Additional Hetero Ring Which Is Unsaturated Patents (Class 544/300)
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Patent number: 5262416Abstract: Insecticidal and fungicidal substituted 2-[6-(pyrimidinyl)-indol-1-yl]-acrylic esters of the formula ##STR1## in which R.sup.1 represents alkyl, or represents optionally substituted aralkyl,R.sup.2 represents dialkylamino, alkoxy or alkylthio, or represents in each case optionally substituted aralkyloxy or arylalkylthio,R.sup.3 and R.sup.4 in each case independently of one another represent hydrogen, cyano, halogen or alkyl,R.sup.5, R.sup.6 and R.sup.8 represent hydrogen or other radicals, andR.sup.7 represents optionally substituted pyrimidinyl. The corresponding acetic acid esters are also active.Type: GrantFiled: September 23, 1992Date of Patent: November 16, 1993Assignee: Bayer AktiengesellschaftInventors: Thomas Seitz, Alexander Klausener, Dieter Berg, Ulrike Wachendorff-Neumann, Christoph Erdelen, Gerd Hanssler, Wilhelm Brandes, Stefan Dutzmann
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Patent number: 5260293Abstract: The present invention provides pyrazines, pyridazines or pyrimidines, or salts or prodrugs thereof, substituted on one of the ring carbon atoms thereof with a non-aromatic azacyclic or azabicyclic ring system; and independently substituted on each of the other ring carbon atoms with a substituent of low lipophilicity or a hydrocarbon substituent; which compounds stimulate central muscarinic acetylcholine receptors and therefore are useful in the treatment of neurological and mental illnesses.Type: GrantFiled: October 10, 1991Date of Patent: November 9, 1993Assignee: Merck Sharp & Dohme LimitedInventors: Raymond Baker, Leslie J. Street, John Saunders
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Isoxazolylimidazole derivatives, process for their production and their use in pharmaceutical agents
Patent number: 5256682Abstract: 4-Isoxazolyl-imidazole derivatives of formula I ##STR1## in which R.sup.1, R.sup.2, R.sup.3 and R.sup.4 have the meanings indicated, as well as their production and use in pharmaceutical agents, are described.Type: GrantFiled: April 13, 1992Date of Patent: October 26, 1993Assignee: Schering AktiengesellschaftInventors: Martin Kruger, Rolf Russe, Herbert Schneider, Ralph Schmiechen, Lechoslaw Turski -
Patent number: 5248683Abstract: Compounds of the formula ##STR1## in which A.sub.1 and A.sub.2 independently of one another are CO--C.sub.1 -C.sub.4 alkyl, COO--C.sub.1 -C.sub.4 alkyl, CO--CF.sub.3, CO--N(R).sub.2 or cyano;A.sub.1 and A.sub.2 together are CO(X).sub.n --C.sub.1 -C.sub.3 alkylene-(X).sub.n CO, CO(X).sub.n --C.sub.1 -C.sub.3 alkylene-(X).sub.n CO which is substituted by C.sub.1 -C.sub.4 alkyl, COOR, CON(R).sub.2, cyano or phenyl, it being possible for the phenyl ring, in turn, to be substituted by halogen, methyl, trifluoromethyl, methoxy, nitro or cyano; CO--N(R)--CO--N(R)--CO;R is hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.6 alkenyl or C.sub.3 -C.sub.6 alkynyl;X is oxygen, sulfur or N(CH.sub.3);X.sub.1, X.sub.2 and X.sub.3 independently of one another are hydrogen, halogen, methyl, methylthio, methoxy or nitro;n is 0 or 1;including the salts of the compounds of the formula I with agriculturally acceptable organic or inorganic bases, and including the metal complexes; have valuable microbicidal properties.Type: GrantFiled: June 4, 1992Date of Patent: September 28, 1993Assignee: Ciba-Geigy CorporationInventors: Hans-Georg Brunner, Walter Kunz, Rolf Schurter
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Patent number: 5246914Abstract: Salicyloyl(thio)ether derivatives of the formula I, ##STR1## where is oxygen or sulfur and Z is carbon or nitrogen, and the radicals R.sup.1 to R.sup.4 and A have the meanings given in the disclosure, and processes and intermediates for preparing compounds I.Type: GrantFiled: August 7, 1992Date of Patent: September 21, 1993Assignee: BASF AktiengesellschaftInventors: Uwe J. Vogelbacher, Joachim Rheinheimer, Thomas Saupe, Norbert Meyer, Matthias Gerber, Karl-Otto Westphalen, Helmut Walter
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Patent number: 5234923Abstract: Novel compounds are disclosed having the formula ##STR1## or its isomer ##STR2## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7 and X are as defined herein. These compounds inhibit the action of angiotensin II and are useful, therefore, for example, as antihypertensive agents.Type: GrantFiled: December 16, 1991Date of Patent: August 10, 1993Assignee: E. R. Squibb & Sons, Inc.Inventors: Michael A. Poss, Karnail S. Atwal
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Patent number: 5232897Abstract: Herbicidal pyrimidine compound having the formula ##STR1## wherein the substitutents A, R.sup.1, R.sup.2, X, Y.sup.1, Y.sup.2, Y.sup.3 and Z are as defined herein below.Type: GrantFiled: November 2, 1992Date of Patent: August 3, 1993Assignee: Sumitomo Chemical Company, LimitedInventors: Mitsunori Hiratsuka, Naonori Hirata, Kazuo Saitoh, Hideyuki Shibata
