Chalcogen Bonded Directly At The 2-position Of The Oxazole Ring Patents (Class 548/221)
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Patent number: 4902335Abstract: Herbicidal benzo-fused cyclic compounds of the formula ##STR1## wherein Q is ##STR2## Y is O or S, W is ##STR3## T is O, S, --NH-- or ##STR4## and R.sup.4 may represent, together with T, chlorine,Z is O or S,X is hydrogen or halogen,n is 0 or 1 andR is C.sub.3-6 cycloalkyl, an optionally substituted 5-membered heterocyclic group or an optionally substituted 6-membered heteroaromatic group which contains one to three nitrogen atoms,and salts thereof.Type: GrantFiled: June 17, 1988Date of Patent: February 20, 1990Assignee: Nihon Tokushu Noyaku Seizo K.K.Inventors: Toyohiko Kume, Toshio Goto, Atsumi Kamochi, Akihiko Yanagi, Shigeki Yagi, Hiroshi Miyauchi, Katsuhiko Shibuya
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Patent number: 4897481Abstract: One of the routes to prepare optically active 2-(4-aryloxyphenoxy)propionic acid ester herbicide is to couple optically active 2-(4-hydrophenoxy)propionic acid esters with halogenated aromatic or heteroaromatic compounds. Conversion of the optically active 2-(4-hydroxyphenoxy)propionic acid ester into the acid salt prior to the coupling step effectively prevents the racemization that unexpectedly occurs otherwise.Type: GrantFiled: May 31, 1988Date of Patent: January 30, 1990Assignee: The Dow Chemical CompanyInventors: Larry D. Kershner, Jimmy J. Tai
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Patent number: 4889935Abstract: There are disclosed compounds of the formula ##STR1## wherein ##STR2## R is hydrogen, lower alkyl, phenyl or benzyl; R.sup.1 is hydrogen, lower alkyl, trifluoromethyl, amino, mono- or di-lower alkylamino, nitro, hydroxy, carboxy, lower alkoxycarbonyl, lower alkoxy or halo;R.sup.2 is hydrogen or lower alkyl;and the pharmaceutically acceptable salts thereof, and their use in the treatment of psoriasis, ulcerative colitis, rheumatoid arthritis as well as in other inflammatory conditions.Type: GrantFiled: June 30, 1989Date of Patent: December 26, 1989Assignee: American Home Products CorporationInventor: John H. Musser
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Patent number: 4889864Abstract: Compounds of the formula (I) ##STR1## in which n denotes a number from 2 to 6, m denotes 1 or 2,R denotes ##STR2## R.sup.1 denotes (substituted) alkyl, (substituted) alkenyl, C.sub.3 -alkynyl, cycloalkyl, cycloalkenyl or an aromatic or heteroaromatic radical, R.sup.2 denotes H or alkyl and Y denotes H, alkyl, phenyl or halophenyl, and the metal-salt complexes thereof have advantageous fungicidal actions and are highly suitable for use in plant protection or in the industrial sector.Type: GrantFiled: December 1, 1987Date of Patent: December 26, 1989Assignee: Hoechst AktiengesellschaftInventors: Heinz Ehrhardt, Hilmar Mildenberger, Thomas Maier, Rainer Schaller, Burkhard Sachse, Peter Braun
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Patent number: 4888348Abstract: The invention relates to novel substituted phenylthioureas, phenylisothioureas and phenylcarbodiimides of formula I ##STR1## wherein Z is ##STR2## or --N.dbd.C.dbd.N--; R.sub.1 is C.sub.1 -C.sub.12 alkyl, C.sub.3 -C.sub.10 alkenyl, C.sub.3 -C.sub.10 alkynyl, C.sub.3 -C.sub.8 cycloalkyl, C.sub.1 -C.sub.3 alkyl substituted by 1 or 2 C.sub.3 -C.sub.6 cycloalkyl radicals, or is alkoxyalkyl containing a total of 3 to 10 carbon atoms, halogen-substituted C.sub.1 -C.sub.12 alkyl, polycyclic C.sub.7 -C.sub.10 cycloalkyl, or phenyl(C.sub.1 -C.sub.5)alkyl which may be substituted in the phenyl moiety by 1 or 2 identical or different members selected from the group consisting of halogen, methoxy, ethoxy and C.sub.1 -C.sub.5 alkyl,R.sub.2 is hydrogen or C.sub.1 -C.sub.5 alkyl,R.sub.3 is C.sub.1 -C.sub.5 alkyl or C.sub.3 -C.sub.6 cycloalkyl,R.sub.4 is hydrogen or C.sub.1 -C.sub.4 alkyl,R.sub.Type: GrantFiled: August 28, 1987Date of Patent: December 19, 1989Assignee: Ciba-Geigy CorporationInventors: Josef Ehrenfreund, Manfred Boger, Odd Kristiansen, Jozef Drabek, Haukur Kristinsson
