Patents Examined by B. Frazier
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Patent number: 5206419Abstract: Process for the preparation of acetoacetates and other .beta.ketoesters is provided, involving reaction of nitrogen, oxygen or sulfur nucleophiles with a tertiaryalkyl acetoacetate or tertiaryalkyl .beta.-ketoester.Type: GrantFiled: February 25, 1992Date of Patent: April 27, 1993Assignee: Eastman Kodak CompanyInventors: J. Stewart Witzeman, W. Dell Nottingham
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Patent number: 5206428Abstract: A tetrahydronaphthalene derivative of the formula: ##STR1## wherein R.sup.1 is a substituted or unsubstituted phenyl group, naphthyl group, a sulfur- or nitrogen-containing heterocyclic group, a lower alkyl group or cycloalkyl group, and R.sup.2 is hydroxymethyl group, carboxyl group, a lower alkoxycarbonyl group or a group of the formula: ##STR2## wherein R.sup.3 is hydrogen atom or a lower alkyl group, R.sup.Type: GrantFiled: October 30, 1990Date of Patent: April 27, 1993Assignee: Tanabe Seiyaku Co., Ltd.Inventors: Hideo Nakai, Toyoharu Yamashita, Harumichi Kohno, Yasuhiko Sasaki, Akio Odawara
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Patent number: 5202461Abstract: A 3-substituted 2-hydroxy3-formylpropionic ester of the formula I ##STR1## where R.sup.1 is lower alkyl, and R.sup.2 is straight-chain or branched alkyl of 1 to 10 carbon atoms, is obtained by adding an alkanal of the formula II ##STR2## and an alkyl glyoxylate of the formula III ##STR3## simultaneously to a catalyst system composed of a salt or a mixture of a secondary amine and a carboxylic acid in such a way that the temperature does not exceed 90.degree. C., preferably 80.degree. C., or else adding one of the reactants of the formula II or III to a mixture of the catalyst system described above and the other reactant in such a way that the temperature does not exceed 90.degree. C. The 2-hydroxy-3-formylpropionic ester of the formula I can be converted by treatment with dehydrating agents, especially acetic anhydride, into good yields of the corresponding 3-substituted 3-formylacrylic ester.Type: GrantFiled: October 5, 1990Date of Patent: April 13, 1993Assignee: BASF AktiengesellschaftInventors: Franz Merger, Juergen Frank
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Patent number: 5194661Abstract: Substituted benzyl carbamates of the formula ##STR1## in which: R is a member selected from the group consisting of halogen, trifluoromethyl, cyano, NO.sub.2, C.sub.1 -C.sub.3 haloalkyloxy, phenoxy, pyridyloxy, and substituted phenoxy and substituted pyridyloxy substituted with one or more members of the group consisting of halogen and trifluoromethyl;R.sub.1 is C.sub.1 -C.sub.4 alkyl; andR.sub.2 is a member selected from the group consisting of pyridyl, phenyl and substituted pyridyl and substituted phenyl substituted with one or more of the group consisting of H, cyano, halogen,C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy and C.sub.1 -C.sub.4 haloalkyl;and their use as herbicides are disclosed herein.Type: GrantFiled: August 20, 1990Date of Patent: March 16, 1993Assignee: ICI Americas Inc.Inventor: Don R. Baker
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Patent number: 5194660Abstract: Processes for producing carbamates comprise contacting a first reactant selected from primary amine components, secondary amine components, urea components and mixtures thereof; carbon monoxide; at least one organic hydroxyl component and at least one oxygen-containing oxidizing agent in the presence of a catalyst composition comprising at least one metal macrocyclic complex, preferably in the further presence of a halogen component.Type: GrantFiled: December 21, 1990Date of Patent: March 16, 1993Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: Tak W. Leung, Bernard D. Dombek
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Patent number: 5191113Abstract: A cinnamoylamide derivative of general formula: ##STR1## [wherein, (i) in case that R.sup.2 represents a methyl group and R.sup.3 represents a hydrogen atom,(R.sup.1).sub.n represents a group selected out of3-pentyl group,4-pentyl group,4-neopentyl group,4-(2-ethylbutyl) group,4-(2-methylpentyl) group,2-fluoro-4-pentyloxy group,4-butylthio group,4-cyclobutylmethyl group,4-cyclohexylmethyl group,4-(4-phenylbutyl) group and4-phenoxy group, and(ii) in case that R.sup.2 represents a hydrogen atom and R.sup.3 represents a methyl group,(R.sup.1).sub.n represents a group selected out of3-pentyl group and4-phenethyl group.]or non-toxic salts thereof possess an inhibitory activity on 5.alpha.-reductase, and therefore be useful for treating and/or preventing agent for alopecia, acnes or prostatic hypertrophy.Type: GrantFiled: December 5, 1991Date of Patent: March 2, 1993Assignee: Ono Pharmaceutical Co., Ltd.Inventors: Hisao Nakai, Hiroshi Terashima, Yoshinobu Arai
