At 2-position Patents (Class 546/243)
  • Patent number: 4638060
    Abstract: Antibacterial activity is exhibited by compounds having the formula ##STR1## and pharmaceutically acceptable salts thereof.
    Type: Grant
    Filed: April 29, 1985
    Date of Patent: January 20, 1987
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Joseph E. Sundeen, William H. Koster, Robert Zahler
  • Patent number: 4628085
    Abstract: A process for selective preparation of lactams which comprises contacting, in the vapor phase, an aliphatic or aromatic aminonitrile having the formula HR.sub.1 N--D--CN wherein D is a divalent organic moiety and wherein R.sub.1 is (C.sub.1 -C.sub.4) alkyl or hydrogen with an effective amount of a silica catalyst, in the form of substantially spherical beads having a BET surface area greater than about 250 m.sup.2 /g, preferably between 300 and 500 m.sup.2 /g, and an average pore diameter less than about 20 nanometers preferably 8-10 nanometers at a temperature in the range of about 200.degree. to about 400.degree. C. and at a hydrogen or inert gas flow with a pressure in the range of about 0 to about 300 kPa, in the presence of: (a) ammonia in an amount equal to from 0 to about 50 mole percent of the molar amount of aliphatic or aromatic aminonitrile present; and (b) water in an amount from at least about 1.
    Type: Grant
    Filed: September 3, 1985
    Date of Patent: December 9, 1986
    Assignee: Allied Corporation
    Inventors: Frank Mares, Reginald T-H. Tang, James E. Galle, Rose M. Federici
  • Patent number: 4626385
    Abstract: An N-substituted carbamoyl-lactam compound of the formula ##STR1## wherein R is a di-valent radical derived from polytetramethylene glycol, R' is an at least divalent radical derived from a diisocyanate, Y is a C.sub.3 -C.sub.14 ring-forming alkylene group, and a has a value of at least 1 and is a number corresponding to the mean functionality of the aforesaid polyisocyanate minus 1. A process for preparing the N-substituted carbamoyl-lactam compound is also described.
    Type: Grant
    Filed: May 21, 1985
    Date of Patent: December 2, 1986
    Inventors: Kaneyoshi Ashida, Jozef L. M. van der Loos
  • Patent number: 4625023
    Abstract: Process for the selective conversion of dinitriles into the corresponding lactam by treating the dinitrile with an effective amount of a hydrogenation catalyst such as copper chromite in combination with a co-catalyst, such as titania, at a temperature in the range of from about 200.degree. C. to about 400.degree. C. and at a pressure of at least 50 kPa in the presence of water and hydrogen.
    Type: Grant
    Filed: September 3, 1985
    Date of Patent: November 25, 1986
    Assignee: Allied Corporation
    Inventors: Frank Mares, Reginald Y. Tang, James E. Galle, Rose M. Federici
  • Patent number: 4620949
    Abstract: Amino acid derivatives are synthesized by reacting paraformaldehyde, cyclic amides and synthesis gas with a bimetallic catalyst comprising a rhodium-containing compound and a cobalt-containing compound, optionally in the presence of a solvent at a pressure of at least 500 psi and a temperature of at least 50.degree. C. The novel amino acid products may be hydrolyzed to amino dicarboxylic acids or used as monomers to polyamides.
    Type: Grant
    Filed: April 5, 1985
    Date of Patent: November 4, 1986
    Assignee: Texaco Inc.
    Inventor: Jiang-Jen Lin
  • Patent number: 4618679
    Abstract: Compounds of the formula ##STR1## wherein x is NH and wherein R.sub.1 is selected from branched-chain lower alkyl, alkoxyalkyl, alkylthioalkyl, cycloalkyl, and cycloalkanylalkyl radicals, R.sub.2 is a C.sub.1-4 alkyl radical and R.sub.3 represents a C.sub.1-4 fluoroalkyl radical are disclosed as herbicides.
