Plural Ring Hetero Atoms In The Bicyclo Ring System, Or Ring Nitrogen Is Shared By The Two Cyclos Of The Bicyclo Ring System Patents (Class 548/453)
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Patent number: 6248165Abstract: Ternary solid solutions useful as pigments are disclosed. The ternary solid solutions result from incorporating a third component, which is a diketopyrrolopyrrole or quinacridone pigment, into the crystal lattice of the mixed crystal formed from equimolar amounts of two different diketopyrrolopyrrole pigments.Type: GrantFiled: February 9, 2000Date of Patent: June 19, 2001Assignee: Ciba Specialty Chemicals CorporationInventors: Shivakumar Basalingappa Hendi, Fridolin Bäbler, Zhimin Hao, Abul Iqbal
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Patent number: 6228853Abstract: According to the invention are provided compounds of formula (I) (relative stereochemistry indicated) wherein R1, R2 and R3 are as defined in the specification. Compounds of formula (I) are useful inter alia in the treatment of inflammatory diseases of the respiratory tract.Type: GrantFiled: June 2, 2000Date of Patent: May 8, 2001Assignee: Glaxo Wellcome Inc.Inventors: Michael Dennis Dowle, Harry Finch, Lee Andrew Harrison, Graham George Adam Inglis, Martin Redpath Johnson, Simon John Fawcett MacDonald
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Patent number: 6222047Abstract: The invention relates to the preparation of pyrocarbonic acid diesters by an improved process and to the novel pyrocarbonic acid diesters prepared according to said process as well as to the use thereof. The core of the invention is a process for the preparation of a pyrocarbonic acid diester of formula (I) wherein R1 and R1′ are each independently of the other branched or straight-chain C1-C24alkyl, C3-C24alkenyl, C3-C24alkynyl, C4-C12cycloalkyl, C4-C12cycloalkenyl or C7-C24aralkyl, each of which is unsubstituted or substituted by one or more than one substituent which is inert under the reaction conditions, by reacting at least one ester carbonate of formula (II) with 40-50 mol % of a sulfochloride of formula (IV) in the presence of 0.Type: GrantFiled: January 13, 1998Date of Patent: April 24, 2001Assignee: Ciba Specialty Chemicals CorporationInventors: John Zambounis, Véronique Hall-Goulle
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Patent number: 6215002Abstract: There are described according to the invention, processes for making compounds of formula (XXVIII)3 (relative stereochemistry indicated), wherein P2 is as defined in the specification.Type: GrantFiled: March 3, 2000Date of Patent: April 10, 2001Assignee: Glaxo Wellcome Inc.Inventors: Michael Dennis Dowle, Harry Finch, Lee Andrew Harrison, Graham George Inglis, Martin Redpath Johnson, Simon John Fawcett MacDonald, Pritom Shah, Robin Andrew Smith
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Patent number: 6207686Abstract: A compound of formula (I), in which: R1 is lower alkyl, cyclo(lower)alkyl, optionally substituted aryl, optionally substituted heterocyclic group, cyclo(lower)alkyl(lower)alkyl, or ar(lower)alkyl; R2 is hydrogen, hydroxy or protected hydroxy; R3 is lower alkyl, aryl, ar(lower)alkyl or optionally substituted heterocyclic(lower)alkyl; R4 is carboxy, protected carboxy or lower alkylsufonylcarbamoyl; R5 is hydrogen or lower alkyl; R6 is hydrogen or heterocyclic group; A is a single bond or lower alkylene, and Ar is optionally substituted aryl, or pharmaceutically acceptable salts thereof, having endothelin antagonistic activity.Type: GrantFiled: June 20, 1997Date of Patent: March 27, 2001Assignee: Fujisawa Pharmaceutical Co., Ltd.Inventors: Masahiro Neya, Tatsuya Zenkoh, Hitoshi Sawada, Chiyoshi Kasahara, Masayoshi Murata, Keiji Hemmi
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Patent number: 6200987Abstract: Cyclic amides are inhibitors of tumor necrosis factor and can be used to combat cachexia, endotoxic shock, and retrovirus replication. A typical embodiment is 3-phenyl-3-(1-oxoisoindolin-2-yl)propionamide.Type: GrantFiled: April 11, 2000Date of Patent: March 13, 2001Assignee: Celgene CorporationInventor: George W. Muller
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Patent number: 6200967Abstract: This invention relates to a compound of the Formula I X—C(O)—Y—G—R I (wherein X, Y, G and R have the values defined in the description), or a pharmaceutically acceptable salt thereof, processes and intermediates for the preparation of such a compound or salt, pharmaceutical compositions comprising such a compound or salt and methods of their use as thrombin inhibitors, coagulation inhibitors and agents for the treatment of thromboembolic disorders.Type: GrantFiled: December 17, 1998Date of Patent: March 13, 2001Assignee: Eli Lilly and CompanyInventors: Valentine J Klimkowski, Aaron L Schacht, Michael R Wiley
