The Six-membered Hetero Ring And Another Ring Bonded Directly To The Same Carbon Patents (Class 546/343)
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Publication number: 20150018341Abstract: The invention provides novel ethylene derivatives represented by Formula I, which may be used as selective estrogen receptor modulators (SERMs) and useful in the prophylaxis and/or treatment of estrogen-dependent conditions or conditions.Type: ApplicationFiled: December 28, 2012Publication date: January 15, 2015Applicant: CENTAURUS BIOPHARMA CO., LTD.Inventors: Dengming Xiao, Li Zhu, Yuandong Hu, Rong Yu, Wei Hu, Na Zhao, Yong Peng, Hong Luo, Yongxin Han
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Publication number: 20140363388Abstract: The present invention is directed to inhibitors of tyrosinase, pharmaceutical compositions comprising such tyrosinase inhibitors, and methods of making and using the same. Specifically, included in the present invention are compositions of matter comprised of at least one 2,4-dihydroxybenzene analog, which inhibit the activity of tyrosinase and which inhibit the overproduction of melanin.Type: ApplicationFiled: January 13, 2014Publication date: December 11, 2014Applicant: UNIGEN, INC.Inventors: Sandip K. Nandy, Jiyun Liu, Alexandre Mikhailovitch Nesterov, Carmen Hertel, Abeysinghe A. Padmapriya
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Publication number: 20140186872Abstract: The present invention provides compounds having the formula A: (A) or pharmaceutically acceptable salt thereof, wherein W, R1, R2 and R5 are as defined in classes and subclasses herein, and pharmaceutical compositions thereof, as described generally and in subclasses herein, which compounds are useful as cytotoxic agents towards proliferating and/or quiescent cancer stem cells, and thus are useful, for example, for the treatment of cancer.Type: ApplicationFiled: June 6, 2012Publication date: July 3, 2014Applicants: CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE- CNRS, UNIVERSITE DE STRASBOURGInventors: Marie Feve, Maria Zeniou-Meyer, Jacques Haiech, Herve Chneiweiss, Marie-Claude Kilhoffer, Samir Mameri, Marcel Hibert
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Publication number: 20140050683Abstract: The invention relates to a compound of general formula (I) characterized in that: R1 is a C1-C4 alkyl group, and R2 is an optionally substituted nitrogen, sulfur or oxygen containing heteroaromatic ring.Type: ApplicationFiled: February 7, 2012Publication date: February 20, 2014Applicant: PIERRE FABRE DERMO-COSMETIQUEInventors: Stéphane Poigny, Françoise Belaubre
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Publication number: 20120225890Abstract: Bis- and tris-dihydroxyaryl compounds and their methylenedioxy analogs and pharmaceutically acceptable esters, their synthesis, pharmaceutical compositions containing them, and their use in the treatment of amyloid diseases, especially A? amyloidosis, such as observed in Alzheimer's disease, IAPP amyloidosis, such as observed in type 2 diabetes, and synucleinopathies, such as observed in Parkinson's disease, and the manufacture of medicaments for such treatment.Type: ApplicationFiled: March 6, 2012Publication date: September 6, 2012Inventors: Alan D. Snow, Beth Nguyen, Gerardo Castillo, Virginia Sanders, Thomas Lake, Lesley Larsen, Rex T. Weavers, Stephen Lorimer, David Larsen, David L. Coffen, Charlotte Coffen
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Publication number: 20120142934Abstract: A method for synthesis of secondary alcohols is provided for pharmaceutical secondary alcohol by addition of organoboronic acids with aldehydes in presence of the cobalt ion and bidentate ligands as the catalyst. In addition, an enantioselective synthesis method for secondary alcohols is also herein provided in the present invention. The present invention has advantages in using less expensive cobalt ion and commercially available chiral ligands as the catalyst, wide scope of organoboronic acids and aldehydes compatible with this catalytic reaction and achieving excellent yields and/or enantiomeric excess.Type: ApplicationFiled: March 10, 2011Publication date: June 7, 2012Inventors: Chien-Hong CHENG, Jaganathan Karthikeyan, Pang-Chi Huang
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Patent number: 8067609Abstract: The present invention provides a method of producing oligomers of olefins, comprising reacting olefins with a chromium based catalyst under oligomerization conditions. The catalyst can be the product of the combination of a chromium compound and a pyridyl thioether compound. In particular embodiments, the catalyst compound can be used to trimerize or tetramerize ethylene to 1-hexene, 1-octene, or mixtures of 1-hexene and 1-octene.Type: GrantFiled: December 13, 2007Date of Patent: November 29, 2011Assignee: ExxonMobil Chemical Patents Inc.Inventors: Lily J. Ackerman, Gary Michael Diamond, Keith Anthony Hall, James M. Longmire, Vince J. Murphy, Dawn E. Verdugo
