Plural Rings Patents (Class 562/435)
  • Patent number: 4384135
    Abstract: A method of preparing a diphenyl ether compound of the formula (II) ##STR1## wherein X is F, Cl or Br; Z is hydrogen, halogen, NO.sub.2 of CN; and W is methyl, cyano, CH.sub.3 CO--, or a group --C--OR, wherein R is --OH; --OM wherein M is a cation; OR.sup.1 wherein R.sup.1 is an optionally substituted aliphatic radical; --NR.sup.2 R.sup.3 wherein R.sup.2 and R.sup.3 are each hydrogen or an optionally substituted aliphatic radical; or --NHSO.sub.2 R.sup.4 wherein R.sup.4 is alkyl of 1 to 6 carbon atoms, which comprises reacting a 3-X-substituted-4,5-difluorobenzotrifluoride with a salt of a 3,4-W,Z-substituted phenol. The invention further comprises novel 3-X-4,5-difluorobenzotrifluorides for use in the process.
    Type: Grant
    Filed: January 19, 1981
    Date of Patent: May 17, 1983
    Assignee: Imperial Chemical Industries Limited
    Inventors: David Cartwright, Roger Salmon, Alfred G. Williams
  • Patent number: 4380661
    Abstract: 2-[p-(p-substituted phenoxy)phenoxy]propionyl oximes, processes for their preparation, herbicidal compositions containing these oximes and methods of use of the herbicidal compositions are disclosed.
    Type: Grant
    Filed: February 23, 1981
    Date of Patent: April 19, 1983
    Assignee: Hoffmann-La Roche Inc.
    Inventor: Milos Suchy
  • Patent number: 4379765
    Abstract: There are presented compounds of the formulas ##STR1## wherein R.sub.1 is hydrogen or lower alkyl; R.sub.2 and R.sub.3 are selected from the group consisting of hydrogen, lower alkyl, C.sub.2 to C.sub.7 carboxylic acids, hydroxy C.sub.2 to C.sub.7 alkyl, C.sub.2 to C.sub.7 carboxylic acid esters and amides and the group COR.sub.11 wherein R.sub.11 is alkoxy, amino or mono- lower alkyl amino; R.sub.6 is nitro or halo and R.sub.5 is hydrogen or halo,and the pharmaceutically acceptable salts thereof.The pyrazolobenzazepines are useful as anxiolytic and sedative agents.Also provided are processes and intermediates in the production of the above pyrazolobenzazepines.
    Type: Grant
    Filed: July 23, 1981
    Date of Patent: April 12, 1983
    Assignee: Hoffmann-La Roche Inc.
    Inventors: George F. Field, Rodney I. Fryer, Eugene J. Trybulski, Armin Walser
  • Patent number: 4371547
    Abstract: 2-Benzylideneglutaraldehydes of the formula ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 independently are hydrogen or a substituent selected from the group consisting of halo, lower-alkyl, phenyl, carboxy, lower-alkoxycarbonyl, phenoxycarbonyl, aminocarbonyl, hydroxysulfonyl, nitro, cyano, hydroxy, lower-alkoxy and phenoxy, a method of use thereof as disinfectants, disinfectant compositions comprising them, and 2,6-dialkoxy-3-(.alpha.-alkoxybenzyl)tetrahydropyrans of the formula ##STR2## where R.sup.1, R.sup.2 and R.sup.3 are as defined above and R.sup.4 and R.sup.5 independently are alkyl of one to four carbon atoms, which are intermediates for their preparation are disclosed.
    Type: Grant
    Filed: August 21, 1981
    Date of Patent: February 1, 1983
    Assignee: Sterling Drug Inc.
    Inventors: Wolfgang Munzenmaier, Heinz Eggensperger, Helmut H. Ehlers, Wolfgang Beilfuss, Lothar Bucklers, Hans-Peter Harke
  • Patent number: 4365991
    Abstract: Propionic acid oximes of the general formula ##STR1## wherein R.sub.1 is hydrogen, alkyl of from 1 to 6 carbon atoms or cycloalkyl of from 3 to 6 carbon atoms, R.sub.2 is hydrogen, alkyl of from 1 to 6 carbon atoms, alkenyl of from 2 to 6 carbon atoms or alkynyl of from 2 to 6 carbon atoms, or R.sub.1 and R.sub.2 together with the carbon atom to which they are attached form a cyclopentane or cyclohexane ring which can be mono-, di- or trisubstituted with alkyl of from 1 to 3 carbon atoms, R.sub.3 is hydrogen, halogen or nitro with the proviso that R.sub.1 and R.sub.2 are not simultaneously hydrogen, processes for their manufacture, herbicidal compositions containing these compounds as the active ingredient and methods of use of the herbicidal compositions are disclosed.
