Chalcogen Bonded Directly To Ring Carbon Of The Oxadiazole Ring Patents (Class 548/132)
  • Patent number: 4968342
    Abstract: Herbicidal N-isopropylheteroaryloxyacetanilides of the formula ##STR1## in which A stands for nitrogen or the group C--R.sup.3 whereR.sup.3 stands for halogen, cyano, alkyl, halogenoalkyl, alkoxy, halogenoalkoxy, alkylthio, halogenoalkylthio, alkylsulphinyl or alkylsulphonyl,B stands for nitrogen or the group C--R.sup.4 whereR.sup.4 stands for halogen, cyano, alkyl, halogenoalkyl, alkoxy, halogenoalkoxy, alkylthio, halogenoalkylthio, alkylsulphinyl, halogenoalkylsulphinyl, alkylsulphonyl, halogenoalkylsulphonyl, for phenyl which is optionally substituted by halogen, alkyl, halogenoalkyl, alkoxy or halogenoalkoxy, or for the group --CY.sub.2 --Z--R.sup.5 whereR.sup.5 stands for alkyl, which is optionally substituted by halogen, alkoxy or alkylthio, or for phenyl which is optionally substituted by halogen, alkyl, halogenoalkyl, alkoxy, halogenoalkoxy, alkylthio or halogenoalkylthio,Y stands for hydrogen or halogen,Z stands for oxygen, sulphur, SO or SO.sub.2,R.sup.
    Type: Grant
    Filed: June 15, 1989
    Date of Patent: November 6, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventors: Heinz Forster, Roland Andree, Hans-Joachim Santel, Robert R. Schmidt, Harry Strang
  • Patent number: 4952580
    Abstract: Polyhaloalkene compounds of the formula: ##STR1## wherein X is sulfur, oxygen, or nitrogen, Y.sup.1 and Y.sup.2 are fluorine, Z is hydrogen or the same as Y.sup.1 and Y.sup.2, and n is 1-4; provided that:(A) when X is sulfur, Z is fluorine and R is thienyl or substituted thienyl, thianaphthyl or substituted thianaphthyl, thiazolinyl or substituted thiazolinyl, oxadiazolyl or substituted oxadiazolyl, 3,4,4-trifluoro-3-butenyloxycarbonylmethyl, thiadiazolyl substituted by halogen or R.sup.2 S, wherein R.sup.2 is 3,4,4-trifluoro-3-butenyl or R.sup.2 is phenylmethyl or phenylthiomethyl each optionally substituted by halogen or nitro; or R is thiadiazolyl substituted by R.sup.3, wherein R.sup.3 is substituted aryl, arylalkyl, aryloxyalkyl, alkylthio, haloalkylthio, haloarylthio, cyanoalkylthio, arylalkylthio, aryloxyalkylthio, arylthioalkylthio, heterocycloalkylthio, alkenylthio, haloalkenylthio, halocycloalkylalkenylthio, wherein said aryl or heterocyclic groups of R.sup.
    Type: Grant
    Filed: November 9, 1988
    Date of Patent: August 28, 1990
    Assignee: FMC Corporation
    Inventors: Anthony J. Martinez, Thomas G. Cullen
  • Patent number: 4943584
    Abstract: Novel (p-phenoxyphenoxy)-methyl-five-membered heeroaromatic radicals of the formula ##STR1## where the substituents have the following meanings: R.sup.1, R.sup.2, R.sup.3 hydrogen, halogen, C.sub.1 -C.sub.8 -alkyl, C.sub.1 -C.sub.8 -alkoxy, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.3 -C.sub.10 -cycloalkyl, nitro or cyano,R.sup.4 hydrogen or C.sub.1 -C.sub.4 -alkyl, and a five-membered heteroaromatic ring, and their use for combating pests.
    Type: Grant
    Filed: April 20, 1988
    Date of Patent: July 24, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Hans Theobald, Christoph Kuenast, Peter Hofmeister, Hans-Juergen Neubauer, Thomas Kuekenhoehner, Wolfgang Krieg, Joachim Leyendecker, Uwe Kardorff
  • Patent number: 4929628
    Abstract: The invention provides 1,2,4-oxadiazole compounds of general formula ##STR1## wherein R.sup.1 represents an optionally substituted phenyl group, R.sup.2 represents an optionally substituted phenyl group and X represents an oxygen or sulphur atom; processes for their preparation and their use as pesticides, particularly as acarid ovicides.
    Type: Grant
    Filed: January 19, 1989
    Date of Patent: May 29, 1990
    Assignee: Shell Internationale Research Maatschappij, B. V.
    Inventors: Alastair McArthur, Royston H. Davis, Mark D. Hilton, Trevor W. Newton, Dinesh M. Patel
  • Patent number: 4876351
    Abstract: A process for the separation of a mixture of syn and anti oxime isomers one from the other which comprises adsorbing said mixed oxime isomers onto a non-functional macroreticular adsorption resin, and eluting said resin to yield at least one eluate fraction containing one of said isomers while being substantially free of the other of said isomers.The application of this process to the separation of syn and anti isomers of cephalosporin compounds possessing an oxime grouping in a side-chain in the 7.beta.-position, and of acids corresponding to this 7.beta.-side chain, is described.