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Patent number: 6197975Abstract: There are disclosed compounds of formula (I) and pharmaceutically acceptable salts thereof which are useful as antagonists of GnRH and as such may be useful for the treatment of a variety of sex-hormone related and other conditions in both men and women.Type: GrantFiled: June 1, 1998Date of Patent: March 6, 2001Assignee: Merck & Co. , Inc.Inventors: Mark Goulet, Wallace T. Ashton, Lin Chu, Michael H. Fisher, Matthew J. Wyvratt
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Patent number: 6191285Abstract: The present invention provides an improved process for producing ketorolac tromethamine. The preferred method utilizes a three-part solvent system, comprising isopropanol, ethyl acetate and water.Type: GrantFiled: December 7, 1998Date of Patent: February 20, 2001Assignee: Abbott LaboratoriesInventors: Grant L. Esser, Marazban H. Vandrevala, Madhup K. Dhaon, Ameen F. Ghannam, Dragan Obradovich
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Patent number: 6177425Abstract: According to the invention there are provided Hexahydro-Pyrrolo[3,4-b]pyrrol-2-one compounds of formula (1), (relative stereochemistry indicated), wherein R1, R2 and R3 are as defined in the specification. Compounds of formula (1) are useful inter alia in the treatment or chronic bronchitis.Type: GrantFiled: May 5, 2000Date of Patent: January 23, 2001Assignee: Glaxo Wellcome Inc.Inventors: Michael Dennis Dowle, Harry Finch, Lee Andrew Harrison, Graham George Adam Inglis, Martin Redpath Johnson, Simon John Fawcett MacDonald, Pritom Shah
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Patent number: 6177444Abstract: The present invention relates to compounds of formulas (IA), (IB), and (IC): the preparation thereof, pharmaceutical formulations thereof, and their use in medicine as allosteric adenosine receptor modulators for uses including protection against hypoxia and ischemia induced injury and treatment of adenosine-sensitive cardiac arrhythmias.Type: GrantFiled: May 7, 1999Date of Patent: January 23, 2001Assignee: Medco Corp.Inventor: Pier Giovanni Baraldi
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Patent number: 6159989Abstract: There are disclosed compounds of formula (I) ##STR1## and pharmaceutically acceptable salts thereof which are useful as antagonists of GnRH and as such may be useful for the treatment of a variety of sex-hormone related and other conditions in both men and women.Type: GrantFiled: December 15, 1999Date of Patent: December 12, 2000Assignee: Merck & Co., Inc.Inventors: Lin Chu, Mark Goulet, Thomas F. Walsh, Matthew J. Wyvratt, Stephanie L. Witkin
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Patent number: 6160003Abstract: 1,3,6-Trihydro-6-Aza-3-Oxapentalen-2-One Derivatives of Formula I are useful for inducing or promoting apoptosis and for arresting uncontrolled neoplastic cell proliferation, and are specifically useful in the arresting and treatment of neoplasia: ##STR1## Wherein R.sub.1 and R.sub.2 are independently selected from the group consisting of hydrogen, lower alkyl, and benzyl,R.sub.3 and R.sub.4 are selected from the group consisting of substituted or unsubstituted phenyl, and the like,R.sub.5 is selected from the group consisting of hydrogen, lower alkyl, and the like,Y is selected from the group consisting of CH.sub.2, C.dbd.O, CH--OH; m is an integer from 0-3; X is selected from the group consisting of CH.sub.2, C.dbd.O, CH--OH, and SO.sub.2 ; and n is an integer from 0-2.Type: GrantFiled: February 26, 1999Date of Patent: December 12, 2000Assignee: Cell Pathways, Inc.Inventors: Gerhard Sperl, Rifat Pamukcu
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Patent number: 6153645Abstract: Methods for treating infection and related compositions, compounds of formula I as defined in the application and methods for preparing same, are provided. In general, the compounds inhibit transfer ribonucleic acid (tRNA) synthetase and are useful as antimicrobial agents.Type: GrantFiled: September 10, 1999Date of Patent: November 28, 2000Assignee: Cubist Pharmaceuticals, Inc.Inventors: John Finn, Xiang Yang Yu, Zhongguo Wang, Jason Hill, Dennis Keith, Paul Gallant, Philip Wendler
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Patent number: 6147223Abstract: Compounds related to lactacystin and lactacystin .beta.-lactone, pharmaceutical compositions containing the compounds, and methods of use.Type: GrantFiled: June 6, 1995Date of Patent: November 14, 2000Assignee: President and Fellows of Harvard CollegeInventors: Gabriel Fenteany, Timothy F. Jamison, Stuart L. Schreiber, Robert F. Standaert
