Additional Chalcogen Attached Directly Or Indirectly To The Diazine Ring By Nonionic Bonding Patents (Class 544/318)
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Patent number: 5284599Abstract: A mesomorphic compound represented by the following formula (I):R.sub.1 --A.sub.1 --B.sub.1 --A.sub.2 --R.sub.2 (I),wherein R.sub.1 and R.sub.2 respectively denote a linear or branched alkyl group having 3-18 carbon atoms capable of including one or non-neighboring two or more methylene groups which can be replaced with at least one species of --Z--, ##STR1## CH.dbd.CH-- and --C.tbd.C--, wherein Z denotes --O-- or --S-- and R.sub.3 denotes hydrogen or an alkyl group having 1-5 carbon atoms; B.sub.1 denotes ##STR2## A.sub.1 denotes a single bond, ##STR3## A.sub.2 denotes a single bond, --A.sub.3 -- or --A.sub.3 --A.sub.4 -- wherein A.sub.3 and A.sub.4 respectively denote any one of ##STR4## and Y.sub.1 and Y.sub.2 respectively denote any one of hydrogen, fluorine, chlorine, bromine, --CH.sub.3, --CN and --CF.sub.3.Type: GrantFiled: July 20, 1992Date of Patent: February 8, 1994Assignee: Canon Kabushiki KaishaInventors: Takashi Iwaki, Takao Takiguchi, Takeshi Togano, Yoko Yamada, Shinichi Nakamura
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Patent number: 5284820Abstract: Herbicidal substituted cycloalkenes of the formula ##STR1## in which A is a straight-chain or branched, optionally substituted alkanediyl group,X is O, S, N--R.sup.8 or CR.sup.9 R.sup.10,Y is O, S, NH or N-alkyl,Z is N or R.sup.11, andR.sup.1 to R.sup.11 represent various organic radicals.Type: GrantFiled: September 2, 1992Date of Patent: February 8, 1994Assignee: Bayer AktiengesellschaftInventors: Mark-Wilhelm Drewes, Peter Muller, Hans-Joachim Santel, Klaus Lurssen, Robert R. Schmidt
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Patent number: 5276037Abstract: The invention concerns an aryl derivative of the formula I, ##STR1## wherein Ar.sup.1 is optionally substituted phenyl, naphthyl or a heterocyclic moiety, and X.sup.1 is oxy, thio, sulphinyl, sulphonyl, difluoromethylene, imino, (1-4C)alkylimino or optionally substituted (1-4C)alkylene, or X.sup.1 is a group of the formula--X.sup.4 --CR.sub.2 -- or --CR.sub.2 --X.sup.4 --whereinX.sup.4 is oxy, thio, sulphinyl, sulphonyl or carbonyl and each R is hydrogen, methyl or ethyl;each of Ar.sup.2 and Ar.sup.3 is optionally substituted phenylene;X.sup.2 is oxy, thio, sulphinyl or sulphonyl;R.sup.1 is (1-4C)alkyl; andR.sup.2 and R.sup.3 together form a group of the formula --A.sup.1 --X.sup.3 --A.sup.2 -- which together with the carbon atom to which A.sup.1 and A.sup.2 are attached define a ring having 5 to 7 ring atoms, wherein each of A.sup.1 and A.sup.2 is (1-3C)alkylene and X.sup.Type: GrantFiled: April 14, 1993Date of Patent: January 4, 1994Assignees: Imperial Chemical Industries PLC, ICI PharmaInventors: Robert I. Dowell, Philip N. Edwards, Keith Oldham
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Patent number: 5272163Abstract: Amides having formula I: ##STR1## wherein E, X, R.sup.2 and R.sup.3 have the meanings given in the specification, and pharmaceutically acceptable salts and pharmaceutically acceptable in vivo hydrolysable esters thereof, which are useful in the treatment of urinary incontinence. Further provided are processes for preparing the amides and pharmaceutical compositions containing them.Type: GrantFiled: July 23, 1992Date of Patent: December 21, 1993Assignees: Imperial Chemical Industries PLC, Imperial Chemical HouseInventors: Keith Russell, Cyrus J. Ohnmacht, Keith H. Gibson