    Type: Grant
    Filed: October 30, 1987
    Date of Patent: October 24, 1989
    Assignee: Glaxo Group Limited
    Inventors: Colin Robinson, David T. Eastlick, Audrey J. Bownass
  • Patent number: 4871719
    Abstract: Novel 13-spiro-2'-[tetrahydrofuran]-milbemycins of the formula I ##STR1## in which X represents one of the groups --CH(OR.sub.1)--, --C(.dbd.O)-- or --C(.dbd.N--OH)--;R.sub.1 represents hydrogen or a OH-protecting group;R.sub.2 represents methyl, ethyl, isopropyl or sec.-butyl or the group --C(CH.sub.3).dbd.CH--A in which A represents methyl, ethyl or isopropyl; andR.sub.3 represents hydrogen; C.sub.1 -C.sub.10 -alkyl; C.sub.1 -C.sub.10 -alkyl substituted by at least one substituent selected from the group consisting of halogen, C.sub.1 -C.sub.6 -alkoxy, C.sub.2 -C.sub.6 -alkoxyalkoxy C.sub.3 -C.sub.9 -alkoxyalkoxyalkoxy, C.sub.1 -C.sub.6 -alkylthio, C.sub.3 -C.sub.7 -cycloalkyl, C.sub.1 -C.sub.3 -alkyl-substituted C.sub.3 -C.sub.7 -cycloalkyl, hydroxy, benzyloxy, C.sub.1 -C.sub.6 -acyl and C.sub.1 -C.sub.6 -acyloxy, it being possible for each of the above-mentioned radicals representing or containing an alkoxy group to be terminally substituted at a terminal alkoxy group by hydroxy, halogen, C.sub.1 -C.sub.
    Type: Grant
    Filed: March 16, 1988
    Date of Patent: October 3, 1989
    Assignee: Ciba-Geigy Corporation
    Inventor: Peter Maienfisch
  • Patent number: 4851406
    Abstract: The present invention provides indole derivatives of the general formula: ##STR1## wherein R.sub.1 is a hydrogen atom or an alkyl, alkenyl, cycloalkyl, cycloalkenyl, carboxyl, cyano, alkylcarbonyl, alkoxycarbonyl, aminocarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl or aryl radical, R.sub.2 is a hydrogen atom or an alkyl, trihalogenomethyl, hydroxyl, cycloalkyl, cyano, carboxyl, alkoxycarbonyl, alkylcarbonyl, aminocarbonyl, alkylaminocarbonyl or dialkylaminocarbonyl radical; R.sub.2 is a heterocyclic five-membered ring containing 1 to 4 heteroatoms or a heterocyclic six-membered ring containing 1 to 5 heteroatoms, the heteroatoms of the five- and six-membered rings being the same or different and being nitrogen, oxygen or sulphur and one or more of the nitrogen atoms optionally carrying an oxygen atom, the said five- and six-membered rings optionally being substituted by one or more alkyl, alkoxy, alkylthio, oxo, hydroxyl, nitro, amino, halogen or cyano groups; or R.sub.
    Type: Grant
    Filed: September 4, 1986
    Date of Patent: July 25, 1989
    Assignee: Boehringer Mannheim GmbH
    Inventors: Alfred Mertens, Wolfgang von der Saal, Walter-Gunar Friebe, Bernd Muller-Beckmann, Gisbert Sponer
  • Patent number: 4835280
    Abstract: The present invention provides Indolines of the formula: ##STR1## ps useful to provide pharmaceutically active pyrrolobenzimidazoles or tautomers thereof, of the formula: These compounds are useful for treating heart or circulatory diseases, especially those which respond to a change of blood pressure, an increase in cardiac output and/or a change in micro-circulation.
    Type: Grant
    Filed: July 14, 1987
    Date of Patent: May 30, 1989
    Assignee: Boehringer Mannheim GmbH
    Inventors: Alfred Martens, Jens-Peter Holck, Herbert Berger, Bernd Muller-Beckman, Klaus Strein, Egon Roesch
  • Patent number: 4833252
    Abstract: Substituted N-phenylsulfonyl-N'-pyrimidinylureas and N-phenylsulfonyl-N'-triazinylureas of the general formula ##STR1## and the salts thereof with amines, alkali metal bases or alkaline earth metal bases, or with quaternary ammonium bases, have good pre- and postemergence selective herbicidal and growth regulating properties.In the above formula the symbols have the following meanings:R.sup.1 is hydrogen, halogen, nitro, cyano, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 alkylsulfonyl, C.sub.1 -C.sub.4 alkylsulfinyl, --CO--R.sup.8, --NR.sup.9 R.sup.10, --CO--NR.sup.11 R.sup.12 or --SO.sub.2 --NR.sup.13 R.sup.14,R.sup.2 is hydrogen, 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 alkylsulfinyl or C.sub.1 -C.sub.4 alkylsulfonyl,R.sup.3 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl or cyano,R.sup.4 is hydrogen or C.sub.1 -C.sub.4 alkyl,R.sup.5 is hydrogen, C.sub.
    Type: Grant
    Filed: September 28, 1988
    Date of Patent: May 23, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Werner Topfl, Georg Pissiotas
  • Patent number: 4831032
    Abstract: The present invention provides benzimidazoles of the general formula: ##STR1## wherein R.sub.1, X, A, and R.sub.2 are as defined in the specification. The present invention also provides processes for the preparation of these new benzimidazoles and pharmaceutical compositions containing them, as well as intermediates for the preparation thereof.The new benzimidazoles are useful to treat heart or circulatory diseases which respond to a lowering of blood pressure, a positive inotropic action and/or an improvement in microcirculation.
