Additional Nitrogen In Acid Moiety Patents (Class 560/169)
-
Patent number: 5756819Abstract: Polyamines containing tert-butyl (meth)acrylate groups and having the general formula I ##STR1## wherein R.sup.1 represents a (cyclo)alkylene radical having 2-14 carbon atoms, which may optionally be substituted by 1-3 CH.sub.3 or C.sub.2 H.sub.5 groups and 1-3 CH.sub.2 groups may be substituted by oxygen or --NH--, --NCH.sub.3 -- or --C(O)NH-- groups, R.sup.2 denotes hydrogen or methyl and x may be a number between 1 and 0 with the proviso that 2(1-x).gtoreq.0.1, are effective epoxy curing agents.Type: GrantFiled: January 11, 1996Date of Patent: May 26, 1998Assignee: Huels AktiengesellschaftInventors: Elmar Wolf, Bernhard Schleimer
-
Patent number: 5750492Abstract: Cationic surfactant compound comprising, in the form of a quaternary ammonium salt, a product of condensation between, on the one hand a fraction of saturated or unsaturated fatty acids, or of derivatives of said acids chosen from the group comprising esters, anhydrides and acid chlorides, and on the other hand at least one tertiary amine, characterized in that, in combination:the alkyl chains of the tertiary amine together contain from 4 to 12 carbon atomsthe alkyl chains of the tertiary amine together contain from 1 to 4 functions each chosen from the group comprising hydroxyl and amine functionsthe fatty acids fraction/tertiary amine mole ratio is between 1.85 and 1.40the fatty acids each possess a hydrocarbon chain in which the number of carbon atoms is between 5 and 23.Type: GrantFiled: June 10, 1997Date of Patent: May 12, 1998Assignee: Stepan EuropeInventors: Jean-Pierre Contet, Stephane Courdavault Duprat, Yvan Storet, Jean-Francois Vindret
-
Patent number: 5726159Abstract: This invention relates to thrombin inhibiting compounds having the Formula IX--Y--NH--(CH.sub.2).sub.r --G Iwhere X, Y, r and G have the values defined in the description, as well as pharmaceutical formulations containing those compounds and methods of their use as thrombin inhibitors, coagulation inhibitors, and thromboembolic disorder agents.Type: GrantFiled: September 1, 1995Date of Patent: March 10, 1998Assignee: Eli Lilly and CompanyInventors: Aaron L. Schacht, Robert T. Shuman, Gerald F. Smith, Michael R. Wiley
-
Patent number: 5723651Abstract: An economical process for producing .alpha.-L-aspartyldipeptide amide derivatives useful as sweeteners, by using amino protecting groups which can be removed by hydrolysis under acidic conditions, resulting in conversion of a .beta.-carboxyl acid ester to a carboxylic acid.Type: GrantFiled: December 28, 1995Date of Patent: March 3, 1998Assignee: Ajinomoto Co., Inc.Inventors: Toyoto Hijiya, Tadashi Takemoto, Ryoichiro Nakamura, Yusuki Amino, Naoko Sugiyama
-
Patent number: 5714517Abstract: Fluorinated alkene compounds useful for and methods of controlling nematodes, insects, and acarids that prey on agricultural crops. Polar compounds, for example, 3,4,4-trifluoro-3-butene-1-amine or 3,4,4-trifluoro-3-butenoic acid, are particularly useful for systemic control of pests. Novel method and intermediates for the preparation of 3,4,4-trifluoro-3-butene-1-amine are also provided.Type: GrantFiled: August 22, 1996Date of Patent: February 3, 1998Assignee: Monsanto CompanyInventor: Peter Gerrard Ruminski
-
Patent number: 5714632Abstract: A compound of the formula ##STR1## wherein Q is an organic group of at least two carbon atoms having at least m substituents,m is 1, 2, 3, 4, 5 or 6, andn is 0 or 1.R.sup.3 is H or methyl,R.sup.8 and R.sup.9 are independently hydrogen, alkyl group or aryl,R.sup.12 and R.sup.13 are independently selected from the group consisting of an alkyl group or a cation, andR.sup.10 is independently selected from the group consisting of hydrogen, an alkyl group, aryl group, and highly-fluorinated alkyl group,R.sup.4 may be hydrogen or alkyl group, andR.sup.7 may be hydrogen or lower alkyl group, provides excellent stability to dispersions.Type: GrantFiled: November 13, 1995Date of Patent: February 3, 1998Assignee: Minnesota Mining And Manufacturing CompanyInventors: Prabhakara S. Rao, Larry R. Krepski, Terrance P. Smith
