The Ring Nitrogen Is Bonded Directly To Two Ring Carbons Of The Same Cyclo Which Carbons Are Members Of One Cyclo Only (e.g., Cyclopenta(c)pyrroles, Etc.) Patents (Class 548/515)
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Patent number: 7569705Abstract: In one embodiment, the present application relates to a process of making a compound of formula I. and to certain intermediate compounds that are made within the process of making the compound of formula I.Type: GrantFiled: November 6, 2007Date of Patent: August 4, 2009Assignee: Schering CorporationInventors: Jeonghan Park, Anantha R Sudhakar, George S. K. Wong, Minzhang Chen, Juergen Weber, Xiaojing Yang, Daw-long Kwok, Ingyu Jeon, Ramani R Raghavan, Maria Tamarez, Weidong Tong, Eugene J. Vater
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Patent number: 7560479Abstract: This invention relates to derivatives of 3,6-disubstituted azabicyclo hexanes. The compounds of this invention can function as muscarinic receptor antagonists and can be used for the treatment of various diseases of the respiratory, urinary and gastrointestinal systems mediated through muscarinic receptors.Type: GrantFiled: April 10, 2003Date of Patent: July 14, 2009Assignee: Ranbaxy Laboratories LimitedInventors: Anita Mehta, Bruhaspathy Miriyala, Arundutt Viswanatham Silamkoti, Jang Bahadar Gupta
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Publication number: 20090176856Abstract: This present invention generally relates to muscarinic receptor antagonists, which are useful, among other uses, for the treatment of various diseases of the respiratory, urinary and gastrointestinal systems mediated through muscarinic receptors. The invention also relates to the process for the preparation of disclosed compounds, pharmaceutical compositions containing the disclosed compounds, and the methods for treating diseases mediated through muscarinic receptors.Type: ApplicationFiled: September 26, 2005Publication date: July 9, 2009Inventors: Anita Mehta, Mohammad Salman, Pakala Kumara Savithru Sarma, Shelly Aeron, Anita Chugh, Suman Gupta
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Patent number: 7544708Abstract: This invention generally relates to muscarinic receptor antagonists which are useful, among other uses, for the treatment of various diseases of the respiratory, urinary and gastrointestinal systems mediated through muscarinic receptors. Specifically, the invention relates to derivatives of azabicyclo compounds, including, for example, 6-substituted azabicyclo[3.1.0] hexanes, and 2,4,6-trisubstituted derivatives. The invention also relates to pharmaceutical compositions containing the compounds and the methods of treating the diseases mediated through muscarinic receptors.Type: GrantFiled: April 11, 2003Date of Patent: June 9, 2009Assignee: Ranbaxy Laboratories LimitedInventors: Mohammad Salman, Anita Mehta, Pakala Kumara Savithru Sarma, Shankar Jayram Shetty, Sankaranarayanan Dharmarajan, Naresh Kumar, Arundutt Vishwanatham Silamkoti, Anita Chugh
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Patent number: 7528263Abstract: The present application relates to a process for preparing a compound of formula I: wherein R1 is alkyl; R2 is alkyl; and R3 is optionally substituted cycloalklylalkyl which comprises oxidizing a compound of the formula wherein R1, R2 and R3 are defined above to yield a compound of formula I.Type: GrantFiled: November 13, 2006Date of Patent: May 5, 2009Assignee: Schering CorporationInventors: George Wu, Ji Xie, Paitoon Rashatasakhon, Frank Xing Chen, Marc Poirier, Victoria M. Sprague
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Publication number: 20090111820Abstract: The present invention is directed to novel compounds, to a process for their preparation, their use in therapy and pharmaceutical compositions comprising the novel compounds.Type: ApplicationFiled: October 24, 2008Publication date: April 30, 2009Inventors: Kenneth GRANBERG, Bjorn HOLM
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Patent number: 7517905Abstract: This invention relates to the derivatives of substituted azabicyclo hexanes. The compounds of this invention can function as muscarinic receptor antagonists and can be used for the treatment of various diseases of the respiratory, urinary and gastrointestinal systems mediated through muscarinic receptors. The invention also relates to a process for the preparation of the compounds of the present invention, pharmaceutical compositions containing the compounds of the present invention and the methods of treating the diseases mediated through muscarinic receptors.Type: GrantFiled: April 9, 2003Date of Patent: April 14, 2009Assignee: Ranbaxy Laboratories LimitedInventors: Anita Mehta, Bruhaspathy Miriyala, Sudershan Kumar Arora, Jang Bahadur Gupta
