O-ethers (i.e., H Of Oxime -oh Replaced By Ether Forming Group) Patents (Class 564/256)
  • Patent number: 5563114
    Abstract: Cyclohexenone oxime ethers of the general formula I ##STR1## where R.sup.1 is alkyl,A is unsubstituted or substituted C.sub.3 -, C.sub.5 - or C.sub.6 -alkylene or C.sub.3 -, C.sub.5 - or C.sub.6 -alkenylene,X is NO.sub.2, CN, halogen, alkyl, alkoxy, phenoxy, alkylthio, haloalkyl, haloalkoxy, carboxyl, alkoxycarbonyl, unsubstituted or substituted benzyloxycarbonyl and/or unsubstituted or substituted phenyl,n is 0-3 or 1-5 where X is halogen,R.sup.
    Type: Grant
    Filed: March 24, 1995
    Date of Patent: October 8, 1996
    Assignee: BASF Aktiengesellschaft
    Inventors: Norbert Meyer, Juergen Kast, Ulf Misslitz, Albrecht Harreus, Norbert Goetz, Bruno Wuerzer, Helmut Walter, Karl-Otto Westphalen, Matthias Gerber
  • Patent number: 5554582
    Abstract: Cyclohexenone compounds of the formula ##STR1## where R.sup.1 is alkyl of 1 to 4 carbon atoms, alkenyl or alkynyl of 3 or 4 carbon atoms, haloalkenyl of 3 or 4 carbon atoms and 1 to 3 halogen substituents, or is thenyl which is unsubstituted or substituted by halo and/or alkyl, R.sup.2 is alkyl of 1 to 4 carbon atoms, and R.sup.3 is formyl, a radical of the general formula R.sup.4 XCHXR.sup.5, where X is oxygen or sulfur, and R.sup.4 and R.sup.5 are identical or different alkyl, or together denote alkylene of 1 to 4 carbon atoms and which is unsubstituted or substituted by alkyl, alkoxy, alkylthio, hydroxy, halogen, cyano or N,N-dialkylamino, have a good herbicidal action preferably on species from the grass family.
    Type: Grant
    Filed: November 30, 1992
    Date of Patent: September 10, 1996
    Assignee: BASF Aktiengesellschaft
    Inventors: Michael Keil, Ulrich Schirmer, Dieter Kolassa, Juergen Kast, Bruno Wuerzer, Norbert Meyer
  • Patent number: 5541328
    Abstract: A substantially pure compound of formula: ##STR1## wherein R.sub.6 and R.sub.7 are independently selected from ##STR2## wherein R.sub.a and R.sub.b are independently selected from hydrogen, loweralkyl and phenyl and R.sub.c, R.sub.d and R.sub.e are independently selected from hydrogen, loweralkyl, trifluoromethyl, alkoxy, halo and phenyl; and ##STR3## wherein the naphthyl ring is unsubstituted or substituted with one, two or three substitutents independently selected from loweralkyl, trifluoromethyl, alkoxy and halo; orR.sub.6 is as defined above and R.sub.7 is R.sub.7a OC(O)-- wherein R.sub.7a is loweralkyl; orR.sub.6 and R.sub.7 taken together with the nitrogen atom to which they are bonded are ##STR4## wherein R.sub.f, R.sub.g, R.sub.h and R.sub.l are independently selected from hydrogen, loweralkyl, alkoxy, halogen and trifluoromethyl; andR.sub.g is hydrogen, loweralkyl or benzyl; or an acid addition salt thereof.
    Type: Grant
    Filed: April 3, 1995
    Date of Patent: July 30, 1996
    Assignee: Abbott Laboratories
    Inventors: Timothy L. Stuk, Michael S. Allen, Anthony R. Haight, Francis A. Kerdesky, Denton C. Langridge, M. Robert Leanna, Linda M. Lijewski, Laura Melcher, Howard E. Morton, Daniel W. Norbeck, Daniel S. Reno, Timothy A. Robbins, Hing L. Sham, Thomas J. Sowin, Jien-Heh J. Tien, Chen Zhao, David Scarpetti
  • Patent number: 5496792
    Abstract: Cyclohexenone oxime ethers I ##STR1## R.sup.1 =C.sub.1 -C.sub.6 -alkyl; W=unsubstituted or C.sub.1 -C.sub.3 -alkyl-substituted C.sub.2 -C.sub.4 -alkylene chain;X=NO.sub.2, CN, halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl; n=0-3 or 1-5 if all X's are halogen;R.sup.2 =C.sub.1 -C.sub.4 -alkoxy-C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.4 -alkylthio-C.sub.1 -C.sub.6 -alkyl, substituted or unsubstituted C.sub.3 -C.sub.7 -cycloalkyl, substituted or unsubstituted C.sub.5 -C.sub.7 -cycloalkenyl, a substituted or unsubstituted 5-membered saturated heterocycle containing 1 or 2 oxygen and/or sulfur atoms, substituted or unsubstituted 6- or 7-membered heterocycle having 1 or 2 non-adjacent oxygen and/or sulfur atoms and which is saturated or mono- or diunsaturated, substituted or unsubstituted 5-membered heteroaromatic containing 1 or 2N atoms and one O or S atom, phenyl or pyridyl, both of which are unsubstituted or bear 1-3 halogen, NO.sub.
    Type: Grant
    Filed: August 11, 1994
    Date of Patent: March 5, 1996
    Assignee: BASF Aktiengesellschaft
    Inventors: Ulf Misslitz, Norbert Meyer, Juergen Kast, Kaspar Bott, Helmut Walter, Karl-Otto Westphalen, Uwe Kardorff, Matthias Gerber
  • Patent number: 5488162
    Abstract: This invention relates to a process for preparing aqueous solutions of O-alkylhydroxylamine salts. The process involves converting hydroxylamine salts to their O-alkyl derivatives without the isolation of intermediates. More specifically, the process involves three steps. The first step, Step (A), involves forming a ketoxime. The second step, Step (B), involves adding an alkylating agent to the ketoxime formed in Step (A). The third step, Step (C), involves hydrolysing the alkylated ketoxime formed in Step (B) to yield an O-alkylhydroxylamine salt. O-alkylhydroxylamine salts are important intermediates in the preparation of herbicides.
