Amide In Acid Moiety Patents (Class 560/41)
  • Patent number: 5134231
    Abstract: An amino acid compound of the formula: ##STR1## wherein R is a lower alkyl group, R.sub.1 is a hydrogen atom or a protecting group for carboxyl, R.sub.2 is a hydrogen atom, a protecting group for amino, an optionally substituted allyl group of the formula: ##STR2## (wherein R.sub.3 and R.sub.4 are each a hydrogen atom, a lower alkyl group or an aryl group), a beta-hydroxyethyl group in which the hydroxyl group is optionally protected, a formylmethyl group in which the formyl group is optionally protected, a carboxymethyl group in which the carboxyl group is protected or a 2-furylmethyl group and X is an optionally protected carboxyl group, a hydroxymethyl group in which the hydroxyl group is optionally protected or a substituted mercaptomethyl group of the formula:--CH.sub.2 SR.sub.5(wherein R.sub.5 is an aryl group or an ar(lower)alkyl group), which is a useful intermediate in the synthesis of 1-alkylcarbapenem compounds.
    Type: Grant
    Filed: January 17, 1991
    Date of Patent: July 28, 1992
    Assignee: Sumitomo Pharmaceuticals Company, Limited
    Inventors: Makoto Sunagawa, Yoshihito Nozaki, Akira Sasaki, Haruki Matsumura
  • Patent number: 5131921
    Abstract: Motor fuel compositions comprising gasoline are improved to control octane requirement increase (ORI) by including an ester of an N-acyl sarcosinate acid or salt and a polyether polyol including oxyalkylene units selected from oxypropylene and/or oxybutylene.
    Type: Grant
    Filed: October 9, 1990
    Date of Patent: July 21, 1992
    Assignee: Texaco Inc.
    Inventors: Rodney L. Sung, Daniel T. Daly
  • Patent number: 5118840
    Abstract: A method of crystallizing phenylalanine in the form of .alpha.-crystals at a temperature below .alpha..fwdarw..beta. transition temperature comprises:forming an aqueous solution of phenylalanine at a temperature above the .alpha..fwdarw..beta. transition temperature, the aqueous solution of phenylalanine including:(1) a specified amount of Nacl, or(2) NH.sub.4 Cl and a small amount of a surfactant; and cooling the solution below the .alpha..fwdarw..beta. transition temperature.
    Type: Grant
    Filed: July 12, 1991
    Date of Patent: June 2, 1992
    Assignee: Ajinomoto Co., Inc.
    Inventors: Mikiya Kano, Shinji Fujita, Tadashi Takemoto, Toshihisa Kato, Naoko Sugiyama
  • Patent number: 5117031
    Abstract: This invention is characterized by synthesizing an active ester represented by the general formula ##STR1## using an active esterifying agent consisting of a sulfonium salt represented by the general formula ##STR2## and further reacting the above-said active ester with a nucleophilic agent represented by the general formula H-B-Y to produce an ester or amide represented by the general formula (W) d.A-B-Y.
    Type: Grant
    Filed: June 20, 1989
    Date of Patent: May 26, 1992
    Assignee: Sanshin Kagaku Kogyo Co. Ltd.
    Inventor: Katsushige Kouge
  • Patent number: 5105007
    Abstract: The present invention is directed to a fluorescence polarization immunoassay for determining the phenylacetylglutamine (PAG) content in body fluids, to the various components needed for preparing and carrying out such an assay, and to the methods of making these components. Specifically, tracers, immunogens and antibodies are disclosed, as well as methods for preparing them. The assay is conducted by measuring the degree of polarization of plane polarized light that has been passed through a solution continuing sample, antiserum and tracer.
    Type: Grant
    Filed: June 26, 1991
    Date of Patent: April 14, 1992
    Assignee: Abbott Laboratories
    Inventors: Maciej B. Adamczyk, Hossein A. Ghanbari, Donald D. Johnson
  • Patent number: 5101066
    Abstract: There are provided novel compounds useful as selective extractants of metal values from aqueous systems comprising a plurality of such ionic species. There is further provided a process for the production of the novel compounds. The invention also relates to a process of selective metal extraction by means of the novel compounds of the invention.
    Type: Grant
    Filed: November 24, 1989
    Date of Patent: March 31, 1992
    Assignee: Yeda Research and Development Co. Ltd.
    Inventors: Abraham Shanzer, Jacqueline Libman, Shneior Lifson
  • Patent number: 5098996
    Abstract: Radioactive fluorine can be easily introduced into biologically active molecules containing amino groups. A p-bromomethyl benzoyl group is coupled to the amino group of the biologically active molecule, and bromine is displaced by fluorine. Alternatively, the bromine on the bromomethylbenzoyl group is first displaced by fluorine, and the fluoromethyl benzoyl group is then coupled to the amino group of the biologically active molecule. The compounds so produced are useful in diagnostic nuclear medicine.
