Chalcogen And Acyclic Nitrogen Bonded Directly To The Same Carbon Patents (Class 546/291)
  • Patent number: 4743693
    Abstract: The present invention provides a process for the preparation of crystalline torasemide in the pure modification I (monoclinic, space group P2.sub.1 /c, melting point 162.degree. C.) from torasemide of modification II (monoclinic, space group P2/n, melting point 169.degree. C.), wherein a suspension of torasemide of modification II is stirred in water with the addition of a catalytic amount of modification I until the rearrangement is complete.The present invention also provides a pharmaceutical compositions containing torasemide of modification I.
    Type: Grant
    Filed: August 11, 1986
    Date of Patent: May 10, 1988
    Assignee: Boehringer Mannheim GmbH
    Inventors: Fritz Topfmeier, Gustav Lettenbauer
  • Patent number: 4743603
    Abstract: New derivatives of 2-(3-pyridyl)-2-phenylaminoacetic acid, of the formula: ##STR1## with: R.sub.0 : --CN, --COOH, CONH.sub.2, COOR.sub.4,R.sub.1 : H, lower alkyl, cycloalkyl, phenyl, if appropriate substituted, aralkyl if appropriate substituted,R.sub.2 : H, lower alkyl, if appropriate substituted,Ar: phenyl if appropriate substituted,Z: halogen, lower alkyl, lower alkoxy, lower alkylthio.They can be employed in agriculture for combating phytopathogenic fungi such as the sclerotiniaceae.
    Type: Grant
    Filed: May 27, 1986
    Date of Patent: May 10, 1988
    Assignee: Rhone-Poulenc Agrochimie
    Inventor: Jean P. Bulot
  • Patent number: 4741766
    Abstract: Disclosed herein are 4,6-dialkoxy 3-pyridinecarboxylic acids and their derivatives which are useful as herbicides and herbicide intermediates.
    Type: Grant
    Filed: June 2, 1986
    Date of Patent: May 3, 1988
    Assignee: Monsanto Company
    Inventor: Len F. Lee
  • Patent number: 4740235
    Abstract: There are described novel 3-fluoropyridyl-2-oxy derivatives having a herbicidal action and an action reducing the growth of grasses, which compounds correspond to the formula I ##STR1## wherein X is halogen or the trifluoromethyl group, andZ is an alkanoic acid derivative which is more precisely described in the specification.These compounds are suitable for the selective control of weeds in crops of cultivated plants, or for the reduction of the growth of grasses.
    Type: Grant
    Filed: March 26, 1986
    Date of Patent: April 26, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Rolf Schurter, Peter J. Diel
  • Patent number: 4739106
    Abstract: A process for preparing a 2-carbamoyloxyalkyl-1,4-dihydropyridine derivative represented by the general formula: ##STR1## which comprises: (a) reacting a 3-amino-3-carbamoyloxyalkylacrylic acid derivative represented by the general formula: ##STR2## with a benzylidene compound represented by the general formula: ##STR3## (b) reacting the 3-amino-3-carbamoyloxyalkylacrylic acid derivative of the general formula II with an aldehyde compound represented by the general formula: ##STR4## and a .beta.-keto-ester compound represented by the general formula:R.sup.4 --CO--CH.sub.2 --COOR.sup.2 (V)(c) reacting a 3-carbamoyloxyalkylpropiolic acid derivative represented by the general formula: ##STR5## with the benzylidene compound of the general formula III and ammonia or its salt; or(d) reacting the 3-carbamoyloyalkylpropiolic acid derivative of the general formula VI with the aldehyde compound of the general formula IV, the .beta.-keto-ester compound of the general formula V and ammonia or its salt.
    Type: Grant
    Filed: May 16, 1986
    Date of Patent: April 19, 1988
    Assignee: Banyu Pharmaceutical Co., Ltd.
    Inventors: Tetsuji Miyano, Kunio Suzuki, Nobuo Harada
  • Patent number: 4730051
    Abstract: A compounds of the general formula (I): ##STR1## wherein R.sup.1 is alkyl, lower alkenyl, lower alkynyl, aralkyl, haloalkyl, lower alkoxy-lower alkyl, lower alkylthio-lower alkyl or lower alkoxycarbonyl-lower alkyl group; R.sup.2 is aryl group which may be substituted by one or more groups of halogen atom, lower alkyl, lower alkoxy, lower alkoxycarbonyl, trifluoromethyl, cyano and nitro group; R.sup.3 and R.sup.4 are, the same or different, lower alkyl, aralkyl, haloalkyl or cycloalkyl, or aryl group which may be substituted by one or more groups of halogen atom, lower alkyl, lower alkoxy, trifluoromethyl, cyano or nitro group; R.sup.5 is hydrogen atom, halogen atom, lower alkyl, phenyl which may be substituted or aralkyl which may be substituted; or R.sup.4 and R.sup.5 may be combined to form a group of --(CH.sub.2).sub.n - in which n is 3 or 4, or its 1-oxide or addition salt. which is useful as a plant growth inhibitory agent.
    Type: Grant
    Filed: January 15, 1986
    Date of Patent: March 8, 1988
    Assignee: Daicel Chemical Industries Ltd.
