The Metal Is Bonded Directly To Chalcogen Of A -c(=x)x- Group, Wherein The X's Are The Same Or Diverse Chalcogens, Which Group Is Attached Directly Or Indirectly To The Six-membered Hetero Ring By Nonionic Bonding Patents (Class 546/5)
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Patent number: 5468742Abstract: The invention relates to new 8-vinyl- and 8-ethinylquinolonecarboxylic acids, process for their preparation, and antibacterial agents and feed additives containing them.Type: GrantFiled: November 1, 1993Date of Patent: November 21, 1995Assignee: Bayer AktiengesellschaftInventors: Uwe Petersen, Thomas Himmler, Thomas Schenke, Andreas Krebs, Klaus Grohe, Klaus-Dieter Bremm, Karl G. Metzger, Rainer Endermann, Hans-Joachim Zeiler
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Patent number: 5453422Abstract: An antibacterially active quinolone or naphthyridonecarboxylic acid derivative of the formula ##STR1## in which R.sup.1 stands for various organic radical,R.sup.2 stands for hydrogen, alkyl having 1 to 4 carbon atoms or (5-methyl-2-oxo-1,3-dioxol-4-yl)-methyl,R.sup.3 stands for hydrogen or amino,R.sup.4 stands for a radical of the formula ##STR2## A stands for N or C--R.sup.5, whereinR.sup.5 stands for hydrogen, halogen methyl, cyano or nitro or else together with R.sup.1 can form a bridge of the structure ##STR3## or a pharmaceutically utilizable hydrate, acid addition salt, alkali metal salt, alkaline earth metal salt, silver salt or guanidinium salt of the carboxylic acid when R.sup.2 is hydrogen.Type: GrantFiled: November 12, 1993Date of Patent: September 26, 1995Assignee: Bayer AktiengesellschaftInventors: Uwe Petersen, Thomas Schenke, Klaus Grohe, Michael Schriewer, Ingo Haller, Karl G. Metzger, Rainer Endermann, Hans-Joachim Zeiler
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Patent number: 5409915Abstract: Novel bis(platinum) (IV) complexes coupled via diamine bridging agents are taught as well as methods for their preparation. These complexes are to be used as pharmaceutical agents, e.g., for the treatment of cancer and parasitic diseases.Type: GrantFiled: September 14, 1993Date of Patent: April 25, 1995Assignee: The University of Vermont and State Agricultural CollegeInventors: Nicholas Farrell, Silvano Spinelli, Mariella Valsecchi, Ernesto Menta
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Patent number: 5284842Abstract: An antibacterially active quinolone or naphthyridonecarboxylic acid derivative of the formula ##STR1## in which R.sup.1 stands for various organic radical,R.sup.2 stands for hydrogen, alkyl having 1 to 4 carbon atoms or (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl,R.sup.3 stands for hydrogen or amino,R.sup.4 stands for a radical of the formula ##STR2## A stands for N or C--R.sup.5, whereinR.sup.5 stands for hydrogen, halogen methyl, cyano or nitro or else together with R.sup.1 can form a bridge of the structure ##STR3## or a pharmaceutically utilizable hydrate, acid addition salt, alkali metal salt, alkaline earth metal salt, silver salt or guanidinium salt of the carboxylic acid when R.sup.2 is hydrogen.Type: GrantFiled: August 18, 1992Date of Patent: February 8, 1994Assignee: Bayer AktiengesellschaftInventors: Uwe Petersen, Thomas Schenke, Klaus Grohe, Michael Schriewer, Ingo Haller, Karl G. Metzger, Rainer Endermann, Hans-Joachim Zeiler
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Patent number: 5273984Abstract: The invention relates to salts formed between basic H.sub.2 -receptor antagonists and a complex of bismuth with a carboxylic acid, and solvates of such salts, excluding salts in which the basic H.sub.2 -receptor antagonist is ranitidine. Examples of suitable carboxylic acids are citric acid and tartaric acid. Examples of basic H.sub.2 -receptor antagonists are cimetidine, sufotidine famotidine and nizatidine.The salts are useful in the treatment of gastrointestinal disorders, particularly gastroduodenal conditions. The salts show the antisecretory activity associated with the basic H.sub.2 -receptor antagonist together with antibacterial activity against Campylobacter pylori, and they also possess cytoprotective properties.Type: GrantFiled: October 25, 1989Date of Patent: December 28, 1993Assignee: Glaxo Group LimitedInventor: John W. Clitherow
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Patent number: 5266560Abstract: A composition of matter having GTF-like activity, its preparation and its use in treating chromium deficiency and insulin resistance diseases such as diabetes are set forth. The composition comprises: ##STR1## m=1, 2 or 3; n=0, 1 or 2; p=0, 1, 2, 3, 4 or 5; q=0, 1, 2, 3, 4 or 5; r=0, 1, 2 or 3;m+2n+p+q+r.ltoreq.6;if p and q both=0, n=1 pr z;if n=0, p and/or q.noteq.0;including mixtures and oligomers thereof, wherein:each R.sup.1 is independently selected from hydrogen, C.sub.1-3 alkyl, C.sub.2-3 alkenyl and C.sub.2-3 alkynyl, or two R.sup.1 form a ring having, including the N atom to which they are attached, 5 to 7 ring atoms;each R.sup.2 is independently selected from hydrogen, C.sub.1-4 alkyl, C.sub.2-4 alkenyl and C.sub.2-4 alkynyl or two adjacent R.sup.1 and R.sup.2 form a ring having, including the N and C atoms to which they are attached, 5 to 7 ring atoms;each R.sup.3 is independently selected from hydrogen, fluoro, chloro, bromo, C.sub.1-4 alkyl, C.sub.2-4 alkenyl, C.sub.2-4 alkynyl, COOH, COOR.sup.Type: GrantFiled: September 9, 1991Date of Patent: November 30, 1993Assignee: Thomas Research CorporationInventors: Sydney C. Furman, Charles T. Goetschel, Branko Huc, Thomas H. Nufert
