Alicyclic Acids Having An Oxy, Aldehyde, Or Ketone Group Patents (Class 562/508)
-
Patent number: 6909014Abstract: The present invention relates to novel ether compounds, compositions comprising ether compounds, and methods useful for treating and preventing cardiovascular diseases, dyslipidemias, dysproteinemias, and glucose metabolism disorders comprising administering a composition comprising an ether compound. The compounds, compositions, and methods of the invention are also useful for treating and preventing Alzheimer's Disease, Syndrome X, peroxisome proliferator activated receptor-related disorders, septicemia, thrombotic disorders, obesity, pancreatitis, hypertension, renal disease, cancer, inflammation, and impotence. In certain embodiments, the compounds, compositions, and methods of the invention are useful in combination therapy with other therapeutics, such as hypocholesterolemic and hypoglycemic agents.Type: GrantFiled: September 5, 2003Date of Patent: June 21, 2005Assignee: Esperion Therapeutics, Inc.Inventors: Jean-Louis Henri Dasseux, Carmen Daniela Oniciu
-
Patent number: 6884821Abstract: Novel carboxylic acid derivatives of general formula (I), salts of the same, esters thereof, or hydrates of them, which are useful as insulin resistance improvers; and drugs containing the derivatives as the active ingredient. In said formula, R1 is hydrogen, hydroxyl, alkyl, or the like; L is a single bond, a double bond, alkylene, or the like; M is a single bond, alkylene, or the like; T is a single bond, alkylene, or the like; W is carboxyl, —CON(RW1)RW2, or the like; represents a single or double bond; X is oxygen, alkenylene, or the like; Y is an aromatic hydrocarbon group which may contain a heteroatom, or the like; and Z is an aromatic hydrocarbon group which may contain a heteroatom.Type: GrantFiled: September 29, 2000Date of Patent: April 26, 2005Assignee: Eisai Co., Ltd.Inventors: Masanobu Shinoda, Eita Emori, Fumiyoshi Matsuura, Toshihiko Kaneko, Norihito Ohi, Shunji Kasai, Hideki Yoshitomi, Kazuto Yamazaki, Sadakazu Miyashita, Taro Hibara, Takashi Seiki, Richard Clark, Hitoshi Harada
-
Patent number: 6855832Abstract: Compounds of the formula where the symbols have the meaning described in the application, have retinoid-like or retinoid antagonist-like biological activity.Type: GrantFiled: October 11, 2002Date of Patent: February 15, 2005Assignee: Allergan, Inc.Inventors: Vidyasagar Vuligonda, Min Teng, Richard L. Beard, Alan T. Johnson, Yuan Lin, Roshantha A. Chandraratna
-
Patent number: 6740778Abstract: The present invention relates to a method for preparing oleanolic acid and/or maslinic acid and physiologically acceptable salts thereof, which comprises the steps of extracting olive plant and/or products obtained in the olive oil-manufacturing processes with water and/or an organic solvent and then concentrating and/or fractionating/purifying the resulting extract.Type: GrantFiled: February 7, 2003Date of Patent: May 25, 2004Assignee: The Nisshin Oillio, Ltd.Inventors: Noriyasu Kuno, Gou Shinohara
-
Patent number: 6723843Abstract: The invention provides a system for solid-phase synthesis of oligosaccharides, based on the discovery that a 2-substituted-1,3-dioxocycloalkyl linker group of general formula (I) can be used to couple saccharide groups of both the O-glycoside and N-glycoside type to a polymer support. The invention provides reagents, reagent kits and methods for solid-phase oligosaccharide synthesis.Type: GrantFiled: August 30, 2002Date of Patent: April 20, 2004Assignee: Alchemia PTY LTDInventors: Istvan Toth, Gyula Dekany, Barry Kellam
-
Patent number: 6573337Abstract: The invention provides a system for solid-phase synthesis of oligosaccharides, based on the discovery that a 2-substituted-1,3-dioxocycloalkyl linker group of general formula (I) can be used to couple saccharide groups of both the O-glycoside and N-glycoside type to a polymer support. The invention provides reagents, reagent kits and methods for solid-phase oligosaccharide synthesis.Type: GrantFiled: September 2, 1999Date of Patent: June 3, 2003Assignee: Alchemia Pty LTDInventors: Istvan Toth, Gyula Dekany, Barry Kellam
