The Acyclic Carbon Or Acyclic Carbon Chain Is Further Unsubstituted Or Alkyl Substituted Only (e.g., Tryptophane, Etc.) Patents (Class 548/496)
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Patent number: 5072041Abstract: The invention relates to new pure D- or L-N-hydroxy-alpha-amino acids and the derivatives thereof, including optically active N-hydroxy-phenylglycine amide, which has antibiotic and antitumor activity.Type: GrantFiled: November 1, 1989Date of Patent: December 10, 1991Assignee: Stamicarbon B.V.Inventors: Johan Kamphuis, Wilhelmus H. J. Boesten
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Patent number: 5055483Abstract: The invention relates to amino acid esters of the formula ##STR1## in which n=1 or 2, R, R.sup.1, R.sup.2 and R.sup.3 denote hydrogen or a defined radical, R.sup.4 together with R.sup.5 and the atoms carrying them form a heterocyclic ring system, processes for their preparation, agents containing them and their use.Type: GrantFiled: January 19, 1989Date of Patent: October 8, 1991Assignee: Hoechst AktiengesellschaftInventors: Wolfgang Ruger, Hansjorg Urbach, Reinhard Becker, Franz Hock
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Patent number: 5053424Abstract: 2-(N-acyl)amino-6,7-dimethoxy tetraline of general formula (I) ##STR1## wherein R is selected from hydrogen and ethyl and A is an aminoacyl or dipeptidyl radical are endowed with potent anti-hypertensive activity.Type: GrantFiled: July 30, 1990Date of Patent: October 1, 1991Assignee: Sigma-Tau Industrie Farmaceutiche Riunite S.p.A.Inventors: Mauro Marzi, Maria O. Tinti, Licia Pacifici, Carla Franceschelli, Massimo Castorina
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Patent number: 5037808Abstract: Novel peptide mimetic compounds are provided which have useful activity as inhibitors of platelet aggregation. These compounds have the chemical structure ##STR1## wherein x=4 to 8,y=0 to 4,W=CH.sub.2 --CH.sub.2 or CH.dbd.CH,Z=H, COOH, CONH.sub.2, CH.sub.2 OH, CO.sub.2 R, CH.sub.2 OR or C.sub.1-6 alkyl,R=C.sub.1-6 alkyl,Ar=a nitrogen-containing heterocyclic group, andAsp=aspartic acid residue.Type: GrantFiled: April 23, 1990Date of Patent: August 6, 1991Assignees: Monsanto Co., G. D. Searle & Co.Inventors: Foe S. Tjoeng, Steven P. Adams, Robert B. Garland, Masateru Miyano
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Patent number: 5030732Abstract: Disclosed are some new aminoethylphosphinic acid derivatives useful as antibacterial agents.Type: GrantFiled: March 3, 1988Date of Patent: July 9, 1991Assignee: Merck & Co., Inc.Inventors: Yoshiharu Morita, Yasuo Hoshide, Ryoichi Ando, Masao Taniguchi
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Patent number: 5026909Abstract: A method according to the invention comprises mixing the starting biologically active organic compound, an inorganic vehicle and a catalyst in the form of a platinum-group metal, followed by reacting the resulting mixture with an isotope of hydrogen at a temperature of 373-523 K. and cooling the reaction mixture to a temperature of 288-303 K. and isolation of the desired product therefrom. The invention can be useful, for example, in medical and biological studies.Type: GrantFiled: March 22, 1989Date of Patent: June 25, 1991Inventors: Jury A. Zolotarev, Dmitry A. Zaitsev, Vadim J. Tatur, Nikolai F. Myasoedov
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Patent number: 5023268Abstract: Compounds related to 3-phenoxy (or phenylthio) cyclopentanecarbonylamino acid, processes for their preparation, and treating agents for cerebral edema containing the compounds as active ingredients are described. The compounds are represented by the following formula: ##STR1## The compounds of the present invention and their non-toxic salts have a potent inhibitory effect on the development of cerebral edema.Type: GrantFiled: September 8, 1989Date of Patent: June 11, 1991Assignee: Ono Pharmaceutical Co., Ltd.Inventors: Katsuhiro Imaki, Tadao Okegawa, Yoshinobu Arai