    Inventors: Yoichiro Ueda, Yukihisa Goto, Kazuhisa Masamoto, Yoshiyuki Hirako, Hiroshi Yagihara, Yasuo Morishima, Hirokazu Osabe
  • Patent number: 4727142
    Abstract: The invention relates to a process for the preparation of compounds of the formula I and salts or acid addition compounds thereof ##STR1## in which R denotes hydrogen, (halogenated) alkyl with the exception of CF.sub.3, a (substituted) aromatic radical, (substituted) heteroaryl, (substituted) phenoxy, (substituted) phenylthio, (substituted) phenylamino, halogen, hydroxyl, alkoxy, mercapto, (halogenated) cycloalkyl, alkylmercapto, amino, monoalkylamino or dialkylamino,R.sup.1 denotes (substituted alkyl, (substituted) phenyl or naphthyl, alkenyl, alkinyl, cycloalkyl, (substituted) benzyl or heteroaryl, and X denotes oxygen or sulfur, which comprises reacting a nitrile of the formula II with a compound of the formula IIIR--C.tbd.N (II)R.sup.
    Type: Grant
    Filed: April 18, 1986
    Date of Patent: February 23, 1988
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Andreas Fuss, Gunter Siegemund
  • Patent number: 4725306
    Abstract: Novel pyridinecarboxamide compounds having the general formula (I) ##STR1## or salts thereof wherein R is alkoxy group, aralkyloxy group or a group of --(CH.sub.2).sub.n --R.sub.1 wherein n is an integer from 1 to 3 and R.sub.1 is hydroxy group, lower alkoxy group, mercapto group, lower alkylthio group, amino group, di-lower alkylamino group, C.sub.3-11 alkyl group, lower alkenyl group, lower alkynyl group, cycloalkyl group, 5- or 6-membered heterocyclic group, or aryl group substituted by one or two substituents of halogen, lower alkyl or lower alkoxy; R.sub.2 and R.sub.3 bond at the 3,4 or 5 position of benzene ring and are, the same or different, hydrogen atom, halogen atom, cyano group, nitro group, amino group, lower alkyl group, halogenated lower alkyl group, hydroxy group, lower alkoxy group, aryloxy group, carboxy group or lower alkoxycarbonyl group, which possess plant growth inhibitory activities and also antiinflammatory activity.
    Type: Grant
    Filed: October 21, 1985
    Date of Patent: February 16, 1988
    Assignee: Daicel Chemical Industries Ltd.
    Inventors: Yoichiro Ueda, Yoshiyuki Hirako, Kazuhisa Masamoto, Yukihisa Goto, Hiroshi Yagihara, Yasuo Morishima, Hirokazu Osabe
  • Patent number: 4723015
    Abstract: The invention relates to novel substituted N-[[[pyridyloxyphenyl]amino]carbonyl]phenylcarboximidates of the formula ##STR1## wherein R.sub.1 is hydrogen, halogen, methyl or methoxy,R.sub.2 is halogen, methyl, trifluoromethyl or methoxy,R.sub.3 is C.sub.1 -C.sub.5 alkyl, C.sub.1 -C.sub.3 haloalkyl containing 1 to 3 halogen atoms, allyl or propargyl,R.sub.4 and R.sub.5 are each independently of the other hydrogen, halogen, methyl or trifluoromethyl,R.sub.6 and R.sub.7 are hydrogen, andA is the ##STR2## radical, in which R.sub.8 is hydrogen, chlorine, trifluoromethyl or perhalogenated ethyl, and R.sub.9 is hydrogen, halogen, methoxy or ethoxy;to the preparation of these novel compounds and to compositions containing them for controlling insects and representatives of the order Acarina. The novel compounds are especially effective against plant-destructive insects.
    Type: Grant
    Filed: October 4, 1984
    Date of Patent: February 2, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Manfred Boger, Jozef Drabek
  • Patent number: 4713388
    Abstract: The invention relates to new 2-pyridine-thiol derivatives of the formula (I), ##STR1## wherein R is hydrogen or alkyl having from 1 to 4 carbon atoms,Z is phenyl optionally substituted by one or more halogen atoms and/or alkyl groups having from 1 to 4 carbon atoms,R.sup.1 and R.sup.2 each independently represents hydrogen, alkyl having from 1 to 4 carbon atoms, alkylphenyl having from 1 to 4 carbon atoms in the alkyl moiety or an ##STR2## group, in which R has the same meaning as defined above, and the substituent ##STR3## is attached to the pyridine ring in the position 3 or 4, with the proviso that if R.sup.1 and R.sup.2 are both methyl and Z is 4-chlorophenyl, R is other than hydrogen, and acid addition salts thereof.The invention further relates to processes for the preparation of the above compounds and to pharmaceutical compositions containing them as active ingredient.The compounds are pharmaceutically active, in particular show cytoprotective activity.
    Type: Grant
    Filed: October 3, 1985
    Date of Patent: December 15, 1987
    Assignee: Richter Gedeon Vegyeszeti Gyar Rt.
    Inventors: Elemer Ezer, Kalman Harsanyi, Hajnalka V. Petho, Judit Matuz, Laszlo Szporny, Eszter Cholnoky, Csaba Kuthi, Ferenc Trischler, Bela Hegedus, Marta Kapolnas, Anna Kallay
  • Patent number: 4711900
    Abstract: Arylhydroxamates are provided having the structure ##STR1## wherein R.sup.1 is hydrogen, lower alkyl, aryl, lower alkenyl, cycloalkyl, or aralkyl;R.sup.2 is hydrogen, lower alkyl, aryl, cycloalkyl, alkanoyl or aroyl;m is 2 to 8; and ##STR2## wherein R.sup.3 is OH, COOH ##STR3## These compounds are useful as inhibitors of .DELTA..sup.5 -lipoxygenase and as such are useful as antiallergy agents.
