Unsaturated Hydrocarbyl Side Chain Patents (Class 546/350)
  • Patent number: 9752076
    Abstract: The present invention relates to compounds of the formula I where one or more of the radicals A1-5 denote a 1,4-naphthylene or 1,4- or 9,10-anthracenylene radical, and the other parameters are as defined in Claim 1. The invention additionally includes liquid-crystalline media which comprise the title compounds, and components for high-frequency technology which comprise these media, in particular phase shifters and microwave array antennae.
    Type: Grant
    Filed: October 6, 2010
    Date of Patent: September 5, 2017
    Assignee: Merck Patent GmbH
    Inventors: Christian Jasper, Elvira Montenegro, Detlef Pauluth, Volker Reiffenrath, Atsutaka Manabe
  • Patent number: 9035096
    Abstract: The invention relates to compounds represented by Structural Formula I, which can bind to CCR9 receptors and block the binding of a ligand (e.g., TECK) to the receptors. The invention also relates to a method of inhibiting a function of CCR9, and to the use compounds represented by Structural Formula I in research, therapeutic, prophylactic and diagnostic methods.
    Type: Grant
    Filed: October 9, 2013
    Date of Patent: May 19, 2015
    Assignee: Millennium Pharmaceuticals, Inc.
    Inventors: Paul E. Fleming, Geraldine C. B. Harriman, Zhan Shi, B. Shaowu Chen
  • Publication number: 20150057166
    Abstract: Certain embodiments provide a method for crystallizing a GPCR. The method may employ a fusion protein comprising, from N-terminus to C-terminus: a) a first portion of a family C G-protein coupled receptor (GPCR), wherein the first portion comprises the TM1, TM2 and TM3, regions of the GPCR; b) a stable, folded protein insertion; and c) a second portion of the GPCR, wherein the second portion comprises the TM4, TM5 TM6 and TM7 regions of the GPCR.
    Type: Application
    Filed: October 17, 2014
    Publication date: February 26, 2015
    Inventor: BRIAN KOBILKA
  • Publication number: 20140186872
    Abstract: 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: Application
    Filed: June 6, 2012
    Publication date: July 3, 2014
    Applicants: CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE- CNRS, UNIVERSITE DE STRASBOURG
    Inventors: Marie Feve, Maria Zeniou-Meyer, Jacques Haiech, Herve Chneiweiss, Marie-Claude Kilhoffer, Samir Mameri, Marcel Hibert
  • Patent number: 8658802
    Abstract: Methods for synthesizing deuterated vinylpyridine compounds of the Formula (1), wherein the method includes: (i) deuterating an acyl pyridine of the Formula (2) in the presence of a metal catalyst and D2O, wherein the metal catalyst is active for hydrogen exchange in water, to produce a deuterated acyl compound of Formula (3); (ii) reducing the compound of Formula (3) with a deuterated reducing agent to convert the acyl group to an alcohol group, and (iii) dehydrating the compound produced in step (ii) with a dehydrating agent to afford the vinylpyridine compound of Formula (1). The resulting deuterated vinylpyridine compounds are also described.
    Type: Grant
    Filed: July 19, 2012
    Date of Patent: February 25, 2014
    Assignee: UT-Battelle, LLC
    Inventors: Kunlun Hong, Jun Yang, Peter V. Bonnesen
  • Publication number: 20140024836
    Abstract: Methods for synthesizing deuterated vinylpyridine compounds of the Formula (1), wherein the method includes: (i) deuterating an acyl pyridine of the Formula (2) in the presence of a metal catalyst and D2O, wherein the metal catalyst is active for hydrogen exchange in water, to produce a deuterated acyl compound of Formula (3); (ii) reducing the compound of Formula (3) with a deuterated reducing agent to convert the acyl group to an alcohol group, and (iii) dehydrating the compound produced in step (ii) with a dehydrating agent to afford the vinylpyridine compound of Formula (1). The resulting deuterated vinylpyridine compounds are also described.
    Type: Application
    Filed: July 19, 2012
    Publication date: January 23, 2014
    Applicant: UT-BATTELLE, LLC
    Inventors: Kunlun Hong, Jun Yang, Peter V. Bonnesen
  • Patent number: 8628863
    Abstract: Provided is an organic light-emitting device having an optical output with high luminance and high color purity with extremely high efficiency. The organic light-emitting device includes an organic layer between the anode and the cathode, in which one of the anode and the cathode is a transparent electrode or a semi-transparent electrode and at least one layer of the organic layer contains at least one kind of indenopyrene compound having a specific structure.
    Type: Grant
    Filed: November 6, 2009
    Date of Patent: January 14, 2014
    Assignee: Canon Kabushiki Kaisha
    Inventors: Takeshi Sekiguchi, Hiroshi Tanabe, Hiroki Ohrui, Masanori Seki
  • Publication number: 20140012004
    Abstract: The invention relates to palladium(0) tris{tri-[3,5-bis(trifluoromethyl)-phenyl]-phosphine} complex of formula (I), as well as to its preparation and use. This compound is outstandingly stable, and can be used as catalyst with excellent results.
