The Metal Is Bonded Directly To Chalcogen Which Chalcogen Is Attached Directly Or Indirectly To The Six-membered Hetero Ring By Nonionic Bonding Patents (Class 546/6)
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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: 5318946Abstract: 2-(Heteroaryloxyphenoxy)alkylsulfonate compounds which are effective for the selective control of grass weed species in the presence of crops are described. Also described are a method for the selective herbicidal use of the compounds and a method for their preparation.Type: GrantFiled: November 27, 1991Date of Patent: June 7, 1994Assignee: American Cyanamid CompanyInventors: Michael E. Condon, Michael A. Guaciaro
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Patent number: 5278154Abstract: Compounds of formula (I): ##STR1## in which: R.sub.1 or R.sub.4, which are identical or different, represent hydrogen or alkyl,R.sub.2 represents hydrogenm or alkyl, hydroxymethyl, --CH.sub.2 OPO(OH).sub.2 or --CH.sub.2 OPO(ONa).sub.2,R.sub.3 represents hydrogen, alkyl or hydroxyl or any one of the following groups: ##STR2## in which: T represents oxygen or sulfur,n represents an integer between 1 and 4,R.sub.5 represents hydrogen or alkyl,X represents nitrogen, CH or CR'.sub.3 (in which R'.sub.3 has the same meaning as R.sub.3 except in the case where R.sub.3 represents hydroxyl),A represents alkylene of formula --(CH.sub.2).sub.p --in which p represents an integer between 2 and 4, optionally substituted by one or more linear or branched (C.sub.1 -C.sub.Type: GrantFiled: December 31, 1992Date of Patent: January 11, 1994Assignee: Adir et CompagnieInventors: Jean-Michel Lacoste, Jacques Duhault, Denis Ravel
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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: 5266565Abstract: Compounds of formula (I): ##STR1## in which: R.sub.1 or R.sub.4, which are identical or different, represent hydrogen or alkyl,R.sub.2 represents hydrogenm or alkyl, hydroxymethyl, --CH.sub.2 OPO(OH).sub.2 or --CH.sub.2 OPO(ONa).sub.2,R.sub.3 represents hydrogen, alkyl or hydroxyl or any one of the following groups: ##STR2## in which: T represents oxygen or sulfur,n represents an integer between 1 and 4,R.sub.5 represents hydrogen or alkyl,X represents nitrogen, CH or CR'.sub.3 (in which R'.sub.3 has the same meaning as R.sub.3 except in the case where R.sub.3 represents hydroxyl),A represents alkylene of formula --(CH.sub.2).sub.p -in which p represents an integer between 2 and 4, optionally substituted by one or more linear or branched (C.sub.1 -C.sub.Type: GrantFiled: July 2, 1992Date of Patent: November 30, 1993Assignee: Adir et CompagnieInventors: Jean-Michel Lacoste, Jacques Duhault, Denis Ravel
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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: 5196412Abstract: The present invention relates to compounds of gallium (III) which can be given orally to achieve high serum levels of gallium (III) for the treatment of hypercalcemia of malignancy and related disorders of bone metabolism. Complexes of gallium (III) of the formula (I) ##STR1## wherein R.sub.1 is C.sub.1 -C.sub.8 n-alkyl and R.sub.2 is H or C.sub.1 -C.sub.2 alkyl, or R.sub.1 and R.sub.2 together form tetra- or penta-methylene and wherein said complex is useful in increasing calcium content of bone tissue and decreasing bone resorption, are used in an amount sufficient to cause an increase in calcium content of said bone and to cause decreased bone resorption.Type: GrantFiled: March 6, 1991Date of Patent: March 23, 1993Assignee: Johnson Matthey, Inc.Inventors: Fontaine C. Bradley, Chris M. Giandomenico, Michael J. Abrams, Danielle T. Frost, Jean F. Vollano