    Type: Grant
    Filed: March 15, 1988
    Date of Patent: March 24, 1992
    Assignee: The United States of America as represented by the Department of Health and Human Services
    Inventors: Kenneth A. Jacobson, Kenneth L. Kirk, David C. Furlano, Yechiel Shai
  • Patent number: 5096925
    Abstract: Disclosed are compounds of the formula ##STR1## wherein X and Y independently represent hydroxymethyl; cyano; carboxy; functionally modified carboxy selected from esterified carboxy, carbamoyl, and N-substituted carbamoyl; 5-tetrazolyl; 2-oxazolyl, 4,5-dihydro-2-oxazolyl, 2-imidazoly or 4,5-dihydro-2-imidazolyl or any said grouping substituted by lower alkyl; R and R.sub.o independently represent hydrogen, lower alkyl, (C.sub.3 -C.sub.7)-cycloalkyl-lower alkyl, or aryl-lower alkyl in which aryl represents phenyl, pyridyl, thienyl, furyl, biphenyl or naphthyl, each unsubstituted or mono- or di-substituted by halogen, lower alkyl, hydroxy, acyloxy, lower alkoxy, trifluoromethyl or cyano; A represents straight chain (C.sub.2 -C.sub.5)-alkylene; or A represents straight chain (C.sub.2 -C.sub.
    Type: Grant
    Filed: April 11, 1990
    Date of Patent: March 17, 1992
    Assignee: Ciba-Geigy Corporation
    Inventor: Gary M. Ksander
  • Patent number: 5097060
    Abstract: A process for crystallizing L-alpha-aspartyl-L-phenylalanine methyl ester from its aqueous solution by cooling, which comprises adjusting the initial concentration of the ester so that the amount of a precipitated solid phase to be formed after cooling becomes about 10 grams or more per liter of the solvent, cooling the solution through conductive heat transfer through a cooled surface to form an apparently sherbet-like pseudosolid phase without causing forced flow by mechanical stirring or the like, and optionally further cooling the system after formation of the pseudosolid phase, is disclosed along with various apparatuses which may be used to carry out the invention.
    Type: Grant
    Filed: June 18, 1991
    Date of Patent: March 17, 1992
    Assignee: Ajinomoto Company Incorporated
    Inventors: Masayoshi Naruse, Haruo Kawasaki, Shinichi Kishimoto, Harutoshi Oura, Masao Nakamura, Hideo Takeda
  • Patent number: 5096700
    Abstract: The subject invention involves halogenated amino acid derivatives useful as antimicrobial agents having the structure: ##STR1## wherein --R is hydrogen or 2-aminoethyl; --R' is hydroxy, alkoxy, aryloxy, or an amino acid residue bonded at the amino nitrogen; --R" is hydrogen or an amino acid residue bonded at the carbonyl carbon; --X is halogen; and --Y is hydrogen or halogen.
    Type: Grant
    Filed: September 28, 1990
    Date of Patent: March 17, 1992
    Assignee: The Procter & Gamble Company
    Inventors: William L. Seibel, Joseph H. Gardner
  • Patent number: 5095133
    Abstract: Aminomethylene compounds of the formula ##STR1## can be prepared by reaction of C-H acid compounds of the formula ##STR2## with salts of the formula ##STR3## in the presence of alkoxides of the formulaM.sup.1 OR.sup.10 (IV)where the radicals R.sup.1 to R.sup.4, R.sup.7, R.sup.10, X.sup.- and M.sup.1 have the meaning mentioned in the description.
    Type: Grant
    Filed: July 16, 1990
    Date of Patent: March 10, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Heinz U. Blank, Helmut Kraus
  • Patent number: 5095137
    Abstract: The amides of cyclomethylen-1,2-bicarboxylic acids having the formula: ##STR1## wherein A represents ##STR2## R.sup.1 represents --H, --CH.sub.3, --CH.sub.2 --CH.sub.3, --CH(CH.sub.3).sub.2, ##STR3## R.sup.2 represents --H, CH.sub.3, --CH.sub.2 --CH.sub.3, --CH(CH.sub.3).sub.2, --CH.sub.2 --CH.sub.2 --CH.sub.3, --CH.sub.2 --CH(CH.sub.3).sub.2 --CH.sub.2 --CH.sub.2 --CH.sub.2 --CH.sub.3, --CH.sub.2 --C.sub.6 H.sub.5, --C.sub.6 --H.sub.5 ;R.sup.3 represents --H, --CH.sub.3, --C.sub.2 H.sub.5, ##STR4## R.sup.5 represents --H, --CH.sub.3, --C.sub.2 H.sub.5, --CH.sub.2 C.sub.6 H.sub.5, ##STR5## Y=--H, --CH.sub.3, --CH(CH.sub.3).sub.2 Z=--H,--CH.sub.3, --C(CH.sub.3).sub.3, --CH(C.sub.2 H.sub.5).sub.2, ##STR6## R.sup.4 =R.sup.5, ##STR7## m is 0 or 1 and n is an integer varying between 0 and 3, are endowed with ACE-inhibiting activity and are thus therapeutically useful as anti-hypertension agents.
    Type: Grant
    Filed: October 9, 1990
    Date of Patent: March 10, 1992
    Assignee: Laboratori Guidotti SpA
    Inventors: Luigi Turbanti, Guido Cerbai, Marco Criscuoli
  • Patent number: 5093478
    Abstract: In the esterification of glutathione with alcohol in the presence of acid catalyst, neutral glutathione monoester is isolated in high yields without the intermedite isolation of ester acid salt by treating the reaction mixture with base anion exchange resin (basic form) to neutralize the acid and bind the resulting acid anion and unesterified glutatione. Dehydrating agent is used to drive the reaction toward esterification. In the production of glutathione monester acid salts a soluble dehydrating agent is advantageously used.