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Patent number: 4977272Abstract: This invention relates to new compounds of the formula: ##STR1## where each of R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6 and R.sup.7 has zero to 10 C atoms, and no acetylenic unsaturation; each of R.sup.1, R.sup.2, R.sup.3 and R.sup.4 is independently selected from H and hydrocarbyl; with the proviso that R.sup.6 is C.sub.1 -C.sub.10 hydrocarbyl; each of R.sup.5 and R.sup.Type: GrantFiled: June 29, 1989Date of Patent: December 11, 1990Assignee: The Standard Oil CompanyInventors: Mark C. Cesa, James E. Rinz, Gilles Klopman, Teodora T. Kopp
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Patent number: 4956504Abstract: The present invention relates to novel Spergualin-related compounds represented by the general formula [I] ##STR1## (wherein X is ##STR2## R is --H or --CH.sub.2 OH; R.sub.1 is --H, ##STR3## R.sub.2 is a residue obtained by removing, from an amino acid or peptide, the hydroxyl group of the carboxyl group and, when R.sub.1 is a group other than --H, R.sub.2 is same as R.sub.1), or a pharmacologically acceptable salt thereof. Said compounds or salts thereof have an immuno-modulating action.Type: GrantFiled: April 1, 1987Date of Patent: September 11, 1990Assignee: Zaidan Hojin Biseibutsu Kagaku Kenkyu KaiInventors: Tomio Takeuchi, Tetsushi Saino, Masao Yoshida, Katsutoshi Takahashi, Teruya Nakamura, Hamao Umezawa, deceased
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Patent number: 4942248Abstract: Tertiary-butyl and tertiary-amyl esters of 1H-benzotriazole-1-carboxylic acids are useful blocking agents for blocking the amino or imino groups of amino acids. The six-membered ring of the blocking agent may be unsubstituted or substituted with one or more minor substituents.Type: GrantFiled: December 1, 1988Date of Patent: July 17, 1990Assignee: PPG Industries, Inc.Inventor: Paul M. Novy
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Patent number: 4866087Abstract: Carboxyalkyl urea compounds and derivatives thereof are disclosed which are useful as angiotensin converting enzyme (ACE) inhibitors and as antihypertensives. These compounds and derivatives are represented by the general formula: ##STR1## An illustrative specie falling within this general formula is:N-(2-carboxy-4-phenylbutyl-N-isopropylaminocarbonyl-L-tryptophan.Type: GrantFiled: June 27, 1983Date of Patent: September 12, 1989Assignee: Merck & Co., Inc.Inventors: William J. Greenlee, David G. Hangauer, Jr., Arthur A. Patchett
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Patent number: 4849408Abstract: The use of tryptophan containing oligopeptides for the treatment of cerebral disturbances in particular sleeplessness and depression is disclosed. The use of glycyl tryptophan, if desired, in combination with tryptophan itself, is especially preferred.Type: GrantFiled: January 7, 1987Date of Patent: July 18, 1989Assignee: (501) Fresenius AGInventors: Klaus Sommermeyer, Burghard Weidler
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Patent number: 4837371Abstract: An aqueous solution containing amino acids of which the solubility in water at isoelectric point is low, can be highly concentrated by means of semipermeable membranes in the presence of a water-soluble organic solvent while increasing the solubility by adjusting a pH.Type: GrantFiled: September 3, 1987Date of Patent: June 6, 1989Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Shinji Ogawa, Seiya Iguchi, Hiroshi Kimura, Yoh Ohmori
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Patent number: 4822812Abstract: This invention relates to pharmacologically-active novel compounds comprising .beta.-fluoromethylene-5-hydroxytryptophan and derivatives, to methods of inhibiting monoamine oxidase and to treating depression, and to pharmaceutical compositions containing the compounds.Type: GrantFiled: May 21, 1987Date of Patent: April 18, 1989Assignee: Merrell Dow Pharmaceuticals Inc.Inventors: Ian A. McDonald, Michael G. Palfreyman, Jean-Noel Collard
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Patent number: 4822890Abstract: A method for the production of substantially 100% pure N.alpha.-urethane protected amino acids is disclosed. This method eliminates the formation of di-peptide and tri-peptide contaminants. Reaction of blocking reagents at the carboxylate site on a protected peptide is prevented by the application of labile amino acid esters. Subsequent removal of the ester yields, in ultra-high purity, the N.alpha.-protected amino acid. The substantially 100% pure N.alpha.-urethane protected amino acid are also disclosed.Type: GrantFiled: June 24, 1986Date of Patent: April 18, 1989Assignee: Hoffmann-La Roche Inc.Inventor: David R. Bolin
