignee: Sagami Chemical Research Center
    Inventors: Kiyosi Kondo, Tamotsu Fujimoto, Minoru Suda, Daiei Tunemoto
  • Patent number: 4259508
    Abstract: This invention relates in the free form or in salts or esters form, new N,S-diacyl-L-cysteines in which at least one of the acetylating radicals is 2-thenoyl radical and particularly N-acetyl, S-2-thenoyl cysteine and its esters. A process for manufacturing those new cysteines is claimed, as their utilization in therapeutic and cosmetological grounds.
    Type: Grant
    Filed: November 3, 1978
    Date of Patent: March 31, 1981
    Inventor: Jean Blum
  • 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: 4250183
    Abstract: N-substituted .omega.-aminoalkanoyl-.omega.-aminoalkanoic acids and their pharmacologically-acceptable salts (with a base) are useful, e.g., in pharmaceutical-composition form for the treatment or prophylaxis of diseases which are based on inadequate performance of the pancreas, the bile and/or the liver. The compounds are prepared, e.g., by reacting an N-(mono- or di-substituted) .omega.-amino-alkanoic acid with an N-(unsubstituted or monosubstituted) .omega.-aminoalkanoic acid.
    Type: Grant
    Filed: December 15, 1978
    Date of Patent: February 10, 1981
    Assignee: BYK Gulden Lomberg Chemische Fabrik GmbH
    Inventor: Walter Krastinat
  • Patent number: 4242519
    Abstract: Novel .alpha.-thio-alkanoic acid derivatives and a process for their preparation. These novel compounds can be easily converted to useful medicines.
    Type: Grant
    Filed: March 13, 1979
    Date of Patent: December 30, 1980
    Assignee: Sagami Chemical Research Center
    Inventors: Genichi Tsuchihashi, Katsuyuki Ogura, Shuichi Mitamura
  • Patent number: 4241079
    Abstract: 2-Imino substituted isothioureidobenzene products useful as anthelmintics and fungicides are disclosed. The products may be prepared by several different methods including treating a 2-iminothioureidobenzene with a base and either an organic halide, a diester of sulfuric acid or a diester of sulfurous acid or treating a 2-aminoisothioureidobenzene with an appropriately substituted aldehyde.
    Type: Grant
    Filed: May 4, 1978
    Date of Patent: December 23, 1980
    Assignee: Rohm and Haas Company
    Inventors: Edward E. Kilbourn, W. David Weir
  • Patent number: 4240979
    Abstract: Aroylureas of the formula ##STR1## where A denotes a phenyl, thienyl or pyridyl-3 radical which is mono- or polysubstituted by halogen, linear or branched alkyl of 1 to 4 carbon atoms, or linear or branched alkoxy of 1 to 4 carbon atoms, R denotes linear or branched alkyl of 1 to 4 carbon atoms or linear or branched alkoxy of 1 to 4 carbon atoms, and n denotes one of the integers 0, 1 and 2, which have an insecticidal and acarididal action, and a process for combating insects and mites with these active ingredients.
    Type: Grant
    Filed: August 30, 1979
    Date of Patent: December 23, 1980
    Assignee: BASF Aktiengesellschaft
    Inventors: Annegrit Baumann, Karl Kiehs, Heinrich Adolphi, Karl-Heinz Koenig
  • Patent number: 4230872
    Abstract: Novel 9-substituted or unsubstituted thienyl-3,7-dimethyl-nona-2,4,6,8-tetraene derivatives, useful as antitumor agents as well as processes for their preparation and novel intermediates are disclosed.
    Type: Grant
    Filed: May 11, 1978
    Date of Patent: October 28, 1980
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Michael J. Klaus, Beverly A. Pawson
  • Patent number: 4223039
    Abstract: There are provided compounds of the general formula ##STR1## in which Ar represents a phenyl group which is unsubstituted or substituted by a halogen atom or a lower alkyl group, or represents a thienyl group, R.sub.1 represents a hydrogen or halogen atom or, when the Ar--CO-- grouping is in the meta-position with respect to the nitrogen atom, a lower alkyl group, R.sub.2 represents a hydrogen atom, or a lower alkyl or an acyl group, and R.sub.3 represents a hydrogen atom, a lower alkyl or a phenyl group and a physiologically acceptable salt thereof.The compounds of the general formula I and their salts have therapeutic utility, especially as analgesics.