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Patent number: 4882342Abstract: The present invention concerns new 5-alkylbenzimidazoles of the formula: ##STR1## wherein R.sub.1 is a phenyl ring of the formula: ##STR2## or R.sub.1 is naphthyl, heterocycle or a bicyclic heterocycle and R.sub.1 -R.sub.7 are described in claim 1.These compounds are useful for prophylaxis or treatment of heart and circulatory disease especially to increase contractility of the heart, lower blood pressure and/or influence the thrombocyte function and improve the microcirculation.Type: GrantFiled: October 6, 1987Date of Patent: November 21, 1989Assignee: Boehringer Mannheim GmbHInventors: Wolfgang von der Saal, Jens-Peter Holck, Alfred Mertens, Bernd Muller-Beckmann, Lothar Kling
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Patent number: 4873346Abstract: The present invention provides certain novel substituted benzothiazoles, benzimidazoles and benzoxazoles which are useful as inhibitors of leukotriene biosynthesis and/or as inhibitors of the action of lipoxygenase and/or as inhibitors of mucus secretion in mammalian metabolism. They are thus employed wherever it is medically necessary or desirable to inhibit these systems.Type: GrantFiled: September 20, 1985Date of Patent: October 10, 1989Assignee: The Upjohn CompanyInventor: David J. Anderson
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Patent number: 4863948Abstract: A series of novel alkanesulphonamidophenyl-N-alkyl-N-(heterocyclic-alkyl)alkylamine derivatives have been prepared, including their pharmaceutically acceptable salts, wherein the heterocyclic moiety is a 5- or 6-membered nitrogen-containing heterocyclic group which is attached to the adjacent carbon atom by a carbon or nitrogen atom and optionally contains a further heteroatom selected from oxygen and nitrogen, said nitrogen-containing heterocyclic group being either (i) substituted by a phenyl or benzyl group or (ii) fused at two adjacent carbon atoms to a benzene ring, with the resulting heterocyclic ring moiety also being optionally substituted. These particular compounds are useful in therapy as highly effective anti-arrhythmic agents and therefore, are of value in the treatment of various cardiac arrythmias. The most preferred member compound of the series is 2-hydroxy-2-(4-methanesulphonamidophenyl)-N-methyl-N-[2-(6-chloro-2H-isoin dolin-1-on-2-yl)ethyl]ethylamine.Type: GrantFiled: April 9, 1987Date of Patent: September 5, 1989Assignee: Pfizer, Inc.Inventors: John E. Arrowsmith, Peter E. Cross, Geoffrey N. Thomas
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Patent number: 4855441Abstract: 5-pyrazolone compounds which are substituted with a thioether group in the 4-position may be prepared by the reaction of a 5-pyrazolone compound which is unsubstituted in the 4-position with a sulphenic acid amide. The resulting 5-pyrazolone compounds substituted in the 4-position are suitable for use as 2-equivalent magenta couplers in color photographic recording materials.Type: GrantFiled: December 14, 1987Date of Patent: August 8, 1989Assignee: Agfa-Gevaert AktiengesellschaftInventors: Gunter Renner, Erich Illner
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Patent number: 4853149Abstract: Heterocyclic liquid crystal compounds containing the structural element ##STR1## wherein M is H, CN,, NCS, halogen or an alkyl group with 1-5 C atoms,X is CR.sup.4 or N,Y is CHR.sup.4, O, S or NR.sup.5,R.sup.4 is H, alkyl with 1-15 C atoms, halogen or cyano andR.sup.5 is H or alkyl with 1-15 C atoms,with the proviso that in the case where Y=CHR.sup.4, X is N, are suitable as components of liquid crystal phases.Type: GrantFiled: October 26, 1987Date of Patent: August 1, 1989Assignee: Merck Patent Gesellschaft Mit Beschrankter HaftungInventors: Joachim Krause, Andreas Wachtler, Bernhard Scheuble, Georg Weber
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Patent number: 4835166Abstract: Compounds of the formula ##STR1## where Y is alkyl, aryl or heterocyclic, n is 1-7, R is hydrogen, alkyl, aralkyl or carboxymethyl, R.sub.1 is acetoxy, thiophenoxy, hydrogen, halo, alkyl, alkoxy or trifluoromethyl, R.sub.2 is hydrogen, alkyl or alkanoyl and X is C.dbd.O, CH.sub.2, NH, O or S as antiallergy and antiinflammatory agents.Type: GrantFiled: December 7, 1987Date of Patent: May 30, 1989Assignee: Pfizer Inc.Inventors: Yoshihiko Kitaura, Fumitaka Ito, Rodney W. Stevens, Nobuko Asai