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Patent number: 5194626Abstract: Metal complexes of azines of the formula ##STR1## in which X denotes hydrogen or halogen,R denotes hydrogen or an organic radical,R.sub.1 denotes hydrogen or an organic radical,R.sub.2 denotes an organic radical, in which R.sub.1 and R.sub.2 together with the C atom linking them can also form a carbocyclic or heterocyclic ring or a carbocyclic or heterocyclic ring system in which the rings and ring systems mentioned can also be substituted, and one of the radicals R.sub.1, R.sub.2 or R.sub.1 and R.sub.2 together contain a group capable of forming a metal salt, and processes for pigmenting using these metal complexes.Type: GrantFiled: January 17, 1992Date of Patent: March 16, 1993Assignee: Bayer AktiengesellschaftInventors: Meinhard Rolf, Bernd Kaletta
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Patent number: 5177068Abstract: Iron complexes comprising a ferric cation in combination with at least two different ligands, at least one of which is provided by a compound being:(1) 3-hydroxy-4-pyrone or a 3-hydroxy-4-pyrone in which one or more of the hydrogen atoms attached to ring carbon atoms are replaced by an aliphatic hydrocarbon group of 1 to 6 carbon atoms; or(2) a 3-hydroxypyrid-2-one or 3-hydroxypyrid-4-one in which the hydrogen atom attached to the nitrogen atom is replaced by an aliphatic acyl group, by an aliphatic hydrocarbon group of 1 to 6 carbon atoms, or by an aliphatic hydrocarbon group substituted by one or more substituents selected from aliphatic acyl, alkoxy, alphatic amide, aliphatic ester, halogen and hydroxy groups and, optionally, in which one or more of the hydrogen atoms attached to ring carbon atoms are replaced by one of said substituents, by an aliphatic hydrocarbon group of 1 to 6 carbon atoms, or by an aliphatic hydrocarbon group substituted by an alkoxy, aliphatic ester, halogen or hydroxy group; the chType: GrantFiled: May 8, 1989Date of Patent: January 5, 1993Assignee: National Research Development CorporationInventors: Brian A. Callingham, Robert C. Hider, George Kontoghiorghes, Michael A. Stockham
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Patent number: 5169953Abstract: Compositions containing(a) at least one 1,4-diketopyrrolo[3,4-c]pyrrole of the formula I, II, IIa, III or IV ##STR1## and (b) an auxiliary redox system from the ferrocyanide, ferrocene or ammonium iron (II) sulfate series in combination with at least one conductive salt (c), where, in the formula I,R and R.sub.2 are, for example, --H and R.sub.1 is --SO.sub.3 Na,in the formulae II and IIa, R and R.sub.3 are, for example, --H, R.sub.1 is --SO.sub.3 H and p is 3,in the formula III, R.sub.4 and R.sub.5 are, for example, phenyl and R.sub.6 and R.sub.7 are, for example, methyl, andin the formula IV R.sub.8 and R.sub.9 are, for example, phenyl,are suitable as electrochromic materials in display systems.Type: GrantFiled: July 16, 1991Date of Patent: December 8, 1992Assignee: Ciba-Geigy CorporationInventors: Jin Mizuguchi, Alain C. Rochat
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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: 5145963Abstract: An optical information recording medium is disclosed, which comprises a substrate and an organic recording layer formed thereon comprising a polymethine dye and a dithiolate transition metal complex compound having formula (I): ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 each independently represent hydrogen, a halogen, an alkyl group having 1 to 6 carbon atoms, or a perfluoroalkyl group having 1 to 6 carbon atoms; R.sup.4 and R.sup.5 each independently represent hydrogen, an alkyl group having 1 to 6 carbon atoms, an aryl group or a cyano group, which may form a heterocyclic ring; X represents a cation; M represents a transition metal; n is an integer of 0 to 2, which represents the valence number of the transition metal; and m represents the number of cations, which is an integer of 0 to 2, corresponding to the valence number of the transition metal. Furthermore, novel dithiolate nickel complex compounds for use in the optical information recording medium are disclosed.Type: GrantFiled: September 18, 1990Date of Patent: September 8, 1992Assignee: Ricoh Company, Ltd.Inventor: Kazukiyo Nagai
