Carbonyl In Substituent Q Patents (Class 564/199)
  • Patent number: 5990158
    Abstract: New therapeutic agents of carboxylic acid derivatives are disclosed, which are represented by the compounds of the following formula (I) or its pharmaceutically acceptable salts, ##STR1## These compounds are useful as a matrix metalloproteinases (MMPs) inhibitors.
    Type: Grant
    Filed: November 3, 1997
    Date of Patent: November 23, 1999
    Assignee: Kotobuki Seiyaku Co., Ltd.
    Inventors: Tsuyoshi Tomiyama, Akira Tomiyama, Takashi Yanagisawa, Atsushi Noda, Yoshinori Kobayashi
  • Patent number: 5959146
    Abstract: Novel tricyclic compounds of formula I as defined in the specification, a process for their preparation and their use for the preparation of optically active or racemic colchicine and thiocolchicine derivatives.
    Type: Grant
    Filed: December 13, 1996
    Date of Patent: September 28, 1999
    Assignee: Hoechst Marion Roussel
    Inventors: Francis Brion, Bernadette Chappert, Christian Diolez, Christian Marie, Alain Mazurie, Michel Middendorp, Didier Pronine, Edmond Toromanoff
  • Patent number: 5942628
    Abstract: The salt of a sulfonated succinic acid is cyclized, then converted to novel sulfonated hydroxamic acids by reaction with hydroxylamine (which is added or formed in situ), and the novel hydroxamic acid is then cyclized to the sulfo-N-hydroxysuccinimide salt. This synthetic procedure is simple, direct, and more rapid than present procedures for synthesis of the succinimide. Novel sulfo-hydroxamic acid intermediates are formed during this procedure.
    Type: Grant
    Filed: December 8, 1998
    Date of Patent: August 24, 1999
    Assignee: Pierce Chemical Company
    Inventors: Marty Carey Wilkes, Martin Lee Bremmer
  • Patent number: 5886223
    Abstract: There is provided a process for the preparation of substituted .beta.-ketoanilide compounds having the structural formula I ##STR1## The substituted .beta.-ketoanilide compounds are useful for the control of insect pests.
    Type: Grant
    Filed: April 8, 1998
    Date of Patent: March 23, 1999
    Assignee: American Cyanamid Company
    Inventor: John C. Oppelt
  • Patent number: 5840918
    Abstract: Peptidomimetic compounds useful in the treatment of Ras-associated human cancers, and other conditions mediated by farnesylated or geranylgeranylated proteins; and synthetic intermediates thereof.
    Type: Grant
    Filed: March 19, 1997
    Date of Patent: November 24, 1998
    Assignee: Eisai Co., Ltd.
    Inventors: Michael D. Lewis, James J. Kowalczyk, Amy E. Christuk, Rulin Fan, Edmund M. Harrington, Xiaoning C. Sheng, Hu Yang, Ana Maria Garcia, Ieharu Hishinuma, Takeshi Nagasu, Kentaro Yoshimatsu
  • Patent number: 5837720
    Abstract: A compound of formula (I): ##STR1## and its pharmaceutically acceptable salt, wherein R is hydrogen or hydroxy; Ar is unsubstituted or substituted phenyl; X is unsubstituted or substituted phenyl or heterocyclic, mono-, di- or trihalomethyl, cyano, or the like; and X.sup.2 is phenyl, naphthyl, furyl, thienyl, pyridyl, thiazolyl, benzofuryl or benzothienyl, each of which may either be unsubstituted or substituted. These compounds have agonist activity toward opioid kappa receptors and are thus useful as analgesic, anti-inflammatory, diuretic and neuroprotective agents.
    Type: Grant
    Filed: April 17, 1997
    Date of Patent: November 17, 1998
    Assignee: Pfizer Inc.
    Inventor: Fumitaka Ito
  • Patent number: 5677423
    Abstract: A process for removing .beta.-hydroxy groups from .beta.-hydroxy-containing compounds is disclosed. The process involves the use of a retro-aldol-promoting reagent selected from the group of trimethylamine-N-oxide, triethylamine-N-oxide, trimethylamine-N-oxide-hydrate, and trimethylamine-hydrate and requires dissolution of the substrate in an aprotic solvent and reaction under elevated temperatures. The process is broadly applicable to a variety of substrates including complex cyclic peptides, linear peptides, and non-peptides.
    Type: Grant
    Filed: December 10, 1996
    Date of Patent: October 14, 1997
    Assignee: Eli Lilly and Company
    Inventor: Michael J. Rodriguez
  • Patent number: 5670684
    Abstract: The present invention provides novel intermediates which are useful for the preparation of excitatory amino acid receptor antagonists. Further provided is a process to enatioselectively prepare hydroisoquinoline compounds with central nervous system activity.
    Type: Grant
    Filed: May 19, 1995
    Date of Patent: September 23, 1997
    Assignee: Eli Lilly and Company
    Inventors: Anita Melikian-Badalian, Paul L. Ornstein
  • Patent number: 5631389
    Abstract: The present invention relates to a new class of carbohydrate based nonionic surfactant, i.e., alkyl and alkenyl glycasuccinimide, and a process for their manufacture.
