At 2-position Patents (Class 546/243)
  • Patent number: 5532372
    Abstract: An imide compound of the formula: ##STR1## wherein Z is a group of the formula: ##STR2## in which the substituents are defined herein, and n is an integer of 0 to 1;D is a group of the formula:--(CH.sub.2).sub.p --A--(CH.sub.2).sub.q --in which A is a non-aromatic hydrocarbon ring optionally bridged with a lower alkylene group or an oxygen atom, said non-aromatic hydrocarbon ring and said lower alkylene group being each optionally substituted with at least one lower alkyl, and p and q are each an integer of 0, 1 or 2; andAr is an aromatic group, a heterocyclic aromatic group, a benzoyl group, a phenoxy group or a phenylthio group and G is >N--, >CH-- or >COH-- or Ar is a biphenylmethylidene group and G is >C.dbd., all of the above groups being each optionally substituted with at least one of lower alkyl, lower alkoxy and halogen; and its acid addition salts, useful as an antipsycotic agent.
    Type: Grant
    Filed: August 30, 1993
    Date of Patent: July 2, 1996
    Assignee: Sumitomo Pharmaceuticals Company, Ltd.
    Inventors: Ikutaro Saji, Masayuki Muto, Norihiko Tanno, Mayumi Yoshigi
  • Patent number: 5527926
    Abstract: In accordance with the present invention a novel method and composition for using nonionic contrast media to reduce the risk of clot formation in a diagnostic procedure is disclosed. Novel compositions for such method are also disclosed. The present method comprises employing a triiodinated phenyl contrast agent having a heterocyclic group or a dimeric triiodinated phenyl contrast agent having one or more heterocyclic groups.
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: June 18, 1996
    Assignee: Bracco International B.V.
    Inventors: Ramachandran S. Ranganathan, Radhakrishna K. Pillai
  • Patent number: 5521315
    Abstract: There is disclosed an olefin-substituted compound having the formula:R--(core moiety),wherein R is a straignt chain hydrocarbon having at least one double bond and a carbon chain length of from about 6 to about 18 carbon atoms, wherein multiple double bonds are separated from each other by at least three carbon atoms, wherein the closest double bond to the core moiety is at least five carbon atoms from the core moiety, and wherein the hydrocarbon chain may be substituted by a hydroxyl, halo, keto or dimethylanimo group and/or interrupted by an oxygen atom and salts thereof and pharmaceutical compositions thereof.
    Type: Grant
    Filed: May 10, 1993
    Date of Patent: May 28, 1996
    Assignee: Cell Therapeutics, Inc.
    Inventors: Gail Underiner, David Porubek, J. Peter Klein, Elisa Eiseman, Alistair Leigh, Anil Kumar, John Michnick
  • Patent number: 5516776
    Abstract: A process and intermediates for the enantioselective synthesis of 5,10-dideaza-5,6,7,8-tetrahydrofolic acid are disclosed.
    Type: Grant
    Filed: September 12, 1994
    Date of Patent: May 14, 1996
    Assignee: Eli Lilly and Company
    Inventors: Charles J. Barnett, Thomas M. Wilson
  • Patent number: 5514777
    Abstract: This invention provides solution-phase methods for the synthesis of peptidyl argininals and to novel reagents useful therein.
    Type: Grant
    Filed: June 17, 1994
    Date of Patent: May 7, 1996
    Assignee: Corvas International, Inc.
    Inventors: Thomas R. Webb, John E. Reiner, Susan Y. Tamura, William C. Ripka, Raymond Dagnino, Jr.
  • Patent number: 5506243
    Abstract: Since sulfonamide derivatives of the present invention show strong inhibitory activity against cysteine protease such as calpain papain, cathepsin B, cathepsin H, cathepsin L, they can be used as remedies for muscular dystrophy, cataract, myocardial infarction, stroke, Alzheimer's disease, amyotrophia, osteoporosis, hypercalcemia or the like.
    Type: Grant
    Filed: April 28, 1994
    Date of Patent: April 9, 1996
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Ryoichi Ando, Toshiro Sakaki, Chizuko Takahashi, Yoshiyuki Fujimura
  • Patent number: 5504056
    Abstract: A heterocyclic cyclohexanedione derivative represented by the general formula I!: ##STR1## wherein R.sup.1 is optionally substituted lower alkyl, optionally substituted cycloalkyl, optionally substituted phenyl or optionally substituted heterocyclic ring; R.sup.2, R.sup.3, R.sup.4 and R.sup.5 may be the same or different from one another and each independently represents hydrogen or lower alkyl; R.sup.6 is hydrogen; R.sup.7 is OR.sup.8 wherein R.sup.8 is hydrogen, lower alkyl, aralkyl, lower acyl, alkylsulfonyl or arylsulfonyl; or R.sup.6 and R.sup.7 are combined together to represent a single bond; X is oxygen, sulfur or N--R.sup.9 wherein R.sup.9 is hydrogen, lower alkyl, optionally substituted aralkyl, optionally substituted cycloalkyl, optionally substituted phenyl or optionally substituted heterocyclic ring, a salts thereof, a process for producing the same, and a herbicides comprising the same.