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Patent number: 5134237Abstract: Compounds of the formula ##STR1## wherein Me denotes Zn, Cu, Co (II) or Ni;R.sub.1 denotes hydrogen, optionally substituted aryl or optionally substituted hetaryl;R.sub.2 denotes hydrogen, optionally substituted alkyl, cycloalkyl, aralkyl, aryl or hetaryl;R.sub.3 denotes a substituent;n denotes 0-4; andR.sub.4 denotes hydrogen or methyl;are suitable for pigmenting macromolecular substances and give very fast pigmentation.Type: GrantFiled: October 31, 1990Date of Patent: July 28, 1992Assignee: Bayer AktiengesellschaftInventor: Meinhardt Rolf
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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: 5130320Abstract: Novel compounds represented by the formula: ##STR1## wherein R represents hydrogen, optionally substituted alkyl radicals having from 1 to about 10 carbon atoms, optionally substituted alkenyl radicals having from 1 to about 10 carbon atoms, optionally substituted aryl, alkaryl and aralkyl radicals having from about 6 to about 16 carbon atoms and optionally substituted acyl and acyloxy radicals having from about 1 to about 10 carbon atoms, manifest glycosidase inhibition activity.Type: GrantFiled: March 21, 1991Date of Patent: July 14, 1992Assignee: Monsanto CompanyInventors: Daniel P. Getman, Gary A. DeCrescenzo
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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: 5047557Abstract: Compounds of the formula I ##STR1## in which Me is Ti, Zr or Hf, R.sub.1 is a group transferable to aldehyde, keto or imine groups, for example methyl, allyl, vinyl or the radical of an enol or enamine, R.sub.2 is, for example, cyclopentadienyl, R.sub.3 and R.sub.4 are, for example, H or alkyl, R.sub.5 is, for example, phenyl and the C(1) and C(2) atoms are chiral and have predominantly one configuration, are suitable for use as chiral reactants for aldehydes, ketones and imines for the preparation of both enantiomers of secondary or tertiary alcohols or tertiary amines.Type: GrantFiled: February 16, 1990Date of Patent: September 10, 1991Assignee: Ciba-Geigy CorporationInventors: Andreas Hafner, Rudolf Duthaler, Guido Bold
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Patent number: 5028725Abstract: This invention relates to novel compounds which are precursors for di- and triarylmethane dye precursor compounds possessing a thiolactone, dithiolactone or thioether ring-closing moiety.Type: GrantFiled: December 7, 1989Date of Patent: July 2, 1991Assignee: Polaroid CorporationInventor: Patrick F. King
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Patent number: 4994259Abstract: 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'-bis-(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: July 14, 1989Date of Patent: February 19, 1991Assignee: Salutar, Inc.Inventors: Scott M. Rocklage, Steven C. Quay
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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: 4970248Abstract: Azine pigment which has one of the possible tautomeric forms of the formula I ##STR1## and which is present in its c-crystalline modification, which is characterized by the interplanar spacings (relative intensity) 3.29 (100); 3.60 (24); 3.73 (28); 4.64 (28); 6.23 (31); 6.97 (23); 8.05 (67); 9.36 (34); 12.63 (67); 13.96 (32) and 16.35 (30).This pigment is excellently suitable for coloring high-molecular weight organic material, in particular automobile paints.Type: GrantFiled: May 22, 1989Date of Patent: November 13, 1990Assignee: Ciba-Geigy CorporationInventor: Martin Tanner
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Patent number: 4935518Abstract: Managanese(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'-bis-(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: May 8, 1987Date of Patent: June 19, 1990Assignee: Salutar, Inc.Inventors: Scott M. Rocklage, Steven C. Quay