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Patent number: 6143734Abstract: A compound comprising a non-steroidal antiinflammatory agent to which is directly or indirectly linked an NO group, a compound comprising an enolic anilide non-steroidal antiinflammatory agent to which is directly or indirectly linked an NO.sub.2 group, a pharmaceutical composition including the compounds and methods of treatment of pain and/or inflammation using the compounds and compositions are disclosed. Also disclosed is a composition comprising a non-steroidal antiinflammatory agent and a compound that donates, transfers or releases nitric oxide.Type: GrantFiled: January 31, 2000Date of Patent: November 7, 2000Assignee: NitroMed, Inc.Inventors: David S. Garvey, L. Gordon Letts, H. Burt Renfroe, Sang William Tam
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Patent number: 6130338Abstract: A method for producing pyrrolidine derivatives such as 3,4-epoxypyrrolodines, 3-pyrrolidols and the like, by oxidizing 3-pyrrolines with at least one peroxide in the presence of at least one acid is disclosed. The 3-pyrrolines are produced by deriving cis-2-butene compounds from cis-2-butene-1,4-diols and performing a cyclization between the cis-2-butene derivatives and at least one primary amine. The method may be performed as a one-pot synthesis and may be performed as a continuous reaction.Type: GrantFiled: September 3, 1999Date of Patent: October 10, 2000Assignee: Toray Industries, Inc.Inventors: Hideo Muraoka, Haruyo Sato
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Patent number: 6121459Abstract: Biologically active O-substituted azabicyclo oximes having the Z configuration may be isolated simply, without chromatographic separation, and in high yield and Z/E purity through the coupling of a 1-azabicyclo-3-one with an O-substituted hydroxylamine in acidic aqueous solution and conversion of E-configured isomer to Z-isomer without requiring purification or separation. Neutralization and subsequent isolation of the free base followed by precipitation of the salt allows separation of the Z-isomer with high Z/E purity.Type: GrantFiled: December 23, 1999Date of Patent: September 19, 2000Assignee: Warner-Lambert CompanyInventors: Mark Alan Schwindt, Lloyd Charles Franklin, Haile Tecle
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Patent number: 6110955Abstract: This invention relates to compositions for and methods of treating, preventing or ameliorating cancer and other proliferative diseases as well as methods of inducing wound healing, treating cutaneous ulcers, treating gastrointestinal disorders, treating blood disorders such as anemias, immunomodulation, enhancing recombinant gene expression, treating insulin-dependent patients, treating cystic fibrosis patients, inhibiting telomerase activity, treating virus-associated tumors, especially EBV-associated tumors, modulating gene expression and particularly augmenting expression of a tumor suppressor gene, inducing tolerance to an antigen and treating, ameliorating or preventing protozoan infection. The methods of the invention use metabolically stabilized oxyalkylene esters.Type: GrantFiled: March 11, 1997Date of Patent: August 29, 2000Assignee: Beacon Laboratories, Inc.Inventors: Abraham Nudelman, Ada Rephaeli, Edward Neiss, Bernard Loev
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Patent number: 6107491Abstract: Diketopyrrolopyrroles of formula I ##STR1## wherein R.sub.1 is a radical of formula II--Y--X--Z--Q (II),whereinY is --CR.sub.3 R.sub.4, --SO.sub.2 --, --CO--, --Si(Hal).sub.2 --, --POHal--, wherein R.sub.3 and R.sub.4 are each independently of the other hydrogen or C.sub.1 -C.sub.4 alkyl, and Hal is halogen,X is an unsubstituted or substituted carbocylic or heterocyclic arylene group,Z is a single bond, uninterrupted linear or branched C.sub.1 -C.sub.30 alkylene, or linear or branched C.sub.2 -C.sub.30 alkylene which is interrupted once or more than once by a hetero atom, --CH.dbd.CH--,--C.tbd.C--, --N.dbd.CH--, --CH.dbd.N-- or --NH--, or is C.sub.5 -C.sub.12 cycloalkylene,Q is a polyreactive functional group, andR.sub.2 is C.sub.1 -C.sub.6 alkyl, ##STR2## or R.sub.1, and R.sub.7 is hydrogen or C.sub.1 -C.sub.Type: GrantFiled: January 26, 1999Date of Patent: August 22, 2000Assignee: Ciba Specialty Chemicals CorporationInventor: Sameer Eldin
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Patent number: 6083515Abstract: Nonsteroidal antiinflammatory drugs which have been substituted with a nitrogen monoxide group; compositions comprising (i) a nonsteroidal antiinflammatory drug, which can optionally be substituted with a nitrogen monoxide group and (ii) a compound that directly donates, transfers or releases a nitrogen monoxide group (preferably as a charged species, particularly nitrosonium); and methods of treatment of inflammation, pain, gastrointestinal lesions and/or fever using the compositions are disclosed. The compounds and compositions protect against the gastrointestinal, renal and other toxicities that are otherwise induced by nonsteroidal antiinflammatory drugs.Type: GrantFiled: January 22, 1999Date of Patent: July 4, 2000Assignee: NitroMed, Inc.Inventors: David S. Garvey, L. Gordon Letts, H. Burt Renfroe, Sang William Tam