    Type: Grant
    Filed: July 20, 1994
    Date of Patent: April 2, 1996
    Assignee: Nippon Soda Co., Ltd.
    Inventors: Hiroyuki Adachi, Toshio Aihara, Katsunori Tanaka, Takashi Kawana, Shigeo Yamada, Hideo Hosaka
  • Patent number: 5502185
    Abstract: Cyclic lactams are prepared by reacting an aminocarboxylic acid compound of the formula IH.sub.2 N--(CH.sub.2).sub.m --COR.sup.1 Iwhere R.sup.1 is --OH, --O--C.sub.1 -C.sub.12 -alkyl or --NR.sup.2 R.sup.3 and R.sup.2 and R.sup.3, independently of one another, are each hydrogen, C.sub.1 -C.sub.12 -alkyl or C.sub.5 -C.sub.8 -cycloalkyl and m is an integer from 3 to 12, with water by a process in which the reaction is carried out in the liquid phase using a heterogeneous catalyst.
    Type: Grant
    Filed: December 19, 1994
    Date of Patent: March 26, 1996
    Assignee: BASF Aktiengesellschaft
    Inventors: Eberhard Fuchs, Tom Witzel
  • Patent number: 5496943
    Abstract: Disclosed is a novel heterocyclic compound selected from the group consisting of the compounds [IV] to [VII], [IX] and [X]. The heterocyclic compound is useful for reactive materials in chemical industry. A process for producing the heterocyclic compound is also disclosed.
    Type: Grant
    Filed: March 13, 1992
    Date of Patent: March 5, 1996
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Otohiko Tsuge, Taizo Hatta, Satoshi Urano, Noriyuki Tsuboniwa, Ryuzo Mizuguchi
  • Patent number: 5493021
    Abstract: Lactams, in particular epsilon-caprolactam (a basic starting material for the production of nylon 6), are selectively prepared by cyclizing/reacting the corresponding aminonitriles with water, in the presence of a catalytically effective amount of a deactivation-resistant solid metal phosphate having the general formula (II):MH.sub.h (PO.sub.4).sub.n .multidot.(Imp).sub.pin which M is a divalent, trivalent, tetravalent or pentavalent element selected from among those of Groups 2a, 3b, 4b, 5b, 6b, 7b, 8, 2b, 3a, 4a and 5a of the Periodic Table, or mixture thereof, or M=0; Imp is a basic impregnating compound which comprises an alkali or alkaline earth metal, or mixture thereof, together with an electrical neutrality-ensuing counteranion therefor; n is 1, 2 or 3; h is 0, 1 or 2; and p is a number ranging from 0 to 1/3, corresponding to the molar ratio between the moiety Imp and the moiety MH.sub.h (PO.sub.4).sub.n.
    Type: Grant
    Filed: December 21, 1994
    Date of Patent: February 20, 1996
    Assignee: Rhone-Poulenc Chimie
    Inventors: David Barratt, Laurent Gilbert
  • Patent number: 5489689
    Abstract: A piperidine derivative such as sufentanil is formed in a process which includes the step of condensing a piperidone with a primary amine so as to form a 4-amino-4-carboxyamino-piperidine.
    Type: Grant
    Filed: September 30, 1993
    Date of Patent: February 6, 1996
    Assignee: Mallinckrodt Chemical, Inc.
    Inventor: Jacob Mathew
  • Patent number: 5484799
    Abstract: Novel antifungal and antitumor agents having the formula ##STR1## as well as pharmaceutically acceptable salts, esters, amides and pro-drugs thereof, wherein R is selected from the group consisting of ##STR2## Also disclosed are pharmaceutical compositions comprising such compounds, and methods of treatment and processes of manufacture relating thereto.
    Type: Grant
    Filed: December 9, 1993
    Date of Patent: January 16, 1996
    Assignee: Abbott Laboratories
    Inventors: Jill E. Hochlowski, Marianna Jackson, Sunil K. Kadam, James P. Karwowski, James B. McAlpine
  • Patent number: 5470878
    Abstract: Therapeutic compounds have the formula:(X)j-(non-cyclic core moiety),j being an integer from one to three, the core moiety is non-cyclic and X is a racemic mixture, R or S enantiomer, solvate, hydrate, or salt of: ##STR1## *C is a chiral carbon atom, n is an integer from one to four (preferably from one to three), one or more carbon atoms of (CH.sub.2).sub.n may be substituted by a keto or hydroxy group, and m is an integer from one to fourteen. Independently, R.sub.1 and R.sub.2 may be a hydrogen, a straight or branched chain alkane or alkene of up to twelve carbon atoms in length, or --(CH.sub.2).sub.w R.sub.5, w being an integer from two to fourteen and R.sub.5 being a mono-, di- or tri-substituted or unsubstituted aryl group, substituents on R.sub.5 being hydroxy, chloro, fluoro, bromo, or C.sub.1-6 alkoxy. Or jointly, R.sub.1 and R.sub.2 form a substituted or unsubstituted, saturated or unsaturated heterocyclic group having from four to eight carbon atoms, N being a hetero atom. R.sub.