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Patent number: 5270289Abstract: The invention relates to new substituted .alpha.-pyrimidinyloxy(thio)- and .alpha.-triazinyloxy(thio)carboxylic acid derivatives of general formula I ##STR1## in which A, 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: April 1, 1992Date of Patent: December 14, 1993Assignee: 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: 5264440Abstract: 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: July 20, 1992Date of Patent: November 23, 1993Assignee: Imperial Chemical Industries PLCInventors: John M. Clough, Christopher R. A. Godfrey, Ian T. Streeting, Rex Cheetham
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Patent number: 5262385Abstract: A compounds represented by the formula ##STR1## wherein X represents a fluorine atom,W represents an oxygen atom, sulfur atom or group --OCH.sub.2 --,Z.sup.1 and Z .sup.2 each represent a nitrogen atom or group CH, but when Z.sup.1 is a nitrogen atom, Z.sup.2 represents a nitrogen atom or group CH and when Z.sup.1 is a group CH, Z.sup.2 represents a nitrogen atom,R.sup.1 and R.sup.2 each independently represent either a hydrogen atom, halogen atom or mono- or dilower alkyl-substituted amino, or a lower alkyl, lower alkoxy or lower alkylthio each of which may be substituted with a halogen atom,R.sup.3 and R.sup.4 form together with the carbon atoms to which they bind respectively a 5- to 8-membered carbon ring.Type: GrantFiled: July 23, 1991Date of Patent: November 16, 1993Assignee: Mitsubishi Petrochemical Co., Ltd.Inventors: Atsushi Goh, Sachio Kudo, Yorio Kumamoto, Michi Watanabe, Takako Takahashi, Takako Aoki, Norishige Toshima, Keiji Endo, Hideshi Mukaida, Shinji Kawaguchi, Rika Higurashi
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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: 5262418Abstract: Piperidine derivatives of formula ##STR1## wherein A is a radical of formula--CH.sub.2 --CH.sub.2 -- (a-1),--CH.sub.2 --CH.sub.2 --CH.sub.2 -- (a-2), or--CH.sub.2 --CH.sub.2 --CH.sub.2 --CH.sub.2 -- (a-3),wherein one or two hydrogen atoms in said radicals (a-1) to (a-3) may be replaced by a C.sub.1-6 alkyl radical;R.sup.1 is hydrogen or halo; R.sup.2 is hydrogen, amino, mono or di(C.sub.1-6 alkyl)amino or C.sub.1-6 alkylcarbonylamino; R.sup.3 is hydrogen or C.sub.1-6 alkyl; L is C.sub.3-6 cycloalkyl, C.sub.5-6 cycloalkanone, C.sub.3-6 alkenyl optionally substituted with aryl, or L is a radical of formula--Alk--R.sup.4 (b-1),--Alk--X--R.sup.5 (b-2),--Alk--Y--C(.dbd.O)--R.sup.7 (b-3), or--Alk--Y--C(.dbd.O)--NR.sup.9 R.sup.10 (b-4),the N-oxide forms, addition salts and stereochemically isomeric forms thereof, said compounds having gastrointestinal motility stimulating properties.Type: GrantFiled: November 17, 1992Date of Patent: November 16, 1993Assignee: Tanssen Pharmaceutica N.V.Inventors: Georges H. P. Van Daele, Jean-Paul R. M. A. Bosmans, Michel A. J. De Cleyn
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Patent number: 5262386Abstract: Pyrimidinyl- and triazinyl-salicylamides of the formula I ##STR1## in which the meanings of the radicals are described in claim 1, and the salts of compounds of the formula I which have a free hydroxycarbonyl group have a herbicidal and plant-growth regulating action. They are suitable as active substances in weed killers and in compositions for positively influencing the growth of crop plants.Type: GrantFiled: December 20, 1991Date of Patent: November 16, 1993Assignee: Ciba-Geigy CorporationInventors: Christoph Luthy, Raymond Fisher
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Patent number: 5260440Abstract: The compounds of the present invention inhibit the HMG-CoA reductase, and subsequently suppress the biosynthesis of cholesterol. And they are useful in the treatment of hypercholesterolemia, hyperlipoproteinemia, and atherosclerosis.Type: GrantFiled: June 12, 1992Date of Patent: November 9, 1993Assignee: Shionogi Seiyaku Kabushiki KaishaInventors: Kentaro Hirai, Teruyuki Ishiba, Haruo Koike, Masamichi Watanabe