    Type: Grant
    Filed: April 30, 1996
    Date of Patent: May 20, 1997
    Assignee: Lever Brothers Company, Division of Conopco, Inc.
    Inventors: Robert Vermeer, Van Au, Bijan Harichian
  • Patent number: 5631394
    Abstract: This invention provides a compound having the formula R.sup.1 --Y.sup.1 --CHZ.sup.1 --CH(NY.sup.2 Y.sup.3)--CH.sub.2 --Z.sup.2, wherein: R.sup.1 is a straight-chained alkyl, alkenyl or alkynyl group having from 8 to 19 carbon atoms in the aliphatic chain; Y.sup.1 is --CH.dbd.CH--, --C.tbd.C-- or --CH(OH)CH(OH)--; Z.sup.1 is OH or a conversion-inhibiting group; Z.sup.2 is a conversion-inhibiting group; Y.sup.2 is H, a phenyl group, an alkyl-substituted phenyl group having from 1 to about 6 carbons in the alkyl chain, or an alkyl chain having from 1 to 6 carbons; Y.sup.3 is H or a group having the formula --C(O)R.sup.2 or --S(O).sub.2 R.sup.2 ; R.sup.2 is a straight-chained alkyl, alkenyl or alkynyl group having from 1 to 23 carbon atoms in the chain; and when Z.sup.2 is an amino, R.sup.2 is an aliphatic chain having from 1 to 9 or from 19 to 23 carbon atoms in the aliphatic chain.
    Type: Grant
    Filed: February 2, 1995
    Date of Patent: May 20, 1997
    Assignee: The Liposome Company, Inc.
    Inventors: Yong Wei, Eric Mayhew, Imran Ahmad, Andrew S. Janoff
  • Patent number: 5523486
    Abstract: A process for preparing acetoacetarylamides of the formula I ##STR1## where R.sup.1 and R.sup.2 are identical or different alkyl radicals,l and m are each 0, 1 or 2, andis 0 or 1,by addition of diketene to the appropriate arylamine by continuously reacting the arylamine with diketene in the presence of a mixture of water and of a (C.sub.1 -C.sub.4)-alkanol at temperatures from 60.degree. C. to 100.degree. C. in the course of from 0.1 to 10 min.
    Type: Grant
    Filed: October 19, 1994
    Date of Patent: June 4, 1996
    Assignee: Hoechst AG
    Inventors: Karl E. Mack, Michael Bohusch
  • Patent number: 5514716
    Abstract: This disclosure relates to a novel class of hydroxamic and carboxylic acid based matrix metalloproteinase inhibitor derivatives. The disclosure further relates to pharmaceutical compositions containing such compounds and to the use of such compounds and compositions in the treatment of matrix metalloproteinase induced diseases.
    Type: Grant
    Filed: February 25, 1994
    Date of Patent: May 7, 1996
    Assignee: Sterling Winthrop, Inc.
    Inventors: Madhusudhan R. Gowravaram, Jeffrey Johnson, Ewell R. Cook, Robert C. Wahl, Alan M. Mathiowetz, Bruce E. Tomczuk, Ashis K. Saha
  • Patent number: 5500139
    Abstract: Novel fabric conditioning agents which contain either an ester or a NH link between a glyceric carboxyl group and a quaternary ammonium group are described. The compounds based on glyceric acid are both effective fabric conditioners and biodegradable, and may be formulated in any conventional physical form to form a fabric conditioning composition. A method of using the composition is also described.
    Type: Grant
    Filed: February 21, 1995
    Date of Patent: March 19, 1996
    Assignee: Lever Brothers Company, Division of Conopco, Inc.
    Inventors: Mohammad A. Rahman, Robert W. R. Humphreys, Shang-Ren Wu
  • Patent number: 5488131
    Abstract: A method for synthesizing enantiomerically enriched chemical intermediates with predetermined chirality is described. The method comprises formation of a pseudoephedrine amide, followed by stereoselective alkylation at the alpha carbon. The chiral auxiliary can then be cleaved off, affording chiral end products useful for further transformations. The enantiomeric enrichment of the chiral end products may exceed 98%, and the chiral auxiliary can be recovered. Novel amides of pseudoephedrine used in this method are also disclosed.
    Type: Grant
    Filed: March 23, 1994
    Date of Patent: January 30, 1996
    Assignee: California Institute of Technology
    Inventor: Andrew G. Myers
  • Patent number: 5424445
    Abstract: Alkoxylation products which are suitable as dispersants and are of the general formula I ##STR1## where A is oxygen or --CO--O-- when x and y are each 1 or is nitrogen when x+y=3,B is ethylidene or 1,2-propylidene,Z is one of the groups ##STR2## D.sup..crclbar. is formate, acetate, propionate or hydroxide, E.sup..crclbar. is carboxylate or sulfonate,M is a bridge group for completion of a pyrrolidone, succinimide or maleimide ring to give a group ##STR3## n is from 1 to 50, q is from 1 to 4,x and y are each 1 or 2, with the proviso that x+y.ltoreq.3,R.sup.1 is C.sub.8 -C.sub.30 -alkyl or, when A is oxygen, is C.sub.4 -C.sub.12 -alkyl-substituted phenyl,R.sup.2, R.sup.3 and R.sup.4 are each hydrogen, methyl or ethyl andR.sup.5 is hydrogen or methyl,a process for their preparation, their use for dispersing finely divided solids in flowable media, and formulations containing the alkoxylation products.