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Patent number: 4833252Abstract: 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: GrantFiled: September 28, 1988Date of Patent: May 23, 1989Assignee: Ciba-Geigy CorporationInventors: Werner Topfl, Georg Pissiotas
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Patent number: 4833243Abstract: Novel substituted carboxylic acid amide herbicides of the formula ##STR1## wherein n is an integer from 1 to 4each R is independently selected from hydrogen, halogen, alkyl, haloalkyl, alkoxy, haloalkoxy, alkylthio, haloalkylthio, amino, alkylamino, dialkylamino, nitro cyano and alkoxycarbonyl; and two R radicals taken together can represent methylenedioxy, dichloromethylenedioxy or difluoromethylenedioxy,R.sup.1 is hydrogen or alkyl,R.sup.2 and R.sup.3 are individually selected from hydrogen or a radical selected from alkyl, alkenyl, alkynyl, aralkyl, cycloalkyl, aryl and nitrogen-containing heterocycles, each of which radicals may be substituted and each of which radicals may, together with the nitrogen atom to which they are attached, form an optionally substituted, optionally partially unsaturated and optionally benzo-fused monocyclic or bicyclic radical, which may contain one or more further hetero-atoms, andX is oxygen or sulfur.Type: GrantFiled: December 4, 1984Date of Patent: May 23, 1989Assignee: Bayer AktiengesellschaftInventors: Heinz Forster, Wolfgang Hofer, Volker Mues, Ludwig Eue, Robert R. Schmidt
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Patent number: 4818758Abstract: Compounds of the formula I ##STR1## and the acid-addition salts thereof, where A=CH or N; Ar=naphthyl, thienyl or phenyl; Z=oxygen or sulfur; R.sup.1 =alkyl, F or Cl; g=0-2; L=0 or 1; m=0-4; p=0 or 1; X=O, S or N--R.sup.3 ; R.sup.2 =alkyl, alkoxy, halogen, SCH.sub.3, COC.sub.6 H.sub.5, CF.sub.3, COOCH.sub.3, COOC.sub.2 H.sub.5, or NO.sub.2 ; n=0-2; R.sup.2, under certain circumstances, is alternatively --CH.dbd.CH--CH.dbd.CH-- or phenoxy are described. Processes for the preparation thereof are also described.Compounds IIIa ##STR2## are valuable intermediates for the preparation of I. The compounds I serve as antimycotics.Type: GrantFiled: March 19, 1987Date of Patent: April 4, 1989Assignee: Hoechst AktiengesellschaftInventors: Klaus-Dieter Kampe, Wolfgang Raether, Walter Dittmar
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Patent number: 4816457Abstract: Heterocyclic aminoethanols of the formula:Het--CHOH--CH.sub.2 --NH-aralkylwhere Het is a 6-10 membered N-heterocycle are disclosed. The compounds are useful as pharmaceuticals.Type: GrantFiled: June 30, 1987Date of Patent: March 28, 1989Inventors: John J. Baldwin, Joseph Atkinson, David E. McClure
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Patent number: 4792605Abstract: A compound of the formula: ##STR1## wherein R.sub.1 is a hydrogen atom, a C.sub.1 -C.sub.5 alkyl group, a C.sub.3 -C.sub.4 alkenyl group, a C.sub.3 -C.sub.4 alkynyl group, a C.sub.1 -C.sub.4 haloalkyl group, a C.sub.3 -C.sub.4 haloalkenyl group, a C.sub.3 -C.sub.4 haloalkynyl group a C.sub.1 -C.sub.2 alkoxy(C.sub.1 -C.sub.2)alkyl group or a C.sub.1 -C.sub.2 alkoxy(C.sub.1 -C.sub.2)alkoxy(C.sub.1 -C.sub.2)alkyl group, R.sub.2 and R.sub.3 are, the same or different, each a hydrogen atom, a halogen atoms, a C.sub.1 -C.sub.3 alkyl group or a phenyl group, X is a hydrogen atom, a chlorine atom or a fluorine atom and n is an interger of 0 or 1, which is useful as a herbicide.Type: GrantFiled: October 2, 1986Date of Patent: December 20, 1988Assignee: Sumitomo Chemical Company, Ltd.Inventors: Eiki Nagano, Toru Haga, Ryo Sato, Kouichi Morita
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Patent number: 4790868Abstract: This invention relates to herbicidally active substituted benzoxazolone (or benzthiazolone) compounds and to the use of such compounds to control the growth of noxious plants, i.e., weeds.Type: GrantFiled: January 7, 1987Date of Patent: December 13, 1988Assignee: PPG Industries, Inc.Inventor: Donald R. Nielsen