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Patent number: 4921317Abstract: The present invention relates to a metal complex compound useful in an infrared absorbent prepared by coordinating two bidentate ligands of the following formula (iii): ##STR1## wherein R.sup.1 and R.sup.2 each independently represents a hydrogen atom, a cyano group, or a substituted or unsubstituted alkyl, aryl or heterocyclic group, which may be the same or different.The present invention is further directed to an infrared absorbing composition comprising a metal complex compound prepared by coordinating two bidentate ligands of formula (iii) above to a center metal and neutralizing a complex ion with a cation.The present invention is also directed to an infrared absorbing article which comprises a metal complex compound prepared by coordinating two bidentate ligands of formula (iii) above to a center metal and neutralizing such a complex with a phosphonium cation.Type: GrantFiled: July 6, 1988Date of Patent: May 1, 1990Assignee: Fuji Photo Film Co., Ltd.Inventors: Yoshiaki Suzuki, Gouichi Hayashi
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Patent number: 4873333Abstract: The invention relates to nitrogen-containing bidentate compound immobilized on a solid carrier having the formula ##STR1## wherein the symbols have specified meanings intermediate thereto and to processes for the preparation.Type: GrantFiled: March 27, 1989Date of Patent: October 10, 1989Assignee: Shell Oil CompanyInventor: Johan Stapersma
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Patent number: 4873212Abstract: The invention relates to nitrogen-containing bidentate compound immobilized on a solid carrier having the formula ##STR1## wherein the symbols have specified meanings intermediate thereto and to processes for the preparation.Type: GrantFiled: March 7, 1988Date of Patent: October 10, 1989Assignee: Shell Oil CompanyInventor: Johan Stapersma
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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: 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: 4732894Abstract: Compounds of the formula ##STR1## wherein Het is a 5- or 6-membered aromatic heterocyclic ring containing 1 to 2 ring nitrogen atoms and the remaining ring atoms carbon atoms optionally substituted with 1 to 2 substituents independently selected from halo, nitro, trihalomethyl, lower alkyl of 1 to 3 carbon atoms, or lower alkoxy of 1 to 3 carbon atoms; R is alkyl of 1 to 7 carbon atoms; R.sup.1 is aryl of 6 to 10 carbon atoms, lower alkyl of 1 to 6 carbon atoms, cycloalkyl of 3 to 8 carbon atoms, all optionally substituted with 1 to 3 halogen atoms; and a is 0 or 1 are fungicidal and insecticidal, with the proviso that a ring nitrogen is not bonded to the hydroxamic acid ##STR2## moiety.Type: GrantFiled: December 6, 1984Date of Patent: March 22, 1988Assignee: Chevron Research CompanyInventor: William F. King
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Patent number: 4695642Abstract: A new crystalline zirconium phosphate composition and method for its synthesis are provided. The composition has ion exchange properties and is readily convertible to catalytically active material by thermal treatment.Type: GrantFiled: September 2, 1986Date of Patent: September 22, 1987Assignee: Mobil Oil CorporationInventors: E. G. Derouane, R. M. Dessau, I. J. Heilweil, G. T. Kerr
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Patent number: 4670430Abstract: Polyvalent metal salts of 2-mercaptopyridine-N-oxide which are made into fine powder in which particles having a size below 0.2 micron are contained in amounts not smaller than 50 wt %.Preparing process of the above and antibacterial compositions comprising the above are also disclosed.When the finely powdered polyvalent metal salts of 2-mercaptopyridine-N-oxide are incorporated into shampoo or rinse compositions, dispersion stability of the salts is remarkably improved with the enhanced adsorbability of the particles on the skin and hair, thus antibacterial and dandruff-removing actions owing to the salts are further improved.Type: GrantFiled: July 3, 1984Date of Patent: June 2, 1987Assignee: Kao CorporationInventors: Takashi Imamura, Toshio Nozaki, Kenji Nishino, Hiroyuki Kanai
