Chalcogen Bonded Directly To Chalcogen Patents (Class 546/294)
  • Patent number: 5272162
    Abstract: This invention relates to compounds having the following formula ##STR1## or a pharmaceutically acceptable salt thereof which are useful in the inhibition of platelet aggregation, to pharmaceutical compositions including the compounds and to a method of inhibiting platelet aggregation in mammals by administering such compounds and compositions.
    Type: Grant
    Filed: July 2, 1992
    Date of Patent: December 21, 1993
    Assignee: G. D. Searle & Co.
    Inventors: Foe S. Tjoeng, Jeffery A. Zablocki
  • Patent number: 5272163
    Abstract: Amides having formula I: ##STR1## wherein E, X, R.sup.2 and R.sup.3 have the meanings given in the specification, and pharmaceutically acceptable salts and pharmaceutically acceptable in vivo hydrolysable esters thereof, which are useful in the treatment of urinary incontinence. Further provided are processes for preparing the amides and pharmaceutical compositions containing them.
    Type: Grant
    Filed: July 23, 1992
    Date of Patent: December 21, 1993
    Assignees: Imperial Chemical Industries PLC, Imperial Chemical House
    Inventors: Keith Russell, Cyrus J. Ohnmacht, Keith H. Gibson
  • Patent number: 5264586
    Abstract: Chimeric analogs of calicheamicin that include an analog of calicheamicinone linked to an ester or glycoside, (-)-calicheamicinone and its analogs are disclosed.
    Type: Grant
    Filed: July 16, 1992
    Date of Patent: November 23, 1993
    Assignee: The Scripps Research Institute
    Inventors: Kyriacos C. Nicolaou, Adrian L. Smith, Chan-Kou Hwang, Emmanuel Pitsinos
  • Patent number: 5235060
    Abstract: The present invention relates to novel substituted pyridine compounds useful as intermediates in the preparation of herbicidal compounds and the process for the preparation of said pyridine compounds. ##STR1## wherein: R.sup.1 is selected from the group C.sub.1 -C.sub.4 alkyl;R.sup.2 is selected from the group hydrogen, C.sub.1 -C.sub.3 alkyl optionally substituted with methoxy or 1-3 fluorine and C.sub.1 -C.sub.2 alkoxy optionally substituted with 1-3 fluorine;R.sup.3 is selected from the group C.sub.1 -C.sub.3 alkyl substituted with methoxy or 1-3 fluorine;R.sup.4 is selected from the group SO.sub.2 R.sup.5, CO.sub.2 R.sup.5 and C(O)N(R.sup.6).sub.2 ;R.sup.5 is selected from the group C.sub.1 -C.sub.2 alkyl optionally substituted with C.sub.1 -C.sub.2 alkoxy or 1-3 halogens independently selected from the group chlorine and fluorine;R.sup.6 is C.sub.1 -C.sub.2 alkyl;M is selected from the group Li, Na, K, Mg, Ca, NH.sub.4, and alkyl substituted NH.sub.4.
    Type: Grant
    Filed: July 11, 1991
    Date of Patent: August 10, 1993
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Charles D. Adams, Greg A. Bullock, George C. Chiang
  • Patent number: 5218112
    Abstract: Compounds containing carbohydrate moieties or carboxyl groups are linked to either compounds containing thiol moieties or electron-deficient moieties by the use of linking agents of the formula ##STR1## in which R.sup.1 is NH.sub.2 -- or NH.sub.2 --NH--; R.sup.2 is --NH--C(O)--, --C(O)--NH--, or --C(O)--; R.sup.3 is C.sub.1 -C.sub.10 alkylene, C.sub.5 -C.sub.7 cyclic alkylene, arylene, phenyl-substituted C.sub.1 -C.sub.10 alkylene, benzyl-substituted C.sub.1 -C.sub.10 alkylene, or amino-substituted C.sub.1 -C.sub.10 alkylene; R.sup.4 is H, acetyl, ##STR2## where R.sup.5 is C.sub.1 -C.sub.5 alkyl; m is zero or 1; and n ia zero or 1.
    Type: Grant
    Filed: August 27, 1990
    Date of Patent: June 8, 1993
    Assignee: Xoma Corporation
    Inventors: Dayton T. Reardan, Dane A. Goff
  • Patent number: 5216169
    Abstract: A 3-hydroxypyridineazomethine dye represented by general formula (I) ##STR1## wherein R.sub.1 represents an aliphatic group, an aromatic group, or a heterocyclic group; R.sub.2 represents an aliphatic group, an aromatic group, a heterocyclic group, an alkoxy group, an aryloxy group, an alkenyloxy group, an amino group, an acyl group, an ester group, an amido group, a carbamoylamino group, a sulfamoylamino group, a sulfamido group, an imido group, a ureido group, an aliphatic or an aromatic sulfonyl group, an aliphatic or an aromatic thio group, a hydroxyl group, a cyano group, a carboxy group, or a halogen atom; R.sub.3 represents an aryl group; Y represents a bivalent linking group containing at least one of amide bond and ester bond; n represents 0, 1 or 2; where n is 2, the two R.sub.2 groups may be the same group or atom or may be mutually different groups or atoms, or the two R.sub.2 groups may form a ring; where n is 1 or more, R.sub.1 and R.sub.2 may form a ring; and at least one of R.sub.1 and R.sub.
    Type: Grant
    Filed: September 18, 1990
    Date of Patent: June 1, 1993
    Assignee: Fuji Photo Film Co., Ltd.
    Inventor: Shigeru Yamazaki
  • Patent number: 5206372
    Abstract: Certain 2-chloropyridine derivatives, which are useful as starting materials for the preparation of various herbicides and fungicides, are prepared by cyclization of 1,3-butadiene derivatives in the presence of hydrogen chloride.
