Rings Bonded Directly To Each Other In Acid Moiety Patents (Class 560/59)
  • Patent number: 4663474
    Abstract: Racemic endo- and exo-1-methoxybicyclo[2.2.2]oct-5-ene-2-carboxylic acids are starting materials for a novel and efficient synthesis of chiral 3R-[2-hydroxy-4-(1,1-dimethylheptyl)phenyl]-4R-(3-hydroxypropyl)-1R-cycloh exanol, a compound having valuable central nervous system (CNS) activity, particularly as an analgesic and as an antiemetic.
    Type: Grant
    Filed: February 21, 1986
    Date of Patent: May 5, 1987
    Assignee: Pfizer Inc.
    Inventor: Frank J. Urban
  • Patent number: 4663465
    Abstract: 2,2-Dimethyl-3-arylcyclopropanecarboxylic acids and esters, suitable as insecticide intermediates, of the formula ##STR1## in which Ar is naphthyl or substituted furyl, thienyl or phenyl, andR.sup.1 is hydrogen or alkyl, are produced by subjecting ##STR2## to radical polymerization to produce ##STR3## reacting that with chlorine or bromine to produce ##STR4## and reacting that with an alkali metal or alkaline earth metal hydroxide or carbonate. Various intermediates II and III are new.
    Type: Grant
    Filed: December 4, 1985
    Date of Patent: May 5, 1987
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reinhard Lantzsch, Dieter Arlt, Manfred Jautelat
  • Patent number: 4645305
    Abstract: The present liquid crystal compounds are novel ester-type compounds showing a smectic liquid crystal phase and being capable of increasing a dielectric constant anisotropy, represented by the following general formula: R--X.sub.1 --Y.sub.1 --X.sub.2 --Y.sub.2 --NO.sub.2, wherein R is an alkyl group; X.sub.1 and X.sub.2 are the same or different from each other and are group --COO-- and --OOC--, and when X.sub.1 is group --COO--, ##STR1## The present liquid composition contains the novel compound, and the present liquid crystal display device uses the liquid crystal composition for utilizing the characteristics of the novel compound. Particularly, the present liquid crystal display device is a thermally addressed display device.
    Type: Grant
    Filed: November 23, 1984
    Date of Patent: February 24, 1987
    Assignee: Hitachi, Ltd.
    Inventors: Hisao Yokokura, Susumu Era, Hidetoshi Abe, Tadao Nakata, Teruo Kitamura, Akio Mukoh
  • Patent number: 4639541
    Abstract: Substituted phenylactic acid iodopropargyl ester compounds of the general formula: ##STR1## in which R may represent hydrogen, fluorine, chlorine, bromine, iodine, methoxy, 1-imidazolyl or 1,2,4-triazolyl, X represents one or more of the same or different substituents selected from fluorine, chlorine, bromine, iodine, cyano, nitro, carboxyl, an alkyl having from 1 to 12 carbon atoms, an alkoxy having from 1 to 12 carbon atoms, a cycloalkyl having from 3 to 6 carbon atoms, formyl, acetyl, propionyl, benzoyl, phenylsulfonyl, phenyl, phenoxy, and substituted phenyl and phenoxy groups having from 1 to 3 substituents selected from fluorine, chlorine, bromine, nitro, methyl or methoxy, and n is an integer from 1 to 5 and may be zero provided that R does not represent hydrogen. The invention also relates to a process of making the compounds, which are effective ingredients of biocidal agents.
    Type: Grant
    Filed: April 25, 1985
    Date of Patent: January 27, 1987
    Assignee: Consortium fur elektrochemische Industrie GmbH
    Inventors: Gerhard Staiger, Tassilo Selmayr, Peter Kinzel, Anneliese Reutter
  • Patent number: 4627933
    Abstract: Compounds of the formulaR.sup.1 --Q.sup.1 --(CH.sub.2).sub.m --(COO).sub.n --(CH.sub.2).sub.p --Q.sup.2 --R.sup.2whereinR.sup.1 and R.sup.2 are each independently alkyl or alkoxy each of 1-12 C atoms, F, Cl, Br, CN or --Q.sup.3 --R.sup.3, or one of R.sup.1 and R.sup.2 can also be H;Q.sup.1, Q.sup.2 and Q.sup.3 are each independently 1,4-phenylene, 1,4-cyclohexylene, 1,4-bicyclo(2,2,2)-octylene or 1,3-dioxane-2,5-diyl, each of which is unsubstituted or substituted by 1-4 fluorine, chlorine or bromine atoms;R.sup.3 is alkyl or alkoxy each of 1-8 C atoms, H, F, Cl, Br or CN;m is 1, 2, 3, 4, 5 or 6; n is 0 or 1; and p is 0, 1, 2, 3, 4 or 5; the sum of (m+p) being 2, 4 or 6 and the sum of (m+n+p) being at least 3;but with the proviso that Q.sup.3 is unsubstituted 1,4-phenylene or 1,4-phenylene substituted by a fluorine, chlorine or bromine atom, only when n=1 or (m+p)=6 or at least one of R.sup.1 or R.sup.3 is F, Cl or Br or none of R.sup.1 to R.sup.3 is CN or two of the radicals R.sup.1 to R.sup.