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Patent number: 4784682Abstract: Herbicidally and fungicidally active novel 6-chlorobenzazolyloxyacetanilides of the formula ##STR1## in which R.sup.1 is alkyl with 1 to 6 carbon atoms, andR.sup.2 is phenyl which is optionally mono-, di- or tri-substituted by methyl or ethyl.Type: GrantFiled: May 28, 1987Date of Patent: November 15, 1988Assignee: Bayer AktiengesellschaftInventors: Heinz Forster, Volker Mues, Robert R. Schmidt, Hans-Joachim Santel, Gerd Hanssler, Ludwig Eue
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Patent number: 4777261Abstract: Preparation of a 2-benzoxazolone by reacting an ortho-nitrophenol with carbon monoxide in the presence of a catalytic system comprising(a) palladium and/or a palladium compound(b) a ligand having the formula III ##STR1## in which Z and Y are the same or different bridging groups each of which has 3 or 4 atoms in the bridge, of which atoms at least two are carbon atoms and which groups Z and Y may be bound to each other by means of a connection other than that already formed by the carbon atoms shown in formula III and(c) an anion of an acid having a pK of less than 2, except of a hydrohalogenic acid.Type: GrantFiled: June 8, 1987Date of Patent: October 11, 1988Assignee: Shell Oil CompanyInventor: Eit Drent
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Substituted pyrazolin-5-ones, composition containing them, and method of combating fungi or bacteria
Patent number: 4767775Abstract: 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: GrantFiled: July 24, 1986Date of Patent: August 30, 1988Assignee: Bayer AktiengesellschaftInventors: Klaus Jelich, Wilhelm Brandes, Gerd Hanssler, Paul Reinecke -
Patent number: 4762848Abstract: 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: GrantFiled: March 10, 1986Date of Patent: August 9, 1988Assignee: Hoechst AktiengesellschaftInventors: Karl-Heinz Scheunemann, Walter Durckheimer, Jurgen Blumbach, Michael Limbert, Hans-Ulrich Schorlemmer, Gerhard Dickneite, Hans-Harald Sedlacek
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Patent number: 4747865Abstract: Novel substituted phenoxyalkanecarboxylic acid esters of the formula ##STR1## in which R.sup.1 and R.sup.2, independently of one another, are a hydrogen atom, a halogen atom, a lower alkyl group or a nitro group, orR.sup.1 and R.sup.2, together with the benzene ring to which they are bonded, are a naphthalene ring,R.sup.3 and R.sup.4, independently of one another, are a hydrogen atom or a methyl group,n is 1 or 2,m is 0 or 1,X is an oxygen atom, a sulfur atom, a sulfonyl group or a group of the formula ##STR2## in which R.sup.6 is a lower alkyl group, R.sup.5 is a hydrogen atom or a halogen atom, andY is an oxygen atom or a sulfur atom, and the use of the new compounds as herbicides.Type: GrantFiled: November 25, 1986Date of Patent: May 31, 1988Assignee: Nihon Tokushu Noyaku Seizo K.K.Inventors: Kozo Shiokawa, Koichi Moriya, Toshio Goto, Atsumi Kamochi, Seishi Ito, Mitsugu Horita
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Patent number: 4746351Abstract: This invention relates to herbicidally active substituted benzoxazole (or benzothiazole) compounds and to the use of such compounds to control the growth of noxious plants, i.e., weeds.Type: GrantFiled: May 12, 1986Date of Patent: May 24, 1988Assignee: PPG Industries, Inc.Inventor: Donald R. Nielsen
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Patent number: 4738709Abstract: This invention relates to herbicidally active substituted benzisoxazole (or benzisothiazole) compounds and to the use of such compounds to control the growth of noxious plants, i.e., weeds.Type: GrantFiled: November 26, 1985Date of Patent: April 19, 1988Assignee: PPG Industries, Inc.Inventor: Donald R. Nielsen
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Patent number: 4731108Abstract: Derivatives of 4-((aryloxy)phenoxy)alkenols, their preparation and use as active herbicides for the postemergent control of grassy weeds and especially the control of said weeds in the presence of corn plants are disclosed.Type: GrantFiled: March 7, 1986Date of Patent: March 15, 1988Assignee: The Dow Chemical CompanyInventors: James A. Turner, Wendy S. Jacks, Paul S. Zorner
