Patents Examined by Scott C. Rand
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Patent number: 5516943Abstract: A two-step process for the conversion of a trans-1-amino-2-hydroxycycloalkane stereoselectively to a cis-1-amino-2-hydroxycycloalkane is disclosed. The novel step, a one-step hydrolysis with formal inversion, can be used to convert an amide of a trans-1-amino-2-hydroxycycloalkane to a cis-1-amino-2-hydroxycycloalkane. Methods for obtaining the trans-1-amino-2-hydroxycycloalkanes and their amides from alkenes are also disclosed. A preferred process converts indene to cis-1-amino-2-indanol.Type: GrantFiled: September 14, 1993Date of Patent: May 14, 1996Assignee: Sepracor, Inc.Inventors: Yun Gao, Yaping Hong, Xiaoyi Nie, Roger P. Bakale, Richard R. Feinberg, Charles M. Zepp
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Patent number: 5494934Abstract: A compound of formula (I): ##STR1## in which: R.sub.1 represents substituted or unsubstituted phenyl or (C.sub.3 -C.sub.7) cycloalkyl,R.sub.2 represents trifluoromethyl or (C.sub.3 -C.sub.4) cycloalkyl,A represents --CH.sub.2 --, --CH.dbd.N--, .dbd.N-- or --NH--,R.sub.3 and R.sub.4, which may be identical or different, represent hydrogen or linear or branched (C.sub.1 -C.sub.6) alkyl or, with the nitrogen atoms to which they are attached, form a 5- or 6-membered heterocycle,R represents either hydrogen in the case where A=--CH.sub.2 --, --CH.dbd.N-- or --NH--, or a bond of the group A when the latter is equal to .dbd.N--,its enantiomers and epimers as well as its addition salts with a pharmaceutically acceptable acid.Medicine products.Type: GrantFiled: November 4, 1991Date of Patent: February 27, 1996Assignee: Adir et CompagnieInventors: Charles Malen, Jean-Michel Lacoste, Guillaume de Nanteuil
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Patent number: 5491264Abstract: Isophorone diamine is prepared from isophorone nitrile by imination using a supported heteropoly acid catalyst to form the ketimine followed by the reduction of the ketimine to form the diamine.Type: GrantFiled: September 12, 1994Date of Patent: February 13, 1996Assignee: E. I. du Pont de Nemours and CompanyInventors: Frank E. Herkes, Kostantinos Kourtakis
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Patent number: 5491263Abstract: A process is disclosed for producing a substituted ethylenediamine, the process comprising reacting an oxazolidinone with a secondary amine or an alkanolamine. The process includes, in one aspect, reacting precursors of the oxazolidinone in situ.Type: GrantFiled: December 21, 1993Date of Patent: February 13, 1996Assignee: The Dow Chemical CompanyInventors: Peter C. Rooney, Michael O. Nutt
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Patent number: 5488165Abstract: A modified natural clinoptilolite, produced by treating a natural clinoptilolite with a suitable mineral acid or with a suitable alkali and then with a suitable mineral acid, is used as a catalyst in a process for the conversion of methanol and ammonia to give a product containing at least 50% by weight of monomethylamine.Type: GrantFiled: December 30, 1991Date of Patent: January 30, 1996Assignee: Zeofuels Research (Proprietary) LimitedInventors: Graham J. Hutchin, Themistoclis Themistocleous, Richard G. Copperthwaite
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Patent number: 5488167Abstract: Provided by the present invention is a process for the biocatalytic synthesis of optically pure sphingosines from achiral starting material. The stereoisomers of sphingosine are prepared from chiral arene diols using stereospecific reaction techniques to obtain the desired sphingosine or derivative thereof.Type: GrantFiled: February 21, 1995Date of Patent: January 30, 1996Assignee: Virginia Tech Intellectual Properties, Inc.Inventor: Tomas Hudlicky
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Patent number: 5488166Abstract: Provided by the present invention is a process for the biocatalytic synthesis of optically pure sphingosines from achiral starting material. The stereoisomers of sphingosine are prepared from chiral arene diols using stereospecific reaction techniques to obtain the desired sphingosine or derivative thereof.Type: GrantFiled: January 23, 1995Date of Patent: January 30, 1996Assignee: Virginia Tech Intellectual Properties, Inc.Inventor: Tomas Hudlicky
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Patent number: 5478837Abstract: Compositions and methods for prevention of adhesion formation, whereby an effective amount of quinacrine as active agent is administered for a period of time sufficient to permit tissue repair. The active agent is preferably administered in conjunction with a delivery vehicle (e.g., microcapsules, microspheres, lipid-based systems, viscous instillates and absorbable mechanical barriers) useful for maintaining local concentrations of the compound at an effective level.Type: GrantFiled: June 7, 1994Date of Patent: December 26, 1995Assignee: University of Southern CaliforniaInventors: Kathleen E. Rodgers, Gere S. Dizerega