    Type: Grant
    Filed: July 3, 1986
    Date of Patent: May 16, 1989
    Assignee: Boehringer Mannheim GmbH
    Inventors: Wolfgang von der Saal, Alfred Mertens, Herbert Berger, Bernd Muller-Beckmann, Klaus Strein
  • Patent number: 4826849
    Abstract: Fungicidally and bactericidally active 3-chloro-1,2,4-oxadiazoles of the formula ##STR1## in which R represents optionally substituted aryl or represents optionally substituted heteroaryl.
    Type: Grant
    Filed: November 5, 1987
    Date of Patent: May 2, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Ulrich Heinemann, Wilhelm Brandes, Gerd Hanssler
  • Patent number: 4826992
    Abstract: 2,3-(Dihydro) bicyclic pyrazolidinones are intermediates for bicyclic pyrazolidinone antimicrobials.
    Type: Grant
    Filed: November 24, 1986
    Date of Patent: May 2, 1989
    Assignee: Eli Lilly and Company
    Inventors: Louis N. Jungheim, Sandra K. Sigmund
  • Patent number: 4810282
    Abstract: This invention relates to ortho-(isoxazolyl, isothiazolyl, pyrazolyl, thiadiazolyl, oxadiazolyl, and triazolyl)benzenesulfonamides and their use as herbicides.
    Type: Grant
    Filed: June 10, 1987
    Date of Patent: March 7, 1989
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Morris P. Rorer
  • Patent number: 4772309
    Abstract: A 5-Acylamino-pyrazole derivatives of the formula ##STR1## in which R.sup.1 represents hydrogen, halogen or nitro,R.sup.2 represents hydrogen, alkyl, alkenyl, alkinyl or optionally substituted cycloalkyl,R.sup.3 represents hydrogen or alkyl,R.sup.4 represents hydrogen or alkyl,X represents oxygen or sulphur,n represents the integer 0, 1 or 2,Ar represents in each case optionally substituted phenyl or pyridyl andHet represents an optionally substituted 5- or 6- membered heterocyclic radical linked via a carbon atom,which exhibit herbicidal and plant growth regulating activity.
    Type: Grant
    Filed: March 19, 1987
    Date of Patent: September 20, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Jorg Stetter, Reinhold Gehring, Otto Schallner, Hans-Joachim Santel, Robert R. Schmidt, Klaus Lurssen
  • Patent number: 4767775
    Abstract: Microbicidal substituted pyrazolin-5-ones of the formula ##STR1## in which R.sup.1 and R.sup.2 independently of one another each represent hydrogen, alkyl, alkenyl, alkinyl, cyanoalkyl, hydroxyalkyl, alkoxyalkyl, alkylthioalkyl, alkoxycarbonyl, hydroxycarbonylalkyl, alkoxycarbonylalkyl, aminocarbonylalkyl, alkylaminocarbonylalkyl or dialkylaminocarbonylalkyl, or represent in each case optionally substituted oxiranylalkyl, aralkyl, heterocyclyl or aryl andHet represents an optionally substituted heterocyclic radical.Intermediates therefor of the formula ##STR2## in which R is alkyl, are also disclosed.
    Type: Grant
    Filed: July 24, 1986
    Date of Patent: August 30, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Klaus Jelich, Wilhelm Brandes, Gerd Hanssler, Paul Reinecke
  • Patent number: 4762848
    Abstract: Heterocyclic sulfides of the general formula heterocycle-S-R, a process for their preparation and, in particular, their use for immunostimulation, immunorestoration and cytostatic treatment, and pharmaceutical agents, which contain a sulfide of this type, for these indications.
    Type: Grant
    Filed: March 10, 1986
    Date of Patent: August 9, 1988
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Karl-Heinz Scheunemann, Walter Durckheimer, Jurgen Blumbach, Michael Limbert, Hans-Ulrich Schorlemmer, Gerhard Dickneite, Hans-Harald Sedlacek
  • Patent number: 4762932
    Abstract: Compounds useful for inhibiting gastric acid secretion and for the treatment of peptic ulcers caused or exacerbated by gastric acidity having the following formula (I): ##STR1## in which R.sup.1 and R.sup.2, are H, C.sub.1-10 alkyl, C.sub.3-8 cycloalkyl or cycloalkylalkyl in which the alkyl part is C.sub.1-6 and the cycloalkyl part is C.sub.3-8, each of the alkyl, cycloalkyl and cycloalkylalkyls being optionally substituted by one or more halogens selected from F, Cl and Br, provided that at least one of R.sup.1 and R.sup.2 is a halogen substituted alkyl, cycloalkyl or cycloalkylalkyl and provided that there is no halogen substituent on the carbon directly attached to the nitrogen; and X, m, Y, n and R.sup.3 are as described in the specification; and the pharmaceutically-acceptable acid-addition salts thereof.
    Type: Grant
    Filed: June 2, 1986
    Date of Patent: August 9, 1988
    Assignees: Imperial Chemical Industries, Ltd., ICI Americas, Inc.
    Inventors: Tobias O. Yellin, Philip N. Edwards, Michael S. Large
  • Patent number: 4758263
    Abstract: Disclosed are herbicides of the formula: ##STR1## wherein R is H or halo of atomic weight of from 18 to 80.
    Type: Grant
    Filed: October 27, 1986
    Date of Patent: July 19, 1988
    Assignee: Sandoz Ltd.