    Type: Grant
    Filed: July 14, 1989
    Date of Patent: March 3, 1992
    Assignee: Cornell Research Foundation, Inc.
    Inventors: Owen W. Griffith, Ernest B. Campbell
  • Patent number: 5087728
    Abstract: A process for producing a carboxylic acid or an ester thereof represented by formula (I): ##STR1## wherein: R represents a hydrogen atom or a lower alkyl group; R.sup.1 represents a lower alkyl group; CH.sub.2 COOR.sup.3, wherein R.sup.3 represents a hydrogen atom or a lower alkyl group; or NHR.sup.4, wherein R.sup.4 represents a formyl group, an acetyl group, a benzoyl group, or a chloroacetyl group, andR.sup.2 represents a hydrogen atom, a lower alkyl group, or a phenyl group,which comprises hydrogenating an unsaturated compound represented by formula (II): ##STR2## wherein R, R.sup.1, and R.sup.2 are as defined above, in the presence of a rhodium or ruthenium complex catalyst having, as a ligand, BICHEP which means 2,2'-bis(dicyclohexylphoshino)-6,6'-dimethyl-1,1'-biphenyl represented by formula (III): ##STR3## is disclosed.
    Type: Grant
    Filed: July 11, 1990
    Date of Patent: February 11, 1992
    Assignee: Takasago International Corporation
    Inventors: Hiroyuki Nohira, Hidemasa Takaya, Akira Miyashita
  • Patent number: 5087729
    Abstract: Disclosed herein are benzylidene compounds represented by the formula (I): ##STR1## wherein A represents ##STR2## (wherein B represents hydrogen atom or an acetyl group, W represents hydrogen atom or --CH.sub.2 --CH.sub.2 --CO--O--R, X.sup.1, X.sup.2 and X.sup.3 represent independently hydrogen atom, a hydroxyl group or a methoxyl group (two or three of them may be the same or all of them may be different), Y represents oxygen atom or imino group (--NH--), Z represents a methyl group or a phenyl group, and R represents a straight chain alkyl group having 1 to 18 carbon atoms, or branched or cyclic alkyl group having 3 to 18 carbon atoms, provided that when A is ##STR3## R is not an alkyl group having 1 to 2 carbon atoms, and when A is ##STR4## and X.sup.1, X.sup.2 and X.sup.3 are hydrogen atom, R is not an alkyl group having 1 to 2 carbon atoms), a cosmetic composition containing the same and an ultraviolet absorber comprising the same.
    Type: Grant
    Filed: April 17, 1990
    Date of Patent: February 11, 1992
    Assignee: Ajinomoto Co., Inc.
    Inventors: Kazuhiro Matsuno, Toru Kobayashi, Takeshi Miyoshi, Hideaki Kawashima
  • Patent number: 5075108
    Abstract: A compound of formula I ##STR1## wherein R.sub.1 is of formula II ##STR2## wherein R.sub.4 and R.sub.5, which may be the same or different, are bromo, chloro, iodo or alkylsulphonyl;R.sub.2 is of formula III ##STR3## wherein R.sub.6 and R.sub.7, which may be the same or different, are H, alkyl, aryl, carboxy, hydroxy or amino and n is 0-10; andR.sub.3 is hydroxy or a group capable of being cleared and replaced by a radical having an antigen binding site or R.sub.3 is a radical having an antigen binding site.
    Type: Grant
    Filed: December 21, 1987
    Date of Patent: December 24, 1991
    Assignee: Consolidated Pharmaceuticals, Limited
    Inventors: Ian F. C. McKenzie, Geoffrey A. Pietersz, Mark Smyth
  • Patent number: 5053532
    Abstract: A one-pot process for the preparation of .alpha.-L-aspartyl-L-phenylalanine methyl ester hydrochloride is disclosed (.alpha.-APM(HCl)). .alpha.-APM(HCl) is an intermediate in the preparation of aspartame.
    Type: Grant
    Filed: July 3, 1990
    Date of Patent: October 1, 1991
    Assignee: The Nutra Sweet Company
    Inventors: John B. Hill, Yefim Gelman, Hugh L. Dryden, Jr., Robert Erickson, Kuang Hsu, Mark R. Johnson
  • Patent number: 5047410
    Abstract: New pharmacologically active amidino and guanidino derivatives which are 5-HT.sub.3 receptor antagonists useful as antiemetic, gastric prokinetic and antimigrainic agents of the following general formula (I) ##STR1## , wherein the substituents are defined hereinbelow, which compounds are 5-HT.sub.3 receptor antagonists useful as antiemetic gastric prokinetic and antimigraine agents, inter alia.
    Type: Grant
    Filed: July 12, 1989
    Date of Patent: September 10, 1991
    Assignee: Istituto de Angeli S.p.A.
    Inventors: Arturo Donetti, Marco Turconi, Massimo Nicola, Rosamaria Micheletti
  • Patent number: 5041607
    Abstract: A crystalline L-alpha-aspartyl-L-phenyl-alanine methyl ester product is disclosed. The product is obtained by crystallizing the ester from an aqueous solution, by cooling. The initial concentration of ester in the aqueous solution used provides at least 10 grams of precipitated solid phase per liter of solution. The solution is cooled through conductive heat transfer without effecting forced flow to form a sherbet-like pseudo solid phase.
    Type: Grant
    Filed: January 3, 1989
    Date of Patent: August 20, 1991
    Assignee: Ajinomoto Co., Inc.