    Type: Grant
    Filed: July 29, 1993
    Date of Patent: June 13, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Johan H. Hendrick ter Maat, Marion Meyer, Knut Oppenlaender, Michael Zirnstein, Walter Denzinger, Lothar Franz
  • Patent number: 5414017
    Abstract: Compounds of the formula ##STR1## wherein m is zero or 1; n is zero, 1 or 2; p is zero or 1 to 6 provided that m and p are not both zero; R.sub.3 is hydrogen, acyl, or benzyl; and R.sub.1 is hydrogen, alkyl, phenyl, substituted phenyl, phenyl-alkylene, heterocyclic-alkylene, etc. These compounds are useful as cardiovascular agents.
    Type: Grant
    Filed: March 26, 1993
    Date of Patent: May 9, 1995
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Norma G. Delaney, George C. Rovnyak, Melanie J. Loots
  • Patent number: 5395971
    Abstract: A process for making unsaturated .alpha.-amines from olefins wherein the process includes adding an aminating agent, an olefin and a molybdenum based catalyst to a reaction vessel having a nitrogen atmosphere. The catalyst may be described by the general formula LL'MoO.sub.2, L.sub.2 L'MoO.sub.2, or LL'MoO(X--Y).
    Type: Grant
    Filed: March 11, 1994
    Date of Patent: March 7, 1995
    Assignee: The Board of Regents of The University of Oklahoma
    Inventors: Kenneth M. Nicholas, Anurag S. Srivastava
  • Patent number: 5391811
    Abstract: .alpha.-fluoro-.beta.-dicarbonyl compounds are prepared by reacting a halogenated dicarbonyl compound at temperatures of 20.degree. to 100.degree. C. with an addition product of hydrogen fluoride and a trialkylamine. This process is easy to carry out in technical terms and can also be carried out on a large scale.
    Type: Grant
    Filed: November 3, 1993
    Date of Patent: February 21, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Stefan Bohm, Albrecht Marhold
  • Patent number: 5369108
    Abstract: The present invention provides the compound having the structure: ##STR1## wherein each of R.sub.1 and R.sub.2 are independently the same as or different from each other; when R.sub.1 and R.sub.2 are the same, each is a substituted or unsubstituted arylamino, cycloalkylamino, pyridineamino, piperidino, 9-purine-6-amine, or thiozoleamino group; when R.sub.1 and R.sub.2 are different, R.sub.1 =R.sub.3 --N--R.sub.4, wherein each of R.sub.3 and R.sub.4 are independently the same as or different from each other and are a hydrogen atom, a hydroxyl group, a substituted or unsubstituted, branched or unbranched alkyl, alkenyl, cycloalkyl, aryl, alkyloxy, aryloxy, arylalkyloxy, or pyridine group, or R.sub.3 and R.sub.4 bond together to form a piperidine group and R.sub.2 is a hydroxylamino, hydroxyl, amino, alkylamino, dialkylamino or alkyloxy group; and n is an integer from about 4 to about 8.
    Type: Grant
    Filed: October 4, 1991
    Date of Patent: November 29, 1994
    Assignees: Sloan-Kettering Institute for Cancer Research, The Trustees of Columbia
    Inventors: Ronald Breslow, Paul A. Marks, Richard A. Rifkind, Branko Jursic
  • Patent number: 5349109
    Abstract: A process for making unsaturated .alpha.-amines from olefins wherein the process includes adding an aminating agent, an olefin and a molybdenum based catalyst to a reaction vessel having a nitrogen atmosphere. The catalyst may be described by the general formula LL'MoO.sub.2, L.sub.2 L'MoO.sub.2, or LL'MoO(X-Y).
    Type: Grant
    Filed: August 26, 1993
    Date of Patent: September 20, 1994
    Assignee: The Board of Regents of the University of Oklahoma
    Inventors: Kenneth M. Nicholas, Anurag S. Srivastava
  • Patent number: 5278326
    Abstract: Novel pharmaceutically useful compounds which lower blood cholesterol levels and are beta-ketoamides, oximes, amines, and hydroxyl derivatives thereof.
    Type: Grant
    Filed: March 18, 1991
    Date of Patent: January 11, 1994
    Assignee: Warner-Lambert Company
    Inventors: Corinne E. Augelli-Szafran, Bruce D. Roth
  • Patent number: 5274167
    Abstract: An optically active N-(meth)acryloyl amino acid amide of the formula ##STR1## in which R is hydrogen or methyl,R.sub.1 represents an optionally substituted alkyl, cycloalkyl, aralkyl, aryl or heteroaryl radical,R.sub.3 represents hydrogen or denotes together with R.sub.1 a tri- or tetramethylene group;X denotes oxygen or a NR.sub.4 -group wherein R.sub.4 represents hydrogen or alkyl or denotes together with R.sub.2 and the nitrogen atom a 5- to 7-membered ring which ring is optionally substituted by the group COO-alkyl (1-6 carbon atoms) or by one or two alkyl radicals (1-4 carbon atoms) andR.sub.2 denotes a strongly space-filling hydrocarbon radical.The amide is polymerized and optionally bound to a support such as silica, and can then be used for the chromatographic separation of racemic mixtures of pharmacologically active compounds.
