Patents Examined by Scott C. Rand
  • Patent number: 5516943
    Abstract: 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: Grant
    Filed: September 14, 1993
    Date of Patent: May 14, 1996
    Assignee: Sepracor, Inc.
    Inventors: Yun Gao, Yaping Hong, Xiaoyi Nie, Roger P. Bakale, Richard R. Feinberg, Charles M. Zepp
  • Patent number: 5494934
    Abstract: 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: Grant
    Filed: November 4, 1991
    Date of Patent: February 27, 1996
    Assignee: Adir et Compagnie
    Inventors: Charles Malen, Jean-Michel Lacoste, Guillaume de Nanteuil
  • Patent number: 5491264
    Abstract: 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: Grant
    Filed: September 12, 1994
    Date of Patent: February 13, 1996
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Frank E. Herkes, Kostantinos Kourtakis
  • Patent number: 5491263
    Abstract: 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: Grant
    Filed: December 21, 1993
    Date of Patent: February 13, 1996
    Assignee: The Dow Chemical Company
    Inventors: Peter C. Rooney, Michael O. Nutt
  • Patent number: 5488167
    Abstract: 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: Grant
    Filed: February 21, 1995
    Date of Patent: January 30, 1996
    Assignee: Virginia Tech Intellectual Properties, Inc.
    Inventor: Tomas Hudlicky
  • Patent number: 5488165
    Abstract: 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: Grant
    Filed: December 30, 1991
    Date of Patent: January 30, 1996
    Assignee: Zeofuels Research (Proprietary) Limited
    Inventors: Graham J. Hutchin, Themistoclis Themistocleous, Richard G. Copperthwaite
  • Patent number: 5488166
    Abstract: 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: Grant
    Filed: January 23, 1995
    Date of Patent: January 30, 1996
    Assignee: Virginia Tech Intellectual Properties, Inc.
    Inventor: Tomas Hudlicky
  • Patent number: 5478837
    Abstract: 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: Grant
    Filed: June 7, 1994
    Date of Patent: December 26, 1995
    Assignee: University of Southern California
    Inventors: Kathleen E. Rodgers, Gere S. Dizerega
  • Patent number: 5476969
    Abstract: 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: Grant
    Filed: September 28, 1992
    Date of Patent: December 19, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Werner Hinz, Stefan Adams, Ulrich Koehler, Christian Maletzko, Klaus Vorspohl, Ruth Zschiesche
  • Patent number: 5472683
    Abstract: 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: Grant
    Filed: March 9, 1995
    Date of Patent: December 5, 1995
    Assignee: Eastman Kodak Company
    Inventor: Carl R. Illig
  • Patent number: 5464607
    Abstract: 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: Grant
    Filed: June 1, 1994
    Date of Patent: November 7, 1995
    Assignee: Dibra S.p.A.
    Inventors: Pierlucio Anelli, Marino Brocchetta, Fulvio Uggeri, Massimo Visigalli
  • Patent number: 5462966
    Abstract: 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: Grant
    Filed: October 15, 1993
    Date of Patent: October 31, 1995
    Assignee: Carter-Wallace Inc.
    Inventor: Robert D. Sofia
  • Patent number: 5457233
    Abstract: 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: Grant
    Filed: November 28, 1994
    Date of Patent: October 10, 1995
    Assignee: Ciba-Geigy Corporation
    Inventor: Philippe Ouziel
  • Patent number: 5449693
    Abstract: 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: Grant
    Filed: June 22, 1994
    Date of Patent: September 12, 1995
    Assignee: Sanofi
    Inventors: Jean-Claude Breliere, Pierre Casellas, Serge Lavastre, Raymond Paul
  • Patent number: 5447711
    Abstract: 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: Grant
    Filed: March 14, 1994
    Date of Patent: September 5, 1995
    Assignee: Nycomed Imaging AS
    Inventors: Torsten Almen, Lars Baath, Audun N. Oksendal
  • Patent number: 5439671
    Abstract: 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: Grant
    Filed: March 28, 1994
    Date of Patent: August 8, 1995
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Achim Ansmann, Willi Breitzke, Karl-Heinz Gantke
  • Patent number: 5434309
    Abstract: 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: Grant
    Filed: April 28, 1994
    Date of Patent: July 18, 1995
    Assignee: Monsanto Company
    Inventors: Martin P. McGrath, Samuel J. Tremont
  • Patent number: 5430190
    Abstract: 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: Grant
    Filed: June 14, 1994
    Date of Patent: July 4, 1995
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Richard V. C. Carr, Craig R. Williams
  • Patent number: 5426231
    Abstract: 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: Grant
    Filed: January 5, 1994
    Date of Patent: June 20, 1995
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Richard V. C. Carr, Barry J. Koehler
  • Patent number: 5424280
    Abstract: 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: Grant
    Filed: October 7, 1993
    Date of Patent: June 13, 1995
    Assignee: American Cyanamid Company
    Inventors: Michael E. Condon, Alvin D. Crews, Jr.