    Inventors: John Krenzer, Leonard J. Stach
  • Patent number: 4742060
    Abstract: Novel insecticides of the formula ##STR1## in which n is 0 or 1,X is S, O, ##STR2## Y is N or ##STR3## Z is a 5- or 6-membered nitrogen-containing heterocyclic ring, and R to R.sup.9 variously represent hydrogen or specified organic radicals.
    Type: Grant
    Filed: January 21, 1986
    Date of Patent: May 3, 1988
    Assignee: Nihon Tokushu Noyaku Seizo K. K.
    Inventors: Kozo Shiokawa, Shinichi Tsuboi, Shinzo Kagabu, Koichi Moriya
  • Patent number: 4740231
    Abstract: 1-Aryl-5-alkoximinoalkylamino-pyrazoles of the formula ##STR1## in which R represents cyano or nitro, or represents an optionally substituted heterocyclic radical,R.sup.1 represents hydrogen or alkyl,R.sup.2 represents hydrogen or alkyl, or represents optionally substituted aryl,R.sup.3 represents hydrogen, alkyl or alkenyl, or represents in each case optionally substituted aralkyl or aryl andAr represents optionally substituted phenyl or pyridyl,are active as herbicides and plant growth regulants. Compounds of the formula ##STR2## in which R" has the same definition as R other than cyano, are also active and useful as intermediates as well.
    Type: Grant
    Filed: May 22, 1986
    Date of Patent: April 26, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reinhold Gehring, Otto Schallner, Jorg Stetter, Hans-Joachim Santel, Robert R. Schmidt, Klaus Lurssen
  • Patent number: 4734504
    Abstract: 1-Alkylated diazolidinones are intermediates to bicyclic pyrazolidinone antimicrobial compounds. The instant compounds have the formula ##STR1## wherein R.sub.1, R.sub.2, and R.sub.3, have the meanings as defined in the specification.
    Type: Grant
    Filed: May 14, 1986
    Date of Patent: March 29, 1988
    Assignee: Eli Lilly and Company
    Inventor: Richard E. Holmes
  • Patent number: 4734505
    Abstract: 1-(Alkylated)-2-(acylated)diazolidinones are intermediates to bicyclic pyrazolidinone antimicrobial compounds. The instant compounds have the formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, and R.sub.4 are as defined in the specification.
    Type: Grant
    Filed: May 14, 1986
    Date of Patent: March 29, 1988
    Assignee: Eli Lilly and Company
    Inventor: Richard E. Holmes
  • Patent number: 4696933
    Abstract: The invention relates to amide derivatives which are histamine H-2 antagonists and which inhibit gastric acid secretion. According to the invention there is provided a guanidine derivative of the formula I: ##STR1## in which R.sup.1 is a hydrogen or 1-10C alkyl, 3-8C cycloalkyl, 4-14C cycloalkyl, 3-6C alkenyl, 3-6C alkynyl, 1-6C alkanoyl, 6-10C aryl, 7-11C aralkyl or 7-11C aroyl, the aryl, aralkyl and aroyl radical being optionally substituted; ring X is a heterocyclic ring as defined in the specification; A is phenylene or 5-7C cycloalkylene, or a 1-8C alkylene into which is optionally inserted one or two groups; D is O or S; and R.sup.2 and R.sup.3 are hydrogen or a variety of radicals described in the specification: and the pharmaceutically-acceptable acid-addition salts thereof. Manufacturing processes and pharmaceutical compositions are also described.
    Type: Grant
    Filed: February 12, 1985
    Date of Patent: September 29, 1987
    Assignees: ICI Americas Inc., Imperial Chemical Industries PLC
    Inventors: Tobias O. Yellin, David J. Gilman
  • Patent number: 4695567
    Abstract: The present invention provided pyrrolobenzimidazoles or tautomer thereof, of the general formula: ##STR1## wherein R.sub.1 is hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.2 -C.sub.6 alkenyl or C.sub.3 -C.sub.7 cycloalkyl;R.sub.2 is hydrogen, cyano, C.sub.1 -C.sub.6 alkyl, C.sub.2 -C.sub.6 alkenyl, or a carbonyl group substituted by hydroxyl, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkyoxy, amino, C.sub.1 -C.sub.6 alkylamino, C.sub.2 -C.sub.12 dialkylamino or hydrazino, orR.sub.2 and R.sub.1 together with the carbon to which they are attached form a C.sub.3 -C.sub.8 spirocycloalkyl ring, or R.sub.1 and R.sub.2 together form C.sub.3 -C.sub.7 alkylidene or C.sub.3 -C.sub.7 cycloalkylkidene,X is a valency bond, C.sub.1 -C.sub.
    Type: Grant
    Filed: January 17, 1986
    Date of Patent: September 22, 1987
    Assignee: Boehringer Mannheim GmbH
    Inventors: Alfred Mertens, Jens-Peter Holck, Herbert Berger, Bernd Muller-Beckmann, Klaus Strein, Egon Roesch
  • Patent number: 4690704
    Abstract: Disclosed herein are a derivative of tetrahydrobenzothiazole represented by the formula (I): ##STR1## wherein R represents a methyl group or ethyl group; R.sup.1 represents a hydrogen atom, a hydroxyl group, methoxy group or O.dbd.=together with R.sup.2 ; R.sup.2 represents a hydrogen atom or O.dbd.=together with R.sup.1 ; and X represents a methylene group, hydroxymethylene group, carbonyl group or --O-- with the proviso that R is not a methyl group when (1) R.sup.1 represents a hydroxyl group or methoxy group and X represents a methylene group or hydroxymethylene group or (2) R.sup.2 represents .dbd.O together with R.sup.1 and X represents a carbonyl group, and a herbicidal composition containing the same as an active ingredient.
