Having -c(=x)-, Wherein X Is Chalcogen, Bonded Directly To The Piperidine Ring Patents (Class 546/245)
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Patent number: 4316903Abstract: Compounds of the structure: ##STR1## where A is either ##STR2## where R.sub.1 to R.sub.4 are various substituents are active as antibacterials and antifungals.Type: GrantFiled: May 5, 1978Date of Patent: February 23, 1982Assignee: Merck & Co., Inc.Inventors: Nathaniel Grier, Richard A. Dybas, Bruce E. Witzel
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Patent number: 4314067Abstract: Polymerizable monomeric compounds corresponding to the general formula ##STR1## wherein R is H or CH.sub.3, U designates a cyclic or acyclic ureido or thioureido group and L designates a selected linking structure. The linking structure L may contain one or more oxy (ether), amino, amido, or carbonyl groups provided that any carbonyl group (CO) present is not directly attached to U or to an ethylenic carbon atom nor is such ethylenic carbon atom directly attached to a nitrogen atom.Type: GrantFiled: March 6, 1978Date of Patent: February 2, 1982Assignee: Air Products and Chemicals, Inc.Inventors: Frederick L. Herman, Dale D. Dixon
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Patent number: 4312877Abstract: 1-(2-Hydroxy-3-n-alkoxypropyl)-4-substituted-piperazines and piperidines and derivatives thereof useful as immune regulants are disclosed. Also disclosed are pharmaceutical compositions containing the novel compounds and a method of regulating the immune response of a subject by administration of the novel compounds.Type: GrantFiled: October 31, 1980Date of Patent: January 26, 1982Assignee: Pfizer Inc.Inventor: Allen R. Kraska
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Patent number: 4302584Abstract: A process for the preparation of 3,3-dimethyl-pent-3-enoic acid amides of the formula I ##STR1## where R.sup.1 and R.sup.2 may be identical or different and each is alkyl of 1 to 4 carbon atoms, or R.sup.1 and R.sup.2 together with the nitrogen on which they are present as substituents form a 5-membered or 6-membered saturated ring which may contain a further hetero-atom,wherein an acetamido-acetal or ketene-acetal-aminal is reacted with 3-methyl-but-2-en-1-ol at from 80.degree. to 220.degree. C., in the presence or absence of an inert organic solvent. The products are valuable intermediates for the preparation of insecticidal cyclopropanecarboxylic acid esters.Type: GrantFiled: August 7, 1980Date of Patent: November 24, 1981Assignee: BASF AktiengesellschaftInventor: Klaus Halbritter
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Patent number: 4302583Abstract: Novel process for the preparation of a monomeric acyl cyanide of the general formula ##STR1## in which R represents optionally substituted alkyl with up to 8 carbon atoms, optionally substituted cycloalkyl with 3 to 12 carbon atoms, optionally substituted aryl or an optionally substituted 5-membered or 6-membered heterocyclic radical, which optionally can be fused with a benzene ring,which process comprises heating the corresponding dimeric acyl cyanide of the general formula ##STR2## in which R has the meaning stated above, to a temperature of from 50.degree. to 300.degree. C. in the presence of a compound having a basic reaction and rapidly removing the monomeric acyl cyanide (I) formed from the reaction mixture.Type: GrantFiled: April 25, 1979Date of Patent: November 24, 1981Assignee: Bayer AktiengesellschaftInventors: Kurt Findeisen, Karl-Heinz Linker