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Publication number: 20110190346Abstract: The instant invention provides compounds of formula I which are 5-lipoxygenase activating protein inhibitors. Compounds of formula I are useful as anti-atherosclerotic, anti-asthmatic, anti-allergic, anti-inflammatory and cytoprotective agents.Type: ApplicationFiled: February 7, 2011Publication date: August 4, 2011Applicant: Merck Sharp & Dohme Corp.Inventors: Lin Chu, Ihor E. Kopka, Bing Li, Anthony K. Ogawa, Feroze Ujjainwalla
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Publication number: 20110160247Abstract: The present invention relates to an aralkyl alcohol piperidine derivative and use as antidepressant thereo. The said aralkyl alcohol piperidine derivative has a triple inhibition effect on the reuptaking of 5-HT, NA and DA. The derivative may be administered to the patient in need of such treatment in the form of composition by oral administration, injection and the like.Type: ApplicationFiled: June 8, 2009Publication date: June 30, 2011Applicants: JIANGSU GOWORTH INVESTMENT CO. LTD, SHANGHAI INSTITUTE OF PHARMACEUTICAL INDUSTRYInventors: Jianqi Li, Kai Gao, Wangping Cai, Yongyong Zheng
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Publication number: 20110098430Abstract: This invention relates to Group 4 catalyst compounds containing di-anionic tridentate nitrogen/oxygen based ligands. The catalyst compounds are useful, with or without activators, to polymerize olefins, particularly ?-olefins, or other unsaturated monomers. Systems and processes to oligomerize and/or polymerize one or more unsaturated monomers using the catalyst compound, as well as the oligomers and/or polymers produced therefrom are also provided.Type: ApplicationFiled: October 20, 2010Publication date: April 28, 2011Inventors: Garth R. GIESBRECHT, Timothy M. Boller, Alexander Z. Voskoboynikov, Andrey F. Asachenko, Mikhail V. Nikulin, Alexey A. Tsarev
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Publication number: 20110098427Abstract: Group 4 catalyst compounds containing di-anionic tridentate nitrogen/oxygen based ligands are provided. The catalyst compounds are useful, with or without activators, to polymerize olefins, particularly ?-olefins, or other unsaturated monomers. Systems and processes to oligomerize and/or polymerize one or more unsaturated monomers using the catalyst compound, as well as the oligomers and/or polymers produced therefrom are also provided.Type: ApplicationFiled: October 20, 2010Publication date: April 28, 2011Inventors: Garth R. Giesbrecht, Timothy M. Boller, Alexander Z. Voskoboynikov, Andrey F. Asachenko, Mikhail V. Nikulin, Alexey A. Tsarev
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Publication number: 20100256382Abstract: The present invention relates to a novel class of tri-aryl compounds, compositions comprising the same and processes for the preparation thereof.Type: ApplicationFiled: June 3, 2008Publication date: October 7, 2010Applicant: BEN-GURION UNIVERSITY OF THE NEGEV RESEARCH AND DEVELOPMENT AUTHORITKYInventors: Esther Priel, Aviv Gazit, Shimon Slavin, Sara Yitzchak
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Publication number: 20100168136Abstract: A compound having activity to inhibit production and/or secretion of ?-amyloid protein, and is useful for prevention and/or treatment of various diseases associated with abnormal production and/or secretion of ?-amyloid protein, the compound represented by the general formula (I): [wherein, R1 represents a C1-C6 alkyl group which may have 1 to 6 halogen atoms as substituent groups, a C2-C6 alkenyl group which may have 1 to 6 halogen atoms as substituent groups, or a C3-C7 cycloalkyl group which may have 1 to 6 halogen atoms as substituent groups; R2 represents a 6-membered nitrogen-containing monocyclic aromatic heterocyclic group having 1 to 3 substituent groups, or a 9- or 10-membered nitrogen-containing bicyclic heterocyclic group having 1 to 4 substituent groups; Z1, Z2 and Z3 each independently represent a hydrogen atom, a halogen atom or a cyano group; and n represents 0, 1 or 2], salts thereof, or solvates thereof.Type: ApplicationFiled: March 11, 2010Publication date: July 1, 2010Applicant: DAIICHI SANKYO COMPANY, LIMITEDInventors: Hitoshi Iimori, Hideki Kubota, Satoru Miyauchi, Kayoko Motoki
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Publication number: 20090149439Abstract: The present invention relates to a novel compound having an effect of inhibiting production/secretion of ?-amyloid protein. The present invention provides a compound represented by the general formula (1): or a salt thereof, or a solvate of the compound or the salt; and a medicament comprising thereof.Type: ApplicationFiled: April 7, 2006Publication date: June 11, 2009Applicant: Daiichi Sankyo Company LimitedInventors: Satoru Miyauchi, Hideki Kubota, Kayoko Motoki, Masayuki Ito