    Type: Application
    Filed: December 13, 2011
    Publication date: January 9, 2014
    Applicant: H4SEP KFT
    Inventors: Zoltán Daliczek, Tibor Soós, Zoltán Finta, Géza Timári, Gábor Vlád
  • Publication number: 20140011826
    Abstract: Use of a metabotropic glutamate receptor group I antagonist, or a pharmaceutically acceptable salt, prodrug or an optical isomer thereof, for the manufacture of a medicament for the treatment or the prevention of abnormal union of tissue, is provided. A related method is also provided.
    Type: Application
    Filed: February 9, 2012
    Publication date: January 9, 2014
    Inventor: Monika Bauden
  • Publication number: 20130303466
    Abstract: Provided herein are methods for treating conditions associated with a chemosensory receptor, including diabetes, obesity, and other metabolic diseases, disorders or conditions by administering a composition comprising a chemosensory receptor ligand. Also provided herein are chemosensory receptor ligand compositions and methods for the preparation thereof for use in the methods of the present invention.
    Type: Application
    Filed: October 18, 2011
    Publication date: November 14, 2013
    Applicant: ELCELYX THERAPEUTICS, INC.
    Inventors: Martin R. Brown, Christopher R.G. Jones, Nigel R.A. Beeley, Alain D. Baron
  • Publication number: 20130289282
    Abstract: A thin film tube reactor comprising a tube having a longitudinal axis, an inner cylindrical surface, a closed end and an open end, wherein the tube is rotatable about the longitudinal axis and wherein the angle of the longitudinal axis relative to the horizontal is variable between about 0 degrees and about 90 degrees.
    Type: Application
    Filed: September 12, 2011
    Publication date: October 31, 2013
    Applicant: THE UNIVERSITY OF WESTERN AUSTRALIA
    Inventor: Colin L. Raston
  • Patent number: 8420812
    Abstract: A process for the palladium-catalyzed coupling of terminal alkynes with heteroaryl tosylates and heteroaryl benzenesulfonates The present invention relates to a process for the regioselective synthesis of compounds of the formula (I), wherein D, J and W have the meanings indicated in the claims. The present invention provides an efficient and general palladium-catalyzed coupling process of heteroaryl tosylates with terminal alkynes to a wide variety of substituted, multifunctional heteroaryl-1-alkynes of the formula I.
    Type: Grant
    Filed: December 23, 2009
    Date of Patent: April 16, 2013
    Assignee: Sanofi
    Inventors: Omar Rkyek, Marc Nazare, Andreas Lindenschmidt, Jorge Alonso, Matthias Urmann, Nis Halland
  • Publication number: 20110204354
    Abstract: Provided is an organic light-emitting device having an optical output with high luminance and high color purity with extremely high efficiency. The organic light-emitting device includes an organic layer between the anode and the cathode, in which one of the anode and the cathode is a transparent electrode or a semi-transparent electrode and at least one layer of the organic layer contains at least one kind of indenopyrene compound having a specific structure.
    Type: Application
    Filed: November 6, 2009
    Publication date: August 25, 2011
    Applicant: CANON KABUSHIKI KAISHA
    Inventors: Takeshi Sekiguchi, Hiroshi Tanabe, Hiroki Ohrui, Masanori Seki
  • Patent number: 7968215
    Abstract: An OLED device including a cathode, an anode, and having therebetween a light-emitting layer and further comprising a first layer between the light-emitting layer and the cathode containing a cyclobutene compound comprising a cyclobutene nucleus substituted in the 1-position with a five- or six-membered heteroaromatic ring group containing at least one trivalent nitrogen atom; substituted in the 2-position with an aromatic ring group; and substituted with a first methylene group in the 3-position and a second methylene group in the 4-position, provided said first and second methylene groups are further disubstituted in the 1?,1?-positions and the 1?,1?-positions with independently selected aromatic groups.
    Type: Grant
    Filed: December 9, 2008
    Date of Patent: June 28, 2011
    Assignee: Global OLED Technology LLC
    Inventors: William J. Begley, Natasha Andrievsky
  • Patent number: 7834012
    Abstract: The present invention relates to compounds, which inhibit dipeptidyl peptidase IV (DPP-IV) and are useful for the prevention or treatment of diabetes, especially type II, as well as hyperglycemia, metabolic syndrome, hyperinsulinemia, obesity, atherosclerosis, various immunomodulatory diseases, and other diseases.
    Type: Grant
    Filed: August 25, 2006
    Date of Patent: November 16, 2010
    Assignee: Abbott Laboratories
    Inventors: Zhonghua Pei, Thomas von Geldern, David J. Madar, Xiaofeng Li, Fatima Basha, Hong Yong, Kenton L. Longenecker, Bradley J. Backes, Andrew S. Judd, Mathew M. Mulhern, Kent D. Stewart
  • Publication number: 20100261900
    Abstract: A process for the palladium-catalyzed coupling of terminal alkynes with heteroaryl tosylates and heteroaryl benzenesulfonates The present invention relates to a process for the regioselective synthesis of compounds of the formula (I), wherein D, J and W have the meanings indicated in the claims. The present invention provides an efficient and general palladium-catalyzed coupling process of heteroaryl tosylates with terminal alkynes to a wide variety of substituted, multifunctional heteroaryl-1-alkynes of the formula I.