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Patent number: 4661516Abstract: Diaminocyclohexane platinum complexes having the structural formula ##STR1## wherein: X is a monovalent anion selected from the group consisting of isoascorbate, monosaccharate, saccharate-4-lactone, shikimate, isethionate, 2-aminoethylsulfate, azetidinecarboxylate, proline, hydroxyproline, pipecolinate, cyclopropanecarboxylate, cyclobutanecarboxylate, cyclopentanecarboxylate, cyclopentenecarboxylate, cyclohexanecarboxylate, cyclohexenecarboxylate, bicine, glycine, 2-aminoethanesulfonate, 2-chloroethanesulfonate andY is a divalent anion selected from the group consisting of iminodiacetate, isocitratelactone, furanedicarboxylate, cyclopropane-1,1-dicarboxylate, isocitratomonoethylester, N-methyliminodiacetate, N-(2-hydroxyethyl)-iminodiacetate, N-benzyliminodiacetate, N-phenyliminodiacetate, N-(2-acetamido)iminodiacetate, cyclohexane-1,1-diacetate, trans-1,2-cyclopropanedicarboxylate, trans-1,2-cyclobutanedicarboxylate, trans-1,2-cyclopentanedicarboxylate and trans-1,2-cyclohexanedicarboxylateand their use inType: GrantFiled: April 15, 1985Date of Patent: April 28, 1987Assignee: Research CorporationInventors: David B. Brown, deceased, Abdul R. Khokhar, Miles P. Hacker, John J. McCormack
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Patent number: 4659830Abstract: The present invention relates to a process for the preparation of zinc 2-mercaptopyridine-N-oxide in a readily filterable, washable and easily suspendable form which comprises reacting an aqueous solution of an alkali metal salt of 2-mercaptopyridine N-oxide with an aqueous solution of a water soluble zinc salt at a temperature of 35.degree. to 100.degree. C. in the presence of an at least partially water soluble organic solvent to form a precipitate of zinc 2-mercaptopyridine-N-oxide, recovering the said crystals and optionally comminuting the crystals.Type: GrantFiled: July 15, 1986Date of Patent: April 21, 1987Assignee: Rutgerswerke AktiengesellschaftInventors: Manfred Maurer, Winifried Orth, Werner Fickert
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Patent number: 4657903Abstract: This invention relates to novel transition metal complexes of 2-acetyl- and -propionylpyridine thiosemicarbazones, their selenium analogs. These compounds are useful as antimalarial and antileukemic agents. Also disclosed are several synthetic procedures used to prepare the thiosemicarbazones and their selenium analogs.Type: GrantFiled: March 31, 1982Date of Patent: April 14, 1987Assignee: The United States of America as represented by the Secretary of the ArmyInventors: John P. Scovill, Daniel L. Klayman, Charles F. Franchino
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Patent number: 4650793Abstract: Pharmaceutical compositions containing an iron complex of a 3-hydroxypyrid-2-one or 3-hydroxypyrid-4-one in which the hydrogen atom attached to the nitrogen atom is replaced by an aliphatic acyl group, by an aliphatic hydrocarbon group, or by an aliphatic hydrocarbon group substituted by one or, except in the case of ionizable groups, more than one substituent selected from aliphatic acyl, alkoxy, aliphatic amine, aliphatic amide, carboxy, aliphatic ester, halogen, hydroxy and sulpho groups and, optionally, in which one or more of the hydrogen atoms attached to ring carbon atoms are replaced by one of said substituents, by an aliphatic hydrocarbon group, or by an aliphatic hydrocarbon group substituted by an alkoxy, aliphatic ester, halogen or hydroxy group, but excluding compounds in which said replacement of hydrogen atoms in the compound is effected only by aliphatic hydrocarbon groups, are of value for the treatment of iron deficiency anemia.Type: GrantFiled: March 22, 1984Date of Patent: March 17, 1987Assignee: National Research Development CorporationInventors: Robert C. Hider, George Kontoghiorghes, Jack Silver, Michael A. Stockham