    Type: Grant
    Filed: December 8, 1993
    Date of Patent: November 28, 1995
    Assignee: Cell Therapeutics, Inc.
    Inventors: John Michnick, Gail E. Underiner, J. Peter Klein, Glenn C. Rice
  • Patent number: 5449780
    Abstract: A process for the manufacture of 1,3- and 1,5-dialkylpiperidone-2 by reacting 2-methylglutaronitrile with a primary alkylamine in the presence of hydrogen, water, and a hydrogenation catalyst.
    Type: Grant
    Filed: March 10, 1994
    Date of Patent: September 12, 1995
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: John R. Kosak
  • Patent number: 5434266
    Abstract: Broad spectrum glycosidase inhibitors are produced from monosaccharide lactams by conversion to amidines, amidrazones, or amidoximes. The inhibitors have the general formula: ##STR1## wherein the N and C are joined as part of a monosaccharide azaanalog ring and wherein --NRQ, together with the nitrogen and carbon atoms, form a chemical group selected from amidines, amidrazones, and amidoximes.
    Type: Grant
    Filed: April 29, 1993
    Date of Patent: July 18, 1995
    Assignee: Cornell Research Foundation, Inc.
    Inventors: Bruce Ganem, Michael K. Tong, George Papandreou
  • Patent number: 5432175
    Abstract: Pyridine and pyridine N-oxide derivatives of diaryl methyl piperidines or piperazines and pharmaceutically acceptable salts thereof are disclosed, which possess anti-allergic and anti-inflammatory activity. Pharmaceutical compositions containing and methods of using the compounds are also described.
    Type: Grant
    Filed: April 1, 1993
    Date of Patent: July 11, 1995
    Assignee: Schering Corporation
    Inventors: John J. Piwinski, Jesse Wong, Michael J. Green, Vera Seidl, Richard Friary
  • Patent number: 5414089
    Abstract: Provided is a long chain carboxylic acid imide ester (I) represented by the following general formula (I) ##STR1## wherein W is a divalent long chain hydrocarbon group which may optionally be interrupted by one or more groups each independently selected from the group consisting of an oxygen atom, a sulfur atom, and a group of --N(R.sup.1)-- (R.sup.1 being a lower alkyl group) and X represents a divalent hydrocarbon group which may optionally be substituted, or salts thereof. The above long chain carboxylic acid imide ester or its salts is useful for modifying enzymes or proteins having biological activities to give their derivatives which have, while retaining most of the original biological activities, an extremely prolonged plasma half-life as compared with the proteins and have no antigenecities and can be administered to animals.
    Type: Grant
    Filed: August 16, 1993
    Date of Patent: May 9, 1995
    Assignee: Kuraray Co., Ltd.
    Inventors: Iwao Ebashi, Tetsuo Takigawa, Masayasu Inoue
  • Patent number: 5391750
    Abstract: The present invention relates to a process for the preparation of 4-hydroxy-2,2,6,6-tetramethylpiperidine by heterogeneous catalytic hydrogenation of 4-oxo-2,2,6,6-tetramethylpiperidine in a melt or solution at temperatures of 60.degree. C. to 200.degree. C. and hydrogen pressures of 10 to 300 bar, in the presence of a catalyst comprisingfrom 20 to 68% by weight of copper,from 0 to 40% by weight of chromium,from 0 to 60% by weight of zinc,from 0 to 5% by weight of manganese,from 0 to 12% by weight of barium,from 0 to 15% by weight of silicon, andfrom 0 to 10% by weight of nickel,in each case based on the oxidic catalyst mass, and in which the catalyst is activated by hydrogen or a hydrogen-containing gas mixture, and separating the 4-hydroxy-2,2,6,6-tetramethylpiperidine from the catalyst.
    Type: Grant
    Filed: November 18, 1993
    Date of Patent: February 21, 1995
    Assignee: Huels Aktiengesellschaft
    Inventors: Gerhard Thelen, Guthard Mock, Otto Hallmann
  • Patent number: 5385948
    Abstract: A solvent for producing emulsifiable concentrates from agriculturally active chemicals which are insoluble in water comprises an alkoxyalkyl lactam such as butoxy propyl pyrrolidone. An agriculturally active chemical and the alkoxyalkyl lactam are admixed optionally with co-solvents, emulsifiers and surfactants to produce a stable emulsifiable concentrate. The concentrate is dilutable with water at the point of use to produce either macro or micro emulsions which are themselves stable to assure even application.
    Type: Grant
    Filed: February 16, 1993
    Date of Patent: January 31, 1995
    Assignee: ISP Investments Inc.