    Type: Grant
    Filed: May 29, 1991
    Date of Patent: April 27, 1993
    Assignee: Shell Research Limited
    Inventor: Ludwig Schroder
  • Patent number: 5204357
    Abstract: The invention relates to compounds of the formula I ##STR1## in which A represents a substituted thio-, sulfinyl- or sulfonyl-alkanoyl radical or a four- to eleven-membered heterocycle, B is an amino acid residue, R.sup.1 denotes hydrogen (substituted) alkyl, (substituted)cycloalkyl or aryl, R.sup.2 represents hydrogen, (substituted)alkyl or aryl, R.sup.3 denotes a radical of the formula --(CH.sub.2).sub.q --(X).sub.r --(CH.sub.2).sub.s --R.sup.6 with X denoting CF.sub.2, CO or CHR.sup.8, R.sup.6 denoting a (substituted)heteroaromatic, R.sup.8 denoting alkyl, alkoxy, alkylthio, alkylamino, hydroxyl, azide or halogen, q and s denoting 1 to 4, and r denoting 0 or 1, and R.sup.9 is hydrogen, (substituted)alkyl, alkanoyl, cycloalkanoyl, (substituted) aroyl or (substituted)aryl, and to the salts thereof. In addition, processes for the preparation of these compounds, and the use thereof as renin inhibitors are described.
    Type: Grant
    Filed: February 14, 1989
    Date of Patent: April 20, 1993
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Rainer Henning, Hansjorg Urbach, Dieter Ruppert, Bernward Scholkens
  • Patent number: 5187176
    Abstract: Phenyl substituted heterocyclic compounds having insecticidal activity have the formula (I): ##STR1## wherein R.sup.1 is an optionally substituted pyridone, thiopyridone, pyrimidinthione, pyrimidinone, pyrazole, imidazole or triazole group; R.sup.2 is hydrogen, halogen, haloalkyl, nitro, cyano or a group --CX--NY.sup.1 Y.sup.2 ; R.sup.3 and R.sup.5 are hydrogen, halogen, alkyl or cycloalkyl; R.sup.4 is halogen, haloalkyl, haloalkoxy or S(O).sub.n R.sup.6 ; and Y.sup.1 and Y.sup.2 are independently selected from hydrogen, nitro, amino or optionally substituted alkyl or Y.sup.1 and Y.sup.2 together with the nitrogen to which they are attached form an aliphatic heterocyclic group or form the group .dbd.CHY.sup.3 or Y.sup.1 is hydrogen and Y.sup.2 is alkoxycarbonyl, alkylcarbonyl, optionally substituted aralkyl or --S(O).sub.n R.sup.6.
    Type: Grant
    Filed: October 9, 1991
    Date of Patent: February 16, 1993
    Assignee: Imperial Chemical Industries PLC
    Inventors: Roger Salmon, Raymond L. Sunley, Alan J. Whittle
  • Patent number: 5157123
    Abstract: Site-specific heterobifunctional crosslinkers of the formula:X--COCH(NH.sub.2)--Y--Zwhere X is a carbonyl reactive group, Y is a variable length spacer, and Z is a thiol reactive group, are useful for the specific labelling of biomolecules or bioaffecting molecules.
    Type: Grant
    Filed: March 13, 1989
    Date of Patent: October 20, 1992
    Assignee: Georgetown University
    Inventors: Jane J. Zara, Richard D. Wood, Reinhard Bredehorst, Carl-Wilhelm Vogel
  • Patent number: 5152825
    Abstract: Compounds of the general formula ##STR1## in which R.sup.1 and R.sup.2 each independently represents an alkyl group, Z represents a nitrogen atom or a group CH unsubstituted or substituted by a substituent X, m is 0 or an integer from 1 to 4, the or each Y represents a halogen atom, n is 0 or an integer from 1 to 5, and the or each X represents a halogen atom or a group selected from alkyl, haloalkyl, cyanoalkyl, alkenyl, alkynyl, alkoxy, alkenyloxy, alkynyloxy, alkylthio, alkenylthio, alkynylthio, cyano, nitro, alkylsulphonyl, alkylsulphinyl, and sulphonamido, have been found to have herbicidal activity.
    Type: Grant
    Filed: September 27, 1990
    Date of Patent: October 6, 1992
    Assignee: Shell International Research Maatschappij B.V.
    Inventors: Terence Gilkerson, Robert W. Shaw
  • Patent number: 5149359
    Abstract: The present invention relates to derivatives of 3,4-dehydropiperidin-5-one having herbicidal activity. The derivatives have the formula ##STR1## as defined in the claims. The present invention further relates to a herbicidal composition and a method for controlling weeds which grow among agricultural crops.
    Type: Grant
    Filed: February 21, 1990
    Date of Patent: September 22, 1992
    Assignee: Agrimont S.p.A.
    Inventors: Giovanni Camaggi, Giovanni Meazza, Ciro Preziuso
  • Patent number: 5137886
    Abstract: The invention provides insecticidally active compounds of formula (I): ##STR1## wherein X is nitrogen or carbon bearing a hydrogen atom; R.sup.1 is a group of formula --S(O).sub.n --Y, wherein Y is an optionally substituted heterocyclic ring containing at least one nitrogen atom, the point of attachment of the group Y being at a ring nitrogen atom, and n is 0, 1 or 2; R.sup.2 is a group of formula --OSO.sub.2 R.sup.3 wherein R.sup.3 is selected from C.sub.1-8 alkyl, C.sub.1-4 alkyl substituted by an optionally substituted phenyl or heterocyclic ring, C.sub.1-8 haloalkyl, C.sub.2-6 alkenyl, C.sub.2-4 alkenyl substituted by an optionally substituted phenyl or heterocyclic ring, C.sub.2-4 alkynyl, C.sub.2-4 alkynyl substituted by an optionally substituted phenyl or heterocyclic ring, optionally substituted aryl, and a group of formula --N(R.sup.4)(R.sup.5) wherein R.sup.4 and R.sup.5 are independently selected from hydrogen and C.sub.1-6 alkyl or wherein R.sup.4 and R.sup.5 together represent --(CH.sub.2).sub.