-
Patent number: 6495711Abstract: The invention relates to a process for preparing (−)-(1S,4R) N protected 4-amino-2-cylcopentene-1-carboxylate esters represented by the formula (I) wherein R1 and R2 are as described within the specification.Type: GrantFiled: December 18, 2001Date of Patent: December 17, 2002Assignee: BioCryst Pharmaceuticals Inc.Inventors: Max Rey, Gregor Welti, Cynthia Maryanoff
-
Patent number: 6476258Abstract: An industrially advantageous process for producing an aryloxyacetic acid represented by the formula (2): wherein m represents an integer of 1 or 2, n represents an integer from 0 to 4, Ar represents a aromatic hydrocarbon ring, each Rs independently represents an alkyl group, a cycloalkyl group, an aryl group, an alkoxy group, a cycloalkoxy group, an aryloxy group, a halogen atom, an alkylcarbonyl group, an arylcarbonyl group, a carboxyl group or a nitro group, comprising a step in which an oxygen-containing gas is made act on an aryloxyethanol represented by the formula (1): (R)n-Ar&Parenopenst;O—CH2.CH2.OH)m (1) wherein m, n, Ar, and R, respectively, have the same meanings as defined above, under conditions of using a catalyst comprising palladium and an indium compound and/or a copper compound in an aqueous medium and in the presence of 0.Type: GrantFiled: July 5, 2000Date of Patent: November 5, 2002Assignee: Sumitomo Chemical Company, LimitedInventors: Masashi Komatsu, Junichi Ishikawa
-
Patent number: 6444843Abstract: (Acyloxyalkyl)aromatic carboxylic acids are produced by partial oxidation of alkyl substituted aromatic compounds which are represented by the following General Formula (1) CHR1R2—Ar—(R3)n (1) (where Ar is an aromatic ring of two or greater valency, R1 is a hydrogen atom or alkyl group having a carbon number of 1 to 3, R2 is a hydrogen atom, alkyl group having a carbon number of 1 to 3, or —OCOR5 group, R3 is an alkyl group having a carbon number of 1 to 4, —COOH group, —CHO group, —CH2R4 group, or —COOR group, n is an integer of 1 to 5, R4 is a halogen atom, —OH group, or —OCOR5 group, and R5 is an alkyl group having a carbon number of 1 to 4), and carboxylic acids in the presence of oxygen using a catalyst including an element which belongs to Group VIII of the periodic table. (Hydroxyalkyl)alicyclic carboxylic acids are produced by carrying out hydrogenation and hydrolysis using the (acyloxyalkyl)carboxylic acids as a starting material.Type: GrantFiled: April 3, 2000Date of Patent: September 3, 2002Assignee: Nippon Shokubai Co., Ltd.Inventors: Yuuichi Satoh, Jun Tatsumi, Toshiya Iida
-
Patent number: 6437177Abstract: The present invention provides a compound of formula I or pharmaceutical acceptable salts thereof wherein R1 is C4-12 alkyl, C4-12 alkenyl, C4-12 alkynyl, —(CH2)h—C3-8 cycloalkyl, substituted and unsubstituted —(CH2)h-aryl, substituted and unsubstituted —(CH2)h-het, R2 is substituted and unsubstituted C1-12 alkyl, substituted and unsubstituted C2-12 alkenyl, substituted and unsubstituted C2-12 alkynyl, substituted and unsubstituted —(CH2)h—C3-8 cycloalkyl, substituted and unsubstituted —(CH2)h—C3-8 cycloalkenyl, substituted and unsubstituted —(CH2)h-aryl, substituted and unsubstituted —(CH2)h-heterocyclic ring, substituted and unsubstituted —(CH2)i—X—R4 (X is —O—, —S(═O)j—, —NR7—, —S(═O)2NR8—, or —C(═O)—), and —(CH2)iCHR5R6. The compounds are inhibitors of matrix metalloproteinases involved in tissue degradation.Type: GrantFiled: November 20, 1998Date of Patent: August 20, 2002Inventors: Martha A. Warpehoski, Mark Allen Mitchell, Donald E. Harper, Linda Louise Maggiora
-
Patent number: 6420612Abstract: Bicycloheptene compounds represented by general formula (1) and being useful as intermediates for the production of agricultural chemicals or drugs (wherein X is hydroxycarbonyl, hydroxymethyl, halogenomethyl, nitromethyl, or methylthiomethyl); and a process for the preparation of compounds of general formula (1), characterized by reacting 5,5-dimethoxy-1,2,3,4-tetrachlorocyclopentadiene with a compound represented by general formula (2) (wherein X is as defined above)Type: GrantFiled: September 13, 2001Date of Patent: July 16, 2002Assignee: Nippon Soda Co., Ltd.Inventors: Tomio Yagihara, Hiroyuki Yamanaka
