Abstract: 4-R.sup.4 -R.sup.5 -2-Saccharinylmethyl heterocyclic carboxylates, useful in the treatment of degenerative diseases, are prepared by reacting a 4-R.sup.4 -R.sup.5 -2-halomethylsaccharin with either a heterocyclic carboxylic acid in the presence of an acid-acceptor or the alkali metal salt of a heterocyclic carboxylic acid.
Type:
Grant
Filed:
August 19, 1993
Date of Patent:
December 27, 1994
Assignee:
Sterling Winthrop Inc.
Inventors:
Richard P. Dunlap, Lee H. Latimer, Chakrapani Subramanyam
Abstract: A compound selected from the group consisting of a compound of the formula ##STR1## wherein R.sub.1 is hydrogen or alkyl of 1 to 3 carbon atoms, R.sub.2 is alkyl of 1 to 3 carbon atoms or cycloalkyl of 3 to 6 carbon atoms, R.sub.3 is --COOR.sub.6, R.sub.6 is hydrogen or alkyl of 1 to 3 carbon atoms, R.sub.4 is selected from the group consisting of halogen, --CN, --NO.sub.2, --SCH.sub.3, alkylcarbonyl of 1 to 6 alkyl carbon atoms, --CX.sub.3, --WCX.sub.3, --(CH.sub.2).sub.n --CX.sub.3, --(CX.sub.2).sub.n --CX.sub.3, --W--(CX.sub.2).sub.n --CX.sub.3, and --W--(CH.sub.2).sub.n --CX.sub.3, X is halogen, W is --O-- or --S--, n is 1, 2 or 3, R.sub.5 is selected from the group consisting of hydrogen, alkyl of 1 to 3 carbon atoms and cycloalkyl of 3 to 6 carbon atoms and their salts with non-toxic pharmaceutically acceptable bases with the proviso that if R.sub.2 is alkyl of 1 to 3 carbon atoms, R.sub.1 is hydrogen and R.sub.4 is selected from the group consisting of halogen, --CX.sub.3, --(CH.sub.2).sub.n --CX.sub.
Type:
Grant
Filed:
April 28, 1993
Date of Patent:
December 6, 1994
Assignee:
Roussel-Uclaf
Inventors:
Robert R. Bartlett, Matharu S. Singh, Elizabeth A. Kuo, Rudolf Schleyerbach, Robert Westwood
Abstract: This invention pertains to the synthesis and use as therapeutic agents of a group of substances with a glycerol backbone or aliphatic chain structure linked to a phosphorus atom and a polar head group. Depending on the polar head group, the substance has anti-cancer, anti-inflammatory, anti-allergy or anti-cardiovascular disease properties. Compounds of the formula: ##STR1## wherein n is 0 to 14 and R.sub.1 is an alkyl group of C.sub.12 -C.sub.20, R.sub.2 is a methyl group, and wherein R.sub.3 is an inositol analog head group, a (CH.sub.2).sub.m N.sup.+ (CH.sub.3).sub.3 group with m=2 to 10, a serine head group, or an ethanolamine head group, or of the formula ##STR2## wherein R.sub.1 and R.sub.2 are as described above, n=0 or 1, and R.sub.3 is (CH.sub.2).sub.m N.sup.+ (CH.sub.3).sub.3 (m=2-10 ) are claimed.
Abstract: This invention refers to a new process for the preparation of D-(-)-3-acetylthio-2-methylpropionic acid, an important intermediate in the synthesis of the antihypertensive Captopril, consisting of the resolution of the racemic mixture of said acid through formation of the mixture of the diastereomeric salts thereof, in an appropriate solvent, with the low molecular weight L-(+)-2-aminobutanol as a base, selective crystallization of the diastereomeric salt of D-(-)-3-acetylthio-2-methylpropionic acid with L-(+)-2-aminobutanol and release of the D-(-)-3-acetylthio-2-methylpropionic acid through displacement of the base with a stronger acid.
Type:
Grant
Filed:
October 19, 1993
Date of Patent:
November 22, 1994
Assignee:
Medichem, S.A.
