Sulfur, Bonded Directly To A Ring, In Same Side Chain As Ester Function Patents (Class 560/17)
  • Patent number: 4388475
    Abstract: Organic sulfoxides having a latent allyl group bound to the sulfur are enzyme inhibitors of the suicide or K.sub.cat type.
    Type: Grant
    Filed: May 7, 1980
    Date of Patent: June 14, 1983
    Assignee: Merck & Co., Inc.
    Inventor: Raymond A. Firestone
  • Patent number: 4368332
    Abstract: Novel bicyclo [2,2,1] heptanes and hept-2Z-enes are substituted at the 5-position by a 6-carboxyhex-2-enyl group or a modification thereof, and at the 6-position by an aldoxime or ketoxime group which is O-substituted by an aliphatic hydrocarbon residue, an aromatic residue, or an aliphatic hydrocarbon residue substituted directly or through an oxygen or sulphur atom by an aromatic residue. Such compounds may be prepared by the action of an oximating agent on an intermediate which is substituted at the 6-position by an aldehydic or ketonic carbonyl group. The compounds are of value for use in pharmaceutical compositions particularly in the context of the inhibition of thromboxane activity.
    Type: Grant
    Filed: September 3, 1980
    Date of Patent: January 11, 1983
    Assignee: National Research Development Corporation
    Inventors: Robert L. Jones, Norman H. Wilson
  • Patent number: 4362891
    Abstract: An alkanoic acid compound is disclosed of formula: ##STR1## and certain of its physiologically acceptable salts and esters. The alkanoic acid compound and its salts and esters have an unexpectedly greater anti-inflammatory activity than representative members of a broad class of compounds, phenyl alkane derivatives, known to have therapeutic properties. The alkanoic acid compound also has unexpectedly high antipyretic and analgesic activity. The compounds may be formulated in conventional manner as pharmaceutical compositions.The compound may be prepared from 2-[4-(1-hydroxy-2-dimethylethyl)phenyl] propionic acid directly by dehydration or via an ester by dehydration in the presence of an alkanol followed by hydrolysis.
    Type: Grant
    Filed: June 17, 1980
    Date of Patent: December 7, 1982
    Assignee: Glaxo Group Limited
    Inventors: Alfredo Guerrato, Michele Perchinunno
  • Patent number: 4362887
    Abstract: Compounds of the formula: ##STR1## wherein R, R' and R.sup.2 are alkyl radicals having 1 to 20 carbon atoms, phenyl radicals which may be substituted by 1 or 2 alkyl groups having 1 to 8 carbon atoms, aralkyl radicals having 7 to 12 carbon atoms, or cycloalkyl radicals having 5 to 12 carbon atoms; and wherein R.sup.3 is hydrogen or an alkyl radical having from 1 to 4 carbon atoms. These compounds have utility as synergistic stabilizers with phenolic type antioxidants for the stabilization of organic materials such as natural and synthetic polymers, rubbers, lubricants and oils, etc.
    Type: Grant
    Filed: April 10, 1981
    Date of Patent: December 7, 1982
    Assignee: The Goodyear Tire & Rubber Company
    Inventor: Richard H. Kline
  • Patent number: 4360688
    Abstract: Novel compounds are disclosed of the classes: ##STR1## wherein the subscript n is an integer from 3-5, inclusive, R.sub.1 is hydrogen or R.sub.2 ; R.sub.2 and R.sub.3 consist essentially of C.sub.1 -C.sub.6 alkyl and R.sub.2 may be the same as or different from R.sub.3, and wherein Aryl consists essentially of phenyl and phenyl substituted with halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, and trifluoromethyl;(b) derivatives of furan having the formula ##STR2## wherein R.sub.4 consists essentially of hydrogen and C.sub.1 -C.sub.6 alkyl, and W is either carbonyl or carbinol; and(c) cyclopentenonyl compounds having the formulas ##STR3## wherein R.sub.5 consists essentially of hydrogen and C.sub.1 -C.sub.6 alkyl, P.sub.1 is hydrogen or a protective group, Y is either ##STR4## A new process is disclosed for preparing 1-(methyl)-16,16-(dimethyl)-11-alpha-15-alpha-dihydroxy-9-oxo-2,13,trans, trans-prostadienoate, and congeners thereof, including racemic mixtures.
    Type: Grant
    Filed: May 21, 1981
    Date of Patent: November 23, 1982
    Assignee: American Cyanamid Company
    Inventor: Middleton B. Floyd, Jr.
  • Patent number: 4358409
    Abstract: Styryl-cyclopropane derivatives of the formula ##STR1## in which R.sup.9 represents independently of one another when n=2, halogen, cyano, nitro, or an optionally halogen-substituted alkyl, alkoxy, alkylthio or alkylenedioxy radical,n represents zero, 1, 2, 3, 4 or 5,R.sup.10 represents hydrogen or halogenandY represents acetyl, cyano or carbamoyl, are produced by reacting a benzylphosphonic acid ester of the formula ##STR2## in which R.sup.4 each independently represents alkyl or phenyl or together represent alkylene, with a formylcyclopropane derivative of the formula ##STR3## or by reacting an .alpha.-hydroxyphosphonic acid ester of the formula ##STR4## with an olefinating agent of the formula ##STR5## in which Z' represents a phosphorus-containing radical ##STR6## wherein R.sup.5 and R.sup.6 are identical or different and individually represent alkyl, phenyl, alkoxy or pehnoxy or R.sup.5 and R.sup.6 together represent alkanedioxy,R.sup.