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Patent number: 4820825Abstract: A process for purifying tryptophan produced by microbial cells or an enzyme is disclosed. In this process, the microbial cells are separated, the solution containing tryptophan is treated at a pH in the range of 1 to 4 with activated carbon and a non-polar highly porous resin and crystallized under neutralization in the presence of a lower aliphatic alcohol or a lower aliphatic ketone.The thus purified tryptophan has a transmission of 95% and more.Type: GrantFiled: January 14, 1988Date of Patent: April 11, 1989Assignee: Ajinomoto Co., Inc.Inventors: Masaru Ootani, Masami Kojima, Toshio Kitahara
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Patent number: 4801742Abstract: Formylating the amino nitrogen of an alkali metal salt of an amino carboxylic acid, by reacting the salt with an alkyl formate in an alkanol solvent. In one embodiment, the alkyl formate is added to the reaction as such; in another embodiment, the alkyl formate is formed in situ by reaction of carbon monoxide with the alkanol solvent in the presence of the alkali metal salt of the amino carboxylic acid. The process provides a new class of compounds, the alkali metal salts of N-formyl-aspartic acids.Type: GrantFiled: July 17, 1987Date of Patent: January 31, 1989Assignee: W. R. Grace & Co.-Conn.Inventors: Jennifer M. Quirk, Charles G. Carter, Robert J. Kupper
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Patent number: 4792555Abstract: There are disclosed compounds of the formula ##STR1## wherein R.sup.1 is lower alkyl, lower alkoxycarbonyl lower alkyl, aralkoxycarbonyl, aralkoxycarbonyl lower alkyl or indol-2-yllower alkyl;R.sup.2 is hydrogen, lower alkyl or biphenylyl lower alkylcarbonyl; orR.sup.1 and R.sup.2 taken together form a 5- or 6-membered saturated heterocyclic ring;R.sup.3 is hydrogen or lower alkyl;R.sup.4 is alkyl of 10-20 carbon atoms, cycloalkyl of 10-20 carbon atoms or phenylalkyl of 10-16 carbon atoms; orR.sup.3 and R.sup.4 taken are decahydroisoquinolin-2-yl, 3,5-dimethylpiperazin-1-yl or 3,3,5-trimethylhexahydroazepin-1-yl;or a pharmaceutically acceptable salt thereof, and their use in the prevention and/or treatment of conditions such as allergic rhinitis, allergic bronchial asthma and other naso-bronchial obstructive air-passageway conditions, other immediate hypersensitivity reactions such as allergic conjunctivities and various inflammatory conditions.Type: GrantFiled: March 20, 1987Date of Patent: December 20, 1988Assignee: American Home Products CorporationInventors: William H. McGregor, Joseph Y. Chang
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Patent number: 4783476Abstract: This invention relates to compounds presented by the general formula: ##STR1## wherein R.sup.1 and R.sup.2 are: (i) R.sup.1, R.sup.2 and carbon atoms to which R.sup.1 and R.sup.2 are linked, together represent the group of the general formula: ##STR2## (wherein R.sup.5 and R.sup.6 represent hydrogen, alkyl, cycloalkyl, cycloalkyl-alkyl or phenyl, independently, with the proviso that R.sup.5 and R.sup.6 is not hydrogen atoms at the same time), or(ii) R.sup.1 represents hydrogen and R.sup.2 represents the group of the formula: --COR.sup.7 (wherein R.sup.7 represents the group of the formula: ##STR3## (wherein Y represents a single-bond, alkylene, alkenylene, W represents oxygen or sulfur, m represents 1 to 3, R.sup.8 represents hydrogen, halogen, nitro, hydroxy, alkyl or alkoxy, with the proviso that when m represents two or more, plural R.sup.8 s may be different each, and R.sup.9 represents hydrogen, alkyl or phenyl group, with the proviso that two of R.sup.9 may be different each), R.sup.Type: GrantFiled: December 16, 1986Date of Patent: November 8, 1988Assignee: Ono Pharmaceutical Co., Ltd.Inventors: Katsuhiro Imaki, Tadao Okegawa, Yoshinobu Arai