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Patent number: 5189200Abstract: An efficient and commerically-viable method for the stereoselective transformation of a diol to an alcohol is disclosed. The present method is particularly well-suited for the preparation of the unnatural D-isomer of malic acid or its derivatives from the abundant naturally occurring L-tartaric acid or derivatives thereof.Type: GrantFiled: December 21, 1990Date of Patent: February 23, 1993Assignee: Sepracor, Inc.Inventor: Yun Gao
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Patent number: 5189211Abstract: A sulfonamide derivative represented by the Formula: ##STR1## wherein A, B, X, Y, R, m and n are as defined in the specification, and a salt thereof have thromboxane A.sub.2 antagonism, therefore they are useful, for example, as blood platelet aggregation inhibiting agents.Type: GrantFiled: July 26, 1991Date of Patent: February 23, 1993Assignees: Taisho Pharmaceutical Co., Ltd., Nippon Suisan Kaisha, Ltd.Inventors: Masakazu Sato, Yutaka Kawashima, Jun Goto, Yoshiyuki Chiba, Mikio Satake, Chuzo Iwata, Takeshi Imanishi
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Patent number: 5187306Abstract: The present invention provides a manufacturing method for unsaturated carbamic acid esters by allowing an unsaturated amide compound to react with a metallic base in an inert solvent, followed by a reaction with a halogenated formic acid ester.The invention also provides a manufacturing method of unsaturated carbamic acid esters by allowing an urethane derivative to react with a metallic base in an inert solvent, followed by a reaction with an unsaturated acid halide.Type: GrantFiled: June 28, 1991Date of Patent: February 16, 1993Assignee: Nippon Paint Co., Ltd.Inventors: Noriyuki Tsuboniwa, Eiji Yamanaka, Satoshi Urano
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Patent number: 5179223Abstract: A process for producing a carbamate is disclosed. In one embodiment, the process comprises contacting a mixture comprising a primary amine component, an urea component and a hydroxy nitrogen component, in particular at least one oxime, at conditions effective to form a carbamate. Certain novel carbamates are also disclosed.Type: GrantFiled: December 13, 1990Date of Patent: January 12, 1993Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: Tak W. Leung, Donald C. Best, Bernard D. Dombek
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Patent number: 5177259Abstract: The present invention is novel diarylalkanoids having activity as lipoxygenase inhibitors, novel pharmaceutical compositions therefor, and novel methods of use in treating asthma, allergies, cardiovascular diseases, migraines, psoriasis and immunoinflammatory diseases for diarylalkanoids. The compounds of this invention are also useful as cytoprotective agents.Type: GrantFiled: August 27, 1991Date of Patent: January 5, 1993Assignee: Warner-Lambert CompanyInventors: David T. Connor, Daniel L. Flynn
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Patent number: 5171886Abstract: There is disclosed herein an improved processes for the preparation of oxydisuccinate by reacting in an alkaline reaction medium the salts of maleic acid and malic acid in the presence of a calcium ion catalyst wherein unreacted maleic acid salts are recovered from the reaction medium as sodium hydrogen maleate by lowering the pH of the reaction product to a range of from about 4 to 6. The precipitated sodium hydrogen maleate salts are recycled to the synthesis reaction as salts of malic acid by hydration in the presence of a hydration catalyst to prepare additional amounts of product.Type: GrantFiled: November 15, 1990Date of Patent: December 15, 1992Assignee: Monsanto CompanyInventor: Robert G. Schultz
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Patent number: 5169976Abstract: Variously substituted 4-(biphen-2-ylmethylcarbamoyl)-3-hydroxybutyric acids and esters, also named as N-(biphen-2-yl)-3-hydroxyglutaramic acid derivatives, are blood cholesterol lowering agents and so are useful in the prevention and treatment of cardiovascular diseases such as atherosclerosis.Type: GrantFiled: May 3, 1990Date of Patent: December 8, 1992Assignee: Pfizer Inc.Inventor: Peter A. McCarthy
