Halogen In Acid Moiety Patents (Class 560/62)
  • Publication number: 20040073058
    Abstract: A process for the preparation of fibrates of formula I 1
    Type: Application
    Filed: November 24, 2003
    Publication date: April 15, 2004
    Inventor: Giuseppe Guazzi
  • Patent number: 6555577
    Abstract: The present invention relates to compounds of the general formula (I) The compounds are useful in the treatment and/or prevention of conditions mediated by nuclear receptors, in particular the Peroxisome Proliferator-Activated Receptors (PPAR).
    Type: Grant
    Filed: January 26, 2001
    Date of Patent: April 29, 2003
    Assignee: Novo Nordisk A/S
    Inventors: John Patrick Mogensen, Per Sauerberg, Paul Stanley Bury, Lone Jeppesen, Ingrid Pettersson
  • Patent number: 6337306
    Abstract: Phenoxyacetic acid derivatives of the formula: wherein R1, R2, Xn and A are as defined herein, and a process for preparing the derivatives. The derivatives are used as herbicides.
    Type: Grant
    Filed: November 5, 1999
    Date of Patent: January 8, 2002
    Assignee: Rhone-Poulenc Agro
    Inventors: Norio Sasaki, Atsushi Go, Hideshi Mukaida, Yukiko Oe
  • Patent number: 6310237
    Abstract: A process for the preparation of derivatives of halo-but-2-enoic acids and esters high in 2-ene content, several of which are novel. The esters and their derivatives are useful as promoters for the polymerization of ethylene or the copolymerization of ethylene with &agr;-olefins and, optionally, nonconjugated polyenes. The promoters can also be combined with transition metal compounds, e.g., vanadium, to form combination promoter-catalyst compounds.
    Type: Grant
    Filed: July 18, 2000
    Date of Patent: October 30, 2001
    Assignee: Uniroyal Chemical Company, Inc.
    Inventors: Xu Wu Feng, Walter Nudenberg
  • Patent number: 6258296
    Abstract: A fluorine-substituted compound of the following general formula (1) or (2), and a ferrielectric liquid crystal composition comprising the above compound and a specific ferrielectric liquid crystal compound, wherein, in the formula (1), each of X1 and X2 is a hydrogen atom, or one of them is a hydrogen atom and the other is a fluorine atom, p is an integer of 0 to 3 and q is an integer of 1 to 3, and in the formula (2), each of X1 and x2 is a hydrogen atom, or one of them is a hydrogen atom and the other is a fluorine atom, p is an integer of 1 to 3 and q is an integer of 1 to 3.
    Type: Grant
    Filed: January 19, 2000
    Date of Patent: July 10, 2001
    Assignee: Mitsubishi Gas Chemical Company INC
    Inventors: Masahiro Johno, Yuki Motoyama, Takahiro Matsumoto, Hiroshi Mineta, Tomoyuki Yui
  • Patent number: 6239317
    Abstract: There is described a four step process for the production of halogeno-o-hydroxydiphenyl compounds having the formula in which X is —O—or —CH2—; m is 1 to 3; and n is 1 or 2; wherein in the first step, a diphenyl compound is chlorinated; in a second step the chlorinated compound is acylated in a Friedel-Crafts reaction and optionally again chlorinated after the acylation; in a third step the acyl compound is oxidised; and in a fourth step the oxidized compound is hydrolyzed. The compounds of formula (1) are useful for the protection of organic materials against microorganisms.
    Type: Grant
    Filed: February 5, 1998
    Date of Patent: May 29, 2001
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Surendra Umesh Kulkarni, Vadiraj Subbanna Ekkundi, Pradeep Jeevaji Nadkarni, Chandrasekhar Dayal Mudaliar, Kishore Ramachandra Nivalkar
  • Patent number: 6229026
    Abstract: A method for the preparation of citalopram comprising the steps of reacting a compound of Formula (IV) wherein R1 is C1-6 alkyl and X is O or NH, successively with a Grignard reagent of 4-halogen-fluorophenyl and a Grignard reagent of 3-halogen-N,N-dimethylpropylamine, respectively, effecting ring-closure of the resulting compound of Formula (V) wherein R1 and X are as defined above, and converting the resulting 1,3-dihydroisobenzofuran compound to the corresponding 5-cyano derivative, i.e. citalopram.