    Type: Grant
    Filed: January 3, 1994
    Date of Patent: January 30, 1996
    Inventor: Paul R. Buckland
  • Patent number: 5486528
    Abstract: Novel basic ether of general formula (I), ##STR1## wherein R.sup.1 and R.sup.2 are independently hydrogen, halogen or C.sub.1-4 alkoxy, or together they represent a 3,4-methylenedioxy group,R stands for C.sub.1-8 alkyl,R.sup.3 represents hydrogen, C.sub.1-4 alkyl or hydroxy,A is a valency bond or methylene group,R.sup.4 and R.sup.5 are independently hydrogen, C.sub.1-12 alkyl or C.sub.1-12 alkenyl, orR.sup.4 and R.sup.5 form together with the adjacent nitrogen atom 1-pyrrolidinyl, 1-piperidinyl, morpholino or 1-piperazinyl groups, stereo and optically active isomers and their possible mixtures, acid-addition salts and quaternary ammonium derivatives thereof. The basic ethers have antiulceric and anxiolytic activities.
    Type: Grant
    Filed: April 11, 1994
    Date of Patent: January 23, 1996
    Assignee: Egis Gyogyszergyar Rt.
    Inventors: Judit Bajnogel, Gabor Blasko, Zoltan Budai, Eva Schmidt, Andras Egyed, Marton Fekete, Istvan Gacsalyi, Istvan Gyertyan, Tibor Mezei, Kalara Reiter nee Esses, Gyula Simig, Katalin Szemeredi, Enik Szirt nee Kiszelly
  • Patent number: 5462963
    Abstract: The present invention involves photoprotective compositions which are useful for topical application to prevent damage to skin caused by acute or chronic exposure to ultraviolet light comprising chelating agents having the structure: ##STR1## wherein each --R.sup.1 is independently selected from the group consisting of alkyl, aryl, heteroaryl and heterocycle, or the --R.sup.1 's are covalently bonded together to form a cyclic alkyl or heterocyclic ring; --R.sup.2 and --R.sup.3 are --OR.sup.4, in which case there is no bond or a polar bond between --R.sup.2 and the nitrogen covalently bonded to --R.sup.3, each --R.sup.4 being independently selected from the group consisting of hydrogen, alkyl and aryl, except that both --R.sup.4 's are not methyl when both --R.sup.1 's are furyl; or --R.sup.2 is --O-- and is covalently bonded to the nitrogen which is covalently bonded to --R.sup.3, and --R.sup.3 is --O-- (there being a + charge on the nitrogen to which it is bonded) or nil;wherein the .alpha.
    Type: Grant
    Filed: August 2, 1991
    Date of Patent: October 31, 1995
    Assignee: The Procter & Gamble Company
    Inventors: Rodney D. Bush, Donald L. Bissett
  • Patent number: 5459216
    Abstract: Copolymerizable oxime ethers of the general formula ##STR1## where A is a divalent link, R.sup.1 may be hydrogen or C.sub.1 -C.sub.4 -alkyl and R.sup.2 and R.sup.3 independently of one another are each hydrogen or C.sub.1 -C.sub.10 -alkyl, C.sub.1 -C.sub.10 -alkoxy, C.sub.5 -C.sub.10 -cycloalkyl or C.sub.5 -C.sub.10 -aryl, each of which may furthermore contain 1-3 nonadjacent nitrogen, oxygen or sulfur atoms as hetero atoms in the carbon chain or in the carbon ring and may be substituted by C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy groups, R.sup.2 or R.sup.3 may each be hydrogen or R.sup.2 and R.sup.3 together form a bridge of 3 to 14 carbon atoms, where some of the carbon atoms may also be part of an aromatic ring.
    Type: Grant
    Filed: December 9, 1994
    Date of Patent: October 17, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Kaspar Bott, Norbert Goetz, Gerhard Bauer, Oral Aydin
  • Patent number: 5434306
    Abstract: The invention relates to a process for the hydroxyalkylation of aldoximes and ketoximes by reacting said oximes with unsubstituted or substituted ethylene or propylene carbonate in the presence of a catalyst, which comprises the use of catalytic amounts of a N-alkylated, stable, organic amidinc base or a pyridine which is substituted by a secondary amino group. The compounds are important intermediates for the synthesis of herbicides.
    Type: Grant
    Filed: November 3, 1994
    Date of Patent: July 18, 1995
    Assignee: Ciba-Geigy Corporation
    Inventor: Denis Blaser
  • Patent number: 5430172
    Abstract: A process for preparing 4-alkanoylaryl benzyl ethers of the general formula I ##STR1## where R is hydrogen, halogen, cyano; alkyl, alkoxy;X is CH.sub.2, CH--CH.sub.3, CH--CH.sub.2 --CH.sub.3, CH--OCH.sub.3 or N--OCH.sub.3 ;Y is oxygen, sulfur, direct linkage or nitrogen;m is 0, 1, 2 or 3;R.sup.1 is hydrogen; alkyl, alkenyl, alkynyl or alkoxy;R.sup.2 is cyano, halogen, alkyl, alkoxy or haloalkyl;R.sup.3 is alkyl; haloalkyl; cycloalkyl; or an unsubstituted or substituted mono- to trinuclear aromatic system,comprises reacting an aryl benzyl ether of the general formula II ##STR2## where X, Y, R, R.sup.1, R.sup.2 and m have the abovementioned meanings, with a carbonyl halide or with a carboxylic anhydride or with a carboxylic sulfonic anhydride in the presence of an acid and in the presence or absence of a diluent.
    Type: Grant
    Filed: April 15, 1994
    Date of Patent: July 4, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Wassilios Grammenos, Wolfgang Siegel, Klaus Oberdorf, Bernd Mueller, Hubert Sauter, Reinhard Doetzer
  • Patent number: 5411936
    Abstract: Cyclohexenone oxime ethers of the general formula I ##STR1## where R.sup.1 is C.sub.1 -C.sub.6 -alkyl, A is substituted or unsubstituted C.sub.4 -alkylene or C.sub.4 -alkenylene,x is nitro, cyano, halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -haloalkoxy, carboxyl, C.sub.1 -C.sub.4 -alkoxycarbonyl, substituted or unsubstituted benzyloxycarbonyl and/or phenyl,n is from 0 to 3 or from 1 to 5 when X is halogen,R.sup.2 is C.sub.1 -C.sub.6 -alkoxy-C.sub.1 -C.sub.6 -alkyl or C.sub.1 -C.sub.4 -alkylthio-C.sub.1 -C.sub.6 -alkyl, substituted or unsubstituted C.sub.3 -C.sub.7 -cycloalkyl or C.sub.5 -C.sub.