    Type: Grant
    Filed: February 13, 1992
    Date of Patent: December 28, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Walter Lange, Bruno Bomer, Rolf Grosser, Dieter Arlt
  • Patent number: 5266597
    Abstract: A method of controlling fungus is provided which comprises contacting said fungus with a fungicidally effective amount of a compound having the following structure: ##STR1## wherein R is a halogen atom, andR.sup.1 is selected from the group consisting of substituted or unsubstituted, straight or branched alkyl having from about 1 to 6 carbon atoms,alkoxy having from about 1 to 6 carbon atoms,halo, provided that when any R.sup.1 is chloro, n is 2 and at least one R.sup.1 is meta-chloro,substituted or unsubstituted sulfamoyl, andsubstituted or unsubstituted carbamoyl,where n is 1 or 2.
    Type: Grant
    Filed: June 16, 1992
    Date of Patent: November 30, 1993
    Assignee: Eastman Kodak Company
    Inventors: Thomas R. Welter, John J. Delany, III
  • Patent number: 5252706
    Abstract: A peptide derivative amphiphatic compound or N-terminal salt thereof represented by formula (I): ##STR1## wherein R.sup.1 and R.sup.2 each represents a straight-chain or branched alkyl or acyl group having 8 to 24 carbon atoms optionally having a substituent or an unsaturated group; X represents --O--or --NH--; R.sup.3n and R.sup.3(n+1) each represents an .alpha.--amino acid side chain; n is an integer of from 0 to 5; the compound may be a racemic compound or an optically active compound when the compound has an asymmetric carbon atom; and the N-terminal salt of the compound optionally forms with an acid component; an intermediate thereof, a liposome comprising said peptide derivative amphiphatic compound and a film consisting of a monolayer or multilayers comprising the peptide derivative amphiphatic compound are disclosed.
    Type: Grant
    Filed: April 8, 1991
    Date of Patent: October 12, 1993
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Hiroshi Kitaguchi, Ryoichi Nemori
  • Patent number: 5219988
    Abstract: This invention relates to new gem-diamino derivatives of general formula (I) ##STR1## where R is the side chain of an amino acid, of which any functional groups are suitably protected, andX is an acyl group chosen from the group consisting of 2-nitrobenzoyl, 4-chloro-butyryl, acetoacetyl, 4-bromo-butyryl, (2-nitrophenoxy)-acetyl and 2-methyl-2-(2'-nitro-phenoxy)propionyl, of use in introducing gem-diamino residues into retro-inverso peptides. The invention further relates to a method for the synthesis of retro-inverso peptides in which the gem-diamino residue or residues are introduced using the new compound (I).
    Type: Grant
    Filed: February 21, 1990
    Date of Patent: June 15, 1993
    Assignees: Eniricerche S.p.A., Sclavo S.p.A.
    Inventors: Laura Gazerro, Massimo Pinori, Antonio S. Verdini
  • Patent number: 5169979
    Abstract: The invention relates to a curing component (A) containing active CH groups, which contains at least two groups of the formula (I) ##STR1## or structural units of the formula (I') or (I") ##STR2## in which: A denotes ##STR3## X and Y are identical or different and denote ##STR4## CO.sub.2 R.sup.1, CN, NO.sub.2, CONH.sub.2, CONR.sup.1 H or CONR.sup.1 R.sup.1, where the R.sup.1 radicals may be identical or different and represent a hydrocarbon radical, preferably an alkyl radical having 1 to 12 carbon atoms, which may also be interrupted by oxygen or an N-alkyl radical, with the proviso that only one of the two radicals X and Y may represent the NO.sub.2 group;A' denotes ##STR5## X' and Y' are identical or different and denote ##STR6## Curable mixtures of (A) and a Michael acceptor (B) and, if appropriate diluents and customary additivies cure rapidly even at low temperatures and are suitable, in particular for surface-coating preparations.
    Type: Grant
    Filed: November 30, 1990
    Date of Patent: December 8, 1992
    Assignee: Hoechst AG
    Inventors: Uwe Kubillus, Gerhard Brindopke, Helmut Plum
  • Patent number: 5120809
    Abstract: Amphiphilic monomers with mixed-chain structures of the formula ##STR1## in which Y denotes --O-- or --NH--X denotes a group of the formula --(CH.sub.2).sub.n -- or --(CH.sub.2 --O--CH.sub.2).sub.n --l denotes an integer from 0 to 10,n denotes an integer from 1 to 10,R.sup.1 denotes hydrogen, methyl, chlorine, cyano, fluorine or bromine,R.sup.2 denotes C.sub.1 -C.sub.24 -alkyl or C.sub.1 -C.sub.24 -fluoroalkyl andR.sup.3 denotes C.sub.8 -C.sub.24 -alkyl or C.sub.8 -C.sub.24 -fluoralkyl, with the proviso that the groups R.sup.2 and R.sup.3 contain a different number of carbon atoms. The monomers are polymerized on their own or together with other comonomers. The polymers obtained are suitable for the preparation of ultra-thin layers on a suitable layer support.
