Having -c(=x)-, Wherein X Is Chalcogen, Bonded Directly To The Hetero Ring Patents (Class 549/64)
  • Patent number: 4668800
    Abstract: There is described a process for producing sulfonylureas of the formula ##STR1## wherein G is an unsubstituted or substituted furanyl, thienyl, pyrrolyl, pyridinyl or phenyl radical,X is alkyl, haloalkyl, alkoxy, alkylthio, halogen, haloalkoxy, alkylamino or dialkylamino,Y is alkyl, alkoxy or haloalkoxy,Z is a nitrogen atom or the methyne group --CH.dbd..This novel process comprises reacting a sulfonamide of the formulaG--SO.sub.2 --NH.sub.2,in the presence of a base, with a chloroformic acid ester of the formulaCl--CO--Q--T,or a sulfonyl chloride of the formulaG--SO.sub.2 Cl,in the presence of a base, with a urethane of the formulaH.sub.2 N--CO--Q--T;and converting the formed carbamate of the formulaG--SO.sub.2 --NH--CO--Q--Tby reaction with an amine of the formula ##STR2## into the sulfonylurea of the above formula. There are also described novel sulfonylcarbamates of the above formula as intermediates.
    Type: Grant
    Filed: March 4, 1985
    Date of Patent: May 26, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: Willy Meyer, Werner F/o/ ry, Werner T/o/ pfl
  • Patent number: 4638075
    Abstract: Sulfonamides derived from substituted 2-amino-1,2,4-triazolo[1,5-a]pyrimidines are prepared by reacting a desired sulfonamide with dimethyl N-cyanodithioiminocarbonate in the presence of a base followed by reaction with an excess of hydrazine and then a 1,3-dicarbonyl compound.The resulting products have a variety of herbicidal uses.
    Type: Grant
    Filed: December 23, 1985
    Date of Patent: January 20, 1987
    Assignee: The Dow Chemical Company
    Inventors: William A. Kleschick, Anna P. Vinogradoff, Joseph E. Dunbar
  • Patent number: 4599350
    Abstract: Novel fungicidal active thiolane-2,4-dione-3-carboxamides of the formula ##STR1## in which R is alkyl, cycloalkyl, optionally substituted aralkyl or optionally substituted aryl, andR.sup.1 and R.sup.2 each independently is hydrogen, alkyl, cycloalkyl, cycloalkylalkyl, aralkyl or aryl.
    Type: Grant
    Filed: November 27, 1984
    Date of Patent: July 8, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Herbert Gayer, Wilhelm Brandes, Gerd Hanssler, Paul Reinecke
  • Patent number: 4568691
    Abstract: The invention concerns novel esters of 4-(1-hydroxy-2-[(acylamino)alkylamino]ethyl)phenols of the formula: ##STR1## and salts thereof, wherein R.sup.1 and R.sup.2 are (3-5C)alkyl, R.sup.3 and R.sup.4 are hydrogen or methyl, A is a direct bond or methylene, and Q is various heteroaromatic containing groups. The esters possess topical anti-inflammatory properties and the invention provides pharmaceutical compositions containing the esters and processes for their chemical manufacture.
    Type: Grant
    Filed: December 20, 1984
    Date of Patent: February 4, 1986
    Assignee: Imperial Chemical Industries, PLC
    Inventors: Peter R. Marsham, David S. Thomson
  • Patent number: 4565826
    Abstract: This invention relates to a novel class of heterocyclic amidinourea and heterocyclic amidinothiourea compounds wherein the heterocyclic substitution is at the 1-N urea nitrogen atom. These compounds exhibit pharmaceutical activity and may be incorporated into pharmaceutical preparations for producing anti-ulcerogenic, antisecretory, antispasmodic, antimotility, cardiovascular, antidiarrheal or antiparasitic action.
    Type: Grant
    Filed: February 24, 1984
    Date of Patent: January 21, 1986
    Assignee: William H. Rorer, Inc.
    Inventors: William L. Studt, Harry K. Zimmerman, George H. Douglas
  • Patent number: 4520027
    Abstract: The invention concerns novel esters of 4-(1-hydroxy-2-[(acylamino)alkylamino]ethyl)phenols of the formula: ##STR1## and salts thereof, wherein R.sup.1 and R.sup.2 are (3-5C)alkyl, R.sup.3 and R.sup.4 are hydrogen or methyl, A is a direct bond or methylene, and Q is various heteroaromatic containing groups. The esters possess topical anti-inflammatory properties and the invention provides pharmaceutical compositions containing the esters and processes for their chemical manufacture.
    Type: Grant
    Filed: December 23, 1982
    Date of Patent: May 28, 1985
    Assignee: Imperial Chemical Industries PLC
    Inventors: Peter R. Marsham, David S. Thomson
  • Patent number: 4486444
    Abstract: (Hydroxybenzoyl)thiophenesulfonamide and acyl derivatives thereof are useful for the topical treatment of elevated intraocular pressure in ophthalmic compositions including drops and inserts.