    Type: Grant
    Filed: January 19, 1993
    Date of Patent: May 2, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Juergen Kast, Dieter Kolassa, Norbert Meyer, Ulrich Schirmer, Albrecht Harreus, Jochen Wild, Karl-Otto Westphalen, Bruno Wuerzer
  • Patent number: 5407896
    Abstract: Unsaturated cyclohexenone oxime ethers I ##STR1## (Q=H, alkylcarbonyl, benzoyl, alkali metal or alkaline earth metal ion, substituted or unsubstituted ammonium ion, phosphonium ion, sulfonium ion, sulfoxonium ion, an equivalent of a transition metal cation;W=--C.tbd.C-- or --CH.dbd.CH--;R.sup.1 =substituted or unsubstituted cycloalkyl, cycloalkenyl or 6-membered heterocyclic group which has 1-2 oxygen and/or sulfur atoms and can be saturated or partially unsaturated; substituted or unsubstituted 5-membered saturated heterocycle with 1-2 oxygen and/or sulfur atoms; substituted or unsubstituted 5-membered heteroaromatic group with 1-2 nitrogen atoms and/or 1 oxygen or sulfur atom; substituted or unsubstituted phenyl, pyridyl or R.sup.9 --X-substituted alkyl with X=O, S, --SO--, --SO.sub.2 -- andR.sup.9 =alkyl, phenyl, 5/6-membered hetaryl with 1-3 hetero atoms;R.sup.2 =alkyl;R.sup.3 =H, alkyl;R.sup.4 =H, halogen, alkyl;R.sup.5 =H, alkyl;or R.sup.3 +R.sup.4, R.sup.3 +R.sup.5 or R.sup.4 +R.sup.5 together form C.
    Type: Grant
    Filed: January 28, 1993
    Date of Patent: April 18, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Juergen Kast, Norbert Meyer, Ulf Misslitz, Albrecht Harreus, Harald Rang, Matthias Gerber, Helmut Walter, Karl-Otto Westphalen
  • Patent number: 5393921
    Abstract: A process for synthesizing O-substituted oxime compounds, which includes (a) reacting an alkali metal or alkaline earth metal hydroxide compound and a solution of an oxime compound to form a first mixture including the alkali metal or alkaline earth metal salt of the oxime compound and water; and (b) adding an organohalide compound while stirring to the first mixture to form a second mixture including an O-substituted oxime compound, the alkali metal or alkaline earth metal salt of the oxime compound, water, unreacted organohalide compound and excess oxime compound. The second mixture is heated in the presence of an amount of water sufficient to react hydroxide with the unreacted organohalide compound to obtain an O-substituted oxime compound substantially free of unreacted organohalide compound.In a further embodiment, the O-substituted oxime compound can be hydrolyzed to the corresponding O-substituted hydroxylamine.
    Type: Grant
    Filed: July 7, 1993
    Date of Patent: February 28, 1995
    Assignee: The Gillette Company
    Inventor: Harvey A. Lazar
  • Patent number: 5374609
    Abstract: Cyclohexenone oxime ethers I ##STR1## where R.sup.1 is C.sub.1 -C.sub.6 -alkyl, A is unsubstituted or substituted C.sub.3 -C.sub.6 -alkynylene, Z is unsubstituted or substituted phenyl or a 5-membered or 6-membered heteroaromatic and R.sup.2 is C.sub.1 -C.sub.4 -alkoxy-C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.4 -alkylthio-C.sub.1 -C.sub.6 -alkyl, unsubstituted or substituted C.sub.3 -C.sub.7 -cycloalkyl or C.sub.5 -C.sub.7 -cycloalkenyl, an unsubstituted or substituted 5-membered saturated heterocyclic structure having one or two hetero atoms, an unsubstituted or substituted 6-membered or 7-membered saturated or monounsaturated or diunsaturated heterocyclic structure having one or two hetero atoms, an unsubstituted or substituted 5-membered heteroaromatic having one to three hetero atoms or unsubstituted or substituted phenyl or pyridyl, and their agriculturally useful salts and esters of C.sub.1 -C.sub.10 -carboxylic acids and inorganic acids, are suitable as herbicides.
    Type: Grant
    Filed: May 25, 1993
    Date of Patent: December 20, 1994
    Assignee: BASF Aktiengesellschaft
    Inventors: Juergen Kast, Norbert Meyer, Ulf Misslitz, Albrecht Harreus, Thomas Kuekenhoehner, Harald Rang, Matthias Gerber, Karl-Otto Westphalen, Helmut Walter
  • Patent number: 5354889
    Abstract: The invention relates to the compound 2-[1-(ethoxyimino)propy1]-3-hydroxy-5-(3-butyryl-2,4,6-trimethylphenyl)-cy clohex-2-en-1-one in the form of an anhydrous crystalline powder and a process for the preparation of said anhydrous crystalline powder.
    Type: Grant
    Filed: September 23, 1993
    Date of Patent: October 11, 1994
    Assignee: ICI Australia Operations Proprietary Limited
    Inventors: Peter Chalmers, Andrew F. Kirby, Roger Heath
  • Patent number: 5319122
    Abstract: This invention relates to a novel process for preparing benzylformimidates which are useful in the production of certain carbapenem antibiotics. The process of this invention provides a means of producing a high-yield, high-purity product.
    Type: Grant
    Filed: November 12, 1992
    Date of Patent: June 7, 1994
    Assignee: Merck & Co., Inc.
    Inventor: Joel J. Friedman
  • Patent number: 5296606
    Abstract: Hydroximic acid derivatives of the formula ##STR1## These compounds are useful for treating diabetes angiopathy.
    Type: Grant
    Filed: July 1, 1992
    Date of Patent: March 22, 1994
    Assignee: Biorex Kutato-Fejleszto KFT
    Inventors: Peter L. Nagy, Bela Balazs, Maria Boross, Jeno Szilbereky, Gizella Zsila, Lajos braham, Gyorgy Blasko, Bela Gachalyi, Attila Almasi, Gabor Nemet
  • Patent number: 5276188
    Abstract: The invention relates to the compound 2-[1-(ethoxyimino) propyl]-3-hydroxy-5-(3-butyryl-2,4,6-trimethylphenyl)-cyclohex-2-en-1-one in the form of an anhydrous crystalline powder and a process for the preparation of said anhydrous crystalline powder.