    Type: Grant
    Filed: December 20, 1989
    Date of Patent: June 9, 1992
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Donald Lupo, Werner Prass, Ude Scheunemann
  • Patent number: 5118681
    Abstract: S-beta-dicarbonyl substituted beta-thioacrylamide compounds have been discovered to be useful as biocides and fungicides. Compositions comprising the compound and isothiazolin-3-ones and/or carries, methods of preparation of the compounds and methods of using the compounds and compositions are also disclosed.
    Type: Grant
    Filed: July 28, 1989
    Date of Patent: June 2, 1992
    Assignee: Rohm and Haas Company
    Inventors: David R. Amick, Katherine E. Flynn, Cherylann Schieber
  • Patent number: 5049698
    Abstract: A novel process for producing 2-chloro-1,3-diketo compounds of the formula ##STR1## wherein Q is an amino, substituted amino or hydrocarbyloxy group, e.g., --OCH.sub.3, wherein the 1,3-diketo precursor in solution in a low boiling alcohol is neulized in a special chlorinator with chlorine or a mixture of nitrogen and chlorine, and wherein the chlorination of the nebulized precursor solution takes place extremely rapidly at relatively high temperatures in a chlorination zone, the product being recovered by condensation on the cooled chlorinator walls and stripping of the alcohol solvent. A representative product is 2-chloro-N,N-dimethylacetoacetamide (2CDMAA), a useful intermediate for the production of insecticides, drugs, dyes and other complex compounds.
    Type: Grant
    Filed: April 24, 1986
    Date of Patent: September 17, 1991
    Assignee: Eastman Kodak Company
    Inventor: Gordon C. Newland
  • Patent number: 5025106
    Abstract: Disclosed is a process for the preparation of aqueous solutions of acetoacetamide wherein diketene and aqueous ammonia having an ammonia concentration of about 6.0 to 9.0 weight percent are continuously fed to a reaction zone at rates which maintain in the reaction zone a pH of about 7.0 to 8.2 and a residence time of about 20 to 150 minutes while (i) maintaining the temperature of the reaction zone at about 40.degree. to 75.degree. C. and (ii) subjecting the contents of the reaction zone to vigorous agitation. An aqueous product solution having an acetoacetamide concentration of about 25 to 35 weight percent is continuously removed from the reaction zone.
    Type: Grant
    Filed: October 22, 1990
    Date of Patent: June 18, 1991
    Assignee: Eastman Kodak Company
    Inventor: Steven L. Cook
  • Patent number: 5017718
    Abstract: A process for preparing a perfluoroalkyl-substituted compound is disclosed. The process comprises reacting a halopolyfluoroalkane having 1 to 20 carbon atoms with a compound selected from the group consisting of (1) a substituted or unsubstituted ethylene, (2) a substituted or unsubstituted acetylene and (3) a substituted or unsubstituted allylsilane, in the presence of a metal-carbonyl complex of the metal of the Group VIII of the Periodic Table. Alternatively, the reaction between the halopolyfluoroalkane and the substituted or unsubstituted allylsilane is effected under radical generating condition.
    Type: Grant
    Filed: January 26, 1984
    Date of Patent: May 21, 1991
    Assignee: Sagami Chemical Research Center
    Inventors: Iwao Ojima, Takamasa Fuchikami
  • Patent number: 5015773
    Abstract: An amine is produced by reacting in the presence of hydrogen at elevated temperature a first reactant which is a compound substantially involatile at the elevated temperature employed and having either one, two or more hydroxyl functions, each of which is independently either a primary or secondary hydroxyl function, with a second reactant which is either ammonia or a primary or a secondary amine in the presence of a reductive amination catalyst wherein the reaction is effected in either a continuously or periodically open system.
    Type: Grant
    Filed: August 4, 1989
    Date of Patent: May 14, 1991
    Assignee: BP Chemicals Limited
    Inventor: Ian D. Dobson
  • Patent number: 4992585
    Abstract: In the production of .alpha.-chloroacetoacetic acid monomethylamide by reaction of chlorine with acetoacetic acid monomethylamide in an aqueous medium at temperature of -20 to +10.degree. C. in the presence of urea and alkali metal salts, neutralization of the reaction mixture, separation of solid .alpha.-chloroacetoacetic acid monomethylamide and feeding back of the mother liquor into the next batch, yield and purity of the product are improved by extracting the mother liquor obtained each time after the separation of .alpha.-chloroacetoacetic acid monomethylamide, before the mother liquor is fed back into the next batch, with an inert solvent immiscible with water.
    Type: Grant
    Filed: October 16, 1989
    Date of Patent: February 12, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Flaviano Rigamonti, Pullissery Raghunandan
  • Patent number: 4987257
    Abstract: Disclosed is a diacetylene compound comprising, as structural units, (a) at least one member selected from diacetylene group-containing organic groups of the formulae (I) and (II):R.sup.I --C.tbd.C--C.tbd.C--R.sup.II -- (I)and--R.sup.III --C.tbd.C--C.tbd.C--R.sup.IV -- (II)wherein R.sup.I is hydrogen or a (C1-16) monovalent organic group, and R.sup.II, R.sup.III and R.sup.IV are a (C1-13) divalent organic group, (b) at least one organic group having at least one carbon-to-carbon double bond, and (c) at least one connecting group connecting the units (a) and (b), which connecting group is selected from amide, imide, ester, ether, amino, imino, urethane, sulfonyl and carbonyl bonds. A cured shaped article made of this compound exhibits isotropically a high elastic modulus and has excellent mechanical properties.