    Type: Grant
    Filed: March 6, 1981
    Date of Patent: December 28, 1982
    Assignee: Hoffmann-La Roche Inc.
    Inventor: Wijitha de Silva
  • Patent number: 4364875
    Abstract: The method of preparing a compound of the formula ##STR1## wherein R.sub.1 is hydrogen, halogen, alkyl of 1 to 8 carbon atoms, trifluoromethyl or acetyl;n is 1 when R.sub.1 has all the defined meanings, or 2 or 3 when R.sub.1 is halogen or alkyl;R.sub.2 is hydrogen; alkyl of 1 to 16 carbon atoms; alkenyl of 2 to 16 carbon atoms; alkinyl of 2 to 16 carbon atoms; monosubstituted alkyl of 2 to 6 carbon atoms, where the substituent is hydroxyl, alkoxy of 1 to 4 carbon atoms, phenoxy, halo-phenoxy, (alkyl of 1 to 4 carbon atoms) phenoxy, (alkoxy of 1 to 4 carbon atoms)phenoxy, nitro-phenoxy, cyano-phenoxy, amino or (alkyl of 1 to 4 carbon atoms)thio; benzyl; halo-benzyl; --NR.sub.3 R.sub.4 ; --CHR.sub.3 --COOR.sub.4 ; or --CHR.sub.3 --CONR.sub.4 R.sub.5, whereR.sub.3, R.sub.4 and R.sub.5 are each hydrogen or alkyl of 1 to 8 carbon atoms; andX.sub.1 and X.sub.2 are each hydrogen or halogen,which comprises reacting a compound of the formula ##STR2## wherein n, R.sub.1, X.sub.1 and X.sub.
    Type: Grant
    Filed: July 7, 1981
    Date of Patent: December 21, 1982
    Assignee: Celamerck GmbH & Co. KG
    Inventors: Richard Sehring, Wolfgang Buck
  • Patent number: 4358308
    Abstract: The 4-perfluoroacetyl-, 4-perfluoromethylthio-, 4-perfluoromethylsulfinyl-, and 4-perfluoromethylsulfonyl-4'-nitrodiphenyl ethers comprise a class of compounds that are highly effective herbicides.
    Type: Grant
    Filed: October 19, 1981
    Date of Patent: November 9, 1982
    Assignee: Rohm and Haas Company
    Inventor: Colin Swithenbank
  • Patent number: 4350824
    Abstract: A process for the preparation of a 1,1-dichloroalkene of the formula ##STR1## in which R.sup.1 is hydrogen, or an optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, aralkyl, aralkenyl or aryl radical, andR.sup.2 is an optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, aralkyl, aralkenyl or aryl radical, orR.sup.1 and R.sup.2 together form an optionally branched and/or optionally benzo-fused hydrocarbon chain,comprising reacting a carbonyl compound of the formula ##STR2## with a trichloromethanephosphonic acid ester of the formula ##STR3## in which R.sup.3 each individually is an alkyl or phenyl radical, or the two radicals R.sup.3 together are alkanediyl,in the presence of at least an equimolar amount of a phosphorous acid triamide of the formulaP(NR.sup.4.sub.2).sub.3in whichR.sup.4 each independently is an alkyl radical, or the two radicals R.sup.4 together are alkanediyl.Advantageously,R.sup.1 is hydrogen,R.sup.2 a C.sub.2 to C.sub.
    Type: Grant
    Filed: February 23, 1981
    Date of Patent: September 21, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Jochem Riebel, Fritz Maurer, Uwe Priesnitz
  • Patent number: 4350522
    Abstract: Compounds of the formula ##STR1## wherein X is a hydrogen atom, a halogen atom, a trihalomethyl group, an alkyl group, or a cyano group,Y is a hydrogen atom, a halogen atom, or a trihalomethyl group, andZ is a hydroxy group, an alkoxy group, an alkyl group, a halogen atom, an amino group, an alkylthio group, a cyano group, a carboxy group, a carbalkoxy group, a carboxyalkyl group, a carbalkoxyalkyl group, an alkanoyloxy group, or a carbamoyloxy group,and compositions containing these compounds exhibit herbicidal activity.
    Type: Grant
    Filed: September 1, 1978
    Date of Patent: September 21, 1982
    Assignee: Rohm and Haas Company
    Inventors: Horst O. Bayer, Colin Swithenbank
  • Patent number: 4344789
    Abstract: Compounds, such as 5-(2-chloro-4-trifluoromethylphenoxy)-2-nitroacetophenone oxime-O-(acetic acid, methyl ester) and 5-(2-chloro-4-trifluoromethylphenoxy)-2-chloroacetophenone oxime-O-(acetic acid, methyl ester), are useful for postemergence and preemergence control of weeds, and are represented by Formula I of the application.