    Inventors: Ratan K. Chaudhuri, Kolazi S. Narayanan, Lowell R. Anderson
  • Patent number: 5384406
    Abstract: This invention relates to hydrolysis resistant, water-soluble ammonium salt solids which are biologically active and which are described by the formula ##STR1## wherein m has a value of from 1 to 3; n has a value of from 1 to 4 and is equal to the free valences in anion R; p has a value of from 1 to 3; R.sub.1, R.sub.2 and R.sub.3 are each independently selected from the group of hydrogen, and C.sub.1 to C.sub.2 alkyl; R.sub.5 and R.sub.6 are each independently selected from the group of hydrogen, hydroxyalkyl and alkoxyalkyl radicals having from 1 to 10 carbon atoms and R is the anion of a biologically active, water-insoluble anion having at least 1 deprotonized hydrogen and is derived from a biologically active, acidic, organic compound selected from the group of a carboxylic, thiocarbonic, sulfonic, sulfinic, thiosulfonic, thioacid, mono- and di-thiophosphate and phosphorous containing acid, having a pKa* value less than 5.
    Type: Grant
    Filed: May 6, 1993
    Date of Patent: January 24, 1995
    Assignee: ISP Investments Inc.
    Inventors: Kolazi S. Narayanan, Ratan K. Chaudhuri, Robert B. Login
  • Patent number: 5376529
    Abstract: This invention relates to novel methods for the release of nucleic acids from cells in complex biological samples or specimens to prepare and make available the nucleic acid material present for a hybridization assay or for extraction. Novel methods for hybridization of nucleic acids are also presented. In particular methods are described for isolating nucleic acid from a sample containing a complex biological mixture of nucleic acid and non-nucleic acids wherein the sample is combined with a hybridization medium comprising a lactam which promotes and enables nucleic acid pairing when complementary nucleic acid is introduced. The lactam is preferably about 5 to about 70% of the hybridization medium and is most preferably 2-pyrrolidone, N-ethyl-2-pyrrolidone, N-cyclohexyl-2-pyrrolidone, N-dodecyl-2-pyrrolidone, N-methyl-2-pyrrolidone, N-hydroxyethyl-2-pyrrolidone, N-methyl-2-piperidone, 2-.epsilon.-caprolactam, N-methyl-2-caprolactam, 2-piperidone or N-(4-hydroxybenzyl)pyrrolidone.
    Type: Grant
    Filed: December 13, 1991
    Date of Patent: December 27, 1994
    Assignee: MicroProbe Corporation
    Inventors: Jeffrey Van Ness, Nicolaas M. J. Vermeulen
  • Patent number: 5371238
    Abstract: A process for producing an azacycloalkane derivative represented by the following general formula (II): ##STR1## wherein m is an integer of from 1 to 3, n.sub.2 is an integer of from 2 to 10, andR represents an alkyl group having 3 to 12 carbon atoms,characterized by reacting a 1-(n-alkenyl)-azacycloalkan-2-one represented by the following general formula (I): ##STR2## wherein m is an integer of from 1 to 3, and n.sub.1 is an integer of from 0 to 8,with an alkyl mercaptan in the presence of a radical initiator in an organic solvent, treating the reaction mixture thus obtained with a reducing agent in a water-containing organic solvent, and then purifying the treated mixture by distillation.
    Type: Grant
    Filed: April 23, 1993
    Date of Patent: December 6, 1994
    Assignee: Hisamitsu Pharmaceutical Co., Inc.
    Inventors: Masaru Saita, Hisataka Inoue, Terumi Hachiya, Shigenori Yahiro, Kanji Noda
  • Patent number: 5359077
    Abstract: The process involves ring opening and ring closure of compounds containing a tetrahydrofuroyl group ##STR1## to provide facile synthesis of compounds containing a piperidin-2-one group of the formula ##STR2##
    Type: Grant
    Filed: June 5, 1992
    Date of Patent: October 25, 1994
    Assignee: Bristol-Myers Squibb Company
    Inventors: Ramachandran S. Ranganathan, Thangavel Arunachalam, Kenneth J. Natalie, Jr
  • Patent number: 5352251
    Abstract: The present invention is directed to the use of cyclic amide alkoxylate compounds as additives in fuel compositions having a major amount of a mixture of hydrocarbons in the gasoline boiling range and a minor amount of one or more cyclic amide alkoxylate compounds of the formula: ##STR1## wherein x is from 2 to 20 and y is from 1 to 50. R.sub.1 and R.sub.2 are independently hydrogen, hydrocarbyl of 1 to 100 carbon atoms or substituted hydrocarbyl of 1 to 100 carbon atoms. R.sub.3 is hydrocarbyl of 1 to 100 carbon atoms or substituted hydrocarbyl of 1 to 100 carbon atoms and R.sub.4 is independently hydrocarbyl of 2 to 100 carbon atoms or substituted hydrocarbyl of 2 to 100 carbon atoms. R.sub.5 is hydrogen, hydrocarbyl of 1 to 100 carbon atoms, or substituted hydrocarbyl of 1 to 100 carbon atoms or acyl of 1 to 20 carbon atoms.