    Inventors: Masayoshi Naruse, Haruo Kawasaki, Shinichi Kishimoto, Harutoshi Oura, Masao Nakamura, Hideo Takeda
  • Patent number: 5039805
    Abstract: The compound of the formula ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 have the significance given in the description, can be used as medicaments for the therapy and prophylaxis of disorders such as thromboses, stroke, cardiac infarct, inflammations and arteriosclerosis as well as for the treatment of tumours.
    Type: Grant
    Filed: November 24, 1989
    Date of Patent: August 13, 1991
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Leo Alig, Albrecht Edenhofer, Marcel Muller, Arnold Trzeciak, Thomas Weller
  • Patent number: 5030732
    Abstract: Disclosed are some new aminoethylphosphinic acid derivatives useful as antibacterial agents.
    Type: Grant
    Filed: March 3, 1988
    Date of Patent: July 9, 1991
    Assignee: Merck & Co., Inc.
    Inventors: Yoshiharu Morita, Yasuo Hoshide, Ryoichi Ando, Masao Taniguchi
  • Patent number: 5030654
    Abstract: A series of novel spiro-substituted glutaramide derivatives have been prepared, including the pharmaceutically acceptable salts thereof and bioprecursors therefor, wherein the spiro-substituent completes a 5- or 6-membered carbocycyclic ring and is located at the carbon atom adjacent to the carbamoyl group. These particular compounds are inhibitors of the neutral endopeptidase E.C.3.4.24.11 enzyme and are therefore useful in therapy as diuretic agents for the treatment of hypertension, heart failure, renal insufficiency and other disorders. Methods for preparing these compounds from known starting materials are provided.
    Type: Grant
    Filed: May 19, 1989
    Date of Patent: July 9, 1991
    Assignee: Pfizer Inc.
    Inventors: Ian T. Barnish, John C. Danilewicz, Keith James, Gillian M. R. Samuels, Nicholas K. Terrett, Michael T. Williams, Martin J. Wythes
  • Patent number: 5021454
    Abstract: Benzoylaminoalkanoic acids and esters thereof are fungitoxic and useful for controlling fungi, particularly phytopathogenic fungi.
    Type: Grant
    Filed: October 6, 1989
    Date of Patent: June 4, 1991
    Assignee: Rohm and Haas Company
    Inventor: Ashok K. Sharma
  • Patent number: 5021430
    Abstract: Disclosed are compound of the formula ##STR1## wherein X and Y independently represent hydroxymethyl; cyano; carboxy; functionally modified carboxy selected from esterified carboxy, carbamoyl, and N-substituted carbamoyl; 5-tetrazolyl; 2-oxazolyl, 4,5-dihydro-2-oxazolyl, or each said grouping substituted by lower alkyl; R and R.sub.o independently represent lower alkyl, (C.sub.3 -C.sub.7)-cycloalkyl-lower alkyl, or aryl-lower alkyl; A represents methylene; or A represents methylene substituted by lower alkyl, by lower alkylthio-lower alkyl, by aryl-lower alkylthio-lower alkyl, by arylthio-lower alkyl, by hydroxy-lower alkyl, by acyloxy-lower alkyl, by lower alkoxy-lower alkyl, by aryl-lower alkyloxy-lower alkyl, by aryloxy-lower alkyl, by amino-lower alkyl, by acylamino-lower alkyl, by guanidino-lower alkyl, by (C.sub.3 -C.sub.7)-cycloalkyl, by (C.sub.3 -C.sub.
    Type: Grant
    Filed: June 29, 1987
    Date of Patent: June 4, 1991
    Assignee: Ciba-Geigy Corporation
    Inventor: Gary M. Ksander
  • Patent number: 5017690
    Abstract: N-formyl amino acid or peptide is deformylated by reaction with aniline or methylene dianiline over noble metal catalyst, e.g., Pt-on-carbon. N-formanilide is formed as by-product. The process is particularly useful in deformylating N-formyl aspartame.
    Type: Grant
    Filed: August 11, 1989
    Date of Patent: May 21, 1991
    Assignee: W. R. Grace & Co.-Conn.
    Inventor: Jennifer M. Quirk
  • Patent number: 5002692
    Abstract: Amides having the following structure: ##STR1## used in ferroelectric smectic liquid crystal mixtures, especially as pitch compensators and liquid crystal compositions containing them.
    Type: Grant
    Filed: December 1, 1988
    Date of Patent: March 26, 1991
    Assignee: The Secretary of State for Defence in Her Britannic Majesty's Government of the United Kingdom of Great Britain and Northern Ireland
    Inventors: George W. Gray, David Lacey, Kenneth J. Toyne, Richard M. Scrowston, Lawrence K. M. Chan, Madeline J. Bradshaw, Victoria Brimmell
  • Patent number: 5001156
    Abstract: Lipophilic quaternary ammonium salicylate, characterized in that it corresponds to the formula: ##STR1## in which: (i) R.sub.1, R.sub.2, R.sub.3 and R.sub.4, which may be identical or different, denote an alkyl or alkylcycloalkyl radical, optionally substituted or interrupted;(ii) R.sub.3 and/or R.sub.4 denote(s) a group:R.sub.8 [OC.sub.2 H.sub.3 R.sub.7 ].sub.n [OCH.sub.2 CHOH--CH.sub.2 ].sub.pin which 0.ltoreq.n.ltoreq.4 and p denotes 0 or 1; R.sub.8 denotes H or an alkyl, alkenyl, alkylcycloalkyl or alkylaryl radical;(iii) R.sub.4 denotes an alkylphenyl radical;(iv), (v) R.sub.1 and R.sub.2 can form a saturated or unsaturated aromatic or non-aromatic heterocycle;(vi) R.sub.1, R.sub.2 and R.sub.3 form polycyclic derivatives with the nitrogen atoms; R.sub.5 denotes a group corresponding to the formula: ##STR2## in which n is an integer varying between 0 and 10.