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Publication number: 20090048326Abstract: The present invention relates to a compound of the formula (I) wherein R1 is H, C1-C6-alkyl which may be substituted by C3-C6-cycloalkyl, fluorinated C1-C6-alkyl, C3-C6-cycloalkyl, fluorinated C3-C6-cycloalkyl, C3-C6-alkenyl, fluorinated C3-C6-alkenyl, formyl, acetyl or propionyl; A is phenylene, pyridylene, pyrimidylene, pyrazinylene, pyridazinylene or thiophenylene, which can be substituted by one or more substituents selected from halogen, methyl, methoxy and CF3; E is NR5 or CH2, wherein R5 is H or C1-C3-alkyl; Ar is a cyclic radical selected from the group consisting of phenyl, a 5- or 6-membered heteroaromatic radical comprising as ring members 1, 2 or 3 heteroatoms selected from N, O and S and a phenyl ring fused to a saturated or unsaturated 5- or 6-membered carbocyclic or heterocyclic ring, where the heterocyclic ring comprises as ring members 1, 2 or 3 heteroatoms selected from N, O and S and/or 1, 2 or 3 heteroatom-containing groups each independently selected from NR8, where R8 is H, C1-C4-alType: ApplicationFiled: October 14, 2005Publication date: February 19, 2009Inventors: Karla Drescher, Andreas Haupt, Liliane Unger, Sean C. Turner, Wilfried Braje, Roland Grandel
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Patent number: 7488748Abstract: This invention generally relates to derivatives of 3,6 disubstituted azabicyclo hexanes. The compounds of this invention can function as muscarinic receptor antagonists and can be used for the treatment of various diseases of the respiratory, urinary and gastrointestinal systems mediated through muscarinic receptors. The invention also relates to pharmaceutical compositions containing the compounds of the present invention and the methods of treating the diseases mediated through muscarinic receptors.Type: GrantFiled: January 23, 2003Date of Patent: February 10, 2009Assignee: Ranbaxy Laboratories LimitedInventors: Anita Mehta, Arundutt V. Silamkoti, Naresh Kumar, Jang Bahadur Gupta
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Publication number: 20090030062Abstract: The present invention relates to novel compounds of formula (IA) or a salt thereof: wherein: A is attached to the phenyl group at the meta position or the para position relative to the cyclopropyl group, and is selected from the group consisting of: —SO2NR5—, —SO2CR2R3—, —CR2R3SO2— and —NR5SO2—; R1 is hydrogen, C1-6alkyl, haloC1-6alkyl or C2-6alkylene; R2 and R3 are independently hydrogen or C1-6alkyl; R4 is hydrogen, halogen, C1-6alkyl, haloC1-6alkyl, C1-6alkoxy or haloC1-6alkoxy; R5 is hydrogen, C1-6alkyl, or a phenyl optionally substituted by R4; and R6 is hydrogen, C1-6alkyl, haloC1-6alkyl, C1-6alkoxy or haloC1-6alkoxy; processes for their preparation, intermediates used in these processes, pharmaceutical compositions containing them and their use in therapy, as modulators of dopamine D3 receptors, e.g. to treat substance related disorders, as antipsychotic agents premature ejaculation or cognition impairment.Type: ApplicationFiled: August 18, 2006Publication date: January 29, 2009Inventors: Gabriella Gentile, Dieter Hamprecht, Fabrizio Micheli, Adolfo Prandi, Silvia Terreni
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Patent number: 7473787Abstract: The present invention relates to a series of substituted bicyclic[3.1.0]amines of the Formula I: wherein A, B, D, Q, V, W, X, Y, Z, R2, R3, R4, R5, R14, R15, R30. o, p, s,t and q are as defined in the specification, their pharmaceutically acceptable salts, pharmaceutical compositions thereof, and their use for the enhancement of cognition and the treatment of the positive and negative symptoms of schizophrenia and other psychoses in mammals, including humans.Type: GrantFiled: October 14, 2004Date of Patent: January 6, 2009Assignee: Pfizer IncInventors: Stanton McHardy, John A. Lowe
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Publication number: 20080319043Abstract: The present invention generally relates to muscarinic receptor antagonists, which are useful, among other uses, for the treatment of various diseases of the respiratory, urinary and gastrointestinal systems mediated through muscarinic receptors. The invention also relates to the process for the preparation of disclosed compounds, pharmaceutical compositions containing the disclosed compounds, and the methods for treating diseases mediated through muscarinic receptors.Type: ApplicationFiled: May 1, 2006Publication date: December 25, 2008Inventors: Mohammad Salman, Naresh Kumar, Kirandeep Kaur, Shelly Aeron, Pakala Kumara Savithru Sarma, Sankaranarayanan Dharmarajan, Anita Mehta, Anita Chugh