    Type: Grant
    Filed: November 26, 1991
    Date of Patent: January 4, 1994
    Assignee: ICI Australia Operations Proprietary Limited
    Inventors: Peter J. Chalmers, Andrew F. Kirby, Roger P. Heath
  • Patent number: 5264628
    Abstract: A process of preparing the compound of formula (I): ##STR1## which comprises reacting butyryl chloride with the compound of formula (III): ##STR2## in the presence of a Friedel-Crafts catalyst, in an inert diluent.
    Type: Grant
    Filed: May 19, 1992
    Date of Patent: November 23, 1993
    Assignee: Imperial Chemical Industries PLC
    Inventor: John D. Jones
  • Patent number: 5232949
    Abstract: A 3-(4-substituted-2-chlorophenoxy)propionaldoxime ethyl ether compound of the formula: ##STR1## wherein X and Y are, the same or different, a hydrogen atom or a fluorine atom; Z is an oxygen atom or a methylene group in the proviso that X and Y are not a hydrogen atom at the same time when Z is an oxygen atom, which is useful for control of insect pests.
    Type: Grant
    Filed: May 7, 1992
    Date of Patent: August 3, 1993
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Akira Shuto, Noriyasu Sakamoto, Hirosi Kisida, Noritada Matsuo, Hiroaki Fujimoto, Kimitoshi Umeda
  • Patent number: 5229404
    Abstract: Novel O-alkylated oximes of the general formula I ##STR1## wherein R.sup.1 and R.sup.2 are optionally substituted aromatic or heteroaromatic rings, R.sup.3 is hydrogen or lower alkyl, R.sup.4 is a nitrogen containing, substituted ring or an amino group carrying a substituted ring, and n and m independently are 0, 1 or 2, are potent inhibitors of GABA re-uptake from the synaptic cleft.
    Type: Grant
    Filed: December 6, 1991
    Date of Patent: July 20, 1993
    Assignee: Novo Nordisk A/S
    Inventors: Lars J. S. Knutsen, Knud E. Andersen, Anker S. Jorgensen, Ursula Sonnewald
  • Patent number: 5169867
    Abstract: Compounds of formula ##STR1## wherein R.sub.1 is amino or is a radical ##STR2## wherein R.sub.3 is lower alkyl, hydroxy-lower alkyl, lower alkoxy-lower alkyl, carboxy, lower alkoxycarbonyl, phenyl, phenyl substituted by lower alkyl, halo-lower alkyl, hydroxy-lower alkyl, halogen, hydroxy, lower alkoxy, lower alkanoyloxy and/or by nitro, pyridyl, pyridyl substituted by lower alkyl, hydroxy-lower alkyl, lower alkoxy-lower alkyl, phosphonooxy-lower alkyl, lower alkanoyl, carboxy, lower alkoxycarbonyl, hydroxy, lower alkoxy, lower alkanoyloxy, nitro and/or by oxido, or quinolyl, R.sub.4 is hydrogen, lower alkyl, hydroxy-lower alkyl or halo-lower alkyl, or R.sub.3 and R.sub.4 together are C.sub.4 -C.sub.6 alkylene or benzo-C.sub.4 -C.sub.6 alkylene, and R.sub.2 is straight-chain C.sub.1 -C.sub.4 alkyl, and salts thereof, have a strong specific inhibitory action on the enzyme ornithine decarboxylase. The compounds of Formula I are prepared according to processes known per se.
    Type: Grant
    Filed: April 8, 1991
    Date of Patent: December 8, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Jaroslav Stanek, Jorg Frei
  • Patent number: 5166416
    Abstract: The invention relates to new propenone oxime ethers, a method of preparing them and pharmaceutical compositions containing them.Said new propenone oxime ethers have the formula ##STR1## in which--Ar and Ar' each independentlyl denotes a phenyl group non-substituted, mono or polysubstituted, a 9-anthryl group or a naphthyl group, a pyridyl, thienyl or furyl group;R.sub.1 R.sub.2 each independently denotes hydrogen, a C.sub.1 -C.sub.4 alkyl group or together with the N-atom to which they are bonded a 1-pyrrolidinyl, piperidino, morpholino or 1-piperazinyl group;M=H, Cl, Br or a C.sub.1 -C.sub.6 alkyl groupn=2 or 3.The invention also deals with the salts of compounds of formula (I). Said compounds have good activity in the anti platelet-clotting tests and are also antagonists of the 5HT.sub.2 receptors.
    Type: Grant
    Filed: December 1, 1989
    Date of Patent: November 24, 1992
    Assignee: Societe Anonyme: Sanofi
    Inventors: Christian Congy, Patrick Gueule, Bernard Labeeuw, Murielle Rinaldi
  • Patent number: 5145998
    Abstract: A method for producing an optically active amine which is an important compound as a resolving agent for medicines, agricultural chemicals, intermediates thereof, etc is disclosed.
    Type: Grant
    Filed: October 2, 1990
    Date of Patent: September 8, 1992
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Yoji Sakito, Gohfu Suzukamo, Yukio Yoneyoshi
  • Patent number: 5130486
    Abstract: Isomerization of an unsymmetrical ketoxime ether is effected using at least one Lewis acid selected from titanium chloride, titanium bromide, aluminum chloride, aluminum bromide, boron chloride, and boron bromide as isomerizing agents. Examples of the Lewis acid are titanium tetrachloride, titanium trichloride, aluminum trichloride, aluminum tribromide, boron trichloride, and boron tribromide. The ketoxime ether is preferably an anti-isomer or a syn-isomer of a compound represented by the formula (I) or a mixture of the anti-isomer and the syn-isomer: ##STR1## wherein R.sub.1 represents an aryl group, an aralkyl group or an alkyl group and R.sub.2 and R.sub.3 each represents an aralkyl group or an alkyl group, with a proviso that R.sub.1 and R.sub.2 are not identical.