-
Patent number: 5710130Abstract: This invention relates to thrombin inhibiting compounds having the Formula IX--Y--NH--(CH.sub.2).sub.r --G Iwhere X, Y, r and G have the values defined in the description, as well as pharmaceutical formulations containing those compounds and methods of their use as thrombin inhibitors, coagulation inhibitors, and thromboembolic disorder agents.Type: GrantFiled: September 1, 1995Date of Patent: January 20, 1998Assignee: Eli Lilly and CompanyInventors: Aaron L. Schacht, Gerald F. Smith, Michael R. Wiley
-
Patent number: 5707966Abstract: This invention relates to thrombin inhibiting compounds having the Formula IX--Y--NH--(CH.sub.2).sub.r --G Iwhere X, Y, r and G have the values defined in the description, as well as pharmaceutical formulations containing those compounds and methods of their use as thrombin inhibitors, coagulation inhibitors, and thromboembolic disorder agents.Type: GrantFiled: September 1, 1995Date of Patent: January 13, 1998Assignee: Eli Lilly and CompanyInventors: Aaron L. Schacht, Gerald F. Smith, Michael R. Wiley
-
Patent number: 5705602Abstract: A star-like or comb-like branched aliphatic polyamino compound for use as a basic catalyst or a curing agent, as an effective thixotropic agent or viscosity adjusting agent for an aqueous medium, as a component for any one of a coating-forming agent, a sealing agent, a molding material and an adhesive resin, or as a substantially solvent-free coating composition, molding material or adhesive resin. The process for the production of the above compound comprises (a) forming an adduct of ammonia or an aliphatic amino compound having an amino group (compound A) with methyl acrylate, adding an alkylenediamine having 2 to 12 carbon atoms to the adduct to carry out an ester-amide exchange reaction (b), thereby obtaining a polyamino compound (B) having a total of 2 to 100 aliphatic primary amino and secondary amino groups per molecule and having a number average molecular weight of 170 to 10,000, and forming an adduct of the polyamino compound (B) with an acrylic acid ester (C) of the formula (1),CH.sub.2 =CHCOO--R.Type: GrantFiled: February 19, 1997Date of Patent: January 6, 1998Assignee: Toyo Ink Manufacturing Co., Ltd.Inventors: Miki Kawashima, Takeo Yamaguchi, Toru Kurihashi, Norifumi Watanabe
-
Patent number: 5705487Abstract: This invention relates to thrombin inhibiting compounds having the Formula IX--Y--NH--(CH.sub.2).sub.r --G Iwhere X, Y, r and G have the values defined in the description, as well as pharmaceutical formulations containing those compounds and methods of their use as thrombin inhibitors, coagulation inhibitors, and thromboembolic disorder agents.Type: GrantFiled: September 1, 1995Date of Patent: January 6, 1998Assignee: Eli Lilly and CompanyInventors: Aaron L. Schacht, Gerald F. Smith, Michael R. Wiley
-
Patent number: 5684178Abstract: Lysine derivatives, the salts of the derivatives, their optical isomers of D or L configuration, or their mixtures, the derivatives containing an N.sup..epsilon. -alkoxy or N.sup..epsilon. -alkenoxycarbonyl group of formula: ##STR1## in which: R represents a linear or branched C.sub.13 -C.sub.24 alkyl radical, the C.sub.16 radical being branched, or a linear or branched C.sub.8 -C.sub.24 alkenyl radical. The lysine derivatives are used in cosmetic, pharmaceutical hygiene or food compositions.Type: GrantFiled: November 2, 1994Date of Patent: November 4, 1997Assignee: L'OrealInventors: Michel Philippe, Thierry Bordier
-
Patent number: 5676926Abstract: The invention relates to a process for the production of diethylenetriaminepentacarboxylic acid tetraesters of general formula I ##STR1## in which R.sup.1 and Z have different meanings.Type: GrantFiled: April 18, 1996Date of Patent: October 14, 1997Assignee: Schering AktiengesellschaftInventors: Johannes Platzek, Ulrich Niedballa, Bernd Radeuchel
-