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Patent number: 5476969Abstract: The invention relates to highly reactive polyoxyalkylene-polyols prepared by oxyalkylation of an initiator molecule containing, in bonded form, at least 2 reactive hydrogen atoms and at least one tertiary amino group bonded via a spacer bridge, which preferably comprises an alkylene radical having at least 3 carbon atoms, by means of at least one alkylene oxide, preferably ethylene oxide and/or 1,2-propylene oxide, to a process for the preparation of these polyoxyalkylene-polyols, and to their use for the production of compact or cellular, preferably flexible polyisocyanate polyaddition products.Type: GrantFiled: September 28, 1992Date of Patent: December 19, 1995Assignee: BASF AktiengesellschaftInventors: Werner Hinz, Stefan Adams, Ulrich Koehler, Christian Maletzko, Klaus Vorspohl, Ruth Zschiesche
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Patent number: 5472683Abstract: This invention relates to methods of x-ray diagnostic imaging the blood pool, liver, spleen, and/or lymph system of a mammal comprising administering a contrast effective amount of a mixed carbamic anhydride as a contrast agent having the structure ##STR1## X is H, NR.sup.1 R.sup.2 or CONR.sup.1 R.sup.3, R.sup.1 is H or alkylR.sup.2 is COR.sup.3R.sup.3 is H, alkyl or arylY is NR.sup.1 R.sup.2 or CONR.sup.1 R.sup.3 andN is NR.sup.1 R.sup.4 andR.sup.4 is H, alkyl, aryl or CH(R.sup.5)CO.sub.2 R.sup.1.This invention further relates to novel mixed carbamic anhydride contrast agents having the above structure to x-ray contrast compositions comprising such agents, and to methods of x-ray diagnostic imaging utilizing such agents.Type: GrantFiled: March 9, 1995Date of Patent: December 5, 1995Assignee: Eastman Kodak CompanyInventor: Carl R. Illig
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Patent number: 5464607Abstract: R.sub.2, R.sub.2 ', R.sub.3, and R.sub.3 ', which are the same or different, are one of the groups of formula --CH.sub.2 CH.sub.2 OH, --CH.sub.2 CH(OH) CH.sub.2 OH --CH(CH.sub.2 OH)CH(OH)CH.sub.2 OH, --CH.sub.2 (CHOH).sub.4 CH.sub.2 OH, or --CH(CH.sub.2 OH).sub.2 ; and X is one of the groups --CH(OH)--, --CH(CH.sub.2 OH)--, --C(OH) (CH.sub.2 OH)--, or --C(CH.sub.2 OH).sub.2 --, are useful as opacifying components for X-ray contrast media.Type: GrantFiled: June 1, 1994Date of Patent: November 7, 1995Assignee: Dibra S.p.A.Inventors: Pierlucio Anelli, Marino Brocchetta, Fulvio Uggeri, Massimo Visigalli
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Patent number: 5462966Abstract: Methods for protecting warm-blooded animals against the formation of myocardial infarct through the administration of 2-phenyl-1,3-propanediol dicarbamate are disclosed.Type: GrantFiled: October 15, 1993Date of Patent: October 31, 1995Assignee: Carter-Wallace Inc.Inventor: Robert D. Sofia
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Patent number: 5457233Abstract: A process for the preparation of amines of formula ##STR1## wherein the variables are defined as in the claims, which comprises reacting 1 molar equivalent of an amine of formula ##STR2## with 0.8 to 1.5 molar equivalents of an aldehyde of formulaR--CHO (3)and 0.8 to 2 molar equivalents of formic acid, in aqueous medium, and adjusting the pH by addition of a mineral acid such that, at the conclusion of the reaction, the pH is in the range from 3 to 7. The compounds obtainable by the process are useful intermediates for the synthesis of dyeing assistants.Type: GrantFiled: November 28, 1994Date of Patent: October 10, 1995Assignee: Ciba-Geigy CorporationInventor: Philippe Ouziel
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Patent number: 5449693Abstract: The present invention relates to compounds of the formula ##STR1## in which: R.sub.1 is hydrogen or a halogen atom;R.sub.2 is a cyclohexyl or a phenyl;R.sub.3 is a (C.sub.3 -C.sub.6) cycloalkyl;R.sub.4 is hydrogen, (C.sub.1 -C.sub.6) alkyl or a (C.sub.3 -C.sub.6) cycloalkyl;A is --CO--CH.sub.2 --, --CH(Cl)--CH.sub.2 --, --CH(OH)--CH.sub.2 --, CH.sub.2 --CH.sub.2 --, --CH.dbd.CH-- and --C.tbd.C--, or their addition salts with mineral or organic acids. These compounds are active on the immune system. The present invention further relates to a method of preparing said compounds and to the pharmaceutical compounds in which they are present.Type: GrantFiled: June 22, 1994Date of Patent: September 12, 1995Assignee: SanofiInventors: Jean-Claude Breliere, Pierre Casellas, Serge Lavastre, Raymond Paul