-
Patent number: 6417389Abstract: This invention relates to a novel advantageous process for the stereoselective preparation of 2-hydroxy-4-phenylbutyrates (HPB esters) and of their precursors. This is done by starting from readily accessible &agr;-unsaturated &agr;-hydroxy-&ggr;-keto esters which can be prepared by Claisen condensation.Type: GrantFiled: September 25, 2000Date of Patent: July 9, 2002Assignee: Ciba Specialty Chemicals CorporationInventors: Martin Studer, Peter Herold, Adriano Indolese, Stefan Burckhardt
-
Publication number: 20010056120Abstract: A malic acid or oxalacetic acid derivative is represented by the following formula (1): 1Type: ApplicationFiled: March 9, 2001Publication date: December 27, 2001Inventors: Yasutaka Ishii, Tatsuya Nakano
-
Patent number: 6211197Abstract: Compounds and methods for treating prostaglandin mediated diseases, and certain pharmaceutical compositions thereof are disclosed. The compounds are represented by formula II: Ar1—W—Ar2—X—Q II The compounds of the invention are structurally different from NSAIDs and opiates, and are antagonists of the pain and inflammatory effects of E-type prostaglandins.Type: GrantFiled: October 4, 1999Date of Patent: April 3, 2001Assignee: Merck Frosst Canada & Co.Inventors: Michel Belley, Marc Labelle, Nicholas Lachance, Michel Gallant, Nathalie Chauret, Laird A. Trimble, Chun Li
-
Patent number: 6191292Abstract: The invention relates to precursors of the A-ring of vitamin D, of the formula (I): in which A, R, R1 and R2 are as defined in the specification. The invention also relates to a method of preparing compounds (I) comprising the enzymatic asymmetrization of 3,5-dihydroxybenzoic acid derivatives, as well as intermediates of preparation of said compounds.Type: GrantFiled: December 8, 1999Date of Patent: February 20, 2001Assignee: Laboratoire TheramexInventors: Jean-Claude Pascal, Maurits Vandewalle, Philippe Maillos, Pierre De Clercq
-
Patent number: 6136853Abstract: PURPOSE: To produce a novel antibiotic substance zofimarin having antimicrobial activity against fungi and obtain an antimicrobial agent containing the antibiotic substance zofimarin as an active constituent, by cultivating a microorganism, belonging to the genus Zopfiella and capable of producing the zofimarin.CONSTITUTION: An ascomycete belonging to the genus Zopfiella, e.g. Zopfiella marina; is cultivated. The cultivation is carried out according to general fungi, but artifical seawater is used in place of tap water in a liquid culture medium. A carbon source, nitrogen source, inorganic salt, etc., are added, and a defoaming agent is suitably used to carry out the cultivation at 20-30.degree. C. by the spinner culture method with aeration. After completing the cultivation, microbial cells are removed, and the resultant product in the supernatant liquid or filtrate is extracted and purified to afford the aimed zofimarin.Type: GrantFiled: March 6, 1999Date of Patent: October 24, 2000Assignee: Merck & Co., Inc.Inventors: James M. Balkovec, Bruno Tse
-
Patent number: 6130354Abstract: The present invention discloses a process for the preparation of shikimic acid or its derivatives from quinic acid or its derivatives by dehydration with Vilsmeier reagent. The present invention further discloses intermediates produced by this process and their use in the synthesis of shikimic acid or its derivatives.Type: GrantFiled: May 10, 1999Date of Patent: October 10, 2000Assignee: Hoffman-La Roche Inc.Inventor: Hans-Jurgen Mair
-
Patent number: 6103932Abstract: Substituted cyclic amino acids of formula ##STR1## are disclosed and are useful as agents in the treatment of epilepsy, faintness attacks, hypokinesia, cranial disorders, neurodegenerative disorders, depression, anxiety, panic, pain, and neuropathological disorders. Processes for the preparation and intermediates useful in the preparation are also disclosed.Type: GrantFiled: May 20, 1998Date of Patent: August 15, 2000Assignee: Warner-Lambert CompanyInventors: David Christopher Horwell, Justin S. Bryans, Clare O. Kneen, Andrew I. Morrell, Giles S. Ratcliffe, Johannes Hartenstein