Patent number: 5663435Abstract: Reaction products of amino-alkylenecarboxylic acids with polyoxyalkylene compounds are used as paraffin dispersants for mineral oil middle distillates.Type: GrantFiled: November 29, 1995Date of Patent: September 2, 1997Assignee: BASF AktiengesellschaftInventors: Gabriele Dralle-Voss, Knut Oppenlander, Klaus Barthold, Bernd Wenderoth, Wolfgang Kasel
-
Patent number: 5650508Abstract: A novel class of peptide .alpha.-ketoamides useful for selectively inhibiting serine proteases, selectively inhibiting cysteine proteases, generally inhibiting all serine proteases, and generally inhibiting all cysteine proteases, having the formula M.sub.1 --AA--NH--CHR.sub.2 --CO--CO--NR.sub.3 R.sub.4, M.sub.1 --AA.sub.2 --AA.sub.1 --CO--NR.sub.3 R.sub.4, M.sub.1 --AA--AA--AA--CO--NR.sub.3 R.sub.4, M.sub.1 --AA--AA--AA--AA--CO--NR.sub.3 R.sub.4, or M.sub.1 --AA--CO--NR.sub.3 R.sub.4.Type: GrantFiled: October 6, 1995Date of Patent: July 22, 1997Assignee: Georgia Tech Research CorporationInventor: James C. Powers
-
Patent number: 5643438Abstract: The invention relates to a new process for the preparation of substituted diaminodicarboxylic acid derivatives of the formula ##STR1## in a high yield by a modified Kolbe synthesis.Type: GrantFiled: June 5, 1995Date of Patent: July 1, 1997Assignee: Hafslund Nycomed Pharma AktiengesellschaftInventors: Johann Hiebl, Franz Rovenszky
-
Patent number: 5637743Abstract: Cationic surfactant compound comprising, in the form of a quaternary ammonium salt, a product of condensation between, on the one hand a fraction of saturated or unsaturated fatty acids, or of derivatives of said acids chosen from the group comprising esters, anhydrides and acid chlorides, and on the other hand at least one tertiary amine, characterized in that, in combination:the alkyl chains of the tertiary amine together contain from 4 to 12 carbon atomsthe alkyl chains of the tertiary amine together contain from 1 to 4 functions each chosen from the group comprising hydroxyl and amine functionsthe fatty acids fraction/tertiary amine mole ratio is between 1.85 and 1.40the fatty acids each possess a hydrocarbon chain in which the number of carbon atoms is between 5 and 23.Type: GrantFiled: May 22, 1995Date of Patent: June 10, 1997Assignee: Stepan EuropeInventors: Jean-Pierre Contet, Stephane C. Duprat, Lionel Godefroy, Paul Nivollet, Didier Ray, Yvan Storet, Jean-Francois Vindret
-
Patent number: 5627302Abstract: The invention relates to novel asymmetrically substituted diaminodicarboxylic acid derivatives of the formula ##STR1##Type: GrantFiled: April 24, 1996Date of Patent: May 6, 1997Assignee: Hafslund Nycomed Pharma AktiengesellschaftInventors: Johann Hiebl, Franz Rovenszky
-
Patent number: 5620977Abstract: Urea-containing hydroxyethylamine peptide compounds are effective as retroviral protease inhibitors, and in particular as inhibitors of HIV protease.Type: GrantFiled: June 7, 1995Date of Patent: April 15, 1997Assignee: G.D. Searle & Co.Inventors: John J. Talley, Daniel P. Getman, John N. Freskos, Ko-Chung Lin, Robert M. Heintz, Donald J. Rogier, Jr., Deborah E. Bertenshaw
-
Patent number: 5610297Abstract: A novel class of peptide .alpha.-ketoamides useful for selectively inhibiting serine proteases, selectively inhibiting cysteine proteases, generally inhibiting all serine proteases, and generally inhibiting all cysteine proteases, having the formula M.sub.1 -AA-NH--CHR.sub.2 --CO--CO--NR.sub.3 R.sub.4, M.sub.1 -AA.sub.2 -AA.sub.1 -CO--NR.sub.3 R.sub.4, M.sub.1 -AA-AA-AA-CO--NR.sub.3 R.sub.4, M.sub.1 -AA-AA-AA-AA-CO--NR.sub.3 R.sub.4, or M.sub.1 -AA-CO--NR.sub.3 R.sub.4.Type: GrantFiled: October 6, 1995Date of Patent: March 11, 1997Assignee: Georgia Tech Research Corp.Inventor: James C. Powers
-
Patent number: 5597390Abstract: A di- or tri-ester polyether unsaturated acid amine reaction product effective as a fuel additive for reducing intake valve deposits and octane requirement increase, as well as controlling combustion chamber deposits, in gasoline engines is disclosed together with fuel compositions and methods of making and using the same. Also disclosed are compositions and methods for dispersing deposits in lubricating oil products.Type: GrantFiled: September 25, 1995Date of Patent: January 28, 1997Assignee: Ethyl CorporationInventor: John T. Loper