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Publication number: 20090105278Abstract: The invention relates to compounds for selectively inhibiting human corticosteroid syntheses CYP11B1 and CYP11B2, to the production thereof and to their use for treating hypercortisolism and diabetes mellitus or insufficiency of the heart and myocardial fibrosis.Type: ApplicationFiled: July 21, 2005Publication date: April 23, 2009Applicant: Universitat Des SaarlandesInventors: Rolf Hartmann, Sarah Ulmschneider, Ursula Muller-Viera, Rita Bernhardt, Mattas Bureik
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Patent number: 7232837Abstract: The present invention provides stereoscopically-pure diastereomers of Formula I: In a preferred embodiment, the stereoisomers of the present invention are of Formula II, depicted below: R2, R3 and R4 are independently H, OH, OCH3, CH2OH, NHCONH2, NH2, halogen or CF3, and R1 is pyridine, or an amine which may be substituted with hydrogen, lower alkyl, lower alkylenearyl, lower alkylenephenyl, lower alkylenehydroxyphenyl, lower alkyleneamine, lower alkyleneaminoaryl, lower alkylaminohydroxyphenyl, or a similar functional group. R5 is hydrogen, hydroxyl or methyl; R6 is hydrogen, lower alkyl, lower alkylenaryl, lower alkylenephenyl, lower alkylenehydroxyphenyl, lower alkyleneamine, lower alkyleneaminoaryl, lower alkylaminohydroxyphenyl, and the like. For both Formula I and Formual II, the first carbon on the side chain progressing from the ring is preferably in the R-configuration. The second carbon atom on the side chain of Formula II, which is attached to R5, may or may not be a chiral center.Type: GrantFiled: October 9, 2003Date of Patent: June 19, 2007Assignee: McNeil-PPC, Inc.Inventors: Anthony Booth, James L. Caffrey
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Patent number: 7084149Abstract: A composition containing a compound of the formula: wherein A is a nitrogen-containing heterocyclic group which may be substituted, R1 is a hydrogen atom, hydrocarbon group which may be substituted, or monocyclic aromatic heterocyclic group which may be substituted, R2 is a hydrogen atom or a lower alkyl group which may be substituted, R3, R4, R5, R6, R7, R8 and R9 are independently a hydrogen atom, a hydrocarbon group which may be substituted, a hydroxy group which may be substituted, a thiol group which may be substituted, an amino group which may be substituted, an acyl group or a halogen atom, a salt thereof or a prodrug thereof has steroid C17,20-lyase inhibitory activity, and are useful for preventing and treating a mammal suffering from, for example, primary cancer of malignant tumor, its metastasis and recurrence thereof.Type: GrantFiled: May 22, 2003Date of Patent: August 1, 2006Assignee: Takeda Pharmaceutical Company LimitedInventors: Akihiro Tasaka, Akio Ojida, Tomohiro Kaku, Masami Kusaka, Masuo Yamaoka
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Patent number: 6747048Abstract: Novel pyridine-based thyroid receptor ligands are provided which have the general formula I wherein: X is oxygen (—O—), sulfur (—S—), sulfoxide (—S(O)—), sulfonyl (—SO2—), CR8R8 or NR8; Y is —NR8, oxygen (—O—), —CH2— or sulfur (—S—); Z is a bond or substituted or unsubstituted C1-4 alkyl; and wherein the substituents are as described herein. In addition, a method is provided for preventing, inhibiting or treating diseases or disorders associated with metabolism dysfunction or which are dependent upon the expression of a T3 regulated gene, wherein a compound as described above is administered in a therapeutically effective amount.Type: GrantFiled: May 7, 2003Date of Patent: June 8, 2004Assignee: Bristol-Myers Squibb CompanyInventors: Minsheng Zhang, Jon Hangeland, Yolanda Caringal, Todd Friends
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Patent number: 6706741Abstract: The present invention provides an excellent acetylcholinesterase inhibitor. That is, it provides an acetylcholinesterase inhibitor comprising a 1-benzylpyridinium salt represented by the following formula: wherein R1, R2, R3 and R4 are the same as or different from each other and each represents a hydrogen atom, a halogen atom, a hydroxyl group, a nitrile group, a C1-6 alkyl group, a C1-6 alkoxy group etc.; R5 represents a hydrogen atom, a halogen atom etc.; the partial structure: is a group represented by the formula >C(R6)—CH2— (wherein R6 is a hydrogen atom or a halogen atom) or >C═CH—; X− represents a halide ion or organic sulfonic acid ion; and m is 0 or an integer from 1 to 5.Type: GrantFiled: September 18, 2002Date of Patent: March 16, 2004Assignee: Eisai Co., Ltd.Inventors: Yoichi Iimura, Takashi Kosasa