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Publication number: 20080280966Abstract: The present invention is directed to certain hydroisoindoline compounds of formula I which are useful as neurokinin-1 (NK-1) receptor antagonists, and inhibitors of tachykinin and in particular substance P. The invention is also concerned with pharmaceutical formulations comprising these compounds as active ingredients and the use of the compounds and their formulations in the treatment of certain disorders, including emesis, urinary incontinence, depression, and anxiety.Type: ApplicationFiled: January 26, 2005Publication date: November 13, 2008Inventors: Jaime Lynn Bunda, Robert J. DeVita, Jinlong Jiang, Sander G. Mills
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Patent number: 7446123Abstract: This invention generally relates to muscarinic receptor antagonists of formula (I) which are useful, among other uses for the treatment of various diseases of the respiratory, urinary and gastrointestinal systems mediated through muscarinic receptors. The invention also relates to pharmaceutical compositions containing the compounds of the present invention and the methods of treating the diseases mediated through muscarinic receptors.Type: GrantFiled: January 7, 2004Date of Patent: November 4, 2008Assignee: Ranbaxy Laboratories LimitedInventors: Mohammad Salman, Anita Mehta, Pakala Kumara Savithru Sarma, Naresh Kumar, Sankaranarayanan Dharmarajan, Kirandeep Kaur, Anita Chugh
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Publication number: 20080254128Abstract: The present invention provides a method of continuous precipitation and isolation of an amorphous solid particulate form of 3-[2-(3-tert-Butyl-ureido)-3,3-dimethyl-butyryl]-6,6-dimethyl-3-aza-bicyclo[3.1.0]hexane-2-carboxylic acid (2-carbamoyl-1-cyclobutylmethyl-2-oxo-ethyl)-amide having controlled physical properties. The present invention provides also pharmaceutical formulations comprising the precipitated compound.Type: ApplicationFiled: April 8, 2008Publication date: October 16, 2008Inventors: Dimitrios Zarkadas, Vincenzo Liotta, Christopher Stanley Pridgen, Wing-kee Philip Cho, Zhihui Qiu
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Publication number: 20080234358Abstract: A compound of formula (I) wherein R1 and R3 are the same or different and represent ?O, hydrogen, C1-6alkyl, C1-6dialkyl, ?CHC1-C5alkyl, ?S, or a 5- or 6-membered aryl; R4 to R9 are the same or different and represent hydrogen, C1-6alkoxy, OCF3, OCH2CF3, O-cyclopropyl, OCH2-cyclopropyl, C1-C6alkyl, S-alkyl, NR210 where R10 is hydrogen or C1-6alkyl, halogen, NO2, OH, CH2OC1-C6alkyl, CH2OH, or CF3; Q1 is hydrogen, C1-6alkyl, C1-6dialkyl, C1-6alkoxy, NHAc, NR210 where R10 is hydrogen or C1-6alkyl, difluoro, fluoro, ?O, or OH; Q2, Q3, Q4 and Q5 are the same or different and represent hydrogen, C1-6alkoxy, OCF3, OCH2CF3, O-cyclopropyl, OCH2-cyclopropyl, C1-C6alkyl, S-alkyl, NR210 where R10 is hydrogen or C1-6alkyl, halogen, NO2, OH, CH2OC1-C6alkyl, CH2OH, or a 5- or 6-membered aryl; with the proviso that the compounds [4-(1-oxo-1,3-dihydro-2H-benzo[f]isoindol-2-yl)phenyl]-2-propionic acid, sodium salt and [4-(4,9-diethoxy-1-oxo-1,3-dihydro-2H-benzo[f]isoindol-2-yl)phenyl]acetic acid are excluded; and pharmacType: ApplicationFiled: April 30, 2008Publication date: September 25, 2008Inventors: Miles Stuart Congreve, Gerard Martin, Paul Giblin, Andrew McMurtrie Mason, Neil Derek Miller, Susan Roomans, Ann Louise Walker
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Patent number: 7410993Abstract: This invention generally relates to the derivatives of 3,6 disubstituted azabicyclo[3.1.0] hexanes. The compounds of this invention are muscarinic receptor antagonists which are useful, inter-alia, for the treatment of various diseases of the respiratory, urinary and gastrointestinal systems mediated through muscarinic receptors. The invention also relates to a process for the preparation of the compounds of the present invention, pharmaceutical compositions containing the compounds of the present invention and the methods for treating the diseases mediated through muscarinic receptors.Type: GrantFiled: August 9, 2002Date of Patent: August 12, 2008Assignee: Ranbaxy Laboratories LimitedInventors: Anita Mehta, Arundutt V. Silamkoti, Miriyala Bruhaspathy, Jang Bahadur Gupta
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Patent number: 7399779Abstract: This invention generally relates to the derivatives of novel 3,6 disubstituted azabicyclo[3.1.0]hexanes. The compounds of this invention are muscarinic receptor antagonists which are useful, inter-alia for the treatment of various diseases of the respiratory, urinary and gastrointestinal systems mediated through muscarinic receptors. The invention also relates to pharmaceutical compositions containing the compounds of the present invention and the methods of treating the diseases mediated through muscarinic receptors.Type: GrantFiled: July 8, 2002Date of Patent: July 15, 2008Assignee: Ranbaxy Laboratories LimitedInventors: Anita Mehta, Arundutt V. Silamkoti, Jang Bahadur Gupta