    Type: Grant
    Filed: April 24, 1984
    Date of Patent: October 21, 1986
    Assignee: Monsanto Company
    Inventor: Len F. Lee
  • Patent number: 4614615
    Abstract: The invention relates to a process for preparing an N-substituted carbamoyl-lactam compound having the formula: ##STR1## by admixing a polyhydroxy compound having the formula R(OH).sub.n with a polyisocyanate having the formula OCH--R'--NCO, wherein saidn has a value of at least 3,R' is a di-valent hydrocarbon group having 6-25 carbon atoms, andY is a C.sub.3 -C.sub.14 alkylene group,and reacting the product thereof with a lactam. The n value may advantageously range from 3 to 10. The invention also relates to certain novel n-substituted carbamoyl-lactam compounds which can advantageously be used in the preparation of nylon 6 block copolymers, and are particularly useful in reaction injection molding nylon 6.
    Type: Grant
    Filed: April 15, 1985
    Date of Patent: September 30, 1986
    Inventors: Kaneyoshi Ashida, Jozef L. M. van der Loos, Kurt C. Frisch
  • Patent number: 4610768
    Abstract: A process for drying lactams to extremely low water contents is provided which comprises mixing the lactam with hydrocarbon distilling from the mixture a water/hydrocarbon vapor and or condensate, contacting said vapor or condensate with a drying agent to remove water and returning the dried distillate to the mixture to permit recycling process is capable of providing anionic polymerization grade lactam with a water content of less than about 50 ppm.
    Type: Grant
    Filed: December 2, 1985
    Date of Patent: September 9, 1986
    Assignee: The Firestone Tire & Rubber Company
    Inventor: Seid H. Moosavian
  • Patent number: 4560760
    Abstract: Disclosed is a process for preparing a lactam which consists essentially in the reductive amination in the gas phase of an oxoalkane carboxylic acid having the formula ##STR1## or an alkyl ester thereof, wherein R is an alkyl group having from 1 to 4 carbon atoms and n varies from 2 to 3, and wherein the reaction is carried out:A. in an atmosphere of hydrogen, andB. in the presence of a gas phase reactant selected from the group consisting of gaseous ammonia and a vaporized primary amine, andC. in the presence of a hydrogenation catalyst promoted with an alkali metal.The alkali metal particularly preferred as a promoter is sodium.
    Type: Grant
    Filed: August 31, 1984
    Date of Patent: December 24, 1985
    Assignee: Stamicarbon B.V.
    Inventors: Roland E. van der Stoel, Marcel A. R. Bosma, Petrus H. J. Janssen, Cornelis G. M. van de Moesdijk
  • Patent number: 4525302
    Abstract: N-chlorolactams, -amides, and -carbamates are photolyzed in alcoholic solution to provide N-(alpha-alkoxyalkyl)-substituted derivatives. These derivatives are interacted with hydroxylated acrylate or methacrylate esters to yield monomers which may be polymerized in the presence of an appropriate initiator. Many of the monomers are water soluble and are useful to prepare polymeric films having unique properties.
    Type: Grant
    Filed: July 20, 1984
    Date of Patent: June 25, 1985
    Assignee: Armstrong World Industries, Inc.
    Inventors: Xuan T. Phan, Paul J. Shannon
  • Patent number: 4515974
    Abstract: Fumaric acid monoesters can be prepared by introducing a hydroxyl compound at a rate corresponding to the progress of the reaction into a solution or a melt of maleic anhydride, which may optionally be substituted, if appropriate in the presence of a cis-trans catalyst. New fumaric acid monoesters can be formed by the process.
    Type: Grant
    Filed: June 25, 1982
    Date of Patent: May 7, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wilfried Zecher, Rudolf Merten
  • Patent number: 4508646
    Abstract: An improved process for the preparation of a lactam-magnesium compound which involves bringing into intimate admixture a lactam monomer represented by the following structural formula: ##STR1## wherein Y is an alkylene group having from 3 to 12 carbon atoms, in particulate form, and an organomagnesium-containing material. The process is carried out at a temperature below the melting point of the lactam monomer but at a temperature sufficient to convert at least a portion of the lactam monomer to said lactam-magnesium compound in pulverulent form. The lactam-magnesium compound is useful as a catalyst for anionic lactam polymerization.
    Type: Grant
    Filed: January 30, 1984
    Date of Patent: April 2, 1985
    Assignee: PPG Industries, Inc.