    Type: Application
    Filed: December 23, 2009
    Publication date: October 14, 2010
    Applicant: sanofi-aventis
    Inventors: Omar RKYEK, Marc NAZARE, Andreas LINDENSCHMIDT, Jorge ALONSO, Matthias URMANN, Nis HALLAND
  • Publication number: 20100141122
    Abstract: An OLED device including a cathode, an anode, and having therebetween a light-emitting layer and further comprising a first layer between the light-emitting layer and the cathode containing a cyclobutene compound comprising a cyclobutene nucleus substituted in the 1-position with a five- or six-membered heteroaromatic ring group containing at least one trivalent nitrogen atom; substituted in the 2-position with an aromatic ring group; and substituted with a first methylene group in the 3-position and a second methylene group in the 4-position, provided said first and second methylene groups are further disubstituted in the 1?,1?-positions and the 1?,1?-positions with independently selected aromatic groups.
    Type: Application
    Filed: December 9, 2008
    Publication date: June 10, 2010
    Inventors: William J. Begley, Natasha Andrievsky
  • Publication number: 20090043096
    Abstract: A method of producing an aromatic compound of the following formula (3) comprising reacting a compound of the following formula (1) with an olefin compound of the following formula (2) in the presence of a transition metal complex: (wherein, an Ar1 ring represents an aromatic hydrocarbon ring or aromatic heterocyclic ring, an Ar2 ring represents a heterocyclic ring containing X1 and N*, and the X1 represents a nitrogen atom or carbon atom and the N represents a nitrogen atom connecting via a double bond to either one of two adjacent atoms in the Ar2 ring.) (wherein, R1, R2, R3 and R4 represent each independently a hydrogen atom, an alkyl group having 1 to 10 carbon atoms or an aryl group having 6 to 18 carbon atoms.) (wherein, Ar1, Ar2, X1, N*, R1, R2 and R3 represent the same meanings as described above.).
    Type: Application
    Filed: February 2, 2007
    Publication date: February 12, 2009
    Applicants: SUMITOMO CHEMICAL COMPANY, LIMITED, OSAKA UNIVERSITY
    Inventors: Fumitoshi Kakiuchi, Yusuke Matsuura, Masato Ueda
  • Patent number: 7345051
    Abstract: The claimed invention relates to methods of modulating mucin synthesis and the therapeutic application of compounds of Formula II in controlling mucin over-production associated with diseases such as chronic obstructive pulmonary diseases (COPD) including asthma and chronic bronchitis, inflammatory lung diseases, cystic fibrosis and acute or chronic respiratory infectious diseases. wherein X is S, N, O or CR; Y is CRR?, O, NR6, CRR?—CRR? or CR?CR; Z is NR6, O, S, CRR? or CRR?—CRR?; R1-R3 are independently selected from the group consisting of H, C1-C8 alkyl, C1-C8 alkoxy, amino, hydroxy, halosubstituted alky and halo; R4 is Q is CR, NR6 or R5 is H or benzyl; R6 is H, C1-C8 alkyl, C1-C8 alkoxy, OH or halo; and R and R? are independently H, C1-C8 alkyl, C1-C8 alkoxy, OH or halo, or a pharmaceutically acceptable salt thereof.
    Type: Grant
    Filed: November 8, 2002
    Date of Patent: March 18, 2008
    Assignee: Genaera Corporation
    Inventors: Yuhong Zhou, Roy C. Levitt, Nicholas C. Nicolaides, Steve Jones, Mike McLane
  • Patent number: 7192963
    Abstract: A compound of the formula wherein R1, R2 and R3 are as defined above, useful as inhibitors of protein kinases, such as the enzyme Janus Kinase 3.
    Type: Grant
    Filed: April 21, 2005
    Date of Patent: March 20, 2007
    Assignee: Pfizer Inc
    Inventors: Todd A. Blumenkopf, Mark E. Flanagan, Michael J. Munchhof
  • Patent number: 7026478
    Abstract: A process for the production of compounds Ar—R1 by means of a cross-coupling reaction of an organometallic reagent R1-M with an aromatic or heteroaromatic substrate Ar—X catalyzed by one or several iron salts or iron complexes as catalysts or pre-catalysts, present homogeneously or heterogeneously in the reaction mixture. This new invention exhibits substantial advantages over established cross coupling methodology using palladium- or nickel complexes as the catalysts. Most notable aspects are the fact that (i) expensive and/or toxic nobel metal catalysts are replaced by cheap, stable, commercially available and toxicologically benign iron salts or iron complexes as the catalysts or pre-catalysts, (ii) commercially attractive aryl chlorides as well as various aryl sulfonates can be used as starting materials, (iii) the reaction can be performed under “ligand-free” conditons, and (iv) the reaction times are usually very short.
    Type: Grant
    Filed: May 10, 2002
    Date of Patent: April 11, 2006
    Assignee: Studiengesellschaft Kohle mbH
    Inventors: Alois Fürstner, Andreas Leitner, María Méndez
  • Patent number: 6914144
    Abstract: A process is provided for the preparation of 2,5-di-(3?-aminopropyl)pyridine which is useful in the synthesis of ?v?3 integrin receptor antagonists. Also provided are useful intermediates obtained from the process.