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Patent number: 7381738Abstract: The present application describes modulators of MCP-1 of formula (I): or stereoisomers or pharmaceutically acceptable salts thereof, wherein X, Z, a, b, c, d, n, R1, R2, R3, R4, R5, R10, R10a, and R12, are as defined herein. In addition, methods of treating and preventing inflammatory diseases such as asthma and allergic diseases, as well as autoimmune pathologies such as rheumatoid arthritis and atherosclerosis using modulators of formula (I) are disclosed.Type: GrantFiled: February 17, 2005Date of Patent: June 3, 2008Assignee: Bristol-Myers Squibb CompanyInventors: Douglas G. Batt, Percy H. Carter
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Patent number: 7351840Abstract: A pharmaceutically acceptable salt of perindopril of formula (I) is made from a protected precursor compound of formula (II) wherein R represents a carboxyl protecting group, which process comprises subjecting a compound of formula (II) to deprotection of the carboxylic group COOR attached to the heterocyclic ring so as to yield the corresponding free acid, which deprotection is carried out in the presence of a base which forms a pharmaceutically acceptable salt with the free acid formed by the deprotectionType: GrantFiled: November 18, 2003Date of Patent: April 1, 2008Assignee: Cipla LimitedInventors: Dharmaraj Ramachandra Rao, Rajendra Narayanrao Kankan
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Patent number: 7326795Abstract: In one embodiment, the present application relates to a process of making a compound of formula I: and to certain intermediate compounds that are made within the process of making the compound of formula I.Type: GrantFiled: June 15, 2004Date of Patent: February 5, 2008Assignee: Schering CorporationInventors: Anantha Sudhakar, Vilas Dahanukar, Ilia A. Zavialov, Cecilia Orr, Hoa N. Nguyen, Juergen Weber, Ingyu Jeon, Minzhang Chen, Michael D. Green, George S. Wong, Jeonghan Park, Tetsuo Iwama
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Patent number: 7288562Abstract: This invention generally relates to the derivatives of novel 3,6 disubstituted azabicyclo[3.1.0] hexane's. The compounds of this invention are MUSCARINIC receptor antagonists which are useful, inter-ail for the treatment of various diseases of the respiratory, urinary and gastrointestinal systems mediated through MUSCARINIC receptors. The invention also relates to processes for the preparation of the compounds of the invention, pharmaceutical compositions containing the compounds of the present invention and the methods of treating the diseases mediated through MUSCARINIC receptors.Type: GrantFiled: August 23, 2002Date of Patent: October 30, 2007Assignee: Ranbaxy Laboratories LimitedInventors: Anita Mehta, Jang Bahadur Gupta
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Patent number: 7230022Abstract: The present application describes modulators of CCR3 of formula (Ia) and (Ib): or pharmaceutically acceptable salt forms thereof, wherein Z, R1, R2, R3, R4, R5, R5?, R6, a, b, c, d, and u are as defined herein. In addition, methods of treating and preventing inflammatory diseases such as asthma and allergic diseases, as well as autoimmune pathologies such as rheumatoid arthritis and atherosclerosis using said modulators are disclosed.Type: GrantFiled: February 17, 2005Date of Patent: June 12, 2007Assignee: Bristol-Myers Squibb CompanyInventors: Douglas G. Batt, Percy H. Carter, Dean A. Wacker
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Patent number: 7192957Abstract: The present invention discloses novel compounds which have HCV protease inhibitory activity as well as methods for preparing such compounds. In another embodiment, the invention discloses pharmaceutical compositions comprising such compounds as well as methods of using them to treat disorders associated with the HCV protease.Type: GrantFiled: February 24, 2005Date of Patent: March 20, 2007Assignee: Schering CorporationInventors: Srikanth Venkatraman, F. George Njoroge, Melissa L. Blackman, Wanli Wu, Latha G. Nair, Ashok Arasappan, Stephane L. Bogen, Kevin X. Chen, Mousumi Sannigrahi, Frank Bennett, Viyyoor M. Girijavallabhan