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Patent number: 5229391Abstract: Fungicidal compounds having the formula (I): ##STR1## in which any two of K, L and M are nitrogen and the other is CE; X and Y are independently hydrogen, halogen, C.sub.1-4 alkyl, C.sub.3-6 cycloalkyl, C.sub.2-4 alkenyl, C.sub.2-4 alkynyl, C.sub.2-4 alkenyloxy, C.sub.2-4 alkynyloxy, phenyl, benzyloxy, cyano, isocyano, isothiocyanato, nitro, NR.sup.1 R.sup.2, NR.sup.1 OR.sup.2, N.sub.3, NHCOR.sup.1, NR.sup.1 CO.sub.2 R.sup.2, NHCONR.sup.1 R.sup.2, N.dbd.CHNR.sup.1 R.sup.2, NHSO.sub.2 R.sup.1, OR.sup.1, OCOR.sup.1, OSO.sub.2 R.sup.1, SR.sup.1, SOR.sup.1, SO.sub.2 R.sup.1, SO.sub.2 OR.sup.1, SO.sub.2 NR.sup.1 R.sup.2, COR.sup.1, CR.sup.1 .dbd.NOR.sup.2, CHR.sup.1 CO.sub.2 R.sup.2, CO.sub.2 R.sup.1, CONR.sup.1 R.sup.2, CSNR.sup.1 R.sup.2, CH.sub.3 O.sub.2 C.C:CH.OCH.sub.Type: GrantFiled: August 2, 1991Date of Patent: July 20, 1993Assignee: Imperial Chemical Industries PLCInventors: John M. Clough, Christopher R. A. Godfrey, Ian T. Streeting
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Patent number: 5221316Abstract: Acrylic acid derivatives having the formula (I): ##STR1## and stereoisomers thereof, wherein W is R.sup.1 O.sub.2 C--C.dbd.CH--ZR.sup.2, R.sup.1 and R.sup.2 are alkyl or fluoroalkyl groups, and Z is oxygen or sulphur; A, B, D and E are hydrogen, halogen, hydroxy or optionally substituted alkyl, alkoxy, aralkyl, arylalkoxy, alkenyl, alkynyl, aryl, aryloxy, arylthio, heteroaryloxy, heteroarylthio, acyloxy, amino, arylazo or acylamino, nitro, cyano, --CO.sub.2 R.sup.3, --CONR.sup.3 R.sup.4, --COR.sup.3, --CR.sup.3 .dbd.NR.sup.4, --N.dbd.CR.sup.3 R.sup.4 or --S(O).sub.n R.sup.3 groups; any two of the groups A, B, D and E, when they are in adjacent positions on the ring, optionally join to form a fused ring, n is 0, 1 or 2; and R.sup.3 and R.sup.4 are hydrogen, alkyl, cycloalkyl, cycloalkylalkyl, alkenyl, alkynyl or optionally substituted aryl or aralkyl; and metal complexes thereof. These compounds are useful as fungicides, insecticides, nematicides or plant growth regulators.Type: GrantFiled: February 19, 1992Date of Patent: June 22, 1993Assignee: Imperial Chemical Industries PLCInventors: Vivienne M. Anthony, John M. Clough, Paul DeFraine, Christopher R. A. Godfrey, Patrick J. Crowley, Kenneth Anderton
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Patent number: 5215569Abstract: Substituted pyridines of the formula ##STR1## in which A represents nitrogen or a C-X group where X represents hydrogen or halogen,Q represents oxygen or sulphur,R.sup.1 and R.sup.2 are identical or different and represent hydrogen, halogen, alkyl, halogenoalkyl, alkoxyalkyl, alkoxy, halogenoalkoxy, alkylthio, alkylamino or dialkylamino,R.sup.3 represents hydrogen, amino, nitro, hydroxyl, halogen, alkyl, halogenoalkyl, alkoxy, halogenoalkoxy, alkylamino, dialkylamino, alkylcarbonylamino, alkoxycarbonylamino or alkysulphonylamino,R.sup.4 represents hydrogen or alkyl andZ represents oxygen or one of the groups below: ##STR2## where R.sup.5, R.sup.6 and R.sup.7 are defined herein and their use in herbicide compositions.Type: GrantFiled: July 31, 1991Date of Patent: June 1, 1993Assignee: Bayer AktiengesellschaftInventors: Mark W. Drewes, Peter Muller, Hans-Joachim Santel, Klaus Lurssen, Robert R. Schmidt
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Patent number: 5208336Abstract: Selenomerocyanines, for example the compound having the structural formula ##STR1## a process for preparation thereof, methods of use thereof as photosensitizers for generation of singlet oxygen, virus inactivation and cancer cell inactivation, and photosensitized silver halide photographic emulsions containing them are disclosed.Type: GrantFiled: October 19, 1990Date of Patent: May 4, 1993Assignee: Sterling Drug Inc.Inventors: Wolfgang H. H. Gunther, Roger Searle
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Patent number: 5201937Abstract: Salicylic acid derivatives of the formula I ##STR1## (R.sup.1 is succinimidoxy; unsubstituted or substituted hetaryl; OR.sup.5 where R.sup.5 is substituted or unsubstituted cycloalkyl, alkyl, alkenyl, alkynyl, phenyl or substituted methyleneamino; OR.sup.8 where R.sup.8 is hydrogen, alkali metal or alkaline earth metal cation, ammonium or organic ammonium;R.sup.2 and R.sup.3 are each C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.2 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy or C.sub.1 -C.sub.2 -haloalkoxy and/or C.sub.1 -C.sub.4 -alkylthio;R.sup.4 is ethynyl or unsubstituted or substituted vinyl;X is oxygen or sulfur;Z is nitrogen or methine)are used as herbicides and bioregulators.Type: GrantFiled: October 16, 1991Date of Patent: April 13, 1993Assignee: BASF AktiengesellschaftInventors: Joachim Rheinheimer, Karl Eicken, Uwe J. Vogelbacher, Karl-Otto Westphalen, Matthias Gerber, Helmut Walter
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Patent number: 5202329Abstract: Pyrimidinyloxy(thio)quinoline derivatives represented by the formula (I) which exhibit an excellent controlling effect for plant diseases and are also safe for crop plants, preparation processes of the derivatives, and agri-horticultural fungicides comprising the derivatives as an active ingredient, are disclosed. ##STR1## In the formula (I), X is an oxygen atom or sulfur atom, Y is a hydrogen atom or halogen atom, Z is a hydrogen atom or methyl, R.sup.1 and R.sup.2 are methoxy or methyl, and n is an integer of 1 or 2.Type: GrantFiled: March 11, 1992Date of Patent: April 13, 1993Assignee: Mitsui Toatsu Chemicals Inc.Inventors: Katsutoshi Ishikawa, Yukihiro Yoshikawa, Tsutomu Ishii, Hiroharu Tanikawa, Sunao Maeda, Hideo Kawashima, Yuji Yanese, Hitoshi Shimotori, Ryuichi Mita