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Patent number: 4782164Abstract: The invention relates to a new process for preparing active esters or carboxylic acids, which consists in reacting a carboxylic acid, in the presence of an agent for binding hydrohalic acid, with a carbonate of formula: ##STR1## in which R.sup.1 denotes either a radical of formula ##STR2## in which R.sup.3 and R.sup.4, which may be identical or different, are not hydrogen atoms and denote organic radicals which may be substituted or unsubstituted and saturated or unsaturated, and may be or may not be bound to a polymer, and which can be joined together to form a hetero-cyclic system with the nitrogen atom,or a substituted or unsubstituted aryl radical which may or may not be bound to a polymer,R.sup.2 denotes a hydrogen atom, an aliphatic or cycloaliphatic radical which may be substituted or unsubstituted and saturated or unsaturated, or a substituted or unsubstituted aromatic radical,and X denotes a halogen atom.This process is especially useful for the synthesis of active esters of N-protected amino acids.Type: GrantFiled: November 22, 1985Date of Patent: November 1, 1988Assignee: Societe Nationale des Poudres et ExplosifsInventors: Gerard Barcelo, Bertrand Castro, Mahmoud Jaouadi, Jean Martinez, Jean-Pierre Senet, Gerard Sennyey
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Patent number: 4769486Abstract: A method for racemizing an optically active amino acid, which comprises heating the optically active amino acid in an aqueous solution under an alkaline condition in the presence of an alkali metal salt.Type: GrantFiled: August 26, 1987Date of Patent: September 6, 1988Assignee: Toyo Soda Manufacturing Co., Ltd.Inventors: Tsuneo Harada, Kiyotaka Oyama
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Patent number: 4769474Abstract: A process for purifying tryptophan so as to contain almost no unreacted indole and a process for recovering unreacted indole with a very high percentage are provided, the purification process comprising passing a reaction fluid of tryptophan prepared from indole as raw material by means of an enzyme function, through a porous type, cation exchange resin layer, to cause the ion exchange part of the resin to absorb tryptophan, while to cause the porous part of the resin to adsorb indole, followed by eluting only the tryptophan with an alkali or acid aqueous solution, and the recovery process comprising subjecting tryptophan to repeated treatments of adsorption onto and elution from the ion exchange part of the resin and regeneration followed by eluting indole adsorbed onto the porous part of the resin with a water-containing organic solvent miscible with water and isolating indole from the resulting elute.Type: GrantFiled: April 2, 1986Date of Patent: September 6, 1988Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Shoichiro Miyahara, Toshio Matsumoto, Tooru Miyahara, Kazunari Nitta
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Patent number: 4749786Abstract: Disclosed is the hydrocarboxylation of defined enamides with CO and a compound ROH to make amido acids or amido esters, either of which can be hydrolyzed to .alpha.-amino acids.Type: GrantFiled: April 6, 1987Date of Patent: June 7, 1988Assignee: The Standard Oil CompanyInventors: Mark C. Cesa, James D. Burrington
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Patent number: 4718994Abstract: A method for perparing hydroxy compounds of the aromatic and heteroaromatic series of the general formula: ##STR1## wherein when R.sub.1 .dbd.--COOH, --CH.sub.2 CH(NH.sub.2)COOH then R.sub.2 .dbd.--OH, --H, --COOH; R.sub.3 .dbd.--H, --OH; R.sub.4, R.sub.5 .dbd.--H with no connecting bond; R.sub.6 .dbd.--OH; and when R.sub.1,R.sub.6,R.sub.3 .dbd.--H, R.sub.2 .dbd.--OH; then R.sub.4 .dbd.>NH; R.sub.5 .dbd.--CR.sub.7 .dbd.CHR.sub.4, where R.sub.7 .dbd.--CH.sub.2 --CH.sub.2 --NH.sub.2, --CH.sub.2 --CH(NH.sub.2)COOH, consists in that aromatic and heteroaromatic compounds of the general formula ##STR2## wherein when R.sub.1 .dbd.--COOH, --CH.sub.2 CH(NH.sub.2)COOH, then R.sub.2 .dbd.--OH, --H, --COOH; R.sub.3 .dbd.--H, --OH; R.sub.4,R.sub.5 .dbd.--H with no connecting bond; and when R.sub.1,R.sub.2,R.sub.3 .dbd.--H, then R.sub.4 .dbd.>NH; R.sub.5 .dbd.--CR.sub.7 .dbd.CHR.sub.4, where R.sub.7 .dbd.--CH.sub.2 --CH.sub.2 --NH.sub.2, --CH.sub.2 --CH(NH.sub.2)COOH.Type: GrantFiled: June 14, 1985Date of Patent: January 12, 1988Assignee: Latviisky Gosudarstvenny Universaitet Imeni P. StuchkiInventors: Andrei K. Zhagars, Voldemar Y. Grinshtein, Sniedzite A. Ozola, Andris K. Zitsmanis, Avgust K. Arens