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Patent number: 7129263Abstract: This present invention relates to a new and improved reductive amination process for the preparation of 3-azabicyclo[3.1.0]hexane derivatives and pharmaceutical compositions comprising such derivatives. The invention particularly relates to using such derivatives to treat certain disorders and conditions, including, for example, irritable bowel syndrome, drug addiction or dependency, alcohol addiction or dependency, depression, and eating disorders.Type: GrantFiled: October 15, 2004Date of Patent: October 31, 2006Inventors: Stanton Furst McHardy, John Anthony Ragan, Derek Lawrence Tickner, Brian Clement Vanderplas, Jotham Wadsworth Coe
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Patent number: 7049335Abstract: The subject invention provides a compound of the formula I, wherein X, Q, n, R1, R2, R3, R4, R5, R6, R7, R8, R9, and R10 are as defined. Compounds of formula I have activity as opioid receptor antagonists. The subject invention furthermore provides for pharmaceutical compositions and therapeutic methods comprising compounds of formula I.Type: GrantFiled: October 22, 2002Date of Patent: May 23, 2006Assignee: Pfizer Inc.Inventors: Stanton F. McHardy, Spiros Liras, Steven D. Heck
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Patent number: 7049444Abstract: Compounds of formula (I), their salts and prodrugs thereof, where the substituents are as defined herein are disclosed as opiate binding agents useful in the treatment of opiate-mediated conditions. Also described are processes for making such substances.Type: GrantFiled: August 7, 2002Date of Patent: May 23, 2006Assignee: Pfizer Inc.Inventors: Bernard Joseph Banks, Robert James Crook, Stephen Paul Gibson, Graham Lunn, Alan John Pettman
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Patent number: 7041235Abstract: The present invention relates to fluorescent diketopyrrolopyrrole analogues of the general formula (I), wherein A1 and A2 are C1–C18alkyl, C2–C18alkenyl, C2–C18alkynyl, C5–C8cycloalkyl, C5–C8cycloalkenyl, aryl or heteroaryl, A3 and A4 are independently of each other C1–C18alkyl, Ar3, —CR30R31—(CH2)m—Ar3, or Y—R32, wherein R30 and R31 independently of each other stand for hydrogen or C1–C4alkyl, or phenyl which can be substituted up to three times with C1–C3alkyl, Ar3 stands for aryl, in particular phenyl or 1- or 2-naphthyl, C5–C8cycloalkyl, in particular cyclohexyl, or heteroaryl, which can be substituted one to three times with C1–C8alkyl, C1–C8alkoxy, halogen or phenyl, which can be substituted with C1–C8alkyl or C1–C8alkoxy one to three times, and m stands for 0, 1, 2, 3 or 4, Y is C(O)— or SO2— and R32 is C1–C18alkyl, Ar3, or aralkyl and A3 can additionally be hydrogen, C1–C8alkyloxycarbonyl, such as tertbutoxycarbonyl, or aralkyloxycarbonyl, such as benzyloxycarbonyl, a process for their preparation andType: GrantFiled: August 1, 2002Date of Patent: May 9, 2006Assignee: Ciba Specialty Chemicals CorporationInventors: Colin Morton, David Macdonald Smith, Abul Iqbal
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Patent number: 6909000Abstract: The present invention relates to peptidomimetic compounds which inhibit serine protease activity, particularly the activity of hepatitis C virus NS3-NS4A protease. As such, they act by interfering with the life cycle of the hepatitis C virus and are also useful as antiviral agents. The compounds of this invention have a bridged bicyclic moiety at the P2 position. The invention further relates to compositions comprising these compounds either for ex vivo use or for administration to a patient suffering from HCV infection. The invention also relates to methods of treating an HCV infection in a patient by administering a composition comprising a compound of this invention.Type: GrantFiled: July 11, 2002Date of Patent: June 21, 2005Assignee: Vertex Pharmaceuticals IncorporatedInventors: Luc J. Farmer, Janos Pitlik, Robert B. Perni, Lawrence F. Courtney, John van Drie
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Patent number: 6900322Abstract: A method for stereochemically controlled production of azacyclic compounds of general formula (I) in which the substituents have the meanings given in the specification. The invention also relates to intermediate products of this method and to novel azacyclenes.Type: GrantFiled: May 10, 1999Date of Patent: May 31, 2005Assignee: Solvay Pharmaceuticals GmbHInventors: Michael Reggelin, Timo Heinrich, Bernd Junker, Jochen Antel, Ulf Preuschoff
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Patent number: 6875764Abstract: The present invention relates to novel compounds, pharmaceutical compositions containing the same as well as a method for treatment of parasitic disorders, wherein said compounds are administered. The present compounds are especially well suited for treatment of coccidiosis, particularly in poultry, and they have general formula (I): where Y is S or O and R is as defined in the specification.Type: GrantFiled: October 27, 2000Date of Patent: April 5, 2005Assignee: New Pharma Research Sweden ABInventors: Sabrina Muzi, Shoaá Abdul Rahman