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Patent number: 6066202Abstract: Substance compositions, which comprise at least one diketopyrrolopyrrole from each of formulae ##STR1## R.sub.1 is C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, C.sub.1 -C.sub.6 alkylthio, halogen or phenyl,R.sub.2 is a COX group, whereinX is NR.sub.4 R.sub.5 or a heterocyclic radical containing at least 2 N atoms, one of which N atoms forms an amide with the carbonyl group,R.sub.3 is hydrogen, halogen or C.sub.1 -C.sub.6 alkyl,Admixture of such a substance composition to diketopyrrolopyrrole pigments improves the rheological behaviour of the latter as well as the gloss of the colorations produced therewith to an unexpected degree.Type: GrantFiled: May 5, 1998Date of Patent: May 23, 2000Assignee: Ciba Specialty Chemicals CorporationInventors: Olof Wallquist, Ingo Schloder
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Patent number: 6063931Abstract: A process of synthesizing a compound of the formula 1: ##STR1## is described. A compound of the formula 2: ##STR2## is reacted with diphenylphosphinic chloride to activate the carboxylic acid group, and then reacted with methanesulfonyl chloride to produce a compound of formula 4: ##STR3## Compound 4 is then reacted with a group II metal sulfide source in water to produce a compound of formula 1.Type: GrantFiled: June 29, 1998Date of Patent: May 16, 2000Assignee: Merck & Co., Inc.Inventors: Karel M. J. Brands, John M. Williams, Ulf H. Dolling, Ronald B. Jobson, Antony J. Davies, Ian F. Cottrell, Mark Cameron, Michael S. Ashwood
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Patent number: 6060504Abstract: The invention relates to a novel heat-stable form of N-methyl-N-[(1S)-1-phenyl-2-((3S)-3-hydroxypyrrolidin-1-yl)ethyl]-2,2-diph enylacetamide and to a process for the preparation and isolation of this compound in this novel form and to use for the production of medicaments which contain this compound and/or one of its physiologically acceptable salts.Type: GrantFiled: August 26, 1996Date of Patent: May 9, 2000Assignee: Merck Patent Gesellschaft mit Beschrankter HaftungInventors: Inge Stein, Holger Beeres, Klaus Beschmann, Steffen Neuenfeld, Andrew Barber
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Patent number: 6057449Abstract: A process is disclosed for the direct preparation of pigmentary 1,4-diketopyrrolo-[3,4-c]pyrroles of the formula (I) ##STR1## wherein each of R.sub.1 and R.sub.2 independently of the other is an isocyclic or heterocyclic aromatic radical, which process comprises heating an appropriate molar ratio of a disuccinate with a nitrile of the formula (II) ##STR2## or of the formula (III) ##STR3## or with mixtures of said nitrites, in an organic solvent and in the presence of a strong base and an effective amount of a selected particle growth inhibitor of formula (IV)-(X), and then obtaining the compound of formula (I) from the reaction product by protolysis. The process yields pigmentary 1,4-diketopyrrolo-[3,4-c]pyrroles directly, i.e., without the need for additional particle-size reducing aftertreatments. Also disclosed is a composition comprising a pigmentary 1,4-diketopyrrolo-[3,4-c]pyrrole and the particle growth inhibitor.Type: GrantFiled: May 13, 1999Date of Patent: May 2, 2000Assignee: Ciba Specialty Chemicals CorporationInventor: Shivakumar B. Hendi
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Patent number: 6043232Abstract: A compound comprising a non-steroidal antiinflammatory agent to which is directly or indirectly linked an NO group, a compound comprising an enolic anilide non-steroidal antiinflammatory agent to which is directly or indirectly linked an NO.sub.2 group, a pharmaceutical composition including the compounds and methods of treatment of pain and/or inflammation using the compounds and compositions are disclosed. Also disclosed is a composition comprising a non-steroidal antiinflammatory agent and a compound that donates, transfers or releases nitric oxide.Type: GrantFiled: January 22, 1999Date of Patent: March 28, 2000Assignee: NitroMed, Inc.Inventors: David S. Garvey, L. Gordon Letts, H. Burt Renfroe, Sang William Tam
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Patent number: 6037477Abstract: An ether is oxidized with oxygen under an oxidation catalyst comprising an imide compound (such as N-hydroxyphthalimide) or the imide compound and a co-catalyst to produce the corresponding chain or cyclic ester or anhydride. The co-catalyst may be a transition metal compound. The above process provides a process for oxidizing an ether by oxygen efficiently to produce the corresponding oxide (such as an ester, an hydride) with high conversion and selectivity.Type: GrantFiled: May 8, 1998Date of Patent: March 14, 2000Assignees: Daicel Chemical Industries, Ltd., Yasutaka IshiiInventors: Yasutaka Ishii, Tatsuya Nakano