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Patent number: 6699853Abstract: The present invention relates to 4-Haloalkyl-3-heterocyclylpyridines, 4-haloalkyl-5-heterocyclyl-pyrimidines and 4-trifluoromethyl-3-oxadiazolylpyridines, Processes for Their Preparation, Compositions Comprising Them, and Their Use as Pesticides More particularly, the present invention relates to 4-trifluoromethyl-3-oxadiazolylpyridines of the formula (I′), to processes for their preparation, to compositions comprising them and to the use of these compounds for controlling animal pests, in particular insects, spider mites, ectoparasites and helminths: wherein X, Y are as defined in the description.Type: GrantFiled: January 24, 2002Date of Patent: March 2, 2004Assignee: Hoechst Schering AgrEvo GmbHInventors: Sven Harmsen, Henricus Maria Martinus Bastiaans, Wolfgang Schaper, Jörg Tiebes, Uwe Döller, Daniela Jans, Ulrich Sanft, Waltraud Hempel, Maria-Theresia Thönessen, Thomas Taapken, Burkhard Rook, Manfred Kern
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Patent number: 6638940Abstract: Compounds of formula are described, wherein R1 and R2 are for example, independently of each other, halogen, C1-C6-alkyl, C3-C6-cycloalkyl, halogen-C1-C6-alkyl, halogen-C3-C6-cycloalkyl, C2-C4-alkenyl, C2-C4-alkinyl, halogen-C2-C4-alkenyl and halogen-C2-C4-alkinyl; R3 is hydrogen, OH, halogen, C1-C6-alkoxy, or —O—C(═O)—C1-C6-alkyl; R4 is for example phenyl, benzyl, phenoxy or benzyloxy, which is substituted by substituents selected from the group consisting of halogen, cyano, NO2, C1-C6-alkyl, C3-C8-cycloalkyl, C3-C8-cyclalkyl-C1-C6-alkyl, halogen-C1-C6-alkyl, C1-C6-alkoxy, C3-C8-cycloalkoxy, C3-C8-cycloalkoxy-C1-C6-alkyl, C3-C8-cycloalkoxy-C1-C6-alkoxy, halogen-C1-C6-alkoxy, C2-C4-alkenyl, C2-C4-alkinyl, halogen-C2-C4-alkenyl, halogen-C2-C4-alkinyl, C2-C6-alkenyloxy, C2-C6-alkinyloxy, halogen-C2-C6-alkenyloxy, halogen-C2-C6-alkenyloxy, —NR6—C(═O)—O—C1-C6-alkyl, —NR6—C(═O)—O-halogen-C1-C6-alkyl, —C(R7)═N&Type: GrantFiled: February 25, 2002Date of Patent: October 28, 2003Assignee: Syngenta Crop Protection, Inc.Inventor: Stephan Trah
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Patent number: 6559157Abstract: Dihydronaphthalene compounds have excellent 17&agr;-hydroxylase/C17-20-lyase inhibiting activity, thromboxan A2 synthesis inhibiting activity, and aromatase inhibiting activity and are thereby are useful as preventive and/or therapeutic agents for various male sex hormone- and female sex hormone-dependent diseases such as prostate cancer, prostatomegaly, masculinization, breast cancer, mastopathy, uterine cancer, endometriosis, and ovarian cancer, as well as myocardial infarction, angina pectoris, and bronchial asthma.Type: GrantFiled: May 25, 2001Date of Patent: May 6, 2003Assignee: Daiichi Pharmaceutical Co., Ltd.Inventors: Rolf Wolfgang Hartmann, Bertil Wachall, Makoto Yoshihama, Masamichi Nakakoshi, Shin Nomoto, Yoshikazu Ikeda
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Patent number: 6342642Abstract: The present invention provides novel 1,4-diaryl-2-fluoro-1-buten-3-ol compounds of the structural formula I a method for the preparation of those formula I compounds, and the use of those formula I compounds in the preparation of 1,4-diaryl-2-fluoro-1,3-butadiene compounds of formula II and 1,4-diaryl-2-fluoro-2-butene compounds of formula IIIType: GrantFiled: August 13, 2001Date of Patent: January 29, 2002Assignee: BASF AktiengesellschaftInventors: Yulin Hu, David Allen Hunt
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Patent number: 6337305Abstract: Substituted 2-benz(o)ylpyridines I and salts thereof where n=0, 1; X=CO, CH2, CH(C1-C4-alkyl), CH—OH, CH—CN, CH-halogen, C(halogen)2, CH—CONH2, CH—CO—O(C1-C4-alkyl), CH—O(C1-C4-alkyl), C(CN)(C1-C4-alkyl); R1=halogen, C1-C4-haloalkyl, C1-C4-alkylthio, C1-C4-alkylsulfinyl, C1-C4-alkylsulfonyl; R2=H, halogen; R3=H, NO2, OH, halogen, C1-C4-alkoxy; R4=H, NO2, OH, halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy; R5=H, NO2, CN, halogen, C1-C8-alkyl, C3-C8-alkenyl, C3-C8-alkynyl, C3-C8-cycloalkyl, C1-C8-haloalkyl, C2-C8-haloalkenyl, C2-C8-haloalkinyl, C1-C4-alkoxy-C1-C4-alkyl, C2-C4-alkenyloxy-C1-C4-alkyl, C2-C4-alkynyloxy-C1-C4-alkyl, C1-C4-alkylthio-C1-C4-alkyl, C1-C4-alkylsulfinyl-C1-C4-alkyl, C1-C4-alkylsulfonyl-C1-C4-alkyl, cyano-C1-C8-alkyl, cyano-C2-C8-alkenyl, cyano-C3-C8-alkynyl, unsubstituted or substituted OH, SH, SO—H, —SO2—H, COOH or NH—COOH, —SO2Cl, —N(R9,Type: GrantFiled: September 15, 1999Date of Patent: January 8, 2002Assignee: BASF AktiengesellschaftInventors: Peter Schäfer, Gerhard Hamprecht, Markus Menges, Olaf Menke, Michael Rack, Cyrill Zagar, Karl-Otto Westphalen, Ulf Misslitz, Helmut Walter
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Patent number: 6255120Abstract: A combinatorial chemical library comprising a plurality of members of the Formula [S]—C(O)—L′-Z containing hydroxyamides is disclosed, in which [S] represents a solid support and L′-Z is a linker/compound residue. In this library, Z is and Y is —NR3R4 or —OR9. R3 and R4 are independently selected from the group consisting of H, alkyl, aralkyl, heteroarylalkyl, heterocycloalkyl, —CH(R5)CH(R6)OH, —CH(R5)C(O)NHR6 and —CH(R5)C(O)NHCH(R6)C(O)NHR7. R3 and R4 together are wherein X=O or NR8 and R9 is aryl, aralkyl or R7CH═CH(CH2){overscore (n)}. The combinatorial library can be optionally encoded with identifiers T′-L, which are covalently attached to the solid support. The methods of synthesizing such a library are described. The use of such library in assays to discover biologically active compounds is also disclosed.Type: GrantFiled: May 15, 1998Date of Patent: July 3, 2001Assignee: Pharmacopeia, Inc.Inventors: Roland Ellwood Dolle, III, Cullen Lee Cavallaro, Timothee Felix Herpin