    Type: Grant
    Filed: February 23, 1990
    Date of Patent: January 22, 1991
    Assignee: Director-General of Agency of Industrial Science and Technology
    Inventors: Katsuyuki Nakamura, Satoru Yamazaki, Jinichiro Kato, Kensaku Tokushige
  • Patent number: 4981987
    Abstract: An adhesion-improver which comprises a reaction product of an amino compound having a primary and/or secondary amino group in the molecule or a modified amino compound obtained by modifying the amino compound with a compound having an epoxy group, and a carbonyl compound, particularly a dicarbonyl compound of the formula: ##STR1## wherein R.sup.1 and R.sup.2 are the same or different and are each an alkyl having 1 to 16 carbon atoms, an aryl having 6 to 12 carbon atoms or an alkoxy having 1 to 4 carbon atoms, R.sup.3 is a hydrocarbon group having one or more carbon atoms, and n is 0 or 1, which is useful for improving adhesion of curable compositions such as adhesives, sealing agents, paints and pourable compounds, and a curable composition comprising a conventional main component and the adhesion-improver as set forth above which has excellent adhesion and curing characteristics.
    Type: Grant
    Filed: March 5, 1986
    Date of Patent: January 1, 1991
    Assignee: Sunstar Giken Kabushiki Kaisha
    Inventors: Masaru Sugimori, Tadao Kunishige, Koichiro Sanji
  • Patent number: 4888439
    Abstract: A novel polyprenyl compound is identified with the formula and useful for a pharmaceutical drag. ##STR1## wherein X represents a group of the formula: ##STR2## (wherein R.sup.1 and R.sup.2, which may be the same or different, represent each a hydrogen atom, a lower alkyl group, a hydroxyalkyl group, or a lower alkenyl group); a group of the formula: ##STR3## (wherein A including the nitrogen atom shown represents a ring containing nitrogen and oxygen atoms); or a group of the formula: ##STR4## (wherein R.sup.3 represents a hydrogen atom or a lower alkyl group, and R.sup.4 represents a lower alkyl group); Y represents a group of the formula: ##STR5## or a group of the formula: ##STR6## (wherein R.sup.5 represents a hydrogen atom or a lower alkyl group), and n represents an integer of from 2 to 5.
    Type: Grant
    Filed: May 1, 1985
    Date of Patent: December 19, 1989
    Assignee: Eisai Co., Ltd.
    Inventors: Isao Yamatsu, Takeshi Suzuki, Shinya Abe, Kouji Nakamoto, Akiharu Kajiwara, Manabu Murakami, Kiyoshi Oketani, Hideaki Fujisaki
  • Patent number: 4877908
    Abstract: Chiral phosphorus-containing ligands comprising at least one amine radical and at least one dihydrocarbylphosphinoxy radical of the formula W=OP (R).sub.2, in which R is a hydrocarbon radical selected from the group consisting of alkyl, aryl, and cycloalkyl radicals, wherein the ligand is selected from the group consisting of:those of the formula ##STR1## those of the formula ##STR2## those of the formula ##STR3## those of the formula ##STR4## in which formulae: R.sub.1 and R.sub.2 are selected from the group consisting of a hydrogen atom and hydrocarbon radicals;R.sub.3 and R.sub.4, which must be different from one another, are selected from the group consisting of a hydrogen atom and hydrocarbon radicals that may or may not carry at least one functional group selected from the group consisting of the alcohol, thiol, thioether, amine, imine, acid, ester, amide, and ether functional groups; andR.sub.5 and R.sub.
    Type: Grant
    Filed: October 13, 1987
    Date of Patent: October 31, 1989
    Assignee: Norsolor
    Inventors: Michele Petit, Andre Mortreux, Francis Petit, Gerard Buono
  • Patent number: 4827004
    Abstract: Novel Isoprene Derivatives which have mucosa-protective and gastric acid secretion-inhibiting properties and are useful for combatting ulcers both by treating and as a prophylaxis against gastric and/or duodenal ulcers.
    Type: Grant
    Filed: August 24, 1987
    Date of Patent: May 2, 1989
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Albert Fischli, Max Schmid, Rudolf Schmid
  • Patent number: 4801750
    Abstract: Process for the production of 2-chloroacetoacetic acid amides. Diketene is converted at a temperature of +30.degree. to -40.degree. C. with the help of hydrogen chloride into acetoacetic acid chloride. Chlorine is introduced into the mixture at a temperature of +30.degree. to -40.degree. C., whereby 2-chloroacetoacetic acid chloride is formed. The latter is converted into the corresponding amide at a temperature of +50.degree. to -40.degree. C. by reaction with a N-compound having the formula: ##STR1## wherein (i) R=R'=H, or(ii) R=R'=alkyl, substituted alkyl, aryl, substituted aryl, alkyl aryl, substituted alkyl aryl, alkoxy aryl, substituted alkoxy aryl, alkoxy alkyl or substituted alkoxy alky, or(iii) R=H, and R'=alkyl, substituted alkyl, aryl, substituted aryl, alkyl aryl, substituted alkyl aryl, alkoxy aryl, substituted alkoxy aryl, alkoxy alkyl or substituted alkoxy alkyl.
