Chalcogen And Acyclic Nitrogen Bonded Directly To The Same Carbon Patents (Class 546/291)
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Patent number: 4743693Abstract: 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: GrantFiled: August 11, 1986Date of Patent: May 10, 1988Assignee: Boehringer Mannheim GmbHInventors: Fritz Topfmeier, Gustav Lettenbauer
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Patent number: 4743603Abstract: 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: GrantFiled: May 27, 1986Date of Patent: May 10, 1988Assignee: Rhone-Poulenc AgrochimieInventor: Jean P. Bulot
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Patent number: 4741766Abstract: Disclosed herein are 4,6-dialkoxy 3-pyridinecarboxylic acids and their derivatives which are useful as herbicides and herbicide intermediates.Type: GrantFiled: June 2, 1986Date of Patent: May 3, 1988Assignee: Monsanto CompanyInventor: Len F. Lee
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Patent number: 4740235Abstract: 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: GrantFiled: March 26, 1986Date of Patent: April 26, 1988Assignee: Ciba-Geigy CorporationInventors: Rolf Schurter, Peter J. Diel
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Patent number: 4739106Abstract: 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: GrantFiled: May 16, 1986Date of Patent: April 19, 1988Assignee: Banyu Pharmaceutical Co., Ltd.Inventors: Tetsuji Miyano, Kunio Suzuki, Nobuo Harada
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Patent number: 4730051Abstract: 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: GrantFiled: January 15, 1986Date of Patent: March 8, 1988Assignee: Daicel Chemical Industries Ltd.Inventors: Yoichiro Ueda, Yukihisa Goto, Kazuhisa Masamoto, Yoshiyuki Hirako, Hiroshi Yagihara, Yasuo Morishima, Hirokazu Osabe
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Patent number: 4727142Abstract: 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: GrantFiled: April 18, 1986Date of Patent: February 23, 1988Assignee: Hoechst AktiengesellschaftInventors: Andreas Fuss, Gunter Siegemund
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Patent number: 4725306Abstract: 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: GrantFiled: October 21, 1985Date of Patent: February 16, 1988Assignee: Daicel Chemical Industries Ltd.Inventors: Yoichiro Ueda, Yoshiyuki Hirako, Kazuhisa Masamoto, Yukihisa Goto, Hiroshi Yagihara, Yasuo Morishima, Hirokazu Osabe
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Patent number: 4723015Abstract: 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: GrantFiled: October 4, 1984Date of Patent: February 2, 1988Assignee: Ciba-Geigy CorporationInventors: Manfred Boger, Jozef Drabek
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Patent number: 4713388Abstract: 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: GrantFiled: October 3, 1985Date of Patent: December 15, 1987Assignee: 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
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Patent number: 4711900Abstract: 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: GrantFiled: July 23, 1986Date of Patent: December 8, 1987Assignee: E. R. Squibb & Sons, Inc.Inventors: Ravi K. Varma, Eric M. Gordon
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Patent number: 4692185Abstract: 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: GrantFiled: January 13, 1986Date of Patent: September 8, 1987Assignee: Stauffer Chemical CompanyInventor: William J. Michaely
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Patent number: 4692455Abstract: 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: GrantFiled: January 25, 1985Date of Patent: September 8, 1987Assignee: E. R. Squibb & Sons, Inc.Inventor: Eric M. Gordon
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Patent number: 4690934Abstract: 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: GrantFiled: September 9, 1986Date of Patent: September 1, 1987Assignee: Nippon Kayaku Kabushiki KaishaInventors: Hiroshi Yoshida, Kenji Konishi, Kengo Koike, Taizo Nakagawa, Shizuo Shimano, Seiji Mochizuki
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Patent number: 4687855Abstract: 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: GrantFiled: January 17, 1986Date of Patent: August 18, 1987Assignee: Ciba-Geigy CorporationInventor: Manfred Boger
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Patent number: 4685959Abstract: Novel pyridyloxyphenoxyalkanoates, alkenoates, R-enantiomers and derivatives thereof possess herbicidal activity selectively in the presence of broadleaf crops with preemergent or postemergent applications.Type: GrantFiled: December 17, 1985Date of Patent: August 11, 1987Assignee: The Dow Chemical CompanyInventors: Richard B. Rogers, Cleve A. I. Goring
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Patent number: 4680407Abstract: Multifunctional anionic initiators of the general formula ##STR1## Process for their synthesis, and use of them in polymerization processes.Type: GrantFiled: December 3, 1984Date of Patent: July 14, 1987Assignee: Enichem Elastomeri S.p.A.Inventor: Arnaldo Roggero
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Patent number: 4678509Abstract: 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: GrantFiled: November 1, 1985Date of Patent: July 7, 1987Assignee: The Dow Chemical CompanyInventors: Howard Johnston, Lillian H. Troxell
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Patent number: 4677127Abstract: 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: GrantFiled: January 17, 1986Date of Patent: June 30, 1987Assignee: Ciba-Geigy CorporationInventor: Manfred Boger
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Patent number: 4675328Abstract: 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: GrantFiled: January 15, 1986Date of Patent: June 23, 1987Assignee: Hoffmann-LaRoche Inc.Inventors: Jean-Marie Cassal, Albrecht Edenhofer, Henri Ramuz
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Patent number: 4672124Abstract: 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: GrantFiled: August 2, 1967Date of Patent: June 9, 1987Assignee: The United States of America as represented by the Secretary of the ArmyInventors: Harold Z. Sommer, George E. Wicks, Jr.