    Type: Grant
    Filed: December 1, 1987
    Date of Patent: March 19, 1991
    Assignee: L'Oreal
    Inventors: Michel Philippe, Henri Sebag, Michel Hocquaux, Bernard Jacquet, Jean P. Laugier
  • Patent number: 4994605
    Abstract: A method for crystallizing alpha-L-aspartyl-L-phenylalanine methyl ester (APM) is disclosed. The APM is crystallized from a C.sub.1 -C.sub.3 -alcohol/water solution (30-80:70-20 (v/v)). The ester crystallized by (i) concentrating the solution, (ii) cooling the solution, (iii) adjusting the water:alcohol ratio, or (iv) a combination thereof.
    Type: Grant
    Filed: April 25, 1989
    Date of Patent: February 19, 1991
    Assignee: Ajinomoto Co., Inc.
    Inventors: Shinichi Kishimoto, Katsumi Sugiyama
  • Patent number: 4992558
    Abstract: Novel disperse dyes particularly suitable for dyeing textile material made of polyester fibers, said dyes being of the formula ##STR1## wherein X is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or halogen,Y is hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkoxy-C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy-C.sub.1 -C.sub.4 alkoxy,R is hydrogen, C.sub.1 -C.sub.12 alkyl, C.sub.2 -C.sub.12 alkenyl or phenyl, or Y and R, when taken together with the nitrogen atom and the two carbon atoms linking them, form a 5- or 6-membered ring,B is straight-chain or branched C.sub.2 -C.sub.6 alkylene,A is a radical of formula ##STR2## in which W is C.sub.1 -C.sub.9 alkyl, C.sub.5 -C.sub.7 cycloalkyl, phenyl, halogen or C.sub.1 -C.sub.4 alkoxy,n is 0, 1, 2, or 3,Q is hydrogen or C.sub.1 -C.sub.4 alkyl,V is halogen, andm is 0, 1, 2, 3 or 4.
    Type: Grant
    Filed: July 7, 1989
    Date of Patent: February 12, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Peter Liechti, Antoine Clement
  • Patent number: 4981865
    Abstract: The present invention includes N-hydroxyamide, N-hydroxyurea, N-hydroxythioamide, and N-hydroxythiourea derivatives of fenamates, indomethacin, cicloprofen, oxepinac, and indoprofen as dual inhibitors or selective inhibitors of cyclooxygenase and 5-lipoxygenase.
    Type: Grant
    Filed: May 26, 1989
    Date of Patent: January 1, 1991
    Assignee: Warner-Lambert Co.
    Inventors: Thomas R. Belliotti, Wiaczeslaw A. Cetenko, David T. Connor, Daniel L. Flynn, Catherine R. Kostlan, James B. Kramer, Jagadish C. Sircar
  • Patent number: 4975444
    Abstract: Compounds of the formula ##STR1## wherein A is a carbocyclic, saturated or unsaturated ring; R.sup.1 is hydrogen or alkyl; R and R.sup.4 are each alkyl, cycloalkyl, benzyl or a readily hydrolyzable ester group; Y is a bond or a straight or branch alkylene; R.sup.2 is hydrogen, aryl, heterocyclic, R.sup.6 CONR.sup.5, R.sup.7 NR.sup.5 CO, R.sup.7 NR.sup.5 SO.sub.2 --or R.sup.8 SO.sub.2 NR.sup.5 --where R.sup.5 is hydrogen, alkyl or aralkyl; R.sup.6 is alkyl, aryl, aralkyl, heterocyclic, heterocyclyalkyl or a group of the formula ##STR2## where R.sup.9 is hydrogen, hydroxy, alkoxy, alkyl, hydroxyalkyl, aralkyl, alkylene, heterocyclic, heterocyclylalkyl, R.sup.12 CONH--, R.sup.12 SO.sub.2 NH-- or (R.sup.13).sub.2 N--; R.sup.10 and R.sup.11 are each hydrogen or alkyl; or R.sup.10 is hydrogen and R.sup.11 is aminoalkyl, imidazolylmethyl, aryl, aralkyl, aralkoxyalkoxy, hydroxyalkyl or methylthioalkyl; or R.sup.10 and R.sup.
    Type: Grant
    Filed: August 25, 1989
    Date of Patent: December 4, 1990
    Assignee: Pfizer Inc.
    Inventors: John C. Danilewicz, Keith James, Ryszard J. Kobylecki
  • Patent number: 4962222
    Abstract: .alpha.-L-Aspartyl-L-phenylalanine methyl ester having low hygroscopicity is prepared by bringing a cake of .alpha.-L-aspartyl-L-phenylalanine methyl ester, which cake has been obtained by solid-liquid separation through a desired preparation process of .alpha.-L-aspartyl-L-phenylalanine methyl ester, into contact with an organic solvent of uniform phase so as to treat the cake with the organic solvent, subjecting the resulting mixture of the cake and organic solvent to solid-liquid separation to obtain a cake, and then drying the last-mentioned cake at a temperature not higher than 60.degree. C. The organic solvent is dry or contains water in an amount up to 30 wt.%.