    Type: Grant
    Filed: January 7, 2000
    Date of Patent: May 8, 2001
    Assignee: H. Lundbeck, A/S
    Inventor: Hans Petersen
  • Patent number: 6177154
    Abstract: Disclosed are (a) liquid crystalline compounds which are essential as component of the liquid crystal compositions, are excellent in miscibility with other liquid crystal compositions, particularly in the miscibility at low temperatures, and expressed by the general formula (1) wherein R0 and R1 independently represent an alkyl group having 1 to 10 carbon atoms; ring A0, ring A1, ring A2, and ring A3 represent 1,4-cyclohexylene group, 1,3-dioxane-2,5-diyl group, 1,4-phenylene group in which one or more hydrogen atoms on the ring may be represented by a halogen atom or R2O group, pyridine-2,5-diyl group, or pyrimidine-2,5-diyl group; Z0, Z1, Z2, and Z3 represent —CH2CH2—, —CH═CH—, —C≡C—, —CH2O—, —OCH2—, —CF2O—, —OCF2—, —COO—, —OCO—, —(CH2)4—, or single bond; Q1 and Q2 represent hydrogen atom or a halogen atom; Q3 represents hydrogen atom, a halogen atom, or R2O g
    Type: Grant
    Filed: March 16, 1999
    Date of Patent: January 23, 2001
    Assignee: Chisso Corporation
    Inventors: Shuichi Matsui, Tugumiti Andou, Kazutoshi Miyazawa, Hiroyuki Takeuchi, Yasusuke Hisatsune, Fusayuki Takeshita, Etsuo Nakagawa
  • Patent number: 6174573
    Abstract: A novel tolan compound of the formula (I): wherein A is C1-10 alkyl, C1-10 alkoxy, cyclohexyl substituted by C1-10 alkyl at 4 position, cyclohexyl substituted by C1-10 alkoxy group at 4 position or a group of the formula: wherein Y is hydrogen or halogen and Z is C1-10 alkyl or halogen; B is a single bond or —CO—O— or —O—CO—; D is hydrogen, C1-10 alkyl, cyclohexyl substituted by C1-10 alkyl at 4 position; and Z represents a hydrogen atom or a halogen atom. The tolan compound can increase the N-I point, decrease the viscosity, and increase the double refractive index of a liquid crystal composition without affecting the viscosity and threshold voltage Vth, and is mutually soluble with various other liquid crystal compounds, so that the compound can be used as a constituent of a liquid crystal composition in combination with these other liquid crystal materials to improve the properties of the composition.
    Type: Grant
    Filed: May 19, 1999
    Date of Patent: January 16, 2001
    Assignee: Citizen Watch Co., Ltd.
    Inventors: Tomijiro Naito, Kikuo Yamamoto, Katsuji Niino, Yumiko Sakamaki
  • Patent number: 6153787
    Abstract: The invention encompasses a process for making compounds of Formula I or Ia useful in the treatment of cyclooxygenase-2 mediated diseases.
    Type: Grant
    Filed: December 4, 1998
    Date of Patent: November 28, 2000
    Assignee: Merck & Co., Inc.
    Inventors: Kai Rossen, Guo-Jie Ho, Ralph P. Volante, Roger N. Farr, David J. Mathre
  • Patent number: 6147251
    Abstract: A process for the preparation of derivatives of halo-but-2-enoic acids and esters high in 2-ene content, several of which are novel. The esters and their derivatives are useful as promoters for the polymerization of ethylene or the copolymerization of ethylene with .alpha.-olefins and, optionally, nonconjugated polyenes. The promoters can also be combined with transition metal compounds, e.g., vanadium, to form combination promoter-catalyst compounds.
    Type: Grant
    Filed: November 6, 1998
    Date of Patent: November 14, 2000
    Assignee: Uniroyal Chemical Company, Inc.
    Inventors: Xu Wu Feng, Walter Nudenberg
  • Patent number: 6133469
    Abstract: A novel anti-ferroelectric liquid crystal compounds of the formula (1), ##STR1## wherein R is a linear alkyl group having 6 to 12 carbon atoms, X is a hydrogen atom or a fluorine atom, m is an integer of 1 to 3, n is an integer of 1 or 2, and C* is an asymmetric carbon atom.The above anti-ferroelectric liquid crystal compounds have an anti-ferroelectric phase in a broad temperature range, so that they can be advantageously used as a main component for a liquid crystal material for practical use or as a component for a liquid crystal composition.
    Type: Grant
    Filed: August 3, 1999
    Date of Patent: October 17, 2000
    Assignee: Mitsubishi Gas Chemical Company
    Inventors: Takakiyo Mine, Masahiro Johno, Tomoyuki Yui
  • Patent number: 6096783
    Abstract: Cyclobutane analogs of PGF.sub.2.alpha., PGD.sub.2, and PGE.sub.2 and methods of their use in treating glaucoma and ocular hypertension are disclosed.
    Type: Grant
    Filed: December 15, 1998
    Date of Patent: August 1, 2000
    Assignee: Alcon Laboratories, Inc.
    Inventor: Mark R. Hellberg
  • Patent number: 6057006
    Abstract: The invention relates to fluorocyclohexane derivatives of the formula I ##STR1## in which R.sup.1, Z.sup.1, Z.sup.2, L.sup.1, L.sup.2, L.sup.3 and X are as defined as below:X is alkyl or alkoxy having 1 to 10 carbon atoms which is unsubstituted or substituted by halogen, alkenyl or alkenyloxy having 2 to 10 carbon atoms which is unsubstituted or substituted by --CN, --CF.sub.3 or --F, or is --CN, --F, --OCHF.sub.2, --OCF.sub.3, --OCHFCF.sub.3 or --OCF.sub.2 CF.sub.3,L.sup.1, L.sup.2 and L.sup.3 are each, independently of one another, H or F,R.sup.1 is H, an alkyl or alkenyl radical having 1-12 carbon atoms which is unsubstituted, monosubstituted by CN or CF.sub.3 or substituted by halogen, where one or more non-adjacent CH.sub.2 groups in these radicals may also, in each case independently of one another, be replaced by --O--, --S--, --CO--, --.diamond.--, --CO--O--, --O--CO-- or --O--CO--O--,Z.sup.1 and Z.sup.2 are each, independently of one another, --CO--O--, --O--CO--, --CH.sub.2 O--, --O--, --O--CH.sub.