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Patent number: 4299765Abstract: Herbicidal active sulfoxide and sulfone compounds and their method of use as described herein. The compounds have the following generic formula: ##STR1## wherein n is 1 or 2; R is selected from the group consisting of lower alkyl and lower haloalkyl; R.sub.1 and R.sub.Type: GrantFiled: November 20, 1978Date of Patent: November 10, 1981Assignee: Stauffer Chemical CompanyInventor: Harry Tilles
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Patent number: 4288368Abstract: Compounds having the formula ##STR1## wherein: R.sub.1 is hydrogen, alkyl, aryl or arylalkyl;R.sub.2 is hydrogen and R.sub.3 is hydrogen, hydroxy, alkoxy or halogen, or together R.sub.2 and R.sub.3 can be .dbd.O or --X--(CH.sub.2).sub.t --X-- wherein X is oxygen or sulfur and t is 2 or 3;R.sub.4 is hydrogen or alkyl;R.sub.5 is hydrogen, alkyl or trifluoromethyl;R.sub.6 is alkyl of 1 to 20 carbon atoms, aryl, arylalkyl or a 5- or 6-membered heterocyclic group having 1 or 2 nitrogen, sulfur or oxygen atoms in the ring;R.sub.7 is aryl;m is 0, 1 or 2; andn is 1 or 2have useful hypotensive activity.Type: GrantFiled: July 30, 1979Date of Patent: September 8, 1981Assignee: E. R. Squibb & Sons, Inc.Inventor: Rudiger D. Haugwitz
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Patent number: 4288605Abstract: Esterified bromoacetanilides as new compositions of matter useful as microbiocides, especially 3'-cyclohexane carbonyloxybromoacetanilide.Type: GrantFiled: January 15, 1980Date of Patent: September 8, 1981Assignee: Stauffer Chemical CompanyInventors: Don R. Baker, Eugene G. Teach
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Patent number: 4284780Abstract: New substituted acyl derivatives of amino acids which have the general formula ##STR1## are useful as angiotensin converting enzyme inhibitors.Type: GrantFiled: May 1, 1978Date of Patent: August 18, 1981Assignee: E. R. Squibb & Sons, Inc.Inventors: Miguel A. Ondetti, Michael E. Condon
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Patent number: 4284779Abstract: New substituted acyl derivatives of amino acids which have the general formula ##STR1## are useful as angiotensin converting enzyme inhibitors.Type: GrantFiled: October 31, 1977Date of Patent: August 18, 1981Assignee: E. R. Squibb & Sons, Inc.Inventors: Miguel A. Ondetti, Michael E. Condon
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Patent number: 4281193Abstract: Substituted formamides are prepared by the catalytic oxidation of substituted tertiary amines, in which the catalyst is a metal halide used in conjunction with an alkali metal halide or ammonium halide.Type: GrantFiled: July 16, 1980Date of Patent: July 28, 1981Assignee: E. I. Du Pont de Nemours and CompanyInventor: Harold E. Bellis
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Patent number: 4275208Abstract: 1-Piperidine-carbodithioic acid piperidinium salt is prepared from piperidine and carbon bisulfide mixed in water, optionally containing a surfactant, and heated.Type: GrantFiled: April 28, 1980Date of Patent: June 23, 1981Assignee: E. I. Du Pont de Nemours and CompanyInventor: Leonard A. Rothman
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Patent number: 4261895Abstract: The compounds of formula I ##STR1## wherein R is(a) hydrogen,(b) cycloalkyl of 3 to 7 carbon atoms,(c) alkyl of 2 to 5 carbon atoms monosubstituted by hydroxy, with the proviso that the hydroxyl radical is separated by at least 2 carbon atoms from the carbonylthio moiety to which R is bound,(d) phenyl or phenylalkyl of 7 to 11 carbon atoms, each monosubstituted or independently disubstituted in the phenyl ring by alkyl of 1 to 4 carbon atoms or halogen of atomic number of from 9 to 35, or phenyl or phenylalkyl of 7 to 11 carbon atoms, each monosubstituted or independently disubstituted or independently trisubstituted in the phenyl ring by alkoxy of 1 to 4 carbon atoms, or(e) furyl, benzo[b]furyl, thienyl, benzo[b]thienyl, pyridyl, quinolyl, isoquinolyl, 2- or 3-pyrrolyl or indolyl other than 1-indolyl,R.sub.1 and R.sub.Type: GrantFiled: October 23, 1978Date of Patent: April 14, 1981Assignee: Sandoz Ltd.Inventor: Erik Wiskott