    Type: Grant
    Filed: March 14, 1979
    Date of Patent: September 16, 1980
    Assignee: Metabio Joullie
    Inventors: Francis E. E. Rose, Christian J. M. Warolin, Pierre Muller, Paul M. P. Fabiani, Bernard Gaudilliere
  • Patent number: 4221815
    Abstract: Acyl-aminoalkyl-benzoic acid and derivates thereof show a blood sugar lowering effect upon oral administration and can be used as orally applicable hypoglycemiants.
    Type: Grant
    Filed: January 2, 1976
    Date of Patent: September 9, 1980
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Rudi Weyer, Volker Hitzel, Karl Geisen, Werner Pfaff
  • Patent number: 4209638
    Abstract: Disclosed is a process for increasing the proportion of a desired enantiomer of a 2-arylpropionic acid which comprises heating at a temperature of at least 80.degree. C. a mixture comprising an inert liquid organic diluent and a salt of the 2-arylpropionic acid with an enantiomer of a chiral organic nitrogenous base, the base and the diluent being such that the salt of the racemic acid has a solubility of 0.1 to 10% w/v in the diluent at the operating temperature and in which process a proportion of the salt is undissolved in the diluent, whereby a proportion of one optical isomer of the acid component of the salt is converted into its enantiomer, and collecting the salt of which the acid component has an increased proportion of that enantiomer.
    Type: Grant
    Filed: September 25, 1978
    Date of Patent: June 24, 1980
    Assignee: The Boots Company Limited
    Inventors: John S. Nicholson, James G. Tantum
  • Patent number: 4207341
    Abstract: Phenylacetic acid derivatives of the formula ##STR1## wherein A is an aryl radical optionally substituted by halogen, trifluoromethyl, alkyl, alkoxy, alkenyloxy, alkoxyalkoxy, alkyl-substituted amino or aryloxy, or a heterocyclic ring system optionally substituted by halogen, alkyl or alkoxy,Y is a valency bond or an optionally branched alkylene radical containing up to 3 carbon atoms, andR.sub.1 and R.sub.2 each independently is hydrogen or a lower alkyl radical,or a physiologically compatible salt or ester thereof, exhibit marked hypoglycaemic and hypolipidaemic activity.
    Type: Grant
    Filed: July 1, 1976
    Date of Patent: June 10, 1980
    Assignee: Boehringer-Mannheim GmbH
    Inventors: Manfred Hubner, Hans Kuhnle, Ernst-Christian Witte, Ruth Heerdt, Rudi Weyer, Volker Hitzel
  • Patent number: 4201715
    Abstract: Process for the anilidization of carboxylic acid esters of the general formula R.sub.1 COOR.sub.2, wherein R.sub.1 is a cycloaliphatic or substituted cycloaliphatic radical with 3-8 C-atoms, preferably 5-6 C-atoms, an aromatic or substituted aromatic radical, preferably a heterocyclic or substituted heterocyclic radical, more particularly an oxygen-containing heterocyclic radical, with 4-5 C-atoms, and R.sub.2 is a hydrocarbon radical with up to 4 C-atoms, preferably 1-2 C-atoms, wherein such esters are reacted in the presence of aniline with equimolar amounts of magnesium dianilide and/or aluminum trianilide in the fluid phase. The products obtained are used as intermediates or directly as pesticides.
    Type: Grant
    Filed: November 20, 1978
    Date of Patent: May 6, 1980
    Assignee: Wacker-Chemie GmbH
    Inventors: Wolfgang Deinhammer, Hellmuth Spes
  • Patent number: 4198519
    Abstract: 4-(Thien-2-oyl- and thien-3-oylphenyl)pentan-2-ones and 4-(thien-2-oyl- and thien-3-oylphenyl)butan-2-ones, the corresponding pentan-2-ols and butan-2-ols, and esters of the latter alkanols are anti-inflammatory agents. The compounds, of which 4-[4-(2-thienoyl)phenyl]pentan-2-one is a representative embodiment, can be prepared by acylation of the corresponding 4-phenylpentan-2-one, 4-phenylbutan-2-one, or an ester of the corresponding pentan-2-ol or butan-2-ol, with a thienylcarboxylic acid, or by acylation of a 4-(4-carboxyphenyl)pentan-2-one, 4-(4-carboxyphenyl)butan-2-one or an ester of the corresponding pentan-2-ol or butan-2-ol with thiophene, optionally in either case with subsequent reduction of the resultant alkanone and with optional esterification of the resultant alkanol.