-
Patent number: 5565430Abstract: Disclosed are compounds, compositions and methods for inhibiting interleukinprotease activity. The compounds, .alpha.-substituted acetamides a ##STR1## wherein: R.sub.2 =H or alkyl;R.sup.3 =halo, O(CO).sub.0-1 aryl, OPOR.sup.4 R.sup.5 ; ##STR2## where R.sup.4 and R.sup.5 =aryl;R.sup.6 =H, aryl or aralkyl;R.sup.7 =independently selected from R.sup.6, CF.sub.3 and CF.sub.2 CF.sub.3 ;R.sup.1 =R.sup.6 -CO, heteroaryl-CO, heteroaralkyl-CO and amino acid.Type: GrantFiled: August 2, 1994Date of Patent: October 15, 1996Assignee: Sterling Winthrop Inc.Inventors: Roland E. Dolle, Todd L. Graybill
-
Patent number: 5561162Abstract: Fluorinated alkene compounds useful for and methods of controlling nematodes, insects, and acarids that prey on agricultural crops. Polar compounds, for example, 3,4,4-trifluoro-3-butene-1-amine or 3,4,4-trifluoro-3-butenoic acid, are particularly useful for systemic control of pests. Novel method and intermediates for the preparation of 3,4,4-trifluoro-3-butene-1-amine are also provided.Type: GrantFiled: March 8, 1995Date of Patent: October 1, 1996Assignee: Monsanto CompanyInventor: Peter G. Ruminski
-
Patent number: 5543571Abstract: A process for the asymmetric hydrogenation of N-acylhydrazones to optically active N-acylhydrazines in the presence of a chiral phospholane catalyst complex, a process for the reductive N--N bond cleavage of N-acylhydrazine to amines with samarium diiodide, and a multistep process for converting keto group-bearing compounds to the corresponding optically active amino group-bearing compounds are disclosed.Type: GrantFiled: March 7, 1995Date of Patent: August 6, 1996Assignee: E. I. Du Pont de Nemours and CompanyInventor: Mark J. Burk
-
Patent number: 5543423Abstract: The present invention relates to compounds that can maintain, increase, or restore sensitivity of cells to therapeutic or prophylactic agents. This invention also relates to pharmaceutical compositions comprising these compounds. The compounds and pharmaceutical compositions of this invention are particularly well-suited for treatment of multi-drug resistant cells, for prevention of the development of multi-drug resistance, and for use in multi-drug resistant cancer therapy.Type: GrantFiled: January 23, 1995Date of Patent: August 6, 1996Assignee: Vertex Pharmaceuticals, IncorporatedInventors: Robert E. Zelle, Matthew W. Harding
-
Patent number: 5539103Abstract: .beta.-lactam compounds which are reacted with a metal alkoxide for preparing N-acyl, N-sulfonyl and phosphoryl substituted isoserine esters.Type: GrantFiled: December 7, 1994Date of Patent: July 23, 1996Assignee: Florida State UniversityInventor: Robert A. Holton
-
Patent number: 5514716Abstract: This disclosure relates to a novel class of hydroxamic and carboxylic acid based matrix metalloproteinase inhibitor derivatives. The disclosure further relates to pharmaceutical compositions containing such compounds and to the use of such compounds and compositions in the treatment of matrix metalloproteinase induced diseases.Type: GrantFiled: February 25, 1994Date of Patent: May 7, 1996Assignee: Sterling Winthrop, Inc.Inventors: Madhusudhan R. Gowravaram, Jeffrey Johnson, Ewell R. Cook, Robert C. Wahl, Alan M. Mathiowetz, Bruce E. Tomczuk, Ashis K. Saha
-
Patent number: 5514654Abstract: N-acyldipeptides of formula I ##STR1## wherein R represents a rest of formula ##STR2## and R.sub.4, Y, m, n and Z have the meaning as defined in the description, R.sub.1 represents hydrogen, a 1-10 C. alkyl, an optionally substituted methyl or benzyl,R.sub.2 represents a --CO--A group,wherein A has the meanings as defined in the description,R.sub.3 represents a --(CH.sub.2).sub.p --CO--W group,wherein p and W have the meaning as defined in the description.Type: GrantFiled: May 18, 1994Date of Patent: May 7, 1996Inventors: Slavko Pecar, Marija Sollner, Uros Urleb, Danijel Kikelj, Gasper Marc, Ales Krbavcic, Vlado Kotnik, Branka Wraber-Herzog, Sasa Simcic, Alojz Ihan, Lidija Klamfer, Lucka Povsic, Zdravko Kopitar, Anton Stalc