    Type: Grant
    Filed: December 27, 1990
    Date of Patent: July 14, 1992
    Assignee: Sumitomo Chemical Company Limited
    Inventors: Naoto Konyo, Yukio Yoneyoshi, Gohfu Suzukamo
  • Patent number: 5130487
    Abstract: The invention relates to novel racemic or optically active aminopropanol derivatives of formula I ##STR1## wherein R and R.sup.1 are independently hydrogen atom, halogen atom, lower alkoxy, or together represent a methylene dioxy group,R.sup.2 and R.sup.3 together represent a chemical bond or independently stand for a hydrogen atom,R.sup.4 and R.sup.5 are independently hydrogen atom, C.sub.3-7 cycloalkyl group or straight or branched, saturated or unsaturated C.sub.1-12 alkyl group optionally substituted by one or more dialkylaminoalkyl, dimethoxyphenyl or phenyl groups, orR.sup.4 and R.sup.5 together with the adjacent nitrogen atom form a 4 to 7 membered ring optionally comprising an oxygen, sulfur or a further nitrogen atom, which ring is optionally substituted by a phenyl, benzyl or C.sub.1-3 alkyl group and the said substituents may carry a hydroxyl group, one or two methoxy groups, halogen atoms or trifluoromethyl groups, orR.sup.4 and R.sup.
    Type: Grant
    Filed: August 27, 1991
    Date of Patent: July 14, 1992
    Assignee: EGIS Gyogyszergyar
    Inventors: Zoltan Budai, Tibor Mezei, Klara Reiter nee Esses, Eniko Sziri neKiszelly, Gizella Zsila, Gabor Gigler, Lujza Petocz, Maria Szecsey nee Hegedus, Marton Fekete, Valeria Hoffmann, Laszlo Kapolnai
  • Patent number: 5089528
    Abstract: Oxime ether derivatives of the formula ##STR1## where R.sup.1 and R.sup.2 are each hydrogen or alkyl, X is S, SO or SO.sub.2, R.sup.3 is hydrogen, cycloalkyl, phenyl, naphthyl, quinolinyl or phenanthrenyl, these radicals being unsubstituted or substituted, Y is alkylene, alkenylene or alkynylene, and m is 0 or 1.
    Type: Grant
    Filed: November 15, 1989
    Date of Patent: February 18, 1992
    Assignee: Basf Aktiengesellschaft
    Inventors: Horst Wingert, Siegbert Brand, Bernd Wenderoth, Franz Schuetz, Hubert Sauter, Franz Roehl, Gisela Lorenz, Eberhard Ammermann
  • Patent number: 5081299
    Abstract: Novel fluorinated alkoxy imines having the formula:R.sub.x --CF.dbd.N--O--CZ.sub.1 Z.sub.2 --CF.sub.3 (I)wherein:R.sub.x is either F or a perhalogenated alkyl group containing from 1 to 3 carbon atoms, andZ.sub.1 and Z.sub.2, either equal to, or different from, each other, are F, C1, Br, H or a perfluorinated alkyl group containing 1 to 3 carbon atoms. They are prepared by reacting a fluorinated alkoxy-amine having the formula:R.sub.x --CF.sub.2 --NH--O--CZ.sub.1 Z.sub.2 --CF.sub.3 (V)with Kf at a temperature within the range of from 0.degree. to 100.degree. C. Furthermore, N-chloro- and N-bromo-derivatives of said fluorinated alkoxy-imines (I) are provided, which derivatives have the formulae:R.sub.x --CF.sub.2 --NCl--O--CZ.sub.1 Z.sub.2 --CF.sub.3 (VII)andR.sub.x --CF.sub.2 --NBr--O--CZ.sub.1 Z.sub.2 --CF.sub.
    Type: Grant
    Filed: April 26, 1991
    Date of Patent: January 14, 1992
    Assignee: Ausimont S.r.l.
    Inventors: Darryl D. DesMarteau, Stefan P. Kotun
  • Patent number: 5047420
    Abstract: Novel 1,3-diaryl cyclopentanes of the following general formula were prepared. ##STR1## These compounds were found to have potent and specific PAF (Platelet Activating Factor) antagonistic activities and as such useful in the treatment or amelioration of various diseases or disorders mediate by the PAF, for example, hypotension, inflammation, nephritis, stroke and other cardiovascular disorders, asthma, allergic and skin diseases, peptic or stomach ulcer, shock, lung edema, psoriasis, adult respiratory distress syndrome, pain including dental pain, and aggregation of platelets.
    Type: Grant
    Filed: August 21, 1989
    Date of Patent: September 10, 1991
    Assignee: Merck & Co., Inc.
    Inventors: Donald W. Graham, Tesfaye Biftu, John C. Chabala, Michael N. Chang, Yuan-Ching P. Chiang, Kathryn L. Thompson, Shu S. Yang
  • Patent number: 5041663
    Abstract: The invention relates to novel oxime ethers of the formula I ##STR1## wherein R.sub.1 is hydrogen, halogen, lower alkyl, lower haloalkyl, lower alkoxy, lower haloalkoxy, lower alkylthio, lower haloalkylthio, lower alkylsulfinyl, lower alkylsulfonyl, lower haloalkylsulfinyl, lower haloalkylsulfonyl or nitro, each of R.sub.2 and R.sub.3 is hydrogen, halogen, lower alkyl, lower alkoxy or lower haloalkoxy, and Q is an unsubstituted or substituted lower alkyl, lower alkenyl, lower alkynyl or cycloalkyl group, a lower alkanoyl radical, an aliphatic, cycloaliphatic, aromatic or heterocyclic acyl radical which may be substituted or unsubstituted, a carbonyl or thiocarbonyl radical, an aryl or aralkyl radical, an acylimidomethyl radical, a phthalimidomethyl radical or a heterocyclic radical.These compounds are able to act as antidotes or safeners for protecting cultivated plants from the phytotoxic action of aggressive herbicides.
    Type: Grant
    Filed: December 11, 1990
    Date of Patent: August 20, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Henry Martin, Urs Fricker
  • Patent number: 5017618
    Abstract: Compounds having the formula ##STR1## and their pharmaceutically acceptable acid addition salts, wherein --X-- is --O--, --CH.sub.2 -- or --; .dbd.Y is .dbd.O or a derivatized keto group which is hydrolyzable or enzymatically convertible to a keto group; R is alkyl having from 1 to 12 carbon atoms or aralkyl having from 7 to 20 carbon atoms; and Ar is the 3-aromatic or heterocyclic residue of a 1-alkylamino-2-propanol having an aromatic or heterocyclic substituent at the 3-position and having .beta.-adrenergic blocking properties; are useful as .beta.-adrenergic blocking agents and are of particular interest in the treatment of glaucoma or for lowering intraocular pressure.