    Type: Grant
    Filed: March 24, 1982
    Date of Patent: January 31, 1989
    Assignee: Lonza Ltd.
    Inventors: Leander Tenud, Raimund Miller, Barry Jackson
  • Patent number: 4762548
    Abstract: Herbicidally active thiolcarbamates are employed in combination with a certain amide extender compound, the latter in sufficient quantity to minimize soil degradation and to prolong the soil life of the former. As a result, the herbicidal effectiveness of the thiolcarbamate herbicide is significantly enhanced and prolonged, rendering a single application or multiple applications of the herbicide effective over a longer period of time. Such herbicidal compositions can optionally contain a non-phytotoxic antidotally effective amount of thiolcarbamate herbicide antidote.
    Type: Grant
    Filed: August 12, 1985
    Date of Patent: August 9, 1988
    Assignee: Stauffer Chemical Co.
    Inventors: Reed A. Gray, Ferenc M. Pallos
  • Patent number: 4705650
    Abstract: Compounds halogenated in the .alpha.-position to an electron-attracting group of formula ##STR1## in which X denotes a halogen atom, R denotes a hydrogen atom or a hydrocarbon radical or a radical --(CH.sub.2).sub.3 --COOR.sub.1 and Z denotes a radical --CHO, --COR.sub.2, --COOR.sub.3, --CONR.sub.4 R.sub.5, --CN, --SO.sub.2 R.sub.6, --NO.sub.2, --CO--(CH.sub.2)p--COO.sub.1 or --COO(CH.sub.2)p--COOR.sub.1 are made by a halogenating deacylation of a compound of formula ##STR2## in which R' denotes a hydrogen atom or a hydrocarbon radical, R" denotes a methyl radical and Z' denotes a radical --CHO, --COR.sub.2, --COOR.sub.3, --CONR.sub.4 R.sub.5, --CN, --SO.sub.2 R.sub.6 or --NO.sub.2 or R' and R" may form a radical --(CH.sub.2)-- or R' and R" may form a radical --CO--(CH.sub.2)p-- or --COO(CH.sub.2)p--, using an alkali metal alcoholate or an alkali or alkaline-earth metal carbonate and a halogenating agent.
    Type: Grant
    Filed: July 10, 1985
    Date of Patent: November 10, 1987
    Assignee: Rhone-Poulenc Sante
    Inventors: Gerard Mignani, Didier Morel
  • Patent number: 4681898
    Abstract: Compounds of the formula ##STR1## where n is 0 or 1,R is alkyl, phenyl or R.sub.4 -substituted phenyl,R.sub.2 and R.sub.3 are, independently, alkyl orR.sub.2 and R.sub.3 together with N is ##STR2## m is 1, 2 or 3, R.sub.1 and R.sub.4 are, independently hydrogen, halo, alkyl or alkoxy, andR.sub.5 is hydrogen or alkyl of 1 to 6 carbon atomsor their pharmaceutically acceptable salts are useful as anti-diabetic agents, in particular, as hypoglycemic agents or inhibitors of post-prandial hypoglycemia.
    Type: Grant
    Filed: May 8, 1984
    Date of Patent: July 21, 1987
    Assignee: Sandoz Pharmaceuticals Corp.
    Inventor: Jeffrey Nadelson
  • Patent number: 4647413
    Abstract: Perfluoropolyether oligomers or block polymers, having a backbone with one or a plurality of perfluoropolyether segments each consisting essentially of (1) at least one perfluoroisopropyleneoxy unit, (2) a bis(perfluoromethyleneoxy-terminated) unit, and (3) a perfluoroethylidene unit terminating each segment, the backbone of the perfluoropolyether being terminated with COF and/or a functional or nonfunctional derivative thereof, said perfluoropolyethers being made by reacting a perfluoroaliphatic diacid fluoride with hexafluoropropylene epoxide to produce an acid fluoride-terminated perfluoropolyether adduct or oligomer which then can be photopolymerized to yield an acid fluoride-terminated perfluoropolyether block polymer. These oligomers and block polymers are useful as high temperature lubricants, hydraulic fluids, gaskets, adhesives and coatings as well as co-reactants wtih urethane in forming propellant binders.
    Type: Grant
    Filed: January 20, 1984
    Date of Patent: March 3, 1987
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Patricia M. Savu
  • Patent number: 4647688
    Abstract: Fatty ethers are provided which are lower alkyl ethers cyano-substituted lower alkyl ethers, ester ethers or amide ethers of fatty alcohols substituted with at least one of the following substituents: formyl, methylol, or acryloxymethyl. The substituted fatty ethers are useful as monomers in a wide variety of polymer systems.