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Patent number: 4632991Abstract: The present invention relates to a process for the preparation of zinc 2-mercaptopyridine-N-oxide in a readily filterable, washable and easily suspendable form which comprises reacting an aqueous solution of an alkali metal salt of 2-mercaptopyridine-N-oxide with an aqueous solution of a water soluble zinc salt at a temperature of 35.degree. to 100.degree. C. in the presence of an at least partially water soluble organic solvent to form a precipitate of zinc 2-mercaptopyridine-N-oxide, recovering the said crystals and optionally comminuting the crystals.Type: GrantFiled: January 25, 1985Date of Patent: December 30, 1986Assignee: Rutgerswerke AGInventors: Manfred Maurer, Winifried Orth, Werner Fickert
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Patent number: 4628093Abstract: Red pigment of the formula ##STR1## a process for its preparation and its use.Type: GrantFiled: October 23, 1984Date of Patent: December 9, 1986Assignee: Bayer AktiengesellschaftInventors: Rutger Neeff, Meinhard Rolf, Walter Muller
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Patent number: 4614547Abstract: Pigments which, in one of their tautomeric forms, have the formula ##STR1## in which R signifies --CH.sub.3 or ##STR2## and which, in the event that R is --CH.sub.3, are present in the .beta.-modification which is characterized by the lattice plane spacings d/.ANG. 13.33, 12.67, 9.17 and 15.15 having the relative intensities 100, 100, 60 and 2%, process for their preparation and their use.Type: GrantFiled: August 19, 1985Date of Patent: September 30, 1986Assignee: Bayer AktiengesellschaftInventors: Rutger Neeff, deceased, Meinhard Rolf, Walter Muller
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Patent number: 4587240Abstract: Compounds which are a 1-hydroxypyrid-2-one in which one or more of the hydrogen atoms attached to ring carbon atoms are replaced by a substituent selected from aliphatic acyl, aliphatic amide, aliphatic amine, carboxy, cyano, aliphatic ester, halogen, hydroxy and sulpho groups, alkoxy groups and alkoxy groups substituted by an alkoxy, aliphatic amide, aliphatic amine, aliphatic ester, halogen or hydroxy group, aliphatic hydrocarbon groups and aliphatic hydrocarbon groups substituted by an alkoxy, aliphatic ester, halogen or hydroxy group, but excluding compounds in which said replacement of hydrogen atoms in the compound is effected only by substituents selected from aliphatic hydrocarbon groups, halogen groups and aliphatic hydrocarbon groups substituted by a halogen group, or a salt thereof containing a physiolgically acceptable ion or ions, are of value in the treatment of patients having a toxic concentration of a metal, particularly iron, in the body whilst the iron complexes of such compounds are of valType: GrantFiled: September 18, 1984Date of Patent: May 6, 1986Assignee: National Research Development Corp.Inventors: Robert C. Hider, George Kontoghiorghes, Jack Silver, Michael A. Stockham
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Patent number: 4533736Abstract: Disclosed is a process for producing a zinc pyrithione product having an acceptable white or off-white color and preventing or reducing discoloration of sodium pyrithione solutions by treating said sodium pyrithione solutions (which are precursors to zinc pyrithione) with an effective amount of a selected reducing agent to prevent or reduce the discoloration, said reducing agent selected from the class consisting of alkali metal sulfites, alkali metal bisulfites, hydrazine, and mixtures thereof.Type: GrantFiled: July 2, 1984Date of Patent: August 6, 1985Assignee: Olin CorporationInventors: Samuel I. Trotz, Douglas A. Farmer, Jr.