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Patent number: 4256480Abstract: Novel isoxazolyl-alkyl thiolcarbamates and novel herbicidal compositions containing the novel thiolcarbamates are disclosed wherein the thiolcarbamates are of the formula: ##STR1## in which R.sub.1 and R.sub.2 are identical or different and each represents a hydrogen atom, a linear or branched alkyl radical containing 1 to 6 carbon atoms, a cycloalkyl radical containing 3 to 6 carbon atoms, an alkenyl radical containing 2 to 4 carbon atoms, an alkoxy radical containing 1 to 6 carbon atoms, an alkoxyalkyl radical in which each alkyl part contains 1 to 4 carbon atoms, an optionally substituted aryl radical, an optionally substituted aralkyl radical in which the alkyl part contains 1 to 4 carbon atoms, or a saturated or unsaturated heterocyclic radical which has 5 to 6 chain members and contains, as the hetero-atom, an oxygen, nitrogen or sulphur atom, or R.sub.1 and R.sub.Type: GrantFiled: May 25, 1978Date of Patent: March 17, 1981Assignee: PhilagroInventors: Francois Guigues, Jacqueline Mourier, Daniel Demozay
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Patent number: 4248779Abstract: A thiolcarbamate having the formula ##STR1## wherein R.sub.1 and R.sub.2 are the same or different and respectively represent an alkyl, alkoxy, alkenyl, cycloalkyl, hydroxyalkyl, phenyl or benzyl group and R.sub.1 and R.sub.2 can form a ring by binding each other with or without oxygen atom; and R.sub.3 represents a lower alkyl or benzyl group or a substituted benzyl group having one or two substituent of halogen atom, alkyl, alkoxy, alkylthio, nitro, or cyano group, which comprises reacting carbonyl sulfide with a sec-amine having the formula ##STR2## wherein R.sub.1 and R.sub.2 are defined above, in an aqueous medium and then reacting a halogenated hydrocarbon having the formulaX--R.sub.3 (IV)wherein R.sub.3 is defined above and X represents a halogen atom, in an aqueous medium.Type: GrantFiled: October 4, 1978Date of Patent: February 3, 1981Assignee: Ihara Chemical Industry Company, LimitedInventors: Zenichi Sato, Fumiya Tabuchi, Keiichiro Takagi, Yoji Imamiya
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Patent number: 4245097Abstract: This disclosure describes novel 4-[(monosubstituted-alkyl)amino]benzoic acids and analogs which are useful as hypolipidemic and antiatherosclerotic agents.Type: GrantFiled: February 27, 1978Date of Patent: January 13, 1981Assignee: American Cyanamid CompanyInventor: Robert G. Shepherd
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Patent number: 4238412Abstract: Acyl cyanides of the general formula ##STR1## in which R represents alkyl or substituted alkyl of from 1 to 8 carbon atoms; cycloalkyl or substituted cycloalkyl with 3 to 12 carbon atoms; aryl or substituted aryl; or an optionally substituted 5-membered or 6-membered heterocyclic radical which can additionally also be fused with a benzene ring,are prepared by reacting the corresponding carboxylic acid anhydride with an alkali metal cyanide or anhydrous hydrocyanic acid, at a temperature of between 50.degree. and 250.degree. C. and the resulting acyl cyanide is removed from the reaction medium by distillation, immediately after it has been formed.Type: GrantFiled: December 8, 1978Date of Patent: December 9, 1980Assignee: Bayer AktiengesellschaftInventors: Kurt Findeisen, Herbert Schwarz