    Type: Grant
    Filed: April 15, 1980
    Date of Patent: August 17, 1982
    Assignee: PPG Industries, Inc.
    Inventor: Dennis K. Krass
  • Patent number: 4338333
    Abstract: The compounds of formula (II): ##STR1## in which R.sub.1 is a hydrogen, fluorine, chlorine or bromine atom or a hydroxyl, hydroxymethyl, methyl, methoxyl, amino, formamido, acetamido, methylsulphonylamido, nitro, benzyloxy, methylsulphonylmethyl, ureido, trifluoromethyl or p-methoxybenzylamino group; R.sub.2 is a hydrogen, fluorine, chlorine or bromine atom or a hydroxyl group; R.sub.3 is a hydrogen, chlorine or bromine atom or a hydroxyl group, R.sub.4 is a hydrogen atom or a methyl group; R.sub.5 is a hydrogen atom or a methyl group; R.sub.6 is a hydrogen, fluorine or chlorine atom or a methyl, methoxyl or hydroxy group; X is an oxygen atom or a bond; Y is an alkylene group of up to 6 carbon atoms or a bond; and Z is an alkylene, alkenylene or alkynylene group of up to 10 carbon atoms, have been found to possess anti-obesity and/or anti-hyperglycaemic activity.
    Type: Grant
    Filed: June 9, 1980
    Date of Patent: July 6, 1982
    Assignee: Beecham Group Limited
    Inventors: Anthony T. Ainsworth, David G. Smith
  • Patent number: 4337270
    Abstract: Novel anthranilic acid derivatives of the general formula: ##STR1## wherein X is a halogen atom, an alkoxyl group having 1-3 carbon atoms, an alkyl group having 1-3 carbon atoms or a nitro group, n is an integer of 1-2, Y is an alkoxyl group having 1-3 carbon atoms, m is an integer of 2-3, Z is --COCH.dbd.CH-- or --CO--, R.sub.1 is a hydrogen atom or an alkyl group having 1-4 carbon atoms, and pharmaceutically acceptable salts thereof, which derivatives and salts possess a strong antiallergic action and are thus useful as therapeutically active agents for diseases caused by allergies, such as asthma, hay fever, urticaria and atopic dermatitis; an antiallergic composition comprising the same; and a method of alleviating diseases caused by allergies using the same.
    Type: Grant
    Filed: May 21, 1980
    Date of Patent: June 29, 1982
    Assignee: Hisamitsu Pharmaceutical Co., Inc.
    Inventors: Kanji Noda, Akira Nakagawa, Toshiharu Motomura, Masayoshi Tsuji, Hidetoshi Amano, Hiroyuki Ide
  • Patent number: 4324904
    Abstract: The invention concerns the novel compounds dialkyl 2-(3-fluoro-4-nitrophenyl)-2-methylmalonate IIIa and dialkyl 2-(3-fluoro-4-aminophenyl)-2-methylmalonate IVa useful as intermediates in an improved process for making 2-(2-fluoro-4-biphenylyl)propionic acid, known as flurbiprofen, having the formula ##STR1## and ester thereof. It has anti-inflammatory activity which is about 240 times that of aspirin and analgesic activity which is about 180 times that of aspirin in standard laboratory tests. However, despite this high activity, the toxicity (LD.sub.50) is only 1.2 to 2.4 times greater than that of aspirin in standard laboratory tests.Also within the invention is a novel method of making the above intermediates and analogs thereof useful to prepare corresponding biaryl compounds which have pharmaceutical uses.
    Type: Grant
    Filed: December 19, 1979
    Date of Patent: April 13, 1982
    Assignee: The Upjohn Company
    Inventors: Thomas A. Hylton, Jerry A. Walker
  • Patent number: 4322439
    Abstract: The invention relates to .omega.-[2-(N-lower alkyl-benzamido)-phenyl]-alkanoic acids, their use and preparation, and medicaments containing them.
    Type: Grant
    Filed: September 21, 1979
    Date of Patent: March 30, 1982
    Assignee: BYK Gulden Lomberg Chemische Fabrik GmbH
    Inventors: Kurt Klemm, Uwe Kruger, Erich Rapp, Horst Wolf, Ekkehard Kraas
  • Patent number: 4312862
    Abstract: Novel therapeutically active derivatives of benzamide, having the general formula ##STR1## in which R.sub.1 and R.sub.2, independently of each other, are hydrogen or a lower alkyl group, R.sub.3 is a phenyl or lower alkyl or lower alkenyl group, R.sub.4 is a halogen or a trifluoromethyl or nitro-group, R.sub.5 is a sulphamoyl or carboxyl or carboxy-alkyl group, and the potassium salts of these derivatives.These compounds are diuretics and hypotensors (blood pressure depressants) and they lower the angiotensin and renin functions, with prolonged action.