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Patent number: 5196419Abstract: The invention concerns a heterocyclic cyclic ether of the formula I ##STR1## wherein Q is an optionally substituted 6-membered monocyclic or 10-membered bicyclic heterocyclic moiety containing one or two nitrogen atoms;A is (1-6C)alkylene, (3-6C)alkenylene, (3-6C)alkynylene or cyclo(3-6C)alkylene;X is oxy, thio, sulphinyl, sulphonyl or imino;Ar is phenylene which may optionally bear one or two substituents or Ar is an optionally substituted 6-membered heterocyclene moiety containing up to three nitrogen atoms;R.sup.1 and R.sup.2 together form a group of the formula --A.sup.2 --X.sup.2 --A.sup.3 -- which, together with the oxygen atom to which A.sup.2 is attached and with the carbon atom to which A.sup.3 is attached, defines a ring having 5 to 7 ring atoms, wherein A.sup.2 and A.sup.3 each is (1-3C)alkylene and X.sup.2 is oxy, thio, sulphinyl, sulphonyl or imino, and which ring may bear one, two or three substituents; andR.sup.Type: GrantFiled: November 4, 1991Date of Patent: March 23, 1993Assignees: Imperial Chemical Industries PLC, ICI PharmaInventors: Graham C. Crawley, Annie Hamon
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Patent number: 5190945Abstract: 2-(Pyrimidyl or pyrazinyl)-imino-1,3-dithietanes ##STR1## wherein Ar is one of the radicals ##STR2## R is unsubstituted C.sub.1 -C.sub.3 alkyl or C.sub.1 -C.sub.3 alkyl which is substituted by halogen, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkoxy, C.sub.1 -C.sub.3 alkylthio or cyano, independently of one another, or is unsubstituted or halo-substituted C.sub.3 -C.sub.7 alkenyl, unsubstituted or halo-substituted C.sub.3 -C.sub.7 alkynyl, or C.sub.3 -C.sub.5 cycloalkyl, C.sub.1 -C.sub.3 alkoxy, C.sub.1 -C.sub.3 alkylamino, nitro or halogen,n is a number from 0 to 3,X.sub.1 and X.sub.2 independently of each other are hydrogen or halogen, including the addition salts formed with acids of the formula H.sup..sym. X.sup..crclbar. in which the anion X.sup..crclbar. is Cl.sup..crclbar., Br.sup..crclbar., I.sup..crclbar., HSO.sub.4 -, H.sub.2 PO.sub.4 -, H.sub.2 PO.sub.3 -, NO.sub.3 -, CH.sub.3 COO.sup..crclbar., CH.sub.2 ClCOO-, CF.sub.3 COO-, HOCH.sub.2 COO-, CH.sub.3 CH(OH)COO.sup..crclbar., HOOCCOO.sup..crclbar.Type: GrantFiled: November 19, 1991Date of Patent: March 2, 1993Assignee: Ciba-Geigy CorporationInventors: Wolfgang Eckhardt, Urs Muller
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Patent number: 5185026Abstract: Herbicidal naphthalene derivatives of the formula ##STR1## in which Q represents oxygen, sulphur or the group NR, where R represents hydrogen or alkyl,R.sup.1 represents hydrogen or alkylR.sup.2, R.sup.3 and R.sup.4 are identical or different and in each case represent hydrogen or another radical,R.sup.5 represents hydrogen or halogen, or represents in each case optionally substituted alkyl, alkoxy, alkylthio, alkylamino or dialkylamino,R.sup.6 represents hydrogen or halogen, or represents in each case optionally substituted alkyl or alkoxy, andR.sup.7 represents hydrogen or halogen, or represents in each case optionally substituted alkyl, alkoxy, alkylthio, alkylamino or dialkylamino, andZ represents N--R.sup.Type: GrantFiled: April 4, 1991Date of Patent: February 9, 1993Assignee: Bayer AktiengesellschaftInventors: Mark W. Drewes, Michael Haug, Klaus Lurssen, Hans-Joachim Santel, Robert R. Schmidt
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Patent number: 5179098Abstract: Fungicidal compounds having the formula (I): ##STR1## in which any two of K, L and M are nitrogen and the other is CH; and X is an optionally substituted 3- to 6-membered heterocyclic ring containing at least one trivalent nitrogen atom by which it is attached to the central pyrimidine ring.Type: GrantFiled: November 20, 1990Date of Patent: January 12, 1993Assignee: Imperial Chemical Industries PLCInventors: John M. Clough, Christopher R. A. Godfrey, Ian T. Streeting, David P. Bacon
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Patent number: 5177209Abstract: This invention relates to a process for preparing asymmetric isoindoline pigments of the formula ##STR1## in which R.sup.1 is an electron-withdrawing group, R.sup.2 and R.sup.3 are independently hydrogen, alkyl, or aryl, and R.sup.4, R.sup.5, R.sup.6, and R.sup.7 are independently hydrogen, halogen, alkyl, alkoxy, or aryloxy. The process employs an initial reaction of a 1,2-dicyanobenzene with an alcohol in an organic medium in the presence of a base. The resultant imino-isoindoline intermediate composition reacts without isolation with a cyanomethylene compound NC--CH.sub.2 --R.sup.1 to form a partly condensed product that is then condensed without isolation in the presence of water with barbituric acid or a derivative thereof to form the asymmetric isoindoline pigment.Type: GrantFiled: April 22, 1991Date of Patent: January 5, 1993Assignees: Miles Inc., Bayer AktiengesellschaftInventors: Barbara J. Wagner, Bernd Kaletta
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Patent number: 5167693Abstract: Herbicidal substituted azines of the formula ##STR1## in which m represents the numbers 0, 1, 2 or 3,A represents nitrogen or a C-X group where X represents hydrogen or halogen,Q represents oxygen or sulphur,R.sup.1 and R.sup.2 are identical or different and represent hydrogen, halogen, alkyl, halogenoalkyl, alkoxy-alkyl, alkoxy, halogenoalkoxy, alkylthio, alkylamino or dialkylamino,R.sup.3 represents amino, hydroxyl, halogen, alkyl, halogenoalkyl, alkoxy, halogenoalkoxy, alkylamino, dialkylamino, alkylcarbonylamino, alkoxycarbonyl-amino or alkylsulphonylamino,R.sup.4 represents hydrogen or alkyl andZ represents N--R.sup.Type: GrantFiled: May 23, 1991Date of Patent: December 1, 1992Assignee: Bayer AktiengesellschaftInventors: Mark W. Drewes, Rolf Kirsten, Wolfgang Kramer, Bernd W. Kruger, Hans-Joachim Santel, Klaus Lurssen, Robert R. Schmidt