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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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Patent number: 5250531Type: GrantFiled: August 29, 1991Date of Patent: October 5, 1993Assignee: Pfizer Inc.Inventor: Kelvin Cooper
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Patent number: 5246938Abstract: Compounds of formula (I): ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 are independently hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, alkylcycloalkyl, halogen, haloalkyl, alkoxy, alkenoxy, alkoxyalkyl, haloalkoxy, alkylthio, cyano, nitro, amino, NR.sup.5 R.sup.6, hydroxy, acylamino, --CO.sub.2 R.sup.4, --O(CH.sub.2).sub.m CO.sub.2 R.sup.4, phenyl, phenoxy, benzyl or benzyloxy, the phenyl group or phenyl moiety of the benzyl group being optionally substituted in the ring; or R.sup.2 and R.sup.3 when taken together form a 5 - or 6-membered ring; m is 1 or 2; R.sup.4 and R.sup.6 are hydrogen or C.sub.1-4 alkyl; R.sup.5 is C.sub.1-4 alkyl; n is 0, 1 or 2; provided that when n is 0, R.sup.1, R.sup.2 and R.sup.3 are not all hydrogen, or when n is 0 and R.sup.2 is hydrogen, R.sup.1 and R.sup.3 are not both methyl, or when n is 0 and R.sup.2 and R.sup.3 are both hydrogen, R.sup.1 is not methyl; are useful as nematicides.Type: GrantFiled: March 18, 1992Date of Patent: September 21, 1993Assignee: Imperial Chemical Industries PLCInventors: Michael D. Turnbull, John Finney
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Patent number: 5246931Abstract: A compound of the formula: ##STR1## wherein A is a purin-9-yl group, a heterocyclic isostere of a purin-9-yl group, a pyrimidin-1-yl group or a heterocyclic isostere of a pyrimidin-1-yl group; E is hydrogen, --CH.sub.2 OH or --OH; and G and D are independently selected from hydrogen, C.sub.1 to C.sub.10 alkyl, --OH, --CH.sub.2 OH, --CH.sub.2 OR.sub.20 wherein R.sub.20 is C.sub.1 to C.sub.6 alkyl, --CH.sub.2 OC(O)R.sub.21 wherein R.sub.21 is C.sub.1 to C.sub.10 alkyl, --CH.sub.2 OC(O)CH(R.sub.22)(NHR.sub.23) wherein R.sub.22 is the side chain of any of the naturally occurring amino acids and R.sub.23 is hydrogen or --C(O)CH(R.sub.24)(NH.sub.2) wherein a R.sub.24 is the side chain of any of the naturally occurring amino acids, --CH.sub.2 SH, --CH.sub.2 Cl, --CH.sub.2 F, --CH.sub.2 Br, --CH.sub.2 I, --C(O)H, --CH.sub.2 CN, --CH.sub.2 N.sub.3, --CH.sub.2 NR.sub.1 R.sub.2, --CO.sub.2 R.sub.1, --CH.sub.2 CH.sub.2 OH, --CH.sub.2 CH.sub.2 OR.sub.20 wherein R.sub.20 is as defined above, --CH.sub.2 CH.sub.2 OC(O)R.sub.Type: GrantFiled: May 1, 1991Date of Patent: September 21, 1993Assignee: Bristol-Myers Squibb CompanyInventors: Daniel W. Norbeck, Jacob J. Plattner, Terry J. Rosen, David L. Garmaise, Richard J. Pariza, Steven M. Hannick, Thomas J. Sowin
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Patent number: 5238937Abstract: The invention relates to novel chroman derivatives of the formula I ##STR1## in which R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7, R.sup.8 and R.sup.9 have the meanings given in [Patent claim 1], and which, like their salts, show effects on the cardiovascular system and can be used for the treatment or prophylaxis of cardiac insufficiency, angina pectoris, high blood pressure, incontinence and alopecia.Type: GrantFiled: December 4, 1991Date of Patent: August 24, 1993Assignee: Merck Patent GesellschaftInventors: Rolf Gericke, Manfred Baumgarth, Ingeborg Lues, Jurgen Harting, Rolf Bergmann