    Type: Grant
    Filed: July 19, 1979
    Date of Patent: January 26, 1982
    Assignee: Debiopharm SA
    Inventors: William P. Purcell, Harlie A. Parish, Jr.
  • Patent number: 4309443
    Abstract: A compound of the formula (I): ##STR1## or a pharmaceutically acceptable ester, amide or salt thereof wherein R.sub.1 is a hydrogen, fluorine, chlorine or bromine atom or a hydroxyl, hydroxymethyl, methyl, methoxyl, amino, formamido, acetamido, methylsulphonylamido, nitro, benzyloxy, methylsulphonylmethyl, ureido, trifluoromethyl or p-methoxybenzylamino group; R.sub.2 is a hydrogen, fluorine, chlorine or bromine atom or a hydroxyl group; R.sub.3 is a hydrogen, chlorine or bromine atom or a hydroxyl group; R.sub.4 is a hydrogen, chlorine or fluorine atom or a methyl, methoxyl or hydroxyl group or a carboxylic acid group or a salt, ester or amide thereof; R.sub.5 is a hydrogen atom or a methyl group; R.sub.6 is a hydrogen atom or a methyl group; R.sub.7 is a hydrogen atom or a methyl or ethyl group; R.sub.
    Type: Grant
    Filed: September 3, 1980
    Date of Patent: January 5, 1982
    Assignee: Beecham Group Limited
    Inventors: David G. Smith, Anthony T. Ainsworth
  • Patent number: 4304791
    Abstract: N-Nitrophenyl-(tetrafluoroethoxy)-benzenamines are useful as fungicides, anticoccidials and ectoparasiticides, in addition to being insecticidal agents.
    Type: Grant
    Filed: January 8, 1980
    Date of Patent: December 8, 1981
    Assignee: Eli Lilly and Company
    Inventor: Albert J. Clinton, deceased
  • Patent number: 4304728
    Abstract: Compounds are described of the formula ##STR1## in which R.sup.1 is COOR.sup.5, CONHR.sup.5, cyano, 5-tetrazolyl or R.sup.6, where R.sup.5 is hydrogen or C.sub.1-8 alkyl and R.sup.6 is phenyl or naphthyl, the phenyl or naphthyl group being optionally substituted by one or more group selected from halogen, C.sub.1-6 alkyl, C.sub.1-4 alkoxy, hydroxy, benzyloxy, nitro, trifluoromethyl, carboxyl, C.sub.1-4 alkylsulphinyl, C.sub.1-4 alkylsulphonyl, N(R.sup.5).sub.2, NHCOR.sup.5 and SR.sup.5 ; R.sup.2 is R.sup.6 or --CH.dbd.CH--R.sup.6 when R.sup.1 is COOR.sup.5, CONHR.sup.5, cyano or 5-tetrazolyl, or R.sup.2 is --CH.dbd.CH--R.sup.6 when R.sup.1 is R.sup.6 ; R.sup.3 is hydrogen, C.sub.1-6 alkyl, halogen, hydroxy or --OCH.sub.2 R.sup.6 ; and R.sup.4 is hydrogen, C.sub.1-6 alkyl or halogen; and salts thereof. The compounds have pharmaceutical properties and in particular are useful in the treatment of immediate hypersensitivity conditions such as asthma.
    Type: Grant
    Filed: March 27, 1980
    Date of Patent: December 8, 1981
    Assignee: Lilly Industries Limited
    Inventors: Barry P. Clark, William J. Ross, Alec Todd
  • 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: 4287125
    Abstract: Benzenoid ethers/thioethers are prepared by reacting an activated halobenzene with an anionic reactant, RA.sup.- M.sup.+, in the presence of at least one tertiary amine sequestering agent having formula:N--CHR.sub.1 --CHR.sub.2 --O--CHR.sub.3 --CHR.sub.4 --O--.sub.n R.sub.5 ].sub.
    Type: Grant
    Filed: June 20, 1980
    Date of Patent: September 1, 1981
    Assignee: Rhone-Poulenc Industries
    Inventor: Gerard Soula
  • Patent number: 4275076
    Abstract: Certain ureides of substituted naphthoic acids and salts useful as inhibitors of connective tissue destruction.
    Type: Grant
    Filed: February 4, 1980
    Date of Patent: June 23, 1981
    Assignee: American Cyanamid Company
    Inventors: Ransom B. Conrow, Seymour Bernstein
  • Patent number: 4262152
    Abstract: A process for preparing trifluoromethylphenyl nitro phenylethers which comprises treating a trifluoromethylhalobenzene with a base in a cosolvent system to afford a trifluoromethyl phenolate which may be isolated as its free phenol or reacted with an appropriately substituted halobenzene to afford a diphenylether herbicide or a precursor thereto.