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Patent number: 6036766Abstract: Ternary solid solutions useful as pigments are disclosed. The ternary solid solutions result from incorporating a third component, which is a diketopyrrolopyrrole or quinacridone pigment, into the crystal lattice of the mixed crystal formed from equimolar amounts of two different diketopyrrolopyrrole pigments.Type: GrantFiled: February 27, 1997Date of Patent: March 14, 2000Assignee: Ciba Specialty Chemicals CorporationInventors: Shivakumar Basalingappa Hendi, Fridolin Babler, Zhimin Hao, Abul Iqbal
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Patent number: 6017911Abstract: This invention relates to pyridonecarboxylic acid derivatives of the following general formula, esters thereof and salts thereof, as well as pharmaceutical preparations containing them. ##STR1## wherein: R is cycloalkyl which may be substituted by halogen, or the like;X is hydrogen, lower alkyl, amino or the like;Y is hydrogen or halogen;A is nitrogen or a group of the formula C--Z in which Z is lower alkoxy that may be substituted by halogen, or the like;R.sub.1 and R.sub.2 may be the same or different and are each hydrogen or the like;R.sub.3 is hydrogen or lower alkyl;R.sub.4, R.sub.5, R.sub.6, R.sub.7, R.sub.8 and R.sub.9 may be the same or different and are each hydrogen, halogen or lower alkyl;m is 0 or 1; andn and p may be the same or different and are each 0 or 1.This invention also relates to bicyclic amine compounds useful as direct intermediates for the synthesis of the above-described pyridonecarboxylic acid derivatives.Type: GrantFiled: August 25, 1998Date of Patent: January 25, 2000Assignee: Dainippon Pharmaceutical Co., Ltd.Inventors: Nobuhiko Horiuchi, Takenori Yonezawa, Katsumi Chiba, Hiroaki Yoshida
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Patent number: 6002003Abstract: Activating groups for cyanine dyes used to label chain terminators in nucleotide sequencing, based on N-hydroxyphthalimide, are disclosed. From these activating groups, activated dyes of the present Invention are prepared which react with the derivitized nucleotide chain terminators to give a labeled chain terminator of the present Invention. The activating groups of the present Invention allow the dye-chain terminator reaction to occur at a much higher yield and with much greater selectivity for the mono-substituted product, compared with the prior art.Type: GrantFiled: April 14, 1998Date of Patent: December 14, 1999Assignee: Beckman Instruments, Inc.Inventors: Gene G.-Y. Shen, Thomas S. Dobashi
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Patent number: 5998433Abstract: This invention provides new condensed furan compounds which exhibit excellent 2,3-oxidosqualene cyclase inhibition and high-density lipoprotein-cholesterol elevating activities.This invention also provides a therapeutic and prophylactic agent for hyperlipidemia, hypercholesterolemia and atherosclerosis.Type: GrantFiled: November 14, 1995Date of Patent: December 7, 1999Assignee: Takeda Chemical Industries, Ltd.Inventors: Muneo Takatani, Yasuo Sugiyama, Ryuichi Tozawa, Kazumasa Hamamura
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Patent number: 5994344Abstract: There are described according to the invention compounds of formula (I) (relative stereochemistry indicated), wherein R.sub.1, R.sub.2, R.sub.3 and X are as defined in the specification, together with processes for preparing them, compositions containing them and their use as pharmaceuticals. Compounds of formula (I) are indicated inter alia for the treatment of chronic bronchitis.Type: GrantFiled: September 25, 1998Date of Patent: November 30, 1999Assignee: Glaxo Wellcome Inc.Inventors: Michael Dennis Dowle, Harry Finch, Lee Andrew Harrison, Graham George Inglis, Martin Redpath Johnson, Simon John Fawcett Macdonald, Pritom Shah, Robin Andrew Smith
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Patent number: 5973146Abstract: A process for the preparation of compounds of formula I ##STR1## by reacting a pyrrolopyrrole of formula ##STR2## wherein X.sub.1 is a group selected from ##STR3## X.sub.2 is a group selected from ##STR4## or has the same meaning as X.sub.1, with a secondary amine of formula ##STR5## in the molar ratio 1:2, in the presence of an anhydrous dipolar aprotic solvent and of an amount 0.1 to 15 times in excess of stoichiometric proportion, based on the amine of formula III, of an anhydrous organic base, in the temperature range from 50.degree. to 230.degree. C. and under a pressure from 0 to 10 bar.The substituents R.sub.1 to R.sub.8, Y and Hal are as defined in claim 1.The compounds of formula I are especially suitable for use as photoconductive substances.Type: GrantFiled: September 29, 1993Date of Patent: October 26, 1999Assignee: Ciba Specialty Chemicals CorporationInventors: Alain Claude Rochat, Olof Wallquist, Abul Iqbal, Jin Mizuguchi