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Patent number: 4710574Abstract: Disclosed is the hydrocarboxylation of defined enamides with CO and a compound ROH to make amino acids or amido esters, either of which can be hydrolyzed to .alpha.-amino acids.Type: GrantFiled: November 16, 1983Date of Patent: December 1, 1987Assignee: The Standard Oil CompanyInventors: Mark C. Cesa, James D. Burrington
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Patent number: 4705857Abstract: Indole derivatives of formula I ##STR1## R is hydrogen, one or two halogen atoms or one or two organic radicals in the 4-, 5-, 6- or 7-position(s),R.sup.1 and R.sup.4 are the same or different and each is hydrogen, alkyl of 1 to 3 carbon atoms or alkoxyalkyl of 1 to 3 carbon atoms in each of the alkoxy and alkyl portions,R.sup.3 is phenyl, --COOalkyl, --PO.sub.3 (alkyl).sub.2, --SO.sub.2 aryl, --SO.sub.2 alkyl, ##STR2## each of 1 to 3 carbon atoms in each alkyl group, and A and B each independently is alkyl of 1 to 3 carbon atoms or together with the connecting N-atom form a pyrrolidono, piperidino, morpholino or piperazino group,are valuable intermediates for preparing valuable tryptophans and .beta.-carbolines.Type: GrantFiled: October 28, 1983Date of Patent: November 10, 1987Assignee: Schering AktiengesellschaftInventor: Helmut Biere
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Patent number: 4678806Abstract: Prodrugs of 3-hydroxy-3-methylglutarylcoenzyme A (HMG-CoA) reductase inhibitors which are useful as antihypercholesterolemic agents and are represented by the following general structural formula (I): ##STR1## the amido ester moiety of which is in the L-configuration, and pharmaceutically acceptable salts thereof are disclosed.Type: GrantFiled: September 2, 1986Date of Patent: July 7, 1987Assignee: Merck & Co., Inc.Inventors: John J. Baldwin, Wasyl Halczenko, George Hartman, Steven M. Pitzenberger
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Patent number: 4665193Abstract: Compounds of the formula ##STR1## wherein A is ##STR2## intervene in the conversion of angiotensinogen to angiotensin II by inhibiting renin and thus are useful as anti-hypertensive agents.Type: GrantFiled: June 27, 1986Date of Patent: May 12, 1987Assignee: E. R. Squibb & Sons, Inc.Inventors: Denis E. Ryono, Edward W. Petrillo, Jr.
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Patent number: 4622420Abstract: A simple method for making EDTA, ED3A or DTPA analogs from amide derivatives of alpha amino acids is disclosed. These EDTA, ED3A or DTPA analogs are useful chelating agents, and preferably are useful as bifunctional chelating agents which may be attached to biological molecules and which form physiologically stable chelates with a variety of metal ions.Type: GrantFiled: February 5, 1985Date of Patent: November 11, 1986Assignee: The Regents of the University of CaliforniaInventors: Claude F. Meares, Simon M. Yeh, David G. Sherman
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Patent number: 4622408Abstract: The novel reagent, vinyl phenylthiocarbonate, is prepared. It is useful for the introduction of the vinyloxycarbonyl protecting group which is a valuable protecting group for amines, amino acids, peptides, proteins and phenols.Type: GrantFiled: October 22, 1981Date of Patent: November 11, 1986Assignee: Merck & Co., Inc.Inventor: Angelina J. Duggan
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Patent number: 4610827Abstract: A method for optical resolution of a DL-amino acid comprising reacting the DL-amino acid with an optically active N-acyl aspartic acid in a solvent or mixture of solvents, and separating the resulting two diasteromeric salts by way of the difference between their solubilities in the solvent or mixture of solvents. The difference in solubility may be enhanced by cooling, concentration, addition of a solubility-decreasing organic solvent, pH adjustment or salting out.Type: GrantFiled: July 10, 1984Date of Patent: September 9, 1986Assignee: Ajinomoto Co., Inc.Inventors: Toshihide Yukawa, Toru Ikeda, Shinichi Kishimoto, Katsumi Sugiyama