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Patent number: 5256653Abstract: Platinum complexes of the general formula I[(R.sup.1 NH.sub.2).sub.n Pt].sub.q Y.sub.m X.sub.p (I)in which Y is a phosphonic acid ligand, and the preparation thereof, are described. The platinum complexes are suitable as active substances in pharmaceuticals, in particular for controlling cancers.Type: GrantFiled: March 26, 1991Date of Patent: October 26, 1993Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Bernhard Keppler, Helmut Blum
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Patent number: 5252734Abstract: Antibacterial 5-alkylquinolonecarboxylic acids of the formula ##STR1## in which R.sup.3 is C.sub.1 -C.sub.4 - alkyl,R.sup.1 is optionally substituted alkyl or cycloalkyl, alkenyl, alkoxy, amino or alkylamino or optionally substituted phenyl,R.sup.2 is hydrogen or optionally substituted alkyl,R.sup.4 is a nitrogen-containing heterocyclic radical, andA is hydrogen, halogen, methyl, cyano or nitro, or forms a bridge with R.sup.1.and hydrates and salts thereof.Type: GrantFiled: February 5, 1992Date of Patent: October 12, 1993Assignee: Bayer AktiengesellschaftInventors: Michael Schriewer, Klaus Grohe, Andreas Krebs, Uwe Petersen, Thomas Schenke, Ingo Haller, Karl G. Metzger, Rainer Endermann, Hans-Joachim Zeiler
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Patent number: 5223243Abstract: N,N'-bis-(pyridoxal-5-phosphate)-alkylenediamine-N,N'-diacetic acids, N,N'-bis-(pyridoxal-5-phosphate)-1,2-cycloalkylenediamine-N,N'diacetic acids, and N,N'-bis-(pyridoxal-5-phosphate)-1,2-arylenediamine-N,N'diacetic acids, the corresponding monophosphate compounds and monoacetic acid compounds, and their salts and esters form stable, highly soluble chelates with paramagnetic metal ions, and are highly effective NMRI contrast agents. Preferred contrast agents are paramagnetic ion chelates of N,N'-bis-(pyridoxal-5-phosphate)ethylenediamine-N,N'-diacetic acid, N,N'-bis-(pyridoxal-5-phosphate)trans-1,2-cyclohexylenediamine-N,N'-diacet ic acid, N,N'-bis-(pyridoxal-5-phosphate)trans-1,2-arylenediamine-N,N'-diacetic acid, and the soluble calcium salts thereof.Type: GrantFiled: August 20, 1990Date of Patent: June 29, 1993Assignee: Salutar, Inc.Inventors: Scott M. Rocklage, Steven C. Quay
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Patent number: 5216134Abstract: A chelate formed between Eu.sup.3+, Tb.sup.3+, Dy.sup.3+ and Sm.sup.3+ and a compound having the formula ##STR1## where A.sub.1-6 are single carbon or nitrogen atoms; n=1 or 2; R.sub.1-6 is nothing when A is a nitrogen, and hydrogen or an organic group when A is a carbon; Z and Z' are selected among --N(CH.sub.2 CH.sub.2 COO.sup.-).sub.2, --N(CH.sub.2 COO.sup.-).sub.2, --N(CH.sub.2 OPO.sub.3.sup.2-).sub.2 and --N(CH.sub.2 PO.sub.3.sup.2-).sub.2 ;--species that --X--Y is a substituent replacing a hydrogen anywhere in the parent compound; and --X--Y represents an organic group containing no chelating heteroatom closer than four atoms from a chelating heteroatom in the parent compound and X is a stable bridge containing certain groups and Y is selected from (a) specified relative groups allowing coupling to other compounds and (b) residues of compounds participating in biospecific affinity reactions.Type: GrantFiled: March 6, 1991Date of Patent: June 1, 1993Assignee: Wallac OyInventors: Veli-Matti Mukkala, Christian Sund, Marek Kwiatkowski
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Patent number: 5202337Abstract: The invention relates to new 7-(2,7-Diazabicyclo[3.3.0]octyl)-3-quinolone- and -naphthyridonecarboxylic acid derivatives, processes for their preparation, and antibacterial agents and feed additives containing them.Type: GrantFiled: October 3, 1991Date of Patent: April 13, 1993Assignee: Bayer AktiengesellschaftInventors: Uwe Petersen, Thomas Schenke, Michael Schriewer, Klaus Grohe, Andreas Krebs, Ingo Haller, Karl G. Metzger, Klaus-Dieter Bremm, Rainer Endermann, Hans-Joachim Zeiler
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Patent number: 5194615Abstract: A novel product obtained by reacting an alkali metal salt of nicotinic acid with a trivalent chromium salt and having glucose tolerance factor activity, a process for its production and a method for its use, are disclosed.Type: GrantFiled: September 4, 1990Date of Patent: March 16, 1993Assignee: The William Seroy GroupInventor: Ned L. Jensen