    Inventors: Robert B. Hodek, Jerome A. Seiner
  • Patent number: 4504664
    Abstract: A method of preparing certain 2-halo-5-methylpyridines, useful as herbicide intermediates, is presented starting from acyclic pentenes. The pentene is difunctionalized, e.g., by making the epoxide, and is then reacted with a nitrogen source to close the ring. The nitrogen-containing 6-membered heterocycle may then be aromatized readily to produce the 2-halo-5-methyl-pyridine desired. Also part of the invention are novel acyclic and cyclic intermediates used in the process.
    Type: Grant
    Filed: May 20, 1983
    Date of Patent: March 12, 1985
    Assignee: ICI Americas Inc.
    Inventors: Richard V. Nelson, John F. Stephen
  • Patent number: 4477635
    Abstract: Polymeric and copolymeric aminotriarylmethane dyes having polyester, polyethyleneimine, or polyurethane backbones, and a process for their preparation, are disclosed. The novel dyes are highly colored and resistant to leaching by solvents.
    Type: Grant
    Filed: January 4, 1982
    Date of Patent: October 16, 1984
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Smarajit Mitra
  • Patent number: 4474778
    Abstract: Compounds of the formula ##STR1## are disclosed wherein R is ##STR2## The compounds possess hypotensive activity.
    Type: Grant
    Filed: November 9, 1983
    Date of Patent: October 2, 1984
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Eric M. Gordon, Donald S. Karanewsky
  • Patent number: 4469874
    Abstract: Alkyl thiosalicylate prevulcanization inhibitors having a pleasant odor are described.Claimed compounds include those of the formula: ##STR1## in which X is an amide inhibitor moiety attached through the nitrogen atom derived from the group consisting of 2-benzimidazolinone, 2-imidazolidinone, 2-benzothiazolone, 2-thiazolone, phthalimide, succinimide, glutarimide, hexahydrophthalimide, maleimide, hydantoin, urea, napthalimide, oxamide, oxanilide, phenylcarbamic acid ester, formamide, formanilide, acetamide, benzamide, acetanilide, benzanilide, propionamide, butyramide, pivalamide, valeramide and hexanamide, R is alkyl of 1-8 carbon atoms, R' is alkyl of 1-8 carbon atoms, alkoxy of 1-8 carbon atoms, --CO.sub.2 --R, or halo, and n is 0, 1 or 2.
    Type: Grant
    Filed: February 12, 1981
    Date of Patent: September 4, 1984
    Assignee: Monsanto Company
    Inventor: Otto W. Maender
  • Patent number: 4468243
    Abstract: Formamidine sulphides and disulphides endowed with herbicide activity are disclosed.The processes for their preparation, their use as herbicides and herbicidal compositions thereof are disclosed too.
    Type: Grant
    Filed: March 9, 1982
    Date of Patent: August 28, 1984
    Assignee: Montedison S.p.A.
    Inventors: Roberto Colle, Franco Gozzo, Ciro Preziuso
  • Patent number: 4463177
    Abstract: m-Hydroxyphenyl substituted compounds of formula ##STR1## where R is an organic radical and R.sup.1 is hydroen or an organic radical are prepared by dehydrohalogenating a compound of formula ##STR2## (where X is chlorine or bromine, and R and R.sup.1 have the above meanings). Preferred novel starting materials of formula (II) are of the formula ##STR3## (where R.sup.1 and X are as above, n is 2,3 or 4, R.sup.2 is hydrogen or lower alkyl and R.sup.3 is hydrogen, lower alkyl, lower alkenyl, lower alkynyl, cycloalkyl(lower)alkyl or aryl(lower)alkyl).