    Type: Grant
    Filed: April 16, 1980
    Date of Patent: November 9, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hellmut Hoffmann, Fritz Maurer, Uwe Priesnitz, Hans-Jochem Riebel
  • Patent number: 4356187
    Abstract: Novel esters of the formula ##STR1## wherein R.sub.1 and R.sub.2 are individually selected from the group consisting of carbamoyl and R.sub.1 ' and R.sub.2 ', R.sub.1 ' and R.sub.2 ' are individually selected from the group consisting of hydrogen, halogen, alkyl of 1 to 6 carbon atoms, aryl of 6 to 10 carbon atoms, aralkyl of 7 to 13 carbon atoms, alkoxycarbonyl of 2 to 5 carbon atoms and --CN, R.sub.3 and R.sub.3 ' are individually selected from the group consisting of hydrogen, halogen, alkenyl of 2 to 3 carbon atoms and alkyl of 1 to 3 carbon atoms, Y' is selected from the group consisting of ##STR2## R.sub.4 ' and R.sub.5 ' are individually selected from the group consisting of hydrogen, alkyl of 1 to 4 carbon atoms, fluorine, bromine, chlorine and R.sub.4 ' and R.sub.
    Type: Grant
    Filed: April 17, 1980
    Date of Patent: October 26, 1982
    Assignee: Roussel Uclaf
    Inventors: Jacques Martel, Jean Tessier, Andre Teche
  • Patent number: 4351950
    Abstract: Novel substituted arylene compounds and methods for their preparation and use are disclosed. These new compounds are useful as anti-arteriosclerotic agents.
    Type: Grant
    Filed: January 2, 1980
    Date of Patent: September 28, 1982
    Assignee: Warner-Lambert Company
    Inventor: Ila Sircar
  • Patent number: 4349377
    Abstract: This invention relates to new phenoxyphenylthioalkanecarboxylic acid derivatives with herbicidal and plant growth-regulating activity of the formula ##STR1## wherein A is hydrogen or C.sub.1 -C.sub.4 alkyl, B is a salt of a carboxylic-acid, an ester, a thioester, an amide or an imidoether thereof, X is hydrogen, halogen, cyano, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy, D is hydrogen, halogen, cyano or trifluoromethyl, E is halogen, cyano, nitro or trifluoromethyl and N is 0 or 1.
    Type: Grant
    Filed: September 5, 1980
    Date of Patent: September 14, 1982
    Assignee: Ciba-Geigy Corporation
    Inventors: Dieter Durr, Otto Rohr, Georg Pissiotas, Beat Bohner
  • Patent number: 4344893
    Abstract: Novel compounds are described which are substituted benzophenone hydrazones. They have pesticidal activity, especially against insects and acarids, and pesticidal compositions and methods are described. Methods of making the compounds, and novel intermediates, are also described.
    Type: Grant
    Filed: February 25, 1980
    Date of Patent: August 17, 1982
    Assignee: The Boots Company Limited
    Inventors: Leonard G. Copping, John C. Kerry, Thomas I. Watkins, Robert J. Willis, Bryan H. Palmer
  • Patent number: 4342694
    Abstract: Processes for producing a (1.alpha., 4.alpha., 5.alpha.)-6,6-dimethyl-4-halo-substituted-methyl-3-oxabicyclo[3.1.0]hexan- 2-one and its novel intermediates from known and inexpensive starting materials are described and exemplified. The halomethyl bicyclic lactone is a useful intermediate for the preparation of insecticidal cis-3-(2,2-dihaloethenyl)-2,2-dimethylcyclopropanecarboxylates or cis-3-(2-halo-2-trihalomethylethenyl)-2,2-dimethylcyclopropanecarboxylates .
    Type: Grant
    Filed: June 23, 1980
    Date of Patent: August 3, 1982
    Assignee: FMC Corporation
    Inventors: Kiyoshi Kondo, Toshiyuki Takashima, Minoru Suda
  • Patent number: 4342705
    Abstract: Vulcanizable rubber compositions are described which are inhibited from premature vulcanization by activated methylene di(thioethers) in which the adjacent activating groups are either carbonyl or cyano. Novel compounds are also described.
    Type: Grant
    Filed: December 1, 1980
    Date of Patent: August 3, 1982
    Assignee: Monsanto Company
    Inventors: Otto W. Maender, Eiichi Morita
  • Patent number: 4332734
    Abstract: New homopolymerizable or copolymerizable 3,3-disubstituted furan dione compounds are described of the formula ##STR1## wherein X is a reactive moiety and Y and R are unreactive moieties.