    Type: Grant
    Filed: March 30, 1993
    Date of Patent: October 4, 1994
    Assignee: Shell Oil Company
    Inventors: Jiang-Jen Lin, James R. Macias, Earl J. Haury, Sarah L. Weaver, Charles L. Edwards, Pen-Chung Wang, Garo G. Vaporciyan
  • Patent number: 5342937
    Abstract: A solvent soluble heterocyclic o-hydroxy thione carrying a lipophilic group and the process for the selective extraction of gallium, and certain other related metals, especially from solutions containing excess aluminium.
    Type: Grant
    Filed: October 7, 1991
    Date of Patent: August 30, 1994
    Assignees: Zeneca, Limited, Nerco, Inc.
    Inventors: Peter W. Austin, Peter M. Quan, Peter A. Tasker, Derek Thorp
  • Patent number: 5324844
    Abstract: Poly(ethylene glycol)-N-succinimide carbonate and its preparation are disclosed. Polyethylene glycol (PEG) is converted into its N-succinimide carbonate derivative. This form of the polymer reacts readily with amino groups of proteins in aqueous buffers. The modified proteins have PEG-chains grafted onto the polypeptide backbone by means of stable, hydrolysis-resistant urethane (carbamate) linkages.
    Type: Grant
    Filed: January 8, 1992
    Date of Patent: June 28, 1994
    Assignee: Enzon, Inc.
    Inventor: Shmuel Zalipsky
  • Patent number: 5306718
    Abstract: Pharmaceutically useful nitrogen containing cyclic oxime and amine substituted compounds of the following general Formulas I, II and III are disclosed: ##STR1## Specifically the compounds are azabicyclo [2.2.1] omimes, azabicyclo [2.2.2] oximes, azabicyclo [2.2.1] amines, azabicyclo [2.2.2] amines, azabicyclo [3.2.1] oximes and amine containing heterocyclic oximes wherein the heterocyclic ring contains from 4 to 5 [3 to 7] carbon atoms.
    Type: Grant
    Filed: October 16, 1991
    Date of Patent: April 26, 1994
    Assignee: Warner-Lambert Company
    Inventors: David J. Lauffer, Walter H. Moos, Michael R. Pavia, Haile Tecle, Anthony J. Thomas
  • Patent number: 5278311
    Abstract: Novel nonionic contrast agents of the formula ##STR1## or dimers of the formula ##STR2## are disclosed where X, Z and R.sub.1 -R.sub.5 are as defined herein.
    Type: Grant
    Filed: June 5, 1992
    Date of Patent: January 11, 1994
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Thangavel Arunachalam, Ramachandran Ranganathan
  • Patent number: 5276165
    Abstract: A process for the preparation of N-substituted lactams of the formula I ##STR1## where Z is C.sub.2 - to C.sub.10 -alkylene, C.sub.7 - to C.sub.12 -aralkylene, phenylene or naphthylene, andR.sup.1 is C.sub.1 - to C.sub.20 -alkyl, C.sub.6 - to C.sub.10 -aryl or C.sub.7 - to C.sub.12 -aralkyl,by hydrogenating a compound of the formula II ##STR2## where W is C.sub.2 - to C.sub.10 -alkylene, C.sub.2 - to C.sub.10 -alkenylene, C.sub.7 - to C.sub.12 -aralkylene, phenylene or naphthylene, andX and Y together form an oxa or imido bridge of the formula ##STR3## or alternatively are identical or different and are hydroxyl, C.sub.1 - to C.sub.20 -alkoxy, C.sub.6 - to C.sub.10 -aryloxy or C.sub.7 - to C.sub.12 -aralkoxy, and, if X and Y are different, Y, in addition to the abovementioned meanings, may also be hydrogen,at superatmospheric pressure and at elevated temperature in the presence of a catalyst and in the presence of an amine, which comprises using a secondary and/or tertiary amine of the formula IIINH.sub.n R.
    Type: Grant
    Filed: November 25, 1992
    Date of Patent: January 4, 1994
    Assignee: BASF Aktiengesellschaft
    Inventors: Hans-Juergen Weyer, Rolf Fischer
  • 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: 5252689
    Abstract: A novel, one component self-crosslinking resin and a process for its preparation are provided. The resin is the copolymer of:(I) N-hydroxysuccinimide-blocked meta-isopropenylalpha, alpha-dimethylbenzyl isocyanate;(II) a hydroxy group-containing ethylenically unsaturated monomer such as hydroxyethyl acrylate; and(III) optionally, an ethylenically unsaturated monomer free of hydroxy groups such as methylmethacrylate or butyl acrylate.The copolymers are useful as thermally stable fast curing one component resins for paint, and produce, upon heat curing, films and objects with good hardness and solvent resistance.