    Type: Grant
    Filed: January 17, 1986
    Date of Patent: September 1, 1987
    Assignee: Kureha Kagaku Kogyo Kabushiki Kaisha
    Inventors: Katsumichi Aoki, Takafumi Shida, Hideo Arabori, Satoru Kumazawa, Susumu Shimizue, Takeo Watanave, Yohichi Kanda, Keigo Satake, Shiro Yamazaki, Hiroyasu Shinkawa, Tsuneaki Chida
  • Patent number: 4644006
    Abstract: Histamine H.sub.2 -receptor antagonists of the formula ##STR1## wherein A, m, Z, n and R.sup.
    Type: Grant
    Filed: June 22, 1984
    Date of Patent: February 17, 1987
    Assignee: Bristol-Myers Company
    Inventors: Aldo A. Algieri, Ronnie R. Crenshaw
  • Patent number: 4634779
    Abstract: There are described novel dyes of the formulae ##STR1## in which R.sub.1 and R.sub.2 independently of one another are each hydrogen, unsubstituted or substituted alkyl, cycloalkyl, aralkyl or aryl, and R.sub.1 and R.sub.2 together with the nitrogen atom, and optionally with the inclusion of further hetero atoms, can also form a 5- to 7-membered heterocycle, or one of the radicals R.sub.1 or R.sub.2 can be linked with the carbon atom, in the o-position with respect to the amino group, of the ring A to form a fused-on, saturated, unsubstituted or substituted 5- or 6-membered ring,X is .dbd.NR.sub.3, .dbd.NCOR.sub.4, ##STR2## .dbd.NH or .dbd.O, wherein R.sub.3 is alkyl or unsubstituted or substituted phenyl,R.sub.4 is unsubstituted or substituted alkyl, aralkyl, aryl, vinyl, alkoxy, phenoxy or amino, andR.sub.5 is cyano, carbalkoxy, or unsubstituted or substituted carbonamide, andR.sub.
    Type: Grant
    Filed: September 30, 1982
    Date of Patent: January 6, 1987
    Assignee: Ciba-Geigy Corporation
    Inventor: Peter Mockli
  • Patent number: 4624697
    Abstract: Disclosed herein are a derivative of tetrahydrobenzothiazole represented by the formula (I): ##STR1## wherein R represents a methyl group, ethyl group or propyl group; R.sup.1 represents a hydrogen atom, a hydroxyl group methoxy group, acetoxy group, propionyloxy group, butylyloxy group, chloroacetoxy group, methoxyacetoxy group, C.sub.1 to C.sub.4 -alkylamino group or di(C.sub.1 to C.sub.4)-alkylamino group, or represents O.dbd.together with R.sup.2 ; R.sup.2 represents a hydrogen atom or represents O.dbd.together with R.sup.1 ; and X represents a methylene group, hydroxymethylene group, carbonyl group or --O--, and a herbicidal composition containing the same as an active ingredient.
    Type: Grant
    Filed: April 6, 1984
    Date of Patent: November 25, 1986
    Assignee: Kureha Kagaku Kogyo Kabushiki Kaisha
    Inventors: Katsumichi Aoki, Takafumi Shida, Hideo Arabori, Satoru Kumazawa, Susumu Shimizu, Takeo Watanabe, Yohichi Kanda, Keigo Satake, Shiro Yamazaki, Hiroyasu Shinkawa, Tsuneaki Chida
  • Patent number: 4618617
    Abstract: This disclosure describes novel 5-substituted 1,2,4-oxadiazoles useful as pharmaceuticals such as anti-inflammatory and analgesic agents.
    Type: Grant
    Filed: February 24, 1983
    Date of Patent: October 21, 1986
    Assignee: Sumitomo Chemical Company, Limited
    Inventor: Michihiro Yamamoto
  • Patent number: 4606755
    Abstract: This invention relates to ortho-(isoxazolyl, isothiazolyl, pyrazolyl, thiadiazolyl, oxadiazolyl, and triazolyl)benzenesulfonamides and their use as herbicides.
    Type: Grant
    Filed: December 21, 1984
    Date of Patent: August 19, 1986
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Morris P. Rorer
  • Patent number: 4510311
    Abstract: The invention relates to compounds of the formula ##STR1## or isomeric mixtures thereof, wherein A represents a quasiaromatic heterocyclic radical,B represents a radical of the formulae ##STR2## n represents 0, 1, 2 or 3, preferably 0-2, R.sub.1 represents hydrogen, CN, R or acyl,R.sub.2 represents hydrogen, halogen, --OR, --NHR, --N(R').sub.2 or NHCOR,R' represents alkyl andR represents R', alkenyl, aralkyl, cycloakyl or aryl.They are valuable optical brighteners and/or laser dyes and some of them are intermediate products for preparing these end products.