    Type: Grant
    Filed: December 9, 1980
    Date of Patent: June 1, 1982
    Assignee: The Dow Chemical Company
    Inventors: Edmund P. Woo, Michael J. Mullins
  • Patent number: 4329293
    Abstract: An improved process is disclosed for sulfenylating carbamates in the presence of a solvent and acid acceptor, in which the reaction between a carbamate and a sulfenyl halide is conducted in the presence of a catalytic amount of a complex of a lower alkylamine and sulfur dioxide. Several methods for preparing and utilizing the complex in the reaction are disclosed and exemplified.
    Type: Grant
    Filed: October 31, 1980
    Date of Patent: May 11, 1982
    Assignee: FMC Corporation
    Inventors: John W. Ager, Maurice J. C. Harding, Charles E. Hatch, III
  • Patent number: 4327025
    Abstract: A process for the preparation of a styrylcyclopropane-1-carboxylic acid ester of the formula ##STR1## in which R is C.sub.1-4 -alkyl or an alcohol radical customary in pyrethroids,R.sup.1 is alkoxy or alkylthio, either of which may be optionally substituted by halogen,R.sup.2 is hydrogen or alkoxy, orR.sup.1 and R.sup.2 together are optionally halogen-substituted alkylenedioxy, andR.sup.3 is hydrogen or chlorine,comprising reacting an ester of the formula ##STR2## in which Hal is chlorine or bromine,with a base.The compounds are insecticidally active. Numerous syntheses of the starting materials, some involving new intermediates, are also shown.
    Type: Grant
    Filed: April 7, 1980
    Date of Patent: April 27, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Manfred Jautelat, Dieter Arlt, Reinhard Lantzsch, Rainer Fuchs, Hans-Jochem Riebel, Rolf Schroder, Horst Harnisch
  • Patent number: 4325873
    Abstract: A process for the preparation of a styryl-cyclopropane-carboxylic acid ester of the formula ##STR1## in which R is C.sub.1-4 -alkyl or an alcohol radical customary in pyrethroids,R.sup.1 is alkoxy or alkylthio, either of which may be optionally substituted by halogen,R.sup.2 is hydrogen or alkoxy, orR.sup.1 and R.sup.2 together are optionally halogen-substituted alkylenedioxy, andR.sup.3 is hydrogen or chlorine, comprising reacting a compound of the formula ##STR2## with, respectively, one, two or three equivalents of a base at a temperature below 60.degree. C. The products are insecticidally active when R is the residue of a pyrethroid-type alcohol. Various syntheses are given for the starting materials which are new.
    Type: Grant
    Filed: April 7, 1980
    Date of Patent: April 20, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Manfred Jautelat, Dieter Arlt, Reinhard Lantzsch, Rainer Fuchs, Hans-Jochem Riebel, Rolf Schroder, Horst Harnisch
  • Patent number: 4323691
    Abstract: Described are compounds of the formula ##STR1## wherein ##STR2## wherein Z is hydrogen or loweralkyl, R.sub.5 and R.sub.6 may be the same or different and are hydrogen, loweralkyl or together are alkylene of 4 or 5 carbon atoms,R.sub.2 is hydrogen, halo, haloloweralkyl, loweralkyl, loweralkoxy, loweralkylthio or ##STR3## wherein R.sub.5 and R.sub.6 are previously defined, R.sub.3 is hydroxy, alkoxy, branched alkoxy, adamantyloxy, morpholino, amino or amino substituted by loweralkyl or alkylene of 4 or 5 carbon atoms,R.sub.4 is hydrogen or loweralkyl, andX.sub.1 and X.sub.2 are hydrogen, loweralkyl, halo or when substituted on adjacent carbon atoms of the benzene ring form a 1,3-butadienylene linkage, Y is oxygen or sulfur, and pharmaceutically acceptable salts thereof. The compounds are effective as diuretic agents in increasing urinary excretion.
    Type: Grant
    Filed: December 1, 1980
    Date of Patent: April 6, 1982
    Assignee: Abbott Laboratories
    Inventors: Carroll W. Ours, Cheuk M. Lee
  • Patent number: 4315026
    Abstract: A novel class of chemical compounds useful as pesticides consists of alkylpolyoxysulfinyl and alkylpolythiosulfinyl derivatives of carbamate esters. The preparation of these compounds and their formulation to control insects are exemplified.
    Type: Grant
    Filed: April 11, 1980
    Date of Patent: February 9, 1982
    Assignee: The Regents of the University of California
    Inventors: Mohamed A. H. Fahmy, Tetsuo R. Fukuto, Teruomi Jojima
  • Patent number: 4311637
    Abstract: There is disclosed polyphenolic mercaptophenol type antioxidants, a method of preparing the antioxidants and to polymer compositions containing such polyphenolic mercaptophenol type antioxidants. In particular, polyphenolic antioxidants such as 2-(2-hydroxy-3-tertiary-butyl-5-methylbenzyl)-4-methyl-6-tertiary butyl phenyl 3-(4-hydroxyphenylthio)propionate.