-
Patent number: 5514810Abstract: The invention relates to a process for the production of diethylenetriaminepentacarboxylic acid tetraesters of general formula I ##STR1## in which R.sup.1 and Z have different meanings.Type: GrantFiled: June 5, 1995Date of Patent: May 7, 1996Assignee: Schering AktiengesellschaftInventors: Johannes Platzek, Ulrich Niedballa, Bernd Radeuchel
-
Patent number: 5503776Abstract: An N-acylamino acid compound represented by the general formula (1):R--CO--(NH--X--CO).sub.n --OR.sup.1 (1)wherein (NH--X--CO) is an amino acid residue, X in (NX--X--CO) is variable with the kind of amino acid to be used, R--CO is a saturated or an unsaturated fatty acid residue having 6 to 24 carbon atoms, R.sup.1 is hydrogen atom, sodium atom, potassium atom, or methyl group and n is an integer in the range of from 1 to 3, indicating that at least one histidine is contained as a component amino acid is disclosed, which is obtained by causing an N-hydroxysuccinimide ester to react with an amino acid or a peptide.The compound excels in antioxidizing power, emulsifying power, antibacterial power, chelating power, infrared absorbing power, and humidity-retaining power.Type: GrantFiled: December 21, 1994Date of Patent: April 2, 1996Assignees: National Food Research Institute Ministry of Agriculture, Forestry and Fisheries, CCI CorporationInventors: Hironobu Murase, Tsutomu Kunieda, Akihiko Nagao, Junji Terao
-
Patent number: 5482979Abstract: Compounds containing ester groups and tertiary amino groups and optionally hydroxyl groups are made by reacting optionally hydroxyfunctional acetoacetic acid esters of monofunctional or polyfunctional alcohols (particularly polyfunctional polyether polyols) with primary/tertiary polyamines (particularly diamines). These compounds are useful as optionally incorporable catalysts for the isocyanate addition reaction in the production of polyurethane foams by the isocyanate polyaddition process.Type: GrantFiled: June 8, 1994Date of Patent: January 9, 1996Assignee: Bayer AktiengesellschaftInventors: Josef Sanders, Ulrich Liman, Klaus Konig
-
Patent number: 5480999Abstract: The invention relates to compounds of the general formula AB, which may be a salt or an amide, wherein:A represents a cyclooxygenase inhibitor having an accessible acidic function andB represents the L-form of arginine analogues of the formula ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 represent various substituents, process for the preparation of such compounds and pharmaceutical composition thereof.Type: GrantFiled: December 23, 1992Date of Patent: January 2, 1996Assignee: Societe de Conseils de Recherches et d'Applications Scientifiques (S.C.R.A.S.)Inventors: Pierre-Etienne Chabrier De Lassauniere, Pierre Braquet, Colette Broquet, Serge Auvin
-
Patent number: 5475013Abstract: Urea-containing hydroxyethylamine peptide compounds are effective as retroviral protease inhibitors, and in particular as inhibitors of HIV protease.Type: GrantFiled: May 20, 1992Date of Patent: December 12, 1995Assignee: Monsanto CompanyInventors: John J. Talley, Daniel P. Getman, John N. Freskos, Ko-Chung Lin, Robert M. Heintz, Donald J. Rogier, Jr., Deborah E. Bertenshaw
-
Patent number: 5468263Abstract: The present invention relates to an alkylphenyl poly(oxyalkylene) polyamine acid ester fuel detergent effective for controlling deposit generated in an automobile engine, prepared by reacting polyamine and alkylphenyl poly(oxyalkylene) maleate derivative prepared by reaction of alkylphenyl poly(oxyalkylene) alcohol and maleic anhydride, through Michael reaction. A fuel detergent diluted solution comprising 5-70 wt % of said fuel detergent and an inert organic solvent, and a hydrocarbon fuel composition comprising thereof are prepared. The present invention does not use deadly toxic phosgene gas used in preparation of a deposit control additive for conventional polyether amine deposit control additive and prevents generation of amine salt to eliminate the process for removing amine salt.Type: GrantFiled: February 18, 1994Date of Patent: November 21, 1995Assignee: Yukong LimitedInventors: Hyun-jong Chung, Sang-chul Yim, Bon-chul Ku, Ho-young Guen, Duk-han Kim