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Patent number: 4731451Abstract: The disclosure herein pertains to 2-haloacetamides characterized by substitution on the nitrogen atom of certain heterocyclymethyl radicals and by substituted or unsubstituted cycloalkenyl or phenyl radicals and to a process for the preparation thereof. These compounds are useful as herbicides.Type: GrantFiled: March 25, 1980Date of Patent: March 15, 1988Assignee: Monsanto CompanyInventor: John P. Chupp
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Patent number: 4714766Abstract: The process for the preparation of 2-chlorobenzoxazoles of the formula ##STR1## wherein R.sup.1 and R.sup.2, independently of one another, are hydrogen or halogen comprising reacting a benzoxazolinone of the formula ##STR2## with a molar excess of phosphorus pentachloride.Type: GrantFiled: July 14, 1986Date of Patent: December 22, 1987Assignee: Cassella AktiengesellschaftInventors: Johannes Becherer, Reinhardt Handte, Hans J. Nestler, Ulrich Kussmaul
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Patent number: 4701512Abstract: The adducts of isocyanates wtih benzoxazolones or benzoxazinediones are novel compounds which may be employed as blocked isocyanates and are particularly useful as latent, epoxide curing agents. At typical epoxide curing temperatures, the isocyanate is oxirane or hydroxyl reactive and the benzoxazole or benzoxazinedione acts like a di- or trifunctional phenol, respectively.Type: GrantFiled: October 29, 1985Date of Patent: October 20, 1987Assignee: The Dow Chemical CompanyInventor: Theodore L. Parker
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Patent number: 4692529Abstract: A method for synthesizing a magenta coupler. The synthesis is carried out through (1) 3-pyrazoline-5-ones which are obtained by substituting a blocking group at the nitrogen atom in the second position thereof; or (2) pyrazoles which are obtained by substituting a blocking group at the hydroxyl group bonded in the fifth position thereof. The magenta coupler obtained has the formula ##STR1## wherein R.sub.1 is an aryl or heterocyclic group, R.sub.2 is an acylamide, anilino or ureido group, and R3 is an alkyl, aryl, or heterocyclic group.Type: GrantFiled: November 10, 1983Date of Patent: September 8, 1987Assignee: Konishiroku Photo Industry Co., Ltd.Inventors: Kasaku Masuda, Ryosuke Sato, Fumio Ishii, Kazuhiko Kimura, Hidetaka Ninomiya
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Patent number: 4691023Abstract: The present invention refers to mitomycin analogs containing a disulfide group. These compounds are mitomycin C derivatives in which the 7-amino group bears an organic substituent incorporating a disulfide group. The compounds are inhibitors of experimental animal tumors.Type: GrantFiled: August 7, 1986Date of Patent: September 1, 1987Assignee: Bristol-Myers CompanyInventors: Dolatrai M. Vyas, Yulin Chiang, Terrence W. Doyle
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Patent number: 4689336Abstract: Hypoglycemic 5-chromanyl, 2,3-dihydro-5-benzo[b]-furanyl, 5-pyridyl, 5-quinolyl, 5-pyrrolyl, 5-indolyl, 5-thiazolyl, 5-oxazolyl, 5-isothiazolyl and 5-isoxazolyl oxazolidine-2,4-diones and the pharmaceutically-acceptable salts thereof; certain 3-acylated derivatives thereof; a method of treating hyperglycemic animals therewith; and intermediates useful in the preparation of said compounds.Type: GrantFiled: October 3, 1985Date of Patent: August 25, 1987Assignee: Pfizer Inc.Inventor: Rodney C. Schnur
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Patent number: 4686222Abstract: Heterocyclic aminoethanols of the formulaHet--CHOH--CH.sub.2 --NH--aralkylwhere het is a 6-10 membered N heterocycle are disclosed. The compounds are useful as pharmaceuticals.Type: GrantFiled: October 3, 1985Date of Patent: August 11, 1987Assignees: Merck & Co., Inc., Merck Sharp & Dohme (I.A.) Corp.Inventors: Joseph G. Atkinson, John J. Baldwin, David E. McClure