    Type: Grant
    Filed: February 28, 1985
    Date of Patent: March 3, 1987
    Assignee: Henkel Corporation
    Inventors: Michael J. Virnig, James P. Clark, Kenneth D. MacKay
  • Patent number: 4617154
    Abstract: A process for the production of (1) an ether or (2) a second amine comprises reacting an activated olefin with respectively an alcohol or first amine in the presence of a catalyst which is either (a) an amidine or (b) a Lewis base and epoxide. The same catalyst may also be used to carry out the reverse reaction in which an activated olefin and an alcohol or first amine are produced from the appropriate ether or second amine.
    Type: Grant
    Filed: September 4, 1984
    Date of Patent: October 14, 1986
    Assignee: BP Chemicals Limited
    Inventor: Michael J. Green
  • Patent number: 4567004
    Abstract: Monomethyl-substituted methylene compounds are obtained by reacting methylene compounds of the formula ##STR1## in which R.sup.1 and R.sup.2 independently of one another represent --CN, --CO--R.sup.3, --SO.sub.2 --R.sup.3 or --NO.sub.2 andR.sup.1 can additionally denote -aryl(R.sup.1).sub.n,whereinR.sup.3 denotes --OH, alkyl, aralkyl, aryl, alkoxy, aralkoxy or aryloxy, or amino which is substituted by alkyl and/or aralkyl and/or aryl, and furthermoretwo radicals R.sup.3 together can be an alkylene group, the radical of an aliphatic diol or of an aliphatic diamine or the group --NH--CO--NH-- and n represents 1, 2 or 3,with formaldehyde and with hydrogen in the presence of a condensation catalyst and a hydrogenation catalyst at elevated temperature, the methylene compound being introduced into the liquid phase of the mixture of reactants in the course of the reaction.
    Type: Grant
    Filed: July 18, 1984
    Date of Patent: January 28, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Heinz U. Blank, Erich Wolters
  • Patent number: 4533747
    Abstract: The compounds represented by the formula (I) ##STR1## wherein m is 0, 1 or 2; p is 9, 10, 11, 12 or 13; R.sub.1 ' is hydrogen, ##STR2## and R.sub.2 ' is amino, --NHCH.sub.2 CO.sub.2 R.sub.3 ', ##STR3## --NHCH.sub.2 CONH.sub.2 or --OR.sub.3 ' wherein R.sub.3 ' is an alkyl radical containing one to six carbon atoms with the proviso that when m is 0, R.sub.1 ' is hydrogen are chemical intermediates in the synthesis of leukotriene antagonists of the formula (II) ##STR4## wherein m and p, are described above and R.sub.1 is hydrogen, amino or ##STR5## R.sub.2 is hydroxyl, amino, --NHCH.sub.2 CO.sub.2 H, ##STR6## --NHCH.sub.2 CONH.sub.2 ; and X is ##STR7## --CO.sub.2 H or --CH.sub.2 OH which are useful in the treatment of diseases in which leukotrienes are a factor, such as asthma.
    Type: Grant
    Filed: March 7, 1983
    Date of Patent: August 6, 1985
    Assignee: SmithKline Beckman Corporation
    Inventors: John G. Gleason, Ralph F. Hall, Thomas W. Ku
  • Patent number: 4526721
    Abstract: The pot life of a mixture of an epoxide resin and a curing agent comprising a compound containing a plurality of amine groups is improved by carbonating the curing agent.
    Type: Grant
    Filed: June 27, 1983
    Date of Patent: July 2, 1985
    Assignee: Thomas Swan & Co. Ltd.
    Inventor: Frank B. Richardson
  • Patent number: 4476132
    Abstract: Quinolinone derivatives of the formula (I) ##STR1## in which X represents oxy or a direct bond, R.sub.1 represents an aliphatic, cycloaliphatic, aromatic, araliphatic, heterocyclic or heterocyclic-aliphatic radical or hydrogen, Ph represents an optionally additionally substituted 1,2-phenylene radical containing the group R.sub.1 --X--C(O)--, and one of the radicals R.sub.2 and R.sub.3 represents an optionally esterified or amidated carboxy group R.sub.4 and the other represents hydrogen or an aliphatic radical or, in the case of a radical R.sub.3, hydroxy, and in which either R.sub.A and R.sub.B together represent oxo, R.sub.C and R.sub.D together represent an additional bond, or, when R.sub.2 represents a radical R.sub.4, R.sub.C is hydrogen and R.sub.3 and R.sub.D together represent oxo, and R.sub.E represents a radical R.sub.5 which represents hydrogen or an aliphatic, cycloaliphatic, araliphatic heterocyclic-aliphatic radical, or R.sub.A represents an optionally etherified hydroxy group and R.sub.
    Type: Grant
    Filed: March 19, 1982
    Date of Patent: October 9, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: Richard Goschke, Pier G. Ferrini, Alfred Sallmann
  • Patent number: 4460601
    Abstract: Dipeptides are claimed which consist of a mercaptoalkanoic acid and a derivative of said acid, namely an S-alkyl-, aralkyl-, aryl-, acyl- or aroyl derivative with methionine, a methionine ester or a methionine amide, as well as their salts with metallic cations and organic bases. These compounds have the property of protecting the liver against intoxications and have sedative and hypnotic properties.
    Type: Grant
    Filed: December 21, 1982
    Date of Patent: July 17, 1984
    Assignee: Maggioni Farmaceutici, S.p.A.
    Inventors: Giampaolo Picciola, Franco Ravenna, Mario Riva