-
Patent number: 6066763Abstract: A process for preparing .alpha.-hydroxy acids by heating ammonium salts of .alpha.-hydroxy acids of general formula (I), removing the formed ammonia and water, adding water to the residue, and heating the obtained mixture, wherein R is hydrogen, C.sub.1 -C.sub.6 alkyl, alkyl(C.sub.1 -C.sub.6)thioalkyl (C.sub.1 -C.sub.6), phenyl or the like. This process is freed from the problem of disposal of by-products such as ammonium bisulfate and makes it possible to prepare a free .alpha.-hydroxy acid from an ammonium salt thereof economically and in a high yield.Type: GrantFiled: August 25, 1998Date of Patent: May 23, 2000Assignee: Nippon Soda Co., Ltd.Inventor: Koichi Hayakawa
-
Patent number: 6025518Abstract: A substituted cyclopentene derivative of formula (V): whereinX.sup.1 is (.alpha.-OZ.sup.a, .beta.-H) or (.alpha.-H, .beta.-OZ.sup.a), X.sup.3 is (.alpha.-OZ.sup.d, .beta.-H), (.alpha.-H, .beta.-OZ.sup.d), or oxygen atom, each of Z.sup.a and Z.sup.d, which may be the same or different, is a hydrogen atom or a protective radical for a hydroxyl radical;U is a radical selected from the group consisting of CR.sup.1 HCH.sub.2, CR.sup.1 .dbd.CH and C.tbd.C,whereinR.sup.1 is a hydrogen atom, halogen atom, substituted silyl radical represented by SiR.sup.9 R.sup.10 R.sup.11 or substituted stannyl radical represented by SnR.sup.14 R.sup.15 R .sup.16,m is an integer of 0 to 6;X.sup.2 is CH.dbd.CH or C.tbd.C,p is an integer of 0 or 1, each of n and q is an integer of 0 to 5; andZ.sup.1 is a hydrogen atom, COOR.sup.y, CN, OH, OCOR.sup.2, CONR.sup.b R.sup.c or NR.sup.d R.sup.e.Type: GrantFiled: September 8, 1998Date of Patent: February 15, 2000Assignees: Nissan Chemical Industries, Ltd., Fumie SATOInventor: Fumie Sato
-
Patent number: 6010733Abstract: Novel aspartylamide derivatives such as N-(.alpha.-L-aspartyl-(1R,2S,4S)-1-methyl-2-hydroxy-4-phenylhexylamide, N-.alpha.-7(N'-3,3-dimethylbutylaspartyl)-(1R,2S,4S)-1-methyl-2-hydroxy-4- phenylhexylamide) and the like, and a sweetener containing the above-mentioned derivatives or salts thereof as an active ingredient, is low-calory and which exhibits a high level of stability, an excellent safety and an excellent sweetness.Type: GrantFiled: January 13, 1997Date of Patent: January 4, 2000Assignee: Ajinomoto Co., Inc.Inventors: Tadashi Takemoto, Yusuke Amino, Ryoichiro Nakamura
-
Patent number: 6004905Abstract: The invention disclosed relates to a new class of abscisic acid (ABA) analogs of formula I ##STR1## wherein one of R.sub.1 is alkenyl, alkynyl, aryl, cycloalkenyl, other farther substituted carbon chain including deuterium containing residues, and carbon containing substituents with heteroatoms and halogens and the other is methyl, and wherein the five member carbon side chain includes a methyl group at C3, with C5 attached to the ring as shown, including a trans double bond at the C4-C5 position, or a triple bond at this position, and either a cis or a trans double bond at the C2-C3 position, and R.sub.2 is CH.sub.2 OH, CHO, COOH, COO alkyl, or derivatives thereof, and wherein the cyclohexanone ring double bond may also be reduced and to a novel process for synthesizing such ABA analogs.Type: GrantFiled: September 22, 1998Date of Patent: December 21, 1999Assignee: National Research Council of CanadaInventors: Suzanne R. Abrams, John J. Balsevich, Adrian J. Cutler, Bo Lei, Patricia A. Rose
-
Patent number: 5968916Abstract: Fluorinated alkene compounds useful for and methods of controlling nematodes, insects, and acarids that prey on agricultural crops. Polar compounds are particularly useful for systemic control of pests.Type: GrantFiled: January 12, 1998Date of Patent: October 19, 1999Assignee: Monsanto CompanyInventors: Dennis Paul Phillion, Peter Gerrard Ruminski, Gopichand Yalamanchili
-