    Type: Grant
    Filed: May 2, 1979
    Date of Patent: April 14, 1981
    Assignee: Rohm and Haas Company
    Inventor: Wayne O. Johnson
  • Patent number: 4259510
    Abstract: A process for preparing trifluoromethylphenyl nitro phenylethers which comprises treating a trifluoromethylhalobenzene with a base in a cosolvent system to afford a trifluoromethyl phenolate which may be isolated as its free phenol or reacted with an appropriately substituted halobenzene to afford a diphenylether herbicide or a precursor thereto.
    Type: Grant
    Filed: May 19, 1980
    Date of Patent: March 31, 1981
    Assignee: Rohm and Haas Company
    Inventor: Wayne O. Johnson
  • Patent number: 4259105
    Abstract: Compounds of the general formula ##STR1## wherein X is trifluoromethyl or halogen,R.sub.1 is hydrogen, lower alkyl, lower alkenyl or benzyl,R.sub.2 is lower alkyl,R.sub.3 is hydrogen, alkyl or alkali metal,Y is oxygen or sulfur, andn is 0, 1 or 2;are useful as herbicides.
    Type: Grant
    Filed: April 26, 1979
    Date of Patent: March 31, 1981
    Assignee: Nippon Soda Company, Ltd.
    Inventors: Kuniyasu Maeda, Minoru Kaeriyama, Nobuo Matsui, Hisao Ishikawa, Shozo Yamada, Susumu Okunuki
  • 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: 4246429
    Abstract: Novel .alpha.-amino-phenylacetic acid derivatives, said phenyl having at least one substituent other than hydrogen, are useful as herbicidal, algicidal and plant growth regulatng agents.
    Type: Grant
    Filed: April 9, 1979
    Date of Patent: January 20, 1981
    Assignee: Janssen Pharmaceutica, N.V.
    Inventor: Georges Van Daele
  • Patent number: 4243678
    Abstract: Compounds of the formula ##STR1## wherein R is (a) optionally-substituted and optionally-hydrogenated biphenylyl, (b) optionally-substituted and optionally-hydrogenated bicyclic aryl having from 8 to 12 ring carbon atoms or (c) a radical of the formula ##STR2## R.sup.1 is aliphatic hydrocarbyl, alicyclic hydrocarbyl or optionally-substituted phenyl;R.sup.2 is --H or lower aliphatic hydrocarbyl;R.sup.3 is --H, lower alkyl, cycloalkyl, optionally-substituted phenyl or, with R.sup.4, alkylene;R.sup.4 is lower alkyl, cycloalkyl, optionally-substituted phenyl, optionally-(nuclearly)-substituted phenalkyl or, with R.sup.3, alkylene;or R.sup.2,R.sup.3 and R.sup.4, together with the carbon to which each is bound, are adamantyl; andn is 3, 4 or 5;and salts thereof with a base are pharmacologically active. Esters thereof are valuable intermediates for the preparation of the pharmacologically-active compounds. Physiologically-acceptable embodiments are administered, e.g.
    Type: Grant
    Filed: December 15, 1978
    Date of Patent: January 6, 1981
    Assignee: Byk Gulden Lomberg Chemische Fabrik GmbH
    Inventor: Walter Krastinat
  • Patent number: 4241221
    Abstract: This disclosure describes 11-deoxy-11-substituted members of the E.sub.2, F.sub.2, E.sub.1, F.sub.1, dihydro E.sub.1 and dihydro F.sub.1 prostaglandin series which are useful as hypotensive agents and as anti-ulcer agents.
    Type: Grant
    Filed: March 10, 1977
    Date of Patent: December 23, 1980
    Assignee: American Cyanamid Company
    Inventors: Charles V. Grudzinskas, Martin J. Weiss
  • 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: 4233054
    Abstract: New phenoxy-alkanecarboxylic acid derivatives which have a herbicidal action and which are effective in regulating plant growth are described. They correspond to the formula ##STR1## in which A is the cyano group, a carboxylic acid, a salt, ester, thioester or amide thereof,Q is a mono- to trisubstituted phenyl or pyrid-2-yl radical,R.sub.3 is hydrogen, halogen, cyano, nitro, alkyl or carbamoyl,R.sub.4 is alkyl, alkoxyalkyl, cycloalkyl, alkenyl, alkynyl, phenyl or benzyl, andX, Y and Z are each oxygen or sulfur.They can be used as selective herbicides in cereal and rice crops, or for reducing the vegetative growth, for example in soya-bean crops, and also for defoliation and desiccation in cotton or potato crops shortly before the harvesting thereof.