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Patent number: 5169972Abstract: In a process for the preparation and the isolation of p-hydroxybenzonitrile (HBN), in which a p-halogenated phenol is reacted with cuprous cyanide in a suitable solvent, the reaction mixture obtained after the reaction of the p-halogenated phenol with cuprous cyanide has been substantially completed is contacted with an aqueous solution of a bromide salt and, optionally, an organic diluent, the aqueous and organic phases are separated, HBN is distilled out from the organic phase, an alkali metal cyanide is added to the aqueous phase and CuCN is filtered off from the resulting aqueous phase.Type: GrantFiled: December 3, 1990Date of Patent: December 8, 1992Assignee: Bromine Compounds LimitedInventors: Abram Becker, Hyman Stollar
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Patent number: 5169984Abstract: A method for synthesizing N-bromoacetyl-3,3',5-triiodo-L-thyronine which involves subjecting 3,3', 5-triiodo-L-thyronine to a one-step bromacetylation reaction wherein 3,3', 5-triiodo-L-thyronine and bromoacetyl bromide are refluxed together in a solution of ethyl acetate. After formation the N-bromoacetyl-3,3'-triiodo-L-thyronine is purified by fractionation utilizing high speed countercurrent chromatography. Labeled N-bromoacetyl-3,3'-5-triiodo-L-thryonine may be made by a one-step bromacetylation reaction by reducing either [.sup.125 I]T.sub.3 or [.sup.14 C]T.sub.3 with bromoacetyl bromide.Type: GrantFiled: September 10, 1990Date of Patent: December 8, 1992Assignee: The United States of America as represented by the Department of Health and Human ServicesInventors: Hans J. Cahnmann, Yoichiro Ito
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Patent number: 5166212Abstract: 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 alkyloxy-lower alkyl, by aryloxy-lower alkyl, by amino-lower alkyl by acylamino-lower alkyl, by guanidino-lower amino-lower alkyl, by (C.sub.3 -C.sub.7)-cycloalkyl, by (C.sub.3 -C.sub.Type: GrantFiled: April 25, 1991Date of Patent: November 24, 1992Assignee: Ciba-Geigy CorporationInventor: Gary M. Ksander
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Patent number: 5166451Abstract: Method of treating a hydroperoxide mixture containing both a primary and tertiary aromatic hydroperoxide, by treating the mixture with an alkali and an organic quaternary ammonium salt. This treatment selectively reduces the content of the primary hydroperoxide in the mixture.Type: GrantFiled: July 29, 1991Date of Patent: November 24, 1992Assignee: Sumitomo Chemical Company, LimitedInventors: Akira Takeshita, Shinzaburo Masaki, Osamu Maruyama
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Patent number: 5166412Abstract: The compounds of the formula ##STR1## wherein R represents a 3,3-dimethyl-1-cyclopentyl or a 3,3-dimethyl-1-1cyclohexyl radical, R.sup.5 represents a saturated, linear or branched, C.sub.1 to C.sub.3 alkyl radical and, either R.sup.1 and R.sup.2 stand each for a hydrogen atom, R.sup.3 and/or R.sup.4 representing a methyl radical, or R.sup.3 and R.sup.4 represent each a hydrogen atom, R.sup.1 and/or R.sup.2 representing then a methyl radical, are novel compounds and useful perfuming ingredients, capable of imparting to the compositions into which they are incorporated odor notes of the musky-ambrette and fruity type.A process for the preparation of compounds (I) is disclosed.Type: GrantFiled: August 6, 1991Date of Patent: November 24, 1992Assignee: Firmenich S.A.Inventors: Wolfgang K. Giersch, Karl-Heinrich Schulte-Elte, Cyril Mahaim
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Patent number: 5166399Abstract: Substituted oxime ethers of the general formula ##STR1## where R.sup.1 is alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, alkoxyalkyl, cycloalkyl, cycloalkylalkyl, cyanoalkyl, alkoxycarbonylalkyl, arylalkyl, heteroarylalkyl, arylalkenyl or aryloxyalkyl, the aromatic or heteroaromatic ring being substituted or unsubstituted, R.sup.2 and R.sup.3 are hydrogen, alkyl, haloalkyl, alkoxy, haloalkoxy, halogen, cyano or nitro, R.sup.4 is hydrogen, alkyl or aryl, the aromatic ring being substituted or unsubstituted, and X is CH or N, and fungicides containing these compounds.Type: GrantFiled: February 26, 1990Date of Patent: November 24, 1992Assignee: BASF AktiengesellschaftInventors: Franz Schuetz, Hubert Sauter, Albrecht Harreus, Wolfgang Rohr, Michael Hepp, Siegbert Brand, Bernd Wenderoth, Gisela Horenz, Eberhard Ammermann
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Patent number: 5166445Abstract: Phosphonium salts of the formula ##STR1## wherein A signifies aryl and Y.sup.- signifies C.sub.1 -C.sub.6 -alkanoate or hydroxytrifluoroborate, as well as their manufacture from 3,7,11-trimethyldodeca-1,4,6,10-tetraen-3-ol with a triarylphosphine and with a C.sub.1 -C.sub.6 -alkanoic acid or a boron trifluoride etherate and, if desired after conversion into the phosphonium salt of a strong acid, further reaction to give lycopene.Type: GrantFiled: January 11, 1990Date of Patent: November 24, 1992Assignee: Hoffman-La Roche Inc.Inventor: Karl Meyer