    Type: Grant
    Filed: September 18, 1989
    Date of Patent: May 21, 1991
    Assignee: University of Florida
    Inventor: Nicholas S. Bodor
  • Patent number: 5008452
    Abstract: The compound of the formula ##STR1## wherein R.sub.6 is H or Halo and R is alkoxy or alkyl thio, having, with (CH.sub.2)n a total of up to eight carbon atoms are described as having antidepressant as well as sedative activity.
    Type: Grant
    Filed: December 20, 1989
    Date of Patent: April 16, 1991
    Assignee: Duphar International Research B.V.
    Inventors: Jan V. Dijk, Jenkin E. Davies
  • Patent number: 5006159
    Abstract: The present disclosure is directed to substituted cyclohexanedione compounds, the preparation of said compounds, compositions containing said compounds and the use of said compositions in the selective pre- and postemergent kill and control of grassy weeds in the presence of various crop plants.
    Type: Grant
    Filed: March 30, 1990
    Date of Patent: April 9, 1991
    Assignee: DowElanco
    Inventors: Lowell D. Markley, Christopher T. Hamilton, Beth A. Swisher, Jacob Secor
  • Patent number: 5001261
    Abstract: Cyclohexenone derivatives of the formula ##STR1## where R.sup.1, R.sup.2 R.sup.3, R.sup.4 and R.sup.5 have the meanings given in the disclosure, and their use for controlling unwanted plant growth.
    Type: Grant
    Filed: April 18, 1988
    Date of Patent: March 19, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Michael Keil, Rainer Becker, Dieter Jahn, Norbert Goetz, Ulrich Schirmer, Bruno Wuerzer
  • Patent number: 4994106
    Abstract: Cyclohexenone compounds of the formula I ##STR1## where the substituents have the following meanings: R.sup.1 is C.sub.3 -C.sub.4 -alkenyl, C.sub.3 -C.sub.4 -alkynyl, C.sub.2 -C.sub.4 -haloalkyl, C.sub.2 -C.sub.4 -haloalkenyl, C.sub.2 -C.sub.4 -alkoxyalkyl or a radical CH.sub.2 --R.sup.3, whereR.sup.3 is a 5 ring heterocycle with one to three nitrogen atoms and/or one to two oxygen atoms and/or one sulfur atom as hetero-atoms, which may bear up to two double bonds and one or two of the following substituents: C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylthio, halogen, trifluoromethyl, C.sub.1 -C.sub.4 -alkoxymethyl, C.sub.1 -C.sub.4 -alkylthiomethyl and/or vinyl, or phenyl which may bear one to three of the following groups: C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylthio, halogen, trifluoromethyl, nitro and/or C.sub.1 -C.sub.4 -dialkylamino, andR.sup.2 is C.sub.1 -C.sub.
    Type: Grant
    Filed: March 9, 1989
    Date of Patent: February 19, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Dieter Kolassa, Juergen Kast, Michael Keil, Ulrich Schirmer, Norbert Meyer, Karl-Otto Westphalen, Bruno Wuerzer
  • Patent number: 4973753
    Abstract: Hydroxybenzaldoxime O-ethers of the formula ##STR1## in which R.sup.1 represents alkyl,are obtained by a process in which a tert.-butoxy-benzaldoxime of the formula ##STR2## is reacted with alkylating agents of the formulaR.sup.1 --Xin whichR.sup.1 has the abovementioned meaning andX represents halogen or OSO.sub.2 OR.sup.1,whereinR.sup.1 again has the abovementioned meaning,in the presence of a strong base and phase transfer catalyst and in the presence of a diluent at temperatures between 0.degree. C. and 50.degree. C., and the products are then treated with anhydrous acid at temperatures between 0.degree. C. and 50.degree. C.,Hydroxybenzaldoxime O-ethers can be used as intermediate products for the synthesis of compounds with a fungicidal, insecticidal and antimycotic activity. The tert.-butoxy-benzalodoxime starting material is a new compound.
    Type: Grant
    Filed: March 7, 1989
    Date of Patent: November 27, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reinhard Lantzsch, Hans-Ludwig Elbe, Wolf Reiser, Johannes Schmetzer
  • Patent number: 4954523
    Abstract: A new diphenyl-methane derivative is useful to inhibit agglomeration of blood and is defined by the formula, including a diphenylethylene derivative and a benzophenone oxime ether derivative. ##STR1## in which R1 and R2 each are hydrogen, hydroxyl or a lower alkoxy, U is .dbd.CXY or .dbd.N--O--W,X is hydrogen, cyano or --COR6, R6 being hydroxyl or an amino, Y is --R10--COOR3, R3 being hydrogen or a lower alkoxy, R10 being an alkylene having 1 to 3 carbon atoms, straight or branched, --CO--NR4R5, R4 and R5 each being hydrogen, a lower alkyl or a lower aralalkyl, --CH2--NHSO3--C6H5 or --C(R8).dbd.NR7, R7 being a lower alkoxy or an aryl, R8 is --VR9, V being oxygen, sulfur or nitrogen, R9 being an alkyl or an aryl,W is --CH2--CO--CH2--COOR13, R13 being hydrogen or a lower alkyl, --CH2--C(.dbd.
    Type: Grant
    Filed: June 9, 1989
    Date of Patent: September 4, 1990
    Assignee: Eisai Co., Ltd.
    Inventors: Youji Yamagishi, Kozo Akasaka, Takeshi Suzuki, Mitsuaki Miyamoto, Kouji Nakamoto, Kazuo Okano, Shinya Abe, Hironori Ikuta, Kenji Hayashi, Hiroyuki Yoshimura, Tohru Fujimori, Koukichi Harada, Isao Yamatsu
  • Patent number: 4954160
    Abstract: The invention provides compounds of the general formula ##STR1## wherein R represents a hydrogen atom, or an optionally substituted alkyl or acyl group, or an alkenyl or alkynyl group or an inorganic or organic cation;R.sup.1 represents an alkyl, haloalkyl, alkenyl, alkynyl or optionally substituted aralkyl or phenyl group;R.sup.2 represents an optionally substituted alkyl or phenalkyl group or a cycloalkyl, alkenyl, haloalkenyl or alkynyl group;each R.sup.3 represents an optionally substituted alkyl group;one of R.sup.4 or R.sup.5 represents a hydrogen atom or an alkyl group while the other of R.sup.4 and R.sup.5 represents an optionally substituted phenyl group; together with their use as herbicides and their preparation using novel intermediates.