    Type: Grant
    Filed: December 6, 1990
    Date of Patent: August 11, 1992
    Assignee: Imperial Chemical Industries PLC
    Inventors: Robin A. E. Carr, Donn W. Moseley, Nan C. Sillars
  • Patent number: 5137877
    Abstract: The present invention provides novel N-substituted hydrazine bifunctional compounds, novel N-subhstituted hydrazone derivatives of a cytotoxic reagent incorporating the bifunctional compounds, novel conjugates containing at least one cytotoxic reagent molecule reacted with the bifunctional compound and bound to a molecule reactive with a target cell population, methods for their production, and pharmaceutical compositions and methods for delivering cytotoxic reagents to a target population of cells. The hydrazone bonds of the conjugates of the invention permit the release of free cytotoxic reagent from the conjugates in the acidic external or internal environment of the target cells. The bifunctional compounds, derivatives, conjugates and methods of the invention are useful in antibody-or ligand-mediated drug delivery systems for the perferential killing of a target cell population to treat diseases such as cancers, infections and autoimmune disorders.
    Type: Grant
    Filed: May 14, 1990
    Date of Patent: August 11, 1992
    Assignee: Bristol-Myers Squibb
    Inventors: Takushi Kaneko, David Willner, Ivo Monkovic, Robert S. Greenfield, Gary R. Braslawsky
  • Patent number: 5124441
    Abstract: Therapeutically active organic compound exhibiting at least one group comprising a structure --S'--S"--R, wherein the group --S"--R is defined by R being an organic group comprised in a physiologically acceptable compound H--S"--R obtainable by the splitting of the disulfide bridge --S'--S"-- in said structure, in which compound H--S"--R the sulfur atom S" is bound to a carbon atom in a heterocyclic aromatic ring in R having a configuration being such that the compound H--S"--R, while maintaining physiological acceptability, is stabilized, by tautomerism or resonance involving the sulfur atom S" bound to R, so as to be mainly excluded from reaction involving thiol disulfide exchange; S' being bound to an aliphatic carbon atom; and said compound, in addition to the group or groups comprising the structure --S'--S"--R, consisting of a residue of a therapeutically active organic base compound of non-polypeptide structure bound to S'.
    Type: Grant
    Filed: April 29, 1985
    Date of Patent: June 23, 1992
    Assignee: Pharmacia Aktiebolag
    Inventors: Jan P. E. Carlsson, Rolf E. A. V. Axen
  • Patent number: 5112386
    Abstract: Acrylic acid derivatives having the formula (I): ##STR1## and stereoisomers thereof, wherein W is R.sup.1 O.sub.2 C--C.dbd.CH--ZR.sup.2, R.sup.1 and R.sup.2 are alkyl or fluoroalkyl groups, and Z is oxygen or sulphur, A, B, D and E are hydrogen, halogen, hydroxy or optionally substituted alkyl, alkoxy, aralkyl, arylalkoxy, alkenyl, alkynyl, aryl, aryloxy, arylthio, heteroaryloxy, heteroarylthio, acyloxy, amino, arylazo or acylamino, nitro, cyano, --CO.sub.2 R.sup.3, --CONR.sup.3 R.sup.4, --COR.sup.3, --CR.sup.3 .dbd.NR.sup.4, --N.dbd.CR.sup.3 R.sup.4 --S(O).sub.n R.sup.3 groups; any two of the groups, A, B, D and E, when they are in adjacent positions on the ring, optionally join to form a fused ring, n is 0, 1 or 2; and R.sup.3 and R.sup.4 are hydrogen, alkyl, cycloalkyl, cycloalkylalkyl, alkenyl, alkynyl or optionally substituted aryl or aralkyl; and metal complexes thereof. These compounds are useful as fungicides, insecticides, nematicides or plant growth regulators.
    Type: Grant
    Filed: December 30, 1988
    Date of Patent: May 12, 1992
    Assignee: Imperial Chemical Industries PLC
    Inventors: Anthony Vivienne, John M. Clough, Paul deFraine, Christopher R. A. Godfrey, Patrick J. Crowley, Kenneth Anderton
  • Patent number: 5108890
    Abstract: The present invention provides compounds of the general formula: ##STR1## wherein R.sup.1 is an amino acid residue or a residue of an oligopeptide in which the amino groups are optionally substituted by protective groups, R.sup.2 and R.sup.3, which are the same or different, are hydrogen atoms, a lower alkyl, lower alkoxy, carboxyl or lower alkoxycarbonyl radicals or carboxamido groups optionally substituted by lower alkyl or, if R.sup.2 and R.sup.3 are adjacent, can represent a --CH.dbd.CH--CH.dbd.CH-- radical, Z is a conjugated-through positively charged, bicyclic heterocyclic system and X is an anion of an organic or inorganic acid. The present invention also provides processes for the preparation of these compounds and diagnostic agents containing them for the determination of peptide bond-cleaving enzymes.
    Type: Grant
    Filed: March 31, 1988
    Date of Patent: April 28, 1992
    Assignee: Boehringer Mannheim GmbH
    Inventors: Hans Wielinger, Gerd Zimmermann
  • Patent number: 5107057
    Abstract: This invention relates to certain cyano-dienes and halopyridines and the processes for their preparation from a protected 1,3-dialdehyde and a cyano-diene.
    Type: Grant
    Filed: June 12, 1990
    Date of Patent: April 21, 1992
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: George C. Chiang, Felix E. Granchelli, Christopher Wright
  • Patent number: 5082944
    Abstract: A method for the production of heavy metal-free pyridine -3-sulfonic acid by oxidation of 3-chloro-pyridine to 3-chloro-pyridine-N-oxide, substitution of the chlorine through a sulfonic acid group, and subsequent reduction to pyridine-3-sulfonic acid. The method can be carried out using raw 3-chloropyridine-N-oxide and direct further reaction of the pyridine-3-sulfonic acid-N-oxide in the presence of Raney nickel in an alkaline solution.