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Patent number: 5182370Abstract: Comounds having the formula ##STR1## wherein: a is 2 or 3; b is an integer from 0 to 4;Me.sup.(a+) is an ion of an element of atomic number from 57 to 70 or an ion of a transition metal of atomic number 21-29, 42 or 44;E.sup.(b+) is one or more physiologically biocompatible cation of an inorganic or an organic base or amino acid, said cation representing a total positive charge of b units;S is the group --A--O--R wherein:A is --(CH.sub.2).sub.m --; --CH.sub.2 --C(CH.sub.3).sub.2 --; m is an integer from 1 to 5; R is H; linear or branched alkyl of 1 to 8 carbon atoms, said carbon atoms being unsubstituted or substituted by one or more hyroxy group; aralkyl of 1 to 4 aliphatic carbon atoms; phenyl or phenyl substituted by halogen, amino, hydroxy or trifluoromethyl; (poly)-oxa-alkyl of 1 to 10 oxygen atoms and from 3 to 30 carbon atoms;R.sub.1 is R.sub.2 or --CH.sub.2 COOZ; --CH(CH.sub.3)COOZ; --(CH.sub.2).sub.n --N(CH.sub.2 COOZ).sub.Type: GrantFiled: December 13, 1989Date of Patent: January 26, 1993Assignee: Bracco Industria Chimica S.p.A.Inventors: Ernst Felder, Luciano Fumagalli, Fulvio Uggeri, Giorgio Vittadini
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Patent number: 5173484Abstract: An antibacterially active quinolone or naphthyridonecarboxylic acid derivative of the formula ##STR1## in which R.sup.1 stands for various organic radical,R.sup.2 stands for hydrogen, alkyl having 1 to 4 carbon atoms or (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl,R.sup.3 stands for hydrogen or amino,R.sup.4 stands for a radical of the formula ##STR2## A stands for N or C-R.sup.5, whereinR.sup.5 stands for hydrogen, halogen methyl, cyano or nitro or else together with R.sup.1 can form a bridge of the structure ##STR3## or a pharmaceutically utilizable hydrate, acid addition salt, alkali metal salt, alkaline earth metal salt, silver salt or guanidinium salt of the carboxylic acid when R.sup.2 is hydrogen.Type: GrantFiled: May 14, 1991Date of Patent: December 22, 1992Assignee: Bayer AktiengesellschaftInventors: Uwe Petersen, Thomas Schenke, Klaus Grohe, Michael Schriewer, Ingo Haller, Karl G. Metzger, Rainer Endermann, Hans-Joachim Zeiler
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Patent number: 5162335Abstract: The invention relates to new di- and tetrahydroisoquinoline derivatives having interesting cytostatic properties, to the preparation of the said new compounds, and to compositions comprising such a compound as a cytostatically active substance.Type: GrantFiled: November 27, 1989Date of Patent: November 10, 1992Assignee: Duphar International Research B.V.Inventors: Maurits E. A. Vandewalle, Johan T. A. Van der Eycken, Ineke van Wijngaarden, Roelof van Hes, Antonius Hulkenberg, Christophorus M. J. F. Keet
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Patent number: 5157136Abstract: The present invention relates a precursor metal organic compound of the formula:(R.sub.3 --Si).sub.3 --Y--Q--M--A (I)wherein M is selected from the Group IIb elements of zinc, cadmium, or mercury;A is selected from amide, alkyl having from 1 to 10 carbon atoms, aryl, substituted aryl, or --Q'--Y'--(Si--R'.sub.3).sub.3 L.sub.2 wherein L is selected from nothing or a Lewis base ligand,Q and Q' are each independently selected from Group VIa elements of sulfur, selenium, or tellurium; andY and Y' are each independently selected from carbon, silicon, germanum and tin, andR and R' are each independently selected from alkyl having from 1 to 10 carbon atoms, aryl or substituted aryl.In a preferred embodiment, A is --Q'--Y'--(Si--R'.sub.3)L.sub.2 where L is nothing or a Lewis base ligand, especially wherein Q.dbd.Q', Y.dbd.Y' and R.dbd.R'. Methods of producing these compounds are also disclosed.Type: GrantFiled: April 9, 1991Date of Patent: October 20, 1992Assignee: Regents of the University of CaliforniaInventors: John Arnold, Phillip J. Bonasia
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Patent number: 5149853Abstract: In a process for the production of thin films and epitaxial layers by gas-phase deposition, intramolecularly stabilized organometallic compounds are employed as a source of metal.Type: GrantFiled: November 8, 1991Date of Patent: September 22, 1992Assignee: Merck Patent Gesellschaft mit beschraenkter HaftungInventors: Dietrich Erdmann, Max E. Van Ghemen, Ludwig Pohl, Herbert Schumann, Uwe Hartmann, Wilfried Wassermann, Meino Heyen, Holger Jurgensen
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Patent number: 5130437Abstract: Manganese(II) chelates of N,N'-bis-(pyridoxal)alkylenediamine-N,N'-diacetic acids, N,N'-bis-(pyridoxal)-1,2-cycloalkylenediamine-N,N'-diacetic acids, N,N'-bis-(pyridoxal)-1,2-arylenediamine-N,N'-diacetic acids, N,N'-bis-(pyridoxal)alkylenediamine-N-acetic acids, N,N'-bis-(pyridoxal)-1,2-cycloalkylenediamine-N-acetic acids, N,N'-(pyridoxal)-1,2-arylenediamine-N-acetic acids, and their salts are highly stable, superior NMRI contrast agents. They maintain the manganese(II) ion in the +2 valence state. Preferred contrast agents are manganese(II) ion chelates of N,N'-bis-(pyridoxal)ethylenediamine-N,N'-diacetic acid, N,N'-bis-(pyridoxal)trans-1,2-cyclohexylenediamine-N,N'-diacetic acid, and the salts and esters thereof.Type: GrantFiled: September 6, 1990Date of Patent: July 14, 1992Assignee: Salutar, Inc.Inventors: Scott M. Rocklage, Steven C. Quay