-
Patent number: 5466860Abstract: A process for the preparation of blocked isocyanates by reaction of free isocyanates under water-free conditions with blocking agents containing acid hydrogen in the presence of basic catalysts, these being one or more alkali hydroxides, particularly lithium hydroxide. The process leads to yellowing-free products with a low alkali content which may be used as cross-linking agents for polyols, particularly in the lacquer sector.Type: GrantFiled: February 8, 1995Date of Patent: November 14, 1995Assignee: Herberts Gesellschaft mit beschrankter HaftungInventors: Carmen Flosbach, Dieter Philipp, Walter Schubert
-
Patent number: 5446187Abstract: Diphosphonic acids of formula (I) are useful as antitumor agents.Type: GrantFiled: October 8, 1993Date of Patent: August 29, 1995Assignee: Boehringer Mannheim Italia S.p.A.Inventors: Sergio Tognella, Valeria Livi, Ernesto Menta, Silvano Spinelli
-
Patent number: 5426223Abstract: A process for the asymmetric hydrogenation of N-acylhydrazones to optically active N-acylhydrazines in the presence of a chiral phospholane catalyst complex, a process for the reductive N--N bond cleavage of N-acylhydrazine to amines with samarium diiodide, and a multistep process for converting keto group-bearing compounds to the corresponding optically active amino group-bearing compounds are disclosed.Type: GrantFiled: July 30, 1993Date of Patent: June 20, 1995Assignee: E. I. Du Pont de Nemours and CompanyInventor: Mark J. Burk
-
Patent number: 5397489Abstract: A lubricating oil soluble compound suitable for use as a dispersant additive is obtainable by reacting at elevated temperature a polyacrylate with a dispersant having at least one reactive nitrogen--containing moiety.Intermediates of the general formula IV ##STR1## where Y.sup.1 is a group derived from the reaction of the polyacrylate with the reactive nitrogen-containing moieties (i.e. primary or secondary amine) are novel.The process for preparing the lubricating oil soluble compounds can be a one step or multistep process.Lubricating oil compositions comprise a major proportion of lubricating oil and a minor proportion of the lubricating oil soluble compounds.Type: GrantFiled: October 26, 1992Date of Patent: March 14, 1995Assignee: BP Chemicals (Additives) LimitedInventor: William D. Carlisle
-
Patent number: 5389680Abstract: Fluorinated alkene compounds useful for and methods of controlling nematodes, insects, and acarids that prey on agricultural crops. Polar compounds, for example, 3,4,4-trifluoro-3-butene-1-amine or 3,4,4-trifluoro-3-butenoic acid, are particularly useful for systemic control of pests. Novel method and intermediates for the preparation of 3,4,4-trifluoro-3-butene-1-amine are also provided.Type: GrantFiled: October 18, 1993Date of Patent: February 14, 1995Assignee: Monsanto CompanyInventor: Peter G. Ruminski
-
Patent number: 5374765Abstract: Disclosed is a method for extracting an amino acid ester from a hydrous solution which comprises adding thereto a water-insoluble organic solvent and then an amount of a base effective to liberate only a portion of the amino acid ester in free base form, and transferring the thus liberated amino acid ester in the free base form into the organic layer, and repeating the neutralization-extraction steps until all of the amino acid ester has been extracted.Type: GrantFiled: January 19, 1993Date of Patent: December 20, 1994Assignee: Mitsui Toatsu Chemicals, IncorporatedInventors: Tomoko Kamashita, Hiroyuki Yamashita, Teruyuki Nagata, Masanobu Ajioka
-