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Patent number: 4223147Abstract: The invention relates to new methylol derivatives of 2,2,6,6-tetraalkylpiperidines, to their production and to their use as chemically attached stabilizers for polymers containing reactive OH- and NH-groups.Type: GrantFiled: September 19, 1977Date of Patent: September 16, 1980Assignee: Bayer AktiengesellschaftInventors: Harald Oertel, Paul Uhrhan, Reinhard Lantzsch, Ernst Roos, Hans Schroer, Dieter Arlt
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Patent number: 4222938Abstract: Thiolcarbamates are prepared from carbamoyl halides and xanthates.Type: GrantFiled: September 29, 1978Date of Patent: September 16, 1980Assignee: Monsanto CompanyInventor: John J. D'Amico
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Patent number: 4220749Abstract: This invention relates to a new process for the production of organic polyisocyanates containing polyuret groups, to polyisocyanates obtainable by this process and to the use of the products obtained by the process as an isocyanate component in the production of polyurethane plastics.Type: GrantFiled: June 21, 1978Date of Patent: September 2, 1980Assignee: Bayer AktiengesellschaftInventors: Wolfgang Reichmann, Klaus Konig, Heinz-Georg Nordmann
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Patent number: 4216326Abstract: N-{3- and 4-[R.sub.1 -(phenyl)-C(.dbd.X)]-phenyl-lower-alkyl}amines, useful as anti-inflammatory agents, are prepared either by reduction of 3- or 4-[R.sub.1 -(phenyl)-CO]-phenyl-lower-alkanoylamines, which are also useful as anti-inflammatory agents; by benzoylating a phenyl-lower-alkylamine; by reaction of a 3- or 4-lithiophenyl-lower-alkylamine with a R.sub.1 -(phenyl)-carboxaldehyde, a R.sub.1 -(phenyl)-lower-alkyl ketone or a R.sub.1 -(phenyl)-carbonitrile or by transformations involving manipulations of a carbonyl or carbinol group.Type: GrantFiled: May 3, 1978Date of Patent: August 5, 1980Assignee: Sterling Drug Inc.Inventor: Bernard L. Zenitz
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Patent number: 4209446Abstract: Process for the preparation of piperonylidenecrotonic acid amides of the formula ##STR1## in which R.sub.1 and R.sub.2 have the meaning given in the disclosure wherein piperonal is reacted with crotonic acid amides of the formula ##STR2## in the presence of alkali metal hydroxides and dipolar aprotic diluents which are inert under the reaction conditions.Type: GrantFiled: December 13, 1978Date of Patent: June 24, 1980Assignee: Haarman & Reimer GmbHInventors: Andreas Schulze, Hermann Oediger
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Patent number: 4209445Abstract: Process for the preparation of piperonylidenecrotonic acids amides of the formula ##STR1## in which R.sub.1 and R.sub.2 have the meaning given in the disclosure wherein piperonal is reacted with crotonic acid amides of the formula ##STR2## in the presence of hydroxides of the formulaA.sup.+ OH.sup.-in whichA.sup.+ represents a quaternary ammonium or phosphonium group or an alkali metal complex with neutral organic complex ligands,and polar aprotic or polar, sterically hindered protic organic solvents which are inert under the reaction conditions.Type: GrantFiled: December 13, 1978Date of Patent: June 24, 1980Assignee: Haarman & Reimer GmbHInventors: Hermann Oediger, Andreas Schulze
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Patent number: 4206122Abstract: Derivatives of pyrrolidinecarboxaldehyde and piperidinecarboxaldehyde, and intermediates therefor, which have the general formula ##STR1## wherein R is hydrogen, lower alkanoyl or ##STR2## R.sub.1 is hydrogen or lower alkyl; R.sub.2 is hydrogen or hydroxy;R.sub.3 is hydroxymethyl, di(lower alkoxy)methyl or formyl;n is 1 or 2;and their bisulfite addition products, are useful as hypotensive agents.Type: GrantFiled: April 14, 1978Date of Patent: June 3, 1980Assignee: E. R. Squibb & Sons, Inc.Inventors: Sesha I. Natarajan, Miguel A. Ondetti