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Patent number: 4672066Abstract: 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: GrantFiled: April 22, 1985Date of Patent: June 9, 1987Assignee: Hoffmann-La Roche Inc.Inventors: Matthew Carson, Ru-Jen L. Han, Ronald A. LeMahieu
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Patent number: 4666927Abstract: 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: GrantFiled: September 18, 1984Date of Patent: May 19, 1987Assignee: National Research Development CorporationInventors: Robert C. Hider, George Kontoghiorghes, Jack Silver, Michael A. Stockham
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Patent number: 4665193Abstract: 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: GrantFiled: June 27, 1986Date of Patent: May 12, 1987Assignee: E. R. Squibb & Sons, Inc.Inventors: Denis E. Ryono, Edward W. Petrillo, Jr.
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Patent number: 4663333Abstract: 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: GrantFiled: December 20, 1985Date of Patent: May 5, 1987Assignee: G. D. Searle & Co.Inventors: Richard A. Mueller, Richard A. Partis, James R. Deason
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Patent number: 4658031Abstract: 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: GrantFiled: December 11, 1985Date of Patent: April 14, 1987Assignee: ICI Americas Inc.Inventors: Ludwig A. Hartmann, John F. Stephen
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Patent number: 4657577Abstract: 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: GrantFiled: March 28, 1985Date of Patent: April 14, 1987Assignee: Bayer AktiengesellschaftInventors: Heinz Forster, Erich Klauke, Uwe Priesnitz, Hans-Jochem Riebel, Ludwig Eue, Robert R. Schmidt
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Patent number: 4658027Abstract: 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: GrantFiled: August 23, 1985Date of Patent: April 14, 1987Assignee: Bayer AktiengesellschaftInventors: Hans-Joachim Diehr, Christa Fest, Rolf Kirsten, Joachim Kluth, Klaus-Helmut Muller, Theodor Pfister, Uwe Priesnitz, Hans-Jochem Riebel, Wolfgang Roy
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Patent number: 4656285Abstract: 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: GrantFiled: September 6, 1985Date of Patent: April 7, 1987Assignee: Riker Laboratories, Inc.Inventor: William R. Bronn
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Patent number: 4656183Abstract: 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: GrantFiled: August 27, 1984Date of Patent: April 7, 1987Assignee: Ciba-Geigy CorporationInventors: Manfred Boger, Jozef Drabek, Rainer Neumann
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Patent number: 4647569Abstract: 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: GrantFiled: September 19, 1985Date of Patent: March 3, 1987Assignee: May & Baker LimitedInventors: Raymond F. Collins, Philip Knowles, Libert C. Saunders, Francis J. Tierney, Peter J. Warne
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Patent number: 4647655Abstract: 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: GrantFiled: January 16, 1985Date of Patent: March 3, 1987Assignee: Pharmacia AktiebolagInventors: Rolf E. Axen, Jan P. Carlsson, Hakan N. Drevin
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Patent number: 4643849Abstract: 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: GrantFiled: November 14, 1983Date of Patent: February 17, 1987Assignee: Toyama Chemical Co., Ltd.Inventors: Shiro Hirai, Hiroshi Hirano, Hirotoshi Arai, Yasuo Kiba, Hisanari Shibata, Yoshikazu Kusayanagi, Minako Yotsuji, Kazuhiko Hashiba, Kikuko Tanada
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Patent number: 4643995Abstract: 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: GrantFiled: December 17, 1984Date of Patent: February 17, 1987Assignee: Degussa AktiengesellschaftInventors: Jurgen Engel, Vladimir Jakovlev, Bernd Nickel, Klaus Thiemer, Gerhard Scheffler
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Patent number: 4640703Abstract: 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: GrantFiled: November 30, 1984Date of Patent: February 3, 1987Assignee: Ciba-Geigy CorporationInventors: Beat Bohner, Hermann Rempfler, Rolf Schurter