    Type: Grant
    Filed: June 4, 1998
    Date of Patent: May 2, 2000
    Assignee: Merck Patent Gesellschaft
    Inventors: Peer Kirsch, Kazuaki Tarumi, Joachim Krause
  • Patent number: 5985920
    Abstract: A fluorine-containing prostaglandin derivative of the formula (1) (or a salt thereof) and a medicine containing it, particularly, a preventive or therapeutic medicine for an eye disease: ##STR1## wherein A is a vinylene group or the like, R.sup.1 is an aryloxyalkyl group or the like, R.sup.2 and R.sup.3 are hydrogen atoms or the like, and Z is OR.sup.4 (wherein OR.sup.4 is a hydrogen atom or an alkyl group) or the like.
    Type: Grant
    Filed: August 3, 1998
    Date of Patent: November 16, 1999
    Assignees: Asahi Glass Company Ltd., Santen Pharmaceutical Co., Ltd.
    Inventors: Eiichi Shirasawa, Masaaki Kageyama, Tadashi Nakajima, Takashi Nakano, Nobuaki Mori, Hideshi Sasakura, Yasushi Matsumura, Yoshitomi Morizawa
  • Patent number: 5972244
    Abstract: A novel tolan compound of the formula (I): ##STR1## wherein A is C.sub.1-10 alkyl, C.sub.1-10 alkoxy, cyclohexyl substituted by C.sub.1-10 alkyl at 4 position, cyclohexyl substituted by C.sub.1-10 alkoxy group at 4 position or a group of the formula: ##STR2## wherein Y is hydrogen or halogen and Z is C.sub.1-10 alkyl or halogen; B is a single bond or --CO--O-- or --O--CO--; D is hydrogen, C.sub.1-10 alkyl, cyclohexyl substituted by C.sub.1-10 alkyl at 4 position; and Z represents a hydrogen atom or a halogen atom. The tolan compound can increase the N-I point, decrease the viscosity, and increase the double refractive index of a liquid crystal composition without affecting the viscosity and threshold voltage Vth, and is mutually soluble with various other liquid crystal compounds, so that the compound can be used as a constituent of a liquid crystal composition in combination with these other liquid crystal materials to improve the properties of the composition.
    Type: Grant
    Filed: January 13, 1998
    Date of Patent: October 26, 1999
    Assignee: Citizen Watch Co., Ltd.
    Inventors: Tomijiro Naito, Kikuo Yamamoto, Katsuji Niino, Yumiko Sakamaki
  • Patent number: 5917015
    Abstract: A support material for solid phase synthesis is provided having an amine-containing organic group attached to it through a linker.
    Type: Grant
    Filed: June 18, 1996
    Date of Patent: June 29, 1999
    Assignee: Regents of the University of Minnesota
    Inventors: Knud J. Jensen, George Barany, Micheal F. Songster, Fernando Albericio, Jordi Alsina, Josef Vagner
  • Patent number: 5883106
    Abstract: Novel compounds having the ability to inhibit 5-lipoxygenase enzyme and having the following formula I: ##STR1## and the pharmaceutically acceptable salts thereof, wherein Ar.sup.1 is a heterocyclic moiety which is selected from imidazolyl, pyrrolyl, pyrazolyl, 1,2,3-triazolyl, 1,2,4-triazolyl, indolyl, indazolyl and benzimidazolyl, which is bonded to X.sup.1 through a ring nitrogen atom, and which may be optionally substituted with one or two substituents selected from halo, hydroxy, cyano, amino, and C.sub.1-4 alkyl; X.sup.1 is a direct bond or C.sub.1-4 alkylene; Ar.sup.2 is phenylene optionally substituted with halo, hydroxy, cyano, and amino X.sup.2 is --A--X-- or --X--A-- wherein A is a direct bond or C.sub.1-4 alkylene and X is oxy, thio, sulfinyl or sulfonyl; Ar.sup.3 is phenylene, pyridylene, thienylene, furylene, oxazolylene or thiazolylene optionally substituted with one or two substituents selected from halo, hydroxy, cyano, amino and C.sub.1-4 alkyl; R.sup.1 and R.sup.2 are each C.sub.
    Type: Grant
    Filed: February 6, 1998
    Date of Patent: March 16, 1999
    Assignee: Pfizer Inc.
    Inventors: Rodney W. Stevens, Takashi Mano, Kazunari Nakao, Yoshiyuki Okumura
  • Patent number: 5736576
    Abstract: The present invention provides methods for treating cancer, particularly malignant tumors, with thyroxine analogues having no significant hormonal activity. A thyroxine analogue is administered to an afflicted mammal in an amount effective to cause depression or regression of malignant tumor growth or to treat cancer.
    Type: Grant
    Filed: June 4, 1996
    Date of Patent: April 7, 1998
    Assignee: Octamer, Inc.