Inventors:
Alberto Stampa Diez Del Corral, Maria del Carmen Onrubia Miguel, Jose Irurre Perez
Abstract: Inhibitors of nitric oxide formation from arginine useful for treating hypotension, inflammation, stroke and to restore vascular contractile sensitivity to the effects of .alpha..sub.1 -adrenergic agonists are physiologically active compounds including N.sup..delta. -substituted ornithine or N.sup..epsilon. -substituted lysine moieties or monoalkyl carbon-substituted N.sup..delta. -substituted ornithine or N.sup..epsilon. -substituted lysine moieties, having the formula ##STR1## wherein R is (CH.sub.2).sub.y CH.sub.3 or H, R' is CH.sub.2 or C(H)(CH.sub.2).sub.y CH.sub.3, and R" is CH.sub.2 or C(H)(CH.sub.2).sub.y CH.sub.3, with y ranging from 0 to 5, and x is 0 or 1 and wherein none or only one of R, R' and R" provides an alkyl substituent on ornithine or lysine moiety, and wherein Q is alkyl having 1 to 5 carbon atoms, and physiologically acceptable acid addition salts thereof.
Type:
Grant
Filed:
November 15, 1993
Date of Patent:
November 15, 1994
Assignee:
The Medical College of Wisconsin Research Foundation, Inc.
Inventors:
Owen W. Griffith, Krishnaswamy Narayanan
Abstract: Compounds of the formula: ##STR1## wherein R.sup.1 is hydrogen or alkyl;Q is a linkage group of the formula --CHR.sup.2 -- or --CHR.sup.3 --CHR.sup.4 --where R.sup.2 is hydrogen or alkyl, R.sup.3 is hydrogen or alkyl, and R.sup.4 is hydrogen or alkyl;X is nitrogen or .dbd.CH--; andZ is halogen,show insecticidal activity. Also disclosed are the processes for producing the compounds and methods of using them as insecticides.
Abstract: The invention relates to compounds of the general formula AB, which may be a salt or an amide, wherein:A represents a cyclooxygenase inhibitor having an accessible acidic function andB represents the L-form of arginine analogues of the formula ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 represent various substituents, process for the preparation of such compounds and pharmaceutical composition thereof.
Type:
Grant
Filed:
September 29, 1993
Date of Patent:
November 1, 1994
Assignee:
Societe de Conseils de Recherches et d'Applications Scientifiques
Inventors:
Pierre-Etienne Chabrier de Lassauniere, Pierre Braquet, Colette Broquet, Serge Auvin
Abstract: Linear or branched oligonucleotide multimers useful as amplifiers in biochemical assays which comprise (1) at least one first single-stranded oligonucleotide unit that is complementary to a single-stranded oligonucleotide sequence of interest, and (2) a multiplicity of second single-stranded oligonucleotide units that are complementary to a single-stranded labeled oligonucleotide. Amplified sandwich nucleic acid hybridizations and immunoassays using the multimers are exemplified.
Type:
Grant
Filed:
August 13, 1993
Date of Patent:
October 25, 1994
Assignee:
Chiron Corporation
Inventors:
Michael S. Urdea, Brian Warner, Joyce A. Running, Janice A. Kolberg, Jennifer M. Clyne, Ray Sanchez-Pescador, Thomas Horn
Abstract: The invention relates to a novel process for the preparation of compounds of formula I ##STR1## wherein R is straight-chain C.sub.2 -C.sub.4 alk-1-en-1-yl, and salts thereof, and to a novel starting material and the use thereof.
Abstract: The invention features phototherapeutic compositions comprising Type 1, Type 2, or Type 3 psoralens and methods of using such compounds for treatment of proliferative diseases of skin, blood and bone marrow.
Abstract: Maleimide derivatives of oxotremorine and their alkylthiol addition products having the general formulae: ##STR1## wherein R.sub.1 and R.sub.2 are independently alkyl, hydroxyalkyl, acyloxy, trialkylsilyloxy or R.sub.1 and R.sub.2 taken together are substituted or unsubstituted pyrrolidine or piperidine, and pharmaceutical compositions for the treatment of central cholinergic disfunction.