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Patent number: 4636505Abstract: 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: GrantFiled: July 15, 1983Date of Patent: January 13, 1987Assignee: Imperial Chemical Industries PLCInventor: Howard Tucker
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Patent number: 4632697Abstract: 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: GrantFiled: February 25, 1985Date of Patent: December 30, 1986Assignee: Stauffer Chemical CompanyInventor: Sreeramulu Nagubandi
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Patent number: 4628100Abstract: 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: GrantFiled: June 26, 1985Date of Patent: December 9, 1986Assignee: A. H. Robins Company, IncorporatedInventor: Young S. Lo
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Patent number: 4626275Abstract: 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: GrantFiled: September 9, 1983Date of Patent: December 2, 1986Assignee: Ciba-Geigy CorporationInventor: Hermann Rempfler
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N-{2-[(3-benzoyl-2-pyridyl)-thio]-ethyl}-N'-cyano-S-methyl-isothiourea, and use as anti-ulcer agents
Patent number: 4624959Abstract: 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: GrantFiled: October 3, 1985Date of Patent: November 25, 1986Assignee: 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: 4619944Abstract: 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: GrantFiled: February 19, 1985Date of Patent: October 28, 1986Assignee: USV Pharmaceutical CorporationInventors: Raymond D. Youssefyeh, Howard Jones
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Certain N-(2,4-difluorophenyl)-2-(3-trifluoromethylphenoxy)-nicotinamides having herbicidal activity
Patent number: 4618366Abstract: 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: GrantFiled: June 15, 1984Date of Patent: October 21, 1986Assignee: May & Baker LimitedInventors: Michael C. Cramp, James Gilmour, Edgar W. Parnell -
Patent number: 4613356Abstract: 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: GrantFiled: August 6, 1984Date of Patent: September 23, 1986Assignee: Stauffer Chemical CompanyInventor: Ferenc M. Pallos
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Patent number: 4610819Abstract: 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: GrantFiled: September 19, 1984Date of Patent: September 9, 1986Assignee: A. H. Robins Company, Inc.Inventors: Young S. Lo, Albert D. Cale, Jr.
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Patent number: 4602946Abstract: 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: GrantFiled: February 25, 1985Date of Patent: July 29, 1986Assignee: Stauffer Chemical CompanyInventor: Sreeramulu Nagubandi
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Patent number: 4602944Abstract: 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: GrantFiled: September 27, 1984Date of Patent: July 29, 1986Assignee: FBC LimitedInventor: Peter J. West
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Patent number: 4602943Abstract: 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: GrantFiled: December 22, 1983Date of Patent: July 29, 1986Assignee: Hodogaya Chemical Co., Ltd.Inventors: Izumi Yamane, Mitsumasa Yamazaki, Takeo Motegi, Yasuya Sakuraba
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Patent number: 4602023Abstract: 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: GrantFiled: June 3, 1985Date of Patent: July 22, 1986Assignee: Warner-Lambert CompanyInventors: John S. Kiely, Suchin Huang
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Patent number: 4599105Abstract: 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: GrantFiled: June 20, 1983Date of Patent: July 8, 1986Assignee: The Dow Chemical CompanyInventors: Sudarshan K. Malhotra, B. Clifford Gerwick, III
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Patent number: 4594352Abstract: 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: GrantFiled: April 19, 1984Date of Patent: June 10, 1986Assignee: Montedison S.p.A.Inventors: Pietro Massardo, Franco Bettarini, Gabriele Giovarruscio, Paolo Piccardi, Franca Reggiori, Vincenzo Caprioli, Angelo Longoni