    Type: Grant
    Filed: January 29, 2003
    Date of Patent: July 5, 2005
    Assignee: Merck & Co., Inc.
    Inventor: Philip J. Pye
  • Patent number: 6897320
    Abstract: The present invention relates to a process for the preparation of 2,6-divinylpyridine and 2-methyl-6-vinylpyridine over modified zeolite catalysts. In particular, it relates to the method for the synthesis of 2,6-divinylpyridine and 2-methyl-6-vinylpyridine from 2,6-lutidine and formaldehyde in vapour phase in an eco-friendly method with high yield and selectivity. This invention provides a non-corrosive, eco-friendly process, where the catalyst can be reused for many times. 2,6-Divinylpyridine is useful stating material in polymer industry.
    Type: Grant
    Filed: March 25, 2003
    Date of Patent: May 24, 2005
    Assignee: Council of Scientific and Industrial Research
    Inventors: Shivanand Janardan Kulkarni, Madhavi Gangapuram, Vijaya Raghavan Kondapuram
  • Patent number: 6803462
    Abstract: This invention discloses a rubbery polymer which is comprised of repeat units that are derived from (1) at least one conjugated diolefin monomer, and (2) at least one functionalized monomer having of the structural formula: wherein R represents an alkyl group containing from 1 to about 10 carbon atoms or a hydrogen atom, and wherein R1 and R2 can be the same or different and represent hydrogen atoms or a moiety selected from the group consisting of wherein R3 groups can be the same or different and represent alkyl groups containing from 1 to about 10 carbon atoms, aryl groups, allyl groups, and alkyloxy groups of the structural formula —(CH2)y—O—(CH2)z—CH3, wherein Z represents a nitrogen containing heterocyclic compound, wherein R4 represents a member selected from the group consisting of alkyl groups containing from 1 to about 10 carbon atoms, aryl groups, and allyl groups, and wherein n, x, y and z represents integers from 1 to about 10, with the
    Type: Grant
    Filed: June 30, 2003
    Date of Patent: October 12, 2004
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Stephan Rodewald, Steven Kristofer Henning, Brian Earl Burkhart
  • Publication number: 20040147757
    Abstract: A method for producing an allyl compound having a compositional formula different from that of an allyl starting material compound, which comprises reacting the allyl starting material compound with an oxygen nucleophilic agent in the presence of a catalyst containing at least one transition metal compound containing a transition metal selected from the group consisting of transition metals belonging to Group 8 to Group 10 of the Periodic Table and a multidentate phosphite compound.
    Type: Application
    Filed: August 27, 2003
    Publication date: July 29, 2004
    Applicant: MITSUBISHI CHEMICAL CORPORATION
    Inventors: Masaki Takai, Yoshiyuki Tanaka
  • Publication number: 20040087799
    Abstract: The present invention relates to an improved eco-friendly process for the preparation of vinylpyridine from corresponding picoline over modified zeolite catalyst in vapour phase which comprises reacting picoline with formaldehyde with a molar ratio of formaldehyde to picoline in the range of 1:1 to 4:1, at a temperature ranging between 200° C. to 450° C., at a weight hourly space velocity in the range of 0.25 hr−1-1.00 hr−1 over a modified commercial zeolite catalyst to obtain a high yield and selectivity of the desired product.
    Type: Application
    Filed: October 31, 2002
    Publication date: May 6, 2004
    Inventors: Shivanand Janardan Kulkarni, Gangapuram Madhavi, Venkataraman Viswanathan, Kondapuram Vi jaya Raghavan
  • Patent number: 6670471
    Abstract: This invention discloses a rubbery polymer which is comprised of repeat units that are derived from (1) at least one conjugated diolefin monomer, and (2) at least one functionalized monomer having of the structural formula: wherein R represents an alkyl group containing from 1 to about 10 carbon atoms or a hydrogen atom, and wherein R1 and R2 can be the same or different and represent hydrogen atoms or a moiety selected from the group consisting of wherein R3 groups can be the same or different and represent alkyl groups containing from 1 to about 10 carbon atoms, aryl groups, allyl groups, and alkyloxy groups of the structural formula —(CH2)y—O—(CH2)z—CH3, wherein Z represents a nitrogen containing heterocyclic compound, wherein R4 represents a member selected from the group, consisting of alkyl groups containing from 1 to about 10 carbon atoms, aryl groups, and allyl groups, and wherein n, x, y and z represents integers from 1 to about 10, with the
    Type: Grant
    Filed: February 4, 2003
    Date of Patent: December 30, 2003
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Stephan Rodewald, Steven Kristofer Henning, Brian Earl Burkhart
  • Publication number: 20030176709
    Abstract: The present invention relates to vinyl-phenyl monomers and polymers prepared therefrom. More particularly, the present invention is to provide the vinyl-phenyl monomers expressed by formula (1) which are capable of various polymerization such as radical polymerization, cation polymerization, anion polymerization and metallocene catalyzed polymerization due to resonance effect of phenyl group and changing characteristics variously and thus, suitable in the synthesis of general-purpose polymers which can be used in photo-functional materials by forming a complex with a metal component having an optical characteristic.