    Type: Grant
    Filed: September 21, 1988
    Date of Patent: September 4, 1990
    Assignee: Shell Internationale Research Maatschappij, B.V.
    Inventors: Terence Gilkerson, Robert W. Shaw
  • Patent number: 4946865
    Abstract: A compound of the formula: ##STR1## wherein X is a hydrogen atom, a halogen atom, a C.sub.1 -C.sub.3 alkyl group or a C.sub.1 -C.sub.3 alkoxy group and Y is a hydrogen atom, a halogen atom, a cyano group, a formyl group, an ethylene-dioxymethyl group, a hydroxyl group, a hydroxymethyl group or a group of either one of the formulas: --CH.dbd.N--OR.sup.1, --COOR.sup.2, --CONH--R.sup.2 and --CH(OR.sup.3).sub.2 in which R.sup.1 is a hydrogen atom, a C.sub.1 -C.sub.3 alkyl group, a C.sub.3 -C.sub.5 alkenyl group, a C.sub.3 -C.sub.5 alkynyl group, a halo(C.sub.3 -C.sub.5)alkynyl group or a C.sub.1 -C.sub.3 alkyl group substituted with a phenyl group or a cyano group, R.sup.2 is a hydrogen atom, a C.sub.1 -C.sub.3 alkyl group, a C.sub.3 -C.sub.5 alkenyl group or a C.sub.3 -C.sub.5 alkynyl group and R.sup.3 is a C.sub.1 -C.sub.
    Type: Grant
    Filed: December 24, 1986
    Date of Patent: August 7, 1990
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Junya Takahashi, Shigeko Nakamura
  • Patent number: 4939142
    Abstract: The new compounds of the general Formula I ##STR1## (wherein A stands for a C.sub.2-4 straight or branched chain alkylene group;R.sup.1 and R.sup.2 may be same or different and each stands for hydrogen, halogen, lower alkyl or lower alkoxy; orR.sup.1 and R.sup.2 together form a methylenedioxy group;R.sup.3 and R.sup.4 may be the same or different and each stands for C.sub.1.ident. alkyl or C.sub.3.notident. cycloalkyl orR.sup.3 and R.sup.4 together with the nitrogen atom, they are attached to, form a 4-7 membered ring which may contain as additional ring member an oxygen or sulfur atom or a further nitrogen atom and the latter nitrogen atom may optionally bear a C.sub.
    Type: Grant
    Filed: January 26, 1989
    Date of Patent: July 3, 1990
    Assignee: EGIS Gyogyszergyar
    Inventors: Zoltan Budai, Lujza Petocz, Tibor Mezei, Eniko Szirt nee Kiszelly, Maria Szecsey nee Hegedus, Gabor Gigler, Klara Reiter nee Esses, Aranka Lay nee Konya, Eva Furdyga, Istvan Gertyan, Istvan Gacsalyi
  • Patent number: 4921524
    Abstract: The invention provides compounds of the general formula ##STR1## wherein R represents a hydrogen atom, or an optionally substituted alkyl or acyl group, or an alkenyl or alkynyl group or an inorganic or organic cation;R.sup.1 represents an alkyl, haloalkyl, alkenyl, alkynyl or phenyl group;R.sup.2 represents an optionally substituted alkyl or phenalkyl group or a cycloalkyl, alkenyl, haloalkenyl, alkynyl or haloalkynyl group;R.sup.3 represents a hydrogen atom or an alkyl group; andone of R.sub.4 and R.sup.5 represents a hydrogen atom or an alkyl group, while the other of R.sup.4 and R.sup.5 represents an optionally substituted phenyl group; together with their use as herbicides and their preparation using novel intermediates.
    Type: Grant
    Filed: April 14, 1988
    Date of Patent: May 1, 1990
    Assignee: Shell Internationale Research Maatschappij B.V.
    Inventors: Terence Gilkerson, Robert W. Shaw, David C. Jennens
  • Patent number: 4909835
    Abstract: The invention relates to novel 2-acyl-1,3-cyclohexanediones and the oxime ethers thereof with herbicidal and plant growth regulating properties.The novel 2-acyl-1,3-cyclohexanediones and the oxime ethers thereof are of the formula I ##STR1## wherein A is a 2- or 7-membered alkylene bridge, or a 3- to 7-membered alkenylene bridge which may be mono- or polyunsaturated,n is 0, 1 or 2,R.sub.1 is C.sub.1 -C.sub.4 alkyl or benzyl,R.sub.2 is C.sub.1 -C.sub.6 alkyl which is unsubstituted or substituted by halogen, C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.4 alkylthio; or is C.sub.3 -C.sub.6 cycloalkyl; or phenyl, benzyl or phenylethyl, the phenyl ring of each of which may be substituted by ahlogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 haloalkoxy, cyano or nitro,X is oxygen or a radical --NOR.sub.3, andR.sub.3 is C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 haloalkyl, C.sub.3 -C.sub.6 alkenyl, C.sub.3 -C.sub.6 haloalkenyl or C.sub.3 -C.
    Type: Grant
    Filed: February 24, 1988
    Date of Patent: March 20, 1990
    Assignee: Ciba-Geigy Corporation
    Inventor: Hans Tobler
  • Patent number: 4898610
    Abstract: Cyclohexane-1,3-dione derivatives of the formula ##STR1## where A is phenyl which is monosubstituted in the ortho- or meta-position by alkoxy, nitro, halogen or methylsulfonyl, or is phenyl which is monosubstituted in the ortho-, meta- or para-position by alkyl, phenyl, alkoxy, fluorine-substituted alkoxy, unsubstituted or substituted phenoxy, alkenyloxy, alkynyloxy, unsubstituted or substituted benzyloxy, alkylsulfinyl, alkylsulfonyl, alkylsulfonyloxy, trifluoromethyl, alkoxyalkyl or alkoxyalkoxy, or is phenyl which is disubstituted trisubstituted or tetrasubstituted by identical or different substituents selected from the group consisting of alkyl, alkoxy, halogen, nitro and 2,4-dichlorophenoxy, with the proviso that, where the substituents are identical, the disubstituted, trisubstituted or tetrasubstituted phenyl radical does not carry methyl radicals, R.sup.1 is hydrogen, methoxycarbonyl, ethoxycarbonyl, methyl or cyano, R.sup.2 is alkyl, and R.sup.
