Oxy, Aldehyde Or Ketone Group In Acid Moiety Patents (Class 560/23)
  • Patent number: 4271187
    Abstract: A compound of the formula ##STR1## possesses antihypertensive activity. Also provided are methods for the preparation of the compounds as well as pharmaceutical formulations and methods for their use as antihypertensive agents.
    Type: Grant
    Filed: September 18, 1979
    Date of Patent: June 2, 1981
    Assignee: Merck & Co., Inc.
    Inventors: Joseph G. Atkinson, Clarence S. Rooney, Yves Girard, Edward L. Engelhardt
  • Patent number: 4266069
    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: May 5, 1981
    Assignee: The Upjohn Company
    Inventor: Jerry A. Walker
  • Patent number: 4266074
    Abstract: Substituted acetate compounds represented by the formula ##STR1## which are useful as pesticides and pesticidal composition containing the substituted acetate compounds as active ingredients, as well as processes for preparing the compounds and the compositions are disclosed.
    Type: Grant
    Filed: July 16, 1975
    Date of Patent: May 5, 1981
    Assignee: Sumitomo Chemical Company Limited
    Inventors: Keimei Fujimoto, Nobuo Ohno, Yoshitoshi Okuno, Toshio Mizutani, Isao Ohno, Masachika Hirano, Nobushige Itaya, Takashi Matsuo
  • Patent number: 4259352
    Abstract: This disclosure describes novel 4-[(cycloalkyl or cycloalkenyl substituted)amino, alkylamino or alkenylamino]phenyl compounds, salts and derivatives of these such as cycloalkylamino, cycloalkenylamino, cycloalkyl-alkylamino, cycloalkyl-alkenylamino, cycloalkenyl-alkylamino, and cycloalkyl-cycloalkylamino phenyl compounds and derivatives and suitable salts of these; these compounds are useful as hypolipidemic and antiatherosclerotic agents.
    Type: Grant
    Filed: February 1, 1979
    Date of Patent: March 31, 1981
    Assignee: American Cyanamid Company
    Inventor: Robert G. Shepherd
  • Patent number: 4243609
    Abstract: The present invention relates to certain ring-fluorinated 4-(hexadecyl-amino) N-substituted benzamide compounds as hypolipidemic and antiatherosclerotic agents together with their pharmacologically acceptable acid-addition and cationic salts. The amino functions of the benzamide groups are selected from the groups consisting of loweralkanesulfonylamino, phenylsulfonylamino, loweralkanoylamino, benzoylamino and carboxyalkylamino.
    Type: Grant
    Filed: February 2, 1978
    Date of Patent: January 6, 1981
    Assignee: American Cyanamid Company
    Inventor: Robert G. Shepherd
  • Patent number: 4234482
    Abstract: Azo dyestuffs, insoluble in water, are represented by the formula: ##STR1## wherein A represents the residue of a diazotizable benzene component carrying at least two substituents or the residue of a diazotizable heterocyclic component, R represents alkyl, B represents an unsubstituted or substituted alkyl group, and X represents hydrogen, chlorine, bromine, acylamino, benzoylamino, alkoxycarbonylamino, phenoxycarbonylamino, alkylsulfonylamino or phenylsulfonylamino, the dyestuff molecule being free of groups causing water solubility by formation of ions. These dyestuffs can be used for dyeing of hydrophobic fibers, in particular polyester fibers. Affinity is excellent and there are obtained bright, full-bodied shades very fast to wet tests, sublimation, abrasion and light.
    Type: Grant
    Filed: July 8, 1975
    Date of Patent: November 18, 1980
    Assignee: Produits Chimiques Ugine Kuhlmann Service Propriete Industrielle
    Inventors: Claude M. H. E. Brouard, Jean-Pierre H. Stiot
  • Patent number: 4225521
    Abstract: This invention relates to phosphorus containing compounds which are useful as herbicides.Additionally, they demonstrate tolerance towards desired crops, e.g., cotton, soybeans and sugarbeets.
    Type: Grant
    Filed: August 1, 1978
    Date of Patent: September 30, 1980
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Richard F. Sauers
  • 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: 4219660
    Abstract: There are disclosed herein derivatives of bisfunctionalized compounds, wherein said compounds have been formed by the introduction of a nitro group and a hydroxyl group in the form of an ester into a conjugated diene molecule by treatment of said conjugated dienes with nitric acid in the presence of a carboxylic acid anhydride. The novel compounds produced by this process are useful as bactericides, fungicides and valuable organic synthesis intermediates.
    Type: Grant
    Filed: June 24, 1977
    Date of Patent: August 26, 1980
    Assignee: Hoffmann-La Roche Inc.
    Inventor: Pius A. Wehrli
  • Patent number: 4205085
    Abstract: This disclosure describes novel 4-(polyfluoroalkylamino)phenyl compounds useful as hypolipidemic and antiatherosclerotic agents.
    Type: Grant
    Filed: March 9, 1978
    Date of Patent: May 27, 1980
    Assignee: American Cyanamid Company
    Inventor: Robert G. Shepherd
  • Patent number: 4199595
    Abstract: The invention is m-phenoxybenzyl esters of 2-haloalkyl(oxy-, thio-, sulfinyl-, or sulfonyl)phenylalkanoic acids which are useful insecticidal and acaricidal agents.