    Type: Grant
    Filed: February 8, 1980
    Date of Patent: January 19, 1982
    Assignee: The Goodyear Tire & Rubber Company
    Inventor: Kirkwood S. Cottman
  • Patent number: 4310512
    Abstract: Compounds of the formula ##STR1## wherein A, B, C individually represent hydrogen or an alkyl group of 1 to 6 carbon atoms, provided that the total combined number of carbon atoms of A, B and C does not exceed 8;X represents oxygen, sulfur, ##STR2## wherein the alkyl group has 1 to 7 carbon atoms or ##STR3## wherein R and R' represent hydrogen or a methyl group; n represents 1 or 2; andZ represents a hydroxyalkyl group of 2 to 7 carbon atomshave been found to be useful in compositions and methods for counteracting malodors.
    Type: Grant
    Filed: December 4, 1979
    Date of Patent: January 12, 1982
    Assignee: Bush Boake Allen Inc.
    Inventor: Alfred A. Schleppnik
  • Patent number: 4307031
    Abstract: A method for producing a mixture of a dithiodibenzoate, a dithiocarbonate, and a trithiocarbonate, is disclosed. The method includes diazotizing an amine having the formula ##STR1## where R is hydrogen, or an alkyl group having not more than 4 carbon atoms, and coupling the resulting diazonium with at least 1 gram-mole of carbon disulfide per gram-mole of the diazonium in the presence of a copper catalyst. Under appropriate conditions, which include a reaction temperature in the range of 10.degree.-32.degree. C., sufficient time for full coupling to occur, and dissolving of the CS.sub.2 in a suitable water-miscible solvent such as methanol, coupling to said mixture readily occurs. The coupling products are then dissolved and removed by use of a water-immiscible inert solvent.
    Type: Grant
    Filed: May 19, 1980
    Date of Patent: December 22, 1981
    Assignee: The Sherwin-Williams Company
    Inventor: Lubomir Vacek
  • Patent number: 4304728
    Abstract: Compounds are described of the formula ##STR1## in which R.sup.1 is COOR.sup.5, CONHR.sup.5, cyano, 5-tetrazolyl or R.sup.6, where R.sup.5 is hydrogen or C.sub.1-8 alkyl and R.sup.6 is phenyl or naphthyl, the phenyl or naphthyl group being optionally substituted by one or more group selected from halogen, C.sub.1-6 alkyl, C.sub.1-4 alkoxy, hydroxy, benzyloxy, nitro, trifluoromethyl, carboxyl, C.sub.1-4 alkylsulphinyl, C.sub.1-4 alkylsulphonyl, N(R.sup.5).sub.2, NHCOR.sup.5 and SR.sup.5 ; R.sup.2 is R.sup.6 or --CH.dbd.CH--R.sup.6 when R.sup.1 is COOR.sup.5, CONHR.sup.5, cyano or 5-tetrazolyl, or R.sup.2 is --CH.dbd.CH--R.sup.6 when R.sup.1 is R.sup.6 ; R.sup.3 is hydrogen, C.sub.1-6 alkyl, halogen, hydroxy or --OCH.sub.2 R.sup.6 ; and R.sup.4 is hydrogen, C.sub.1-6 alkyl or halogen; and salts thereof. The compounds have pharmaceutical properties and in particular are useful in the treatment of immediate hypersensitivity conditions such as asthma.
    Type: Grant
    Filed: March 27, 1980
    Date of Patent: December 8, 1981
    Assignee: Lilly Industries Limited
    Inventors: Barry P. Clark, William J. Ross, Alec Todd
  • Patent number: 4302366
    Abstract: The present invention relates to new fluorinated products resulting from the reaction of:(a) one molecule of one or more acids of the formula:HS - A (COOH).sub.n (I)and of(b) one to five molecules of one or more compounds possessing at least one ethylenic bond, at least one of these compounds corresponding to the general formula: ##STR1## and possibly neutralized or partially neutralized with an inorganic or organic base.In the formulae (I) and (II), A represents an aliphatic or aromatic hydrocarbon radical, n is a whole number from 1 to 4, Rf represents a straight or branched perfluorinated chain containing 1 to 20 carbon atoms, B represents bivalent, possibly branched, chaining and may comprise sulfur, oxygen or nitrogen atoms, one of the symbols R represents a hydrogen atom and the other a hydrogen atom or an alkyl group containing 1 to 4 carbon atoms.
    Type: Grant
    Filed: November 1, 1979
    Date of Patent: November 24, 1981
    Assignee: Produits Chimiques Ugine Kuhlmann
    Inventors: Jean Perronin, Andre L. Dessaint
  • Patent number: 4301296
    Abstract: Ester such as 3,6,9-trioxaundecane-1,11-bis(3-n-dodecylthiopropionate) when combined with conventional free amine antioxidants such as N,N'-diphenylparaphenylenediamine or with polymer bound antioxidants such as N-(4-anilinophenyl) methacrylamide produce improved antioxidant systems for SBR and NBR type polymers.