    Type: Grant
    Filed: October 31, 1990
    Date of Patent: January 21, 1992
    Assignee: Rutgerswerke AG
    Inventors: Rolf Losch, Winfried Orth, Wolfgang Weiss, Hans W. Kleffner
  • Patent number: 5081249
    Abstract: A class of N-fluoropyridinium-sulfonates is provided along with a processw for making same. Starting pyridine sulfonic acids and acid salts are fluorine substituted at the pyridine nitrogen atom with dilute gaseous fluorine under liquid phase contacting conditions. The N-fluorine substituted products are excellent fluorinating agents which exhibit high specificity.
    Type: Grant
    Filed: February 5, 1991
    Date of Patent: January 14, 1992
    Assignees: Sagami Chemical Research Center, Onoda Cement Company, Ltd.
    Inventor: Teruo Umemoto
  • Patent number: 5079366
    Abstract: The invention provides novel amino acids and peptides containing them which comprise a dihydropyridine.revreaction.pyridinium salt-type redox system and which provide site-specific and sustained delivery of pharmacologically active peptides to the brain. These new amino acids contain a redox system appended directly or via an alkylene bridge to the carbon atom adjacent to the carboxyl carbon and may be incorporated into a peptide chain at a variety of positions, including non-terminal positions.
    Type: Grant
    Filed: October 4, 1989
    Date of Patent: January 7, 1992
    Assignee: University of Florida
    Inventor: Nicholas S. Bodor
  • Patent number: 5057518
    Abstract: The synthesis and application of N(1)-n-alkyl-pyrimidinium-salts are described. These surfactants have a very small critical micelle concentration (CMC) in the order of 10.sup.-5 -10.sup.-7 Mol/Liter. These N(1)-n-alkyl-pyrimidinium components have pharmacological activities and can act as antimetabolites.
    Type: Grant
    Filed: May 24, 1990
    Date of Patent: October 15, 1991
    Assignee: Medice Hem.-Pharm. Fabrik Putter GmbH & Co. KG
    Inventor: Henrich H. Paradies
  • Patent number: 5057146
    Abstract: This invention relates to derivatives of acrylic acid useful in agriculture (especially as fungicides but also as plant growth regulators, insecticides and nematocides), to processes for preparing them, to agricultural (especially fungicidal) compositions containing them, and to methods of using them to combat fungi, especially fungal infections in plants, to regulate plant growth and to kill or control insect or nematode pests.The invention provides a compound having the formula (I): ##STR1## and stereoisomers thereof, wherein W is a substituted pyridinyl or substituted pyrimidinyl group linked to A by any of its ring carbon atoms; A is either an oxygen atom or S(O).sub.
    Type: Grant
    Filed: January 17, 1990
    Date of Patent: October 15, 1991
    Assignee: Imperial Chemical Industries PLC
    Inventors: Vivienne M. Anthony, John M. Clough, Paul DeFraine, Christopher R. A. Godfrey, Ian Ferguson, Patrick J. Crowley, Michael G. Hutchings
  • Patent number: 5055582
    Abstract: This invention relates to a process for preparing useful thromboxane A.sub.2 inhibiting (.+-.)7-[3.alpha.-[1-[[(phenylamino)thioxomethyl]hydrazono]ethyl]-1.alpha. ,4.alpha.-bicyclo[2.2.1]hept-2.beta.-yl]-heptenoic acids and useful derivatives thereof from (.+-.)octahydro-1.alpha.-methyl-3a.alpha.,7a.alpha.-4.alpha.,7.alpha.-meth ano-2H-inden-2-ones.
    Type: Grant
    Filed: December 13, 1988
    Date of Patent: October 8, 1991
    Assignee: National Research Development Corporation
    Inventors: Robert B. Garland, Masateru Miyano
  • Patent number: 5049571
    Abstract: There are disclosed novel 1-nitro-2,2-diaminoethylene derivatives of formula I ##STR1## wherein X is chlorine, fluorine, unsubstituted or halogen-substituted C.sub.1 -C.sub.5 alkyl; unsubstituted or halogen-substituted C.sub.1 -C.sub.5 alkoxy, unsubstituted or halogen-substituted C.sub.1 -C.sub.5 alkylthio, unsubstituted or halogen-substituted alkylsulfinyl, unsubstituted or halogen-substituted alkylsulfonyl; or also nitro, cyano, thiocyanato, C.sub.3 -C.sub.5 haloalkenyl, C.sub.3 -C.sub.5 haloalkynyl, hydroxy, C.sub.1 -C.sub.5 alkoxycarbonyl, amino, C.sub.1 -C.sub.4 dialkylamino, C.sub.1 -C.sub.5 alkylcarbonyl, C.sub.1 -C.sub.5 alkylcarbamoyl or C.sub.1 -C.sub.5 alkylcarbonyloxy,n is an integer from 0 to 4,R.sub.1 is hydrogen, C.sub.1 -C.sub.5 alkyl or C.sub.3 -C.sub.7 cycloalkyl,R.sub.2 is hydrogen, C.sub.1 -C.sub.5 alkyl, C.sub.3 -C.sub.7 cycloalkyl,R.sub.3 is hydrogen, C.sub.1 -C.sub.5 alkyl, C.sub.3 -C.sub.7 cycloalkyl, benzyl or pyridinylmethyl, or R.sub.2 and R.sub.
    Type: Grant
    Filed: January 24, 1990
    Date of Patent: September 17, 1991
    Assignee: Ciba-Geigy Corporation
    Inventor: Laurenz Gsell
  • Patent number: 5041436
    Abstract: The invention relates to the products of formula ##STR1## in which R represents the radical ##STR2## in which R.sub.1 at any position on the benzene ring represents linear, branched or cyclic alkyl, alkenyl or alkynyl containing up to 8 carbon atoms, or the radical ##STR3## in which R.sub.2 and R.sub.3, which may be identical or different, represents hydrogen or linear alkyl, alkenyl or alkynyl containing up to 8 carbon atoms or form, together with the nitrogen atom to which they are attached, a carbonaceous heterocyclic radical optionally containing another hetero atom, or the radical OR', R' representing hydrogen, a linear, branched or cyclic alkyl containing up to 8 carbon atoms or aryl containing up to 14 carbon atoms, or the radical SR.sub.4 or S(O)R.sub.5, R.sub.4 and R.sub.5 representing linear, branched or cyclic alkyl, alkenyl, or alkynyl containing up to 8 carbon atoms, or R represents naphthyl optionally substituted with the radical R'.sub.1, R'.sub.1 being as defined above for R.sub.