    Type: Grant
    Filed: October 20, 1992
    Date of Patent: October 12, 1993
    Assignee: American Cyanamid Company
    Inventors: Howard R. Lucas, Kuang-Jong Wu, William F. Jacobs
  • Patent number: 5248779
    Abstract: Nojirimycin .delta.-lactam and deoxynojirimycin are each synthesized from 5,6-anhydro-3-O-benzyl-1,2-O-isopropylidene-L-idofuranose as a divergent intermediate by a method which comprises formation of the piperidine ring by connection of nitrogen between C-1 and C-5 with inversion of configuration at C-5 to form nojirimycin .delta.-lactam or between C-2 and C-6 with inversion of configuration at C-2.
    Type: Grant
    Filed: September 24, 1992
    Date of Patent: September 28, 1993
    Assignee: Monsanto Company
    Inventor: George W. J. Fleet
  • Patent number: 5231105
    Abstract: An ethylamine derivative of formula (I): ##STR1## wherein A represents a carbon atom or a nitrogen atom;B represents a substituted or unsubstituted aralkyl or aryl group;C represents hydrogen, alkyl, aralkyl, or aryl, each of which may optionally be substituted orC may optionally be bonded to A to form an alkylene bridge which is optionally substituted,Q represents a substituted or unsubstituted aryl group, said group optionally being substituted by hetero atom(s) or substituent(s) optionally containing hetero atom(s); andX represents an alkylene bridge having from 2 to 20 carbon atoms and is optionally substituted with groups which include hetero atoms with the non-hetero atom substituents optionally containing hetero atoms.
    Type: Grant
    Filed: May 22, 1989
    Date of Patent: July 27, 1993
    Assignee: Ajinomoto Co., Inc.
    Inventors: Masataka Shoji, Kozo Toyota, Chikahiko Eguchi, Ryota Yoshimoto, Yosikatsu Koyama, Hideki Domoto, Akira Kamimura
  • Patent number: 5231185
    Abstract: Broad spectrum glycosidase inhibitors are produced from monosaccharide lactams by conversion to amidines, amidrazones, or amidoximes. The inhibitors have the general formula: ##STR1## wherein the N and C are joined as part of a monosaccharide azaanalog ring and wherein --NRQ, together with the nitrogen and carbon atoms, form a chemical group selected from amidines, amidrazones, and amidoximes.
    Type: Grant
    Filed: July 23, 1991
    Date of Patent: July 27, 1993
    Assignee: Cornell Research Foundation, Inc.
    Inventors: Bruce Ganem, Michael K. Tong, George Papandreou
  • Patent number: 5229518
    Abstract: The present invention relates to intermediates useful in the process for the preparation of a compound of the formula: ##STR1## wherein R.sub.2a is hydrogen or loweralkyl, R.sub.2b is hydrogen, loweralkyl, cycloalkyl or phenyl and R.sub.1 is loweralkyl, cycloalky, cycloalkylalkyl, phenyl or benzyl. These intermediates are compounds of the formula: ##STR2## wherein R.sub.1, R.sub.2a and R.sub.2b are defined as above.
    Type: Grant
    Filed: November 20, 1991
    Date of Patent: July 20, 1993
    Assignee: Abbott Laboratories
    Inventors: Daniel J. Plata, Anthony K. L. Fung, Howard E. Morton, M. Robert Leanna, William R. Baker, John K. Pratt
  • Patent number: 5227482
    Abstract: A method for preparing a lactam, which comprises subjecting a cycloalkanone oxime to a Beckmann rearrangement reaction in a gas phase in the presence of a carrier-supported catalyst containing tantalum, wherein the carrier-supported catalyst is the one prepared by contacting an organic compound containing tantalum to a silica carrier having pores with pore diameters of from to 150,000 .ANG. wherein the pore volume of pores with pore diameters of from 40 to 2,000 .ANG. is at least 80% of the total pore volume of pores with pore diameters of from 40 to 150,000 .ANG..
    Type: Grant
    Filed: April 17, 1992
    Date of Patent: July 13, 1993
    Assignee: Mitsubishi Kasei Corporation
    Inventor: Takashi Ushikubo
  • Patent number: 5218113
    Abstract: This invention provides compositions comprising a physiologically-active agent and a compound having the structural formula ##STR1## wherein X may represent sulfur or two hydrogen atoms; R' is H or a lower alkyl group having 1-4 carbon atoms; m is 2-6; n is 0-18 and R is --CH.sub.3, ##STR2## wherein R'' is H or halogen, in an amount effective to enhance the penetration of the physiologically-active agent through the skin or other membrane of the body of an animal.
    Type: Grant
    Filed: August 16, 1991
    Date of Patent: June 8, 1993
    Assignee: Whitby Research, Inc.
    Inventors: Gevork Minaskanian, James V. Peck, Eric L. Nelson
  • Patent number: 5194614
    Abstract: Compounds of general formula: ##STR1## in which A and R are defined in the description.