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Patent number: 5447711Abstract: The decrease in cardiac contractile force which occurs in angiography using contrast media may be reduced without increasing the incidence of ventricular fibrillations by oxygenating the contrast media.Type: GrantFiled: March 14, 1994Date of Patent: September 5, 1995Assignee: Nycomed Imaging ASInventors: Torsten Almen, Lars Baath, Audun N. Oksendal
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Patent number: 5439671Abstract: Process for the production of a neutral-tasting paste of an alkyl ether sulfate in glycerol, comprising the steps of:A) forming an aqueous paste of at least one alkyl ether sulfate wherein the aqueous paste contains from about 25 to about 75% by weight of alkyl ether sulfate;B) adding glycerol to the aqueous paste from step A) in from about 1 to about 4 times the quantity by weight of the aqueous paste;C) distilling off substantially all of the water present in the mixture resulting from step B) to produce a substantially ambydrous paste; andD) passing steam heated to a temperature above 100.degree. C. through skid paste with intensive whirling of the paste and steam phases.Type: GrantFiled: March 28, 1994Date of Patent: August 8, 1995Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Achim Ansmann, Willi Breitzke, Karl-Heinz Gantke
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Patent number: 5434309Abstract: A process for preparing a controlled functional density poly(secondary amine) comprising:(a) contacting a polymer containing olefinic unsaturation with carbon monoxide in hydrogen under hydroformylation conditions in the presence of a hydroformylation catalyst to produce a controlled functional density polyaldehyde containing reactive carbon-carbon double bonds, and (b) contacting the polyaldehyde with hydrogen and a primary amine under reductive amination conditions in the presence of a ruthenium-containing imine hydrogenation catalyst or (b.sup.1) contacting the polyaldehyde with a sterically hindered aliphatic or cycloaliphatic primary amine or an aromatic primary amine under reductive amination conditions in the presence of an alkali metal borohydride to produce poly(secondary amine) having a substantially equivalent ratio of secondary amine groups to reactive carbon-carbon double bonds as the ratio of aldehyde groups to reactive carbon-carbon double bonds in the polyaldehyde.Type: GrantFiled: April 28, 1994Date of Patent: July 18, 1995Assignee: Monsanto CompanyInventors: Martin P. McGrath, Samuel J. Tremont
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Patent number: 5430190Abstract: A one-pot reaction process for the coproduction of two polyurethane catalysts which comprises reacting excess diethylenetriamine (DETA) in a reaction vessel with propylene oxide in the presence of a hydrogenation catalyst under conditions and for a period of time to essentially completely react the propylene oxide to give a mixture of DETA and N-2-hydroxypropyldiethylenetriamine (HPDETA), adding formaldehyde and hydrogen to the reaction vessel, reacting the DETA and HPDETA with the formaldehyde and hydrogen under conditions to effect permethylation of the DETA and HPDETA to afford N,N,N',N',N"-pentamethyldiethylenetriamine (PMDETA), a polyurethane catalyst, and N-2-hydroxypropyl-N,N',N',N"-tetramethyldiethylenetriamine (HPTMDETA) a nonfugitive polyurethane catalyst.Type: GrantFiled: June 14, 1994Date of Patent: July 4, 1995Assignee: Air Products and Chemicals, Inc.Inventors: Richard V. C. Carr, Craig R. Williams
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Patent number: 5426231Abstract: This invention relates to an improved process for the preparation of 3-aminopropanol and a primary amine by reacting a cyanoethyl ketoxime with hydrogen in the presence of a hydrogenation catalyst to generate the primary amine and aminopropanol. The sequence of reactions to form the aminopropanol and primary amine involves the reaction of hydroxylamine with a ketone to generate a ketoxime followed by reaction of acrylonitrile with the ketoxime to generate a cyanoethyl ketoxime followed by complete hydrogenation of the cyanoethyl ketoxime in the presence of a hydrogenation catalyst to generate the primary amine and aminopropanol. The significant advantage associated with this process is the high degree of selectivity to 3-aminopropanol and the primary amine.Type: GrantFiled: January 5, 1994Date of Patent: June 20, 1995Assignee: Air Products and Chemicals, Inc.Inventors: Richard V. C. Carr, Barry J. Koehler
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Patent number: 5424280Abstract: There are provided aryloxybenzene compounds of formula I ##STR1## Further provided are compositions and methods comprising those compounds for the control of undesirable plant species.Type: GrantFiled: October 7, 1993Date of Patent: June 13, 1995Assignee: American Cyanamid CompanyInventors: Michael E. Condon, Alvin D. Crews, Jr.