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Patent number: 4593107Abstract: The present invention relates to 5-acetyloxy-L-tryptophane and its addition salts, as novel industrial products.The invention further relates to a method for the preparation of 5-acetyloxy-L-tryptophane and of its salts by O-acetylation of 5-hydroxy-L-tryptophane.The compounds according to the invention are found to be therapeutically useful, in particular in neuropsychiatry.Type: GrantFiled: September 21, 1984Date of Patent: June 3, 1986Inventor: Jacques Viret
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Patent number: 4579955Abstract: Pharmaceutical compositions containing 3-hydroxybutanoic acid or a salt derived from this acid, such as a sodium salt or alternatively a salt derived from an organic nitrogen base such as an amine; the amine can be an aminoacid of natural origin, such as arginine.The compositions and the compounds according to the invention can be used for the prophylactic and curative treatment of cardiomyopathy of non-ischaemic and ischaemic origin.Type: GrantFiled: February 22, 1983Date of Patent: April 1, 1986Assignee: Solvay & Cie (Societe Anonyme)Inventors: Jacques Lammerant, Jaroslaw Kolanowski
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Patent number: 4562201Abstract: The present invention relates to new compounds of the formula ##STR1## where X is ##STR2## alkylene, or --S-- where R.sub.1 is hydrogen, alkyl, or aryl; W is hydrogen, hydroxy, amino, alkyloxy, aryloxy, O-alkyl, or O-aralkyl; (Y).sub.A is --CH.sub.2 NR.sub.2 R.sub.3 where R.sub.2 and R.sub.3 may be hydrogen, substituted alkyls, aryls, or together with N form a 5 to 7 membered heterocyclic group; and Ar is a substituted or unsubstituted aryl. These compounds are useful in the treatment of various cardiac arrhythmias.Type: GrantFiled: July 26, 1982Date of Patent: December 31, 1985Assignee: American Hospital Supply CorporationInventors: David M. Stout, William L. Matier
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Patent number: 4536596Abstract: A method for the extraction of certain amino acids from aqueous solutions by contacting said solutions with various dithiophosphinates in conjunction with a polar diluent is disclosed.Type: GrantFiled: May 14, 1984Date of Patent: August 20, 1985Assignee: American Cyanamid CompanyInventors: Christos Savides, John H. Bright
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Patent number: 4519955Abstract: .alpha.-(S)-amino acid..alpha.-phenylethanesulfonate compounds and methods of optical resolution of .alpha.-amino acids and .alpha.-phenylethanesulfonic acids are described.Type: GrantFiled: March 2, 1984Date of Patent: May 28, 1985Assignee: Tanabe Seiyaku Co., Ltd.Inventors: Ichiro Chibata, Shigeki Yamada, Chikara Hongo, Ryuzo Yoshioka
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Patent number: 4508921Abstract: A process for preparing .alpha.-alkyl amino acids by enantioretentive .alpha.-alkylation of .alpha.-amino acids is described. The products are bioactive compounds including some useful as therapeutic agents.Type: GrantFiled: June 28, 1984Date of Patent: April 2, 1985Assignee: Merck & Co., Inc.Inventors: Joseph S. Amato, Leonard M. Weinstock, Sandor Karady
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Patent number: 4497957Abstract: Biochemical optical resolution of DL-tryptophans in which DL-tryptophan amides are interacted with the culture products, or their treated products, of a microorganism capable of producing amidase is described. L-Tryptophan amides in racemic DL-tryptophan amides are asymmetrically hydrolyzed to form optically active L-tryptophans at a high yield and almost all D-tryptophan amides remain without being subjected to hydrolysis. The resultant D-tryptophan amides are readily hydrolyzed, after separating L-tryptophans, to form optically active D-tryptophans at a high yield.Type: GrantFiled: June 25, 1982Date of Patent: February 5, 1985Assignee: Ube Industries, Ltd.Inventors: Mamoru Nakai, Tokio Ohshima, Tomio Kimura, Tetsuo Omata, Noritada Iwamoto