    Type: Grant
    Filed: February 21, 1990
    Date of Patent: August 20, 1991
    Assignee: Roussel Uclaf
    Inventors: Emilio Toja, Fernando Barzaghi, Giulio Galliani
  • Patent number: 5034050
    Abstract: Derivatives of 4-((aryloxy)phenoxy)alkenols, their preparation and use as active herbicides for the postemergent control of grassy weeds and especially the control of said weeds in the presence of corn plants are disclosed.
    Type: Grant
    Filed: June 16, 1989
    Date of Patent: July 23, 1991
    Assignee: DowElanco
    Inventors: James A. Turner, Paul S. Zorner, Wendy S. Jacks
  • Patent number: 5008393
    Abstract: (Aminosulfonyl)pyridine carboxamides are useful as agricultural chemicals. In particular, many compounds are useful as herbicides which show significant herbicidal activity on grasses and yet have the unexpected property of being safe to corn.
    Type: Grant
    Filed: March 20, 1990
    Date of Patent: April 16, 1991
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Mary A. Hanagan
  • Patent number: 5008276
    Abstract: Fungicidal compounds of the formula (I): ##STR1## and stereoisomers thereof, wherein K is oxygen or sulphur; Z is optionally substituted aryl or optionally substituted heteroaryl; X is O, S(O).sub.n, NR.sup.4, CR.sup.1 R.sup.2, CHR.sup.5, CO, CR.sup.1 (OR.sup.2), C.dbd.CR.sup.1 R.sup.2, CHR.sup.1 CHR.sup.2, CR.sup.1 .dbd.CR.sup.2, CHR.sup.1 CR.sup.2 .dbd.CH, C.dbd.C, OCHR.sup.1, CHR.sup.1 O, OCHR.sup.1 O, S(O).sub.n CHR.sup.1, S(O).sub.n CHR.sup.1 O, CHR.sup.1 S(O).sub.n, CHR.sup.1 OSO.sub.2, NR.sup.4 CHR.sup.1, CHR.sup.1 NR.sup.4, CO.sub.2, O.sub.2 C, SO.sub.2 O, OSO.sub.2, CO.CO, COCHR.sup.1, COCHR.sup.1 O, CHR.sup.1 CO, CHOH.CHR.sup.1, CHR.sup.1.CHOH, ##STR2## CONR.sup.4, OCONR.sup.4, NR.sup.4 CO, CSNR.sup.4, OCS.NR.sup.4, SCO.NR.sup.4, NR.sup.4 CO.sub.2, NR.sup.4 CS, NR.sup.4 CSO, NR.sup.4 COS, NR.sup.4 CONR.sup.4, S(O).sub.n NR.sup.4, NR.sup.4 S(O).sub.n, CS.sub.2, S.sub.2 C, CO.S, SCO, N.dbd.N, N.dbd.CR.sup.1, CR.sup.1 .dbd.N, CHR.sup.1 CHR.sup.2 CH(OH), CHR.sup.1 OCO, CHR.sup.1 SCO, CHR.sup.1 NR.sup.
    Type: Grant
    Filed: October 17, 1988
    Date of Patent: April 16, 1991
    Assignee: Imperial Chemical Industries PLC
    Inventors: John M. Clough, Christopher R. A. Godfrey, Stephen P. Heaney, Kenneth Anderton
  • Patent number: 5004743
    Abstract: Compounds having the formula: ##STR1## are leukotriene antagonists and inhibitors of leukotriene biosynthesis. These compounds are useful as anti-asthmatic, anti-allergic, anti-inflammatory, and cytoprotective agents.
    Type: Grant
    Filed: November 25, 1987
    Date of Patent: April 2, 1991
    Assignee: Merck Frosst Canada, Inc.
    Inventors: Robert N. Young, Robert Zamboni, Jacques Y. Gauthier
  • Patent number: 4985449
    Abstract: A benzoylurea compound having the formula: ##STR1## wherein each of X.sub.1 and X.sub.2 is a hydrogen atom, a halogen atom or a methyl group, provided that X.sub.1 and X.sub.2 are not simultanously hydrogen atoms, Y is independently a hydrogen atom, a halogen atom, an alkyl group which may be substituted by halogen, a --CO.sub.2 R.sub.1 group wherein R.sub.1 is a hydrogen atom, a cation or an alkyl group, or a --OR.sub.1 group wherein R.sub.1 is as defined above, A.sub.1 is .dbd.N-- or ##STR2## wherein Y is as defined above, W is an oxygen atom, a sulfur atom or ##STR3## wherein R.sub.1 is as defined above, k is an integer of from 1 to 3, l is 0 or 1, and Ar is ##STR4## wherein Z is independently a hydrogen atom, a halogen atom, an alkyl group which may be substituted by halogen, an alkoxy group which may be substituted by halogen, a nitro group, a cyano group or a --S(O).sub.n R.sub.2 group wherein R.sub.2 is an alkyl group which may be substituted by halogen and n is 0, 1 or 2, A.sub.
    Type: Grant
    Filed: June 13, 1989
    Date of Patent: January 15, 1991
    Assignee: Ishihara Sangyo Kaisha Ltd.
    Inventors: Takahiro Haga, Tadaaki Toki, Toru Koyanagi, Yasuhiro Fujii, Kiyomitsu Yoshida, Osamu Imai
  • Patent number: 4983211
    Abstract: The present disclosure is directed to substituted cyclohexanedione compounds, the preparation of said compounds, compositions containing said compounds and the use of said compositions in the selective pre- and postemergent kill and control of grassy weeds in the presence of various crop plants.