    Type: Grant
    Filed: November 26, 1982
    Date of Patent: July 31, 1984
    Assignee: John Wyeth & Brother Limited
    Inventor: Robin G. Shepherd
  • Patent number: 4439364
    Abstract: Certain antihypertensive 1-substituted cyclic lactam-2-carboxylic acids and their derivatives are prepared by reacting an ester of the formula ##STR1## with a suitable derivative of the formula ##STR2##
    Type: Grant
    Filed: September 1, 1982
    Date of Patent: March 27, 1984
    Assignee: E. I. Du Pont de Nemours & Company
    Inventor: Alexander L. Johnson
  • Patent number: 4438270
    Abstract: Novel halomethyl derivatives of .alpha.-amino acids of the following general structure: wherein Y is ClCH.sub.2, F.sub.2 CH--, F.sub.3 C--, ClCH.sub.2 --, Cl.sub.2 CH--; Z is .beta.-methylthioethyl, .beta.-thioethyl, .beta.-benzylthioethyl; S-(5'-desoxyadenosin-5'-yl)-S-methylthioethyl, .gamma.-guanidinopropyl, R.sub.a HN(CH.sub.2).sub.n -- wherein n is the integer 3 or 4 or ##STR1## wherein Y.sub.2 is F.sub.2 CH--, or F.sub.3 C--; each of R.sub.a and R.sub.b can be the same or different and is hydrogen, alkylcarbonyl wherein the alkyl moiety has from 1 to 4 carbon atoms and is straight or branched, alkoxycarbonyl wherein the alkoxy moiety has from 1 to 4 carbon atoms and is straight or branched, or ##STR2## wherein R.sub.2 is hydrogen, a straight or branched lower alkyl group of from 1 to 4 carbon atoms, benzyl or .rho.-hydroxybenzyl; R.sub.1 is hydroxy, a straight or branched alkoxy group of from 1 to 8 carbon atoms, --NR.sub.4 R.sub.5 wherein each of R.sub.4 and R.sub.
    Type: Grant
    Filed: June 25, 1982
    Date of Patent: March 20, 1984
    Assignee: Merrell Toraude et Compagnie
    Inventors: Philippe Bey, Michel Jung
  • Patent number: 4438034
    Abstract: A method of preparing a lactam magnesium halide comprising the steps of:a. reactively admixing magnesium, hydrocarbon halide and lactam in the presence of cyclic ether solvent, wherein the halide is either chloride or bromide; andb. removing the cyclic ether and the hydrocarbon residue.
    Type: Grant
    Filed: January 10, 1983
    Date of Patent: March 20, 1984
    Assignee: Monsanto Company
    Inventor: Albert Y. Garner
  • Patent number: 4422970
    Abstract: In a method of synthesis of 1-substituted azacycloalkan-2-ones with primary alkyl halides and aralkyl halides as alkylating agents, the improvement comprising carrying out the N-alkylation in the presence of a phase transfer catalyst having the structural formula ##STR1## where X is suitable anion; and R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are each alkyl or aralkyl groups having 1-18 carbon atoms, or R.sub.2, R.sub.3 and R.sub.4 can form a part of a heterocyclic ring, with the proviso that the combined total of carbon atoms is between 16 and 40.
    Type: Grant
    Filed: May 20, 1982
    Date of Patent: December 27, 1983
    Assignee: Nelson Research & Development Company
    Inventors: Vithal J. Rajadhyaksha, James V. Peck, Gevork Minaskanian
  • Patent number: 4423049
    Abstract: 1-[4-(4,4-Dialkyl-2,6-piperidinedion-1-yl)butyl]piperazines with 2-pyrimidyl substituents in the 4- position have been synthesized and demonstrate useful anxiolytic properties. The compound 4,4-dimethyl-1-[4-[4-(2-pyrimidinyl)-1-piperazinyl]butyl]-2,6-piperidinedi one, which has selective anxiolytic activity, constitutes the preferred embodiment of the invention.
    Type: Grant
    Filed: December 28, 1981
    Date of Patent: December 27, 1983
    Assignee: Mead Johnson & Company
    Inventor: Davis L. Temple, Jr.
  • Patent number: 4410726
    Abstract: The present invention relates to an improved method for the vinylation of pyrrolidone with acetylene in the presence of an alkali metal salt of said pyrrolidone as a catalyst, by the addition of between about 0.2 and about 8 weight-%, based on total feed, of a polyoxyalkylene glycol; a polyoxyalkylene phenol, optionally substituted with an alkyl group; a polyoxyalkylene ether or mixtures thereof; said polyoxyalkylene compound having a number average molecular weight of between about 175 and 2,000 and containing between 4 and 40 oxyethylene and/or oxypropylene units. The invention also pertains to a novel coacting catalyst composition for use in vinylation reactions comprising said alkali metal salt of said pyrrolidone in admixture with said polyoxyalkylene compound.