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Patent number: 4452783Abstract: Aminoacid and peptide derivatives of the formula:A--NH--R.sub.1 --CO].sub.x [NH--R.sub.2 --CO].sub.y NH--R.sub.4 --COOHin which A, R.sub.1, R.sub.2, x and y have the meanings specified in claim 1 for formula I, and R4 is a residue of an .alpha.-aminoacid which, when A is 4-allyloxy-3-chloro-phenylacetyl and x and y are 0, contains at least 2 carbon atoms, and their physiologically acceptable salts and lower alkyl ester.These compounds and 4-allyloxy-3-chloro-phenylacetylglycine have anti-inflammatory activity and pharmaceutical compositions containing them are described.Type: GrantFiled: April 21, 1982Date of Patent: June 5, 1984Inventors: Robert E. Marks, James S. Burton, John A. Elvidge, Saresh Shah
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Patent number: 4448785Abstract: Ethylenically unsaturated fatty acid amides of tryptophan derivatives e.g. .alpha.-[1-oxo-9-octadecenylamino)]-1H-indole-3-propanoic acid, ethyl ester, are useful as pharmaceutical agents and are obtainable by reacting a mixed anhydride of a long chain unsaturated carboxylic acid with an appropriate tryptophan ester.Type: GrantFiled: June 24, 1982Date of Patent: May 15, 1984Assignee: Sandoz, Inc.Inventors: Faizulla G. Kathawala, John G. Heider
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Patent number: 4416820Abstract: An indole group in an amino acid or a peptide can be protected with a group shown by the formula: ##STR1## wherein R.sub.1 and R.sub.5 each is hydrogen, methyl or methoxy; R.sub.2 and R.sub.4 each is hydrogen or methyl; and R.sub.3 is methyl or methoxy, and said group may easily be removed without affecting the amino acid or the peptide to be derived from the protected amino acid or peptide. Thus, the present invention is useful in the synthesis of a peptide containing an indole group.Type: GrantFiled: January 13, 1982Date of Patent: November 22, 1983Assignee: Takeda Chemical Industries, Ltd.Inventors: Tsunehiko Fukuda, Shigeru Kobayashi, Masahiko Fujino
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Patent number: 4402969Abstract: The invention relates to urea compounds which are useful as antihypertensives.Type: GrantFiled: January 21, 1982Date of Patent: September 6, 1983Assignee: Merck & Co., Inc.Inventors: William J. Greenlee, David G. Hangauer, Jr., Arthur A. Patchett
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Patent number: 4401820Abstract: DL-.alpha.-amino acids or a salt thereof can be obtained by racemizing an optically active .alpha.-amino acid or a salt thereof in the presence of an aliphatic acid and an aldehyde.Type: GrantFiled: January 5, 1982Date of Patent: August 30, 1983Assignee: Tanabe Seiyaku Co., Ltd.Inventors: Ichiro Chibata, Shigeki Yamada, Chikara Hongo, Ryuzo Yoshioka
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Patent number: 4399289Abstract: Novel indole derivatives of the general formula I can be obtained by reacting, directly or indirectly, N,N-dimethyl-3-indolemethylamine with a Schiff base of the general formula II, ##STR1## in which R.sup.1 is cyano or methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl or butoxycarbonyl, and .phi. is phenyl. The successive hydrolysis of the indole derivatives of the general formula I in the presence of an acid and of a base gives tryptophane.Type: GrantFiled: March 26, 1981Date of Patent: August 16, 1983Assignee: Toray Industries, Inc.Inventors: Shinzo Imamura, Haruyo Sato, Hiroyoshi Kuramoto
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Patent number: 4394314Abstract: A process of reacting a ring carbon atom of an aromatic compound Ar with a compound of the formula H.sub.2 NCH.dbd.NH.sub.2.sup.+ CH.sub.3 CO.sub.2.sup.-, and an anhydride which has the ##STR1## at from 10.degree. to 200.degree. C. and preferably 25.degree. to 40.degree. C. to form a compound of the formula ##STR2## where m is 1, 2 or 3, and A is H or F. In the case where m is 1 the compound ##STR3## can be hydrolyzed to ArCHO.Type: GrantFiled: April 23, 1981Date of Patent: July 19, 1983Assignee: E. I. Du Pont de Nemours and CompanyInventor: Wallace C. Petersen
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Patent number: 4393081Abstract: Disclosed is the novel compound methyl 3-acetamido-2-(5-methoxyindol-3-yl) propanoate which is useful as an anti-hypertensive agent.Type: GrantFiled: October 28, 1981Date of Patent: July 12, 1983Assignee: Miles Laboratories, Inc.Inventors: Robert N. Schut, Max E. Safdy, Enrique Hong