    Type: Grant
    Filed: October 18, 1978
    Date of Patent: April 15, 1980
    Assignee: Beecham Group Limited
    Inventor: Alexander C. Goudie
  • Patent number: 4197309
    Abstract: The invention provides certain 4-keto-phenoxyacetic acids and their oximes of the formula: ##STR1## in which A is selected from oxygen and sulphur,Z is selected from oxygen and the group NOH, andX.sub.1 and X.sub.2 are radicals independently selected from hydrogen, halogen and methyl, with the proviso that the benzene nucleus is never substituted by two halogen atoms in ortho-position with respect of one another, and pharmaceutically acceptable alkaline and amine addition salts thereof.
    Type: Grant
    Filed: May 30, 1978
    Date of Patent: April 8, 1980
    Assignee: Albert Roland S.A.
    Inventors: Germaine Thuillier, nee Nachmias, Jean E. Thuillier, Jacqueline S. Laforest, nee Boutillier du Retail, Bernard J. M. Cariou, Pierre A. R. Bessin, Jacqueline S. Bonnet, nee Roux
  • Patent number: 4197310
    Abstract: This disclosure describes new compounds and compositions of matter useful as anti-inflammatory agents and as inhibitors of the progressive joint deterioration characteristic of arthritic disease and the methods of meliorating inflammation and of inhibiting joint deterioration in mammals therewith, the novel active ingredients of said compositions of matter being certain substituted cis-2-[2(or 3)-thenoyl]-3-hydroxy-2-alkenenitriles and/or the pharmacologically acceptable cationic salts thereof.
    Type: Grant
    Filed: April 30, 1979
    Date of Patent: April 8, 1980
    Assignee: American Cyanamid Company
    Inventors: John W. Hanifin, Jr., David N. Ridge
  • Patent number: 4189436
    Abstract: This disclosure describes new compounds and compositions of matter useful as anti-inflammatory agents and as inhibitors of the progressive joint deterioration characteristic of arthritic disease and the methods of meliorating inflammation and of inhibiting joint deterioration in mammals therewith, the active ingredients of said compositions of matter being .beta.-oxo-3-thiophenepropionitrile, .beta.-amino-2-thiopheneacrylonitrile, and/or .beta.-amino-3-thiopheneacrylonitrile.
    Type: Grant
    Filed: August 24, 1978
    Date of Patent: February 19, 1980
    Assignee: American Cyanamid Company
    Inventors: John W. Hanifin, David N. Ridge
  • Patent number: 4183859
    Abstract: Compounds of formula: ##STR1## wherein R is hydroxyl, lower alkoxy having 1 to 4 carbon atoms or amino and R.sup.1 is hydrogen or lower alkyl having 1 to 4 carbon atoms, are useful as medicines such as antipyretics, analgesics and antiinflammatory agents.
    Type: Grant
    Filed: April 4, 1978
    Date of Patent: January 15, 1980
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Tetsuya Aono, Yasuhiko Kawano
  • Patent number: 4182775
    Abstract: Benzoic acids of the general formula I ##STR1## in which R, R.sup.1, R.sup.2 and Y have the meanings as mentioned in the following, and which in the form of the free compounds or in the form of the physiologically tolerated salts and esters possess valuable pharmacological properties, processes for preparing them, pharmaceutical preparations containing them, and their use as or in medicaments.
    Type: Grant
    Filed: September 1, 1977
    Date of Patent: January 8, 1980
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Rudi Weyer, Volker Hitzel, Ernold Granzer
  • Patent number: 4180510
    Abstract: A method for preparing thienylacetic acid and its derivatives is disclosed, wherein a glyoxylic ester is made to react with hydrazine, and after with potash. Advantageously, the glyoxylic ester is prepared by condensation of a monoester monochloride of oxalic acid upon a thiophenic derivative, in the presence of titanium chloride.The so obtained products are useful as organic synthesis intermediaries for various products of pharmaceutical type.
    Type: Grant
    Filed: January 12, 1978
    Date of Patent: December 25, 1979
    Assignee: Produits Chimiques Auxiliaires et de Synthese, P.C.A.S.
    Inventors: Yves Le Guen, Georges Thiault