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Patent number: 4204064Abstract: A method, composition and compounds useful in said compositions for treating the skin and scalp characterized by an excessive secretion of sebum to improve the condition thereof by reducing said excessive secretion of sebum includes topically applying to a human having skin and/or a scalp so characterized a cosmetic composition containing as an active ingredient a derivative of cysteine or cysteamine. The composition contains about 0.1-5 weight percent of said derivative and also contains as a carrier for the active ingredient, water, a mixture of water and a lower alkanol, a lower alkanol, a mixture of a lower alkanol and a cosmetic resin, a reducing agent, a neutralizing agent or a vegetable oil.Type: GrantFiled: January 24, 1978Date of Patent: May 20, 1980Assignee: L'OrealInventor: Gregoire Kalopissis
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Patent number: 4192945Abstract: Compounds having the formula ##STR1## wherein R is hydrogen or alkyl, n is 0 or 1 and m is 1 or 2 have hypotensive activity.Type: GrantFiled: March 15, 1979Date of Patent: March 11, 1980Assignee: E. R. Squibb & Sons, Inc.Inventor: Miguel A. Ondetti
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Patent number: 4187238Abstract: Disperse dyes of the formula (I) ##STR1## wherein R represents substituted or unsubstituted alkyl, cycloalkyl or hydrogen, R' represents substituted or unsubstituted alkyl, cycloalkyl, aralkyl or phenyl, and R" represents a radical of the formulae --NR'"R"" or --OX, wherein X represents substituted or unsubstituted alkyl, cycloalkyl, aralkyl or phenyl and R"' and R"" each represent hydrogen or substituted or unsubstituted alkyl radicals which, together with the nitrogen atom to which they are attached, are also able to form a 5- or 6-membered ring, and n is 1 or 2. The new dyestuffs give fast blue shades on polyester fabric.Type: GrantFiled: August 21, 1978Date of Patent: February 5, 1980Assignee: Ciba-Geigy CorporationInventor: Urs Karlen
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Patent number: 4181663Abstract: New selenium containing derivatives of proline and pipecolic acid which have the general formula ##STR1## are useful as hypotensive agents.Type: GrantFiled: January 29, 1979Date of Patent: January 1, 1980Assignee: E. R. Squibb & Sons, Inc.Inventors: Rudiger D. Haugwitz, Frank L. Weisenborn
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Patent number: 4175084Abstract: The invention relates to physiologically active compounds which are coupling products between an N-acyl aspartic acid and a biologically active amine such as dopamine or serotonin.Type: GrantFiled: June 27, 1977Date of Patent: November 20, 1979Assignee: Sentralinstitutt for Industriell ForskningInventors: Jan B. Boler, Karl-Ludvig Reichelt
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Patent number: 4161596Abstract: Unsaturated carbamoyloxy carboxylates having low color are produced by reacting hydroxyalkyl carbamates such as N-methyl 2-hydroxyethyl carbamate with acrylic or methacrylic acid in contact with a lower alkoxy substituted phenolic or alkylated alkoxyphenolic polymerization inhibitor at a critical low reaction temperature of 40.degree. C. to 80.degree. C. Novel unsaturated carbamoyloxy carboxylates are also disclosed.Type: GrantFiled: August 25, 1978Date of Patent: July 17, 1979Assignee: Union Carbide CorporationInventors: Frank G. Cowherd, III, Louis F. Theiling, Jr.