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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: 5234894Abstract: A cyanoketone derivative of the following formula (1) ##STR1## wherein A.sub.1 is a substituted or unsubstituted phenyl or naphthyl group or a substituted or unsubstituted heterocyclic group;each of X.sub.1, X.sub.2 and X.sub.3 is independently an oxygen or sulfur atom;each of B.sub.1, B.sub.2 and B.sub.3 is independently a hydrogen atom or C.sub.1 -C.sub.6 -alkyl group;each of Y.sub.1, Y.sub.2, Y.sub.3 and Y.sub.4 is independently a hydrogen atom, a halogen atom or a C.sub.1 -C.sub.6 -alkyl group; andA.sub.2 is a substituted or unsubstituted group selected from the group consisting of a C.sub.1 -C.sub.6 -alkyl group, a C.sub.2 -C.sub.6 -alkenyl group, a C.sub.2 -C.sub.6 -alkynyl group, a C.sub.1 -C.sub.4 -alkoxy group, a C.sub.1 -C.sub.4 -alkylthio group, a C.sub.1 -C.sub.6 -alkoxycarbonyl group, an unsubstituted benzoyl group, a halogen-substituted benzoyl group, a cyano group or a group as defined in A.sub.1 ;provided that when B.sub.1 is a hydrogen atom and B.sub.Type: GrantFiled: March 27, 1992Date of Patent: August 10, 1993Assignee: Tokuyama Soda Kabushiki KaishaInventors: Masahiko Ishizaki, Seiji Nagata, Tadashi Kobutani
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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: 5212177Abstract: Novel compounds having the formula ##STR1## and 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, an antihypertensive agents.Type: GrantFiled: December 16, 1991Date of Patent: May 18, 1993Assignee: E. R. Squibb & Sons, Inc.Inventors: Michael A. Poss, Karnail S. Atwal
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Patent number: 5210199Abstract: At least one (meth)acrylate is reacted with a heterocyclic alcohol (III) in the presence of at least one catalyst chosen from dialkyltin oxides and dialkyltin dialkoxides. Alkylimidazolidone acrylates and methacrylates are known for the part they play in the constitution of polymers which can be used as coatings and adhesives and for the treatment of paper and textiles, and for their use as agents for the treatment of leather and in the production of emulsion paints. ##STR1## R.sub.1 =H, CH.sub.3 ; A, B=straight or branched chain alkylene group containing from 2 to 5 carbon atoms.Type: GrantFiled: December 14, 1990Date of Patent: May 11, 1993Assignee: AtochemInventors: Paul Grosius, Didier Vanhoye
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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: 5202330Abstract: Pyrimidine compounds of the formula ##STR1## wherein X is sulfur or oxygen, Y is R.sub.11 or --O--R.sub.1, and R.sub.4 is aryl or heterocyclo are disclosed. These compounds are useful as cardiovascular agents, particularly anti-hypertensive agents, due to their calcium entry blocking vasodilator activity.Type: GrantFiled: January 5, 1987Date of Patent: April 13, 1993Assignee: E. R. Squibb & Sons, Inc.Inventors: Karnail Atwal, George C. Rovnyak, Spencer D. Kimball
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Patent number: 5189164Abstract: A process for synthesizing syn-(E)-3,5-dihydroxy-7-substituted hept-6-enoic and heptanoic acids and derivatives and intermediates thereof from the corresponding keto-hydroxy compounds, which process comprises: providing a reaction medium comprising sodium borohydride and an alkoxydialkylborane compound; treating the keto-hydroxy compound with said reaction medium under conditions wherein a cyclic boronate ester is formed; and cleaving the cyclic boronate ester to obtain the dihydroxy product.The product compounds, or derivatives thereof, are useful as anti-atherosclerotic agents.Type: GrantFiled: February 20, 1990Date of Patent: February 23, 1993Assignee: Sandoz Ltd.Inventors: Prasad K. Kapa, Kau-Ming Chen
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Patent number: 5186735Abstract: 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: April 12, 1991Date of Patent: February 16, 1993Assignee: DowElancoInventors: James A. Turner, Paul S. Zorner, Wendy S. Jacks
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Patent number: 5180825Abstract: Disclosed in a mitomycin derivative represented by the formula (I): ##STR1## wherein W is a heterocyclic group.Type: GrantFiled: November 13, 1991Date of Patent: January 19, 1993Assignee: Kyowa Hakko Kogyo Co., Ltd.Inventors: Hitoshi Arai, Motomichi Kono, Masaji Kasai, Katsushige Gomi, Tadashi Ashizawa