    Type: Application
    Filed: February 14, 2003
    Publication date: September 18, 2003
    Applicant: Kwangju Institute of Science and Technology
    Inventors: Jae-Suk Lee, Jun-Hwan Ahn, Young-Sun Cho, Nam-Goo Kang, Hye-Kyong Lee
  • Patent number: 6545159
    Abstract: The present invention relates to vinyl-phenyl monomers and polymers prepared therefrom.
    Type: Grant
    Filed: August 10, 2001
    Date of Patent: April 8, 2003
    Assignee: Kwangju Institute of Science and Technology
    Inventors: Jae-Suk Lee, Jun-Hwan Ahn, Young-Sun Cho, Nam-Goo Kang, Hye-Kyong Lee
  • Patent number: 6492524
    Abstract: The present invention provides an improved process for the synthesis of aryl pyridine bases by reacting an aromatic aldehyde or ketone and allylic alcohol or aldehyde in presence of ammonia in gas phase, in high yield and selectivity with catalyst obtained by optionally modifying a zeolite having an atomic ratio of Si to Al, 2.5 to 12.5 and /or with at least one metal ion and/or metal compound selected from the group consisting of lead and lanthanum. This process provides an eco-friendly, more economical and highly selective heterogeneous method.
    Type: Grant
    Filed: March 27, 2001
    Date of Patent: December 10, 2002
    Assignee: Council of Scientific and Industrial Research
    Inventors: Shivanand Janardan Kulkarni, Kondapuram Vijaya Raghavan, Srinivas Nagabandi, Radha Rani Vippagunta
  • Patent number: 6444279
    Abstract: Acetylene derivatives of the formula I in which R, A1, A2, Z1, Z2, Z3, L1, L2, L3, Y, m and n are as defined herein are suitable as components of liquid-crystalline media.
    Type: Grant
    Filed: January 24, 2000
    Date of Patent: September 3, 2002
    Assignee: Merck Patent GmbH
    Inventors: Volker Reiffenrath, Harald Hirschmann
  • Patent number: 6420375
    Abstract: To provide a novel compound of the formula: [wherein A1 ix a 5 or 6-membered ring which may be substituted by a group not containing a cyclic group, A2 is an aromatic ring which may be substituted, X is a divalent group, Y is a nitrogen atom or a methine group, Z is an ethenylene which may be substituted or ethynylene, R is a heterocyclic group which may be substituted, provided that 3,4-dihydro-6-[3-(1H-imidazol-1-yl)-1-propenyl]-2(1H)-quinolone and 2-[3-[5-ethyl-6-methyl-2-(benzyloxy)-3-pyridyl]-1-propenyl]benzoxazole are excluded.], or a salt thereof which has steroid C17,20-lyase inhibitory activity, and is useful for preventing and treating mammals suffering from, for example, primary cancer of malignant tumor, its metastasis and recurrence thereof.
    Type: Grant
    Filed: August 18, 1999
    Date of Patent: July 16, 2002
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Tetsuya Aono, Fumio Itoh, Tomohiro Kaku, Masuo Yamaoka
  • Publication number: 20010003780
    Abstract: Retinoid antagonist compounds have been found to be useful in the prevention and/or minimization of surgical adhesion formation.
    Type: Application
    Filed: December 8, 2000
    Publication date: June 14, 2001
    Inventors: Kenneth M. Tramposch, Xina Nair, Anne Marinier, Fred Christopher Zusi
  • Patent number: 6231934
    Abstract: The liquid crystalline compound is expressed by the general formula (1) Ra-A1-Z1-A2-Z2-A3-Z3-A4-Rb   (1) wherein Ra represents an alkenyl group having 2 to 20 carbon atoms or an alkyl group having 1 to 20 carbon atoms any methylene group (—CH2—) in the alkenylene or alkyl group may be replaced by —O—, —S—, —CO—, —CH═CH—, or —C≡C—, but in no case —O— and/or —S— continues, and any hydrogen atom in Ra may be replaced by a halogen atom; Rb represents Ra, a halogen atom, or cyano group provided that at least one of Ra and Rb represents a group having double bond; A1, A2, A3, and A4 independently represent trans-1,4-cyclohexylene group, 1,4-phenylene group any hydrogen atom on the ring may be replaced by fluorine atom or cyano group, cyclohexenediyl group, pyridine-2,5-diyl group, pyrimidine-2,5-diyl group, or 1,3-dioxane-2,5-diyl group; and Z1, Z2, and Z3 independently represent an alkenylene gro
    Type: Grant
    Filed: September 28, 1998
    Date of Patent: May 15, 2001
    Assignee: Chisso Corporation
    Inventors: Tomoyuki Kondo, Shuichi Matsui, Kazutoshi Miyazawa, Yasuko Sekiguchi, Etsuo Nakagawa
  • Patent number: 6187393
    Abstract: Compounds of formula (I) are provided which are particularly useful in super twisted nematic devices, where n may be 0-5; m may be 0-5; p may be 1-9; q may be 1, 1, or 2; A1, A2 are independently chosen from 1-4, -disubstituted benzene, 2,5-disubstituted pyrimidine, or 2,5-disubstituted pyridine, trans- 1,4-disubstituted cyclohexane, trans- 2,5-disubstitued dioxane. The aromatic rings may be laterally substituted with F, Cl, Br or CN; Z1 may be O, COO, OOC; Z2, Z3 are independent chosen from a direct bond, COO, OOC, C2H4, CH2O, OCH2, or -c≡c-, provided that when Z1 is O and m is 1, 3 or 5 the carbon—carbon double bond configuration is E; provided that when Z1 is O and m is 2 or 4 the carbon—carbon double bond configuration is Z; provided that when Z1 is COO or OOC and m is 0, 2 or 4 the carbon—carbon double bond configuration is E; and provided that when Z1 is COO or OOC and m is 1, 3 or 5 the carbon—carbon double bond configuration is Z.