    Inventors: Ernest Kun, Jerome Mendeleyev
  • Patent number: 5728864
    Abstract: A liquid crystal compound of the formula (1) ##STR1## wherein R is a linear alkyl group having 6 to 12 carbon atoms,both X and Y are hydrogen atoms or one of X and Y is a fluorine atom and the other is a hydrogen atom,A is --CF.sub.3 or --C.sub.2 F.sub.5,m is an integer of 2 to 4,n is an integer of 2 to 4, andC* is an asymmetric carbon,having a ferrielectric phase in its phase sequence, or a ferrielectric liquid crystal composition containing the liquid crystal compound of the formula (1) having a ferrielectric phase, may be injected between substrates provided with nonlinear active elements, such as thin film transistors or diodes formed on each pixel, to form an active matrix liquid crystal display device.
    Type: Grant
    Filed: April 12, 1996
    Date of Patent: March 17, 1998
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Yuki Motoyama, Tomoyuki Yui, Masahiro Johno, Maki Ito, Takahiro Matsumoto, Hiroshi Mineta
  • Patent number: 5728323
    Abstract: A process for the preparation of dialkyl tetrahalophthalates. A tetrahalophthalic anhydride or acid is dissolved in excess C.sub.1 -C.sub.18 alkanols. Residual sulfuric acid is removed by treatment with magnesium acetate or multiple water washes. The mass is esterified with a tetraalkyl titanate, and residual acidic components are removed by treatment with magnesium silicate. These treatments improve processability, production cycle time, product color, clarity and purity.
    Type: Grant
    Filed: November 6, 1995
    Date of Patent: March 17, 1998
    Assignee: Unitex Chemical Corporation
    Inventors: James F. Day, James J. Good
  • Patent number: 5705167
    Abstract: Novel pharmaceutically/cosmetically-active aromatic polyenic compounds have the structural formula (I): ##STR1## and are useful for the treatment of a wide variety of disease states, whether human or veterinary, for example dermatological, rheumatic, respiratory, cardiovascular, bone and ophthalmological disorders, as well as for the treatment of mammalian skin and hair conditions/disorders.
    Type: Grant
    Filed: April 26, 1995
    Date of Patent: January 6, 1998
    Assignee: Centre International de Recherches Dermatologiques Galderma
    Inventors: Jean-Michel Bernardon, Philippe Nedoncelle
  • Patent number: 5686633
    Abstract: Inks, particularly inks for ink jet printing, contain at least one compound of the formula I ##STR1## as a stabilizer. The symbols R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.3 ' and R.sub.4 ' are as defined in claim 1. The compounds are in part novel and are suitable for use as light stabilizers for organic materials.
    Type: Grant
    Filed: December 31, 1991
    Date of Patent: November 11, 1997
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Eric Vieira, Hugh Stephen Laver
  • Patent number: 5675032
    Abstract: The present invention relates to an-economically and ecologically advantageous process, which is easy to carry out, for the preparation of specific polyethylene glycol diesters of 2-(4-chloro-2-methylphenoxy)-propionic acid, and to the substance mixture obtainable by this process and the use thereof as a root penetration inhibitor in building materials and insulating compositions, such as, for example, bitumen.
    Type: Grant
    Filed: April 4, 1995
    Date of Patent: October 7, 1997
    Assignee: Bayer Aktiengesellschaft
    Inventors: Lutz Heuer, Heinz-Joachim Rother, Volker Glock
  • Patent number: 5639906
    Abstract: This invention relates to compositions and methods useful for measuring pH generally, and intracellular pH specifically, and, more particularly, to a new class of fluorescent and fluorinated (NMR sensitive) aromatic compounds having excitation emission wavelengths in the ultraviolet or or visible portions of the electromagnetic spectrum, useful as pH indicators, as well as fluorine containing analogs useful in NMR spectroscopic determinations.
    Type: Grant
    Filed: October 11, 1994
    Date of Patent: June 17, 1997
    Assignee: The United States of America as represented by the Department of Health and Human Services
    Inventors: Robert E. London, Louis A. Levy, Chung K. Rhee
  • Patent number: 5530145
    Abstract: Novel anticholesteremic compounds capable of reducing blood cholesterol levels. Also included in this invention are (i) intermediates from which the abovementioned anticholesteremic compounds can be prepared, and (ii) methods for preparing both the intermediates and the anticholesteremic compounds.
    Type: Grant
    Filed: December 6, 1994
    Date of Patent: June 25, 1996
    Assignee: Syn-Tech Chem & Pharm Co., Ltd.
    Inventors: Hui-Po Wang, On Lee, Chin-Tsai Fan
  • Patent number: 5512595
    Abstract: New substituted phenoxyisobutyric acids and esters that can be used as medicaments and correspond to the formula: ##STR1## wherein X, A, R, R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7 and Z are as defined in the description.Those compounds and their physiologically tolerable salts can be used therapeutically.
    Type: Grant
    Filed: April 19, 1994
    Date of Patent: April 30, 1996
    Assignee: Adir et Compagnie
    Inventors: Gilbert Regnier, Claude Guillonneau, Jean-Paul Vilaine, Albert Lenaers, Christine Breugnot
  • Patent number: 5451573
    Abstract: Substituted cyclohexane derivatives for the treatment of diseases Esters of cyclohexane derivatives of the formula I ##STR1## in which A--B, R.sup.3, R.sup.4, R.sup.5, Y and Z have the meanings indicated, for use as inhibitors of the glucose-6-phosphatase system of the liver in mammals are described. The compounds are suitable for the production of pharmaceutical preparations.