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Patent number: 4677209Abstract: 2-Mercaptobenzoxazoles of the formula ##STR1## wherein R is hydrogen or halogen and M is hydrogen or a metal atom, are prepared by reacting an ortho-aminophenol or metal salts thereof, with an alkali metal trithiocarbonate in aqueous solution.Type: GrantFiled: March 27, 1986Date of Patent: June 30, 1987Assignee: Cassella AktiengesellschaftInventors: Ulrich Kussmaul, Manfred Langer, Kuno Reh, Johannes Becherer, Herbert Wille, Rolf Muller
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Patent number: 4670451Abstract: 3,4-Disubstituted benzoxa(thia)zole-2-one derivatives of the formula; ##STR1## wherein R.sub.1 is a halogen atom or methyl group, R.sub.2 is a methyl or ethyl group and X and Y are individually an oxygen or sulfur atom, and their preparation and use as a fungicide.Type: GrantFiled: May 20, 1985Date of Patent: June 2, 1987Assignee: Sumitomo Chemical Company, Ltd.Inventors: Tamon Uematsu, Satoru Inoue, Norihisa Yamashita
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Patent number: 4666502Abstract: The invention provides 5-membered heteroaromatic compounds of formula IArN(Y)COCH.sub.2 Cl Iwherein Ar is a 5-membered heteroaromatic group comprising 1 or 2 heteroatoms selected from O, S and N and linked by a ring C-atom to the N-atom of the N(Y)COCH.sub.2 Cl group to which it is bound, whereby where Ar is pyrazolyl, said N(Y)COCH.sub.2 Cl group is in the 4-position,and Y is as specified in the description,the use of these compounds as herbicides, compositions for facilitating such use and the preparation of the chloroacetamides.Type: GrantFiled: February 3, 1983Date of Patent: May 19, 1987Assignee: Sandoz Ltd.Inventors: Karl Seckinger, Fred Kuhnen, Karlheinz Milzner
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Patent number: 4666503Abstract: Novel substituted phenoxyalkanecarboxylic acid esters of the formula ##STR1## in which R.sup.1 and R.sup.2, independently of one another, are a hydrogen atom, a halogen atom, a lower alkyl group or a nitro group, orR.sup.1 and R.sup.2, together with the benzene ring to which they are bonded, are a naphthalene ring,R.sup.3 and R.sup.4, independently of one another, are a hydrogen atom or a methyl group,n is 1 or 2,m is 0 or 1,X is an oxygen atom, a sulfur atom, a sulfonyl group or a group of the formula ##STR2## in which R.sup.6 is a lower alkyl group,R.sup.5 is a hydrogen atom or a halogen atom, andY is an oxygen atom or a sulfur atom,and the use of the new compounds as herbicides.Type: GrantFiled: October 17, 1984Date of Patent: May 19, 1987Assignee: Nihon Tokushu Noyaku Seizo K.K.Inventors: Kozo Shiokawa, Koichi Moriya, Toshio Goto, Atsumi Kamochi, Seishi Ito, Mitsugu Horita
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Patent number: 4647563Abstract: Compounds of the formula ##STR1## wherein Het is ##STR2## n is an integer from 1 to 4, inclusive, preferably 2 or 3, R.sub.1 is H or acyl,R.sub.2 is H, R.sub.1 O, --NHSO.sub.2 R.sub.7, --NHCOR.sub.8, --NHCONHR.sub.8, --NH--CH.sub.2 --C.sub.6 H.sub.4 --R.sub.9, --CH.sub.2 OH, --CH.sub.2 SO.sub.2 R.sub.7, --CONHR.sub.8, halogen or --CN,R.sub.3 is H, halogen, R.sub.7 or --OR.sub.7,R.sub.2 and R.sub.3 together with each other are ##STR3## R.sub.4 is H, --CH.sub.3 or --C.sub.2 H.sub.5, R.sub.5 and R.sub.6 are each H or --CH.sub.3,R.sub.7 is C.sub.1 -C.sub.4 alkyl,R.sub.8 is H or C.sub.1 -C.sub.4 alkyl,R.sub.9 is H, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy optionally interrupted by oxygen,R.sub.10 and R.sub.12 are each H, CH.sub.3, Cl or OCH.sub.3, or together methylenedioxy,X is ##STR4## or N, and Z is --CH.sub.2 or --CO;in the form of racemates, enantiomers, diastereoisomeric antipode pairs, and non-toxic, pharmacologically acceptable acid addition salts thereof.Type: GrantFiled: December 9, 1985Date of Patent: March 3, 1987Assignee: Boehringer Ingelheim KGInventors: Kurt Schromm, Anton Mentrup, Ernst-Otto Renth, Armin Fugner, Ilse Streller