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Patent number: 5969154Abstract: A liquid crystalline compound of formula ##STR1## wherein B and D are each independently of the other C.sub.6 -C.sub.24 alkyl, ##STR2## L is ##STR3## methyl or C.sub.10 -C.sub.18 alkyl, wherein R.sub.1 is C.sub.4 -C.sub.18 alkyl, with the proviso that when L is methyl, at least one of B and D is C.sub.6 -C.sub.24 alkyl;R2 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, cyano or nitro,R3, R4 and R5 are each independently of one another hydrogen, OR6, SR6, SeR6, --NHR6, --NR6R7, ##STR4## with the proviso that at least one of R3, R4 and R5 is not hydrogen, R6 is C.sub.7 -C.sub.37 alkyl, C.sub.7 -C.sub.37 alkylene or C.sub.5 -C.sub.18 alkyl which is interrupted by 1 to 6 hetero atoms selected from the group consisting of O, S and N,R7 is hydrogen or R9,R8 is hydrogen or C.sub.1 -C.sub.4 alkyl, andR9 is C.sub.1 -C.sub.12 alkyl, C.sub.2 -C.sub.12 alkylene or C.sub.3 -C.sub.12 alkyl which is interrupted by 1 to 6 hetero atoms selected from the group consisting of O, S and N.Type: GrantFiled: December 10, 1997Date of Patent: October 19, 1999Assignee: Ciba Specialty Chemicals CorporationInventors: Zhimin Hao, Abul Iqbal, Nancy Tebaldi, Klaus Praefcke
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Patent number: 5919945Abstract: This disclosure relates to a process for preparing bis(hydroxymethyl)pyrrolopyrrole compounds of the formula wherein A.sub.1 and A.sub.2 are aryl radicals, by reacting a 1,4-diketopyrrolopyrrole with formaldehyde. The compound of formula (II) can be isolated or further reacted in a one pot synthesis to yield a compound of the formula ##STR1## wherein B.sub.1 and B.sub.2 are organic radicals.Type: GrantFiled: July 21, 1998Date of Patent: July 6, 1999Assignee: Ciba Specialty Chemicals CorporationInventor: Shivakumar Basalingappa Hendi
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Patent number: 5919944Abstract: Diketopyrrolopyrroles of formula I ##STR1## wherein R.sub.1 is a radical of formula II--Y--X--Z--Q (II),whereinY is --CR.sub.3 R.sub.4, --SO.sub.2 --, --CO--, --Si(Hal).sub.2 --, --POHal--, wherein R.sub.3 and R.sub.4 are each independently of the other hydrogen or C.sub.1 -C.sub.4 alkyl, and Hal is halogen,X is an unsubstituted or substituted carbocylic or heterocyclic arylene group, Z is a single bond, uninterrupted linear or branched C.sub.1 -C.sub.30 alkylene, or linear or branched C.sub.2 -C.sub.30 alkylene which is interrupted once or more than once by a hetero atom, --CH.dbd.CH--, --C.tbd.C--, --N.dbd.CH--, --CH.dbd.N-- or --NH--, or is C.sub.5 -C.sub.12 cycloalkylene,Q is a polyreactive functional group, andR.sub.2 is C.sub.1 -C.sub.6 alkyl, ##STR2## or R.sub.1, and R.sub.7 is hydrogen or C.sub.1 -C.sub.Type: GrantFiled: July 20, 1998Date of Patent: July 6, 1999Assignee: Ciba Specialty Chemicals CorporationInventor: Sameer Eldin
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Patent number: 5891900Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is lower-alkyl, cycloalkyl or phenyl,R.sup.2 is H, OH or C(O)O--A, wherein A is lower-alkyl, cycloalkyl or phenyl, andR.sup.3,R.sup.4 and R.sup.5 are either methyl or R.sup.3 is H and R.sup.4 and R.sup.5 taken together are trimethyleneas well as hydrates or solvates and physiologically usable salts thereof can be used for the production of medicaments for the treatment or prophylaxis of illnesses which are caused by thrombin-induced platelet aggregation or fibrinogen clotting in blood plasma.Type: GrantFiled: July 8, 1997Date of Patent: April 6, 1999Assignee: Hoffman-La Roche IncInventors: Fran.cedilla.ois Diederich, Ulrike Obst, Lutz Weber
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Patent number: 5874588Abstract: Diketopyrrolopyrroles of formula I ##STR1## are prepared by reacting a diketopyrrolopyrrole of formula II ##STR2## with a) formic acid or b) a compound of formula IIIX'--H (III)or with an alkali metal formate or alkaline earth metal formate together with carbon monoxide in the presence of a catalyst, wherein, in formulae I, II and III, A is a direct bond or a group ##STR3## wherein phenylene is bound to the pyrrolopyrrole, R.sub.1, R.sub.2 and R.sub.3 are each independently of one another hydrogen, halogen, C.sub.1 -C.sub.6 alkyl, C.sub.5 -C.sub.6 cycloalkyl, C.sub.1 -C.sub.6 alkoxy, C.sub.1 -C.sub.6 alkylamino, C.sub.1 -C.sub.6 alkylmercapto, --CF.sub.3, --CN or --NO.sub.2, X is X' or OH, X' is --OR.sub.4 or --N(R.sub.5)(R.sub.6), wherein R.sub.4 is C.sub.1 -C.sub.18 alkyl, C.sub.5 -C.sub.6 cycloalkyl; phenyl or naphthyl which is unsubstituted or substituted by halogen, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, C.sub.1 -C.sub.6 alkylamino, --CN or --NO.sub.2, R.sub.5 and R.sub.Type: GrantFiled: September 19, 1997Date of Patent: February 23, 1999Assignee: Ciba Specialty Chemicals CorporationInventors: Bernd Lamatsch, Olof Wallquist