    Type: Grant
    Filed: September 7, 1993
    Date of Patent: September 19, 1995
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Horst Hemmerle, Peter Schindler, Roland Utz, Robert Rippel, Andreas Herling
  • Patent number: 5387718
    Abstract: Alkylphenyl alkyl ethers or alkylphenyl alkyl thioethers, of the formula ##STR1## where U represents O or S; and R.sub.1 -R.sub.6 each independently represent an alkyl or aryl group with 1-6 C atoms, but R.sub.1 -R.sub.5 may each independently represent a functional group other than these, particularly --COOR (R=C.sub.1-4 alkyl), --NO.sub.2, --NH.sub.2, --O--CH.sub.2 --CH.sub.2 --OH, --OH, --CHO, --H, or -halogen;R.sub.1 -R.sub.5 may be bridged by suitable bifunctional substituents, such as, e.g., --(CH.sub.2).sub.x --, or --(CH.sub.2).sub.x --Z--(CH.sub.2).sub.y -- (where Z represents a hetero atom; x=0-7 and y=0-7), or by unsaturated substituents or anellated ring systems; may be produced in high space-time yield by reacting the corresponding phenol or thiophenol with a arylalkyl carbonate at a temperature of 70.degree.-300.degree. C. under elevated or normal pressure, in the presence of a monocyclic, bicyclic, polycyclic, or acyclic amidine as a catalyst.
    Type: Grant
    Filed: July 14, 1992
    Date of Patent: February 7, 1995
    Assignee: Huels Aktiengesellschaft
    Inventors: Gunther Kohler, Peter Bickert
  • Patent number: 5380915
    Abstract: A liquid-crystalline copolymer comprising the repeating units represented by the following general formulas ##STR1## wherein each of r and p is an integer of 2 to 5, q is an integer of 0 to 3, m is an integer of 1 to 20, and R.sup.1 is ##STR2## R.sup.2 being --COOR.sup.3, --OR.sup.3 or --OCOR.sup.3 R.sup.3, ##STR3## each of R.sup.4 and R.sup.5 being --CH.sub.3 or a halogen atom, each of a and d being an integer of 0 to 10, b being an integer of 0 or 1, with the proviso that d is not 0 when R.sup.5 is --CH.sub.3, the repeating units [I] and [II] being present in the liquid-crystalline copolymer in a substantial molar ratio [I]:[II] of 1:1, exhibits ferroelectricity even at a temperature neighboring room temperature and having a high response speed to changes of external electric fields.
    Type: Grant
    Filed: May 26, 1993
    Date of Patent: January 10, 1995
    Assignee: Idemitsu Kosan Co., Ltd.
    Inventors: Kazuharu Morita, Satoshi Hachiya, Fumio Moriwaki, Hiroyuki Endo
  • Patent number: 5364560
    Abstract: An antiferroelectric liquid crystal compound which is a compound represented by ##STR1## wherein R denotes a linear aliphatic alkyl group having 6 to 14 carbon atoms; A denotes a single bond or an oxygen atom; X and Y independently denote a hydrogen atom or a fluorine atom but they are not hydrogen atoms at the same time; h and i are independently 1 or 2; m is an integer of 3 to 10; Z denotes CH.sub.3, C.sub.2 H.sub.5 or CF.sub.3 ; k is 0 or an integer of 5 to 8; l is 0 or 1; n is an integer of 1 to 6; W denotes CH.sub.3 or CF.sub.3 ; when W is CH.sub.3, p and q are both 0 and r is 8; when W is CF.sub.3, p is 5 to 8, q is 1 and r is 1 to 4; and C* denotes an asymmetric carbon atom,and a liquid crystal display device using same.
    Type: Grant
    Filed: January 29, 1992
    Date of Patent: November 15, 1994
    Assignee: Mitsubishi Gas Chemical Co., Inc.
    Inventors: Masamichi Mizukami, Tomoyuki Yui, Masahiro Johno, Yoshihisa Arai, Hiroshi Mineta
  • Patent number: 5344638
    Abstract: Disclosed are contrast agents of the formula ##STR1## contained in aqueous compositions and methods for their use in diagnostic radiology of the gastrointestinal tract whereinwhereinZ=H, halo, C.sub.1 -C.sub.20 alkyl, cycloalkyl, lower alkoxy, cyano, where the alkyl and cycloalkyl groups can be substituted with halogen or halo-lower-alkyl groups;R=C.sub.1 -C.sub.25 alkyl, cycloalkyl, or halo-lower-alkyl, optionally substituted with halo, fluoro-lower-alkyl, aryl, lower-alkoxy, hydroxy, carboxy, lower-alkoxy carbonyl or lower-alkoxy-carbonyloxy, (CR.sub.1 R.sub.2).sub.p --(CR.sub.3 .dbd.CR.sub.4).sub.m Q, or (CR.sub.1 R.sub.2).sub.p --C.tbd.C--Q;R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are independently lower-alkyl, optionally substituted with halo;x is 1-3y is 1-4;n is 1-5;m is 1-15;p is 1-10; andQ is H, lower-alkyl, lower-alkenyl, lower-alkynyl, lower-alkylene, aryl, or aryl-lower alkylin an aqueous, pharmaceutically acceptable carrier.