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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: 4640707Abstract: A compound of the formula: ##STR1## wherein R.sub.1 is a hydrogen atom, a C.sub.1 -C.sub.5 alkyl group, a C.sub.3 -C.sub.4 alkenyl group, a C.sub.3 -C.sub.4 alkynyl group, a C.sub.1 -C.sub.4 haloalkyl group, a C.sub.3 -C.sub.4 haloalkenyl group, a C.sub.3 -C.sub.4 haloalkynyl group, a C.sub.1 -C.sub.2 alkoxy(C.sub.1 -C.sub.2)alkyl group or a C.sub.1 -C.sub.2 alkoxy(C.sub.1 -C.sub.2)alkoxy(C.sub.1 -C.sub.2)alkyl group, R.sub.2 and R.sub.3 are, the same or different, each a hydrogen atom, a halogen atom, a C.sub.1 -C.sub.3 alkyl group or a phenyl group, X is a hydrogen atom, a chlorine atom or a fluorine atom and n is an integer of 0 or 1, which is useful as a herbicide.Type: GrantFiled: July 18, 1985Date of Patent: February 3, 1987Assignee: Sumitomo Chemical Company, Ltd.Inventors: Eiki Nagano, Toru Haga, Ryo Sato, Kouichi Morita
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Patent number: 4634701Abstract: Compounds of formula (I): ##STR1## wherein: A represents a CH-NO.sub.2 group or a N-CN group;B represents CH.sub.2, O, S or a direct bond;R represents a bicyclic or polycyclic residue, variously substituted and functionalized;R.sup.1 and R.sup.2, which may be the same or different, are hydrogen or C.sub.1 -C.sub.4 alkyl groups; andn and m, which may be the same or different, are 0, 1, 2, 3 or 4;are valuable pharmacological agents.Type: GrantFiled: May 28, 1985Date of Patent: January 6, 1987Assignee: Ausonia Farmaceutici s.r.l.Inventor: Leonardo De Vincentiis
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Patent number: 4621046Abstract: A novel pyrazolo[1,5-b]-1,2,4-triazole derivative represented by the general formula (I) is described. ##STR1## wherein R.sub.1 and R.sub.2 which may be the same or different, each represents a hydrogen atom or a substituent; X represents a hydrogen atom or a group capable of being released upon coupling; and Y represents a hydrogen atom or an aralkyl group.Type: GrantFiled: February 19, 1985Date of Patent: November 4, 1986Assignee: Fuji Photo Film Co., Ltd.Inventors: Tadahisa Sato, Toshio Kawagishi, Nobuo Furutachi
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Patent number: 4611060Abstract: 1-[-(Benzothia- or -oxazol-2-ylthio- or -2-yloxy)phenyl]-1,3,5-triazine-2,4,6(1H,3H,5H)-triones of the formula ##STR1## in which R is lower alkyl,R.sup.1 and R.sup.2 each independently is hydrogen, halogen, alkyl or alkoxy,R.sup.3 and R.sup.4 each independently is hydrogen, halogen, alkyl, alkoxy, alkylthio, fluoroalkyl, fluoroalkoxy or fluoroalkylthio, andX and Y each independently is sulphur or oxygen,or salts thereof, combat coccidioses, especially in poultry.Type: GrantFiled: October 4, 1985Date of Patent: September 9, 1986Assignee: Bayer AktiengesellschaftInventors: Axel Haberkorn, Heinrich Kolling, Toyohiko Kume, Shinpei Kuyama
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Patent number: 4594425Abstract: There are disclosed compounds of the formula ##STR1## n is 0-6; A is O or S;B is OR.sup.2, SR.sup.2 or N(R.sup.2).sub.2 ;R.sup.1 is hydrogen, loweralkyl, loweralkoxy or halo;R.sup.2 is hydrogen or loweralkyl;and the pharmaceutically acceptable salts thereof, and their use in the treatment of leukotriene-mediated naso-bronchial obstructive airpassageway conditions, such as allergic rhinitis, allergic bronchial asthma and the like.Type: GrantFiled: February 9, 1984Date of Patent: June 10, 1986Assignee: American Home Products CorporationInventors: John H. Musser, Dennis M. Kubrak
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Patent number: 4581367Abstract: Compounds of the formula whereinHet is a heterocycle;n is an integer from 1 to 4, inclusive, preferably 2 or 3;R.sub.1 is H or acyl;R.sub.2 is H, R.sub.1 O, --NHSO.sub.2 R.sub.7, --NHCOR.sub.8, --NHCONHR.sub.8, --NH--CH.sub.2 --C.sub.6 H.sub.4 --R.sub.9, --CH.sub.2 OH, --CH.sub.2 SO.sub.2 R.sub.7, --CONHR.sub.8, halogen or --CN;R.sub.3 is H, halogen, R.sub.7 or --OR.sub.7 ; orR.sub.2 and R.sub.3, together with each other, are ##STR1## N.sub.4 is H, --CH.sub.3 or --C.sub.2 H.sub.5 ; R.sub.5 and R.sub.6 are each H or --CH.sub.3 ;R.sub.7 is C.sub.1 -C.sub.4 alkyl;R.sub.8 is H or C.sub.1 -C.sub.4 alkyl; andR.sub.9 is H, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy optionally interrupted by oxygen;and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as the salts are useful as bronchospasmolytics, spasmolytics, muscle-relaxants, antiallergics and hypotensives.Type: GrantFiled: November 23, 1982Date of Patent: April 8, 1986Assignee: Boehringer Ingelheim KGInventors: Kurt Schromm, Anton Mentrup, Ernst-Otto Renth, Armin Fugner, Ilse Streller