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Patent number: 5178663Abstract: Disclosed is a 3-alkoxyalkanoic acid compound represented by the following formula (I): ##STR1## wherein R.sup.1 represents a lower alkyl group, a lower alkenyl group, a lower alkynyl group, a cycloalkyl group, a halo-lower alkyl group or a cyano-lower alkyl group; R.sup.2 represents hydrogen atom or a lower alkyl group; R.sup.3 represents a lower alkyl group or a cycloalkyl group; or R.sup.2 and R.sup.3 are mutually bonded to represent a cycloalkyl group; R.sup.4 represents hydrogen atom, a lower alkyl group or a lower alkynyl group; R.sup.5 represents a lower alkoxy group, a lower alkyl group, a halogen atom or a halo-lower alkyl group; R.sup.6 represents a lower alkoxy group or a lower alkyl group; andX represents oxygen atom or sulfur atom,or an alkali addition salt thereof, processes for preparing the same and herbicides containing the same as an active ingredient(s).Type: GrantFiled: October 18, 1991Date of Patent: January 12, 1993Assignee: UBE Industries, Ltd.Inventors: Katsumasa Harada, Takaaki Abe, Yuji Akiyoshi, Hiroshi Shiraishi, Kaoru Yamamoto
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Patent number: 5178793Abstract: Chiral, nonracemic compounds of the general formula: ##STR1## in which the chiral tail group containing three asymmetric carbons (as indicated by *) is incorporated into a suitable FLC core moiety R--Ar.sub.2 are provided. The Ar.sub.2 core can include phenylbenzoate, biphenyl, phenylpyridine or phenylpyrimidine. R is an alkyl or alkoxy group having three to fifteen carbon atoms and R' is an alkyl group having from three to twelve carbon atoms. The compounds are useful as ferroelectric liquid crystal components having high polarization density. Compounds in which the chiral epoxide tail is the 1R-methyl-2S,3S-epoxy or 1S-methyl-2R,3R-epoxy enantiomer having higher polarization density.Type: GrantFiled: June 1, 1989Date of Patent: January 12, 1993Assignee: University Research CorporationInventors: Rohini T. Vohra, David M. Walba, Michael D. Wand
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Patent number: 5179101Abstract: Anisotropic compounds having a nematic phase have the formula ##STR1## wherein A is a cyclic radical selected from the group consisting of ##STR2## Z is selected from the group consisting of a single bond, a --CH2CH2-- group, a methyleneoxy group and an oxymethylene group,n is 1 or 2,p is 0, 1, or 2,r is 0 or 1,X is selected from the group consisting of fluorine, chlorine, bromine, iodine, nitrile and methyl,R.sup.1 and R.sup.2 are selected from the group consisting of hydrogen, C.sub.1 -C.sub.12 -alkyl, C.sub.1 -C.sub.12 -alkoxy, C.sub.1 -C.sub.12 -alkanoyloxy and C.sub.1 -C.sub.12 -alkylamino and cyclic groups of the formulas ##STR3## wherein R.sup.3 through R.sup.6 are selected from the group consisting of hydrogen, C.sub.1 -C.sub.12 -alkyl, C.sub.1 -C.sub.12 -alkoxy, C.sub.1 -C.sub.12 -alkanoyloxy, and C.sub.1 -C.sub.12 -alkylamino, and Z.sup.2 through Z.sup.Type: GrantFiled: February 9, 1990Date of Patent: January 12, 1993Assignee: Merck Patent GmbHInventors: Tuong Huynh-Ba, Maged A. Osman
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Patent number: 5169856Abstract: The present invention relates to unsaturated carboxylic acid amide derivatives of the formula ##STR1## wherein ring A stands for an optionally substituted aromatic ring; R.sup.1 stands for a hydrogen atom or an optionally substituted hydrocarbon residue or forms an optionally substituted carbocyclic ring with the adjacent group --CH.dbd.C-- together with two carbon atoms constituting the ring A; R.sup.2 stands for a hydrogen atom, an optionally substituted hydrocarbon residue or an optionally substituted acyl group; R.sup.3 stands for