    Type: Grant
    Filed: March 11, 1993
    Date of Patent: September 6, 1994
    Assignee: Sterling Winthrop Inc.
    Inventors: Carl R. Illig, Brent D. Douty
  • Patent number: 5340498
    Abstract: A novel anti-ferroelectric liquid crystal of the formula (I), ##STR1## wherein: is an integer of 3 to 8,each of X and Y is independently a hydrogen atom or a fluorine atom,Z is --CF.sub.3, --CH.sub.3 or --C.sub.2 H.sub.5,q is 0 or 5,m is 0 or 1,n is an integer of 2 to 8, andC* is an asymmetric carbon, provided that when m is 0, q is 0 and n is an integer of 4 to 8 and that when m is 1, q is 5 and z is --CF.sub.3,and use of tile above liquid crystal as a liquid crystal display device.
    Type: Grant
    Filed: August 19, 1993
    Date of Patent: August 23, 1994
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Yoshihisa Arai, tomoyuki Yui, Yoshihiro Gocho
  • Patent number: 5310757
    Abstract: Derivatives of 3,3,5-trimethylcyclohexanol methyl-2-propionate, preparation method, and therapeutical compositions containing them. Such derivatives have general formula (I).
    Type: Grant
    Filed: January 16, 1992
    Date of Patent: May 10, 1994
    Assignee: Panmedica
    Inventors: Claude Laruelle, Marcel Lepant
  • Patent number: 5296612
    Abstract: A process for producing an enyne derivative, and intermediate, which is useful for preparing compounds showing strong inhibiting activities against squalane epoxidase of Eumycetes and strong anti-cholesterol activities. The process comprises reacting a compound of the formula: ##STR1## wherein W is a halogen atom, with an acetylene derivative, in the presence of a palladium catalyst, to obtain a compound of the formula: ##STR2## and, if necessary, N-alkylating this compound.
    Type: Grant
    Filed: November 12, 1992
    Date of Patent: March 22, 1994
    Assignee: Banyu Pharmaceutical Co., Ltd.
    Inventors: Susumu Nakagawa, Akira Asai, Satoru Kuroyanagi, Makoto Ishihara, Yoshiharu Tanaka
  • Patent number: 5294724
    Abstract: 4-Hydroxytetrahydropyran-2-ones and the corresponding dihydroxycarboxylic acid derivatives, salts and esters, process for their preparation, their use as pharmaceuticals, and pharmaceutical preparations and precursors.Compounds of the formula I ##STR1## and the corresponding open-chain dihydroxycarboxylic acids of the formula II ##STR2## in which X, Y, R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 have the meanings indicated, and also their pharmacologically tolerable salts with bases and their pharmacologically tolerable esters, processes for the preparation of these compounds, their use as pharmaceuticals and pharmaceutical preparations are described. In addition, compounds of the formula III ##STR3## in which R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, X and Y have the meanings indicated are described.
    Type: Grant
    Filed: September 6, 1990
    Date of Patent: March 15, 1994
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Heiner Jendralla, Gunther Wess, Kurt Kesseler, Gerhard Beck
  • Patent number: 5290812
    Abstract: Phenoxyalkylcarboxylic acid derivatives represented by the following formula (I) ##STR1## having a strong and selective leukotriene antagonistic action and useful for prophylaxis and therapy of allergic diseases as asthma and processes of preparing the same.
    Type: Grant
    Filed: December 30, 1991
    Date of Patent: March 1, 1994
    Assignee: Kyorin Pharmaceutical Co., Ltd.
    Inventors: Mitsuo Ohashi, Toshio Tanaka, Norihisa Ishikawa, Tetsuya Kishi
  • Patent number: 5288742
    Abstract: The invention concerns .alpha.,.alpha.-dialkylbenzyl derivatives of the formula I ##STR1## wherein Ar.sup.1 is phenyl or naphthyl, or a 10-membered bicyclic heterocyclic moiety containing one or two nitrogen heteroatoms and optionally containing a further heteroatom selected from nitrogen, oxygen and sulphur;A.sup.1 is a direct link to X.sup.1 or is (1-3C)alkylene;X.sup.1 is oxy, thio, sulphinyl or sulphonyl;the phenylene group may optionally bear one or two substituents R.sup.3 ;each of R.sup.1 and R.sup.2, which may be the same or different, is (1-4C)alkyl, (2-4C)alkenyl, (2-4C)alkynyl, fluoro-(1-4C)alkyl, phenyl or phenyl-(1-4C)alkyl, provided that both of R.sup.1 and R.sup.2 are not methyl or fluoromethyl; andQ is cyano, amino, nitro, formyl, (1-4C)alkoxy, thiazolyl or (2-4C)alkanoyl;or a pharmaceutically-acceptable salt thereof;processes for their manufacture; pharmaceutical compositions containing them and their use as 5-lipoxygenase inhibitors.