    Type: Grant
    Filed: March 30, 1990
    Date of Patent: January 8, 1991
    Assignee: DowElanco
    Inventors: Lowell D. Markley, Christopher T. Hamilton, Beth A. Swisher, Jacob Secor
  • Patent number: 4981971
    Abstract: A novel cyclohexane compound represented by the general formula (I), ##STR1## wherein R.sup.1 represents a hydrogen atom or a (C.sub.1 -C.sub.6)alkyl or (C.sub.1 -C.sub.4)alkoxymethyl group, R.sup.2 represents a (C.sub.1 -C.sub.12)-alkyl, (C.sub.3 -C.sub.6)alkenyl, (C.sub.3 -C.sub.6)alkynyl, (C.sub.3 -C.sub.6)cycloalkylmethyl, halo(C.sub.3 -C.sub.6)alkenyl, cyano(C.sub.1 -C.sub.4)alkyl, (C.sub.1 -C.sub.4)alkoxymethyl, (C.sub.1 -C.sub.4)alkylthiomethyl or benzyl group, R.sup.3 represents a hydrogen atom or a methyl group, R.sup.4 represents a hydrogen atom or a methyl group, R.sup.5 is a hydrogen atom or a methyl group, and when R.sup.5 is a hydrogen atom, R.sup.6 is a hydrogen atom or a (C.sub.1 -C.sub.4)-alkoxycarbonyl group, and when R.sup.5 is a methyl group, R.sup.
    Type: Grant
    Filed: September 14, 1988
    Date of Patent: January 1, 1991
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Kenji Arai, Nobuaki Mito, Kouichi Morita, Naonori Hirata
  • Patent number: 4977164
    Abstract: Novel fungicidal pyridyl cyclopropane carboxamides having the general structural formula ##STR1## wherein R is selected from the group consisting of haloalkyl, preferably C.sub.1 -C.sub.3 haloalkyl, C.sub.1 -C.sub.8 alkyl, aryl, substituted aryl, and arylalkyl wherein the preferred aryl is phenyl, the alkyl is C.sub.1 -C.sub.3 alkyl and the preferred substitutions are Cl, Br, F and nitro, alkanoyl, preferably C.sub.1 -C.sub.4 alkanoyl, ##STR2## wherein R.sub.3 and R.sub.4 can be alkyl, alkanoyl, alkoxycarbanoyl, benzyl, pyridyl and substituted pyridyl, and when R.sub.3 and Rhd 4 are alkyl together with --N they can form a heterocyclic ring such as piperidine, R.sub.1 -C.sub.3 alkoxy or C.sub.1 -C.sub.3 haloalkoxy, preferably methoxy or halomethoxy and halogen wherein the halogen is chlorine, bromine or fluorine, R.sub.
    Type: Grant
    Filed: September 28, 1988
    Date of Patent: December 11, 1990
    Assignee: ICI Americas Inc.
    Inventors: Don R. Baker, Keith H. Brownell
  • Patent number: 4966974
    Abstract: The invention relates to 2-phenylsulphinyl-nitro-pyridines of the formula ##STR1## in which R.sub.1 denotes hydrogen, alkyl or halogen andR.sub.2, R.sub.3, R.sub.4, R.sub.5 and R.sub.6 independently of one another represent hydrogen, halogen, alkyl, haloalkyl, alkyoxy, haloalkoxy, cyano, nitro, carboxyl, alkoxycarbonyl, carboxamido, N-alkyl- or N,N-dialkylcarboxamido, acyl or primary, secondary or tertiary amino.processes for their preparation, and their use as microbicides for the protection of materials and fungicides in plant protection.
    Type: Grant
    Filed: April 3, 1989
    Date of Patent: October 30, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventors: Alexander Klausener, Wilfried Paulus, Hans-Georg Schmitt, Wilhelm Brandes
  • Patent number: 4963682
    Abstract: A dihydropyridine.rarw..fwdarw. pyridinium salt type of redox, or chemical, delivery system for the site-specific and/or site-enhanced delivery of a radionuclide to the brain is provided. A chelating agent capable of chelating with a radionuclide and having a primary, secondary or tertiary amino function can be converted to the corresponding analogue in which said function is replaced with a dihydropyridine.rarw. .fwdarw. pyridinium salt redox system and then complexed with a radionuclide to provide a new radiopharmaceutical that, in its lipoidal dihydropyridine form, penetrates the blood-brain barrier ("BBB") and allows increased levels of radionuclide concentration in the brain, particularly since oxidation of the dihydropyridine moiety in vivo to the ionic pyridinium salt retards elimination from the brain while elimination from the general circulation is accelerated.This radionuclide delivery system is well suited for use in scintigraphy and similar radiographic techniques.
    Type: Grant
    Filed: August 21, 1987
    Date of Patent: October 16, 1990
    Assignee: University of Florida
    Inventor: Nicholas S. Bodor
  • Patent number: 4960897
    Abstract: Disclosed herein is an N-[2-(pyridyl)propyl]-N-substituted sulfonamide represented by the following general formula (I): ##STR1## wherein J represents a phenyl group which may be substituted or benzo-condensed, A represents --CH.sub.2 --, --CH.dbd.CH--, --O-- or --N(r)-- (wherein r represents an alkyl group having 1 to 4 carbon atoms), b represents 0 or 1, R represents an alkyl group, alkenyl group, alkynyl group, alkoxy group, fluoroalkyl group or formyl group, D represents a hydroxyl group, E represents a halogen atom, an alkylsulfonyloxy group or a benzenesulfonyloxy group which may be substituted, or D and E represent --O-- in combination, and V represents a pyridyl group which may be substituted, a herbicide containing said N-[2-(pyridyl)propyl]-N-substituted sulfonamide as an active ingredient and a 1-(halogenomethyl)vinylpyridine as an intermediate thereof.
    Type: Grant
    Filed: March 2, 1988
    Date of Patent: October 2, 1990
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Tetsuo Jikihara, Manabu Katsurada, Toyohiko Shike, Emiko Mikami, Osamu Ikeda
  • Patent number: 4954637
    Abstract: Coupling of biological materials is disclosed via 4-hydroxy-3-nitrobenzene sulfonic acid sodium salt (HNSA) esters. The novel activated esters are structured so as to react at one end with an amine group of a selected biological or non-biological material, thereby releasing the spectroscopically monitorable HNSA dianion, and at the other end with, typically, a sulfhydryl group of a second material which may or may not be biological. The esters provide for a cross-linking reaction that may be easily controlled and monitored.