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Patent number: 5166206Abstract: Substituted pyrimidines, pyrimidinones and pyridopyrimidines of formula (I) are as angiotensin II antagonists useful in the treatment of hypertension, ocular hypertension and certain CNS ailments: ##STR1## wherein K is --N(R.sup.8a)--C(.dbd.M) or --N.dbd.C(R.sup.8b) where M is O or NR.sup.22.Type: GrantFiled: March 27, 1991Date of Patent: November 24, 1992Assignee: Merck & Co., Inc.Inventors: Eric E. Allen, William J. Greenlee, Malcolm MacCoss, Arthur A. Patchett
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Patent number: 5162326Abstract: Novel pyrimidinedione derivatives of the formula (I): ##STR1## wherein R.sup.1 is hydrogen or a hydrocarbon residue which may be substituted; R.sup.2 is hydrogen, halogen, nitro, optionally substituted amino, formyl or a hydrocarbon residue which may be substituted; R.sup.3 is a hydrocarbon residue which may be substituted; R.sup.4 is hydrogen, halogen or nitro; R.sup.5 is a residue capable of forming an anion or a residue convertible into an anion; X is a direct bond or a spacer having one atomic length and containing an oxygen, nitrogen or sulfur atom; Y is a direct bond or a spacer having atomic length of two or less between the phenylene group and the phenyl group; n is an integer of 1 or 2; and the pharmaceutically acceptable salts thereof have potent angiotensin II antagonistic activity and hypotensive activity, thus being useful as therapeutic agents for treating circulatory system diseases such as hypertensive diseases, heart diseases, strokes, etc.Type: GrantFiled: February 13, 1991Date of Patent: November 10, 1992Assignee: Takeda Chemical Industries, Ltd.Inventors: Takehiko Naka, Kohei Nishikawa
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Patent number: 5162327Abstract: Pyrimidinetrione derivatives, processes for their preparation, agents containing them and their use as agents for combating pests.Compounds of the formula I, tautomeric forms thereof of the formula Ia, stereoisomers thereof and the mixtures of these forms ##STR1## wherein R.sup.1 and R.sup.2 denote unsubstituted or substituted alkyl, alkenyl, alkynyl; alkoxy, alkylsulfonyl, alkylcarbonyl or cyano or optionally substituted phenyl, phenylsulfonyl or phenylcarbonyl,R.sup.3 denotes hydrogen, alkyl or optionally substituted phenyl,R.sup.4 denote H, OH, unsubstituted or substituted alkyl, alkenyl, alkynyl, phenylsulfonyl, phenylcarbonyl, phenylcarbamoyl or phenyl; alkylsulfonyl or alkylcarbonyl, which can be halogenated, alkylcarbamoyl or cyano,R.sup.5 and R.sup.Type: GrantFiled: February 2, 1990Date of Patent: November 10, 1992Assignee: Hoechst AktiengesellschaftInventors: Gunter Kratt, Gerhard Salbeck, Werner Bonin, Dieter Duwel
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Patent number: 5158954Abstract: Fungicidal compounds of the formula (I): ##STR1## and stereoisomers thereof, wherein K is oxygen or sulphur; Z is optionally substituted aryl or optionally substituted heteroaryl; X is O, S(O).sub.n, NR.sup.4, CR.sup.1 R.sup.2, CHR.sup.5, CO, CR.sup.1 (OR.sup.2), C.dbd.CR.sup.1 R.sup.2, CHR.sup.1 CHR.sup.2, CR.sup.1 .dbd.CR.sup.2, CHR.sup.1 CR.sup.2 .dbd.CH, C.dbd.C, OCHR.sup.1, CHR.sup.1 O, OCHR.sup.1 O, S(O).sub.n CHR.sup.1, S(O).sub.n CHR.sup.1 O, CHR.sup.1 S(O).sub.n, CHR.sup.1 OSO.sub.2, NR.sup.4 CHR.sup.1, CHR.sup.1 NR.sup.4, CO.sub.2, O.sub.2 C, SO.sub.2 O, OSO.sub.2, CO.CO, COCHR.sup.1, COCHR.sup.1 O, CHR.sup.1 CO, CHOH.CHR.sup.1, CHR.sup.1.CHOH, ##STR2## CONR.sup.4, OCONR.sup.4, NR.sup.4 CO, CSNR.sup.4, OCS.NR.sup.4, SCO.NR.sup.4, NR.sup.4 CO.sub.2, NR.sup.4 CS, NR.sup.4 CSO, NR.sup.4 COS, NR.sup.4 CONR.sup.4, S(O).sub.n NR.sup.4, NR.sup.4 S(O).sub.n, CS.sub.2, S.sub.2 C, CO.S, SCO, N.dbd.N, N.dbd.CR.sup.1, CR.sup.1 .dbd.N, CHR.sup.1 CHR.sup.2 CH(OH), CHR.sup.1 OCO, CHR.sup.1 SCO, CHR.sup.1 NR.sup.Type: GrantFiled: October 15, 1990Date of Patent: October 27, 1992Assignee: Imperial Chemical Industries PLCInventors: John M. Clough, Christopher R. A. Godfrey, Stephen P. Heaney, Kenneth Anderton
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Patent number: 5158599Abstract: Compounds of the formula ##STR1## in which A is nitrogen or CR.sup.5 ;R.sup.1, R.sup.2 and R.sup.5 each independently are hydrogen, or halogen, formyl, cyano, carboxy or azido, or optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl, alkoxy, alkenyloxy, alkynyloxy, aryloxy, alkylthio, alkenylthio, alkynylthio, arylthio, alkylcarbonyl, alkoxycarbonyl, amino, aminoxy or dialkyliminoxy;R.sup.3 is a hydrogen, or optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl, heterocyclic, aralkyl or aryl; andR.sub.4 optionally substituted alkyl, aralkyl, aryl or heterocyclyl; and salts thereof, have herbicidal properties. The invention also provides processes for their preparation and their use as herbicides.Type: GrantFiled: July 26, 1990Date of Patent: October 27, 1992Assignee: Shell Research LimitedInventors: David P. Astles, Andrew Flood, Trevor W. Newton, David C. Hunter