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Patent number: 6875775Abstract: The invention provides novel selective estrogen receptor modulator compounds of the general formula: wherein R1 and R2, which are the same or different are a) H, halogen, OCH3, OH; or where X is O, NH or S; and n is an integer from 1 to 4; and R4 and R5, which are the same or different, are a 1 to 4 carbon alkyl, H, —CH2C?CH or —CH2CH2OH; or R4 and R5 form an N-containing five- or six-membered ring or heteroaromatic ring; or c) —Y—(CH2)nCH2—O—R6 where Y is O, NH or S and n is an integer from 1 to 4; and R6 is H, —CH2CH2OH, or —CH2CH2Cl; or d) 2,3-dihydroxypropoxy, 2-methylsulfamylethoxy, 2-chloroethoxy, 1-ethyl-2-hydroxyethoxy, 2,2-diethyl-2-hydroxyethoxy or carboxymethoxy; and ?R3 is H, halogen, OH or —OCH3; stereoisomers thereof and their non-toxic pharmaceutically acceptable salts and esters and mixtures thereof, which compounds exhibit valuable pharmacological properties.Type: GrantFiled: April 8, 2003Date of Patent: April 5, 2005Assignee: Hormos Medical Oy LTDInventors: Marja-Liisa Södervall, Arja Kalapudas, Lauri Kangas, Risto Lammintausta, Pirkko Härkönen, Kalervo Väänänen, Arto Karjalainen
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Publication number: 20040102479Abstract: The present invention relates to a novel benzopyran or thiobenzopyran derivative represented by formula (1): pharmaceutically acceptable salt or stereoisomer thereof, in which X, R1, R2, R3, R4 and A are defined as described in the specification, and to a process for preparation thereof and a pharmaceutical composition having anti-estrogenic activity which contains the compound (1) as an active component.Type: ApplicationFiled: August 12, 2003Publication date: May 27, 2004Applicant: Chugai Seiyaku Kabushiki KaishaInventors: Jae Chon Jo, Hyun Suk Lim, Jong Min Kim, Ju Su Kim, Kazumi Morikawa, Yoshitake Kanbe, Myung Hwa Kim, Masahiro Nishimoto
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Patent number: 6723738Abstract: The invention provides novel selective estrogen receptor modulator compounds of the general formula: wherein R1 and R2 , which are the same or different are a) H, halogen, OCH3, OH; or where X is O, NH or S; and n is an integer from 1 to 4; and R4 and R5, which are the same or different, are a 1 to 4 carbon alkyl, H, —CH2C≡CH or —CH2CH2OH; or R4 and R5 form an N-containing five- or six-membered ring or heteroaromatic ring; or c) —Y—(CH2)nCH2—O—R6 where Y is O, NH or S and n is an integer from 1 to 4; and R6 is H, —CH2CH2OH, or —CH2CH2Cl; or d) 2,3-dihydroxypropoxy, 2-methylsulfamylethoxy, 2-chloroethoxy, 1-ethyl-2-hydroxyethoxy, 2,2-diethyl-2-hydroxyethoxy or carboxymethoxy; and R3 is H, halogen, OH or —OCH3; stereoisomers thereof and their non-toxic pharmaceutically acceptable salts and esters and mixtures thereof, which compounds exhibit valuable pharmacological properties.Type: GrantFiled: April 8, 2003Date of Patent: April 20, 2004Assignee: Hormos Medical Oy LtdInventors: Marja-Liisa Södervall, Arja Kalapudas, Lauri Kangas, Risto Lammintausta, Pirkko Härkönen, Kalervo Väänänen
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Patent number: 6409956Abstract: An injection-molding process using warp-free pigment compositions including diaryldiketopyrrolo[3,4-C]pyrroles to improve the dimensional stability of the injection molded product by decreasing warping wherein the constituents of the formulation being injection molded are added into an injection molding machine in ready-premixed form or simultaneously as individual components. Preferred pigments are quinacridone pigments, disazo condensation pigments, isoindolinone pigments and pyrrolo[3,4-C]pyrrole pigments with pyrrolo[3,4-C]pyrrole pigments being especially preferred.Type: GrantFiled: April 20, 1999Date of Patent: June 25, 2002Assignee: Ciba Specialty Chemicals CorporationInventors: Franck Rey Flandrin, Guo-Hua Hu, Philippe Bugnon, Zhimin Hao
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Patent number: 6359137Abstract: Trovafloxacin acid salts are prepared via the hydrolysis of imine intermediates using mineral acid including, but not limited to, methanesulfonic acid, ethanesulfonic acid, benzenesulfonic acid, nitric acid, sulfuric acid, phosphoric acid, hydrochloric acid, hydrobromic acid, tartaric acid, citric acid, acetic acid, and maleic acid. Trovafloxacin acid salts are useful as antibiotic agents.Type: GrantFiled: August 26, 1999Date of Patent: March 19, 2002Assignee: Pfizer Inc.Inventors: Timothy Norris, Keith M. DeVries, Peter R. Rose