    Type: Grant
    Filed: January 14, 1983
    Date of Patent: April 9, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventor: Udo Eckstein
  • Patent number: 4496571
    Abstract: The invention relates to carbonyl derivatives which are histamine H-2 antagonists and which inhibit gastric acid secretion. According to the invention where is provided a guanidine derivative of the formula I: ##STR1## in which R.sup.1 and R.sup.2, same or different, are hydrogen or 1-10C alkyl, 3-8C cycloalkyl or 4-14C cycloalkylalkyl, each alkyl, cycloalkyl or cycloalkylalkyl optionally carrying one or more F, Cl or Br atoms, provided that one of R.sup.1 and R.sup.2 is halogen substituted, or R.sup.2 is hydrogen and R.sup.1 is R.sup.5 -E-W in which W is 2-6C alkylene optionally substituted by 1 or 2 1-4C alkyls, E is O, S, SO, SO.sub.2 or NR.sup.6 in which R.sup.6 is H or 1-6C alkyl, R.sup.5 is H or 1-6C alkyl optionally substituted by 1 or 2 1-4C alkyls, or R.sup.5 and R.sup.6 are joined to form a pyrrolidine, piperidine, morpholine, piperazine or N-methylpiperazine ring, or R.sup.2 is H and R.sup.
    Type: Grant
    Filed: March 1, 1982
    Date of Patent: January 29, 1985
    Assignees: ICI Americas Inc., Imperial Chemical Industries, PLC
    Inventors: Tobias O. Yellin, David J. Gilman, Philip N. Edwards, Michael S. Large, Derrick F. Jones, Keith Oldham
  • Patent number: 4488895
    Abstract: Novel N-Diazolylalkyl-haloacetanilides of the formula ##STR1## wherein A is oxygen, sulphur or the grouping <NR,wherein R is hydrogen or alkyl,R.sup.1 is hydrogen, alkyl or alkoxy,R.sup.2 is hydrogen, alkyl, alkoxy or halogen,R.sup.3 is hydrogen, alkyl, alkoxy or halogen,R.sup.4 is hydrogen or alkyl,X is hydrogen, alkyl, halogen, alkoxy, alkylthio, haloalkyl, alkenyl, alkynyl, alkoxycarbonyl, dialkylamino, cyano, phenyl, substituted phenyl, phenoxy, substituted phenoxy, phenylthio or substituted phenylthio, andZ is halogen,and in which the diazolyl radical is bonded via a carbon atom, and acid addition salts and metal salt complexes thereof.
    Type: Grant
    Filed: January 28, 1982
    Date of Patent: December 18, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Jorg Stetter, Klaus Ditgens, Rudolf Thomas, Ludwig Eue, Robert R. Schmidt
  • Patent number: 4465504
    Abstract: An N-(2,2,2-trifluoroethyl)-N-alkyl-azolyloxyacetic acid amides of the formula ##STR1## in which R and R.sup.1 have the meaning given in the description, a process for the production of which is described, find use as herbicides. The intermediate products of the general formulae ##STR2## in which R.sup.1 in each case has the same meaning as in formula (I), for the preparation of the compounds (I) are also new.
    Type: Grant
    Filed: February 19, 1982
    Date of Patent: August 14, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Heinz Forster, Volker Mues, Bernd Baasner, Hermann Hagemann, Ludwig Eue, Robert Schmidt
  • Patent number: 4460584
    Abstract: The invention relates to nitrogen heterocycles which are histamine H-2 antagonists and which inhibit gastric acid secretion. According to the invention there is provided a guanidine derivative of the formula I: ##STR1## in which R.sup.1 and R.sup.2, same or different, are hydrogen or 1-10C alkyl, 3-8C cycloalkyl or 4-14C cycloalkylalkyl, each alkyl, cycloalkyl or cycloalkylalkyl optionally carrying one or more F, Cl or Br atoms, provided that one of R.sup.1 and R.sup.2 is halogen substituted, or R.sup.2 is hydrogen and R.sup.1 is R.sup.3 -E-W in which W is 2-6C alkylene optionally substituted by 1 or 2 1-4C alkyls, E is O, S, SO, SO.sub.2 or NR.sup.4 in which R.sup.4 is H or 1-6C alkyl, R.sup.3 is H or 1-6C alkyl optionally substituted by 1 or 2 1-4C alkyls, or R.sup.3 R.sup.4 are joined to form a pyrrolidine, piperidine, morpholine, piperazine or N-methylpiperazine ring, or R.sup.2 is H and R.sup.
    Type: Grant
    Filed: March 9, 1982
    Date of Patent: July 17, 1984
    Assignee: Imperial Chemical Industries PLC
    Inventors: Derrick F. Jones, Keith Oldham
  • Patent number: 4455428
    Abstract: A process for the preparation of a hetaryloxyacetamide of the formula ##STR1## in which R.sup.1 is an optionally substituted oxazole, thiazole or tetrazole radical,comprising reacting a hydroxyacetamide of the formula ##STR2## with a halogeno-hetarene of the formulaR.sup.1 --Halin whichHal represents a fluorine, chlorine, bromine or iodine atom,in the presence of solid, anhydrous potassium hydroxide and in the presence of an aprotic diluent at a temperature between about -50.degree. and +50.degree. C.