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Patent number: 5149357Abstract: Compound of the formula ##STR1## in which A is O, S, or NR.sup.3 ; G is CH or N; R and R.sup.1 are independently alkyl, alkoxy, haloalkoxy or alkylamino; R.sup.2 is phenyl, substituted phenyl, alkyl, cycloalkyl, haloalkyl or --CH.sub.2 [(R.sup.4)C(R.sup.5).sub.n --Z; R.sup.3 and R.sup.7 are, independently, hydrogen, alkyl, --C(O)NH.sub.2 or --C(O)alkyl; R.sup.4 and R.sup.5 are independently hydrogen, alkyl, or halogen; R.sup.6 is halogen, alkyl, alkoxy, haloalkoxy, NO.sub.2, amino, alkyl substituted amino, or acyl substituted amino; n is 0 to 5; Z is cyano, amino, alkylamino, dialkylamino, --NHCO.sub.2 alkyl, alkoxy, alkylthio, alkylsulfonyl, alkenyl, alkynyl, phenyl or substituted phenyl; and Q is hydrogen, halogen, alkyl, alkoxy, haloalkoxy, nitro, amino, haloalkyl, alkythio, alkylsulfonyl, phenyl, substituted phenyl or phenoxy; or a 5 or 6 membered aromatic heterocycle having the formula ##STR2## in which "m" is 0 or 1; A' is O, S, or NR.sup.Type: GrantFiled: June 19, 1990Date of Patent: September 22, 1992Assignee: FMC CorporationInventors: John A. Dixson, Natesan Murugesan, Keith D. Barnes
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Patent number: 5145856Abstract: Compounds having the formula (I): ##STR1## in which any two of K, L and M are nitrogen and the other is CE; X and Y are independently hydrogen, halogen, C.sub.1-4 alkyl, C.sub.3-6 cycloalkyl, C.sub.2-4 alkenyl, C.sub.2-4 alkynyl, C.sub.2-4 alkynyloxy, phenyl, benzyloxy, cyano, isocyano, isothiocyanato, nitro, NR.sup.1 R.sup.2, NR.sup.1 OR.sup.2, N.sub.3, NHCOR.sup.1, NR.sup.1 CO.sub.2 R.sup.2, NHCONR.sup.1 R.sup.2, N.dbd.CHNR.sup.1 R.sup.2, NHSO.sub.2 R.sup.1, OR.sup.1, OCOR.sup.1, OSO.sub.2 R.sup.1, SR.sup.1, SOR.sup.1, SO.sub.2 R.sup.1, SO.sub.2 OR.sup.1, SO.sub.2 NR.sup.1 R.sup.2, COR.sup.1, CR.sup.1 .dbd.NOR.sup.2, CHR.sup.1 CO.sub.2 R.sup.2, CO.sub.2 R.sup.1, CONR.sup.1 R.sup.2, CSNR.sup.1 R.sup.2, CH.sub.3 O.sub.2 C.C:CH.OCH.sub.Type: GrantFiled: December 27, 1991Date of Patent: September 8, 1992Assignee: Imperial Chemical Industries PLCInventors: John M. Clough, Christopher R. A. Godfrey, Ian T. Streeting, Rex Cheetham
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Patent number: 5139563Abstract: Compounds of formula I ##STR1## wherein A is nitrogen or a group CR.sup.5 ;each of R.sup.1, R.sup.2 and R.sup.5 is, independently, hydrogen, halogen, formyl, cyano, carboxy, azido or optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl, alkoxy, alkenyloxy, alkynyloxy, aryloxy, alkylthio, alkenylthio, alkynylthio, arylthio, alkylcarbonyl, alkoxycarbonyl, amino, aminoxy or dialkyliminoxy; andR is ##STR2## in which R.sup.3 is hydrogen, optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl, heterocyclic or aryl, or COR.sup.8, R.sup.8 being hydroxy, alkoxy, carboxy, alkoxycarbonyl, amino or mono- or di- alkylamino; andR.sup.4 is a group COR.sup.6 wherein R.sup.6 is hydrogen, halogen, hydroxy, or optionally substituted alkoxy, alkenyloxy, alkynyloxy, cycloalkoxy, aryloxy, alkylthio, alkenylthio, alkynylthio, arylthio, aminoxy, dialkyliminoxy or amino, or R.sup.6 is a group OR.sup.7 in which R.sup.7 is an optionally substituted heterocyclic ring; or ##STR3## each of R.sup.9 and R.sup.Type: GrantFiled: May 30, 1990Date of Patent: August 18, 1992Assignee: Shell Research LimitedInventors: David P. Astles, Andrew Flood, Alastair McArthur, Trevor W. Newton, John E. Spencer, David C. Hunter
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Patent number: 5135563Abstract: The present invention relates to a pyrimidine derivative having the formula ##STR1## (wherein the variables are defined in the full text of the patent), a method for producing the same, and its use as a herbicide.Type: GrantFiled: July 5, 1991Date of Patent: August 4, 1992Assignee: Sumitomo Chemical Company, LimitedInventors: Mitsunori Hiratsuka, Naonori Hirata, Kazuo Saitoh, Hideyuki Shibata
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Patent number: 5132308Abstract: Phenoxyalkyl-substituted heteroaromatics of the general formulae Ia and Ib ##STR1## where A is an unsubstituted or substituted heteroaromatic radical having 6 ring members and 1, 2 or 3 nitrogen atoms in the ring, R.sup.1 is hydrogen, halogen or C.sub.1 -C.sub.3 -alkyl, R.sup.2 is hydrogen or C.sub.1 -C.sub.4 -alkyl, Q.sub.a is an unsubstituted or substituted azole radical and Q.sub.b is a substituted or unsubstituted heteroaromatic radical which has a five-membered ring, and their use for combating pests.Type: GrantFiled: October 31, 1990Date of Patent: July 21, 1992Assignee: BASF AktiengesellschaftInventors: Joachim Leyendecker, Hans-Juergen Neubauer, Uwe Kardorff, Christoph Kuenast, Peter Hofmeister, Wolfgang Krieg
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Patent number: 5129938Abstract: A herbicidal pyrimidine derivative having the formula, ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, Y.sub.1, Y.sub.2, Y.sub.3, X and Z are defined as in the specification.Type: GrantFiled: July 22, 1991Date of Patent: July 14, 1992Assignee: Sumitomo Chemical Company, LimitedInventors: Mitsunori Hiratsuka, Naonori Hirata, Kazuo Saitoh, Hideyuki Shibata
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Patent number: 5129937Abstract: Herbicidally active pyridyloxypyrimidines represented by the following formula [I]: ##STR1## wherein R means a formyl group or an acetal group represented by ##STR2## R.sup.1 and R.sup.2 being the same or different and individually denoting an alkyl group having 1-4 carbon atoms or R.sup.1 and R.sup.2 being coupled together and denoting an alkylene group, R.sup.3, having 2-3 carbon atoms; are prepared by reacting 2 formyl-3-hydroxypyridine or 3-hydroxy-2-pyridine carboxaldehyde acetal with 2 halogeno-4,6 dimethoxypyrimidine in the presence of a base.Type: GrantFiled: December 21, 1990Date of Patent: July 14, 1992Assignee: Mitsui Toatsu Chemicals IncorporatedInventors: Tsutomu Ishii, Katsutoshi Ishikawa, Masatoshi Gohbara, Yasunaga Iwasaki, Makoto Nishida