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Patent number: 4159381Abstract: A novel process for the preparation of 4-(p-fluorobenzoyl)-1-[3-(p-fluorobenzoyl)propyl]piperidine and the acid addition salts thereof is disclosed.Type: GrantFiled: November 10, 1977Date of Patent: June 26, 1979Assignee: A. H. Robins Company, Inc.Inventors: Laszlo Baum, Philippe Pochon
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Patent number: 4156786Abstract: New substituted acyl derivatives of amino acids which have the general formula ##STR1## are useful as angiotensin converting enzyme inhibitors.Type: GrantFiled: June 26, 1978Date of Patent: May 29, 1979Assignee: E. R. Squibb & Sons, Inc.Inventors: Miguel A. Ondetti, Michael E. Condon
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Patent number: 4154840Abstract: New proline derivatives and related compounds which have the general formula ##STR1## are useful as angiotensin converting enzyme inhibitors.Type: GrantFiled: March 9, 1978Date of Patent: May 15, 1979Assignee: E. R. Squibb & Sons, Inc.Inventors: Miguel A. Ondetti, David W. Cushman
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Patent number: 4154960Abstract: New substituted acyl derivatives of amino acids which have the general formula ##STR1## are useful as angiotensin converting enzyme inhibitors.Type: GrantFiled: June 29, 1978Date of Patent: May 15, 1979Assignee: E. R. Squibb & Sons, Inc.Inventors: Miguel A. Ondetti, Michael E. Condon
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Patent number: 4154935Abstract: New halogen substituted mercaptoacylamino acids which have the general formula ##STR1## ARE USEFUL AS HYPOTENSIVE AGENTS.Type: GrantFiled: September 1, 1978Date of Patent: May 15, 1979Assignee: E. R. Squibb & Sons, Inc.Inventors: Miguel A. Ondetti, Peter W. Sprague
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Patent number: 4154937Abstract: New hydroxycarbamoylalkylacyl derivatives of pipecolic acid which have the general formula ##STR1## are useful as angiotensin converting enzyme inhibitors.Type: GrantFiled: June 26, 1978Date of Patent: May 15, 1979Assignee: E. R. Squibb & Sons, Inc.Inventors: David W. Cushman, Miguel A. Ondetti
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Patent number: 4148795Abstract: The present invention relates to certain novel dithiocarbamate esters, methods for their synthesis and their use as bactericidal and fungicidal agents.Type: GrantFiled: December 7, 1976Date of Patent: April 10, 1979Assignee: American Cyanamid CompanyInventors: Thomas A. Lies, James W. Clapp
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Patent number: 4147715Abstract: Thiocarbamates are prepared by a process comprising reacting an aqueous solution of a thiocarbamate salt with an organic halide in the presence of a catalytic amount of a quaternary ammonium salt having the formula(R.sup.4 R.sup.5 R.sup.6 R.sup.7 N).sup.+ Y.sup.-in which R.sup.4 and R.sup.5 are independently selected from the group consisting of C.sub.1 -C.sub.25 alkyl and C.sub.2 -C.sub.25 alkenyl, R.sup.6 and R.sup.7 are independently selected from the group consisting of C.sub.6 -C.sub.25 alkyl and C.sub.6 -C.sub.25 alkenyl, and Y.sup.- is an anion selected from the group consisting of chloride and bromide; and separating the thiocarbamate from the aqueous solution.Type: GrantFiled: March 23, 1978Date of Patent: April 3, 1979Assignee: Stauffer Chemical CompanyInventors: Harry Tilles, Paul E. Hoch
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Patent number: 4146721Abstract: Pyrazol-4-acetic acid compounds, such as substituted pyrazol-4-acetic acid, its esters, amides, nitriles and their pharamaceutically acceptable salts and method for the preparation of these compounds are disclosed. The novel compounds are useful analgesics, anti-inflammatory, and antipyretics.Type: GrantFiled: September 14, 1970Date of Patent: March 27, 1979Assignee: Byk Gulden Lomberg Chemische Fabrik GmbHInventor: Georg Rainer