an optionally substituted hydrocarbon residue; and n denotes an integer ranging from 2 to 6, and salts thereof, as well as the production thereof.The compounds of the present invention act on the central nervous system of mammals and has a strong anti-cholinesterase activity, which can be used for the prophylaxis and therapy of, for example, senile dementia, Alzheimer's diseases, Huntington's chorea, et., and are useful as medicines.Type: GrantFiled: February 6, 1989Date of Patent: December 8, 1992Assignee: Takeda Chemical Industries, Inc.Inventors: Giichi Goto, Akinobu Nagaoka
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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: 5166359Abstract: An optical recording medium contains novel azulenemethine dyes of the formula ##STR1## where R is unsubstituted or substituted C.sub.1 -C.sub.6 -alkyl, X.sup..crclbar. is an anion, A.sup..sym. is heterocyclic radical, of the formula ##STR2## wherein R.sup.1, R.sup.2, R.sup.3, Y, Z and W are as defined, with the proviso that, when A.sup..sym. is a radical of the formula II f, II g, II i or II k, m is 2, A is 1, 2 or 3 and M is 1 or 2.Type: GrantFiled: March 28, 1991Date of Patent: November 24, 1992Assignee: BASF AktiengesellschaftInventors: Michael Acker, Peter Neumann, Wolfgang Schrott, Matthias Dust
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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: 5163995Abstract: 5-Alkoxy-1,2,4-triazolo[1,5-c]pyrimidine-2-sulfonamides are prepared from 5-alkoxy-1,2,4-triazolo[1,5-c]pyrimidine-2-sulfonyl halides by condensation with ortho-substituted N-trialkylsilylanilines and by other methods. N-(2,6-dichloro-3-methylphenyl)-8-fluoro-5-methoxy-1,2,4-triazolo[1,5-c]py rimidine-2-sulfonamide is typical. The compounds are general and selective pre- and postemergence herbicides.Type: GrantFiled: August 13, 1991Date of Patent: November 17, 1992Assignee: DowElancoInventors: John C. Van Heertum, Ben C. Gerwick, III, William A. Kleschick, Timothy C. Johnson
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Patent number: 5157037Abstract: .alpha.-Arylacrylates substituted by a heterocyclic radical and of the general formula I ##STR1## where R.sup.1 is alkoxy or alkylthio, R.sup.2 is alkyl, Het is pyridyl, pyridone, quinolyl, pyrimidinyl, pyrimidinone, the heterocyclic ring system being unsubstituted or substituted, A is carbonyloxy, oxygen or sulfur, and n is 0 or 1, and their plant-tolerated acid addition salts and metal complexes, and the N-oxides of the heterocyclic compounds, and fungicides containing these compounds.Type: GrantFiled: July 7, 1989Date of Patent: October 20, 1992Assignee: BASF AktiengesellschaftInventors: Franz Schuetz, Thomas Kuekenhoehner, Jochen Wild, Hubert Sauter, Eberhard Ammermann, Gisela Lorenz
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Patent number: 5151113Abstract: 2-(Phenoxy or phenylthio)-2-(pyrimidinyloxy or 1,3,5-triazinyloxy)alkanoic acid compounds, such as ethyl 2-(2-fluorophenoxy)-2-(4,6-dimethylpyrimidin-2-yl-oxy)acetate, were prepared by the reaction of a phenol or thiophenol compound with a 2-chloro-2-(pyrimidinyloxy or 1,3,5-triazinyloxy)alkanoate ester compound or by the reaction of a pyrimidinol or 1,3,5-triazinol with a 2-bromo-2-(phenoxy or phenylthio)alkanoate ester. These compounds, and, especially, agriculturally acceptable salts, esters, and amides of these compounds, were found to have herbicidal utility.Type: GrantFiled: April 29, 1991Date of Patent: September 29, 1992Assignee: DowElancoInventors: Michael G. Smith, Wendy S. Jacks, William C. Lo, Robert J. Ehr
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Patent number: 5147876Abstract: 2,6-di-, 2,4,6-, 2,5,6-tri- or 2,4,5,6-tetra-substituted pyrimidines, and 2,6-di-substituted pyridines. These compounds are useful for treatment of neurological diseases.Type: GrantFiled: December 29, 1989Date of Patent: September 15, 1992Assignee: Mitsui Petrochemical Industries, Ltd.Inventors: Akira Mizuchi, Kazutoshi Horikomi, Tadayuki Sasaki, Akira Awaya, Ikuo Tomino, Mitsuyuki Takesue, Noriaki Kihara