    Type: Grant
    Filed: January 25, 1989
    Date of Patent: October 9, 1990
    Assignee: Mitsui Toatsu Chemicals, Incorporated
    Inventors: Ryuichi Mita, Toshio Katoh, Chojiro Higuchi, Takeshi Oura, Akihiro Yamaguchi
  • Patent number: 4946987
    Abstract: Herein disclosed are N-naphthoylglycine derivatives having aldose reductase inhibiting activity. The derivatives are useful for treating, diabetic complications.
    Type: Grant
    Filed: June 20, 1988
    Date of Patent: August 7, 1990
    Assignee: Ayerst, McKenna & Harrison, Inc.
    Inventors: Kazimir Sestanj, Nedumparambil A. Abraham, Francesco Bellini, Adi Treasurywala
  • Patent number: 4946988
    Abstract: A process for the preparation of .alpha.-L-aspartyl-L-phenylalanine methyl ester hydrochloride (.alpha.-APM(HCl)) is disclosed. .alpha.-APM(HCl) is an intermediate in the preparation of aspartame.
    Type: Grant
    Filed: July 14, 1988
    Date of Patent: August 7, 1990
    Assignee: The NutraSweet Company
    Inventors: John B. Hill, Yefim Gelman
  • Patent number: 4944796
    Abstract: 2-(Disubstituted amino)acetamides of the formula ##STR1## wherein R is alkyl or phenyl; R.sup.1 is selected from the group consisting of amino, alkyl, allyl, substituted carbonyl wherein said substituent is haloalkyl, alkoxycarbonyl, alkylthio, carboxy, alkoxy, alkyl, vinyl, haloanilino, phenylthio, alkylamino, benzylamino, alkoxycarbonylalkyl or substituted carbamyl wherein the substituent is alkyl halocarbanilide; alkylthio thiocarbonyl; or mono-haloanilino carbonylmethylene, alkoxy carbonylmethylene, or carboxymethylene; R.sup.2 is hydrogen, alkyl or phenyl; X is halo or haloalkyl; and n is an integer selected from 1-3, inclusive; the compounds are useful as herbicidal agents.
    Type: Grant
    Filed: November 14, 1988
    Date of Patent: July 31, 1990
    Assignee: ICI Americas Inc.
    Inventor: Siok-Hui H. Wee
  • Patent number: 4942255
    Abstract: A method for producing an .alpha.-aspartylphenylalanine derivative represented by formula (2), which comprises reacting a .beta.-aspartylphenylalanine derivative represented by formula (1): ##STR1## with a basic compound in an alcohol solvent in the presence of a hydroxide, sulfate, chloride, carbonate or acetate of an element selected from the group consisting of zinc, copper, nickel, magnesium, aluminum, iron, tin, silicon and titanium, wherein R.sub.1 and R.sub.2 represent hydrogen or an alkyl group having 1 to 4 carbon atoms.
    Type: Grant
    Filed: January 25, 1989
    Date of Patent: July 17, 1990
    Assignee: Ajinomoto Co., Inc.
    Inventors: Satoji Takahashi, Tadashi Takemoto
  • Patent number: 4941992
    Abstract: Novel compounds suitable for use as chiral dopants in ferroelectric smectic liquid crystal materials comprising an optically active derivative of an .alpha.-amino acid of the formula ##STR1## wherein R.sub.1 is selected from the group consisting of C.sub.1-20 alkyl or alkoxy, R is C.sub.1-20 n-alkyl and Y is C.sub.1-20 alkyl. A liquid crystal mixture and a device using these compounds are also described.
    Type: Grant
    Filed: July 17, 1987
    Date of Patent: July 17, 1990
    Assignee: The Secretary of State for Defence in Her Britannic Majesty's Government of the United Kingdom of Great Britain and Northern Ireland
    Inventors: Adam Jackson, Richard M. Scrowston, George W. Gray, David Lacey, Kenneth J. Toyne
  • Patent number: 4939261
    Abstract: Disclosed are compounds of the formula ##STR1## wherein X and Y independently represent hydroxymethyl; cyano; carboxy; functionally modified carboxy selected from esterified carboxy, carbamoyl, and N-substituted carbamoyl; 5-tetrazolyl; 2-oxazolyl, 4,5-dihydro-2-oxazolyl, 2-imidazolyl or 4,5-dihydro-2-imidazolyl or any said grouping substituted by lower alkyl; R and R.sub.0 independently represent hydrogen, lower alkyl, (C.sub.3 -C.sub.7)-cycloalkyl-lower alkyl, or aryl-lower alkyl in which aryl represents phenyl, pyridyl, thienyl, furyl, biphenyl or naphthyl, each unsubstituted or mono- or di-substituted by halogen, lower alkyl, hydroxy, acyloxy, lower alkoxy, trifluoromethyl or cyano; A represents straight chain (C.sub.2 -C.sub.5)-alkylene; or A represents straight chain (C.sub.2 -C.sub.