Patent number: 5370877Abstract: .alpha.-Aminocarboxylic acid derivatives of the formula: ##STR1## where n, X, Y and Z have the meanings stated in the description, and their preparation are described. The compounds are used in a method for improving delivery and reducing toxicity of biologically active substances by encapsulation of the biologically active substance with the above compounds.Type: GrantFiled: March 31, 1993Date of Patent: December 6, 1994Assignee: Knoll AGInventors: Joerg Rosenberg, Hans-Heinrich Gruenhagen, Dieter Lenke
-
Patent number: 5360925Abstract: The invention relates to compounds of the general formula AB, which may be a salt or an amide, wherein:A represents a cyclooxygenase inhibitor having an accessible acidic function andB represents the L-form of arginine analogues of the formula ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 represent various substituents, process for the preparation of such compounds and pharmaceutical composition thereof.Type: GrantFiled: September 29, 1993Date of Patent: November 1, 1994Assignee: Societe de Conseils de Recherches et d'Applications ScientifiquesInventors: Pierre-Etienne Chabrier de Lassauniere, Pierre Braquet, Colette Broquet, Serge Auvin
-
Patent number: 5359123Abstract: Trifunctional polyoxyalkylene polyamines having a plurality of 2-alkoxycarbonylethylamino groups at terminals are produced by reacting the corresponding primary amines with an alkyl acrylate. The trifunction secondary polyamines thus produced have a moderate reaction rate with a polyisocyanate component in polyurea RIM.Type: GrantFiled: March 29, 1993Date of Patent: October 25, 1994Assignee: Nippon Paint Co., Ltd.Inventors: Toshiyuki Ohshima, Hideo Ishibashi, Rie Tamura, Satoshi Yamamoto, Takaharu Izumo
-
Patent number: 5359128Abstract: The invention comprises compositions and methods for the treatment of psoriasis.Type: GrantFiled: February 11, 1993Date of Patent: October 25, 1994Inventor: Izhak Blank
-
Patent number: 5349066Abstract: The present invention provides novel N-substituted hydrazine bifunctional compounds, novel N-substituted hydrazone derivatives of a cytotoxic reagent incorporating the bifunctional compounds, novel conjugates containing at least one cytotoxic reagent molecule reacted with the bifunctional compound and bound to a molecule reactive with a target cell population, methods for their production, and pharmaceutical compositions and methods for delivering cytotoxic reagents to a target population of cells. The hydrazone bonds of the conjugates of the invention permit the release of free cytotoxic reagent from the conjugates in the acidic external or internal environment of the target cells. The bifunctional compounds, derivatives, conjugates and methods of the invention are useful in antibody-or ligand-mediated drug delivery systems for the preferential killing of a target cell population to treat diseases such as cancers, infections and autoimmune disorders.Type: GrantFiled: April 8, 1992Date of Patent: September 20, 1994Assignee: Bristol-Myers Squibb CompanyInventors: Takushi Kaneko, David Willner, Ivo Monkovic, Robert S. Greenfield, Gary R. Braslawsky
-
Patent number: 5344939Abstract: The preparation of magnesium benzyl fluoromalonate and other equivalent materials, the synthetic equivalents of the --CH.sub.2 F moiety, is described. Reaction between these reagents and the in situ-formed imidazolides of various carboxylic acids gives beta-keto-alpha-fluoroesters, which upon hydrogenation and spontaneous decarboxylation yields fluoromethyl ketones in excellent yields. The overall transformation from RCOOH to RCOCH.sub.2 F is thus illustrated.Type: GrantFiled: March 11, 1993Date of Patent: September 6, 1994Assignee: Prototek, Inc.Inventor: James T. Palmer
-