    Type: Grant
    Filed: March 20, 1978
    Date of Patent: April 22, 1980
    Assignee: American Cyanamid Company
    Inventors: Gerald Berkelhammer, Venkataraman Kameswaran
  • Patent number: 4182905
    Abstract: Organic compounds having a substituent represented by the formula ##STR1## wherein M is alkali metal or ammonium are useful complexing agents for metal and/or alkaline earth metal ions.
    Type: Grant
    Filed: September 2, 1977
    Date of Patent: January 8, 1980
    Assignee: Monsanto Company
    Inventor: Kent P. Lannert
  • Patent number: 4178460
    Abstract: The invention is 2-haloalkyl(oxy-, thio-, sulfinyl-, or sulfonyl)phenylalkanoic acids which are useful intermediates in the preparation of insecticides of m-phenoxybenzyl and .alpha.-cyano-m-phenoxybenzyl esters.
    Type: Grant
    Filed: March 20, 1978
    Date of Patent: December 11, 1979
    Assignee: American Cyanamid Co.
    Inventors: Gerald Berkelhammer, Venkataraman Kameswaran
  • Patent number: 4173545
    Abstract: A liquid crystal composition with high negative dielectric anisotropy, which is capable of exhibiting a high dynamic light scattering effect and of inducing similar characteristics into mixtures of the liquid crystal and another nematic liquid crystal and which derives an advantage from a larger mesomorphic temperature range, which comprises at least one compound of the formula: ##STR1## wherein R represents NO.sub.2, bromine or cyano; R.sub.1 is an alkyl or alkoxy group and R.sub.2 is an alkyl group.
    Type: Grant
    Filed: June 6, 1978
    Date of Patent: November 6, 1979
    Assignee: Thomson-CSF
    Inventors: Alain Beguin, Jean-Claude Dubois, Annie Zann
  • Patent number: 4172147
    Abstract: Novel compounds of the formula ##STR1## wherein R is alkyl of one to eight carbon atoms, inclusive, are formulated into pharmaceutical compositions suitable for oral or parenteral administration which are used as agents to prophylactically inhibit the allergic manifestations of a sensitized mammal.
    Type: Grant
    Filed: November 17, 1976
    Date of Patent: October 23, 1979
    Assignee: The Upjohn Company
    Inventors: Charles M. Hall, John B. Wright
  • Patent number: 4098816
    Abstract: Pharmaceutical compositions having hypolipidaemic and/or hypoglycaemic activity, contain a substituted (4-carboxyphenoxy) phenyl alkane derivative.
    Type: Grant
    Filed: January 9, 1976
    Date of Patent: July 4, 1978
    Assignee: Beecham Group Limited
    Inventors: David Edward Thorne, Keith Howard Baggaley, Brian Morgan
  • Patent number: 4095029
    Abstract: 2-Hydroxy-3-alkylsulfoxypropyl-1 esters of arene polycarboxylic acids.
    Type: Grant
    Filed: January 17, 1977
    Date of Patent: June 13, 1978
    Assignee: Standard Oil Company (Indiana)
    Inventor: Ellis K. Fields
  • Patent number: 4091111
    Abstract: A novel substituted-arylacetic acid ester of the formula, ##STR1## wherein R.sub.1 and R.sub.2 are each hydrogen or a halogen atom, a C.sub.1 -C.sub.4 alkyl, C.sub.2 -C.sub.4 alkenyl, C.sub.1 -C.sub.4 alkoxy, cyano, nitro, methylthio, C.sub.1 -C.sub.4 alkanoyl, C.sub.1 -C.sub.4 alkanoyloxy, or C.sub.1 -C.sub.4 alkoxycarbonyl group, or R.sub.1 and R.sub.2, taken together, may form methylenedioxy, a C.sub.3 -C.sub.5 alkylene or butadienylene (--CH.dbd.CH--CH.dbd.CH--) ring; R.sub.3 is a C.sub.2 -C.sub.4 alkyl, C.sub.2 -C.sub.4 alkenyl, propargyl, C.sub.3 -C.sub.6 cycloalkyl or cyclopropylmethyl group; R.sub.4 is hydrogen or a halogen atom, methyl or ethyl group; R.sub.5 is allyl, propargyl, 3-butenyl, 3-butynyl, phenyl or benzyl group; and A is oxygen or sulfur atom or --CH.dbd.CH-- group, which possesses various useful insecticidal and acaricidal activities and can be prepared by reacting a substituted-arylacetic acid of the formula; ##STR2## wherein R.sub.1, R.sub.2, R.sub.