Patent number: 5916919Abstract: A compound composition and method of treating a retrovirus infection are disclosed. In particular, isolated triterpenes have been shown to have significant inhibitory activity against HIV-1.Type: GrantFiled: June 27, 1997Date of Patent: June 29, 1999Assignees: Dalhousie University, National University of SingaporeInventors: Hong-Xi Xu, Keng-Yeow Sim, Fa-Quan Zeng, Min Wan
-
Patent number: 5859284Abstract: The present invention provides new synthetic methods and compositions. In particular, new methods of preparing intermediates useful in the synthesis of neuraminidase inhibitors and compositions useful as intermediates that are themselves useful in the synthesis of neuraminidase inhibitors are provided.Type: GrantFiled: August 23, 1996Date of Patent: January 12, 1999Assignee: Gilead Sciences, Inc.Inventors: Kenneth M. Kent, Choung U. Kim, Lawrence R. McGee, John D. Munger, Jr., Ernest J. Prisbe, Michael J. Postich, John C. Rohloff, Daphne E. St. John, Matthew A. Williams, Lijun Zhang
-
Patent number: 5859054Abstract: Pharmacologically active leukotriene-B.sub.4 derivatives of general formula I, ##STR1## are described, in whichR.sub.1 represents CH.sub.2 OH, CH.sub.3, CF.sub.3, COOR.sub.4, CONR.sub.5 R.sub.6, orR.sub.2 represents H or an organic acid radical with 1-15 C atoms,R.sub.3 symbolizes H; C.sub.1 -C.sub.14 alkyl, C.sub.3 -C.sub.10 cycloalkyl optionally substituted singly or multiply; C.sub.6 -C.sub.10 aryl radicals, independently of one another, optionally substituted singly or multiply by halogen, phenyl, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, fluoromethyl, chloromethyl, trifluoromethyl, carbonyl, carboxyl or hydroxy; or a 5- to 6-membered aromatic heterocyclic ring with at least 1 heteroatom,R.sub.4 means hydrogen, C.sub.1 -C.sub.10 alkyl, C.sub.3 -C.sub.10 cycloalkyl; C.sub.6 -C.sub.10 aryl radicals optionally substituted by 1-3 halogen, phenyl, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, fluoromethyl, chloromethyl, trifluoromethyl, carboxyl or hydroxy; CH.sub.2 --CO--(C.sub.6 -C.sub.Type: GrantFiled: November 8, 1996Date of Patent: January 12, 1999Assignee: Schering AktiengesellschaftInventors: Werner Skuballa, Bernd Buchmann, Josef Heindl, Wolfgang Frohlich, Roland Ekerdt, Claudia Giesen
-
Patent number: 5808134Abstract: An intermediate for the production of (3-oxo-2-oxobicyclo?3,1,0!hexan-1-yl) methanol represented by formula (II): ##STR1## selected from the group of compounds (9)-(11) as shown below, wherein R.sup.1 represents a lower alkyl group, R.sup.3 and R.sup.Type: GrantFiled: August 6, 1997Date of Patent: September 15, 1998Assignee: Ajinomoto Co., Ltd.Inventors: Tomoyuki Onishi, Takashi Tsuji, Toshihiro Matsuzawa
-
Patent number: 5792876Abstract: A process is described for producing acetals comprising reacting an aldehyde or a ketone with an alcohol in the presence of a titanium compound having an acetylacetone as a ligand, or in the presence of a compound selected from the group consisting of stannous chloride dihydrate, cerium chloride hexahydrate and bismuth chloride. The process can be used in the synthesis of unstable acetals or when water exists in the reaction mixture, and therefore the process can be used for a wide variety of applications.Type: GrantFiled: November 6, 1996Date of Patent: August 11, 1998Assignee: Kuraray Co., Ltd.Inventors: Hideharu Iwasaki, Masahiko Kitayama, Takashi Onishi
-
Patent number: 5750765Abstract: Ethylenically unsaturated monomers are protected from premature polymerization during manufacture and storage by the incorporation therein of an effective stabilizing amount of a 7-substituted quinone methide compound.Type: GrantFiled: August 27, 1996Date of Patent: May 12, 1998Assignee: Ciba Specialty Chemicals CorporationInventors: Peter Nesvadba, Samuel Evans, Matthew E. Gande, Volker H. von Ahn, Roland A. E. Winter
-