    Type: Grant
    Filed: November 18, 1982
    Date of Patent: June 19, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Joachim Diehr, Uwe Priesnitz
  • Patent number: 4451463
    Abstract: This invention relates to alcohol derivatives which are histamine H-2 antagonists and which inhibit gastric acid secretion. According to the invention there is provided a guanidine derivative of the formula I: ##STR1## in which R.sup.1 and R.sup.2, same or different, are hydrogen or 1-10C alkyl, 3-8C cycloalkyl or 4-14C cycloalkylalkyl, each alkyl, cycloalkyl or cycloalkylalkyl optionally carrying one or more F, Cl or Br atoms, provided that one of R.sup.1 and R.sup.2 is halogen-substituted, or R.sup.2 is hydrogen and R.sup.1 is R.sup.5 --E--W-- in which W is 2-6C alkylene optionally substituted by 1 or 2 1-4C alkyl, E is O, S, SO, SO.sub.2 or NR.sup.6 in which R.sup.6 is H or 1-6C alkyl, R.sup.5 is H or 1-6C alkyl optionally substituted by 1 or 2 1-4C alkyls, or R.sup.5 and R.sup.6 are joined to form a pyrrolidine, piperidine, morpholine, piperazine or N-methylpiperazine ring, or R.sup.2 is hydrogen and R.sup.
    Type: Grant
    Filed: March 1, 1982
    Date of Patent: May 29, 1984
    Assignee: Imperial Chemical Industries PLC
    Inventor: Michael S. Large
  • Patent number: 4414221
    Abstract: The compounds of the formula: ##STR1## wherein R.sup.1 represents phenyl substituted in at least the 2-position by fluorine, chlorine, bromine or iodine, R.sup.2 represents a group R.sup.3, --OR.sup.3, --SR.sup.3 or --NR.sup.3 R.sup.4 where R.sup.3 represents hydrogen, alkyl of 1 to 6 carbon atoms, cycloalkyl of 3 to 7 carbon atoms, alkenyl of 2 to 6 carbon atoms, cycloalkenyl of 3 to 7 carbon atoms, alkynyl of 2 to 6 carbon atoms, phenyl, phenylalkyl of 7 to 10 carbon atoms or naphthyl, each of which may be unsubstituted or substituted by one or more halogen atoms, alkyl or alkoxy or alkylthio groups of 1 to 6 carbon atoms, nitro groups, cyano groups or mercapto groups, R.sup.4 represents a group as defined for R.sup.
    Type: Grant
    Filed: March 20, 1981
    Date of Patent: November 8, 1983
    Assignee: FBC Limited
    Inventors: John H. Parsons, Peter J. West
  • Patent number: 4408055
    Abstract: Azolyloxy-carboxylic acid N-oxy-amide compound of the formula ##STR1## wherein R is a five-membered hetero-aromatic monocyclic radical which contains an oxygen atom or a sulphur atom and in addition 1 to 3 nitrogen atoms and which is optionally substituted by halogen, cyano, nitro, amino, alkylamino, arylamino, dialkylamino, alkylcarbonylamino, alkylcarbonyl, carboxyl, alkoxycarbonyl, carbamoyl, alkylaminocarbonyl, dialkylaminocarbonyl, arylaminocarbonyl (which is optionally substituted by halogen, nitro or alkyl), aryl (which is optionally substituted by halogen, cyano, nitro, alkyl or alkoxy), by a radical which is optionally substituted by halogen and is selected from aralkyl, alkoxy, alkenoxy, alkynoxy, alkoxycarbonylalkoxy, aralkoxy, aryloxy, alkylthio, alkenylthio, alkoxycarbonylalkylthio, aralkylthio, arylthio, alkylsulphinyl, alkylsulphonyl, alkyl, alkenyl, alkynyl, alkoxyalkyl, aralkoxyalkyl, aryloxyalkyl, alkylthioalkyl, alkylsulphinylalkyl, alkylsulphonylalkyl, arylthioalkyl, arylsulphinylalkyl, ar
    Type: Grant
    Filed: November 5, 1980
    Date of Patent: October 4, 1983
    Assignee: Bayer Aktiengesellschaft
    Inventors: Heinz Forster, Fritz Maurer, Volker Mues, Ludwig Eue, Robert R. Schmidt
  • Patent number: 4398028
    Abstract: The present invention concerns compounds of formula ##STR1## wherein X is O, S or NH; n is 1 or 2 and A is a 5-membered heterocyclic ring, wherein the bicyclic system may be substituted. The compounds are useful as myotonolytic and anti-hypertensive agents.
    Type: Grant
    Filed: June 24, 1981
    Date of Patent: August 9, 1983
    Assignee: Sandoz Ltd.
    Inventor: Peter Neumann
  • Patent number: 4380656
    Abstract: Novel 2-vinyl- and 2-ethylcyclopropane carboxylates useful as pesticides, herbicides and chemical intermediates are provided. The products of this invention contain two gem carboxylate ##STR1## groups, which can be the same or different. The carboxylate groups will contain an aliphatic, cycloaliphatic, aromatic, heteroalkyl or heterocyclic moiety.
    Type: Grant
    Filed: July 27, 1981
    Date of Patent: April 19, 1983
    Assignee: Emery Industries, Inc.
    Inventor: Richard G. Fayter, Jr.
  • Patent number: 4351945
    Abstract: Azole and azoline disulfides useful as corrosion inhibitors and antiwear agents are prepared by the halogen-induced coupling of a thiol reactant e.g., hydrocarbyl mercaptans, with a metal azole thiolate, e.g. the potassium salt of 3,5-bis-mercapto 1,2,4-thiadiazole or 2,5-bis-mercapto 1,3,4 thiadiazole in a 2-phase reaction medium comprising a mixture of a hydrocarbon and water.