    Type: Grant
    Filed: June 12, 1981
    Date of Patent: October 18, 1983
    Assignee: GAF Corporation
    Inventors: R. Parthasarathy, Eugene V. Hort, Paritosh M. Chakrabarti
  • Patent number: 4405524
    Abstract: The present invention relates to anthraquinone compounds of formula I, ##STR1## in which R.sub.1 is alkyl or cycloalkyl,R.sub.2 is hydrogen, methyl or ethyl,R.sub.3 is hydrogen or methyl,eitherR.sub.4 is hydrogen, methyl or ethyl, and Y--CO-- is the radical of an organic aliphatic aromatic or araliphatic carboxylic acid containing a total of 2 to 12 carbon atoms,orR.sub.4 together with the radical Y--CO-- and the nitrogen atom to which they are bound signify a cyclic imide of a dicarboxylic acid containing a total of 4 to 8 carbon atoms,X is a direct bond or (C.sub.1-3)alkylene,n is 0 or 1which compounds are useful as colorants. More particularly those compounds where n is 1 are useful as anionic dyestuffs and those compounds where n is 0 are useful as pigments.
    Type: Grant
    Filed: March 23, 1979
    Date of Patent: September 20, 1983
    Assignee: Sandoz Ltd.
    Inventor: Roland Wald
  • Patent number: 4396516
    Abstract: This invention is a lubricant comprising an imide compound obtained by reacting a dibasic acid selected from the group consisting of succinic acid, maleic acid, glutaric acid and phthalic acid with a primary amine having a C.sub.8 -C.sub.18 hydrocarbon radical.The lubricant of the invention may be used in combination with a specified diamine derivative and known lubricant additives, and exhibits excellent lubricating properties.
    Type: Grant
    Filed: June 9, 1981
    Date of Patent: August 2, 1983
    Assignee: Nippon Oil Company, Ltd.
    Inventors: Hirotsugu Kinoshita, Hiroshi Uemura, Makoto Sekiya, Kazuyoshi Mitamura
  • Patent number: 4391812
    Abstract: Antimicrobial agents suitable for use in aqueous systems for their preservation against biodeterioration include substitutedpiperidinomethylpropenenitriles and propanenitriles. The unsaturated compounds are prepared by reaction of a suitable piperidine with cyano acetic acid and formaldehyde: the propane derivatives therefrom by nucleophilic addition.
    Type: Grant
    Filed: March 24, 1982
    Date of Patent: July 5, 1983
    Assignee: Merck & Co., Inc.
    Inventors: Richard A. Dybas, Nathaniel Grier, Bruce E. Witzel
  • Patent number: 4379785
    Abstract: What are disclosed are sulfonyl ureas of the formula ##STR1## in which R.sup.1, X and Y are as defined in the specification, and their physiologically acceptable salts, pharmaceutical formulations on the basis of these compounds, and their use in the treatment of diabetes.
    Type: Grant
    Filed: December 17, 1980
    Date of Patent: April 12, 1983
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Rudi Weyer, Volker Hitzel, Karl Geisen, Gunter Regitz
  • Patent number: 4377687
    Abstract: This invention relates to compounds having the formula: ##STR1## wherein R.sub.1 and R.sub.2 are selected from the group consisting of hydrogen, acyl, trifluoroacetyl, straight chained and branched alkyl groups with up to 6 carbon atoms, such alkyl groups with up to 3 substituents selected from the group consisting of OH, OSO.sub.2 CH.sub.3, COOH, COOR, CONH.sub.2 and Hal, where R is an alkyl group with up to 6 carbon atoms, and R.sub.1 and R.sub.2 together form a heterocyclic ring containing 4 to 6 carbon atoms and optionally further heteroatoms and such rings with up to 3 substituents selected from the group consisting of lower alkyl, OH, COOH, COOR, CONH.sub.2, where R has the above meaning, the chloroethyl nitrosoureido group and Hal, and Hal is selected from the group consisting of chlorine and fluorine, which heterocyclic ring is not the para-methyl piperazine group, said nitroso ureas having a tumor inhibiting effect.
    Type: Grant
    Filed: April 22, 1981
    Date of Patent: March 22, 1983
    Assignee: Stiftung Deutsches Krebsforschungszentrum
    Inventor: Gerhard Eisenbrand
  • Patent number: 4361565
    Abstract: 1-[4-(4,4-Dialkyl-2,6-piperidinedion-1-yl)butyl]piperazines with 2-2-(3-cyano)pyridyl substituents in the 4- position have been synthesized and demonstrate useful psychotropic properties.