    Type: Grant
    Filed: February 26, 1991
    Date of Patent: March 16, 1993
    Assignee: Adir et Compagnie
    Inventors: Jean Andrieux, Raymond Houssin, Said Yous, Beatrice Guardiola, Daniel Lesieur
  • Patent number: 5180516
    Abstract: Heterocyclic (poly)peroxycarboxylic acids having a N-amidic heteroatom, which have the formula:R--(CH.sub.2).sub.m --R' (I)wherein:R and R', alike or different from each other, represent hydrogen atoms or a group: ##STR1## with the proviso that at least one of R and R' shall be different from H, and wherein the other symbols have the following meaning:R" represents a hydrogen atom or any other substituent non-reactive in the presence of the active oxygen of the peroxycarboxylic group and/or under the preparation conditions;m represents a number between 1 to 12;n represents a number selected from 0, 1 and 2;p represents a number between 1 and 3;their process of preparation and their use as bleaching agents.
    Type: Grant
    Filed: July 8, 1991
    Date of Patent: January 19, 1993
    Assignee: Ausimont S.r.l.
    Inventors: Carlo Venturello, Claudio Cavallotti
  • Patent number: 5145865
    Abstract: Phenylcarboxylic acid derivatives having a hetero ring in the substituent of the formula: ##STR1## wherein R.sup.1 is halogen, alkyl, cycloalkyl, hydroxy, alkoxy, phenoxy which has a substituent selected from halogen and alkyl, carboxyl, alkylsulfonyloxy, phenylsulfonyloxy optionally substituted by halogen, alkylsulfonyloxyalkoxy, amino, alkanoylamino, benzoylamino, alkenyloxy, phenylalkoxyalkoxy, hydroxyalkoxy, phenylalkoxy having optionally 1 to 3 substituents selected from halogen, alkyl and alkoxy, halogenoalkyl, cycloalkyloxy optionally substituted by hydroxy, alkoxy substituted by cycloalkyl having optionally hydroxy substituent, imidazolylalkyl or imidazolylalkoxy; k is 0 or 1 to 3; or (R.sup.1).sub.k is alkylenedioxy; A is alkylene or alkylenoxy; l is 0 or 1; B is methylene or carbonyl; m is 0 or 1; D is alkylene; E is alkylene or alkenylene; n is 0 or 1; and R.sup.
    Type: Grant
    Filed: April 19, 1990
    Date of Patent: September 8, 1992
    Assignee: Otsuka Pharmaceutical Company, Limited
    Inventors: Setsuro Fujii, deceased, by Shinichiro Fujii, administrator, by Kaoruko Takada, administrator, Hiroyuki Kawamura, Shinichi Watanabe
  • Patent number: 5143921
    Abstract: Novel terpene amino alcohols having an antiallergic activity or an activity of improving cerebral function are provided. Also provided are medicinal uses of the alcohols.
    Type: Grant
    Filed: June 4, 1990
    Date of Patent: September 1, 1992
    Assignee: Kuraray Co., Ltd.
    Inventors: Koichi Kanehira, Katsushi Eziri, Manzo Shiono, Yoshiji Fujita, Johji Yamahara
  • Patent number: 5136053
    Abstract: A method for producing a cyclic alkyleneimine, which comprises reacting a cyclic ether with a compound of the formula NH.sub.2 R wherein R is a hydrogen atom or an alkyl group, in a vapor phase in the presence of a solid acid catalyst, wherein the reaction is conducted under a pressure of at least 0.5 kg/cm.sup.2 G as the total pressure of partial pressures of the reactants and the reaction product.
    Type: Grant
    Filed: March 2, 1990
    Date of Patent: August 4, 1992
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Hitoshi Sugiyama, Tomoyuki Mori
  • Patent number: 5124444
    Abstract: This invention relates to novel methods for the extraction of nucleic acid. In particular methods are described for isolating nucleic acid from a sample containing a complex biological mixture of nucleic acid and non-nucleic acids wherein the sample is combined with an extraction solution comprising a lactam and then the nucleic acid material is isolated from the resulting combined solution. The resulting combined solution is mixed and becomes biphasic and the nucleic acid material is isolated from the aqueous phase by precipitation with ethanol. The lactam is preferably about 5 to about 70% of the extraction solution and is most preferably 2-pyrrolidone, N-ethyl-2-pyrrolidone, N-cyclohexyl-2-pyrrolidone, N-dodecyl-2-pyrrolidone, N-methyl-2-pyrrolidone, N-hydroxyethyl-2-pyrrolidone, N-methyl-2-piperidone, 2-.epsilon.-caprolactam, N-methyl-2-caprolactam, 2-piperidone or N-(4-hydroxybenzyl)pyrrolidone. Methods for selectively isolating DNA, ribosomal RNA and plasmid DNA are also disclosed.