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Patent number: 5130431Abstract: N,N'-bis-(pyridoxal-5-phosphate)-alkylenediamine-N,N'-diacetic acids, N,N'-bis-(pyridoxal-5-phosphate)-1,2-cycloalkylenediamine-N,N'-diacetic acids, and N,N'-bis-(pyridoxal-5-phosphate)-1,2-arylenediamine-N,N'-diacetic acids, the corresponding monophosphate compounds and monoacetic acid compounds, and their salts and esters form stable, highly soluble chelates with paramagnetic metal ions, and are highly effective NMRI contrast agents. Preferred contrast agents are paramagnetic ion chelates of N,N'-bis-(pyridoxal-5-phosphate)ethylenediamine-N,N'-diacetic acid, N,N'-bis-(pyridoxal-5-phosphate)trans-1,2-cyclohexylenediamine-N,N'-diacet ic acid, N,N'-bis-(pyridoxal-5-phosphate)trans-1,2-arylenediamine-N,N'-diacetic acid, and the soluble calcium salts thereof.Type: GrantFiled: July 6, 1990Date of Patent: July 14, 1992Assignee: Salutar, Inc.Inventors: Scott M. Rocklage, Steven C. Quay
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Patent number: 5091169Abstract: N,N'-bis-(pyridoxal-5-phosphate)-alkylenediamine-N,N'-diacetic acids, N,N'-bis-(pyridoxal-5-phosphate)-1,2-cycloalkylenediamine-N,N'-diacetic acids, and N,N'-bis-(pyridoxal-5-phosphate)-1,2-arylenediamine-N,N'-diacetic acids, the corresponding monophosphate compounds and monoacetic acid compounds, and their salts and esters form stable, highly soluble chelates with paramagnetic metal ions, and are highly effective NMRI contrast agents. Preferred contrast agents are paramagnetic ion chelates of N,N'-bis-(pyridoxal-5-phosphate)ethylenediamine-N,N'-diacetic acid, N,N'-bis-(pyridoxal-5-phosphate)trans-1,2-cyclohexylenediamine-N,N'diaceti c acid, N,N'-bis-(pyridoxal-5-phosphate)trans-1,2-arylenediamine-N,N'-diacetic acid, and the soluble calcium salts thereof.Type: GrantFiled: June 23, 1989Date of Patent: February 25, 1992Assignee: Salutar, Inc.Inventors: Scott M. Rocklage, Steven C. Quay
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Patent number: 5080708Abstract: Isoxazole(isothiazole)-5-carboxamides of the formula ##STR1## where X is oxygen or sulfur,R.sup.1 is hydrogen, substituted or unsubstituted alkyl, alkoxy, substituted or unsubstituted cycloalkyl, a 5- or 6-membered heterocyclic radical having one or two heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen, and which may be substituted, or substituted or unsubstituted phenyl, orR.sup.2 is formyl, 4,5-dihydrooxazol-2-yl or a radical of the formula COYR.sup.5 or CONR.sup.6 R.sup.7, whereY is oxygen or sulfur,R.sup.5 ishydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, haloalkenyl, substituted or unsubstituted alkynyl,cycloalkyl,cycloalkenyl,substituted or unsubstituted phenyl,a 5- or 6-membered heterocyclic radical having one or two heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen,cycloalkanimino, phthalimido, succinimido, or a radical ##STR2## R.sup.3 and R.sup.Type: GrantFiled: April 13, 1989Date of Patent: January 14, 1992Assignee: BASF AktiengesellschaftInventors: Wolfgang Freund, Thomas Kuekenhoehner, Gerhard Hamprecht, Bruno Wuerzer, Karl-Otto Westphalen, Norbert Meyer, Hans Theobald
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Patent number: 5041579Abstract: Platinum complexes of cis-diaminocyclohexanol or cis-diaminocyclohexane, with the exclusion of platinum complexes of 2-deoxystreptamine, having high anti-tumor activity, low toxicity, water-solubility and exhibiting no cross-resistance to cis-platin.Type: GrantFiled: September 23, 1988Date of Patent: August 20, 1991Assignee: Ajinomoto Co., Inc.Inventors: Seiichi Nishi, Kazuo Ohishi, Kunisuke Izawa, Tsuyoshi Shiio, Tetsuo Suami
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Patent number: 5036074Abstract: The invention concerns new pyridine derivatives of the formula ##STR1## wherein X signifies a group ##STR2## and R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 have the significances given in the description, and their N-oxides, N-amino salts, copper complexes and acid addition salts, processes for the manufacture of these substances, fungicidal compositions which contain these substances as the active ingredient and the use of such substances and compositions for the control of fungi in agriculture and in horticulture.Type: GrantFiled: February 20, 1990Date of Patent: July 30, 1991Assignee: Ciba-Geigy CorporationInventors: Hans P. Isenring, Beat Zehnder, Hugo Ziegler
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Patent number: 5034552Abstract: Platinum complexes of the general formula I[(R.sup.1 NH.sub.2).sub.n Pt].sub.q Y.sub.m X.sub.p (I)in which Y is a phosphonic acid ligand, and the preparation thereof, are described. The platinum complexes are suitable as active substances in pharmaceuticals, in particular for controlling cancers.Type: GrantFiled: August 18, 1989Date of Patent: July 23, 1991Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Bernhard K. Keppler, Helmut Blum