    Type: Grant
    Filed: December 28, 1981
    Date of Patent: November 30, 1982
    Assignee: Mead Johnson & Company
    Inventors: Davis L. Temple, Jr., Joseph P. Yevich, Walter G. Lobeck, Jr.
  • Patent number: 4360676
    Abstract: 3,3,5-Trichloroglutaric acid imide can be produced either by reacting a trichloroacetic acid alkyl ester, in the presence of a catalyst, with acrylonitrile to the corresponding 2,2,4-trichloro-4-cyanobutyric acid alkyl ester, converting this into the amide, and cyclizing the 2,2,4-trichloro-4-cyano-butanecarboxylic acid amide, in an aqueous acid medium, to the 3,3,5-trichloroglutaric acid imide; or by reacting trichloroacetonitrile, in the presence of a catalyst, to 2,2,4-trichloro-4-cyanobutyronitrile, and cyclizing this, in an aqueous acid medium, to 3,3,5-trichloroglutaric acid imide. The catalyst used for the addition reactions can be for example copper(I) chloride or copper(II) oxide. 3,3,5-Trichloroglutaric acid imide can be converted, by treatment with a dehydrating chlorinating agent, such as POCl.sub.3, into the known 2,3,5,6-tetrachloropyridine, which for its part is used for producing various active substances, particularly insecticides, herbicides and fungicides.
    Type: Grant
    Filed: November 24, 1980
    Date of Patent: November 23, 1982
    Assignee: Ciba-Geigy Corporation
    Inventors: Pierre Martin, Daniel Bellus
  • Patent number: 4356121
    Abstract: The invention provides a process for the production of N-cyanolactams of the formula I ##STR1## which process comprises reacting a compound of the formula II ##STR2## in the presence of an inorganic hydrogen halide acceptor, with cyanamide or with a salt thereof.The N-cyanolactams obtained by the process of the invention are valuable intermediates for the production of polyadducts, or they can be used as activators in polymerization reactions.The symbols in formulae (I) and (II) are as defined in claim 1.
    Type: Grant
    Filed: September 25, 1981
    Date of Patent: October 26, 1982
    Assignee: Ciba-Geigy Corporation
    Inventors: Dieter Trachsler, Friedrich Lohse
  • Patent number: 4349473
    Abstract: Process for the preparation of .omega.-lactams (in particular caprolactam) ith improved yields, by reaction of cycloaliphatic derivatives having the general formula: ##STR1## wherein n=3-13 with nitrosating agents in the presence of dehydrating agents, characterized by the fact that the reaction is carried out a low temperature which is constant between stages, and in all the zones of a stage and with particular concentrations of the dehydrating agent.
    Type: Grant
    Filed: October 21, 1980
    Date of Patent: September 14, 1982
    Assignee: SNIA Viscosa Societa' Nazionale Industria Applicazioni Viscosa S.p.A
    Inventors: Pier P. Rossi, Mario Catoni
  • Patent number: 4348402
    Abstract: The invention relates to .alpha.-hydroxyalkyl-3,4,5-trihydroxypiperidines defined by Formula (I), infra, and pharmaceutical compositions and medicaments containing said compounds. Also included in the invention are methods for the use of said compounds, compositions and medicaments as inhibitors of .alpha.-glucoside hydrolases; and intermediates for the compounds of said Formula (I).
    Type: Grant
    Filed: October 2, 1980
    Date of Patent: September 7, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gunther Kinast, Lutz Muller, Rudiger Sitt, Walter Puls
  • Patent number: 4336374
    Abstract: 2-Hydroxymethyl-3,4,5-trihydroxypiperidines bearing a quaternary ammonium-substituted cinnamyl group on the piperidine nitrogen atom and their acid addition salts are antihyperglycemic agents. A typical example is 1-(4-trimethylammoniumcinnamyl)-2-hydroxymethyl-3,4,5-trihydroxypiperidine chloride.
    Type: Grant
    Filed: March 26, 1981
    Date of Patent: June 22, 1982
    Assignee: Nippon Shinyaku Co., Ltd.