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Patent number: 6133454Abstract: The present invention relates to a process for the industrial synthesis of a substituted perhydroisoindole of formula (I): ##STR1## and of pharmaceutically acceptable salts thereof. The compound of formula (I) and its addition salts have especially valuable pharmacological properties. It is a very powerful secretor of insulin, which makes it useful in the treatment of non-insulin-dependent diabetes.Type: GrantFiled: March 20, 2000Date of Patent: October 17, 2000Assignee: Adir et CompagnieInventors: Jean-Pierre Lecouve, Claude Fugier, Jean-Claude Souvie
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Patent number: 6063804Abstract: Compounds of formula (I): ##STR1## wherein: R represents hydrogen, alkyl, optionally-substituted amino, or linear or branched (C.sub.1 -C.sub.6)-acyl,R.sub.1 and R.sub.2, which may be identical or different, each represents independently of the other aryl, heteroaryl, or (C.sub.5 -C.sub.7)-cycloalkyl, or one of those groups optionally substituted,A, together with the atoms in common with the pyrrole, represents saturated or unsaturated, monocyclic or bicyclic (C.sub.3 -C.sub.12)-cycloalkyl, or a saturated heterocycle having 5 to 7 ring members and containing one or two nitrogen, or 7-oxabicyclo[2.2.1]heptane, or one of those groups optionally substituted,their isomers, and also addition salts thereof with a pharmaceutically-acceptable acid or base, pharmaceutical compositions thereof, and use thereof as medicaments.Type: GrantFiled: November 25, 1998Date of Patent: May 16, 2000Assignee: Adir et CompagnieInventors: Guillaume De Nanteuil, Bernard Portevin, Jacqueline Bonnet, Charles Tordjman
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Patent number: 6018054Abstract: The invention relates to intermediate compounds for preparing novel quinolone derivatives- and naphthyridone derivatives which are substituted in the 7-position by a partially hydrogenated isoindolinyl ring, to processes for their preparation and to antibacterial agents and feed additives containing them.Type: GrantFiled: November 26, 1997Date of Patent: January 25, 2000Assignee: Bayer AktiengesellschaftInventors: Thomas Philipps, Stephan Bartel, Andreas Krebs, Uwe Petersen, Thomas Schenke, Klaus-Dieter Bremm, Rainer Endermann, Karl Georg Metzger, Burkhard Mielke
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Patent number: 5990106Abstract: This invention relates to bicyclic amino group-substituted pyridonecarboxylic acid derivatives of the general formulaA--Priesters thereof and salts thereof, wherein: Pri is a pyridonecarboxylic acid residue, and A is a bicyclic amino group represented by the following formula and joined to the 7-position of the pyridonecarboxylic acid or a position equivalent to the 7-position thereof. ##STR1## wherein R.sub.1 and R.sub.2 may be the same or different and each represents a hydrogen atom, a lower alkyl group or an amino-protecting group; R.sub.3 and R.sub.4 may be the same or different and each represents a hydrogen atom, a halogen atom, a cyano group, a hydroxyl group, an oxo group, a lower alkoxy group or a lower alkyl group; and n is an integer of 0 or 1.The above-described pyridonecarboxylic acid derivatives, esters thereof and salts thereof are useful as antibacterial agents.Type: GrantFiled: August 4, 1997Date of Patent: November 23, 1999Assignee: Dainippon Pharmaceutical Co., Ltd.Inventors: Masato Sakamoto, Katsumi Chiba, Yukio Tominaga, Akira Minami
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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: 5936088Abstract: The present invention relates to therapeutically active azacyclic and azabicyclic compounds, to methods for their preparation and to pharmaceutical compositions comprising the compounds. These compounds are useful in treating diseases in the central nervous system related to malfunctioning of the nicotinic cholinergic system.Type: GrantFiled: March 20, 1998Date of Patent: August 10, 1999Assignee: Novo Nordisk A/SInventor: Preben Houlberg Olesen
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Patent number: 5932744Abstract: The instant invention provides a process for the industrial preparation of cis-hexahydroisoindoline derivatives in high yields and stereoselective manner. The instant invention relates to a process for the preparation of cis-hexahydroisoindoline derivative of formula II ##STR1## wherein R.sup.2 is hydrogen, alkyl, benzyl, acyl or alkoxycarbonyl, by catalytic reduction of isoindoline derivative of formula I ##STR2## wherein R.sup.1 is hydrogen, alkyl, benzyl, acyl or alkoxycarbonyl, wherein the catalytic reduction is carried out in the presence of a ruthenium, a rhodium or a palladium catalyst.Type: GrantFiled: August 4, 1998Date of Patent: August 3, 1999Assignee: Yuki Gosei Kogyo Co., Ltd.Inventors: Yasushi Hanzawa, Masahiro Kusano, Hitoshi Koike