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Patent number: 4996337Abstract: This disclosure sets forth a novel process for producing cisplatin analogs which possess antitumor activity.Type: GrantFiled: March 13, 1990Date of Patent: February 26, 1991Assignee: American Cyanamid CompanyInventors: Panayota Bitha, Joseph J. Hlavka, Yang-I Lin
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Patent number: 4992554Abstract: N,N'-bis-(pyridoxal-5-phosphate)-alkylenediamine-N,N'-diacetic acids, N,N'-bis-(pyridoxal-5-phosphate)-1,2-cycloalkylenediamine-N,N'-diacetic acids, and N,N'-bis-(pyridoxal-5-phosphate)-1,2-arylenediamine-N,N'-diacetic acids, the corresponding monophosphate compounds and monoacetic acid compounds, and their salts and esters form stable, highly soluble chelates with paramagnetic metal ions, and are highly effective NMRI contrast agents. Preferred contrast agents are paramagnetic ion chelates of N,N'-bis-(pyridoxal-5-phosphate)ethylenediamine-N,N'-diacetic acid, N,N'-bis-(pyridoxal-5-phosphate)trans-1,2-cyclohexylenediamine-N,N'-diacet ic acid, N,N'-bis-(pyridoxal-5-phosphate)trans-1,2-arylenediamine-N,N'-diacetic acid, and the soluble calcium salts thereof.Type: GrantFiled: June 23, 1989Date of Patent: February 12, 1991Assignee: Salutar, Inc.Inventors: Scott M. Rocklage, Steven C. Quay
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Patent number: 4971989Abstract: Substituted 1-arylpyrazoles useful in combating insects having the arachnida and nematodes of the formula ##STR1## in which R.sup.1 represents hydrogen or alkyl,R.sup.2 represents alkyl or halogenoalkyl,R.sup.3 represents hydrogen or alkanoyl,R.sup.4 represents hydrogen, alkyl, hydroxyalkyl, alkoxyalkyl, alkylthioalkyl, halogenoalkyl, alkenyl, halogenoalkenyl or alkinyl, in each case optionally substituted cycloalkyl, aralkyl or aryl, or, when X represents oxygen or sulphur, R.sup.4 can represent a cation equivalent which is bonded in a salt-like manner,A represents a double-linked alkylene radical,X represents oxygen, sulphur or a radical ##STR2## Ar represents optionally substituted phenyl, pyridyl and n represents a number 0, 1 or 2, where R.sup.5 represents hydrogen, alkyl, hydroxylalkyl, alkoxyalkyl, alylthioalkyl, halogenoalkyl, alkenyl, halogenoalkenyl or alkinyl, or represents optionally substituted cycloalkyl, aralkyl or aryl.Type: GrantFiled: March 22, 1990Date of Patent: November 20, 1990Assignee: Bayer AktiengesellschaftInventors: Uta Jensen-Korte, Schallner, Otto, Benedikt Becker, Jurgen Hartwig, Wilhelm Stendel
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Patent number: 4954492Abstract: A novel product obtained by reacting an alkali metal salt of nicotinic acid with a trivalent chromium salt and having glucose tolerance factor activity, a process for its production and a method for its use, are disclosed.Type: GrantFiled: November 14, 1989Date of Patent: September 4, 1990Assignee: The William Seroy GroupInventor: Ned L. Jensen
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Patent number: 4937358Abstract: This disclosure sets forth a novel process for producing cisplatin analogs which possess antitumor activity.Type: GrantFiled: December 8, 1988Date of Patent: June 26, 1990Assignee: American Cyanamid CompanyInventors: Panayota Bitha, Joseph J. Hlavka, Yang-I Lin
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Patent number: 4933456Abstract: N,N'-bis-(pyridoxal-5-phosphate)-alkylenediamine-N,N'-diacetic acids, N,N'-bis-(pyridoxal-5-phosphate)-1,2-cycloalkylenediamine-N,N'-diacetic acids, and N,N'-bis-(pyridoxal-5-phosphate)-1,2-arylenediamine-N,N'-diacetic acids, the corresponding monophosphate compounds and monoacetic acid compounds, and their salts and esters form stable, highly soluble chelates with paramagnetic metal ions, and are highly effective NMRI contrast agents. Preferred contrast agents are paramagnetic ion chelates of N,N'-bis-(pyridoxal-5-phosphate)ethylene-diamine-N,N'-diacetic acid, N,N'-bis-(pyridoxal-5-phosphate)trans-1,2-cyclohexylenediamine-N,N'-diacet ic acid, N,N'-bis-(pyridoxal-5-phosphate)trans-1,2-arylenediamine-N,N'-diacetic acid, and the soluble calcium salts thereof.Type: GrantFiled: May 8, 1987Date of Patent: June 12, 1990Assignee: Salutar, Inc.Inventors: Scott M. Rocklage, Steven C. Quay
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Patent number: 4923855Abstract: A novel product obtained by reacting an alkali metal salt of nicotinic acid with a trivalent chromium salt and having glucose tolerance factor activity, a process for its production and a method for its use, are disclosed.Type: GrantFiled: April 26, 1988Date of Patent: May 8, 1990Assignee: The William Seroy GroupInventor: Ned L. Jensen
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Patent number: 4921955Abstract: The invention relates to a process for the preparation of 1,5-disubstituted imidazoles of the formula ##STR1## by alkylation of an N-cyanoformamidine of the formula IIX--NH--CH.dbd.N--CH (II)to form an N,N-disubstituted N'-cyanoformamidine of the formula ##STR2## which is cyclised under the action of bases to form a 4-aminoimidazole of the formula ##STR3## and then reduced to form the product of the formula I. The invention relates also to a special process for the reduction of the aminoimidazole V to I, and to intermediate compounds for carrying out this process and to processes for the preparation of the intermediate compounds.The meaning of the substituents X and L is explained in detail in the text.Type: GrantFiled: December 18, 1987Date of Patent: May 1, 1990Assignee: Ciba-Geigy CorporationInventor: Werner Topfl