    Inventors: Shingo Matsumura, Hiroshi Enomoto, Yoshiaki Aoyagi, Yoshiaki Yoshikuni, Masahiro Yagi, Kohei Kura, Ichiro Shirahase
  • Patent number: 4336373
    Abstract: Bis(2-hydroxymethyl-3,4,5-trihydroxypiperidine-1-yl-propenyl) compounds and their acid addition salts are antihyperglycemic agents. Typical examples are 1,4-bis[3-(2-hydroxymethyl-3,4,5-trihydroxypiperidin-1-yl)prop-2-enyl] benzene and 1,3-bis-{4-[3-(2-hydroxymethyl-3,4,5-trihydroxy-piperidin-1-yl)prop-2-enyl ]phenoxy}propane.
    Type: Grant
    Filed: March 26, 1981
    Date of Patent: June 22, 1982
    Assignee: Nippon Shinyaku Company, Ltd.
    Inventors: Shingo Matsumura, Hiroshi Enomoto, Yoshiaki Aoyagi, Yoshiaki Yoshikuni, Masahiro Yagi, Kohei Kura, Ichiro Shirahase
  • Patent number: 4323683
    Abstract: A process for producing heavy metal, magnesium or aluminum pyridinethione salt crystals involving reacting a water soluble salt of the desired metal with a water soluble pyridinethione salt or pyridinethione itself in an aqueous surfactant medium.
    Type: Grant
    Filed: February 7, 1980
    Date of Patent: April 6, 1982
    Assignee: The Procter & Gamble Company
    Inventors: Raymond E. Bolich, Jr., Steven A. Shaya, Christian Steuri
  • Patent number: 4299766
    Abstract: Lactam-blocked products of alicyclic isocyanates are obtained by blocking an aromatic isocyanate with lactam and subjecting the resulting blocked product to catalytic hydrogenation with use of a Rh catalyst.The blocked alicyclic isocyanate obtained thus can be used, for example, as a curing agent for synthetic resins such as epoxy resins or as a starting material of urethane coatings.The blocked isocyanate, if desired, may be subject to distillation whereby an alicyclic isocyanate is isolated by thermal dissociation and separation of the blocking agent.
    Type: Grant
    Filed: July 21, 1980
    Date of Patent: November 10, 1981
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Ryuichi Yamamoto, Yutaka Hirai, Akinobu Takagi, Zyunzi Tashima
  • Patent number: 4296110
    Abstract: 1-Substituted cyclic lactam-2-carboxylic acids and their derivatives are useful as antihypertensive agents.
    Type: Grant
    Filed: October 28, 1980
    Date of Patent: October 20, 1981
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Alexander L. Johnson
  • Patent number: 4293551
    Abstract: The invention relates to N-amino-3,4,5-trihydroxypiperidines, methods for their production, compositions containing said compounds. Also included are methods for the use of said compounds and compositions.
    Type: Grant
    Filed: July 17, 1979
    Date of Patent: October 6, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gunther Kinast, Lutz Muller, Walter Puls, Rudiger Sitt
  • Patent number: 4284779
    Abstract: New substituted acyl derivatives of amino acids which have the general formula ##STR1## are useful as angiotensin converting enzyme inhibitors.
    Type: Grant
    Filed: October 31, 1977
    Date of Patent: August 18, 1981
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Miguel A. Ondetti, Michael E. Condon
  • Patent number: 4284780
    Abstract: New substituted acyl derivatives of amino acids which have the general formula ##STR1## are useful as angiotensin converting enzyme inhibitors.
    Type: Grant
    Filed: May 1, 1978
    Date of Patent: August 18, 1981
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Miguel A. Ondetti, Michael E. Condon
  • Patent number: 4264503
    Abstract: The polymerization of 2-pyrrolidone is achieved in high yield in the presence of a sodium-derived catalyst activator produced by the reaction of carbon dioxide with the sodium lactamate derived from the reaction of a sodium alkoxide and a 5-7 membered-ring lactam in an inert liquid nonsolvent.
    Type: Grant
    Filed: May 6, 1977
    Date of Patent: April 28, 1981
    Assignee: Chevron Research Company
    Inventor: Robert Bacskai
  • Patent number: 4260622
    Abstract: The invention includes certain 3,4,5-trihydroxypiperidine compounds, methods for their preparation, compositions containing said 3,4,5-trihydroxypiperidine compounds and methods for the use of said compounds and compositions.The subject matter of the invention is useful against diabetes, hyperlipaemia and adiposity as well as in animal nutrition.