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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: 5817879Abstract: Compounds are provided which are crossreactive with peptides such as those bound by G-protein-linked receptors, together with preparative and therapeutic methods therefor. The compounds have the general structure: ##STR1## wherein at least one of R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5 or R.sub.6 comprises a chemical functional group which causes the compounds to be crossreactive with the peptide of interest.Type: GrantFiled: August 26, 1996Date of Patent: October 6, 1998Assignee: Trustees of the University of PennsylvaniaInventors: Ralph Hirschmann, Ellen Leahy, Paul Sprengeler
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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
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Patent number: 5780494Abstract: Compounds characterized generally as piperidinyl-terminated alkylamino ethynyl alanine amino diol derivatives are useful as renin inhibitors for the treatment of hypertension. Compounds of particular interest are those of Formula I ##STR1## wherein A is selected from CO and SO.sub.2 ; wherein X is selected from oxygen atom and methylene; wherein B is selected from a piperidinyl group, an isoindolyl group and an azabicyclononyl group; wherein R.sub.1 is selected from hydrido, methyl, ethyl, isopropyl and n-propyl; wherein R.sub.2 is phenylmethyl; wherein each of R.sub.3 and R.sub.5 is hydrido; wherein R.sub.4 is selected from ##STR2## wherein V is selected from hydrido and methyl; wherein R.sub.6 is cyclohexylmethyl; wherein R.sub.7 is selected from isobutyl, cyclopropyl and cyclopropylmethyl; wherein q is a number selected from zero through three, inclusive; and wherein n is a number selected from zero through three, inclusive; or a pharmaceutically-acceptable salt thereof.Type: GrantFiled: April 23, 1997Date of Patent: July 14, 1998Assignee: G. D. Searle & Co.Inventor: Gunnar J. Hanson
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Patent number: 5756746Abstract: The present invention relates to a solid solution consisting of 60-90 mol-% of an asymmetric 2,5-dihydro-1,4-diketopyrrolo?3,4-c!pyrrole of the formula (I) ##STR1## in which G.sub.1 and G.sub.2 independently of one another are different substituted or unsubstituted aromatic radicals or pyridyl, but the volume of all substituents on G.sub.1 and G.sub.2 is greater than that of two methyl groups;and 40-10 mol-% of a 2,5-dihydro-1,4-diketopyrrolo?3,4-c!pyrrole of the formula (IIa) ##STR2## in which G.sub.3 and G.sub.4 independently of one another are different substituted or unsubstituted aromatic radicals or pyridyl, but the volume of all substituents on G.sub.3 and G.sub.4 is less than that of two butoxy groups;or 40-10 mol-% of a quinacridone of the formula (IIb) ##STR3## in which R.sub.9 is hydrogen, halogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy;which is a single-phase solid solution having the crystal structure of the asymmetric 2,5-dihydro-1,4-diketopyrrolo?3,4-c!pyrrole of the formula (I).Type: GrantFiled: September 23, 1996Date of Patent: May 26, 1998Assignee: Ciba Specialty Chemicals CorporationInventors: Zhimin Hao, Abul Iqbal
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Patent number: 5756557Abstract: A method for preparing a polyurethane foam which comprises reacting an organic polyisocyanate and a polyol in the presence of a blowing agent, a cell stabilizer and a catalyst composition comprising a compound represented by the following formula I or II, or any blend of compounds I and II.Type: GrantFiled: May 6, 1997Date of Patent: May 26, 1998Assignee: Air Products and Chemicals, Inc.Inventors: Michael John Kimock, Mark Leo Listemann
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Patent number: 5756534Abstract: N-heterocyclic moiety containing hydroxyethylamine compounds of the formula: ##STR1## such as 3-isoquinolinecarboxamide,N-(,1-dimethylethyl)decahydro-2-?2-hydroxy-3-??2 -methyl-3-(methysulfonyl)-1-oxopropyl!amino!-4-phenylbutyl!-, ?3S-?2?2S*,3R*(R*)!,3.alpha.,4a.beta., 8 a.beta.!!- are effective as retroviral protease inhibitors, and in particular as inhibitors of HIV protease.Type: GrantFiled: May 31, 1995Date of Patent: May 26, 1998Assignee: Monsanto CompanyInventors: John J. Talley, Daniel P. Getman, Gary A. DeCrescenzo, Kathryn L. Reed, Ko-Chung Lin, John Nicholas Freskos, Michael Clare, Donald Joseph Rogier, Jr., Robert M. Heintz, Michael L. Vazquez, Richard A. Mueller