    Type: Grant
    Filed: September 29, 1980
    Date of Patent: November 17, 1981
    Assignee: The Goodyear Tire & Rubber Company
    Inventor: Joseph A. Kuczkowski
  • Patent number: 4295976
    Abstract: New fluorinated telomerization products are disclosed which are products produced by the reaction of:a. one mole of an ester of one or more acids of the formulaHS-A(COOH).sub.n (I)with one or more polyols, andb. 1 to 5 moles of one or more compounds possessing at least one ethylenic bond, one at least of these compounds conforming to the general formula ##STR1## In formulae (I) and (II), A represents a hydrocarbon radical which may contain atoms of oxygen, nitrogen, phosphorus, sulphur or halogen, n is a whole number from 1 to 4, Rf is a perfluorinated chain containing 1 to 20 carbon atoms, B is a bivalent chain, one of the symbols R represents a hydrogen atom and the other a hydrogen atom or an alkyl group containing 1 to 4 carbon atoms. These products when applied to substrates, such as textile fabrics, confer on them a permanent anti-stain and soil release finish while permitting easy elimination of soil by washing.
    Type: Grant
    Filed: September 28, 1976
    Date of Patent: October 20, 1981
    Assignee: Produits Chimiques Ugine Kuhlmann
    Inventors: Andre L. Dessaint, Jean Perronin
  • Patent number: 4296128
    Abstract: New carboxylic acid hydrazides of the formula ##STR1## in which R represents an optionally esterified carboxy group,and salts of the compound of the formula I, in which R represents carboxy, possess antithrombotic properties and can be used as medicinal active substances in pharmaceutical preparations.
    Type: Grant
    Filed: May 7, 1980
    Date of Patent: October 20, 1981
    Assignee: Ciba-Geigy Corporation
    Inventors: Alfred Sallmann, Richard Goschke
  • Patent number: 4277624
    Abstract: Novel diphenyl ether compounds of the general formula: ##STR1## wherein X represents a hydrogen atom or a nitro group, process for preparing the same and diphenyl ethers of the general formula: ##STR2## wherein R represents a hydrogen atom, or substituted or unsubstituted alkyl group, alkenyl group or alkynyl group, and Y represents an oxygen atom, a sulfur atom, or the group ##STR3## wherein R' is defined as R above, by reacting 2-chloro-4-trifluoromethylphenyl-3,4-dinitrophenyl ether with a compound of the general formula:RYH (III)wherein R and Y have the same meanings as defined above, respectively. The latter diphenyl ether compounds of the general formula (II) are useful as herbicides.
    Type: Grant
    Filed: July 5, 1979
    Date of Patent: July 7, 1981
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Takeo Yoshimoto, Keiichi Igarashi, Kengo Oda, Masaaki Ura, Naoki Sato
  • Patent number: 4271050
    Abstract: Vulcanizable rubber compositions are described which are inhibited from premature vulcanization by activated methylene di(thioethers) in which the adjacent activating groups are either carbonyl or cyano. Novel compounds are also described.
    Type: Grant
    Filed: November 23, 1979
    Date of Patent: June 2, 1981
    Assignee: Monsanto Company
    Inventors: Otto W. Maender, Eiichi Morita
  • Patent number: 4262015
    Abstract: A novel class of chemical compounds useful as pesticides consists of N-alkylthio- and N-arylthiosulfinylcarbamate esters. The preparation of these compounds and their formulation to control insects are exemplified.
    Type: Grant
    Filed: March 7, 1979
    Date of Patent: April 14, 1981
    Assignee: The Regents of the University of California
    Inventors: Mohamed A. H. Fahmy, Tetsuo R. Fukuto
  • Patent number: 4261924
    Abstract: New 4-nitro-2-trichloromethylphenylsulfenamides having a fungicidal and bactericidal action, processes for their manufacture, fungicides containing these compounds as active ingredients, and a process for combating fungi with these compounds.
    Type: Grant
    Filed: September 25, 1979
    Date of Patent: April 14, 1981
    Assignee: BASF Aktiengesellschaft
    Inventors: Helmut Hagen, Ernst-Heinrich Pommer, Wolfgang Reuther, Hans Ziegler
  • Patent number: 4256761
    Abstract: Compounds of the structure: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, and R.sub.6 are hydrogen, alkyl, alkenyl, alkynyl, phenyl-alkyl, or cycloalkyl,n is an integer from 0 to 4 inclusive,M is alkenyl, alkynyl, cycloalkyl, cycloalkyl-alkyl, polycycloalkyl, polycyclo-alkyl-alkyl, aryl, aralkyl, heteroaryl, heteroaryl-alkyl, hetero-cycloalkyl, hetero-cycloalkyl-alkyl, alkoxyalkyl, alkylthioalkyl, alkylamino-alkyl, dialkylamino-alkyl, fused aryl-cycloalkyl, fused aryl-cycloalkyl-alkyl, fused heteroaryl-cycloalkyl, or fused heteroaryl-cycloalkyl-alkyl,Y is hydroxy, alkoxy, amino, or substituted amino, aminoalkanoyl, aryloxy, aminoalkoxy, or hydroxyalkoxy, andR.sub.7 is hydrogen, alkanoyl, carboxylalkanoyl, hydroxyalkanoyl, amino-alkanoyl, cyano, amidino, carbalkoxy, ZS, or ##STR2## wherein Z is hydrogen, alkyl, hyroxyalkyl, aminoalkyl or the radical ##STR3## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.