    Type: Grant
    Filed: July 24, 1989
    Date of Patent: June 23, 1992
    Assignee: MicroProbe Corporation
    Inventors: Jeffrey Van Ness, Nicolaas Vermuelen, B. Melina Cimler
  • Patent number: 5122614
    Abstract: Poly(ethylene glycol)-N-succinimide carbonate and its preparation are disclosed. Polyethylene glycol (PEG) is converted into its N-succinimide carbonate derivative. This form of the polymer reacts readily with amino groups of proteins in aqueous buffers. The modified proteins have PEG-chains grafted onto the polypeptide backbone by means of stable, hydrolysis-resistant urethane (carbamate) linkages.
    Type: Grant
    Filed: April 19, 1990
    Date of Patent: June 16, 1992
    Assignee: Enzon, Inc.
    Inventor: Shmuel Zalipsky
  • Patent number: 5116987
    Abstract: The invention describes a method of synthesizing a compound of the formula ##STR1## in which X=O or NR,Z=an electron-attracting group,R=H, CN or NO.sub.2,R.sub.1 +R.sub.2 +N--C.dbd.X=a 5-membered or 6-membered heterocycle, andR.sub.3 =H, R.sub.4 =OH or R.sub.3 +R.sub.4 =a bond,said method involving intermediates of the formula ##STR2## in which R.sub.5 =H, Br or N(R.sub.1)CXR.sub.2. This method of synthesis does not involve the epoxide derivative of the chroman.The novel compounds of formula (IX) form a further subject of the invention.
    Type: Grant
    Filed: September 20, 1991
    Date of Patent: May 26, 1992
    Assignee: Sanofi
    Inventors: Georges Garcia, Daniel Mettefeu, Richard Roux
  • Patent number: 5106730
    Abstract: This invention relates to novel methods for the release of nucleic acids from cells in complex biological samples or specimens to prepare and make available the nucleic acid material present for a hybridization assay or for extraction. Novel methods for hybridization of nucleic acids are also presented. In particular methods are described for isolating nucleic acid from a sample containing a complex biological mixture of nucleic acid and non-nucleic acids wherein the sample is combined with a hybridization medium comprising a lactam which promotes and enables nucleic acid pairing when complementary nucleic acid is introduced. The lactam is preferably about 5 to about 70% of the hybridization medium and is most preferably 2-pyrrolidone, N-ethyl-2-pyrrolidone, N-cyclohexyl-2-pyrrolidone, N-dodecyl-2-pyrrolidone, N-methyl-2-pyrrolidone, N-hydroxyethyl-2-pyrrolidone, N-methyl-2-piperidone, 2-.epsilon.-caprolactam, N-methyl-2-caprolactam, 2-piperidone or N-(4-hydroxybenzyl)pyrrolidone.
    Type: Grant
    Filed: July 27, 1990
    Date of Patent: April 21, 1992
    Assignee: MicroProbe Corporation
    Inventors: Jeffrey Van Ness, Nicolaas M. J. Vermeulen
  • Patent number: 5093031
    Abstract: The invention relates to properties and uses of N-hydrocarbon substituted lactams, particularly N-alkyl substituted lactams having the formula ##STR1## wherein R' is a hydrophobic radical such as linear or branched chain alkyl group containing from 8 to 27 carbon atoms, most preferably micelle forming pyrrolidones having 12 to 16 carbon atoms in the R' group. The invention particularly relates to the uses of the N-hydrocarbon substituted lactams which involve surfactant properties, such as solubility, wetting, viscosity building, emulsifying and/or complexing properties.
    Type: Grant
    Filed: October 14, 1988
    Date of Patent: March 3, 1992
    Assignee: ISP Investments Inc.
    Inventors: Robert B. Login, Ratan K. Chaudhuri, Rama K. Haldar, Mohamed M. Hashem, Michael W. Helioff, David J. Tracy
  • Patent number: 5059687
    Abstract: A process for the condensation of imides and alcohols or amines to ester acyl lactams, ester amide acyl lactams or amide acyl lactams by reacting a polyol or polyamine in the liquid phase with an acyl lactam compound is disclosed.
    Type: Grant
    Filed: April 12, 1990
    Date of Patent: October 22, 1991
    Assignee: Stamicarbon B.V.
    Inventors: Christiaan Schroder, Albert A. Van Geenen, Josefina M. A. Schiffer
  • Patent number: 5051512
    Abstract: Described herein is a process for preparation of substituted piperidine dicarbothioate compounds.
    Type: Grant
    Filed: March 19, 1990
    Date of Patent: September 24, 1991
    Assignee: Monsanto Company
    Inventors: Sherrol L. Baysdon, Mitchell J. Pulwer, Helen L. Janoski
  • Patent number: 5043416
    Abstract: A group of five- and six-membered heterocyclic compounds having a nitrogen in the ring and 2 to 3 hydroxyl substituents on the ring are effective inhibitory agents of human immunodeficiency virus.
    Type: Grant
    Filed: February 23, 1990
    Date of Patent: August 27, 1991
    Assignee: Monsanto Company
    Inventors: George W. J. Fleet, Thomas W. Rademacher, Raymond A. Dwek