    Type: Grant
    Filed: October 1, 1976
    Date of Patent: May 23, 1978
    Assignee: Sumitomo Chemical Company Limited
    Inventors: Nobuo Ohno, Isao Ohno, Toshio Nishioka, Hisami Takeda, Kiyoshi Kasamatsu
  • Patent number: 4090862
    Abstract: Phenoxycarboxylic acid aryloxy(thio)carbonylaminomethyl ester compound of the formula ##STR1## wherein R.sup.1 is phenyl, substituted phenyl, benzyl, substituted benzyl, naphthyl or substituted naphthyl,R.sup.2 is hydrogen or alkyl of from 1 to 4 carbon atoms,R.sup.3 is phenyl or substituted phenyl,X is oxygen or sulfur, andn is 0, 1 or 2 exhibit outstanding plant growth regulant properties.
    Type: Grant
    Filed: December 22, 1976
    Date of Patent: May 23, 1978
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rudolf Thomas, Klaus Lurssen
  • Patent number: 4082779
    Abstract: This invention relates to a novel carbamoylation method for the preparation of steroid phenolic N-disubstituted carbamate esters, and novel compounds in said method. Phenolic carbamate esters are useful for various purposes, for instance as pharmaceuticals, e.g. antitumor agents, as biocides, e.g. pesticides, and intermediates for preparing such useful compounds.
    Type: Grant
    Filed: June 24, 1976
    Date of Patent: April 4, 1978
    Assignee: Aktiebolaget Leo
    Inventors: Hans Jacob Fex, Sten Krister Kristensson, Anders Robert Stamvik
  • Patent number: 4060626
    Abstract: Indole-carboxylic acid compounds of the formula: ##STR1## wherein R.sub.1 is lower alkyl or alkoxy radical or halogen;R.sub.2 is halogen; lower alkyl or alkoxy radical; orR.sub.1 and R.sub.2 can together also form an alkylene bridge containing 3 to 5 carbon atoms, which can optionally contain one or more double bonds; and, but less preferably, when R.sub.1 is a lower alkyl or alkoxy radical, R.sub.2 can also be a hydrogen atom, and physiologically compatible salts and esters thereof,Are outstandingly effective as blood sugar-lowering agents.
    Type: Grant
    Filed: May 4, 1976
    Date of Patent: November 29, 1977
    Assignee: Boehringer Mannheim G.m.b.H.
    Inventors: Vladimir Hrstka, Manfred Hubner, Manfred Kuhr, Felix Helmut Schmidt, Walter Aumuller
  • Patent number: 4056628
    Abstract: Novel substituted .alpha.-aryloxycarboxylic acid esters and their preparation are described. The novel compounds are useful for the control of pests.
    Type: Grant
    Filed: August 3, 1976
    Date of Patent: November 1, 1977
    Assignee: Hoffmann-La Roche Inc.
    Inventor: Pavol Winternitz
  • Patent number: 4055588
    Abstract: 4-(3-Nitrophenyl)pyridine, an intermediate useful in the preparation of 1-(lower-alkyl)-1,4-dihydro-4-oxo-7-(4-pyridyl)-3-quinolinecarboxylates, which are useful as antibacterial agents, is prepared by reacting 3-nitrobenzaldehyde with two molar equivalents of di-(lower-alkyl) oxalacetate (II) in the presence of a catalytic condensing agent, preferably piperidine and/or its acetate, to produce tetra-(lower-alkyl) 3-(3-nitrophenyl)-1,5-pentanedione-1,2,4,5-tetracarboxylate (III), reacting III with ammonia to produce tetra-(lower-alkyl) 1,4-dihydro-4-(3-nitrophenyl)-2,3,5,6-pyridinetetracarboxylate (IV), oxidizing IV to produce tetra-(lower-alkyl) 4-(3-nitrophenyl)-2,3,5,6-pyridinetetracarboxylate (V), hydrolyzing V to produce 4-(3-nitrophenyl)-2,3,5,6-pyridinetetracarboxylic acid (VI) and decarboxylating VI to produce 4-(3-nitrophenyl)pyridine (VI). Intermediates III, IV, V and VI are novel.
    Type: Grant
    Filed: August 18, 1976
    Date of Patent: October 25, 1977
    Assignee: Sterling Drug Inc.
    Inventors: Philip M. Carabateas, Gordon L. Williams
  • Patent number: 4053601
    Abstract: The compounds are 3-((3-substituted amino-2-hydroxypropoxy)-phenyl)-6-hydrazino pyridazines which have .beta.-adrenergic blocking and vasodilator activity.
    Type: Grant
    Filed: June 3, 1975
    Date of Patent: October 11, 1977
    Assignee: Smith Kline & French Laboratories Limited
    Inventors: William John Coates, Anthony Maitland Roe, Robert Antony Slater, Edwin Michael Taylor
  • Patent number: RE29608
    Abstract: The invention provides novel 5- and 6-benzoxazolyl alkanoic acids, optionally substituted in the 2-position, and derivatives thereof which possess anti-inflammatory, anti-pyretic and analgesic activity. Also provided is a process for preparing such compounds by cyclizing an appropriately substituted o-aminophenol and, if necessary, converting the resultant benzoxazole to the desired compound.
    Type: Grant
    Filed: February 1, 1977
    Date of Patent: April 11, 1978
    Assignee: Lilly Industries Limited
    Inventors: Delme Evans, David William Dunwell, Terence Alan Hicks