    Type: Grant
    Filed: June 20, 1983
    Date of Patent: December 4, 1984
    Assignee: Merck & Co., Inc.
    Inventor: Kenneth L. Shepard
  • Patent number: 4454131
    Abstract: This invention relates to new thiophene derivatives and their use as fungicides in agriculture and horticulture.
    Type: Grant
    Filed: April 26, 1983
    Date of Patent: June 12, 1984
    Assignees: Ube Industries, Ltd., Hokko Chemical Industry Co., Ltd.
    Inventors: Yojiro Hirota, Koichi Shinhama, Katsumi Sato, Takuo Wada
  • Patent number: 4447624
    Abstract: Process for the preparation of thiophenes having the structure ##STR1## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 can be various substituents. The compounds can be converted to the corresponding 2-amino compounds from which azo dyes can be prepared.
    Type: Grant
    Filed: June 21, 1982
    Date of Patent: May 8, 1984
    Assignee: Eastman Kodak Company
    Inventors: James J. Krutak, Robert J. Maleski
  • Patent number: 4421761
    Abstract: Thiophene derivatives of the formula ##STR1## wherein X, Y and Z are as herein defined, said compounds being useful as fungicides, are described.
    Type: Grant
    Filed: January 27, 1981
    Date of Patent: December 20, 1983
    Assignees: Hokko Chemical Industry Co. Ltd., Ube Industries, Ltd.
    Inventors: Shigeki Nagai, Takashi Yorie, Hisao Sugiura, Toru Hibi, Katsumi Sato, Takuo Wada, Masahiko Miyahara
  • Patent number: 4417072
    Abstract: Substituted hydroquinone compounds of the formula ##STR1## wherein R.sub.1 to R.sub.4 are hydrogen or alkyl and Z is an aromatic ring or a group of the formula --X--Y--X--, wherein X is an aromatic ring and Y is an electron withdrawing group, are incorporated as developers into photographic materials. These materials are suitable for activation processings.
    Type: Grant
    Filed: September 29, 1981
    Date of Patent: November 22, 1983
    Assignee: Ciba-Geigy AG
    Inventors: Stephen R. Postle, Patrick D. P. Thomas, Brian R. D. Whitear
  • 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: 4352819
    Abstract: The disclosure is directed to novel 1-[3-(2-hydroxy-3-alkylaminopropoxy)-2-thienyl]-3-phenyl-1-propanones and their salts. The compounds of the invention have the structural formula ##STR1## in which R and R.sub.1 are independently hydrogen or methyl and R.sub.2 is n-propyl, n-butyl, isobutyl or tert-butyl. The compounds have an outstanding antiarrhytmical activity already in low doses.
    Type: Grant
    Filed: November 25, 1981
    Date of Patent: October 5, 1982
    Assignee: Laevosan-Gesellschaft mbH & Co. KG
    Inventor: Dieter Binder
  • Patent number: 4331680
    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: August 25, 1980
    Date of Patent: May 25, 1982
    Assignee: The Boots Company
    Inventors: David P. Giles, John C. Kerry, Antonin Kozlik, Bryan H. Palmer, Stephen W. Shutler, Robert J. Willis
  • 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: 4297489
    Abstract: Certain 7-acylamido-3-(1-carboxy-loweralkyl-tetrazol-5-ylthiomethyl)-3-cephem-4-ca rboxylic acids and their salts and easily hydrolyzed esters of the 4-carboxyl group were synthesized and found to be potent antibacterial agents which exhibited good aqueous solubility. In a preferred embodiment the 7-substituent was 2'-aminomethylphenylacetamido.
    Type: Grant
    Filed: June 27, 1975
    Date of Patent: October 27, 1981
    Assignee: Bristol-Myers Company
    Inventors: William J. Gottstein, Murray A. Kaplan, Alphonse P. Granatek
  • 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: 4266066
    Abstract: Ketones are prepared by reacting carboxylic acid halides, in particular carboxylic acid chlorides, with aluminum-alkyl compounds, optionally in the presence of an aluminum trihalide, in methylene chloride as the solvent, at a temperature between about 20.degree. and about 100.degree. C., preferably between about 30.degree. and about 60.degree. C., more preferably of about 40.degree. C. which is the reflux temperature of the methylene chloride. When operating at a temperature above approximately 40.degree. C., pressure higher than atmospheric is applied. The reaction mixture is worked up in usual manner, suitably by decomposition with water followed by distillation.
    Type: Grant
    Filed: November 26, 1979
    Date of Patent: May 5, 1981
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Werner Spielmann, Georg Schaeffer
  • Patent number: 4239897
    Abstract: New thiophene compounds and a new process for the manufacture of thiophene compounds by dehydrogenating dihydrothiophene with certain halogen compounds. The products are starting materials for the manufacture of pharmaceuticals, dyes and plant protection agents and, in particular, for the manufacture of additives to foodstuffs, feeds, beverages and pharmaceuticals.