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Patent number: 6252081Abstract: The present invention provides a novel industrially or economically preferable process for production of a hydrogen halogenide salt of a Donepezil derivative having an excellent pharmacological action as medicament, namely, reaction of 1-indanone derivative with carbonate ester to obtain 2-alkoxycarbonyl-1-indanone derivative, followed by reaction with halogenated (4-pyridyl)methyl or a salt thereof and decarboxylation successively to obtain 2-(4-pyridyl)methyl-1-indanone derivative, then reaction with halogenated benzyl to obtain quaternary ammonium salt, then reduction, and synthetic intermediates thereof. (Wherein R1 represents a hydrogen atom or lower alkoxy; n represents an integer of 1 to 4; R2 represents lower alkyl group; and X represents a halogen atom.Type: GrantFiled: June 27, 2000Date of Patent: June 26, 2001Assignee: Eisai Co., Ltd.Inventor: Yoichi Iimura
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Patent number: 6172235Abstract: This invention relates to a key intermediate in the synthesis of an endothelin antagonist and the synthesis of this key intermediate using an asymmetric conjugate addition reaction.Type: GrantFiled: April 27, 1999Date of Patent: January 9, 2001Assignee: Merck & Co., Inc.Inventors: Ulf H. Dolling, Lisa F. Frey, Richard D. Tillyer, David M. Tschaen
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Patent number: 6150397Abstract: The present invention relates to certain 5-aroylnaphthalene derivatives of formula (I): ##STR1## that are inhibitors of prostaglandin G/H synthase, pharmaceutical compositions containing them, methods for their use, and methods for preparing these compounds.Type: GrantFiled: June 21, 1999Date of Patent: November 21, 2000Assignee: Syntex (U.S.A.) Inc.Inventors: David Mark Rotstein, Eric Brian Sjogren
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Patent number: 6103733Abstract: An HDL cholesterol level inducing compound and a method of administering the compound having the structural formula I. ##STR1## wherein n is 1 or 2;R.sub.1 is a heteroaromatic substituent independently selected from a five-membered heteroaromatic ring having at least one N heteroatom, a six-membered heteroaromatic ring having at least one N heteroatom, or a fused ring system having at least one five-membered heteroaromatic ring having at least one N heteroatom;R.sub.2 is independently selected from --H or phenyl; andR.sub.3 is independently selected from --H, --CH.sub.3, --OH, phenyl, phenyl substituted with Cl, OCH.sub.3, CH.sub.3, or F, fused phenyl ring system, or six-membered heteroaromatic ring having at least one N heteroatom.Type: GrantFiled: September 9, 1998Date of Patent: August 15, 2000Inventors: Kenneth A. Bachmann, James T. Slama
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Patent number: 5990314Abstract: This invention relates to a compound of formula I ##STR1## These compounds are leukotriene antagonists and as such can be used in treating various diseases associated with leukotrienes.Type: GrantFiled: June 7, 1996Date of Patent: November 23, 1999Assignee: SmithKline Beecham CorporationInventor: Robert A. Daines
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Patent number: 5925645Abstract: The 2-aryl-substituted pyridines are prepared by reacting pyridylaldehydes with organometallic compounds and then selectively reducing the products. The 2-aryl-substituted pyridines are suitable as active compounds in medicaments, in particular in medicaments for the treatment of arteriosclerosis.Type: GrantFiled: March 13, 1997Date of Patent: July 20, 1999Assignee: Bayer AktiengesellschaftInventors: Gunter Schmidt, Rolf Angerbauer, Arndt Brandes, Michael Logers, Matthias Muller-Gliemann, Hilmar Bischoff, Delf Schmidt, Stefan Wohlfeil
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Patent number: 5892038Abstract: Compounds of Formula I ##STR1## are disclosed as inhibitors of plasmepsin and cathepsin D. The compounds are therefore useful to treat diseases such as malaria. In preferred compounds of formula I, Y is the residue of an N-acylated amino acid, a substituted 4-aminoproline or a substituted piperazinealkanoic acid. Intermediates in the solid phase synthesis of compounds of formula I, in which the compounds are attached to a solid support, are also disclosed.Type: GrantFiled: December 8, 1997Date of Patent: April 6, 1999Assignee: Pharmacopeia, Inc.Inventors: Roland Ellwood Dolle, III, Hitesh K. Patel
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Patent number: 5780492Abstract: 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: March 27, 1997Date of Patent: July 14, 1998Assignee: Merck & Co., Inc.Inventors: Christopher J. Dinsmore, Theresa M. Williams