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Patent number: 5871575Abstract: A diketopyrrolopyrrole of formula ##STR1## in its .beta.-modification. The novel .beta.-modification is also suitable as pigment for coloring high molecular weight organic materials. In comparison to the .alpha.-modification, it has a shade shifting towards blueish red, enhanced color strength and chroma as well as an enhanced resistance to heat.Type: GrantFiled: August 22, 1997Date of Patent: February 16, 1999Assignee: Ciba Specialty Chemicals CorporationInventors: Thomas Ruch, Olof Wallquist
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Patent number: 5869518Abstract: Azacyloalkane derivatives of general formula ##STR1## in which: R.sub.1 and R.sub.2 represent a hydrogen atom, an alkyl group or a phenyl group, or R.sub.1 and R.sub.2 together form an oxo group, R.sub.3 represents a hydrogen atom or an alkyl group, or alternatively R.sub.3 forms a methylene group, R.sub.4 represents an aromatic group or, when R.sub.3 forms a methylene group, R.sub.4 represents a phenylene group in which one carbon atom is linked to Y and another carbon atom, adjacent to the preceding one, is linked to the said methylene group, R.sub.5 is either a group OR.sub.7, where R.sub.7 is a hydrogen atom or a benzyl group, or an N.sup.4 -methylpiperazinyl group, or alternatively a group NHR.sub.8 where R.sub.8 is a hydroxyl, pyridylmethyl or phenylmethyl group, A is an optionally substituted aromatic ring, n is equal to 1 or 2, X is CH, O or N, and Y is CH.sub.2, O or S, the process for preparing them and their applications in therapy.Type: GrantFiled: October 31, 1997Date of Patent: February 9, 1999Assignee: SYNTHELABOInventors: Manuel Bedoya Zurita, Juan Antonio Diaz Martin, Gregorio del Sol Moreno, Ulpiano Martin Escudero Perez, Maria Dolores Jimenez Bargueno, Magali Romanach Ferrer
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Patent number: 5847156Abstract: 1,4-Diketopyrrolopyrroles of the formula ##STR1## in which A and B independently of one another are a group of the formula ##STR2## R.sub.1 is a long-chain radical containing a reactive group capable of polymerization, and R.sub.2 is C.sub.1 -C.sub.6 alkyl, ##STR3## or R.sub.1. The novel diketopyrrolopyrroles are suitable for preparing coloured polymers with unexpectedly advantageous colour effects.Type: GrantFiled: January 29, 1997Date of Patent: December 8, 1998Assignee: Ciba Specialty Chemicals CorporationInventors: Sameer Hosam Eldin, Abul Iqbal
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Patent number: 5840907Abstract: This disclosure relates to a process for preparing bis(hydroxymethyl)pyrrolopyrrole compounds of the formula ##STR1## wherein A.sub.1 and A.sub.2 are aryl radicals, by reacting a 1,4-diketopyrrolopyrrole with formaldehyde. The compound of formula (II) can be isolated or further reacted in a one pot synthesis to yield a compound of the formula ##STR2## wherein B.sub.1 and B.sub.2 are organic radicals.Type: GrantFiled: June 5, 1997Date of Patent: November 24, 1998Assignee: Ciba Specialty Chemicals CorporationInventor: Shivakumar Basalingappa Hendi
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Patent number: 5837868Abstract: A process for the preparation of chiral 3-aminopyrrolidine and analogous bicyclic derivatives from dihydroxy olefins by treatment with titanium isopropoxide, an optically active tartrate ester and tert-butyl hydroperoxide, followed by subsequent alkylation of the intermediate with an alkyl or alkenyl magnesium halide, then pyrrolidine ring formation by condensation with an arylmethylamine, subsequent chiral replacement of a ring hydroxyl group with an amino group with further protection thereof, optional additional substitution closing of the second ring, and hydrogenolysis to remove a ring-nitrogen protecting group.Type: GrantFiled: November 19, 1997Date of Patent: November 17, 1998Assignee: Abbott LaboratoriesInventors: Wei-Bo Wang, Qun Li, Daniel T. Chu, Lisa Anne Hasvold
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Patent number: 5831099Abstract: Overall, the invention provides the chemistry for the compounds and for the processes to prepare compounds derived from 1,5-diazacyclooctanes. This makes available high density, high melting point, thermally stable small and medium ring nitrogen heterocycles that may also contain N-nitro, C-nitro or other functional groups. The compounds include cyclooctanes, bicyclo octanes, propellanes and functionalized derivatives of the above compounds. The preparations can include transannular cyclizations. The materials have several applications; e.g., the polynitro compounds are energetic materials.Type: GrantFiled: March 31, 1998Date of Patent: November 3, 1998Assignee: The United States of America as represented by the Secretary of the ArmyInventors: Paritosh R. Dave, Theodore Axenrod, Farhad Forohar