    Type: Grant
    Filed: July 13, 1979
    Date of Patent: March 17, 1981
    Assignee: USV Pharmaceutical Corporation
    Inventors: John T. Suh, Jerry W. Skiles, Bruce E. Williams, Alfred Schwab
  • Patent number: 4254020
    Abstract: Compounds of the formula: ##STR1## wherein R is selected from (1) alkyl radicals having 6 to 20 carbon atoms; (2) phenyl radicals which may be substituted by 1 or 2 alkyl groups having 1 to 8 carbon atoms; or (3) aralkyl radicals having 7 to 12 carbon atoms; and wherein R.sup.1 is selected from (1) alkylene radicals having 2 to 6 carbon atoms; (2) cycloalkylene radicals having 5 to 12 carbon atoms; (3) alkylcycloalkylene radicals of the formula --R.sub.3 --R.sub.2 (R.sub.4).sub.n, wherein R.sub.2 is a cycloalkylene radical having 5 to 12 carbon and R.sub.3 and R.sub.4 are alkylene radicals having 1 to 6 carbon atoms, and n equals 1 or 0; (4) or a group of the formula --R.sub.5 --YR.sub.6, wherein R.sub.5 and R.sub.6 are alkylene radicals having 2 to 6 carbon atoms and Y is oxygen, sulfur, or a 1,4-phenylene radical.
    Type: Grant
    Filed: November 16, 1979
    Date of Patent: March 3, 1981
    Assignee: The Goodyear Tire & Rubber Company
    Inventor: Richard H. Kline
  • Patent number: 4241217
    Abstract: Ester such as 3,6,9-trioxaundecane-1,11-bis (3-n-dodecylthiopropionate) when combined with conventional free amine antioxidants such as N,N'-diphenylparaphenylenediamine or with polymer bound antioxidants such as N-(4-anilinophenyl) methacrylamide produce improved antioxidant systems for SBR and NBR type polymers.
    Type: Grant
    Filed: May 26, 1978
    Date of Patent: December 23, 1980
    Assignee: The Goodyear Tire & Rubber Company
    Inventor: Joseph A. Kuczkowski
  • Patent number: 4238397
    Abstract: Hydroxyl-terminated liquid polymers having an aliphatic polymeric backbone and sulfide linkages near the terminal portions of the polymer molecule are prepared by polymerizing (1) at least one vinylidene monomer having at least one terminal CH.sub.2 .dbd.C< group per monomer molecule, together with (2) a mixture of at least one hydroxyl-containing disulfide and at least one hydroxyl-containing trisulfide. Use of the above disulfide-trisulfide mixture permits viscosity control during polymerization with substantially less disulfide required than if the disulfide alone were used, and the resulting polymers have less odor and discolor less upon heating than if the disulfide alone were used.
    Type: Grant
    Filed: May 18, 1979
    Date of Patent: December 9, 1980
    Assignee: The B. F. Goodrich Company
    Inventor: Jack C. Gilles
  • Patent number: 4235780
    Abstract: Processes for producing a (1.alpha., 4.alpha., 5.alpha.)-6,6-dimethyl-4-halo-substituted-methyl-3-oxabicyclo[3.1.0]hexan- 2-one and its novel intermediates from known and inexpensive starting materials are described and exemplified.
    Type: Grant
    Filed: November 1, 1979
    Date of Patent: November 25, 1980
    Assignee: FMC Corporation
    Inventors: Kiyoshi Kondo, Toshiyuki Takashima, Minoru Suda
  • Patent number: 4235926
    Abstract: Compounds of the general formula I ##STR1## wherein R.sup.1 is hydrogen or a methoxy, ethoxy, propoxy, butoxy, tetrafluoroethoxy, methylthio, ethylthio, propylthio, fluoro, chloro, bromo, methyl, ethyl, or nitro group, and R.sup.2 is hydrogen or a methyl group, or R.sup.1 and R.sup.2 together form a methylenedioxy group;R.sup.3 is hydrogen, or a lower alkyl group, or one of the following groups (a) to (f):(a) 3-phenoxybenzyl(b) 2-benzyl-4-furylmethyl(c) .alpha.-cyano-3-phenoxybenzyl(d) 3,4-methylenedioxybenzyl(e) .alpha.-ethynyl-3-phenoxybenzyl(f) .alpha.-cyano-3-(4'-chlorophenoxy)-benzyland Y.sup.1, Y.sup.2, Y.sup.3, Y.sup.4, Y.sup.5 and Y.sup.6 are the same or different groups and each is hydrogen or a fluoro, bromo or chloro group, with the proviso that when R.sup.1 is hydrogen, fluoro, chloro, bromo or methyl and R.sup.2 is hydrogen, then one of Y.sup.1 to Y.sup.6 is other than hydrogen.The compounds in which R.sup.3 is one of groups (a) to (f) are insecticides.