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: 5705529Abstract: The invention relates to novel N-benzoylamino acid derivatives of the general formula (I), ##STR1## wherein R.sup.1 and R.sup.2, which are the same or different, stand for a hydroxyl group optionally bearing an acetyl group; or a C.sub.1-6 alkoxy group optionally substituted by a phenyl group;n means an integer from 2 to 15as well as their tautomers, racemates and optically active individual (pure) isomers or mixtures thereof and the salts of these compounds and pharmaceutical compositions containing these compounds.The invention relates also to a process for the preparation of compounds of the general formula (I).Type: GrantFiled: October 11, 1995Date of Patent: January 6, 1998Assignee: Gyogyszerkutato Intezet KFTInventors: Peter Matyus, Erzsebet Zara, Lajos Farkas, Agnes Papp, Antal Simay, Lajos Toldy, Ferenc Andrasi, Katalin Goldschmidt, Eszter Hodula, Ildiko Mathe, Klara Sutka, Zsuzsanna Fittler, Valeria Vitkoczi, Laszlo Sebestyen, Istvan Sziraki, Marta Rusz, Eva Gal
-
Patent number: 5639902Abstract: The invention relates to a compound selected from these of formula (I): ##STR1## in which R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5 and B are as defined in the description, their enantiomers and diastereoisomers, their Z and E isomers, and their addition salts with a pharmaceutically-acceptable acid or base, and medicinal products containing the same which is useful for treating a disorder selected from an inflammatory disorder and a pathological inflammatory condition.Type: GrantFiled: February 15, 1994Date of Patent: June 17, 1997Assignee: Adir et CompagnieInventors: Jean-Pierre Girard, Pierre Hullot, Claude Bonne, Jean-Claude Rossi, Roger Escale, Agnes Muller
-
Patent number: 5583247Abstract: Ethylenically unsaturated monomers are protected from premature polymerization during manufacture and storage by the incorporation therein of an effective stabilizing amount of a 7-substituted quinone methide compound.Type: GrantFiled: April 14, 1995Date of Patent: December 10, 1996Assignee: Ciba-Geigy CorporationInventors: Peter Nesvadba, Samuel Evans, Matthew E. Gande, Volker H. von Ahn, Roland A. E. Winter
-
Leukotriene-B.sub.4 derivatives, process for their production and their use as pharmaceutical agents
Patent number: 5502075Abstract: Leukotriene-B.sub.4 derivatives of formula I ##STR1## their salts with physiologically compatible bases and their cyclodextrin clathrates are described.Type: GrantFiled: May 27, 1994Date of Patent: March 26, 1996Assignee: Schering AktiengesellschaftInventors: Werner Skuballa, Bernd Buchmann, Josef Heindl, Wolfgang Fro/ hlich, Roland Ekerdt, Claudia Giesen -
Patent number: 5488136Abstract: Racemates are obtained from non-racemic 3-oxocyclopentane or 3-oxocyclohexane carboxylic acids or their esters by esterification and ketalization of the non-racemic acid with orthoformic acid ester in an alocohol, racemization and hydrolysis of the product obtained with an alcoholate and isolation of the racemate.Type: GrantFiled: April 16, 1993Date of Patent: January 30, 1996Assignee: Boehringer Ingelheim KGInventor: Rainer Sobotta
-
Patent number: 5473103Abstract: A monomeric diacid derivative includes at least two fatty acids coupled by a hydrolytically or enzymatically degradable bond. In a biological environment, the bond degrades forming naturally occurring fatty acid products thereby allowing elimination.Type: GrantFiled: December 16, 1993Date of Patent: December 5, 1995Assignee: Yissum Research Development Co. of the Hebrew University of JerusalemInventors: Abraham J. Domb, Raphael Nudelman
-
Patent number: 5449684Abstract: Compounds isolated from a marine sponge, and derivatives thereof, have the formulae: ##STR1## in which R.sup.1 is H or lower alkyl; R.sup.2 is OH or CH.sub.3 ; R.sup.3 is OH or CH.sup.3, and R.sup.4 H or MPTA. The compounds have antitumor and antiviral activity. The invention also provides pharmaceutical compositions containing the compounds and methods of treatment employing them.Type: GrantFiled: February 3, 1994Date of Patent: September 12, 1995Assignee: PharmaMar, S.A.Inventors: Jun-Ichi Tanaka, Tatsuo Higa, Khanit Suwanoborirux, C. W. Jefford, G. Bernardinelli, Dolores G. Gravalos
-