    Type: Grant
    Filed: March 19, 1999
    Date of Patent: February 13, 2001
    Assignee: The Secretary of State for Defence in Her Britannic Majesty's Government of the United Kingdom of Great Britain and Northern Ireland
    Inventors: Warren L. Duffy, Stephen M Kelly, John W Goodby
  • Patent number: 6086964
    Abstract: The present invention is to provide a liquid crystallineThe present invention is concerned with a liquid crystalline compound expressed by general formula (1) ##STR1## wherein R.sub.1 represents cyano group, halogen atom, or a straight or branched alkyl group or halogenated alkyl group having 1 to 20 carbon atoms, one or not-adjacent two CH.sub.2 groups in the alkyl group or halogenated alkyl group may be replaced by oxygen atom or --CH.dbd.CH-- group; R.sub.2 and R.sub.2 ' represent hydrogen atom, halogen atom, or an alkyl group having 1 to 9 carbon atoms; X.sub.1, X.sub.2, and X.sub.3 independently represent --CH.sub.2 CH.sub.2 --, --CO--O--, --O--CO--, --CH.dbd.CH--, --C.tbd.C--, --(CH.sub.2).sub.4 --, --CF.sub.2 O--, --OCF.sub.2 --, --CH.sub.2 O--, --OCH.sub.
    Type: Grant
    Filed: February 2, 1999
    Date of Patent: July 11, 2000
    Assignee: Chisso Corporation
    Inventors: Noriyuki Onishi, Koichi Shibata, Yasuhiro Haseba, Yasuyuki Koizumi, Shuichi Matsui, Kazutoshi Miyazawa, Yasuko Sekiguchi, Etsuo Nakagawa
  • Patent number: 6001275
    Abstract: The present invention is concerned with a liquid crystalline compound expressed by general formula (1) ##STR1## wherein R.sub.1 represents cyano group, halogen atom, or a straight or branched alkyl group or halogenated alkyl group having 1 to 20 carbon atoms, one or not-adjacent two CH.sub.2 groups in the alkyl group or halogenated alkyl group may be replaced by oxygen atom or --CH.dbd.CH-- group; R.sub.2 and R.sub.2 ' represent hydrogen atom, halogen atom, or an alkyl group having 1 to 9 carbon atoms; X.sub.1, X.sub.2, and X.sub.3 independently represent --CH.sub.2 CH.sub.2 --, --CO--O--, --O--CO--, --CH.dbd.CH--, --C.tbd.C--, --(CH.sub.2).sub.4 --, --CF.sub.2 O--, --OCF.sub.2 --, --CH.sub.2 O--, --OCH.sub.
    Type: Grant
    Filed: July 9, 1997
    Date of Patent: December 14, 1999
    Assignee: Chisso Corporation
    Inventors: Noriyuki Onishi, Koichi Shibata, Yasuhiro Haseba, Yasuyuki Koizumi, Shuichi Matsui, Kazutoshi Miyazawa, Yasuko Sekiguchi, Etsuo Nakagawa
  • Patent number: 5925645
    Abstract: 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: Grant
    Filed: March 13, 1997
    Date of Patent: July 20, 1999
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gunter Schmidt, Rolf Angerbauer, Arndt Brandes, Michael Logers, Matthias Muller-Gliemann, Hilmar Bischoff, Delf Schmidt, Stefan Wohlfeil
  • Patent number: 5688951
    Abstract: New N-substituted piperidines useful as light stabilizers in synthetic resins are disclosed. They are 1-(2,7-octadienyl)-2,2,6,6-tetraalkylpiperidines wherein the alkyl groups are independently selected lower alkyl groups such as methyl or ethyl and the 3 and 5 positions may be substituted by methyls. The ring may be monounsaturated; a new compound 1-(2,7-octadienyl)-2, 2,6,6-tetramethyl-3-pyridine is described.
    Type: Grant
    Filed: March 11, 1996
    Date of Patent: November 18, 1997
    Assignee: Aristech Chemical Corp
    Inventor: Mark R. Rubino
  • Patent number: 5633257
    Abstract: Compounds of general formula (1) ##STR1## are described wherein Y is a halogen atom or a group --OR.sup.1, wherein R.sup.1 is an optionally substituted alkyl group; X is --O--, --S--, or --N(R.sup.6), wherein R.sup.6 is a hydrogen atom or an optionally substituted alkyl group; R.sup.2 is an optionally substituted cycloalkyl or cycloalkenyl group; R.sup.3 and R.sup.4, which may be the same or different, is each a hydrogen atom or an optionally substituted alkyl, --CO.sub.2 R.sup.7 (wherein R.sup.7 is a hydrogen atom, am optionally substituted alkyl, aralkyl, aryl, aryloxyalkyl, alkanoyloxyalkyl or aroyloxyalkyl group), --CONR.sup.8 R.sup.9 (where R.sup.8 and R.sup.9, which may be the same or different, is as defined for R.sup.7), --CSNR.sup.8 R.sup.9, --CN or --CH.sub.2 CN group; Z is --(CH.sub.2).sub.n -- where n is zero or an integer 1, 2 or 3; R.sup.