    Type: Grant
    Filed: December 15, 1978
    Date of Patent: November 25, 1980
    Assignee: Commonwealth Scientific and Industrial Research Organization
    Inventors: George Holan, David F. O'Keefe
  • Patent number: 4233054
    Abstract: New phenoxy-alkanecarboxylic acid derivatives which have a herbicidal action and which are effective in regulating plant growth are described. They correspond to the formula ##STR1## in which A is the cyano group, a carboxylic acid, a salt, ester, thioester or amide thereof,Q is a mono- to trisubstituted phenyl or pyrid-2-yl radical,R.sub.3 is hydrogen, halogen, cyano, nitro, alkyl or carbamoyl,R.sub.4 is alkyl, alkoxyalkyl, cycloalkyl, alkenyl, alkynyl, phenyl or benzyl, andX, Y and Z are each oxygen or sulfur.They can be used as selective herbicides in cereal and rice crops, or for reducing the vegetative growth, for example in soya-bean crops, and also for defoliation and desiccation in cotton or potato crops shortly before the harvesting thereof.
    Type: Grant
    Filed: March 12, 1979
    Date of Patent: November 11, 1980
    Assignee: Ciba-Geigy Corporation
    Inventors: Henry Szczepanski, Otto Rohr, Georg Pissiotas, Beat Bohner, Hermann Rempfler
  • Patent number: 4230857
    Abstract: Carbonates and urethanes of 2,2'-alkylene or -cycloalkylene-bis-4,6-disubstituted phenols are useful for stabilizing organic materials against the degradative effects of oxygen.
    Type: Grant
    Filed: May 23, 1978
    Date of Patent: October 28, 1980
    Assignee: Sandoz Ltd.
    Inventors: William O. Drake, Hans Hinsken, Horst Mayerhoefer, Wolfgang H. Mueller
  • Patent number: 4228029
    Abstract: Liquid crystalline compositions, especially for displays with a twisted nematic phase, comprising at least one compound of the formula ##STR1## wherein X=H, --CHO or --CH.sub.3, R.sup.1 =C.sub.1 --C.sub.10 alkyl, R.sup.2 is a monovalent organic group, for example, --CN; and Y is a single bond or one of the groups --COO-- or ##STR2## The compositions show a high positive dielectric anisotropy (.DELTA..epsilon.), a high .DELTA.n, and a low viscosity, and the mixture system may comprise relatively few components.
    Type: Grant
    Filed: January 24, 1979
    Date of Patent: October 14, 1980
    Assignee: BBC Brown Boveri & Company Limited
    Inventor: Maged A. Osman
  • Patent number: 4225533
    Abstract: Novel esters of ether and thioether substituted cyclopropanecarboxylic acids, synthesis thereof, and intermediates therefor, such esters being useful as pesticides.
    Type: Grant
    Filed: June 1, 1979
    Date of Patent: September 30, 1980
    Assignee: Zoecon Corporation
    Inventor: Clive A. Henrick
  • Patent number: 4223155
    Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is an optionally halo-substituted hydrocarbyl group, and X is --C(O)Cl, --C(O)Br or C(O)OR in which R is H, a salt-forming cation, an alkyl group or the residue of a pyrethroid alcohol are new pesticides or intermediates therefore. The compounds are prepared using a multi-step synthesis starting from the neutral terpene, 3-carene.
    Type: Grant
    Filed: July 26, 1979
    Date of Patent: September 16, 1980
    Assignee: Shell Oil Company
    Inventor: Steven A. Roman
  • Patent number: 4219562
    Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is an optionally halo-substituted hydroxcarbyl group, and X is --C(O)Cl, --C(O)Br or C(O)OR in which R is H, a salt-forming cation, an alkyl group or the residue of a pyrethroid alcohol are new pesticides or intermediates therefore. The compounds are prepared using a multi-step synthesis starting from the natural terpene, 3-carene.
    Type: Grant
    Filed: March 8, 1979
    Date of Patent: August 26, 1980
    Assignee: Shell Oil Company
    Inventor: Steven A. Roman
  • Patent number: 4215139
    Abstract: Carbamic acid derivatives, processes for their preparation, as well as pesticidal compositions containing the carbamic acid derivatives, and methods for their use, are disclosed.
    Type: Grant
    Filed: March 6, 1979
    Date of Patent: July 29, 1980
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Ulf Fischer, Fernand Schneider, Rene Zurflueh
  • Patent number: 4208326
    Abstract: This invention relates to new pleuromutilins of the formula: ##STR1## wherein either R.sub.1 is ethyl or vinyl,n is an integer from 2 to 5,X is sulphur,a group ##STR2## or a group .dbd.N--R.sub.4.sup.I, whereineither Y and Z are both sulphur, orone of Y and Z is oxygen and the other is sulphur, andR.sub.4.sup.I is hydrogen or a group of the formula: ##STR3## wherein R.sub.1 is as defined above, each of R.sub.2 and R.sub.3 is alkyl of 1 to 10 carbon atoms, orR.sub.2 and R.sub.3 together with the nitrogen atom form a heterocycle of 5 to 7 ring members, and pharmaceutically acceptable acid addition salts and quaternary salts thereof.Processes for the preparation of such compounds are described.The compounds are antibiotics with an antibacterial effect.