    Type: Grant
    Filed: September 17, 1987
    Date of Patent: July 3, 1990
    Assignee: Ciba-Geigy Corporation
    Inventor: Gary M. Ksander
  • Patent number: 4931582
    Abstract: Novel fluorinated, acrylamide monomers are prepared from 2-alkenyl azlactones reacted with fluorinated alcohols. The novel monomers have the formula ##STR1## wherein R.sup.1 and R.sup.6 are independently hydrogen or methyl;R.sup.2 and R.sup.3 independently can be an alkyl, cycloalkyl, or aryl group, or R.sup.2 and R.sup.3 taken together with the carbon to which they are joined can form a carbocyclic ring containing 4 to 12 ring atoms;R.sup.4 and R.sup.5 are independently hydrogen or lower alkyl;a is 0 or 1;b is 1 or 2;X is a single bond, CH.sub.2, CH.sub.2 OCH.sub.2, and CH.sub.2 CH.sub.2 OCH.sub.2 ; andR.sub.F is a substantially perfluorinated alkyl, cycloalkyl, or aryl group when b is 1 and perfluorinated alkylene when b is 2.Novel polymers and copolymers can be prepared from the monomers of the invention.
    Type: Grant
    Filed: November 4, 1988
    Date of Patent: June 5, 1990
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Steven M. Heilmann, Larry R. Krepski, Dean M. Moren, Jerald K. Rasmussen, Howell K. Smith, II
  • Patent number: 4929755
    Abstract: In the process of hydrocarboxylating an .alpha.-enamide with CO and H.sub.2 O or an organic hydroxyl compound to produce an N-acyl-.alpha.-amino acid or ester, respectively, the improvement comprising using as the .alpha.-enamide reactant, an .alpha.-enamide which has a chiral center that is essentially all L or D, thereby producing a reaction mixture containing diastereomeric N-acyl-.alpha.-amino acids or esters having two chiral centers, said mixture having essentially no enantiomeric pairs.
    Type: Grant
    Filed: December 19, 1986
    Date of Patent: May 29, 1990
    Assignee: The Standard Oil Company
    Inventors: Mark C. Cesa, Robert A. Dubbert, James D. Burrington
  • Patent number: 4925969
    Abstract: Ethyl-.beta.-benzoyacrylate is reacted with an alkali metal salt of (S)-alanine or an alkali metal salt of N.sup.6 -trifluoroacetyl-L-lysine to form the corresponding Michael addition product, and not less than an equivalent amount of acid is added after completion of the Michael addition to prevent conversion of the (S,S) form of the product to the (R,S) form.
    Type: Grant
    Filed: March 16, 1989
    Date of Patent: May 15, 1990
    Assignee: Kanegafuchi Kagaku Kogyo Kabushiki Kaisha
    Inventors: Satomi Takahashi, Yasuyoshi Ueda, Kazuhiko Yamada, Yukio Yamada, Takehiko Yamane, Yoshifumi Yanagita, Yoshio Shimada, Kiyoshi Watanabe, Michio Nomura, Takehisa Ohashi, Kenji Inoue
  • Patent number: 4923888
    Abstract: The present invention relates to novel compounds of the general formula (I), ##STR1## wherein R stands for hydrogen, halogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy or C.sub.1-4 acylamino group;R.sub.1 means hydrogen or a carboxyl-protective group; andR.sub.2 represents a --(CH.sub.2).sub.n --CO.sub.2 R.sub.5 group, whereinn is 1, 2, 3 or 4; andR.sub.5 stands for hydrogen or a carboxyl-protective group; orR.sub.2 means a --(CH.sub.2).sub.n --NH.sub.2 group, whereinn is 1, 2, 3 or 4of E and/or Z configurtion as well as their salts.The compounds according to the invention show a cytoprotective effect and promote the healing of the stomach ulcer. Their toxicity is low.
    Type: Grant
    Filed: September 26, 1988
    Date of Patent: May 8, 1990
    Assignee: Richter Gedeon Vegyeszeti Gyar RT
    Inventors: Tamas Fodor, Laaszlo Dobay, Jaanos Fischer, Bela Stefkoo, Elemeer Ezer, Judit Matuz, Katalin Saghy, Laaszlo Szporny
  • Patent number: 4918216
    Abstract: .alpha.-L-aspartyl-L-phenylalanine methyl ester or the hydrohalide thereof is prepared by esterifying .alpha.-L-aspartyl-L-phenylalanine or .alpha.-L-aspartyl-L-phenylalanine which has been formed in situ by treating an N-protected-.alpha.-L-aspartyl-L-phenylalanine in an aqueous solution of sulfuric acid or a methanol-containing aqueous solution of sulfuric acid in the presence of an alkali metal halide or alkaline earth metal halide in a medium composed of sulfuric acid, water and methanol, thereby to allow the resulting .alpha.-L-aspartyl-L-phenyl-alanine methyl ester to precipitate as its corresponding hydrohalide, and then isolating the hydrohalide; and when the preparation of the methyl ester is desired, neutralizing the hydrohalide.