    Type: Grant
    Filed: January 5, 1987
    Date of Patent: February 6, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Michael Keil, Dieter Jahn, Rainer Becker, Wolfgang Rohr, Bruno Wuerzer
  • Patent number: 4888042
    Abstract: The present compounds have a high herbicidal activity against various problematic weeds in soil treatment and foliage treatment in plow field as well as in treatment under flooded condition in paddy field, and besides they exhibit a high selectivity to the weeds from the main crops, so that they can be used in various applications as an active ingredient for herbicides.
    Type: Grant
    Filed: June 20, 1988
    Date of Patent: December 19, 1989
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Kenji Arai, Kouichi Morita, Nobuaki Mito, Naonori Hirata
  • Patent number: 4880894
    Abstract: Novel quaternary ammonium salts of general formula (I) ##STR1## wherein: R is a saturated or unsaturated, linear or branched alkyl radical of C.sub.1 to C.sub.8.R' is a saturated or unsaturated, linear or branched alkyl radical of C.sub.1 to C.sub.12, or a benzyl radical.n is a number equal to 2 or 3.X.sup..theta. is a halogenide anion, such as Cl.sup..theta., Br.sup..theta., I.sup..theta., are used as phase transfer catalysts, in heterogeneous ionic reactions wherein the reagents are in different phase and have different polarity.
    Type: Grant
    Filed: September 26, 1988
    Date of Patent: November 14, 1989
    Assignee: Alter, S.A.
    Inventors: Carlos Sunkel, Miguel Fay de Casa Juana, Fernando Dorrego, Basilio Pando, Julio Alvarez-Builla, Juan J. Vaquero, Carlos Galera, Maria L. Vazquez
  • Patent number: 4867784
    Abstract: Cyclohexenone derivatives of the formula ##STR1## where R.sup.1, R.sup.2, A, m, n, x and y have the meanings given in the disclosure, a process for their manufacture, herbicidal and plant growth-regulating agents containing the novel active ingredients, and processes for combating unwanted plant growth and for regulating plant growth.
    Type: Grant
    Filed: January 14, 1987
    Date of Patent: September 19, 1989
    Assignee: BASF Aktiengesellschaft
    Inventors: Michael Keil, Wolfgang Spiegler, Dieter Jahn, Dieter Kolassa, Ulrich Schirmer, Bruno Wuerzer, Norbert Meyer, Wilhelm Rademacher, Johann Jung
  • Patent number: 4845288
    Abstract: A process for the preparation of a hydroxybenzaldoxime O-ether of the formula ##STR1## in which R.sup.1 represents alkyl, comprising(a) in a first step, hydrogenating a nitro-benzaldoxime O-ether of the formula ##STR2## using the calculated amount of hydrogen in the presence of a catalyst and in the presence of a diluent, and(b) in a second step, reacting the amino-benzaldoxime O-ether of the formula ##STR3## thus obtained with a diazotizing agent in acidic, aqueous solution, and, without isolation, thermally hydrolyzing the resultant diazonium salt of the formula ##STR4## in which X.crclbar. represents an equivalent of an inorganic anion, in acidic, aqueous solution.
    Type: Grant
    Filed: January 25, 1988
    Date of Patent: July 4, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reinhard Lantzsch, Heinz Ziemann, Hans-Ludwig Elbe
  • Patent number: 4845287
    Abstract: A process for the preparation of a hydroxybenzaldoxime O-ether of the formula ##STR1## in which R.sup.1 is alkyl, alkenyl or alkinyl, comprising reacting an aminobenzaldoxime O-ether of the formula ##STR2## in which R.sup.1 has the abovementioned meaning, with a diazotizing agent in acidic, aqueous solution, and thermally hydrolyzing the resulting diazonium salt of the formula ##STR3## in which X.crclbar. in an equivalent of an inorganic anion andR.sup.1 has the abovementioned meaning,in acidic, aqueous solution without intermediate isolation.The products are intermediates for agricultural and pharmaceutical chemicals.Novel amino-benzaldoxime O-ethers of the formula ##STR4## wherein R.sup.1 has the above-mentioned meaning.
    Type: Grant
    Filed: April 28, 1987
    Date of Patent: July 4, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Ludwig Elbe, Reinhard Lantzsch
  • Patent number: 4845129
    Abstract: The invention discloses certain diaryl substituted cyclopentane and cyclopentene derivatives useful as PAF inhibitors, pharmaceutical compositions containing said compounds as an active ingredient thereof and a method of using such compositions for inhibiting PAF-induced blood platelet aggregation, PAF-mediated broncho-constriction and extravasation, PAF-induced hypotension, PAF-induced ischemic bowel disease and PAF-mediated, endotoxin induced lug injury.
    Type: Grant
    Filed: March 14, 1988
    Date of Patent: July 4, 1989
    Assignee: Sandoz Pharm. Corp.
    Inventors: Robert C. Anderson, William J. Houlihan, Howard C. Smith, Edwin B. Villhauer
  • Patent number: 4838932
    Abstract: A method of controlling undesirable vegetation utilizing an herbicidal compounds of the formula ##STR1## wherein X NR.sup.9 wherein R.sup.9 is hydrogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy;R is halogen; C.sub.1 -C.sub.2 alkyl; C.sub.1 -C.sub.2 alkoxy; trifluoromethoxy; difluoromethoxy; nitro; cyano; C.sub.1 -C.sub.2 haloalkyl; R.sup.a SO.sub.n -- wherein n is 0 or 2 and R.sup.a is C.sub.1 -C.sub.2 alkyl, trifluoromethyl or difluoromethyl;R.sup.1 is hydrogen, C.sub.1 -C.sub.4 alkyl, phenyl or substituted phenyl;R.sup.2 is hydrogen or C.sub.1 -C.sub.4 alkyl; orR.sup.1 and R.sup.2 together are C.sub.2 -C.sub.5 alkylene;R.sup.3 is hydrogen, C.sub.1 -C.sub.4 alkyl, phenyl or substituted phenyl, with the proviso that R.sup.1 and R.sup.3 are not both phenyl or substituted phenyl;R.sup.4 is hydrogen or C.sub.1 -C.sub.4 alkyl;R.sup.5 is hydrogen or C.sub.1 -C.sub.4 alkyl;R.sup.6 is hydrogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 haloalkyl;R.sup.7 and R.sup.
    Type: Grant
    Filed: August 20, 1987
    Date of Patent: June 13, 1989
    Assignee: Stauffer Chemical Company
    Inventor: Christopher G. Knudsen