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Patent number: 5827872Abstract: The invention is drawn to novel antibiotics, xenomins of the formula shown below, ##STR1## wherein R.sub.1 =hydrogen; R.sub.2 =an unsubstituted acyl group; R.sub.3 =hydrogen or alkyl, produced by Xenorhabdus species, the salts thereof, the compositions thereof and their use as medicaments and/or agrochemicals, particularly in the treatment of infectious diseases involving microorganisms susceptible to them, including drug-resistant Staphylococcus, and in the treatment of human and animal cancers.Type: GrantFiled: August 23, 1996Date of Patent: October 27, 1998Inventors: John M. Webster, Jianxiong Li, Genhui Chen
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Patent number: 5824677Abstract: Disclosed are compounds having a straight or branched aliphatic hydrocarbon structure of formula I: ##STR1## In formula I, n is an integer from one to four and m is an integer from four to twenty. Independently, R.sub.1 and R.sub.2 are hydrogen, a straight or branched chain alkyl, alkenyl or alkynyl of up to twenty carbon atoms in length or --(CH.sub.2).sub.w R.sub.5. If R.sub.1 or R.sub.2 is --(CH.sub.2).sub.w R.sub.5, w may be an integer from one to twenty and R.sub.5 may be an hydroxyl, halo, C.sub.1-8 alkoxyl group or a substituted or unsubstituted carbocycle or heterocycle. Alternatively, R.sub.1 and R.sub.2 may jointly form a substituted or unsubstituted, saturated or unsaturated heterocycle having from four to eight carbon atoms, N being a hetero atom of the resulting heterocyle. R.sub.3 may be either hydrogen or C.sub.13. In the compounds, a total sum of carbon atoms comprising R.sub.1 or R.sub.2, (CH.sub.2).sub.n and (CH.sub.2).sub.m does not exceed forty. R.sub.Type: GrantFiled: June 7, 1995Date of Patent: October 20, 1998Assignee: Cell Therapeutics, Inc.Inventors: J. Peter Klein, Gail E. Underiner, Anil M. Kumar
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Patent number: 5821373Abstract: Solid solutions consisting of 3,6-bis(biphenyl-4-yl)- 2,5-dihydropyrrolo?3,4-c!pyrrole-1,4-dione and either a) a second 1,4-diketopyrrolopyrrole or b) a quinacridone, which are further defined herein, are outstandingly suited to pigmenting high molecular weight organic material.Type: GrantFiled: September 12, 1996Date of Patent: October 13, 1998Assignee: Ciba Specialty Chemicals CorporationInventors: Zhimin Hao, Olof Wallquist
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Patent number: 5817832Abstract: Diketopyrrolo?3,4-c!pyrroles of the formula ##STR1## in which X and Y independently of one another are a divalent aromatic radical and R is a radical CN, COR.sub.5, CO.sub.2 R.sub.5, CON(R.sub.5).sub.2, NO.sub.2, SO.sub.2 R.sub.5, SOR.sub.5, SO.sub.2 N(R.sub.5).sub.2 or PO(OR.sub.6).sub.2.For the definition of the substituents R.sub.1, R.sub.2 and R.sub.5, refer to claim 1.These compounds are blue to violet, tinctorially strong pigments with good stability properties, in particular good light stability and weather stability.Type: GrantFiled: June 11, 1996Date of Patent: October 6, 1998Assignee: Ciba Specialty Chemicals CorporationInventors: Olof Wallquist, Bernd Lamatsch, Thomas Ruch
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Patent number: 5811545Abstract: The synthesis and the application of new dyes is described. In particular said new dyes can be incorporated in non-migratory state in hydrophilic colloid layers of photographic materials wherefrom they can be rapidly removed after being quickly decolorised in alkaline aqueous liquids used in the processing of said materials. In photographic applications dyes of the general formula (I) are provided with at least one ionisable group which permits solubilization in aqueous and/or alkaline medium. ##STR1## The meanings of the symbols are as defined in the claims and in the description.Type: GrantFiled: December 9, 1996Date of Patent: September 22, 1998Assignee: AGFA-Gevaert, N.V.Inventors: Eric Kiekens, Paul Callant
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Patent number: 5808094Abstract: A process for the preparation of mixed crystals of 1,4-diketopyrrolo?3,4-c!pyrroles, consisting of 1 mol each of two different compounds of formula ##STR1## by heating a corresponding mixture in solid form to the temperature range from 220.degree. to 380.degree. C.A and B are, for example, each a group of formula ##STR2## wherein R.sub.1 and R.sub.2 are each independently hydrogen, chloro, bromo, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.6 alkoxy, C.sub.1 -C.sub.6 alkylamino, phenyl or --CN,G is --O--, --NR.sub.7 --, --N.dbd.N-- or --SO.sub.2 --,R.sub.3 and R.sub.4 are hydrogen, and R.sub.7 is hydrogen, methyl or ethyl.The mixed crystals and solid solutions obtained are excellently suited for pigmenting high molecular weight material.Type: GrantFiled: July 22, 1997Date of Patent: September 15, 1998Assignee: Ciba Specialty Chemicals CorporationInventors: Jin Mizuguchi, Zhimin Hao, Olof Wallquist, Abul Iqbal