    Type: Grant
    Filed: March 9, 1994
    Date of Patent: May 27, 1997
    Assignee: Celltech Therapeutics Limited
    Inventors: Graham J. Warrellow, Valerie A. Cole, Rikki P. Alexander
  • Patent number: 5534640
    Abstract: Novel 1-alkyl-, 1-alkenyl-, and 1-alkynylaryl-2-amino-1,3-propanediols, intermediates and processes for the preparation thereof, and methods of reducing inflammation and cell proliferation, and relieving memory dysfunction, and inhibiting bacterial and fungal growth are disclosed.
    Type: Grant
    Filed: April 21, 1995
    Date of Patent: July 9, 1996
    Assignee: Hoechst Roussel Pharmaceuticals Inc.
    Inventors: John J. Tegeler, Barbara S. Rauckman, Russell R. L. Hamer, Brian S. Freed, Gregory H. Merriman
  • Patent number: 5530014
    Abstract: The cyclohexadiene derivatives are prepared by reaction of cyclohexanones with amines and subsequent dehydration. The compounds are suitable as active compounds in medicaments on account of their property of being selective modulators of calcium channel-dependent potassium channels.
    Type: Grant
    Filed: August 18, 1995
    Date of Patent: June 25, 1996
    Assignee: Bayer Aktiengesellschaft
    Inventors: Klaus Urbahns, Hans-Georg Heine, Bodo Junge, Rudolf Schohe-Loop, Hartmund Wollweber, Henning Sommermeyer, Thomas Glaser, Reilinde Wittka, Jean-Marie-Viktor De Vry
  • Patent number: 5521309
    Abstract: An anionic polymerization initiator includes the C-lithio reaction product of an organolithium compound and a tertiary-amino allyllithium or a tertiary-amino xylyllithium. When used in an anionic polymerization, a functional group from the initiator is incorporated onto the head of the growing polymer and a lithium atom is incorporated at the "living" end of the polymer chain prior to quenching. The initiator may be used to polymerize a monomer(s) including diolefin monomers, monovinyl aromatic monomers and trienes, and the living ends of the polymers are effectively maintained even at temperatures of up to 300.degree. F. and higher. Such polymers exhibit an increased efficiency in coupling termination reactions, and products prepared from such polymers exhibit improved hysteresis characteristics. Products such as tires and the like can be prepared from such polymers and from vulcanizable elastomer compositions employing the polymers.
    Type: Grant
    Filed: December 23, 1994
    Date of Patent: May 28, 1996
    Assignee: Bridgestone Corporation
    Inventors: Thomas A. Antkowiak, James E. Hall, David F. Lawson, John R. Schreffler, Mark L. Stayer, Jr.
  • Patent number: 5214027
    Abstract: Described is pyridine derivatives defined according to one of generic formula (I) ##STR1## wherein R.sup.2 represents isopropenyl group when R.sup.1 is methyl or ethyl group, R.sup.2 represents isopropenyl or acetyl group when R.sup.1 is isopropenyl group, R.sup.2 represents methyl group when R.sup.1 is isopropyl group and R.sup.2 represents isopropenyl, or isopropyl group when R.sup.1 is acetyl group; and perfumery composition containing the derivatives.
    Type: Grant
    Filed: April 3, 1992
    Date of Patent: May 25, 1993
    Assignees: Shiono Koryo Kaisha, Ltd., Lion Corporation
    Inventors: Masakazu Ishihara, Tomoyuki Tsuneya, Minoru Shiga, Hiroshi Sato, Fumio Yoshida, Keiichi Yamagishi
  • Patent number: 5081251
    Abstract: Stilbene compounds of the general formula Ia, Ib or IcR.sup.1 R.sup.2 R.sup.3 Ar.sup.1 --CH.dbd.CH--Ar.sup.3 R.sup.4 R.sup.5 R.sup.6 (Ia)R.sup.1 R.sup.2 R.sup.3 Ar.sup.1 --CH.dbd.CH--Ar.sup.2 R.sup.4 R.sup.5 R.sup.6 --CH.dbd.CH--Ar.sup.3 R.sup.7 R.sup.8 R.sup.9 (Ib)R.sup.1 R.sup.2 R.sup.3 Ar.sup.1 --CH.dbd.CH--Ar.sup.2 (CH.sub.2).sub.n Ar.sup.3 --CH.dbd.CH--Ar.sup.4 R.sup.4 R.sup.5 R.sup.6 (Ic)where Ar.sup.1 to Ar.sup.4 are identical or different aromatic or quasi-aromatic radicals and n is from 0 to 20 and where either at least one of the radicals R.sup.1 to R.sup.6 or R.sup.9 is hydrocarbon-solubilizing alkyl, alkoxy, dialkylamino or diarylamino of 4 or more carbon atoms in the alkyl moiety or, if formula Ic contains no radicals R.sup.1 to R.sup.6, n is not less than 4, are prepared by metalating a toluene/xylene analog R.sup.1 R.sup.2 R.sup.3 ArCH.sub.3 or H.sub.3 CR.sup.4 R.sup.5 R.sup.6 ArCH.sub.