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Patent number: 4920195Abstract: A fluorescing lanthanide chelate of a lanthanide cation and a compound having the structure ##STR1## where X.sup.3, X.sup.4 and X.sup.5 that may be the same or different, each denotes a substituted ethynyl group, hydrogen, an alkyl group, an aryl group, a hydroxyl group, an alkoxyl group or an amino group, wherein at least one of X.sup.3, X.sup.4 and X.sup.5 denotes a substituted ethynyl group, and Z.sup.2 and Z.sup.6 that may be the same or different, each denotes a chelating group, hydrogen, an alkyl group or an amino group, wherein at least one of Z.sup.2 and Z.sup.6 denotes a chelating group.Type: GrantFiled: January 25, 1988Date of Patent: April 24, 1990Inventors: Jouko Kankare, Harri Takalo, Paavo Pasanen
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Patent number: 4916246Abstract: Compounds suitable for NMR imaging having the formula: ##STR1## wherein a is 2 or 3;b is an integer from 0 to 4;Me.sup.(a+) is Fe.sup.(2+), Fe.sup.(3+), Gd.sup.(3+), or Mn.sup.(2+) ;E.sup.(b+) is an ion of an alkali metal, alkaline earth metal, alkyl ammonium, alkanol ammonium, polyhydroxyalkyl ammonium, or basic protonated amino acid, said ions representing a total charge of b;m is an integer from 1 to 5;R is H, alkyl with from 1 to 8 carbon atoms, alkyl with from 1 to 8 carbon atoms wherein from 1 to 5 carbons are substituted with OH; aralkyl with 1 to 4 aliphatic carbon atoms; phenyl or phenyl substituted by halogen, hydroxyl, carboxyl, carboxamide, ester, SO.sub.3 H, sulfonamide, lower alkyl, lower hydroxy alkyl, amino, acylamino; (poly)oxa-alkyl with 1 to 50 oxygen atoms and from 3 to 150 carbon atoms, wherein 1 to 5 hydrogen atoms may be substituted by OH;R.sub.1 is the same as R.sub.2 oris --CH.sub.2 COOZ, --CH(CH.sub.3)COOZ, CH.sub.2 CH.sub.2 --N(CH.sub.2 COOZ).sub.Type: GrantFiled: January 12, 1987Date of Patent: April 10, 1990Assignee: Bracco Chimica S.p.A.Inventors: Ernst Felder, Fulvio Uggeri, Luciano Fumagalli, Giorgio Vittadini
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Patent number: 4889931Abstract: The process of this invention for preparing Mn(II) chelate comprises forming the Mn(II) chelate by mixing manganese(II) oxide (insoluble) with an aqueous suspension comprising a molar equivalent or molar excess of the insoluble protonated chelating compound at a temperature of from 20.degree. to 50.degree. C. When the reaction is carried out with a protonated chelating agent in the absence of base, a precipitate of the protonated Mn(II) chelate is formed. A low osmolarity Mn(II) chelate solution can be formed from the precipitates by dissolving them in an aqueous solution of base. When the initial chelate forming reaction is carried out in a solution containing a molar equivalent or excess of sodium hydroxide, a low osmolarity solution of the Mn(II) chelate is directly formed with most chelating agents. Preferred chelating compounds for this process include DPDP, DTPA, DCTA, EDTP, DOTA, DOXA, DO3A and EDTA.Type: GrantFiled: September 27, 1988Date of Patent: December 26, 1989Assignee: Salutar, Inc.Inventors: Scott M. Rocklage, William P. Cacheris, Gene Jamieson
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Patent number: 4857231Abstract: Thermochromic compounds containing the [Pt(dipic)Cl].sup.- anion. These compounds are yellow and monomeric at high temperatures or in low concentrations and abruptly change to red and polymeric at low temperatures or higher solution concentrations. This unusual property allows them to be used as temperature sensors.Type: GrantFiled: June 6, 1988Date of Patent: August 15, 1989Assignee: Iowa State University Research Foundation, Inc.Inventors: Nenad M. Kostic, Xia-Ying Zhou
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Patent number: 4851396Abstract: Nicotinic acid derivatives They are of formula: ##STR1## with: Z=OR, with R=optionally substituted C.sub.1 -C.sub.18 -alkyl, C.sub.2 -C.sub.18 -alkenyl, C.sub.2 -C.sub.5 -alkynyl, phenyl or phenoxy;Y=H, hal, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy andn=1 to 3.Fungicidal products for agricultural use.Type: GrantFiled: May 18, 1987Date of Patent: July 25, 1989Assignee: Rhone-Poulenc AgrochimieInventors: Claude Lambert, Regis Pepin
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Patent number: 4820716Abstract: 7-(1-Pyrrolidinyl)-3-quinolonecarboxylic acid derivatives of the formula ##STR1## in which A is CH, CCl, CF or N,R.sup.1 is hydroxyl, hydroxymethyl or mercapto andR.sup.2 is hydrogen, alkyl, having 1 to 4 carbon atoms or (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl,with the proviso that, when R.sup.1 is hydroxy, A is not CF or N, or pharmaceutically acceptable hydrates, or salts thereof, are useful as antibacterials and animal feed utilization promoters.Type: GrantFiled: February 12, 1987Date of Patent: April 11, 1989Assignee: Bayer AktiengesellschaftInventors: Uwe Petersen, Klaus Grohe, Hans-Joachim Zeiler, Karl G. Metzger