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Patent number: 4145426Abstract: Compounds of the structure: ##STR1## where A is either ##STR2## where R.sub.1 to R.sub.4 are various substituents are active as antibacterials and antifungals.Type: GrantFiled: July 18, 1977Date of Patent: March 20, 1979Assignee: Merck & Co., Inc.Inventors: Nathaniel Grier, Richard A. Dybas, Bruce E. Witzel
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Patent number: 4143070Abstract: Bis-substituted succinamides having the formula ##STR1## in which X is chlorine or bromine; R.sub.1 and R.sub.3 are each hydrogen, alkyl, haloalkyl, alkenyl, alkenyl; R.sub.2 and R.sub.4 are each hydrogen, alkyl, alkynyl, haloalkenyl, alkoxyalkyl, alkynyl, cycloalkyl, cyclopropylmethyl, benzyl, furfuryl, and tetrahydrofurfuryl; R.sub.1 and R.sub.2 taken together along with the nitrogen form a non-aromatic heterocyclic ring; R.sub.3 and R.sub.4 taken together along with the nitrogen form a non-aromatic heterocyclic ring; provided that when R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are each alkyl, then one of R.sub.1 or R.sub.2 and one of R.sub.3 or R.sub.4 is other than methyl; further provided that only one of R.sub.1 or R.sub.2 is hydrogen and only one of R.sub.3 or R.sub.4 is hydrogen. Compounds of this invention are useful as herbicides and includes those compounds in which R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are each methyl.Type: GrantFiled: August 4, 1977Date of Patent: March 6, 1979Assignee: Stauffer Chemical CompanyInventor: Francis H. Walker
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Patent number: 4140864Abstract: New substituted acyl derivatives of amino acids which have the general formula ##STR1## are useful as angiotensin converting enzyme inhibitors.Type: GrantFiled: March 24, 1978Date of Patent: February 20, 1979Assignee: E. R. Squibb & Sons, Inc.Inventors: Miguel A. Ondetti, Frank L. Weisenborn
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Patent number: 4139634Abstract: Indole derivatives of the formula: ##STR1## wherein R.sub.1 represents a hydrogen atom or a methyl radical, R.sub.2 and R.sub.3, which are the same or different, each represent a hydrogen atom, a methyl or ethyl radical, a benzyl radical or represent together a pentamethylene, hexamethylene, oxydiethylene or N-methylaminodiethylene chain, forming thus a cycle with the nitrogen atom, R.sub.4 represents a phenyl, 2', 4'-dimethyl-phenyl, isopropyl, cyclopropyl, 1-methyl-cyclopropyl, cyclopentyl or cyclohexyl radical, R.sub.5 represents a hydrogen atom, a branched- or straight-chain alkyl radical containing from 1 to 3 carbon atoms, a methylthio or ethylthio radical or a straight-chain acyl radical containing from 2 to 6 carbon atoms, R.sub.6 represents a hydrogen atom or a halogen atom, a methyl, methoxy, hydroxy, carboxy, nitro, amino, methylamino or dimethylamino radical, R.sub.7 represents a hydrogen atom or a halogen atom and n is 1 or 2, with the proviso that two at least of the groups R.sub.5, R.sub.Type: GrantFiled: May 20, 1977Date of Patent: February 13, 1979Assignee: LabazInventors: Charles Pigerol, Paul DE Cointet de Fillain, Pierre Eymard, Jean-Pierre Werbenec, Madeleine Broll
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Patent number: 4137305Abstract: Cyclic and acyclic amides, substituted ureas and sulphonamides are disclosed having the property of stimulating the cold receptors of the nervous system of the body to produce a cold sensation and are used for this purpose in a variety of edible and topical preparations.Type: GrantFiled: June 2, 1977Date of Patent: January 30, 1979Assignee: Wilkinson Sword LimitedInventors: David G. Rowsell, Roger Hems