    Type: Grant
    Filed: July 23, 1986
    Date of Patent: December 8, 1987
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Ravi K. Varma, Eric M. Gordon
  • Patent number: 4692185
    Abstract: Compounds having the formula ##STR1## in which R is C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl or halogen, are herbicides.
    Type: Grant
    Filed: January 13, 1986
    Date of Patent: September 8, 1987
    Assignee: Stauffer Chemical Company
    Inventor: William J. Michaely
  • Patent number: 4692455
    Abstract: Compounds of the formula ##STR1## wherein Y is oxygen or sulfur are disclosed. These compounds are useful as hypotensive agents due to their angiotensin converting enzyme inhibition activity and depending upon the definition of R.sub.1 may also be useful as analgesics due to their enkepahlinase inhibition activity.
    Type: Grant
    Filed: January 25, 1985
    Date of Patent: September 8, 1987
    Assignee: E. R. Squibb & Sons, Inc.
    Inventor: Eric M. Gordon
  • Patent number: 4690934
    Abstract: A compound of the formula: ##STR1## wherein X is halogen, lower alkoxy, lower alkylthio, nitro or methyl,Y is hydrogen or chloro,R is hydrogen, lower alkyl or allyl,Z is hydrogen, lower alkyl halogen, nitro, methoxy, methylthio, methylsulfonyl, --CF.sub.3, phenyl, phenoxy or lower alkoxycarbonyl andn is integer of 1-3, their use as fungicide or bactericides.
    Type: Grant
    Filed: September 9, 1986
    Date of Patent: September 1, 1987
    Assignee: Nippon Kayaku Kabushiki Kaisha
    Inventors: Hiroshi Yoshida, Kenji Konishi, Kengo Koike, Taizo Nakagawa, Shizuo Shimano, Seiji Mochizuki
  • Patent number: 4687855
    Abstract: Substituted N-3-(5-trifluoromethyl-pyridyl-2-oxy)phenyl-N'-benzoylureas of the formula ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 independently of one another are each hydrogen, methyl, fluorine, chlorine or bromine, andR.sub.4 is hydrogen or chlorine, with the proviso that R.sub.3 is methyl, fluorine, chlorine or bromine when R.sub.4 is chlorine,are active substances having an insecticidal and, in particular, acaricidal action. They can be advantageously used to combat zooparasitic and phytoparasitic ectoparasites.
    Type: Grant
    Filed: January 17, 1986
    Date of Patent: August 18, 1987
    Assignee: Ciba-Geigy Corporation
    Inventor: Manfred Boger
  • Patent number: 4685959
    Abstract: Novel pyridyloxyphenoxyalkanoates, alkenoates, R-enantiomers and derivatives thereof possess herbicidal activity selectively in the presence of broadleaf crops with preemergent or postemergent applications.
    Type: Grant
    Filed: December 17, 1985
    Date of Patent: August 11, 1987
    Assignee: The Dow Chemical Company
    Inventors: Richard B. Rogers, Cleve A. I. Goring
  • Patent number: 4680407
    Abstract: Multifunctional anionic initiators of the general formula ##STR1## Process for their synthesis, and use of them in polymerization processes.
    Type: Grant
    Filed: December 3, 1984
    Date of Patent: July 14, 1987
    Assignee: Enichem Elastomeri S.p.A.
    Inventor: Arnaldo Roggero
  • Patent number: 4678509
    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: November 1, 1985
    Date of Patent: July 7, 1987
    Assignee: The Dow Chemical Company
    Inventors: Howard Johnston, Lillian H. Troxell
  • Patent number: 4677127
    Abstract: Substituted N-3-(5-trifluoromethyl-pyridyl-2-oxy)phenyl-N'-benzoylureas of the formula ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 independently of one another are each hydrogen, methyl, fluorine, chlorine or bromine, andR.sub.4 is hydrogen or chlorine, with the proviso that R.sub.3 is methyl, fluorine, chlorine or bromine when R.sub.4 is chlorine,are active substances having an insecticidal and, in particular, acaricidal action. They can be advantageously used to combat zooparasitic and phytoparasitic ectoparasites.
    Type: Grant
    Filed: January 17, 1986
    Date of Patent: June 30, 1987
    Assignee: Ciba-Geigy Corporation
    Inventor: Manfred Boger
  • Patent number: 4675328
    Abstract: Polycyclic salts of the formulaA-XN+CH.sub.2 --(Y).sub.n --(CH.sub.2).sub.p --(Z).sub.q --L--(T).sub.r --M IwhereinA.sup.- is the anion of a strong organic or inorganic acid;XN.sup.+ is pyridinium, pyrimidinium, thiazolium or imidazolium substituted by R.sup.1, R.sup.2 and R.sup.3 ;n, q and r individually are the integer 1 or 0 and p is an integer from 1 to 15;Y is CH.sub.2, C(H,OH) or C(O):Z is O, S, CH.sub.2, C(O), NQ.sup.1, SO.sub.2, C(O)O, OC(O), C(O)N(Q.sup.1) or N(Q.sup.1)C(O);L is p-phenylene substituted by R.sup.4 ; andM is phenyl substituted by R.sup.5 and R.sup.6,T has one of the meanings given above, for Z or is C(CH.sub.3).sub.2, C.sub.2 H.sub.4, C(Q.sup.2).dbd.C(Q.sup.3), C.tbd.C, CH.sub.2 C(O), C(O)CH.sub.2, CH.sub.2 O or OCH.sub.2,R.sup.1 is a group Ar, Ar-C.sub.1-4 -alkyl, ArO or ArC(O),Ar is phenyl substituted by R.sup.7, R.sup.8 and R.sup.9 ;R.sup.2 and R.sup.3 individually are H, C.sub.1-4 -alkyl, C.sub.1-4 -alkoxy or C.sub.6 H.sub.