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Patent number: 5728699Abstract: The present invention presents a benzylsulfide derivative of the formula (I) or its salt: ##STR1## wherein R.sup.1 is a C.sub.1-6 alkyl group, a C.sub.1-6 haloalkyl group, a C.sub.2-4 alkenyl group, a cyano group, etc., and each of R.sup.2 and R.sup.3 is a hydrogen atom, a halogen atom, a cyano group, a C.sub.1-4 alkyl group, a C.sub.1-3 haloalkyl group, etc., R.sup.4 is a hydrogen atom, a halogen atom, a C.sub.1-4 alkyl group, etc., A is a hydrazinoaralkyl group or hydrazonoaralkyl group, and n is 0, 1 or 2; a process for its production; and a pesticide containing such a benzylsulfide derivative as an active ingredient. The benzylsulfide derivative of the present invention is capable of controlling various pests without adversely affecting crop plants.Type: GrantFiled: December 19, 1996Date of Patent: March 17, 1998Assignees: Kumiai Chemical Industry Co., Ltd., Ihara Chemical Industry Co., Ltd.Inventors: Keiji Toriyabe, Hideharu Sasaki, Naoshi Masuyama, Akihide Nagai, Hiroyuki Yano, Mieko Kawashima, Yutaka Kurihara, Tomonori Shimazu
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Patent number: 5637716Abstract: Intermediates for the preparation of benzothiazole derivatives useful for the prevention and treatment of diseases for which an inhibitory action against the production of leukotriene and thromboxane is efficacious, and industrially advantageous processes for the preparation of the intermediates.Type: GrantFiled: December 27, 1995Date of Patent: June 10, 1997Assignees: Eisai Co., Ltd., Eisai Chemical Co., Ltd.Inventors: Yuuki Komatsu, Norio Minami, Ken Furukawa, Hiroshi Nishimura, Yoji Yamagishi
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Patent number: 5585327Abstract: 4-substituted pyridyl-3-carbinols of the formula ##STR1## wherein R is hydrogen, or an acyl, alkyl or carbamyl group exhibit desirable preemergent and postemergent herbicidal activity. Also disclosed are herbicidal compositions comprising such compounds and methods of controlling undesirable vegetation employing such compounds. The compounds wherein AR is hydroxyl serve as useful intermediates for the production of the alpha-benzyl substituted compounds as well as exhibiting herbicidal activity.Type: GrantFiled: May 2, 1994Date of Patent: December 17, 1996Assignee: Zeneca LimitedInventors: Hsiao-Ling Chin, Yi-Qiu Wei, Nhan H. Nguyen, Michael P. Ensminger, Linda Willitts, Derek P. Dagarin
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Patent number: 5541331Abstract: Disclosed are preferred processes for producing .alpha.-2-pyridyl.alpha.-aryl carbinol or .alpha.-4-pyridyl .alpha.-aryl carbinol compounds.Type: GrantFiled: June 15, 1995Date of Patent: July 30, 1996Assignee: Reilly Industries, Inc.Inventors: Ramiah Murugan, Gerald L. Goe, Eric F. V. Scriven
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Patent number: 5436359Abstract: There are disclosed novel hydroquinone derivatives of the formulas: ##STR1## The derivatives of the formula (I) have various pharmacological activities such as antioxidation in living bodies and are useful as medicaments, and the derivatives of the formula (II) are intermediates for the production thereof.Type: GrantFiled: March 12, 1993Date of Patent: July 25, 1995Assignee: Takeda Chemical Industries, Ltd.Inventors: Hirotomo Masuya, Masayoshi Yamaoka
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Patent number: 5356899Abstract: Novel substituted hydroxyalkylpyridines of the formula (I), ##STR1## in which x, A and Ar have the meanings given in the description and their acid addition salts and metal salt complexes and their use for combating pests, in particular in the field of plant protection and in the protection of materials.The compounds of the formula (I) may be prepared according to known processes, for example from suitable cyclopropyl ketones and organometallic pyridine compounds.Type: GrantFiled: August 27, 1993Date of Patent: October 18, 1994Assignee: Bayer AktiengesellschaftInventors: Hans-Ludwig Elbe, Stefan Bohm, Ralf Tiemann, Stefan Dutzmann, Heinz-Wilhelm Dehne
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Patent number: 5308826Abstract: 4-substituted pyridyl-3-carbinols of the formula ##STR1## wherein R is hydrogen, or an acyl, alkyl or carbamyl group exhibit desirable preemergent and postemergent herbicidal activity. Also disclosed are herbicidal compositions comprising such compounds and; a method of controlling undesirable vegetation employing such compounds. The compounds wherein AR is hydroxyl serve as useful intermediates for the production of the alpha-benzyl substituted compounds as well as exhibiting herbicidal activity.Type: GrantFiled: April 22, 1993Date of Patent: May 3, 1994Assignee: Zeneca LimitedInventors: Hsiao-Ling M. Chin, Yi Q. Wei, Nhan H. Nguyen