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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: 5143924Abstract: Novel chroman derivatives of the formula I ##STR1## in which R.sup.1 to R.sup.6 and Z have the meanings given in Patent Claim 1, and their salts show effects on the cardiovascular system and can be used for the treatment or prophylaxis of cardiac insufficiency, angina pectoris, high blood pressure, incontinence and alopecia.Type: GrantFiled: July 23, 1990Date of Patent: September 1, 1992Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Rolf Gericke, Manfred Baumgarth, Ingeborg Lues, Rolf Bergmann, Jacques De Peyer
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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: 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: 5128061Abstract: Substituted-hydrocarbylthio phenyl-pyrimidines are disclosed which exhibit smectic A phases over a wide temperature range and are useful in formulating smectic A compositions. The liquid-crystal compositions formulated utilizing the smectic A compounds of the present invention have particular application in smectic cells such as laser smectic liquid-crystal light valves and optical limiters used in high performance environments.Type: GrantFiled: August 14, 1990Date of Patent: July 7, 1992Assignee: Optical Shields, Inc.Inventor: Ying-yen Hsu
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Patent number: 5120843Abstract: The aromatic amines (I), alkyl amines (II), bicyclic amines (III). ##STR1## cycloalkyl amines (IV), aromatic bicyclic amines (V), hydroquinone amines (VI), quinone amines (VII), amino-ethers (VIII) and bicyclic amino ethers (IX) are useful as pharmaceutical agents for treating a number of conditions including spinal trauma, mild and/or moderate to severe head injury, etc. Also disclosed is a method of treatment using the 3,4-dihydrobenzopyrans (XI).Type: GrantFiled: October 23, 1989Date of Patent: June 9, 1992Assignee: UpjohnInventors: John M. McCall, Donald E. Ayer, E. Jon Jacobsen, Frederick J. VanDoornik, John R. Palmer
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Patent number: 5114966Abstract: The herein-described invention concerns new 2,3-dihydro-5-oxy-4,6,7-trimethylbenzofuranes 2-(RS)-substituted, the synthesis procedure and the relative therapeutic use as antioxidizing and radical-scavenging pharmaceuticals with mucoregulation and anti-ischemic properties.Type: GrantFiled: August 6, 1990Date of Patent: May 19, 1992Assignee: Biomedica Foscama Industria Chimico-Farmaceutica S.p.A.Inventors: Romolo Scuri, Mario Brufani, Stefano Ceccarelli, Patrizia De Vellis, Patrizia Giannetti, Agnese Paesano, Sergio Zanarcella
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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: 5093336Abstract: Novel forskolin derivatives, intermediates and processes for the preparation thereof, and methods for treating cardiac failure and memory deficit utilizing compounds or compositions thereof are disclosed.Type: GrantFiled: July 6, 1989Date of Patent: March 3, 1992Assignee: Hoechat-Roussel Pharmaceuticals, Inc.Inventors: Raymond W. Kosley, Jr., Bettina Spahl
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Patent number: 5091533Abstract: Compounds of the formula: ##STR1## where R.sup.2 contains certain aryls or heteroaryls are effective leukotriene inhibitors.Type: GrantFiled: March 12, 1990Date of Patent: February 25, 1992Assignee: Merck Frosst Canada, Inc.Inventors: Patrice C. Belanger, Claude Dufresne, Brian Fitzsimmons, deceased, Maryann Fitzsimmons, Heir, Yvan Guindon, Cheuk K. Lau, Joshua Rokach, John Schiegetz, Michel Therien, Robert N. Young