    Type: Grant
    Filed: January 15, 1986
    Date of Patent: June 23, 1987
    Assignee: Hoffmann-LaRoche Inc.
    Inventors: Jean-Marie Cassal, Albrecht Edenhofer, Henri Ramuz
  • Patent number: 4672124
    Abstract: New chemical compounds, bis quaternary carbamates, having the generic fora: ##STR1## wherein X is one equivalent of an anion selected from monovalent or polyvalent anions, wherein n is 1 to 8, and wherein R, R' are aliphatic radicals selected from the group consisting of methyl, ethyl, propyl, and butyl, and having utility as toxic agents.
    Type: Grant
    Filed: August 2, 1967
    Date of Patent: June 9, 1987
    Assignee: The United States of America as represented by the Secretary of the Army
    Inventors: Harold Z. Sommer, George E. Wicks, Jr.
  • Patent number: 4672066
    Abstract: The invention relates to compounds of the formula ##STR1## wherein R is hydrogen or lower alkyl, Y is alkylene; Z is alkylene, ##STR2## the asterisk herein denotes bonding to the substituted acetophenone; R.sub.2 is hydrogen or lower alkoxy; and n is an integer of 1 to 3; A is ##STR3## and HET is a 5-or 6- membered nitrogen containing heterocyclic group, and their acid addition salts. The compounds of formula I of the invention are useful for the treatment of allergic conditions, such as, asthma and cardiovascular diseases, such as, angina and arrhythmias.
    Type: Grant
    Filed: April 22, 1985
    Date of Patent: June 9, 1987
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Matthew Carson, Ru-Jen L. Han, Ronald A. LeMahieu
  • Patent number: 4666927
    Abstract: Compounds in which two or more rings, being a 3-hydroxypypyrid-2-one, 3-hydroxypyrid-4-one or 1-hydroxpyrid-2-one, are linked are of value in the treatment of patients having a toxic concentration of a metal, particularly iron, in the body while the iron complexes of such compounds are of value in the treatment of iron deficiency anaemia.
    Type: Grant
    Filed: September 18, 1984
    Date of Patent: May 19, 1987
    Assignee: National Research Development Corporation
    Inventors: Robert C. Hider, George Kontoghiorghes, Jack Silver, Michael A. Stockham
  • Patent number: 4665193
    Abstract: Compounds of the formula ##STR1## wherein A is ##STR2## intervene in the conversion of angiotensinogen to angiotensin II by inhibiting renin and thus are useful as anti-hypertensive agents.
    Type: Grant
    Filed: June 27, 1986
    Date of Patent: May 12, 1987
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Denis E. Ryono, Edward W. Petrillo, Jr.
  • Patent number: 4663333
    Abstract: The compounds of this invention are acylaminoalkylpyridines representd by the formula ##STR1## wherein: R.sub.1 and R.sub.2 are the same or different members of the group consisting of halo, phenyl, substituted phenyl and a ##STR2## group wherein n, m and p are independently an integer of from 1 to 8 provided n+m+p is equal to or less than 10; X is thio, sulfinyl or sulfonyl; Alk.sub.1 is straight or branched chain lower alkylene of 1 to 6 carbon atoms, R.sub.3 is lower alkyl, Alk.sub.2 is straight or branched chain alkylene of 1 to 4 carbon atoms; R.sub.4 is selected from the group consisting of hydrogen, halo, hydroxy, lower alkyl and lower alkoxy; and the pharmaceutically acceptable salts thereof. The compounds of the present invention are useful in the treatment of inflammation, allergy and hypersensitivity reactions and other disorders of the immune system.
    Type: Grant
    Filed: December 20, 1985
    Date of Patent: May 5, 1987
    Assignee: G. D. Searle & Co.
    Inventors: Richard A. Mueller, Richard A. Partis, James R. Deason
  • Patent number: 4658031
    Abstract: A process for the synthesis of compounds which are known intermediates for the pyridyloxyphenoxy herbicies as well as intermediates used in the process. Propionaldehyde and an acrylic compound, two readily available starting materials, are reacted to form a 2-formylpentanoic compound which is cyclized to a dihydro pyridone which is then oxidized to the 2-hydroxy pyridine. The hydroxypyridine may be halogenated to a 2-halopyridine.
    Type: Grant
    Filed: December 11, 1985
    Date of Patent: April 14, 1987
    Assignee: ICI Americas Inc.
    Inventors: Ludwig A. Hartmann, John F. Stephen
  • Patent number: 4657577
    Abstract: Novel substituted pyridyl-phenyl ethers of the formula ##STR1## in which X represents trifluoromethyl or chlorine,Y represents hydrogen or chlorine,R.sup.1 represents hydrogen or methyl andR.sup.2 represents formyl or the radicals of the formulae ##STR2## in which R.sup.3 represents alkyl with 1 to 4 carbon atoms, or the two radicals R.sup.3 together represent an alkylene chain with 2 or 3 carbon atoms,R.sup.4, R.sup.5, R.sup.6 and R.sup.7 independently of one another represent hydrogen or alkyl with 1 to 4 carbon atoms,m represents 1 or 2,n represents 0 or 1 andZ represents trimethylsilyl, optionally substituted azolyl which is bonded via nitrogen or the radicals of the formulae ##STR3## in which R.sup.8 represents alkyl with 1 to 4 carbon atoms,or the two radicals R.sup.8 together represent an alkylene chain with 2 or 3 carbon atoms,R.sup.9 represents alkyl with 1 to 4 carbon atoms,X.sup.1 represents oxygen or sulphur andR.sup.10 and R.sup.