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Patent number: 4798619Abstract: There are provided novel 2-(2-imidazolin-2-yl)pyridine and quinoline compounds, and a method for controlling a wide variety of annual and perennial plant species therewith.Type: GrantFiled: April 10, 1986Date of Patent: January 17, 1989Assignee: American Cyanamid Co.Inventor: Marinus Los
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Patent number: 4797393Abstract: A bis-platinum complex having the structure: ##STR1## wherein X and Y are the same or different ligands and are halide, sulphate, phosphate, nitrate, carboxylate, substituted carboxylate or dicarboxylate. B and C are the same or different and are primary or secondary amines, or pyridine type nitrogens. A is a diamine or polyamine wherein the primary amine N atoms are coordinated to the Pt atom such that platinum is present as Pt.sup.2+. The complexes are useful in the inhibition of tumors.Type: GrantFiled: July 25, 1986Date of Patent: January 10, 1989Assignee: University of Vermont and State Agricultural CollegeInventors: Nicholas Farrell, Miles P. Hacker, John J. McCormack, Sergio G. DeAlmeida
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Patent number: 4791204Abstract: Compositions comprising(a) a pyrrolopyrrole of formula I ##STR1## wherein A and B are identical or different alkyl, aralkyl, aryl or heterocyclic aromatic radicals, R.sub.1 and R.sub.2 are hydrogen atoms, unsubstituted or substituted alkyl radicals, and also alkenyl, alkynyl, aralkyl, cycloalkyl, carbamoyl, alkylcarbamoyl, arylcarbamoyl, alkoxycarbonyl, aryl, alkanoyl or aroyl groups, and X is an --O-- or --S-- atom, and(b) a pyrrolopyrrole of the above formula I that contains at least one group of formula --SO.sub.3 L, --CO.sub.2 L, --PO.sub.3 (L).sub.2, --N(R.sub.4)(R.sub.5 ), ##STR2## oder --NHCOR wherein L is --H, a group of formula M.sub.n.sup.+n or N.sup.+ H(R.sub.3)(R.sub.4)(R.sub.5), M is a monovalent, divalent or trivalent metal cation, n is 1, 2 or 3, R.sub.3 R.sub.4 and R.sub.5 are each independently --H or alkyl, aralkyl, C.sub.5 -C.sub.6 cycloalkyl or aryl radicals, or R.sub.4 and R.sub.Type: GrantFiled: November 19, 1986Date of Patent: December 13, 1988Assignee: Ciba-Geigy CorporationInventors: Max Jost, Abul Iqbal, Alain C. Rochat
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Patent number: 4772708Abstract: Derivatives of 4-hydroxy-methyl-piperidine having general formula: ##STR1## wherein: R.sub.1, R.sub.2, R.sub.3 and R.sub.4 may be alkyl or may form, with the carbon they are bound to, a cycloalkyl group or the group ##STR2## with R.sub.6, R.sub.7, R.sub.8 and R.sub.9 being hydrogen or alkyl; R.sub.5 may be H, alkyl, aryl, alkenyl, etc.; Y may be an organic or inorganic group or atom having a valence from 1 to 4 and n is an integer from 1 to 4.The use of the derivatives of the alkyl-substituted 4-hydroxy-methyl-piperidine of formula (I) as stabilizers of polymeric substances, and polymeric compositions stabilized with said piperdine derivatives.This invention relates to new derivatives of alkyl-substituted 4-hydroxy-methyl-piperidine, to the use thereof as stabilizers of polymeric substances usually subject to worsening owing to thermal and/or photo-oxidation, and to the polymeric compositions stabilized with said derivatives.Type: GrantFiled: March 20, 1987Date of Patent: September 20, 1988Assignee: Ausimont S.p.A.Inventors: Piero Di Battista, Gilberto Nucida
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Patent number: 4764632Abstract: This invention relates to novel compositions of matter which are multifunctional amino zirconium aluminum metallo organic complexes which are comprised of a chemically united complex aluminum moiety, a tetravalent zirconium moiety, and a multifunctional amino acid wherein the acid is chemically bound to both the aluminum and zirconium centers.Such compositions are useful in promoting adhesion of adhesives, sealants, and coatings to metal, rubber, glass, plastic, coatings, and wood thereby enhancing strength properties and prolonging useful service life when such products are exposed to aggressive environments.Futher described is the specific process for the preparing of such compositions in organic media with desirable stability of the metal centers toward polymerization and related hydrolysis.Type: GrantFiled: January 7, 1986Date of Patent: August 16, 1988Assignee: Cavedon Chemical Company, Inc.Inventor: Lawrence B. Cohen
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Patent number: 4734406Abstract: Compounds of the formula I ##STR1## in which R.sup.1, R.sup.2, R.sup.3 and Y have the indicated meanings, their physiologically tolerated acid addition salts, and a process for the preparation of these compounds, are described. The compounds inhibit thromboxane synthetase and can thus be used as medicaments.Type: GrantFiled: March 11, 1986Date of Patent: March 29, 1988Assignee: Hoechst AktiengesellschaftInventors: Hans-Hermann Lau, Wilhelm Bartmann, Gerhard Beck, Gunther Wess