Patent number: 5424278Abstract: Hydroxycornexistin (1), the free dibasic acid thereof (2) ##STR1## agronomically acceptable bis-ester, monoester, monoamide, and monothioesters thereof, and agronomically acceptable salts thereof are selective herbicides for broad spectrum broadleaf and grass weed control in corn.Type: GrantFiled: March 1, 1994Date of Patent: June 13, 1995Assignee: DowElancoInventors: Stephen C. Fields, B. Clifford Gerwick, III, Linda C. Mireles-Lo
-
Patent number: 5401858Abstract: 3- or 4-mono-, 1,3- or 1,4- or even 3,4-disubstituted derivatives of quinic acid are produced by reaction of a hydroxycinnamic acid derivative, of which the phenol group(s) is/are protected with a quinic acid derivative, to form an ester and the different reactivities of the OH functions in the 3 and 4 positions are used to carry out the esterification selectively under low temperature conditions, after which the protective groups are cleaved under controlled acidity and temperature conditions. These conditions avoid any degradation or isomerization. The process enables new quinides to be obtained in high yields.Type: GrantFiled: July 21, 1993Date of Patent: March 28, 1995Assignee: Nestec S.A.Inventor: Tuong Huynh-Ba
-
Patent number: 5395950Abstract: 1-, 5-O-mono- and 3,4-0-bis-substituted derivatives of quinic acid are prepared by reacting a derivative of a hydroxycinnamic acid of which the hydroxyl group(s) is/are protected with a quinic acid derivative to form an ester and the protective groups are then cleaved under controlled conditions of acidity and temperature. These conditions provide for regiospecificity of the esterification and enable any degradation of isomerization to be avoided. The process gives new quinides in high yields.Type: GrantFiled: July 21, 1993Date of Patent: March 7, 1995Assignee: Nestec S.A.Inventor: Huynh-Ba Tuong
-
Patent number: 5393924Abstract: Acylamides or amine acylate salts of arylalkanolamines are prepared by reacting an arylisonitrosoalkanone with hydrogen and a carboxylic acid, carboxylic acid anhydride or carboxylic acid ester or mixture thereof in the presence of a transition metal catalyst; optionally the product is converted to the corresponding arylalkanolamine hydrochloride salt by reaction of the acylamide or amine acylate salt of the arylalkanolamine with hydrogen chloride in a C.sub.1 -C.sub.3 alkyl alcohol.Type: GrantFiled: April 29, 1994Date of Patent: February 28, 1995Assignee: Hoechst Celanese CorporationInventors: Ahmed M. Tafesh, Olan S. Fruchey, Charles B. Hilton
-
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: 5346919Abstract: The present invention relates to the compound A of the formula (A), the related compound B, carboxylic acid derived from acid anhydride group of these compounds and esters and salts thereof, microorganisms for producing the compounds, methods for producing the compounds A and/or B by using the microorganisms, and a treated or untreated fermentation broth obtained by culturing strains belonging to genus Zopfiella or Zopfiella curvata No. 37-3 strain. ##STR1## The present invention provides the compounds A and B, derivatives thereof, and treated or untreated fermentation broth obtained by culturing the strains belonging to genus Zopfiella or Zopfiella curvata No. 37-3 strain, which show an excellent activities as antifungal agent and anti-thrombotic agent.Type: GrantFiled: August 2, 1993Date of Patent: September 13, 1994Assignee: Nissan Chemical Industries, Ltd.Inventors: Tsuneo Watanabe, Takeshi Yasumoto, Michio Murata, Michito Tagawa, Hiroyuki Narushima, Takashi Furusato, Masao Kuwahara, Masami Hanaue, Tatsuya Seki
-
Patent number: 5340828Abstract: The present invention is directed to compounds which inhibit farnesyl-protein transferase (FTase) and the farnesylation of the oncogene protein Ras. The invention is further directed to chemotherapeutic compositions containing the compounds of this invention and methods for inhibiting farnesyl-protein transferase and the farnesylation of the oncogene protein Ras.Type: GrantFiled: September 30, 1991Date of Patent: August 23, 1994Assignee: Merck & Co., Inc.Inventors: Samuel L. Graham, S. Jane deSolms
-