    Type: Grant
    Filed: March 28, 1985
    Date of Patent: April 14, 1987
    Assignee: Bayer Aktiengesellschaft
    Inventors: Heinz Forster, Erich Klauke, Uwe Priesnitz, Hans-Jochem Riebel, Ludwig Eue, Robert R. Schmidt
  • Patent number: 4658027
    Abstract: A process for the preparation of a 1-(2-oxyaminosulphonyl-phenylsulphonyl)-urea of the formula ##STR1## in which R.sup.1 is an optionally substituted radical from the series comprising alkyl, alkenyl, alkinyl, cycloalkyl, cycloalkylalkyl, aralkyl and aryl,R.sup.2 is hydrogen or an optionally substituted radical from the series comprising alkyl, alkenyl, alkinyl and aralkyl, andR.sup.3 is an optionally substituted and/or optionally fused six-membered aromatic heterocyclic radical containing at least one nitrogen atom,comprising reacting water with a benzodisultam of the formula ##STR2## at a temperature between 0.degree. C. and 100.degree. C. The products are herbicidally active.
    Type: Grant
    Filed: August 23, 1985
    Date of Patent: April 14, 1987
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Joachim Diehr, Christa Fest, Rolf Kirsten, Joachim Kluth, Klaus-Helmut Muller, Theodor Pfister, Uwe Priesnitz, Hans-Jochem Riebel, Wolfgang Roy
  • Patent number: 4656285
    Abstract: Certain substituted pyridine compounds are useful synthetic intermediates for preparing compounds of pharmaceutical interest. A synthetic process for using these intermediates is also described.
    Type: Grant
    Filed: September 6, 1985
    Date of Patent: April 7, 1987
    Assignee: Riker Laboratories, Inc.
    Inventor: William R. Bronn
  • Patent number: 4656183
    Abstract: The invention relates to novel oxalyl dianilides of the formula ##STR1## wherein R is hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, methoxy, ethoxy, C.sub.1 -C.sub.2 fluoroalkoxy containing 1 to 5 fluorine atoms,R.sub.1 is hydrogen, halogen, methyl, methoxy, ethoxy, C.sub.1 -C.sub.2 fluoroalkoxy containing 1 to 5 fluorine atoms, C.sub.1 -C.sub.3 alkylthio or cyano,R.sub.2 is hydrogen, halogen, methyl or methoxy,R.sub.3 and R.sub.4 are each independently hydrogen or methyl,R.sub.5 is hydrogen, halogen, methyl, acetyl or trifluoromethyl,R.sub.6 is hydrogen, halogen, methyl, trifluoromethyl or carbalkoxy containing 1 to 4 carbon atoms in alkyl moiety, andR.sub.7 is hydrogen, C.sub.1 -C.sub.3 fluoroalkyl containing 1 to 7 fluorine atoms, C.sub.1 -C.sub.3 alkoxy, C.sub.1 -C.sub.3 haloalkoxy containing 1 to 7 halogen atoms or is the ##STR2## radical, in which R.sub.8 is hydrogen, chlorine, trifluoromethyl or a perhalogenated ethyl radical and X is hydrogen or chlorine; or is the ##STR3## radical, in which R.sub.
    Type: Grant
    Filed: August 27, 1984
    Date of Patent: April 7, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: Manfred Boger, Jozef Drabek, Rainer Neumann
  • Patent number: 4647569
    Abstract: Pyridylaminoethene derivatives of the formula: ##STR1## wherein R.sup.1 is pyridyl, unsubstituted or substituted by one or more substituents R.sup.4 selected from halogen, amino, carboxy, cyano nitro, hydroxy, formyl, trifluoromethyl, aryl, aryloxy, arylthio, benzyloxycarbonylamino, sulphamoyl, tetrazol-5-yl, carbamoyl, thiocarbamoyl, arylcarbamoyl, aroyl, alkyl, alkoxy, alkylthio, alkylsulphonyl, alkylamino, alkylsulphamoyl, arylalkyl, alkanoyl, alkoxycarbonyl, alkoxycarbonylamino, alkylcarbamoyl, alkanoylamino, N-benzyloxycarbonyl-N-alkylamino, or dialkylsulphamoyl, dialkylamino or dialkylcarbamoyl, wherein the alkyl groups may together form a ring, and R.sup.2 and R.sup.3 each represents phenyl, unsubstituted or substituted by one or more substituents R.sup.4 as hereinbefore defined, possess antiarthritic properties.