    Type: Grant
    Filed: May 25, 1989
    Date of Patent: April 17, 1990
    Assignee: Mitsui Toatsu Chemicals, Incorporated
    Inventors: Ryuichi Mita, Toshio Katoh, Chojiro Higuchi, Takeshi Oura, Akihiro Yamaguchi
  • Patent number: 4914223
    Abstract: A composition of matter comprising an acrylamido-acyl or methacrylamido-acyl oligomer derived from at least one nucleophilic oligomer having at least one amino-, hydroxyl-, or thio-substituted polyoxyalkylene, polyalkyleneimine, polyester, polyolefin, polyacrylate, or polysiloxane oligomer, said nucleophilic oligomer having a molecular weight in the range of 200 to 20,000 is disclosed. Also disclosed are free radically polymerizable monomer-containing compositions containing said oligomers as well as acrylamido- and methacrylamido-acylated polymers which are the thermal or photocured products of said oligomers. In addition, a process is disclosed for providing said acrylamido- and methacrylamido-acylated oligomers which are useful, for example, in coatings, films, printing inks, adhesives, and saturants.
    Type: Grant
    Filed: August 17, 1988
    Date of Patent: April 3, 1990
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Jerald K. Rasmussen, Steven M. Heilmann, Frederick J. Palensky
  • Patent number: 4912221
    Abstract: The instant invention relates to optically pure, L-(S)forms of 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid compounds and their method of preparation from optionally pure L-phenylalanine precursor compounds and their preparation utilizing novel in situ cationic catalyst systems.
    Type: Grant
    Filed: October 27, 1988
    Date of Patent: March 27, 1990
    Assignee: Occidental Chemical Corporation
    Inventors: Neil J. O'Reilly, Henry C. Lin
  • Patent number: 4900863
    Abstract: The .alpha.-linked dipeptide formed from aspartic acid and phenylalanine ester can be separated very well from the corresponding .beta.-linked component by recrystallizing the mixture from a buffered, aqueous solution.
    Type: Grant
    Filed: October 16, 1987
    Date of Patent: February 13, 1990
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Erwin Schmidt, Reinhold Keller
  • Patent number: 4897506
    Abstract: A method for preparing .alpha.-L-aspartyl-L-phenylalanine methyl ester having improved solubilization by the isolation thereof from an aqueous medium containing at least one additive selected from the group consisting of sodium alginate, sodium salt of carboxymethylcellulose, sodium starch glycolate and sodium polyacrylate.
    Type: Grant
    Filed: October 12, 1988
    Date of Patent: January 30, 1990
    Assignee: Mitsui Toatsu Chemicals, Incorporated
    Inventors: Ryuichi Mita, Takeshi Oura, Toshio Katoh, Chojiro Higuchi, Akihiro Yamaguchi, Masanobu Ajioka
  • Patent number: 4897507
    Abstract: A method for producing .alpha.-L-aspartyl-L-phenylalanine dimethyl ester, which comprises reacting 3-benzyl-6-carboxymethyl-2,5-diketopiperazine or methyl ester thereof in a methanolic solvent substantially free from water in the presence of a strong acid.
    Type: Grant
    Filed: July 7, 1988
    Date of Patent: January 30, 1990
    Assignee: Ajinomoto Co., Inc.
    Inventors: Satoji Takahashi, Tadashi Takemoto
  • Patent number: 4895842
    Abstract: A phenylalanine derivative having the formula (I): ##STR1## where R.sup.1 and R.sup.2 are independently hydrogen provided that both R.sup.1 and R.sup.2 are not hydrogen at the same time;C.sub.1 -C.sub.8 alkyl which may be substituted with hydroxy, hydroxycarbonyl, C.sub.1 -C.sub.4 alkoxycarbonyl, C.sub.1 -C.sub.4 alkylmercapto, C.sub.1 -C.sub.4 alkoxy, carbamoyl, sulfamoyl, pyridyl, or phenyl which may further be substituted with nitro, C.sub.1 -C.sub.4 alkoxy, or halogen;C.sub.6 -C.sub.8 cycloalkyl which may be substituted with hydroxy, C.sub.1 -C.sub.4 alkoxy, hydroxylcarbonyl, C.sub.1 -C.sub.4 alkoxycarbonyl, or C.sub.1 -C.sub.4 alkyl;phenyl which may be substituted with halogen, nitro, trifluoromethyl, C.sub.1 -C.sub.4 alkoxy C.sub.1 C.sub.4 alkylmercapto, C.sub.1 -C.sub.4 alkylcarbonyl, phenylcarbonyl, hydroxycarbonyl, C.sub.1 -C.sub.4 alkoxycarbonyl, carbamoyl, sulfamoyl, amidino, pyridylcarbonyl, or C.sub.1 -C.sub.6 alkyl which may further be substituted with C.sub.1 -C.sub.
    Type: Grant
    Filed: September 29, 1986
    Date of Patent: January 23, 1990
    Assignees: Shosuke Okamoto, Showa Denko Kabushiki Kaisha
    Inventors: Shosuke Okamoto, Yoshio Okada, Akiko Okunomiya, Taketoshi Naito, Yoshio Kimura, Morihiko Yamada, Norio Ohno, Yasuhiro Katsuura, Yumi Seki
  • Patent number: 4895834
    Abstract: The invention concerns novel renin-inhibitory peptides which are useful for treating renin associated hypertension, hyperaldosternoism, and congestive heart failure. Processes for preparing the peptides, compositions containing them and methods of using them are included. Also included is a diagnostic test using the compounds to determine the presence of renin-associated hypertension or hyperaldosteronism.
    Type: Grant
    Filed: November 2, 1987
    Date of Patent: January 23, 1990
    Assignee: Warner-Lambert Company
    Inventors: James P. Hudspeth, James S. Kaltenbronn, Joseph T. Repine, William H. Roark, Michael A. Stier