    Type: Grant
    Filed: March 18, 1992
    Date of Patent: February 22, 1994
    Assignees: Imperial Chemical Industries PLC, ICI Pharma
    Inventors: Philip N. Edwards, David Waterson
  • Patent number: 5284971
    Abstract: Compounds of general formula (I) ##STR1## wherein R.sup.1 is (CH.sub.2).sub.n ((CHNR.sup.7 R.sup.8).sub.m C(O)R.sup.9 ; n=1-3; and m=0 or 1;R.sup.3 and R.sup.5 are independently Cl, Br, I, or CH.sub.3 ;R.sup.7 and R.sup.8 are independently H or (C.sub.1 -C.sub.4)alkyl;R.sup.9 is OH, (C.sub.1 -C.sub.4)alkoxy, or NR.sup.7 R.sup.8 ;R.sup.31 is H, Cl, Br, I, (C.sub.1 -C.sub.4)alkyl, (C.sub.4 -C.sub.6)cycloalkyl, (C.sub.1 -C.sub.4)haloalkyl, (C.sub.4 -C.sub.6)halocycloalkyl, or --CH(R.sup.10)Ar where Ar is selected from 5-hydroxypyrid-2-yl, 6-hydroxypyrid-3-yl, 6-hydroxypyridazin-3-yl, 6-methoxypyridazin-3-yl, 6-hydroxypyridazin-3-yl N-oxide, and 6-methoxypyridazin-3-yl N-oxide and R.sup.10 is H or (C.sub.1 -C.sub.4)alkyl;R.sup.41 is OH or a bioprecursor thereof; and the pharmaceutically acceptable salts thereof; are structural analogs of the thyroid hormones T.sub.3 and T.sub.4 and exhibit selective thyromimetic activity.
    Type: Grant
    Filed: July 16, 1992
    Date of Patent: February 8, 1994
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Keith A. Walker, Sharada S. Labadie, Denis J. Kertesz, Craig W. Laughton
  • Patent number: 5264152
    Abstract: An optically active compound represented by the formula (I): ##STR1## wherein R is a straight or branched chain alkyl or alkoxy group having 1 to 15 carbon atoms, ##STR2## is a 1,4-cyclohexylene or 1,4-phenylene group, ##STR3## is a 1,4-phenylene or 3-fluoro-1,4-phenylene group, X is a mono-, di- or tri-fluoromethyl group, W is a straight or branched chain or cyclic alkylene group having 1 to 16 carbon atoms or a straight or branched chain alkenylene group having 2 to 16 carbon atoms, Y is a bond or --COO--, and Z is a straight or branched chain alkyl group having 1 to 8 carbon atoms, a phenyl group or a hydrogen atom, which is useful as a component of ferroelectric liquid crystal compositions or as a device utilizing said composition.
    Type: Grant
    Filed: April 7, 1992
    Date of Patent: November 23, 1993
    Assignee: Sharp Kabushiki Kaisha
    Inventors: Makoto Shiomi, Mitsuhiro Koden, Tomoaki Kuratate, Fumiaki Funada
  • Patent number: 5260475
    Abstract: The hydroxybenzoic acids, e.g., salicylic acid and parahydroxybenzoic acid, are esterified by reacting same with a halocarbon, advantageously a halogenated derivative of an aliphatic, cycloaliphatic, cyclo- or arylaliphatic hydrocarbon, in essentially homogeneous liquid phase and in the presence of a nonquaternizable tertiary amine.
    Type: Grant
    Filed: June 24, 1991
    Date of Patent: November 9, 1993
    Assignee: Rhone-Poulenc Chimie
    Inventors: Jean-Roger Desmurs, Serge Ratton
  • Patent number: 5248447
    Abstract: 2,3-difluorohydroquinone compounds of the formula I ##STR1## in which R.sup.1 and R.sup.2, in each case independently of one another, are alkyl having 1 to 15 C atoms or alkenyl having 3 to 15 C atoms which are unsubstituted, monosubstituted by cyano or at least monosubstituted by fluorine or chlorine, it also being possible for one CH.sub.2 group in these radicals to be replaced by --O--, --CO--, --CO--O--, --O--CO-- or --O--CO--O--,A.sup.1, A.sup.2 and A.sup.3, in each case independently of one another, are(a) trans-1,4-cyclohexylene, in which, in addition, one or two non-adjacent CH.sub.
    Type: Grant
    Filed: April 21, 1992
    Date of Patent: September 28, 1993
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Volker Reiffenrath, Joachim Krause, Andreas Wachtler, Georg Weber, Thomas Geelhaar, David Coates, Ian C. Sage, Simon Greenfield
  • Patent number: 5248813
    Abstract: A process for obtaining a substantially pure enantiomer of an aryl-substituted aliphatic carboxylic acid is described. The process utilizes first an enantiomerically enriched mixture the of aryl-substituted aliphatic carboxylic acid obtained from kinetic resolution, diastereomeric crystallization or asymmetric synthesis processes. This enriched mixture is reacted with a base producing a salt that has the following properties:(1) has at least one eutectic point;(2) a composition that is not at the eutectic point; and(3) a eutectic composition that is closer to the racemic composition than is the eutectic composition of said aryl-substituted carboxylic acid.Substantially pure, enantiomeric salt is separated, leaving a mother liquor comprising the solvent and aryl-substituted aliphatic carboxylic acid enriched in the other enantiomer.