Type:
Grant
Filed:
June 3, 1992
Date of Patent:
September 13, 1994
Assignee:
American Cyanamid Company
Inventors:
Eugene J. Trybulski, Herbert J. Brabander
Abstract: Plant growth regulators comprising, as an active ingredient, a substituted dicarboxylic acid derivative having the formula: ##STR1## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are the same as defined in the present specification, the substituted dicarboxylic acid derivatives, and processes for preparing the same, are disclosed. The plant growth regulators provided according to the present invention have a regulating activity on plant growth; more specifically, an action thereof of lowering the content of endogenous ethylene in a plant is utilized.
Abstract: There are provided alkyl esters of 5-heterocyclic-pyridine-2,3-dicarboxylic acids useful as intermediates for the preparation of highly effective 5-heterocyclic-2-(2-imidazolin-2-yl)pyridine herbicidal agents and methods for the preparation thereof.
Abstract: Herbicidal 1-(3,4-disubstituted phenyl)tetrazolinones of the formula ##STR1## wherein X represents halogen,Y represents trifluoromethoxy or trifluoromethylthio,R.sup.1 represents propyl, isopropyl or allyl, andR.sup.2 represents propyl, isopropyl or allyl.
Abstract: Reactive dyestuffs of the formula (1) ##STR1## in which D denotes the radical of an organic dyestuff,R, R.sub.1 and R.sub.2, independently of one another, denote hydrogen or substituted or unsubstituted C.sub.1-4 -alkyl,A denotes a substituted or unsubstituted aliphatic, aromatic or aromatic-aliphatic bridging member,X denotes Cl, FPym denotes the radicals ##STR2## n denotes 1 or 2, are suitable in particular for the dyeing of cellulose fibres.
Type:
Grant
Filed:
May 6, 1992
Date of Patent:
August 23, 1994
Assignee:
Bayer Aktiengesellschaft
Inventors:
Manfred Hoppe, Karl-Josef Herd, Thomas Eizenhofer, Wolfgang Harms, Hermann Henk, Klaus Kunde, Wolfram Reddig
Abstract: There are provided novel benzenesulfonyl carboxamide compounds and novel intermediate benzenesulfonyl-2-imidazolin-5-one compounds, novel intermediates and methods for the preparation of said compounds, and a method for controlling a variety of annual and perennial plant species utilizing novel benzenesulfonyl carboxamide compounds and novel intermediate benzenesulfonyl 2-imidazolin-5-one compounds.
Type:
Grant
Filed:
July 6, 1993
Date of Patent:
August 16, 1994
Assignee:
American Cyanamid Company
Inventors:
Sergio I. Alvarado, Alvin D. Crews, Jr., Peter J. Wepplo, Robert F. Doehner, Jr., Thomas E. Brady, David M. Gange, Desiree L. Little
Abstract: A process is provided for separating alkyl carbonate from a feedstock comprising at least one alkyl carbonate and at least one alkanol comprising extracting the alkyl carbonate from the feedstock in a liquid-liquid extraction step comprising a first extraction solvent comprising hydrocarbon selective for extracting alkyl carbonates relative to alkanol in an amount sufficient to extract a substantial portion of the alkyl carbonate from the feedstock and a second solvent comprising water in an amount sufficient to extract a substantial portion of the alkanol from the feedstock.
Type:
Grant
Filed:
January 29, 1993
Date of Patent:
August 16, 1994
Assignee:
Amoco Corporation
Inventors:
Michael A. Pacheco, Franklin D. Darrington, Albert L. Hensley, Jr.
Abstract: A novel calpain inhibitory active and low molecular weight substance, cystamidin A and its production are provided. Cystamidin A of the following formula ##STR1## was produced by culturing Streptomyces sp. KP-1241 FERM BP-41 71 in a nutrient medium and isolating the active substance from the cultured mass.
Type:
Grant
Filed:
March 23, 1993
Date of Patent:
August 9, 1994
Assignee:
The Kitasato Institute
Inventors:
Satoshi Omura, Haruo Tanaka, Kazuro Shiomi, Jing R. Liu
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.