Patent number: 5336800Abstract: Oxamides useful as dye intermediates have the formula ##STR1## where R.sup.1 and R.sup.2 are independently of each other hydrogen, C.sub.1 -C.sub.4 -alkyl or phenyl,X is hydroxyl, nitro or a radical of the formula --NR.sup.3 R.sup.4, where R.sup.3 is hydrogen or C.sub.1 -C.sub.4 -alkanoyl and R.sup.4 is hydrogen, C.sub.1 -C.sub.4 -alkyl or phenyl,Z is C.sub.2 -C.sub.8 -alkylene, substituted or unsubstituted phenylene or substituted or unsubstituted naphthylene, or X--Z and R.sup.1 are, together with the nitrogen atom joining them together, the radical of the formula ##STR2## where R.sup.3 is as defined above,L is a bridge member andY is vinyl or a radical of the formula --C.sub.2 H.sub.4 --A, where A is hydroxyl or a group which is detachable under alkaline reaction conditions.Type: GrantFiled: January 4, 1993Date of Patent: August 9, 1994Assignee: BASF AktiengesellschaftInventors: Bernd Siegel, Manfred Patsch, Knut Kessel
-
Patent number: 5329013Abstract: The present invention provides a process for the preparation of tricyclo- [3.3.1.1.sup.3,7 ]dec-2-yl-[R-(R*,R*)]-3-(1H-indol-3-ylmethyl)-3-methyl-4,9-dioxo-7,11-diph enyl-10-oxa-2,5,8-triazaundecanate, an important compound in the preparation of a new class of cholecystokinin inhibitors, wherein N-[(benzyloxy)carbonyl]-(R)-.beta.-amino-1-azido-2-phenylethane is hydrogenated, and subsequently, by means of carbon dioxide, the resulting N.sup..beta. -[(benzyloxy)-carbonyl]-(R)-.beta.-amino-2-phenylethylamine carbonate is precipitated out. This is coupled by the carbodiimide process with N-[(2-adamantyloxy)-carbonyl]-.alpha.-methyl-R-tryptophane.Type: GrantFiled: October 26, 1992Date of Patent: July 12, 1994Assignee: Godecke AktiengesellschaftInventors: Wolfgang Herrmann, Klaus Steiner, Hans-Joachim Witzke
-
Patent number: 5310536Abstract: Amide-thiolate ligands having improved metal chelate formation kinetics are disclosed. The ligands include a tertiary amine strategically located to facilitate rapid formation of an amine-amide-thiolate intermediate complex, followed by transfer of the metal to a thermodynamically stable amide-thiolate complex. The amide-thiolate ligands of the present invention may be used for post formed labeling of biological substances for use in the fields of diagnosis and therapy.Type: GrantFiled: February 6, 1992Date of Patent: May 10, 1994Assignee: Mallinckrodt Medical, Inc.Inventor: Ananthachari Srinivasan
-
Patent number: 5296501Abstract: A compound selected from the group consisting of a compound of the formula ##STR1## wherein the dotted lines indicate an optionally endo or exo double bond, Y is selected from the group consisting of alkyl, alkenyl and alkynyl of 2 to 18 carbon atoms and alkyl of 1 to 18 carbon atoms substituted with at least one halogen, X, X' and X.sub.1 are individually selected from the group consisting of hydrogen, alkyl of 1 to 8 carbon atoms, alkenyl and alkynyl of 2 to 8 carbon atoms, aryl of 6 to 14 carbon atoms, aralkyl of 7 to 18 carbon atoms, acyl of a fatty acid and acyl of an .alpha. or .omega.-amino acid, n and/or n.sub.1 is 1 and R and/or R.sub.1 is the remainder of an amine or an .alpha. or .omega.-amino acid or n and/or n.sub.1 is 2 and R and R.sub.1 are selected from the group consisting of hydrogen, alkyl of 1 to 8 carbon atoms, aryl of 6 to 14 carbon atoms, aralkyl of 7 to 18 carbon atoms and ##STR2## R.sub.Type: GrantFiled: April 27, 1993Date of Patent: March 22, 1994Assignee: Roussel UclafInventors: Constantin Agouridas, Nicole Tessot, Annie Martel
-
Patent number: 5294734Abstract: Substituted 2-aminoalk-3-enoic acid derivative of formula I ##STR1## wherein R.sub.1 is an aliphatic hydrocarbon radical that is substituted by optionally acylated or aliphatically or araliphatically etherified hydroxy, by halogen, by optionally acylated and/or aliphatically substituted amino or by an aza-, diaza-, azoxa- or oxa-cycloaliphatic radical, or is an oxacycloaliphatic hydrocarbon radical bonded via a carbon atom, or is an optionally aliphatically N-substituted or N-acylated azacycloaliphatic hydrocarbon radical, and R.sub.2 is free or esterified carboxy, and their salts exhibit NMDA-antagonistic properties and are useful as active ingredients of anticonvulsive medicaments.Type: GrantFiled: March 16, 1992Date of Patent: March 15, 1994Assignee: Ciba-Geigy Corp.Inventors: Christof Angst, Hans Allgeier, Roland Heckendorn, Daniel Wallach