    Type: Grant
    Filed: September 19, 1985
    Date of Patent: March 3, 1987
    Assignee: May & Baker Limited
    Inventors: Raymond F. Collins, Philip Knowles, Libert C. Saunders, Francis J. Tierney, Peter J. Warne
  • Patent number: 4647655
    Abstract: There is described a method for splitting at least one disulphide bond --S--S--, where each of the sulphur atoms is directly bound covalently to its respective aliphatic carbon atom in an organic substance which contains at least one such disulphide bond, in which each bond --S--S-- which is split is converted substantially to two reactive groups of the formulae --S--S--R.sub.1 and R.sub.2 --S--S--, where R.sub.1 and R.sub.2 are equal or different and each is an organic residue. Splitting of the bond is effected by reacting said organic substance with a mixture of a compound R.sub.3 --S--S--R.sub.4 and a compound capable of existing in the tautomeric forms R.sub.5 --S--H and HR.sub.5 .dbd.S or corresponding resonance-stabilized anion forms, in which compounds the residues R.sub.3, R.sub.4 and R.sub.5 (i) are organic residues of which all are different, two are equal or all are equal, and (ii) are defined in (a) that each of the aforesaid sulphur atoms in the compounds R.sub.3 --S--S--R.sub. 4 and R.sub.
    Type: Grant
    Filed: January 16, 1985
    Date of Patent: March 3, 1987
    Assignee: Pharmacia Aktiebolag
    Inventors: Rolf E. Axen, Jan P. Carlsson, Hakan N. Drevin
  • Patent number: 4643849
    Abstract: This invention relates to amine derivatives and salts thereof. These compounds have an anti-ulcer activity which is effective to human beings and animals. This disclosure relates to such compounds, a process for the preparation thereof and an anti-ulcer agent containing the same.
    Type: Grant
    Filed: November 14, 1983
    Date of Patent: February 17, 1987
    Assignee: Toyama Chemical Co., Ltd.
    Inventors: Shiro Hirai, Hiroshi Hirano, Hirotoshi Arai, Yasuo Kiba, Hisanari Shibata, Yoshikazu Kusayanagi, Minako Yotsuji, Kazuhiko Hashiba, Kikuko Tanada
  • Patent number: 4643995
    Abstract: There are disclosed pyridine-2-ethers and pyridine-2-thioethers having a nitrogen-containing cycloaliphatic ring corresponding to the formula ##STR1## the pyridine-N-oxides and/or amine oxides thereof and the pharmaceutically acceptable salts thereof. The compounds show analgesic activity.
    Type: Grant
    Filed: December 17, 1984
    Date of Patent: February 17, 1987
    Assignee: Degussa Aktiengesellschaft
    Inventors: Jurgen Engel, Vladimir Jakovlev, Bernd Nickel, Klaus Thiemer, Gerhard Scheffler
  • Patent number: 4640703
    Abstract: 2-Phenoxypropionic acid cyanamides of the formula ##STR1## have a useful selective herbicidal activity against weeds, preferably grass weeds, in crops of useful plants.In this formulaR is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.3 -C.sub.4 alkenyl, C.sub.3 -C.sub.4 alkynyl or C.sub.2 -C.sub.4 alkoxyalkyl, andT is a radical ##STR2## wherein A is oxygen or sulfur,X is fluorine, chlorine, bromine, iodine or trifluoromethyl,Y is hydrogen, fluorine, chlorine, bromine or trifluormethyl, andZ is nitrogen or the methine bridge.
    Type: Grant
    Filed: November 30, 1984
    Date of Patent: February 3, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: Beat Bohner, Hermann Rempfler, Rolf Schurter
  • Patent number: 4636505
    Abstract: Acylanilides of the formula ##STR1## wherein R.sup.1 and R.sup.2, the same or different, each is cyano, carbamoyl, nitro, halogeno, perfluoroalkyl or other defined substituents;R.sup.3 is hydrogen or halogen;R.sup.4 is hydrogen or alkyl, or is joined to R.sup.5 ;R.sup.5 is hydrogen, hydroxy, alkoxy or acyloxy or is joined to R.sup.4 ;R.sup.6 is alkyl or halogenoalkyl, or has the formula --A.sup.3 --R.sup.8 or --A.sup.4 --X.sup.2 --A.sup.5 --R.sup.9 ;A.sup.1 and A.sup.4, the same or different, each is alkylene;A.sup.2, A.sup.3 and A.sup.5, the same or different, each is a direct link or alkylene;X.sup.1 and X.sup.2, the same or different, each is oxygen, sulphur, sulphinyl, sulphonyl, imino or alkylimino;R.sup.7 and R.sup.9, the same or different, each is alkyl, alkenyl, hydroxyalkyl, cycloalkyl, phenyl optionally substituted, naphthyl or heterocyclic optionally substituted;and R.sup.8 is phenyl, naphthyl or heterocyclic as defined above for R.sup.7 or R.sup.
    Type: Grant
    Filed: July 15, 1983
    Date of Patent: January 13, 1987
    Assignee: Imperial Chemical Industries PLC
    Inventor: Howard Tucker
  • Patent number: 4632697
    Abstract: As new compounds, substituted aryloxyphenoxy benzamides having the formula ##STR1## in which X is nitrogen; Y is chlorine, bromine, fluorine, iodine, methyl, cyano or hydrogen; Z is hydrogen, chlorine, bromine, fluorine, iodine, CH.sub.n, F.sub.3-n where n is an integer from 0 to 3; R is nitro, hydrogen or halogen; R' is hydrogen, CH.sub.3, lower alkyl, having 1-10 carbon atoms, SCCl.sub.3, ##STR2## or --PO.sub.3 R.sup.3.sub.2 wherein R.sup.3 is hydrogen, alkyl having 1-10 carbon atoms, aryl, or an equivalent of base such as a salt; R" is cyano, --C.tbd.CH, ##STR3## wherein R.sup.4 is hydrogen, alkyl having 1-10 carbon atoms, aryl or an equivalent of base such as a salt; and m is 0, 1, 2 or 3.These compounds are useful as herbicides.