    Type: Grant
    Filed: June 5, 1978
    Date of Patent: June 17, 1980
    Assignee: Sandoz Ltd.
    Inventors: Helmut Egger, Hellmuth Reinshagen
  • Patent number: 4207238
    Abstract: Hydroxyl-terminated liquid polymers having an aliphatic polymeric backbone and sulfide linkages near the terminal portions of the polymer molecule are prepared by polymerizing (1) at least one vinylidene monomer having at least one terminal CH.sub.2 .dbd.C< group per monomer molecule, together with (2) a mixture of at least one hydroxyl-containing disulfide and at least one hydroxyl-containing trisulfide. Use of the above disulfide-trisulfide mixture permits viscosity control during polymerization with substantially less disulfide required than if the disulfide alone were used, and the resulting polymers have less odor and discolor less upon heating than if the disulfide alone were used.
    Type: Grant
    Filed: September 1, 1977
    Date of Patent: June 10, 1980
    Assignee: The B. F. Goodrich Company
    Inventor: Jack C. Gilles
  • Patent number: 4207329
    Abstract: Novel derivatives of glycolic and glyoxylic acid are disclosed which inhibit glycolic acid oxidase and thus are useful in the treatment and prevention of calcium oxalate urolithiasis (calcium oxalate kidney and bladder stone disease).
    Type: Grant
    Filed: October 11, 1978
    Date of Patent: June 10, 1980
    Assignee: Merck & Co., Inc.
    Inventors: Haydn W. R. Williams, Edward J. Cragoe, Jr., Clarence S. Rooney
  • Patent number: 4200760
    Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is a straight or branched chain alkynyl group containing from 3 to 9 carbon atoms, inclusive; R.sup.2 is hydrogen, (lower)alkyl, halogen or hydroxymethyl; m is 1 or 2, and n is 2 or 3, provided that the sum of m and n is 3 or 4; X and Y each are independently hydrogen, nitro, cyano, --SO.sub.2 Ar or --COR.sup.3, provided that X and Y are not both hydrogen; R.sup.3 is (lower)alkyl, Ar, (lower)alkoxy, amino or (lower)-alkylamino; and Ar is an optionally substituted phenyl group; and nontoxic pharmaceutically acceptable acid addition salts thereof, are potent anti-ulcer agents. Processes for their preparation and novel intermediates are also disclosed.
    Type: Grant
    Filed: September 26, 1978
    Date of Patent: April 29, 1980
    Assignee: Bristol-Myers Company
    Inventors: Aldo A. Algieri, Ronnie R. Crenshaw
  • Patent number: 4199597
    Abstract: Omega-[4-(polyfluoro-2-hydroxy-2-propyl)-2,3,6-substituted-phenoxy and phenylthio]alkanoic acids and compounds related thereto having antihypertensive activity are preparable by reaction of the appropriate 2,3,6-substituted-4-(polyfluoro-2-hydroxy-2-propyl)phenol or thiophenol with an alkyl ester of a bromoalkanoic acid, followed by hydrolysis to the free acid.
    Type: Grant
    Filed: May 4, 1979
    Date of Patent: April 22, 1980
    Assignee: Schering Corporation
    Inventors: Bernard R. Neustadt, Elijah H. Gold
  • Patent number: 4198527
    Abstract: Novel esters of ether and thioether substituted cyclopropanecarboxylic acids, synthesis thereof, and intermediates therefor, such esters being useful as pesticides.
    Type: Grant
    Filed: September 15, 1978
    Date of Patent: April 15, 1980
    Assignee: Zoecon Corporation
    Inventor: Clive A. Henrick
  • Patent number: RE30578
    Abstract: New N-arylcarbamic acid esters of the formula ##STR1## in which R is lower aliphatic hydrocarbyl, optionally substituted,R.sup.1, R.sup.2 and R.sup.3, which may be identical or different, are each hydrogen, alkyl, cycloalkyl, alkoxy, haloalkyl or halogen,R.sup.4 is alkyl, alkenyl, cycloalkenyl, haloalkyl, haloalkenyl, haloalkynyl, alkoxyalkyl or alkylthioalkyl, acylalkyl (i.e., alkanoyloxyalkyl), alkoxycarbonylalkyl, carbalkoxyalkyl, carbalkoxyalkenyl, or an optionally substituted cycloalkyl, aryl, aralkyl, aryloxyalkyl or arylthioalkyl radical, or the grouping ##STR2## wherein R.sup.4' is hydrogen or is defined as R.sup.4 is defined above, andY and Y' are oxygen or sulfur,are outstandingly effective in regulating the growth of plants, i.e., to inhibit, stimulate or alter the growth of plants.
    Type: Grant
    Filed: November 22, 1977
    Date of Patent: April 14, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Carl Metzger, Gerhard Jager, Klaus Lurssen