Patent number: 5231216Abstract: There are described novel trans-2-acylaminocyclohexyloxyacyldipeptides of formula I ##STR1## wherein R.sub.1 represents --CO--R.sub.6, --SO.sub.2 --R.sub.7 or ##STR2## R.sub.6 is C.sub.1 -C.sub.18 alkyl or C.sub.1 -C.sub.18 alkoxy, R.sub.7 is C.sub.1 -C.sub.18 alkyl or an optionally substituted phenyl group,Y is .dbd.O, .dbd.S or .dbd.NH;R.sub.2 =R.sub.3 and represent --H or C.sub.1 -C.sub.12 alkyl,R.sub.4 represents --OR.sub.8 or --NHR.sub.9,R.sub.8 is --H, C.sub.1 -C.sub.8 alkyl or benzyl,R.sub.9 is --H, a straight or branched chain C.sub.1 -C.sub.18 alkyl group or benzyl group;R.sub.5 represents --OR.sub.9 or --NHR.sub.9,and novel (1R,2R)- and (1S,2S)-trans-2-acylaminocyclohexyloxyacetyldipeptides of the formulas Ia and Ib ##STR3## wherein R.sub.1 is --CO--R.sub.6, R.sub.6 is C.sub.1 -C.sub.18 alkyl,R.sub.2 is --H,R.sub.3 is --H or C.sub.1 -C.sub.12 alkyl,R.sub.4 is --OR.sub.8 or --NHR.sub.9,R.sub.8 is --H, C.sub.1 -C.sub.8 alkyl or benzyl,R.sub.9 is --H, C.sub.1 -C.sub.18 alkyl or benzyl,R.sub.5 is --OR.Type: GrantFiled: August 19, 1991Date of Patent: July 27, 1993Assignee: Univerza Edvarda Kardelja v LjubljanaInventors: Slavko Pecar, Danijel Kikelj, Uros Urleb, Marija Sollner, Gasper Marc, Ales Krbavcic, Vlado Kotnik, Branka Wraber-Herzog, Sasa Simcie, Alojz Than, Lidija Klamfer, Lucka Povsic, Zdravko Kopitar, Anton Stalc
-
Patent number: 5214056Abstract: A 1,3,2-dioxathiolane oxide derivative is represented by the following formula: ##STR1## wherein X represents --S(O)-- or --S(O).sub.2 --;R.sup.1 represents a hydrogen atom, an alkali metal atom, a benzyl group, or a lower alkyl group;R.sup.2 represents a lower alkyl group which may be substituted with a methylthio group, or a benzyl group, andR.sup.3 and R.sup.4 may be the same or different and independently represent a hydrogen atom, an alkyl group having one to ten carbon atoms, a lower alkyl group substituted with a guanidyl group, a cycloalkyl group having 3 to 6 carbon atoms, a phenyl group, a benzyl group, or a phenethyl group, or together form an alkylene group.Type: GrantFiled: August 20, 1991Date of Patent: May 25, 1993Assignee: Japan Tobacco Inc.Inventors: Jun-ichi Haruta, Masahiro Tanaka, Itsuo Uchida, Akira Ohta, Shin Hara
-
Patent number: 5187286Type: GrantFiled: March 25, 1991Date of Patent: February 16, 1993Assignee: Schering AktiengesellschaftInventors: Werner Skuballa, Bernd Buchmann, Josef Heindl, Wolfgang Frohlich, Roland Ekerdt
-
Patent number: 5187304Abstract: Provided are 1,5-bis(4-carboxycyclohexyl)-3-pentanol and its esters and processes for their preparation. Also provided are polyester compositions containing this residue, thermosetting coating compositions containing the polyesters, and coatings and casted or molded articles made therefrom.Type: GrantFiled: May 1, 1992Date of Patent: February 16, 1993Assignee: Eastman Kodak CompanyInventors: William W. Blount, Jr., Joseph R. Zoeller
-
Patent number: 5157152Abstract: A process for oxidation of a tetrahydro compound of the formula ##STR1## wherein R and R' independently are H, alkyl, aryl or halo, to a glycol of the formula ##STR2## comprises treating the tetrahydro compound with hydrogen peroxide at an elevated temperature under reflux conditions in the absence of a catalyst. The thus-formed glycol can be further oxidized to a butanetetracarboxylic acid of the formula ##STR3## with hydrogen peroxide in the presence of a catalyst selected from the group consisting of a manganese salt, an iron salt, a chromium salt, a cerium salt, a persulfate, a perborate, a silicate, tungstic acid or an ammonium or alkali metal salt or heteropolyacid thereof, or molybdic acid or an ammonium or alkali metal salt or heteropolyacid thereof.Type: GrantFiled: July 9, 1991Date of Patent: October 20, 1992Assignee: Ortec, Inc.Inventors: David L. Brotherton, Kwok W. Fung, Kam H. Wong
-
Patent number: 5131945Abstract: Compounds of formula I ##STR1## are useful as herbicides, effective against dicotyledonous weeds.Type: GrantFiled: July 13, 1990Date of Patent: July 21, 1992Assignee: Shell Research LimitedInventors: Hans-Joachim Bissinger, Ludwig Schoeder, Helmut Baltruschat, Manfred Garrecht, Erich Raddatz, Wolfgang Fruhstorfer