    Type: Grant
    Filed: March 12, 1979
    Date of Patent: November 11, 1980
    Assignee: Ciba-Geigy Corporation
    Inventors: Henry Szczepanski, Otto Rohr, Georg Pissiotas, Beat Bohner, Hermann Rempfler
  • Patent number: 4228303
    Abstract: The compound of the formula: ##STR1## is active as an antibacterial agent.
    Type: Grant
    Filed: June 25, 1979
    Date of Patent: October 14, 1980
    Assignee: Morton-Norwich Products, Inc.
    Inventor: Thomas J. Schwan
  • Patent number: 4227015
    Abstract: Aryl substituted diketones and keto-esters, useful as antiviral agents and insecticides, are prepared by reacting an arylalkyl or arylalkenyl iodide with a metal salt of the appropriate diketone or keto-ester. The intermediate iodides are prepared by condensing a methyl cyclopropyl ketone with an aromatic aldehyde to give an arylvinyl cyclopropyl ketone, reducing the latter to an arylethyl cyclopropyl carbinol or arylvinyl cyclopropyl carbinol, treating the carbinol with phosphorus tribromide and then with zinc bromide to give an arylalkyl or arylalkenyl bromide, and then replacing the bromine atom by iodine.
    Type: Grant
    Filed: February 14, 1979
    Date of Patent: October 7, 1980
    Assignee: Sterling Drug Inc.
    Inventor: Joseph C. Collins
  • Patent number: 4220590
    Abstract: New optically active bis phosphine compounds which are usful in optically active catalysts. Such catalysts are particularly useful in catalytic asymmetric hydrogenation.
    Type: Grant
    Filed: July 31, 1978
    Date of Patent: September 2, 1980
    Assignee: Monsanto Company
    Inventors: William S. Knowles, Milton J. Sabacky, Billy D. Vineyard
  • Patent number: 4220659
    Abstract: Racemic and optically active compounds of the formula ##STR1## wherein R.sub.1 is --COOR.sub.6, where R.sub.6 is hydrogen or alkyl of 1 to 4 carbon atoms; --OCO--R.sub.9, where R.sub.9 is alkyl of 1 to 6 carbon atoms, phenyl (alkyl of 1 to 4 carbon atoms) or phenyl; --Q--CO--NR.sub.7 R.sub.8, where Q is a single bond, oxygen, --NH--, --CH2-- or --CH.sub.2 --NH--, and R.sub.7 and R.sub.8, taken together with the nitrogen, are pyrrolidino, piperidino or morpholino; cyano-phenyl; carboxyl-phenyl; cyano-phenoxy; or carboxyl-phenoxy;R.sub.2 is hydrogen, halogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, alkanoyl of 2 to 4 carbon atoms, alkenyl of 2 to 4 carbon atoms, amino, nitro or, together with R.sub.1, 3,4-methylenedioxy;R.sub.3 is hydrogen, halogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms or, together with R.sub.2 in the ortho-position, --CH.dbd.CH--CH.dbd.CH-- or --(CH.sub.2).sub.n -- where n is an integer from 3 to 5;R.sub.
    Type: Grant
    Filed: July 14, 1978
    Date of Patent: September 2, 1980
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Herbert Koppe, Werner Kummer, Helmut Stahle, Gojko Muacevic
  • Patent number: 4211791
    Abstract: Bicyclic compounds useful in the prophylaxis and treatment of allergic diseases, pharmaceutical compositions containing the same, methods of administration of the compositions, intermediates useful in preparing the compounds and conversion of the intermediates to the bicyclic compounds. Examples of compounds are substituted coumarins and indanediones and their pharmaceutically acceptable salts.
    Type: Grant
    Filed: November 27, 1978
    Date of Patent: July 8, 1980
    Assignee: Beecham Group Limited
    Inventors: Derek R. Buckle, Harry Smith
  • Patent number: 4207335
    Abstract: Bicyclic compounds useful in the prophylaxis and treatment of allergic diseases, pharmaceutical compositions containing the same, methods of administration of the compositions, intermediates useful in preparing the compounds and coversion of the intermediates to the bicyclic compounds. Examples of compounds are substituted coumarins and indanediones and their pharmaceutically acceptable salts.