    Type: Grant
    Filed: September 15, 1978
    Date of Patent: December 16, 1980
    Assignee: BASF Aktiengesellschaft
    Inventors: Phillip Rossy, Werner Hoffmann
  • 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: 4230873
    Abstract: The invention relates to sulphothiophene-carboxylic acids of the following formula ##STR1## wherein A together with the two carbon atoms to which it is attached forms the group ##STR2## and the broken line represents the double bond present in group (a), R.sub.3 and R.sub.4 each represent a hydrogen atom or a lower alkyl group; and the halides and lower alkyl esters thereof.
    Type: Grant
    Filed: March 2, 1977
    Date of Patent: October 28, 1980
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Otto Hromatka, Dieter Binder
  • Patent number: 4230707
    Abstract: Oxo-pyrido[1,2-a]thienopyrimidine compounds, salts thereof, methods of production, intermediates in their production, pharmaceutical compositions containing said compounds and methods for treating allergies using said compositions are disclosed.
    Type: Grant
    Filed: August 27, 1979
    Date of Patent: October 28, 1980
    Assignee: Warner-Lambert Company
    Inventors: Francis J. Tinney, David T. Connor, Wiaczeslaw A. Cetenko, Joseph J. Kerbleski, Roderick J. Sorenson
  • Patent number: 4224445
    Abstract: The present invention relates to compounds of the formula ##STR1## wherein A together with the two carbon atoms to which it is attached forms the group ##STR2## and the broken line represents the double bond in group (a); R.sub.1 represents a lower alkyl group; R.sub.2 represents the residue of an aromatic heterocyclic ring containing from 1 to 4 hetero atoms, which may be substituted by one or two lower alkyl groups, or a phenyl group which may be substituted by halogen, hydroxy, lower alkyl, trifluoromethyl or lower alkoxy and R.sub.3 and R.sub.4 each represent a hydrogen atom or a lower alkyl group.Also provided are methods for their preparation. The thienothiazine derivatives provided by this invention have anti-flammatory, analgesic and anti-rheumatic activity.
    Type: Grant
    Filed: October 30, 1978
    Date of Patent: September 23, 1980
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Otto Hromatka, Dieter Binder, Rudolf Pfister, Paul Zeller
  • 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: 4219656
    Abstract: This application discloses novel substituted 4-(alkoxy or alkanoyloxy)-3-thiophenecarboxylic acids, esters, and amides which possess analgesic and antipyretic activity in warm-blooded animals.
    Type: Grant
    Filed: October 24, 1978
    Date of Patent: August 26, 1980
    Assignee: American Cyanamid Company
    Inventors: Jeffery B. Press, Sidney R. Safir
  • Patent number: 4214092
    Abstract: A method of preparing acyloxy furans and thiophenes from butenolides comprising reacting a pre-selected butenolide with an acylating agent in the presence of a base to provide an acyloxy furan intermediate, which in turn undergoes rearrangement in the presence of Lewis Acids by cleavage of a carbon-oxygen bond, and addition of the cleaved moiety to the furan ring forming a carbon-carbon bond on the ring. The result is a heretofore unknown group of lactone type compounds which are biologically active, in and of themselves, and in addition offer use as versatile synthesis intermediates to achieve, by conventional synthesis methods heretofore unavailable compounds.
    Type: Grant
    Filed: February 21, 1979
    Date of Patent: July 22, 1980
    Assignee: Iowa State University Research Foundation, Inc.
    Inventor: George A. Kraus
  • Patent number: 4211878
    Abstract: Novel 1-aryloxy-3-amidoamidoalkylamino-2-propanol derivatives, processes for their manufacture, pharmaceutical compositions containing them and methods of using them in the treatment of heart diseases. Representative of the compounds disclosed is 1-(o-cyanophenoxy)-3-.beta.-(2-thenamidoacetamido)ethylaminopropan-2-ol.
    Type: Grant
    Filed: October 5, 1977
    Date of Patent: July 8, 1980
    Assignee: Imperial Chemical Industries Limited
    Inventor: Leslie H. Smith
  • 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: 4177193
    Abstract: The present invention relates to compounds of the formula ##STR1## wherein A together with the two carbon atoms to which it is attached forms the group ##STR2## and the broken line represents the double bond in group (a); R.sub.1 represents a lower alkyl group; R.sub.2 represents the residue of an aromatic heterocyclic ring containing from 1 to 4 hetero atoms, which may be substituted by one or two lower alkyl groups, or a phenyl group which may be substituted by halogen, hydroxy, lower alkyl, trifluoromethyl or lower alkoxy and R.sub.3 and R.sub.4 each represent a hydrogen atom or a lower alkyl group.Also provided are methods for their preparation. The thienothiazine derivatives provided by this invention have anti-flammatory, analgesic and anti-rheumatic activity.
    Type: Grant
    Filed: October 30, 1978
    Date of Patent: December 4, 1979
    Assignee: Hoffman-La Roche Inc.
    Inventors: Otto Hromatka, Dieter Binder, Rudolf Pfister, Paul Zeller