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Patent number: 5126352Abstract: Novel polycyclic quinoline, naphthyridine and pyrazinopyridine derivatives are disclosed which are useful for treatment allergic reactions, inflammation, peptic ulcers, hypertension, and hyperproliferative skin diseases and for suppressing the immune response in mammals. Methods for preparing said compounds are also disclosed.Type: GrantFiled: August 31, 1990Date of Patent: June 30, 1992Assignee: Schering CorporationInventors: Ashit K. Ganguly, Richard J. Friary, John H. Schwerdt, Marvin I. Siegel, Sidney R. Smith, Vera A. Seidl, Edmund J. Sybertz
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Patent number: 5120734Abstract: Fungicidal acetic acid esters of the formula ##STR1## in which A.sup.1 is an optionally substituted phenyl, naphthyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, thienyl, furanyl, pyrrolyl, thiazolyl, pyrazolyl, oxazolyl, phenoxy, phenylacetylenyl or phenylethylenyl radical, andA.sup.2 and A.sup.3 each is a lower alkyl radical.Type: GrantFiled: November 13, 1990Date of Patent: June 9, 1992Assignee: Bayer AktiengesellschaftInventors: Alexander Klausener, Gerd Kleefeld, Dieter Berg, Stefan Dutzmann, Gerd Hanssler
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Patent number: 5110986Abstract: This application relates to a process for preparing a N-t-alkyl-1,2-diacylhydrazine by reacting a 1,3,4-oxadiazole with a tertiary alkyl cation precursor in the presence of a strong acid catalyst. Preferably, the 1,3,4-oxadiazole is a 2,5-disubstituted-1,3,4-oxadiazole and more preferably a 2,5-diaryl-1,3,4-oxadiazole. The strong acid catalyst is preferably a sulfur containing acid and more preferably sulfuric acid.Type: GrantFiled: April 26, 1988Date of Patent: May 5, 1992Assignee: Rohm and Haas CompanyInventor: Martha J. Kelly
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Patent number: 5101028Abstract: Triazolopyridines of the formula ##STR1## where R.sup.1 is C.sub.1 -C.sub.20 -alkyl which may be substituted, phenyl which may be substituted, or hydroxyl,R.sup.2 is hydrogen, formyl, nitroso, cyano or substituted methyl,R.sup.3 is hydrogen, cyano, carbamoyl, carboxyl or C.sub.1 -C.sub.4 -alkoxycarbonyl andR.sup.4 is hydroxyl, halogen, amino which may be substituted or the radical of a compound with an acidic CH,are prepared as described. The compounds are useful as intermediates in the preparation of dyes.Type: GrantFiled: August 10, 1990Date of Patent: March 31, 1992Assignee: BASF AktiengesellschaftInventors: Ernst Schefczik, Helmut Reichelt
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Patent number: 5100458Abstract: Salicylic acid derivatives of the formula I ##STR1## where A is unsubstituted or substituted phenyl, an unsubstituted or substituted five-membered heteroaromatic structure having from two to four nitrogen atoms or having two nitrogen atoms and in addition a sulfur or oxygen atom, or unsubstituted or substituted naphthyl, n is 0, 1 or 2, X and Y are each nitrogen or a methine group and R.sup.1 to R.sup.4 have the meanings stated in the description, processes and intermediates for their preparation, and their use as herbicides and bioregulators.Type: GrantFiled: December 10, 1990Date of Patent: March 31, 1992Assignee: BASF AktiengesellschaftInventors: Karl Eicken, Joachim Rheinheimer, Uwe J. Vogelbacher, Karl-Otto Westphalen, Bruno Wuerzer, Wilhelm Rademacher, Klaus Grossmann
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Patent number: 5099020Abstract: The present invention provides methods and compositions for assaying biological samples, such as human serum, for barbiturates. In one aspect, analogs of barbiturates derivatized with fluorescein and analogs of barbiturates derivatized with immunogenic polypeptides are provided. The fluorescent analogs are employed as tracers in a competitive homogeneous immunoassay, i.e., a fluorescence polarization immunoassay, for detecting barbiturates. The immunogenic analogs are employed to make anti-barbiturate antiserum of the invention for use in the immunoassay method. Intermediates for preparing the fluorescent and immunogenic analogs are also provided. Further provided are test kits, comprising a fluorescent tracer and an antiserum according to the invention, for analyzing biological samples by fluorescence polarization immunoassay for the presence of a barbiturate.Type: GrantFiled: June 27, 1990Date of Patent: March 24, 1992Assignee: Abbott LaboratoriesInventors: Jonathan Grote, Hsiang Hu
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Patent number: 5095122Abstract: Organic pigments selected from the diketopyrrolopyrrole, azo, isoindolinone and isoindoline series, which pigments consist of 50% by weight of platelets which are from 5 to 50 .mu.m long, 2 to 50 .mu.m wide and 0.01 to 5 .mu.m thick, with the proviso that the ratios of length:thickness and width:thickness must be at least 3.The pigments in platelet form are excellently suited to producing effect colorations in high molecular weight organic material and in cosmetic products.Type: GrantFiled: July 13, 1990Date of Patent: March 10, 1992Assignee: Ciba-Geigy CorporationInventors: Philippe Bugnon, Fritz Herren, Bernhard Medinger