    Type: Grant
    Filed: December 4, 1978
    Date of Patent: June 10, 1980
    Assignee: Beecham Group Limited
    Inventors: Derek R. Buckle, Harry Smith
  • Patent number: 4204001
    Abstract: The disclosure relates to .omega.-aryl substituted .omega.-nor prostaglandin analogues bearing an oxygenated function at C-10, such as a hydroxy radical, or a 9,10- or 10,11-epoxide. A typical compound is 16-(3-chlorophenoxy)-9.alpha.,10.beta.,11.alpha.,15.alpha.-tetrahydroxy-17 ,18,19,20-tetranor-5-cis,13-trans-prostadienoic acid. Also disclosed are chemical processes for the manufacture of said compounds, pharmaceutical and veterinary compositions containing said compounds, and a method of achieving luteolysis in mammals by the use of such compounds.
    Type: Grant
    Filed: May 30, 1978
    Date of Patent: May 20, 1980
    Assignee: Imperial Chemical Industries Limited
    Inventors: Jean Bowler, Graham E. Robinson
  • Patent number: 4201864
    Abstract: Compounds of formula (I): ##STR1## wherein: m is 1 or 2; n is 4 to 8; X is CO, protected CO, or CROH wherein R is hydrogen or C.sub.1-4 alkyl and wherein the OH moiety may be protected; R.sub.1 is hydrogen or CO.sub.2 R.sub.1 represents an ester group in which the R.sub.1 moiety contains from 1 to 12 carbon atoms; R.sub.3 is hydroxy, or protected hydroxy; R.sub.2 and R.sub.4 are separately hydrogen, C.sub.1-9 alkyl, C.sub.5-8 cycloalkyl, C.sub.5-8 cycloalkyl-C.sub.1-6 alkyl, phenyl, phenyl C.sub.1-6 alkyl, naphthyl, naphthyl C.sub.1-6 alkyl, any of which phenyl or naphthyl moieties may be substituted by one or more halogen, trifluoromethyl, C.sub.1-6 alkyl, C.sub.1-6 alkoxy or nitro groups; or R.sub.2 and R.sub.4 taken with the carbon atom to which they are joined represent a C.sub.5-8 cycloalkyl group; and salts thereof; except that when one of R.sub.2 and R.sub.4 is hydrogen or C.sub.1-4 alkyl then the other of R.sub.2 and R.sub.4 cannot be hydrogen or C.sub.
    Type: Grant
    Filed: November 22, 1978
    Date of Patent: May 6, 1980
    Assignee: Beecham Group Limited
    Inventors: Frederick Cassidy, Gordon Wootton
  • Patent number: 4193790
    Abstract: The invention is concerned with new herbicidally active 4-phenoxy-.alpha.-phenoxy-alkanecarboxylic acid derivatives, especially propionic acid esters of the type ##STR1## bearing in the first phenoxy radical a nitro group besides another substituent R.sub.1 which is preferably a halogen atom, the CF.sub.3 group is lower alkyl, alkoxy or alkoxycarbonyl group. The invention is further concerned with herbicidal compositions containing such new derivatives and with methods for the selective control of grass-like weeds in crops of dicotyledonous and monocotyledonous cultivated plants such as cereals.
    Type: Grant
    Filed: July 19, 1978
    Date of Patent: March 18, 1980
    Assignee: Ishihara Sangyo Kabushiki Kaisha Ltd.
    Inventors: Otto Rohr, Georg Pissiotas, Beat Bohner
  • Patent number: 4191765
    Abstract: Compounds of formula I ##STR1## wherein R.sup.1 and R.sup.1' are identical or different and represent hydrogen, an alkyl radical or alkoxy radical having 1-4 carbon atoms, the allyl group, a halogen atom or the nitro group, R.sup.2 represents an acrylic acid radical or an acrylic acid nitrile radical of the formulae ##STR2## wherein R.sup.5 represents hydrogen, an alkyl radical having 1-5 carbon atoms, an aryl radical or aryl-lower alkyl radical either unsubstituted or substituted by lower alkyl or alkoxy, R.sup.6 represents hydrogen or an alkyl radical having 1-8 carbon atoms, R.sup.7 represents hydrogen, a lower alkyl radical or an aryl-lower alkyl radical, R.sup.3 and R.sup.4 represent together with the nitrogen atom a heterocyclic ring with 5-7 members being optionally substituted by C.sub.1 -C.sub.4 alkyl, in which ring one carbon atom may be replaced by one oxygen atom, sulfur atom or one further nitrogen atom, the latter may be substituted, or wherein R.sup.3 represents hydrogen and R.sup.
    Type: Grant
    Filed: August 10, 1978
    Date of Patent: March 4, 1980
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Werner Fritsch, Ulrich Stache, Ernst Lindner
  • Patent number: 4191760
    Abstract: This invention provides dibenzodiazepines represented by the formula ##STR1## The compounds of this invention are useful as antischizophrenics.