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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: 4496559Abstract: Disclosed are selected derivatives of 2-selenopyridine-N-oxide and their use as fungicides and bactericides.Type: GrantFiled: September 2, 1981Date of Patent: January 29, 1985Assignee: Olin CorporationInventors: Richard Henderson, Eugene F. Rothgery, Hansjuergen A. Schroeder
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Patent number: 4496727Abstract: The invention relates to a simplified process for the manufacture of 1:1 metal complexes of isoindoline azines of the formula ##STR1## wherein R is hydrogen, alkyl or aryl, Q contains an isocyclic or heterocyclic radical, acyl, carbamoyl or thiocarbamoyl, and Y is the radical of an active methylene group or aromatic amine, which comprises reacting a compound HQ or a hydrazone with an ortho ester or amidine in the presence of a metal donor at elevated temperature in a polar solvent. Pigments made by this process are lightfast and are useful in coloring plastics.Type: GrantFiled: September 24, 1982Date of Patent: January 29, 1985Assignee: Ciba-Geigy CorporationInventors: Abul Iqbal, Paul Lienhard
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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
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Patent number: 4482715Abstract: Disclosed is a process for producing a zinc pyrithione product having an acceptable white or off-white color and preventing or reducing discoloration of sodium pyrithione solutions by treating said sodium pyrithione solutions (which are precursors to zinc pyrithione) with an effective amount of a selected reducing agent to prevent or reduce the discoloration, said reducing agent selected from the class consisting of alkali metal sulfites, alkali metal bisulfites, hydrazine, and mixtures thereof.Type: GrantFiled: February 26, 1982Date of Patent: November 13, 1984Assignee: Olin CorporationInventors: Samuel I. Trotz, Douglas A. Farmer, Jr.
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Patent number: 4421749Abstract: Organoaluminum compounds of the formula ##STR1## wherein m, n and R are as defined hereinafter, and processes for their preparation are disclosed. The compounds of formula I possess antimicrobial properties and are useful in cosmetic compositions, such as hair-care compositions and foot-care compositions.Type: GrantFiled: June 26, 1981Date of Patent: December 20, 1983Assignee: Hoffmann-La Roche Inc.Inventor: Horst Pauling
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Patent number: 4396766Abstract: Disclosed is a process for producing a zinc pyrithione product having an acceptable white or off-white color and containing substantially no undesired 2-hydroxypyridine-N-oxide or metal salt complexes thereof, by(1) making sodium pyrithione by reacting a 2-halopyridine-N-oxide with sodium hydrosulfide and sodium carbonate (or a mixture of sodium carbonate and sodium hydroxide) under selected addition temperatures and reaction temperatures and in selected mole ratios; followed by(2) making zinc pyrithione by reacting the sodium pyrithione with a zinc salt.Type: GrantFiled: April 28, 1982Date of Patent: August 2, 1983Assignee: Olin CorporationInventors: Douglas A. Farmer, Jr., Lawrence E. Katz
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Patent number: RE33009Abstract: A new crystalline zirconium phosphate composition and method for its synthesis are provided. The composition has ion exchange properties and is readily convertible to catalytically active material by thermal treatment.Type: GrantFiled: July 5, 1988Date of Patent: August 1, 1989Assignee: Mobil Oil CorporationInventors: E. G. Derouane, R. M. Dessau, I. J. Heilweil, G. T. Kerr
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Patent number: RE34313Abstract: Compounds which are a 1-hydroxypyrid-2-one in which one or more of the hydrogen atoms attached to ring carbon atoms are replaced by a substituent selected from aliphatic acyl, aliphatic amide, aliphatic amine, carboxy, cyano, aliphatic ester, halogen, hydroxy and sulpho groups, alkoxy groups and alkoxy groups substituted by an alkoxy, aliphatic amide, aliphatic amine, aliphatic ester, halogen or hydroxy group, aliphatic hydrocarbon groups and aliphatic hydrocarbon groups substituted by an alkoxy, aliphatic ester, halogen or hydroxy group, but excluding compounds in which said replacement of hydrogen atoms in the compound is effected only by substituents selected from aliphatic hydrocarbon groups, halogen groups and aliphatic hydrocarbon groups substituted by a halogen group, or a salt thereof containing a physiolgically acceptable ion or ions, are of value in the treatment of patients having a toxic concentration of a metal, particularly iron, in the body whilst the iron complexes of such compounds are of valType: GrantFiled: October 1, 1991Date of Patent: July 13, 1993Assignee: National Research Development CorporationInventors: Robert C. Hider, George Kontoghiorghes, Jack Silver, Michael A. Stockham