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Patent number: 5093492Abstract: Methine dyes of the formula ##STR1## where R.sup.1, R.sup.2, R.sup.3, R.sup.4, X, Y and the rings A and B each have specific meanings, and methine dyes obtainable by reacting an organic mono- or polyisocyanate with such a methine dye of the abovementioned formal where only the radicals R.sup.1 and/and R.sup.4 have a group reacting with an organic mono- or polyisocyanate are useful in optical recording media.Type: GrantFiled: August 7, 1990Date of Patent: March 3, 1992Assignee: BASF AktiengesellschaftInventors: Michael Acker, Mathias Dust, Peter Neumann, Sibylle Brosius, Klaus D. Schomann, Harald Kuppelmaier
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Patent number: 5089044Abstract: The invention relates to new substituted pyrimidinyloxy(thio)- and triazinyloxy(thio)acrylic acid derivative of general formula I ##STR1## in which A, G, R.sup.1-3, X and Y have the meanings given in the description, processes for their preparation and their use as herbicides, fungicides and plant growth regulants.Type: GrantFiled: July 19, 1990Date of Patent: February 18, 1992Assignee: Schering AktiengesellschaftInventors: Christoph Harde, Erhard Nordhoff, Anita Kruger, Gabriele Kruger, Gerhard Tarara, Peter Wegner, Nikolaus Heinrich, Clemens Kotter, Gerhard Johann, Richard Rees
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Patent number: 5085686Abstract: Salicylaldehyde derivatives and salicyclic acid derivatives of the formula I ##STR1## where A is an unsubstituted or substituted phenyl radical, an unsubstituted or substituted 5-membered heteroaromatic radical having from 2 to 4 nitrogen atoms or two nitrogen atoms and additionally one sulfur or oxygen atom or an unsubstituted or substituted thienyl, pyridyl, naphthyl, quinolyl, indazolyl or benzotriazolyl radical, X is oxygen or sulfur, and the radicals R.sup.1 and R.sup.4 have the means given in the specification, processes and intermediates for their production, and their use as herbicides and bioregulators.Type: GrantFiled: June 13, 1990Date of Patent: February 4, 1992Assignee: BASF AktiengesellschaftInventors: Uwe J. Vogelbacher, Karl Eicken, Joachim Rheinheimer, Norbert Goetz, Albrecht Harreus, Gerhard Paul, Karl-Otto Westphalen, Bruno Wuerzer
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Patent number: 5085685Abstract: Carboxylic acid derivatives of the general formula I ##STR1## where R.sup.1 and R.sup.2 are each 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 -haloalkoxy and/or C.sub.1 -C.sub.4 -alkylthio;R.sup.3 is hydrogen, hydroxyl, cyano, nitro, formyl, halogen, unsubstituted or substituted amino, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.3 -C.sub.6 -alkenyl, C.sub.3 -C.sub.6 -alkenyloxy, C.sub.3 -C.sub.6 -alkynyl or C.sub.3 -C.sub.6 -alkynyloxy;R.sup.4 is hydrogen or C.sub.1 -C.sub.4 -alkyl;R.sup.5 is unsubstituted or substituted five-membered hetaryl or isoxazolinyl or --CR.sup.6 .dbd.NOR.sup.7 ;R.sup.6 is hydrogen or unsubstituted or substituted C.sub.1 -C.sub.4 -alkyl, C.sub.3 -C.sub.8 -cycloalkyl or phenyl;R.sup.7 is unsubstituted or substituted C.sub.1 -C.sub.4 -alkyl, C.sub.3 -C.sub.6 -alkenyl, C.sub.3 -C.sub.8 -cycloalkyl or phenyl;A is oxygen or sulfur;X is nitrogen or methine .dbd.CR.sup.8 --;R.sup.8 is one of the radicals R.sup.3, or R.sup.Type: GrantFiled: August 13, 1990Date of Patent: February 4, 1992Assignee: BASF AktiengesellschaftInventors: Joachim Rheinheimer, Karl Eicken, Uwe J. Vogelbacher, Wolfgang Rohr, Thomas Kuekenhoehner, Karl O. Westphalen, Bruno Wuerzer
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Patent number: 5081142Abstract: Compounds of the formula I ##STR1## where Ar is unsubstituted or substituted phenyl, pyridyl, thienyl or napthyl,R.sup.1 is hydrogen or CN,R.sup.2 is unsubstituted or substituted aryl, hetaryl, alkyl or cycloalkyl, or is unsubstituted or substituted alkenyl or alkynyl,x is CH.sub.2, O or S andn is 0 or 1,their plant-tolerated acid addition salts and metal complexes, and fungicides and growth regulators containing these compounds.Type: GrantFiled: September 28, 1990Date of Patent: January 14, 1992Assignee: BASF AktiengesellschaftInventors: Hubert Sauter, Thomas Zierke, Wolfgang Reuther, Ulf Baus, Gisela Lorenz, Eberhard Ammermann
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Patent number: 5071860Abstract: Insecticidally active substituted heteroaryl phenyl ethers of the formula ##STR1## in which Het represents an optionally substituted heteroaromatic radical,X represents O, S, --CH.sub.2 --, --O--CH.sub.2 --, --S--CH.sub.2 --, --CH.sub.2 --O--, ##STR2## Y represents O, --O--CH.sub.2 -- or S, Z represents an optionally substituted aromatic or heteroaromatic radical;m represents integers from 1-4n represents 0, 1, 2, 3, 4O represents 0, 1, 2, 3, 4, provided than n and o do not simultaneously represent 0p represents integers from 1-4,R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 independently of one another represent hydrogen, C.sub.1 -C.sub.6 -alkyl which is optionally substituted; two radicals adjacent to one another can also, together with the C atoms to which they are bonded, form a saturated carbocyclic 5- or 6-ring,R.sup.1 represents identical or different radicals hydrogen, halogen, CN, C.sub.1-4 -alkyl, 1-5-halogeno-C.sub.1-4 -alkyl, C.sub.1-4 -alkoxy, C.sub.1-4 -alkylthio, 1-5-halogeno-C.sub.Type: GrantFiled: March 7, 1990Date of Patent: December 10, 1991Assignee: Bayer AktiengesellschaftInventors: Bernd Alig, Wilhelm Stendel, Michael Londershausen