    Type: Grant
    Filed: February 13, 1978
    Date of Patent: March 4, 1980
    Assignee: Abbott Laboratories
    Inventors: Bruce W. Horrom, William D. Barta
  • Patent number: 4182903
    Abstract: Prostaglandin derivatives wherein the atom at the position 13 of the lower side-chain is replaced by nitrogen.The new compounds have abortifacient activity.
    Type: Grant
    Filed: February 2, 1977
    Date of Patent: January 8, 1980
    Assignee: Gruppo Lepetit S.p.A.
    Inventors: Duccio Favara, Umberto Guzzi
  • Patent number: 4164408
    Abstract: 2-Nitro-5-(substituted-phenoxy)benzoic acids and esters, salts, amides, and acyl halides thereof comprise a class of compounds that are highly effective herbicides.
    Type: Grant
    Filed: September 26, 1977
    Date of Patent: August 14, 1979
    Assignee: Mobil Oil Corp.
    Inventor: Robert J. Theissen
  • Patent number: 4164409
    Abstract: 2-Nitro-5-(substituted-phenoxy)benzoic acids and esters, salts, amides, and acyl halides thereof comprise a class of compounds that are highly effective herbicides.
    Type: Grant
    Filed: May 5, 1978
    Date of Patent: August 14, 1979
    Assignee: Mobil Oil Corp.
    Inventor: Robert J. Theissen
  • Patent number: 4160842
    Abstract: New insecticidal (.beta.-phenylvinyl)cyclopropanecarboxylates having on the phenyl ring one or more substituents such as halogen, cyano, nitro, lower alkyl, aryl, aralkyl, lower alkoxy, lower alkylthio, aryloxy, arylthio, lower haloalkyl, di(lower alkyl)amino, or methylenedioxy are described, and their preparation and insecticidal utility are exemplified.
    Type: Grant
    Filed: August 27, 1976
    Date of Patent: July 10, 1979
    Assignee: FMC Corporation
    Inventor: John F. Engel
  • Patent number: 4159379
    Abstract: A dye of the formula ##STR1## WHEREIN R is alkyl, alkenyl, cycloalkyl, aralkyl or hydrogen,R.sub.1 is alkyl, alkenyl, cycloalkyl, aralkyl or hydrogen, and R and R.sub.1 can be substituted,Z.sub.1 and Z.sub.2 are nonionic substituents or hydrogen, andM is hydrogen or a cation,And A and B can carry nonionic substituents and/or an optionally modified --COOH group. The new dyestuffs dye polyester fibers in brilliant red shades with excellent fastness.
    Type: Grant
    Filed: August 10, 1977
    Date of Patent: June 26, 1979
    Assignee: Ciba-Geigy AG
    Inventors: Hansrudolf Schwander, Christian Zickendraht
  • Patent number: 4157447
    Abstract: Intermediates for insecticidal (.beta.-phenyl-.beta.-substituted-vinyl)cyclopropanecarboxylates in which the .beta.-substituent may be halogen, lower alkyl, lower haloalkyl, cyano, carbomethoxy, or carbethoxy are described and exemplified.
    Type: Grant
    Filed: February 21, 1978
    Date of Patent: June 5, 1979
    Assignee: FMC Corporation
    Inventor: John F. Engel
  • Patent number: 4136192
    Abstract: Bicyclic compounds useful in the prophylaxis and treatment of allergic diseases, pharmaceutical compositions containing the same, methods of administration of the compositions, intermediates useful in preparing the compounds and conversion of the intermediates to the bicyclic compounds. Examples of compounds are substituted coumarins and indanediones and their pharmaceutically acceptable salts.
    Type: Grant
    Filed: March 22, 1977
    Date of Patent: January 23, 1979
    Assignee: Beecham Group Limited
    Inventors: Derek R. Buckle, Harry Smith
  • Patent number: 4134753
    Abstract: Compounds of the formula ##STR1## exhibit, in the pre-emergence process and in the post-emergence process, a good herbicidal action against a number of dicotyledonous weeds, they are well tolerated in monocotyledonous crops, such as wheat, barley, rice, sorghum and maize, and are also selectively active in some dicotyledonous crops such as soy beans, groundnuts and the like.
    Type: Grant
    Filed: July 18, 1977
    Date of Patent: January 16, 1979
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Gerhard Horlein, Hubert Schonowsky, Hermann Bieringer, Peter Langeluddeke
  • Patent number: 4128570
    Abstract: A method of treating mammals for allergy and anaphylactic reactions of a reagin or non-reagin mediated nature which comprises administering prophylactically to said mammal an anti-allergy or anaphylactic reaction effective amount of a compound of the formula ##STR1## Novel compounds and compositions are also claimed.
    Type: Grant
    Filed: October 6, 1977
    Date of Patent: December 5, 1978
    Assignee: The Upjohn Company
    Inventors: Charles M. Hall, John B. Wright