    Type: Grant
    Filed: October 14, 1992
    Date of Patent: September 28, 1993
    Assignee: Ethyl Corporation
    Inventors: Thanikavelu Manimaran, G. Patrick Stahly, R. Carl Herndon, Jr.
  • Patent number: 5231183
    Abstract: A process for producing an enyne derivative, and intermediate, which is useful for preparing compounds showing strong inhibiting activities against squalane.epoxidase of Eumycetes and strong anti-cholesterol activities. The process comprises reacting a compound of the formula:Z--CH.sub.2 --CH.dbd.CH--W [I]wherein W is a halogen atom, and Z is a leaving group, with an amine in the presence of a base, if necessary, to obtain a compound of the formula: ##STR1## then reacting an acetylene derivative to this compound in the presence of a palladium catalyst, to obtain a compound of the formula: ##STR2## and, if necessary, N-alkylating this compound.
    Type: Grant
    Filed: March 27, 1992
    Date of Patent: July 27, 1993
    Assignee: Banyu Pharmaceutical Co., Ltd.
    Inventors: Susumu Nakagawa, Akira Asai, Satoru Kuroyanagi, Makoto Ishihara, Yoshiharu Tanaka
  • Patent number: 5223637
    Abstract: KS-506a, KS-506x and KS-506g having an activity to inhibit cyclic nucleotide phosphodiesterase and KS-506m and KS-506h having an activity to inhibit histamine release are produced by culturing a microorganism belonging to the genus Mortierella.
    Type: Grant
    Filed: May 28, 1992
    Date of Patent: June 29, 1993
    Assignee: Kyowa Hakko Kogyo Co., Ltd.
    Inventors: Kazutoshi Kuroda, Hiroshi Kase, Katsuhiko Ando, Isao Kawamoto, Toru Yasuzawa, Hiroshi Sano, Joji Goto, Koji Yamada
  • Patent number: 5196541
    Abstract: There is described a new process for the preparation of substituted 3-aminoacrylic esters of the general formula (I) ##STR1## in which R.sup.1, R.sup.2, R.sup.3, R.sup.4, X and n have the meaning given in the description.The 3-aminoacrylic esters of the formula (I) are obtained by reacting acetic esters of the formula (II)R.sup.1 --(X).sub.n --CH.sub.2 --COOR.sup.
    Type: Grant
    Filed: August 2, 1991
    Date of Patent: March 23, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Herbert Gayer, Alexander Klausener, Peter C. Knuppel, Fritz Maurer
  • Patent number: 5196566
    Abstract: Novel acid-labile tris(alkoxy)benzyl ester handles for use in linking protected amino acid or peptides to a support during peptide synthesis are disclosed. Methods for producing the handles, for linking them to solid support resins and for using the resin-linked handles in peptide synthesis are disclosed.
    Type: Grant
    Filed: August 31, 1990
    Date of Patent: March 23, 1993
    Assignee: Regents of the University of Minnesota
    Inventors: George Barany, Fernando Albericio
  • Patent number: 5194666
    Abstract: An improved process for the synthesis of esters of 3,5,6-trichlorosalicylic acid in quantitative yield comprises reacting the acid with an alcohol under distillation conditions in the presence of a titanium ester or chelate catalyst, whereby byproduct ether formation from the alcohol is suppressed. The process is especially applicable to a process by which salicylic acid is chlorinated first in concentrated sulfuric acid and then with iodine catalyst to make the trichlorosalicylic acid which is extracted and then reacted with an alcohol and a titanium catalyst to make the ester.
    Type: Grant
    Filed: July 30, 1992
    Date of Patent: March 16, 1993
    Assignee: American Cyanamid Company
    Inventors: John A. Sedlak, Mark A. Higgins, Amy P. Essenfeld
  • Patent number: RE37947
    Abstract: Novel pharmaceutically/cosmetically-active aromatic polyenic compounds have the structural formula (I): and are useful for the treatment of a wide variety of disease states, whether human or veterinary, for example dermatological, rheumatic, respiratory, cardiovascular, bone and ophthalmological disorders, as well as for the treatment of mammalian skin and hair conditions/disorders.
    Type: Grant
    Filed: January 5, 2000
    Date of Patent: December 31, 2002
    Assignee: Centre International de Recherches Dermatologiques Galderma
    Inventors: Jean-Michel Bernardon, Phillippe Nedoncelle
  • Patent number: RE34726
    Abstract: The subject application discloses a chiral nonracemic composition of the general formula:R.sub.1 --Ar--O--CH.sub.2 --C*HX--C*HY--CH.sub.2 --O--R.sub.2wherein R.sub.1 is an achiral tail of two to sixteen carbons; Ar is an achiral FLC core of at least two rings; * denotes a chiral carbon; X and Y are halogens; and R.sub.2 is one to ten carbon atoms. The --O--CH.sub.2 --C*HX--C*HY--CH.sub.2 --O-- segment comprises the chiral proximal segment of the chiral tail; the proximal segment is selected from the enantiomers 2R,3R-dihalo and 2S,3S-dihalo. R.sub.2 is the distal segment of the chiral tail.
    Type: Grant
    Filed: April 29, 1993
    Date of Patent: September 13, 1994
    Assignee: Displaytech, Inc.
    Inventors: Michael Wand, William N. Thurmes, David Walba