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Patent number: 4638068Abstract: There are provided novel 2-(2-imidazolin-2-yl)pyridine and quinoline compounds, a process and intermediate compounds for the preparation thereof, and a method for controlling a wide variety of annual and perennial plant species therewith.Type: GrantFiled: May 25, 1982Date of Patent: January 20, 1987Assignee: American Cyanamid CompanyInventor: Marinus Los
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Patent number: 4602946Abstract: As new compounds, substituted aryloxy benzoyl amino acid esters having the formula ##STR1## in which R is NO.sub.2, hydrogen or halogen; R' is H, lower alkyl having from about 1 to about 6 carbon atoms, PO.sub.3 R'2, SCC1.sub.3, or any combination thereof; R" is lower alkyl having from about 1 to about 8 carbon atoms, hydrogen, aryl, or a salt-forming cation selected from alkaline earth metals, magnesium, calcium, barium, iron, copper, zinc, and any other agriculturally acceptable salt; n is 1, 2, 3 or 4; W is oxygen, sulfur, or nitrogen; X is CH or nitrogen; Y is chlorine, bromine, fluorine, iodine, methyl, hydrogen or cyano; and Z is hydrogen, chlorine, bromine, iodine, fluorine, or CH.sub.m F.sub.3-m where m is the integer 0, 1, 2 or 3. These compounds are useful as herbicides.Type: GrantFiled: February 25, 1985Date of Patent: July 29, 1986Assignee: Stauffer Chemical CompanyInventor: Sreeramulu Nagubandi
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Patent number: 4590288Abstract: A polydentate binucleating ligand having at least four donor sites selected from N, O and S, complexed with two atoms of the same metal, forms a coordination complex useful in homogeneous catalysis. Most preferably, all the metal cations are Cu cations and the ligand has a meta-xylyl functionality.Type: GrantFiled: June 29, 1983Date of Patent: May 20, 1986Assignee: Exxon Research and Engineering Co.Inventor: Lawrence P. Klemann
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Patent number: 4537971Abstract: This invention relates to improved processes for the manufacture of quinolinic acid run with a higher concentration of reactants in the initial step wherein quinoline is oxidized with hydrogen peroxide in an aqueous sulfuric acid solution in the presence of copper sulfate to prepare copper quinolinate, and in subsequent steps converting the copper quinolinate from the initial step to quinolinic acid by treating the copper salt with alkali to form the water soluble alkali salt form of quinolinic acid precipitating the copper as insoluble cupric oxide and thereafter treating the soluble alkali salt form with acid to obtain the quinolinic acid, the improvement whereby the reaction of the initial step is carried out in a thermally controllable and safe manner and the formation of by-products is minimized which comprises in the initial step adding separately either in portion-wise multiple and approximately equal portions or adding continuously and simultaneously over a period of time each of the following, the suType: GrantFiled: September 26, 1983Date of Patent: August 27, 1985Assignee: The Hilton-Davis Chemical Co.Inventors: Robert W. J. Rebhahn, James E. Kassner, Raymond E. Werner
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Patent number: 4532342Abstract: N-substituted amino acids are described which when coupled with 1,2,3,4-tetrahydroisoquinolines result in substituted acyl derivatives of 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acids as anti-hypertensive agents. The novel intermediates are in turn prepared by reacting an amino acid such as alanine with 2-bromo-4-phenyl butanoic acid or an ester thereof.Type: GrantFiled: June 8, 1982Date of Patent: July 30, 1985Assignee: Warner-Lambert CompanyInventors: Milton L. Hoefle, Sylvestor Klutchko
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Patent number: 4489002Abstract: Compounds of the general formula I ##STR1## where E is --CH.dbd. or --N.dbd., K is the radical of an amine or of a coupling component of the benzene, naphthalene, pyrazole, pyridine, pyrimidine, quinoline or isoquinoline series, or the radical of a 1,3-dicarbonyl compound which can be coupled, X is --O-- or --COO--, Y is --O--, --COO-- or --NH--, Z.sup.1 and Z.sup.2 independently of one another are unsubstituted or substituted alkyl or cycloalkyl, and one of them may furthermore be unsubstituted or substituted aryl, or Z.sup.1 and Z.sup.2 together with the nitrogen atom are a heterocyclic radical, and Z is unsubstituted or substituted C.sub.2 - or C.sub.3 -alkylene, from 1 to 4 sulfonic acid groups can be present and the rings A and B can be further substituted or can carry a fused benzene ring.The compounds of the present invention are suitable for dyeing or printing natural or synthetic N-containing materials, i.e., wool, leather or polyamide or polyurethane fibers, as wells as for coloring inks.Type: GrantFiled: June 4, 1982Date of Patent: December 18, 1984Assignee: BASF AktiengesellschaftInventors: Hans Baumann, Klaus Grychtol