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Patent number: 5292761Abstract: The invention relates to compounds of formula I: ##STR1## in which R.sub.1 represents a naphthyl radical, a dihydronaphthyl radical, a tetrahydronaphthyl radical, a quinolyl radical or a 1,4-benzodioxanyl radical, A represents a single bond, a double bond, a methylene radical, a radical of formula z.sub.1 :--CH.dbd. (z.sub.1)or a radical of formula z.sub.2 :.dbd.Ch-- (z.sub.2)the ring B represents a piperidyl radical, a pyrrolidinyl radical, or a 1,2,3,6-tetrahydropyridyl radical, and R.sub.2 represents: a hydrogen atom, a benzyl radical, or an alkyl radical having 1 to 6 carbon atoms, on condition that in one of these cases R.sub.1 is other than a naphthyl (y.sub.1), dihydronaphthyl (y.sub.2) or tetrahydronaphthyl (y.sub.3) radical and B is other than a piperidinyl radical, or an aminoalkyl radical having 1 to 6 carbon atoms, a cyanoalkyl radical having 1 to 6 carbon atoms, or a radical of formula w.sub.1 : ##STR2## in which n is 1-6 and R.sub.Type: GrantFiled: November 5, 1992Date of Patent: March 8, 1994Assignee: Adir et CompagnieInventors: Gilbert Lavielle, Michel Laubie, Francis Colpaert
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Patent number: 5246950Abstract: Thioformamide derivatives of the formula (I) ##STR1## wherein R represents an alkyl group; A represents either:(1) a phenyl group which is optionally substituted; or(2) heteroaromatic group (e.g. pyrid-3-yl, quinolin-3-yl);Y represents:an ethylene or methylene group or a direct bond; and B represents either:a) a phenyl, pyridyl, furyl or thienyl group, each of which may be optionally substituted, orb) a straight- or branched-chain alkyl, alkenyl, or cycloalkyl group, each of which may be optionally substituted.These compounds may be formulated into pharmaceutical preparations and have utility in the treatment of disorders associated with smooth muscle contraction.Type: GrantFiled: March 30, 1990Date of Patent: September 21, 1993Assignee: Rhone-Poulenc SanteInventors: Terance W. Hart, Bernard Y. J. Vacher, Brian W. Sharp
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Patent number: 5232978Abstract: Novel 1-(2-arylethyl)-pyrrolidines of the formula ##STR1## in which, Ar is a phenyl group which is unsubstituted or monosubstituted by OH, --O--CO--NH.sub.2, --O--CO--NHA, --O--CO--NA.sub.2, NH.sub.2, --NH--CHO, --NH--CO--A, --NH--CO--NH.sub.2, --NH--CO--NHA or NH--SO.sub.2 --A,R.sup.1 is A,R.sup.2 is a phenyl, naphthyl, thienyl, benzothienyl or pyridyl group which is unsubstituted or mono- or disubstituted by A, Hal, CF.sub.3, OH, OA, --O--CO--NH.sub.2, --O--CO--NHA, --O--CO--NA.sub.2, NO.sub.2, NH.sub.2, --NH--CHO, --NH--CO--A, --NH--CO--NH.sub.2, --NH--CO--NHA, --NH--SO.sub.2 A, --CO--A, --CONH.sub.2, --CONHA, --CONA.sub.2, --CH.sub.2 --CONH.sub.2 and/or --O--CH.sub.2 --CONH.sub.2,R.sup.3 is OH or CH.sub.2 OH,A is alkyl with 1-4 C atoms andHal is F, Cl, Br or I,or a pharmaceutically acceptable salt thereof for use as an analgesic in humans and veterinary medicine.Type: GrantFiled: November 1, 1991Date of Patent: August 3, 1993Assignee: Merck Patent Gesellschaft Mit Beschrankter HaftungInventors: Rudolf Gottschlich, Karl-August Ackermann, Helmut Prucher, Andrew Barbar, Anton Haase, Hartmut Greiner, Gerd Bartoszyk
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Patent number: 5196433Abstract: Compounds of the Formula ##STR1## where R is alkyl or cycloalkyl,X,Y,Z are hydrogen, halogen, alkyl, alkoxy, alkoximino, haloalkyl, cyano, niro or substituted or unsubstituted phenyl or phenoxy,W is a single bond or one of the groups --CH.sub.2 --, --CH(CH.sub.3)-- or --CH.sub.2 CH.sub.2 -- andn is 0 or 1, andplant-tolerated acid addition salts thereof, and fungicides containing these compounds.Type: GrantFiled: June 4, 1992Date of Patent: March 23, 1993Assignee: BASF AktiengesellschaftInventors: Thomas Zierke, Eberhard Ammermann, Gisela Lorenz
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Patent number: 5134147Abstract: Compounds of formula I ##STR1## in which m represents an integer from 0 to 5, n represents an integer from 1 to 2, p is equal to 0, 1 or 2,X, Y and Z, which may be identical or different, each represent a hydrogen atom, a halogen atom, a linear or branched alkyl radical, a trifluoromethyl radical, an alkoxy radical, an alkylthio radical or a hydroxyl radical, andR represents a 2-benzofuranyl or 2,3-dihydro-2-benzofuranyl radical (it being possible for each to be substituted on the benzene ring), a 2,3,6,7-tetrahydrobenzo[1,2-b:4,5-b']difuran-2-yl radical, a 4-oxo-4H-chromen-2-yl radical (optionally substituted on the benzene ring), a benzocyclobutenyl radical of formula A or an indanyl radical of formula B: ##STR2## (in which: R.sub.1 and R.sub.Type: GrantFiled: October 21, 1991Date of Patent: July 28, 1992Assignee: Adir et CompagnieInventors: Jean L. Peglion, Francis Colpaert