    Type: Grant
    Filed: February 25, 1985
    Date of Patent: December 30, 1986
    Assignee: Stauffer Chemical Company
    Inventor: Sreeramulu Nagubandi
  • Patent number: 4628100
    Abstract: Intermediates for preparing pyrido [1,4] benzodiazepines having antidepressant activity are disclosed of the formula ##STR1## wherein, R is hydrogen, loweralkyl, --alk.sup.1 --NR.sup.1 R.sup.2, --alk.sup.1 --N.dbd.CH--OC.sub.2 H.sub.5 or ##STR2## R.sup.1 and R.sup.2 are loweralkyl, --C(O)--O--loweralkyl or R.sup.1 and R.sup.2 taken together with the adjacent nitrogen atom may form a 1-piperidinyl, 1-phthalimido, 1-pyrrolidinyl, 4-morpholino, 1-piperazinyl or 4-substituted-1-piperazinyl;Ar is 2, 3 or 4-pyridinyl, 2 or 3-thienyl, phenyl or phenyl substituted by 1 to 3 radicals selected from halo, loweralkyl, loweralkoxy, trifluoromethyl or nitro and may be the same or different;alk.sup.1 is a straight or branched hydrocarbon chain containing 1-8 carbon atoms;Z is hydrogen, halogen, loweralkyl, loweralkoxy, hydroxy or nitro;Y is hydrogen or 1-2 radicals selected from loweralkyl, loweralkoxy or hydroxy and may be the same or different,and the acid addition salts thereof.
    Type: Grant
    Filed: June 26, 1985
    Date of Patent: December 9, 1986
    Assignee: A. H. Robins Company, Incorporated
    Inventor: Young S. Lo
  • Patent number: 4626275
    Abstract: The invention relates to 5-(pyridyl-2'-oxy)-2-nitrobenzoic acid derivatives of the formula ##STR1## wherein A is the cyano group, the carboxyl group or a salt, an ester, a thioester or an amide thereof, X is halogen or a halomethyl group, Y is hydrogen, halogen or a halomethyl group. These compounds have herbicidal properties and are suitable for selectively controlling weeds in crops of useful plants, especially in soybeans, cereals and rice crops.
    Type: Grant
    Filed: September 9, 1983
    Date of Patent: December 2, 1986
    Assignee: Ciba-Geigy Corporation
    Inventor: Hermann Rempfler
  • Patent number: 4624959
    Abstract: The compound N-{2-[(3-benzoyl-1-pyridyl)-thio]-ethyl}-N'-cyano-S-methyl-isothiourea and pharmaceutically acceptable acid addition salts thereof are disclosed as well as pharmaceutical compositions containing same and a method of treatment employing same. The compound or its acid addition salts are effective in treating gastric oedema and thus are useful in ulcer therapy.
    Type: Grant
    Filed: October 3, 1985
    Date of Patent: November 25, 1986
    Assignee: Richter Gedeon Vegyeszeti Gyar Rt.
    Inventors: Elemer Ezer, Kalman Harsanyi, Hajnalka Vikar nee Petho, Judit Matuz, Laszlo Szporny, Eszter Cholnoky, Csaba Kuthi, Ferenc Trischler, Bela Hegedus, Marta Kapolnas nee Pap, Anna Kallay nee Sohonyai
  • Patent number: 4619944
    Abstract: Provided are antihypertensive compounds of the formula ##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, and may be the same or different,m is an integer from 0 to 2 inclusive,n is an integer from 0 to 4 inclusive,M is alkenyl, alkynyl, cycloalkyl, cycloalkyl-alkyl, polycycloalkyl, polycycloalkyl-alkyl, aryl, aralkyl, heteroaryl, heteroaryl-alkyl, hetero-cycloalkyl, hetero-cycloalkyl-alkyl, fused aryl-cycloalkyl, fused aryl-cycloalkyl-alkyl, fused heteroaryl-cycloalkyl, fused heteroaryl-cycloalkyl-alkyl, alkoxyalkyl, alkylthioalkyl, alkylamino-alkyl, or dialkylaminoalkyl.Y is hydroxy, alkoxy, amino, or substituted amino, aminoalkanoyl, aryloxy, aminoalkoxy, or hydroxyalkoxy, andR.sub.7 is alkyl, aryl, aralkyl, cycloalkyl, cycloalkyl-alkyl, heterocyclic, --CO--SR, --CS--SR, ##STR2## CH.sub.2 CO.sub.2 R, --CHM--CO.sub.2 R, --CH.sub.2 --CO--SR, --CN, ##STR3## --CO--NH--CH.sub.2 CO.sub.2 R, ##STR4## or --CO--CO.sub.
    Type: Grant
    Filed: February 19, 1985
    Date of Patent: October 28, 1986
    Assignee: USV Pharmaceutical Corporation
    Inventors: Raymond D. Youssefyeh, Howard Jones
  • Patent number: 4618366
    Abstract: New nicotinamide derivatives of the general formula: ##STR1## wherein R represents a hydrogen atom or a methyl group, have been found to possess useful herbicidal properties. Herbicidal compositions containing such nicotinamide derivatives are described and also processes for preparing such nicotinamide derivatives.
    Type: Grant
    Filed: June 15, 1984
    Date of Patent: October 21, 1986
    Assignee: May & Baker Limited
    Inventors: Michael C. Cramp, James Gilmour, Edgar W. Parnell
  • Patent number: 4613356
    Abstract: Substituted aryloxyphenoxy propionyl thiourea compounds useful as herbicides, and their methods of use, a representative one of which has the structural formula ##STR1## The method comprises applying the above referenced compound to the locus where control is desired.