    Type: Grant
    Filed: September 10, 1987
    Date of Patent: September 4, 1990
    Assignee: Cetus Corporation
    Inventors: Danute E. Nitecki, Lois Aldwin
  • Patent number: 4952235
    Abstract: (Hetero) aryloxynaphthalenes having substituents bonded via sulphur having herbicidal activity and of the formula ##STR1## in which m represents the number 0, 1 or 2,n represents the numbers 0 or 1,R.sup.1 represents hydrogen, halogen, cyano or trifluoromethyl,R.sup.2 represents hydrogen or halogen,R.sup.3 represents halogen, trifluoromethyl, trifluoromethoxy, trifluoromethylthio or trifluoromethylsulphonyl,R.sup.4 represents hydrogen or halogen,X represents nitrogen or the group C--R.sup.5, whereinR.sup.5 represents hydrogen or halogen,Y represents oxygen or one of the groupings ##STR2## wherein R.sup.6 represents hydrogen, alkyl, --CO--Z or --SO.sub.2 --Z andZ represents hydrogen, halogen or an optionally substituted alkyl, cycloalkyl, cycloalkylalkyl, alkenyl, alkinyl, aryl or heteroaryl radical.
    Type: Grant
    Filed: June 22, 1989
    Date of Patent: August 28, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventors: Roland Andree, Michael Haug, Hans-Joachim Santel, Robert R. Schmidt, Harry Strang
  • Patent number: 4950679
    Abstract: Disclosed herein is a compound of the formula: ##STR1## wherein Ar is pyridine ring, pyridazine ring, pyrimidine ring, pyrazine ring, isoquinoline ring or thiazole ring, and those rings may be substituted by 1.about.3 of substituents selected from the group consisting of halogen, C.sub. 1 .about.C.sub.4 -alkyl, C.sub.1 .about.C.sub.4 -alkoxy, CF.sub.3 and nitro,R.sup.1 is C.sub.1 .about.C.sub.8 -alkyl; C.sub.1 .about.C.sub.7 -alkyl which is substituted by 1.about.3 of F, Cl or Br, C.sub.1 .about.C.sub.4 -alkoxy or C.sub.1 .about.C.sub.4 -alkylthio; C.sub.3 .about.C.sub.7 -cycloalkyl which may be substituted by 1.about.4 of F, Cl or methyl; C.sub.3 .about.C.sub.6 -cycloalkylmethyl which may be substituted by 1.about.4 of F, Cl, Br or methyl; allyl, propargyl, phenyl or benzyl; R.sup.2 is C.sub.1 .about.C.sub.4 -alkyl which may be substituted by 1.about.3 of F or Cl,x is integer of 0, 1 or 2, excepting wherein Ar is pyridine ring which is substituted by R.sup.1 --S(O)x and --O--SO.sub.2 R.sup.
    Type: Grant
    Filed: August 15, 1988
    Date of Patent: August 21, 1990
    Assignee: Nippon Kayaku Kabushiki Kaisha
    Inventors: Shoichi Kato, Tatsumi Hayaoka, Akio Masui
  • Patent number: 4946854
    Abstract: Novel compounds of formula I ##STR1## wherein each of R.sup.1, R.sup.2, R.sup.3, R.sup.7, R.sup.8 and R.sup.9, independently of the others, is H or halogen,R.sup.4 is H, R.sup.10 CO-- or R.sup.11 NHCO-- wherein R.sup.10 is a C.sub.1 -C.sub.4 alkyl group which is unsubstituted or substituted by one to three identical or different substituents selected from the group consisting of halogen, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 - acyloxy and --COOG, wherein G is H, an alkali metal cation or an alkaline earth metal cation, and R.sup.11 is an unsubstituted or halo-substituted C.sub.1 -C.sub.4 alkyl or phenyl group,each of R.sup.5 and R.sup.6, independently of the other, is H, halogen, alkyl or haloalkyl andX is O, S(O)n or NH wherein n is 0, 1 or 2, the preparation of the novel compounds and their use against parasites in and on productive livestock and against insect pests, and novel starting materials and their preparation.
    Type: Grant
    Filed: December 5, 1988
    Date of Patent: August 7, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Peter Maienfisch, Jean-Claude Gehret, Bruno Frei
  • Patent number: 4946845
    Abstract: Psoriasis in mammals is relieved by topically administering naphthalenes of the formula: ##STR1## wherein: R.sup.1 and R.sup.2 are the same and are lower alkoxy or optionally substituted phenoxy,R.sup.3 is lower alkyl, lower alkoxy, or halo and m is 0, 1 or 2 or R.sup.3 is optionally substituted phenyl, optionally substituted phenyl lower alkyl, optionally substituted phenyl lower alkoxy, amino, lower alkylamino, lower dialkylamino, cyano, or S(O).sub.n R wherein R is lower alkyl; optionally substituted phenyl; optionally substituted phenyl lower alkyl; or optionally substituted heterocyclic aryl of three to nine ring atoms containing one or two heteroatoms selected from the group consisting of nitrogen, oxygen and sulfur, and the pharmaceutically acceptable acid addition salts thereof; and m is 1 and n is 0, 1 or 2;at least one of X or Y is C(O)W and the other X or Y is different and is hydrogen, C(O)W or R.sup.
    Type: Grant
    Filed: November 25, 1988
    Date of Patent: August 7, 1990
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: D. V. Krishna Murthy, Michael C. Venuti, John M. Young
  • Patent number: 4943636
    Abstract: Coupling of biological materials is disclosed via 4-hydroxy-3-nitrobenzene sulfonic acid sodium salt (HNSA) esters. The novel activated esters are structured so as to react at one end with an amine group of a selected biological or non-biological material, thereby releasing the spectroscopically monitorable HNSA dianion, and at the other end with, typically, a sulfhydryl group of a second material which may or may not be biological. The esters provide for a cross-linking reaction that may be easily controlled and monitored.