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Patent number: 4133827Abstract: Process for the production of an .alpha.-cyano-.gamma.-halo acetoacetic compound of the general formula: ##STR1## wherein X is halogen, R is --NR.sub.1 R.sub.2, --NHR.sub.3 or --O--R.sub.4, R.sub.1 and R.sub.2 are each alkyl having 1 to 18 carbon, or R.sub.1 and R.sub.2 form a morpholino or piperidino heterocyclic group with the N in --NR.sub.1 R.sub.2, R.sub.3 is alkyl having 1 to 18 carbon atoms or aryl, and R.sub.4 is alkyl having 1 to 10 carbon atoms or aryl. The process includes reacting an alkali metal alcoholate and the haloacetoacetic compound of the formula: ##STR2## wherein X and R are the same as defined above. A metal salt of the haloacetoacetic compound of the formula: ##STR3## wherein X and R are the same as defined above and wherein the metal in the metal salt is an alkali metal, results. Then the metal salt of the haloacetoacetic compound and a halo cyanogen in an inert solvent are reacted.Type: GrantFiled: May 13, 1977Date of Patent: January 9, 1979Assignee: Lonza Ltd.Inventor: Karl-Josef Boosen
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Patent number: 4131599Abstract: Sterically hindered piperidines having at least 5 alkyl groups in ring positions 2,3,5 and 6 are usable as light-stabilizers for organic polymers. The nitrogen may be unsubstituted or may bear a mono- to tetravalent substituent. The compounds can be synthesized by a Wolf-Kishner reduction of polyalkyl 4-oxopiperidines optionally followed by a N-substitution reaction in a second step.The stabilizers are added to the polymers in an amount of from 0.01 to 5% by weight. Preferred is the stabilization of polyolefins, styrene polymers, polyamides and polyurethanes.Type: GrantFiled: May 19, 1976Date of Patent: December 26, 1978Assignees: Sankyo Company, Limited, Ciba-Geigy CorporationInventors: Heimo Brunetti, Jean Rody, Nobuo Soma, Tomoyuki Kurumada
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Patent number: 4131673Abstract: N.sup.2 -arylsulfonyl-L-argininamides and the pharmaceutically acceptable salts thereof have been found to be effective as pharmaceutical agents for the inhibition and suppression of thrombosis in mammals.Type: GrantFiled: June 7, 1977Date of Patent: December 26, 1978Assignees: Mitsubishi Chemical Industries, Limited, Shosuke OkamotoInventors: Shosuke Okamoto, Akiko Hijikata, Ryoji Kikumoto, Yoshikuni Tamao, Kazuo Ohkubo, Tohru Tezuka, Shinji Tonomura
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Patent number: 4129571Abstract: New substituted acyl derivatives of amino acids which have the general formula ##STR1## are useful as angiotensin converting enzyme inhibitors.Type: GrantFiled: October 31, 1977Date of Patent: December 12, 1978Assignee: E. R. Squibb & Sons, Inc.Inventors: Miguel A. Ondetti, Michael E. Condon
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Patent number: RE29981Abstract: A process for the preparation of organic carboxylic acids which comprises converting a formic acid ester expressed by the general formulaHCOORwherein R stands for a chain or cyclic aliphatic hydrocarbon radical which may have an aliphatic unsaturation, an aryl radical, an aralkyl radical or a heterocyclic radical,At an elevated temperature under raised pressure of carbon monixide to an organic carboxylic acid expressed by the general formulaRCOOHwherein R is as defined above.Type: GrantFiled: July 22, 1977Date of Patent: May 1, 1979Assignee: Mitsubishi Gas Chemical Company, Inc.Inventor: Nobuo Isogai
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Patent number: RE30385Abstract: Compounds of the formula: ##STR1## wherein R is hydrogen or alkyl (C.sub.1 -C.sub.8), R' is hydrogen, hydroxyl or lower alkoxy (C.sub.1 -C.sub.8); R" is alkyl (C.sub.1 -C.sub.20), alkylene (C.sub.2 -C.sub.12), cycloalkyl, wherein the alicyclic ring contains 5- or 6-carbon atoms, cycloalkylene, wherein the alicyclic ring may contain lower alkyl substituents, alkenyl (C.sub.3 -C.sub.20), arylene or aralkylene; n is an integer from 1 to 4, are useful for stabilizing polyolefin polymer against photo and thermal degradation.Type: GrantFiled: July 16, 1979Date of Patent: August 26, 1980Assignee: American Cyanamid CompanyInventors: Ray L. Hillard, William B. Hardy