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Patent number: 4581457Abstract: There are disclosed compounds of the formula ##STR1## wherein X is ##STR2## W is ##STR3## Y is ##STR4## n is 0-8; R.sup.1 is hydrogen, loweralkyl, loweralkoxy, lower alkanoyl, halo, trifluoromethyl, cyano or nitro;R.sup.2 is hydrogen or loweralkyl;and the pharmaceutically acceptable salts thereof, and their use in the treatment of leukotriene-mediated naso-bronchial obstructive airpassageway conditions, such as allergic rhinitis, allergic bronchial asthma and the like, and in antithrombotic therapy.Type: GrantFiled: September 21, 1984Date of Patent: April 8, 1986Assignee: American Home Products CorporationInventors: John H. Musser, Dennis M. Kubrak
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Patent number: 4578477Abstract: This disclosure relates to N-substituted benzothiazolines and N-substituted benzoxazolines which are useful as plant growth regulants. This disclosure further relates to plant growth regulant compositions containing such N-substituted benzothiazolines and N-substituted benzoxazolines and to methods of regulating the growth of leguminous plants employing such compounds and compositions.Type: GrantFiled: December 31, 1979Date of Patent: March 25, 1986Assignee: Monsanto CompanyInventor: John J. D'Amico
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Patent number: 4564682Abstract: A compound of the formula ##STR1## is reacted with a phenol of the formula ##STR2## in the presence of an acid to produce a heterocyclic phenyl ether of the formula ##STR3## wherein each R is independently selected from halogen, trifluoromethyl, nitro, cyano, alkyl having 1 to 4 carbon atoms, alkoxy having 1 to 4 carbon atoms or alkylthio having 1 to 4 carbon atoms;A is oxygen, sulfur or N-alkyl having 1 to 4 carbon atoms; andn is a number from 0 to 3.Type: GrantFiled: February 27, 1984Date of Patent: January 14, 1986Assignee: Cassella AktiengesellschaftInventors: Ulrich Kussmaul, Johannes Becherer, Reinhard Handte, Rolf Muller
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Patent number: 4558060Abstract: The invention relates to compounds of the formula: ##STR1## in which R represents hydrogen or a lower alkyl radical and R.sub.1 and R.sub.2 separately represent hydrogen, a lower alkyl, cycloalkyl or benzyl radical, or represent, together with the nitrogen atom to which they are bonded, a heterocyclic radical such as a morpholino, 4-(pyrimidin-2-yl)-piperazinyl or 4-phenylpiperazinyl the phenyl radical of which being optionally substituted by halogen, lower alkoxy or trifluoromethyl, having CNS activity and particularly hypnotic properties.Moreover the compounds in which R.sub.1 and R.sub.2 are hydrogen can be used in the treatment of heart failure.Type: GrantFiled: November 22, 1983Date of Patent: December 10, 1985Assignee: Riom Laboratories - Cerm S.A.Inventors: Daniel H. Caignard, Charles Lespagnol, Daniel Lesieur, Norbert Busch
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Patent number: 4558136Abstract: Disclosed is a process for preparing 2-benzoxazolinones by reacting a 2-nitrophenol compound with carbon monoxide in the presence of a palladium catalyst and a tertiary amine.Type: GrantFiled: June 21, 1985Date of Patent: December 10, 1985Assignee: Eastman Kodak CompanyInventor: Alan W. White
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Patent number: 4554014Abstract: As new compounds, O-aryloxyphenoxyacyl-.alpha.-N,N-dialkylaminooximes having the formula ##STR1## wherein R.sub.1 and R.sub.2 are each the same or different and are selected from alkyl groups having from 1 to 4 carbon atoms or R.sub.1 and R.sub.2 can form a ring containing 3 to 5 carbon atoms, R.sub.Type: GrantFiled: April 20, 1984Date of Patent: November 19, 1985Assignee: Stauffer Chemical CompanyInventors: Charles G. Carter, David L. Lee