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Patent number: 5066800Abstract: A novel process and intermediates used therein for linking a cephalosporin compound to a quinolone are disclosed. According to the disclosed process, the 2-carboxylic acid moiety of the cephalosporin compound is treated with an organic base. The resulting salt is then reacted with a quinolone compound which has been activated using a haloformate. The reaction is run in a non-aqueous organic solvent. 4-Dimethylaminopyridine is used to promote the reaction between the cephalosporin salt and the activated quinolone.Type: GrantFiled: April 27, 1990Date of Patent: November 19, 1991Assignee: Hoffmann-La Roche Inc.Inventor: Masami Okabe
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Patent number: 5064962Abstract: Diaminothiophenes of the formula ##STR1## or tautomers thereof, where R.sup.1 and R.sup.2 are each hydrogen or together are ##STR2## where T.sup.1 is hydrogen, alkyl or phenyl, T.sup.2 and T.sup.3 are, independently of one another, alkyl or phenyl, or T.sup.2 and T.sup.3 together with the nitrogen linking them are a heterocyclic radical,R.sup.3 is substituted amino andR.sup.4 is alkanoyl, benzoyl, cyano, nitro or ##STR3## where T.sup.4 is hydrogen, alkyl or phenyl and T.sup.5 is the radical of a primary amine or of an active methylene compound,are prepared as described. The present diaminothiophene compound is useful in the synthesis of dyes, crop protection agents and pharmaceuticals.Type: GrantFiled: February 1, 1990Date of Patent: November 12, 1991Assignee: BASF AktiengesellschaftInventors: Matthias Wiesenfeldt, Karl-Heinz Etzbach
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Patent number: 5059605Abstract: Fungicidal compounds having the formula (I): ##STR1## in which any two of K, L and M are nitrogen and the other is CE; X and Y are independently hydrogen, halogen, C.sub.1-4 alkyl, C.sub.3-6 cycloalkyl, C.sub.2-4 alkenyl, C.sub.2-4 alkynyl, C.sub.2-4 alkenyloxy, C.sub.2-4 alkynyloxy, phenyl, benzyloxy, cyano, isocyano, isothiocyanato, nitro, NR.sup.1 R.sup.2, NR.sup.1 OR.sup.2, N.sub.3, NHCOR.sup.1, NR.sup.1 CO.sub.2 R.sup.2, NHCONR.sup.1 R.sup.2, N.dbd.CHNR.sup.1 R.sup.2, NHSO.sub.2 R.sup.1, OR.sup.1, OCOR.sup.1, OSO.sub.2 R.sup.1, SR.sup.1, SOR.sup.1, SO.sub.2 R.sup.1, SO.sub.2 OR.sup.1, SO.sub.2 NR.sup.1 R.sup.2, COR.sup.1, CR.sup.1 .dbd.NOR.sup.2, CHR.sup.1 CO.sub.2 R.sup.2, CO.sub.2 R.sup.2, CO.sub.2 R.sup.1, CONR.sup.1 R.sup.2, CSNR.sup.1 R.sup.2, CH.sub.3 O.sub.2 C.C:CH.OCH.sub.Type: GrantFiled: April 10, 1990Date of Patent: October 22, 1991Assignee: Imperial Chemical Industries PLCInventors: John M. Clough, Christopher R. A. Godfrey, Ian T. Streeting
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Patent number: 5057143Abstract: Salicyclic acid derivatives and their sulfur analogs of the formula I ##STR1## where R.sup.1 to R.sup.5, X, Y and Z have the meanings given in the disclosure and claims, agents containing the salicyclic acid derivatives, and their use as herbicides.Type: GrantFiled: June 14, 1989Date of Patent: October 15, 1991Assignee: BASF AktiengesellschaftInventors: Joachim Rheinheimer, Karl Eicken, Peter Plath, Gerhard Paul, Albrecht Harreus, Karl-Otto Westphalen, Bruno Wuerzer, Klaus Grossmann, Wilhelm Rademacher, Johann Jung
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Patent number: 5053506Abstract: A merocyanine dye having the formula: ##STR1## wherein: R.sup.1 and R.sup.2 independently are H, alkyl, alkoxy, or aryl, andR.sup.7 and R.sup.8 may each be H with the proviso that a pair of R's selected from the pairs R.sup.1 and R.sup.2, R.sup.1 and R.sup.7, and R.sup.2 and R.sup.8 can together comprise the atoms necessary to form a fused aromatic ring on the benzene radical to which they are attached and only one of R.sup.1 and R.sup.2 can be H;R.sup.5 and R.sup.6 comprise alkyl of from 1-18 carbon atoms provided that the sum of the carbon atoms in R.sup.5 and R.sup.6 is at least 8;R.sub.9 is an alkylene group of 2-9 nuclear carbon and hetero atoms; andZ.sup.+ is a cation.This dye is useful in a method for inactivating viruses comprising contacting the viruses with the compound and exposing the resulting mixture to visible light to excite and inactivate the viruses. The compounds are also useful in the irradiation-induced inactivation of leukemia cells.Type: GrantFiled: February 26, 1990Date of Patent: October 1, 1991Assignee: Eastman Kodak CompanyInventors: Wolfgang H. Gunther, Frederick J. Sauter
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Patent number: 5043454Abstract: 1-Aryl- and 1-hetarylimidazolecarboxylic esters of the general formulae Ia and Ib ##STR1## where R.sup.1 is halogen or substituted or unsubstituted C.sub.1 -C.sub.4 -alkyl;R.sup.2 is substituted or unsubstituted C.sub.1 -C.sub.6 -alkyl; C.sub.3 -C.sub.6 -alkenyl, C.sub.3 -C.sub.6 -alkynyl or C.sub.3 -C.sub.6 -cycloalkyl;R.sup.3 is hydrogen or C.sub.1 -C.sub.4 -alkyl;R.sup.4 is substituted or unsubstituted phenyl or 5- or 6-membered heteroaromatic,processes for their manufacture, and agents containing them.Type: GrantFiled: January 9, 1990Date of Patent: August 27, 1991Assignee: BASF AktiengesellschaftInventors: Ulrich Wriede, Gerhard Hamprecht, Hermann Koehler, Bruno Wuerzer