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Patent number: 5130435Abstract: Vinyl ethers of the formula ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 are identical to or different from one another, each being hydrogen, straight-chain or branched alkyl or alkenyl of up to 12 carbon atoms, cycloalkyl or cycloalkylene of from 5 to 8 carbon atoms, aryl, alkylaryl, alkenylaryl, aralkyl and aralkenyl of from 6 to 16 carbon atoms, halogen-substituted aryl or heterocyclyl, and in addition the radicals R.sup.1 and R.sup.2 or R.sup.1 and R.sup.3, together with the carbon atom to which they are bonded, can form a cycloalkane, cycloalkene or a heterocycle, and R.sup.4 is alkyl, alkylaryl or aralkyl, are prepared by eliminating an alcohol from an acetal/ketal of the formula ##STR2## where R.sup.1, R.sup.2, R.sup.3 and R.sup.Type: GrantFiled: August 9, 1990Date of Patent: July 14, 1992Assignee: BASF AktiengesellschaftInventors: Wolfgang Hoelderich, Norbert Goetz, Leopold Hupfer
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Patent number: 5039802Abstract: The chiral catalyst of general structure 1, or its enantiomer ##STR1## is prepared by treating the corresponding N-carboxy anhydride of structure 2 ##STR2## with an aryl metal, especially a phenyl metal such as an aryl magnesium halide, aryl lithium, aryl zinc or aryl cesium, to form a 1,1-diaryl-methanol of structure 3 ##STR3## followed by treatment with a compound of structure, 4 ##STR4## The catalyst, wherein R is aromatic, is novel and in some cases superior to the catalyst wherein R is alkyl or aralkyl in directing the chirality of borane-dimethyl sulfide reductions of ketones to secondary alcohols.Type: GrantFiled: April 18, 1990Date of Patent: August 13, 1991Assignee: Merck & Co., Inc.Inventors: Thomas J. Blacklock, Todd K. Jones, David J. Mathre, Lyndon C. Xavier
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Patent number: 5032312Abstract: Compounds of the formula ##STR1## wherein R.sup.1 denotes a group R.sup.3 or R.sup.3 --A.sup.4 --Z.sup.3 -- and R.sup.2 denotes a group R.sup.4 or --Z.sup.4 --A.sup.5 --R.sup.4 ; m and n each individually stand for the number 0 or 1; A.sup.1, A.sup.2, A.sup.3, A.sup.4 and A.sup.5 each independently represent unsubstituted or halogen-, cyano- and/or methyl-substituted 1,4-phenylene in which optionally 1 CH group or 2 CH groups is/are replaced by nitrogen, trans-1,4-cyclohexylene in which optionally 2 non-adjacent methylene groups are replaced by oxygen and/or sulphur, 1-cyano-trans-1,4-cyclohexylene, bicyclo[2.2.2]octane-1,4-diyl, naphthalene-2,6-diyl, tetralin-2,6-diyl or trans-decalin-2,6-diyl; Z.sup.1, Z.sup.2, Z.sup.3 and Z.sup.4 each independently signify a single covalent bond, --COO--, --OOC--, --CH.sub.2 O--, --OCH.sub.2 --, --CH.sub.2 CH.sub.2, --C.tbd.C--, --(CH.sub.2).sub.3 O--, --O(CH.sub.2).sub.3 -- or the trans form of --CH.dbd.CH--CH.sub.2 O-- or --OCH.sub.2 --CH.dbd.CH--; R.sup.3 and R.sup.Type: GrantFiled: March 2, 1990Date of Patent: July 16, 1991Assignee: Hoffmann-La Roche Inc.Inventor: Stephen Kelly
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Patent number: 4980478Abstract: An improved process for producing a substituted vinyl pyridine compound of the general formula: ##STR1## wherein R.sup.1 is pyridyl group; R.sup.2 is an optionally substituted aromatic or heterocyclic group; R.sup.3 is a lower alkyl group, hydroxymethyl group, nitroxymethyl group, a nitrogen containing 5 membered ring-methyl group, an acetal-methyl group, a trialkylsilyloxymethyl group, an alkyl- or aryl-sulfonyloxymethyl group, an alkyl- or aryl-sulfonylaminocarbonyloxymethyl group, an acyloxymethyl group, an alkoxycarbonyloxymethyl group, a halogenomethyl group, an alkoxymethyl group, an aryl-oxymethyl group, cyano group, an optionally substituted carbamoyl group, an optionally substituted carbamoyloxymethyl group, an optionally substituted thiocarbamoyloxymethyl group, carboxyl group or an alkoxycarbonyl group; and n is an integer of 1 to 22, which comprises reacting a compound of the general formula: ##STR2## wherein R.sup.1 and R.sup.2 are as defined above, with a compound of the general formula:(C.sub.Type: GrantFiled: April 4, 1989Date of Patent: December 25, 1990Assignee: Takeda Chemical Industries, Ltd.Inventors: Chitoshi Hatanaka, Sigel Nuwa, Satoru Oi
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Patent number: 4906636Abstract: 2-Substituted-1-naphthols are 5-lipoxygenase inhibitors which make them useful in the treatment of inflammation, obstructive lung disease and/or psoriasis. Useful 2-substituent groups are alkyls, alkenyls, alkynyls, cycloalkyls, cycloalkenyls, the groups CH.sub.2 --C.tbd.C--(CH.sub.2).sub.m R.sup.5 and CH.dbd.CH--(CH.sub.2).sub.n R.sup.5 (where m is 1-4, n is 0-3 and R.sup.5 includes phenyl, COOR.sup.9, where R.sup.9 is H or alkyl or 1-4 carbons, AR.sup.6 (where A is a methylene chain and R.sup.6 is a variety of groups including Cl, Br, I, CHO, CN, COOR.sup.9, NH.sub.2, SC(NH)NH.sub.2, phenyl, P(O)(OR.sup.9).sub.2, etc.), and CHR.sup.7 R.sup.21 (where R.sup.7 is a variety of aromatic and heterocyclic groups and R.sup.21 is H, optionally substituted phenyl and a variety of heterocyclic groups).Type: GrantFiled: March 16, 1989Date of Patent: March 6, 1990Assignee: E. I. Du Pont de Nemours and CompanyInventor: Douglas G. Batt