    Type: Grant
    Filed: September 10, 1987
    Date of Patent: July 24, 1990
    Assignee: Cetus Corporation
    Inventors: Danute E. Nitecki, Lois Aldwin
  • Patent number: 4936905
    Abstract: Disclosed herein are substituted pyridine-3-monocarboxylate compounds in which a substituent is bonded to the pyridine ring at the 5-position through an oxygen atom.
    Type: Grant
    Filed: April 22, 1988
    Date of Patent: June 26, 1990
    Assignee: Monsanto Company
    Inventors: Maria L. Miller, Len F. Lee, Mark G. Dolson
  • Patent number: 4923995
    Abstract: Substituted N-arylsulfonyl-N'-pyrimidinylureas and N-arylsulfonyl-N'-triazinylureas of the general formula ##STR1## wherein R.sup.1 is a ##STR2## radical, R.sup.2 is hydrogen, halogen, nitro, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkoxy or --COOR.sup.9,R.sup.3 is hydrogen, C.sub.1 -C.sub.3 alkyl or C.sub.1 -C.sub.3 alkoxy,R.sup.4 and R.sup.5 are each independently of the other hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 haloalkylthio, C.sub.2 -C.sub.4 alkoxyalkyl, C.sub.3 -C.sub.6 cycloalkyl or --NR.sup.10 R.sup.11,R.sup.6 is hydrogen or C.sub.1 -C.sub.3 alkyl,R.sup.7 is hydrogen or methyl,R.sup.8 is C.sub.4 -C.sub.6 cycloalkanonyl which is unsubstituted or substituted by C.sub.1 -C.sub.3 alkyl or halogen; C.sub.3 -C.sub.6 cycloalkyl which is unsubstituted or substituted by one or more identical or different members selected from the group consisting of C.sub.1 -C.sub.3 alkyl, C.
    Type: Grant
    Filed: July 20, 1988
    Date of Patent: May 8, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Willy Mayer, Werner Fory
  • Patent number: 4921867
    Abstract: Compounds of formula (I) ##STR1## wherein X and Y each represent a bond or an alkylene, alkenylene or alkynylene chain;R.sup.1 and R.sup.2 each represent a hydrogen atom or a lower alkyl group; andPy represents a pyridyl group having one or two substituents. The compounds have a stimulant action at beta.sub.2 -adrenoreceptors. The compounds may be used in the treatment of diseases associated with reversible airway obstruction such as asthma and chronic bronchitis.
    Type: Grant
    Filed: February 9, 1988
    Date of Patent: May 1, 1990
    Assignee: Glaxo Group Limited
    Inventor: Lawrence H. C. Lunts
  • Patent number: 4920225
    Abstract: Optically active compounds of formula 1 ##STR1## wherein R.sub.1 is H or lower alkyl;R.sub.2 and R.sub.6 are each independently lower alkyl, aryl, or arylalkyl;R.sub.3 is CN, NO.sub.2, CO.sub.2 R.sub.5, CONHR.sub.5, SO.sub.2 R.sub.5, or P(O)(OR.sub.5).sub.2, where R.sub.5 is lower alkyl, lower alkoxyalkyl, aryl, or arylalkyl;R.sub.4 is aryl, heterocyclyl, or fused-ring heterocyclyl, optionally substituted with one, two, or three halo, NO.sub.2, CN, lower alkyl, lower alkoxy, lower alkylamino, CF.sub.3, OCH.sub.2 F, or OCF.sub.3 ;are prepared by fractional crystallization from hot organic solvent and water in the presence of a suitable optically active amine base.
    Type: Grant
    Filed: December 22, 1986
    Date of Patent: April 24, 1990
    Assignee: Laboratoires Syntex S.A.
    Inventor: Gilles Genain
  • Patent number: 4889866
    Abstract: Novel arylsulfonyl-dihydropyridine derivatives which are useful as calcium entry-blocker cardiovascular agents have the formula: ##STR1## or a pharmaceutically acceptable salt thereof, wherein R.sup.1 is hydrogen, lower alkyl, or lower alkoxyalkyl;R.sup.2 is hydrogen or chloro; andR.sup.3 is hydrogen, lower alkyl, or lower alkoxyethyl.A novel process using chiral sulfoxide reagents efficiently produces single isomers of these and other sulfonyl dihydropyridines.
    Type: Grant
    Filed: June 11, 1987
    Date of Patent: December 26, 1989
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Jurg R. Pfister, Roman Davis, Chi-Ho Lee
  • Patent number: 4876264
    Abstract: Acrylic acid derivatives of the formula: ##STR1## an stereoisomers thereof wherein W is pyridyl or pyrimidinyl, A is oxygen or S(O).sub.n where n is 0, 1 or 2; X, Y and X are, for example, hydrogen, halogen, hydroxy or optionally substituted alkyl, alkenyl, alkynyl, alkoxy, aryl, aryloxy or aralkyl among other possible values; R.sup.1 and R.sup.2 are optionally substituted alkyl, and metal complexes thereof. The compounds are useful fungicides.
    Type: Grant
    Filed: April 17, 1987
    Date of Patent: October 24, 1989
    Assignee: Imperial Chemical Industries PLC
    Inventors: Vivienne M. Anthony, John M. Clough, Paul DeFraine, Christopher R. A. Godfrey
  • Patent number: RE33478
    Abstract: Certain novel pyridinyloxyphenoxy alkanoic acids, pyridinylthiophenoxy alkanoic acids, derivatives thereof and related compounds are described. More specifically, these novel compounds bear a fluorine substituent in the 3-position of the pyridinyl group and in the 5-position the substituent is selected from chlorine, CF.sub.3, CF.sub.2 Cl or CF.sub.2 H. These novel compounds exhibit surprising preemergent and postemergent activity in the control of grassy weeds.
    Type: Grant
    Filed: October 31, 1988
    Date of Patent: December 11, 1990
    Assignee: The Dow Chemical Company
    Inventors: Howard Johnston, Lillian H. Troxell