    Type: Grant
    Filed: February 5, 1979
    Date of Patent: September 28, 1982
    Assignee: Exxon Research & Engineering Co.
    Inventors: Stanley J. Brois, Antonio Gutierrez
  • Patent number: 4338119
    Abstract: Novel N-Diazolylalkyl-haloacetanilides of the formula ##STR1## wherein A is oxygen, sulphur or the grouping >NR,whereinR is hydrogen or alkyl,R.sup.1 is hydrogen, alkyl or alkoxy,R.sup.2 is hydrogen, alkyl, alkoxy or halogen,R.sup.3 is hydrogen, alkyl, alkoxy or halogen,R.sup.4 is hydrogen or alkyl,X is hydrogen, alkyl, halogen, alkoxy, alkylthio, haloalkyl, alkenyl, alkynyl, alkoxycarbonyl, dialkylamino, cyano, phenyl, substituted phenyl, phenoxy, substituted phenoxy, phenylthio or substituted phenylthio, andZ is halogen,and in which the diazolyl radical is bonded via a carbon atom, and acid addition salts and metal salt complexes thereof.
    Type: Grant
    Filed: September 10, 1979
    Date of Patent: July 6, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Jorg Stetter, Klaus Ditgens, Rudolf Thomas, Ludwig Eue, Robert R. Schmidt
  • Patent number: 4324793
    Abstract: 4-Nitro-2-trichloromethylphenyl disulfides, their manufacture, agents containing these compounds as active ingredients for use on microorganisms, and the use of these compounds for protecting substrates against microorganisms.
    Type: Grant
    Filed: February 23, 1979
    Date of Patent: April 13, 1982
    Assignee: BASF Aktiengesellschaft
    Inventors: Helmut Hagen, Wolfgang Reuther, Ernst-Heinrich Pommer
  • Patent number: 4315031
    Abstract: This invention relates to thiosubstituted cyclic amino acids, to a process for their preparation and to pharmaceutical compositions containing them together with an inert non toxic pharmaceutical carrier.
    Type: Grant
    Filed: August 28, 1978
    Date of Patent: February 9, 1982
    Assignee: Science Union et Cie
    Inventors: Michel Vincent, Georges Remond, Jacques Bure
  • Patent number: 4309430
    Abstract: The case concerns novel pyrazinyl-1,2,4-oxadiazole-5-ones and processes for preparing the same. The compounds are useful in the treatment of edema and hypertension.
    Type: Grant
    Filed: June 27, 1980
    Date of Patent: January 5, 1982
    Assignee: Merck & Co., Inc.
    Inventors: Mark G. Bock, Robert L. Smith
  • Patent number: 4298613
    Abstract: Heterocyclic sulfenamides, such as N-[2-chloro-5-(trifluoromethyl)phenyl]-N-[2,4-dinitro-6-trifluoromethyl)ph enyl]-3-nitro-2-pyridinesulfenamide, are useful as miticides, insecticides, fungicides and ovicides.
    Type: Grant
    Filed: May 5, 1980
    Date of Patent: November 3, 1981
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Gerald E. Lepone
  • Patent number: 4252820
    Abstract: 2,2-Dimethyl-3-(2'-perfluoroalkyl-2'-perhaloalkyl-vinyl)-cyclopropane of the formula ##STR1## in which R is --COOR.sup.2, --COOH, --CO--Halogen, --CN or --CO--CH.sub.3,R.sup.1 is fluorine or CF.sub.3,R.sup.3 is fluorine, chlorine, bromine or R.sup.1 CF.sub.2 --, andR.sup.2 is the radical of an alcoholwhich possess arthropodicidal properties. These compounds can be produced by adding a compound of the formula ##STR2## to an olefin of the formula ##STR3## to produce a compound of the formula ##STR4## and dehydrohalogenating said compound. This compound may be hydrolyzed, saponified or esterified, depending upon the particular derivative desired.
    Type: Grant
    Filed: July 2, 1979
    Date of Patent: February 24, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reinhard Lantzsch, Hermann Hagemann, Ingeborg Hammann, Wolfgang Behrenz, Bernhard Homeyer
  • Patent number: 4243408
    Abstract: Compounds of the formula ##STR1## wherein Ar is aryl, R.sup.1 is halomethyl, R.sup.2 is hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, alkoxy, haloalkyl, alkylthio, alkenylthio, alkynylthio, aryl or NR.sup.5 R.sup.6 wherein R.sup.5 and R.sup.6 individually are hydrogen, alkyl, alkenyl or alkynyl, R.sup.3 is hydrogen or alkyl, n is 1 or 2, Y is O, S or NR wherein R is hydrogen, alkyl, alkenyl or alkynyl, have been found to be useful herbicides.
    Type: Grant
    Filed: May 11, 1978
    Date of Patent: January 6, 1981
    Assignee: Chevron Research Company
    Inventor: David C. K. Chan
  • Patent number: 4193922
    Abstract: Herbicidal and fungicidal compounds of the formula ##STR1## wherein R.sub.1 is substituted or unsubstituted phenyl or naphthyl and R.sub.2 and R.sub.3 are the same or different and are C.sub.1 -C.sub.5 alkyl or from a five- or six-membered ring.
    Type: Grant
    Filed: June 8, 1976
    Date of Patent: March 18, 1980
    Assignee: Eszakmagyarorszagi Vegyimuvek
    Inventors: Pal Agocs, Istvan Fabian, Andras Gajdacsi, Sandor Nagy, Zoltan Pinter