    Type: Grant
    Filed: August 6, 1984
    Date of Patent: September 23, 1986
    Assignee: Stauffer Chemical Company
    Inventor: Ferenc M. Pallos
  • Patent number: 4610819
    Abstract: A process for the preparation of 1,4-oxazepinones and thiones having the formula: ##STR1## wherein A is an aromatic ring selected from benzene, naphthalene, quinoline or pyridine; n is 1 to 3; Z is an amino radical; R is hydrogen, loweralkyl, cycloalkyl or phenylloweralkyl; and R.sup.4 and R.sup.5 are hydrogen and loweralkyl starting from chloroaromatic carboxylates and alkanolamines is disclosed.
    Type: Grant
    Filed: September 19, 1984
    Date of Patent: September 9, 1986
    Assignee: A. H. Robins Company, Inc.
    Inventors: Young S. Lo, Albert D. Cale, Jr.
  • Patent number: 4602946
    Abstract: As new compounds, substituted aryloxy benzoyl amino acid esters having the formula ##STR1## in which R is NO.sub.2, hydrogen or halogen; R' is H, lower alkyl having from about 1 to about 6 carbon atoms, PO.sub.3 R'2, SCC1.sub.3, or any combination thereof; R" is lower alkyl having from about 1 to about 8 carbon atoms, hydrogen, aryl, or a salt-forming cation selected from alkaline earth metals, magnesium, calcium, barium, iron, copper, zinc, and any other agriculturally acceptable salt; n is 1, 2, 3 or 4; W is oxygen, sulfur, or nitrogen; X is CH or nitrogen; Y is chlorine, bromine, fluorine, iodine, methyl, hydrogen or cyano; and Z is hydrogen, chlorine, bromine, iodine, fluorine, or CH.sub.m F.sub.3-m where m is the integer 0, 1, 2 or 3. These compounds are useful as herbicides.
    Type: Grant
    Filed: February 25, 1985
    Date of Patent: July 29, 1986
    Assignee: Stauffer Chemical Company
    Inventor: Sreeramulu Nagubandi
  • Patent number: 4602944
    Abstract: Herbicidally-active compounds of the formula: ##STR1## where: Y represents halo or trifluoromethyl;Z represents hydrogen, halo, trifluoromethyl or nitro;A represents --N.dbd. or ##STR2## where X is as defined above for Z; and R represents --N.sup.- Q.sup.+ or --NH--Q.sup.+ An.sup.- where Q.sup.+ is a quaternized heterocyclic group bonded through a nitrogen atom thereof, and An.sup.- is a suitable anion,methods for their preparation and compositions containing them.
    Type: Grant
    Filed: September 27, 1984
    Date of Patent: July 29, 1986
    Assignee: FBC Limited
    Inventor: Peter J. West
  • Patent number: 4602943
    Abstract: A pyridyloxybenzanilide derivative represented by the formula: ##STR1## where X is a bromine atom, Y is a halogen atom, a trifluoromethyl group, a trifluoromethoxy group, a lower alkyl group or a lower alkoxy group, and n is an integer of from 1 to 3.
    Type: Grant
    Filed: December 22, 1983
    Date of Patent: July 29, 1986
    Assignee: Hodogaya Chemical Co., Ltd.
    Inventors: Izumi Yamane, Mitsumasa Yamazaki, Takeo Motegi, Yasuya Sakuraba
  • Patent number: 4602023
    Abstract: The present invention provides various novel diphenic acid monoamide compounds, novel pharmaceutical compositions and methods of use thereof, as well as novel methods of synthesis therefor. The novel diphenic acid monoamides of the present invention are leukotriene antagonists, 5-lipoxygenase inhibitors, and mediator release inhibitors providing activity useful for treating asthma, allergies, cardiovascular diseases, migraines, and immunoinflammatory conditions.
    Type: Grant
    Filed: June 3, 1985
    Date of Patent: July 22, 1986
    Assignee: Warner-Lambert Company
    Inventors: John S. Kiely, Suchin Huang
  • Patent number: 4599105
    Abstract: Novel compounds, e.g., N-methanesulfonyl 2-((5-(3-fluoro-5-(trifluoromethyl)-2-pyridinyl)oxy)-2-nitro-5-phenoxy)pro pionamide are selective herbicides useful for controlling weeds in valuable crops.
    Type: Grant
    Filed: June 20, 1983
    Date of Patent: July 8, 1986
    Assignee: The Dow Chemical Company
    Inventors: Sudarshan K. Malhotra, B. Clifford Gerwick, III
  • Patent number: 4594352
    Abstract: There are described compounds of formula: ##STR1## in which one of R and R.sup.1 is F or Cl and the other is H, F or Cl;X is a 1,4-phenylene or pyridyl bound in positions 2 and 5, optionally substituted;Y is a phenyl, 2- or 3-pyridyl, optionally substituted.The compounds of formula I are endowed with a high insecticide activity which is mainly directed against insect larvae and eggs.
    Type: Grant
    Filed: April 19, 1984
    Date of Patent: June 10, 1986
    Assignee: Montedison S.p.A.
    Inventors: Pietro Massardo, Franco Bettarini, Gabriele Giovarruscio, Paolo Piccardi, Franca Reggiori, Vincenzo Caprioli, Angelo Longoni