    Type: Grant
    Filed: September 7, 1989
    Date of Patent: January 14, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Dietmar Bender, Klaus Bronstert
  • Patent number: 5047171
    Abstract: A liquid crystal compound suitable as a material for ferroelectric liquid crystal display elements and a liquid crystal composition containing the same are provided, which liquid crystal compound is an optically active-2,5-diphenylpyridine expressed by the formula (I) ##STR1## wherein one of R.sup.1 and R.sup.2 is 1-20C alkenyl, alkynyl, alkoxy, alkenyloxy or alkynyloxy and the other is an optically active group; and X and Y each independently represent H, halogen or CN and at least one of X and Y is H.
    Type: Grant
    Filed: September 1, 1988
    Date of Patent: September 10, 1991
    Assignee: Chisso Corporation
    Inventors: Kouji Ohno, Shinichi Saito, Hiromichi Inoue
  • Patent number: 4988813
    Abstract: 2-Amino-4-hydroxy-6-[2-(4-carboxyphenyl)alk-1-en-1-yl]pyrido[2,3,-d]pyrimid ines and 2-amino-4-hydroxy-6-[2-(4-carboxyphenyl)alk-1-yn-1-yl]pyrido[2,3-d]pyrimid ines are prepared through through the reaction of a haloaromatic compound and an unsaturated compound in the presence of a palladium catalyst. The products are chemical intermediates for the preparation of antineoplastic agents.A typical embodiment is the reaction of a protected 2-amino-4-hydroxy-6-ethynylpyrido[2,3-d]pyrimidine and an ester of 4-iodobenzoic acid.
    Type: Grant
    Filed: August 8, 1988
    Date of Patent: January 29, 1991
    Assignee: The Trustees of Princeton University
    Inventors: Edward C. Taylor, George S. K. Wong
  • Patent number: 4960890
    Abstract: Methine dyes (I) which conform in one of their tautomeric forms to the general formula ##STR1## where Y.sup.1 is in both or either case an electron-attracting group and the other Y.sup.1 is hydrogen,Y.sup.2 is in each case, independently of the others, hydrogen, --CN, halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.5 -C.sub.7 -cycloalkyl, phenyl, pyridyl or together with a further Y.sup.2 a five- or six-membered ring which may have a fused-on benzene ring,R is hydrogen, C.sub.1 -C.sub.20 -alkyl, C.sub.7 -C.sub.10 -aralkyl or .beta.
    Type: Grant
    Filed: October 5, 1989
    Date of Patent: October 2, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Ewald Daltrozzo, Werner Sulger
  • Patent number: 4923884
    Abstract: Retinoid-like activity is exhibited by compounds of the formula ##STR1## wherein A is pyridyl, furyl, thienyl, pyridazinyl, pyrimidinyl or pyrazinyl; n is 0-5; and B is H, --COOH and its esters, amides and pharmaceutically acceptable salts, --CHO and its acetal derivatives, --COR.sub.1 and its ketal derivatives where R.sub.1 is --(CH.sub.2).sub.n CH.sub.3 where n is defined above, or --CH.sub.2 OH and its ether and acyl ester derivatives; or a pharmaceutically acceptable salt.
    Type: Grant
    Filed: April 1, 1988
    Date of Patent: May 8, 1990
    Assignee: Allergan, Inc.
    Inventor: Roshantha A. S. Chandraratna
  • Patent number: 4898455
    Abstract: There is described compounds of the formula ##STR1## wherein X stands for CH and Y stands for N or X stands for N and Y stands for CH; A.sup.1 and A.sup.2 signify single covalent bonds or one of the groups A.sup.1 and A.sub.2 also signifies trans-1,4-cyclohexylene, cis-4-cyano-trans-1,4-cyclohexylene or 1,4-phenylene optionally substituted with halogen or methyl; ring B represents trans-1,4-cyclohexylene, 1,4-phenylene optionally substituted with halogen or methyl or, when A.sup.2 signifies a single covalent bond, also cis-4-cyano-trans-1,4-cyclohexylene; R.sup.1 denotes an optionally halogen-substituted alkyl or alkenyl group in which optionally one CH.sub.2 group or two non-adjacent CH.sub.2 groups is/are replaced by --O--, --COO-- and/or --OOC--; R.sup.2 signifies an optionally halogen-substituted alkyl or alkenyl group in which optionally one CH.sub.2 group or two non-adjacent CH.sub.2 groups is/are replaced by --O--, --COO-- and/or --OOC-- or R.sup.
    Type: Grant
    Filed: April 16, 1987
    Date of Patent: February 6, 1990
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Richard Buchecker, Alfred Germann, Stephen Kelly, Martin Schadt