    Type: Grant
    Filed: September 20, 1979
    Date of Patent: April 7, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Bodo Junge, Hans P. Krause, Lutz Muller, Walter Puls
  • Patent number: 4254261
    Abstract: 6-Oxo-2-piperidinecarboxylic acid has been resolved via direct crystallization of pure S-6-oxo-2-piperidinecarboxylic acid dehydroabietylammonium salt from a solvent system consisting of dimethylformamide, cyclohexane and acetone. The S-enantiomer is a required component for making certain tripeptides related to thyrotropin releasing hormone (TRH) which are central nervous system stimulants.
    Type: Grant
    Filed: October 15, 1979
    Date of Patent: March 3, 1981
    Assignee: Merck & Co., Inc.
    Inventors: Stewart M. Miller, John L. Smith
  • Patent number: 4250093
    Abstract: Five, six and seven member nitrogen-containing saturated heterocyclic compounds can be prepared by the catalytic hydrogenation/cyclization of beta, gamma and delta-cyanoesters. Applicants have discovered that this reaction is especially effective when it is conducted in the presence of catalysts comprising at least one of ruthenium and iron.
    Type: Grant
    Filed: June 29, 1979
    Date of Patent: February 10, 1981
    Assignee: The Standard Oil Company (Ohio)
    Inventors: Frederick A. Pesa, Anne M. Graham
  • Patent number: 4235875
    Abstract: Novel alkyl 1-(hydroxyalkyl)piperidines and acid addition salts thereof, useful as inhibitors of dental plaque and therefore also useful against dental caries and periodontitis, are disclosed. Methods of making same, orally-acceptable compositions thereof, a method of treating therewith, and important and novel intermediates for the production thereof are also disclosed.
    Type: Grant
    Filed: April 24, 1978
    Date of Patent: November 25, 1980
    Assignee: A.B. Ferrosan
    Inventors: Sven E. H. Hernestam, Lars O. Willard, Aina L. Abramo, Hans-Bertil Johansson
  • Patent number: 4221789
    Abstract: New lactam-N-acetic acids and amides thereof having the formula ##STR1## wherein R.sub.1 and R.sub.2 =H, C.sub.1 -C.sub.4 -alkyl, aryl or halogen-substituted aryl,R.sub.3 =OH or --NR.sub.4 R.sub.5,R.sub.4 and R.sub.5 =H, C.sub.1 -C.sub.4 -alkyl, cycloalkyl, aralkyl or, taken together with the N atom form alkyleneimino, oxa-alkyleneimino, aza-alkyleneimino or N-benzyl-aza-alkyleneimino,m is 3, 4 or 5, preferably 3,n is 0, 1 or 2, preferably 2;and the pharmaceutically acceptable salts of said acids. Processes for producing these compounds and pharmaceutical compositions containing the same are also given. These compounds show amongst others beneficial activity on the mnemic processes and cardiac activity.
    Type: Grant
    Filed: May 7, 1979
    Date of Patent: September 9, 1980
    Assignee: UCB, Societe Anonyme
    Inventors: Ludovic Rodriguez, Lucien Marchal
  • Patent number: 4212977
    Abstract: N-chlorophthalimide, N-chlorosuccinimide, and N-chloroglutarimide are prepared by contacting the corresponding imide with molecular chlorine under substantially non-aqueous conditions in an inert organic solvent in the presence of a poly(4-vinylpyridine)-divinylbenzene copolymer.
    Type: Grant
    Filed: December 20, 1978
    Date of Patent: July 15, 1980
    Assignee: Eli Lilly and Company
    Inventor: Ta-Sen Chou
  • Patent number: 4211699
    Abstract: Isocyanate adduct diols of the formulaM--CO--NH--D'--NH--CO--Ain which M is derived from an amino diol or a hydrazino diol, D' represents the divalent radical of an organic diisocyanate, and A is an isocyanate masking group; and a process for their production.
    Type: Grant
    Filed: February 21, 1978
    Date of Patent: July 8, 1980
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans D. Winkelmann, Karlheinz Wolf, Harald Oertel, Norbert Weimann