    Type: Grant
    Filed: July 7, 1983
    Date of Patent: December 9, 1986
    Assignees: Merck Patent Gesellschaft mit beschrankter Haftung, The Secretary of State for Defense in Her Britannic Majesty's Government of the United Kingdom of Great Britain and Northern Ireland
    Inventors: Rudolf Eidenschink, Joachim Krause, Beatrice M. Andrews, George W. Gray, Neil Carr
  • Patent number: 4628125
    Abstract: A class of polyesters comprising recurring units having certain bis(trifluoromethyl)biphenylene radicals is disclosed. The polyesters exhibit favorable solubility properties in certain organic solvents so as to facilitate the production of the polyesters via polycondensation methods to film- and fiber-forming molecular weights. Monomeric compounds comprising a bis(trifluoromethyl)biphenylene radical and useful for the production of the polyesters are also disclosed.
    Type: Grant
    Filed: February 9, 1984
    Date of Patent: December 9, 1986
    Assignee: Polaroid Corporation, Patent Dept.
    Inventors: Howard G. Rogers, Russell A. Gaudiana, Richard A. Minns
  • Patent number: 4621150
    Abstract: A catalyst for isomerization consisting essentially of a salt or complex salt represented by the formula:[ML.sub.m ].sup.n+ [Y].sub.n.sup.- (I)where M is a metal of Group IB, IIA, IIB or VIII of the periodic table, L is a ligand, Y is a conjugated base of a Bronsted acid, m is 0, 1, 2, 3 or 4 and n is 1, 2 or 3.
    Type: Grant
    Filed: February 21, 1985
    Date of Patent: November 4, 1986
    Assignee: Sagami Chemical Research Center
    Inventors: Kenji Hirai, Takamasa Fuchikami, Hiroaki Hirose, Iwao Ojima
  • Patent number: 4620025
    Abstract: A novel process for the preparation of intermediates in the totally synthetic antihypercholesterolemic agents, 6-[2-[1,1'-biphenyl]-2-yl-ethenyl] pyranones, involving a highly efficient nickel catalyzed aryl cross-coupling reaction is disclosed.
    Type: Grant
    Filed: August 1, 1984
    Date of Patent: October 28, 1986
    Assignee: Merck & Co., Inc.
    Inventors: Meyer Sletzinger, Thomas R. Verhoeven
  • Patent number: 4620027
    Abstract: A method of preparing esters of cinnamic acid comprising catalytically reacting a styrene compound with carbon monoxide, oxygen, and an aliphatic alcohol. The catalyst is a combination of a palladium (II) compound, an alkali metal carboxylate and a copper salt.
    Type: Grant
    Filed: December 21, 1984
    Date of Patent: October 28, 1986
    Assignee: Sun Refining and Marketing Company
    Inventor: Chao-Yang Hsu
  • Patent number: 4617142
    Abstract: A liquid crystal compound having a positive value of dielectric anisotropy and a low viscosity and being capable of extending the mesomorphic range of liquid crystal composition toward its lower region, and a liquid crystal composition containing the same are provided, which compound is a trans-4-substituted-cyclohexanecarboxylic acid .beta.-(4-halogenophenyl) ethyl ester derivative expressed by the general formula ##STR1## wherein R.sup.1 represents R.sup.2, ##STR2## wherein R.sup.2 represents an alkyl group or an alkoxy group, each having 1 to 15 carbons and X represents F or Cl.
    Type: Grant
    Filed: March 28, 1985
    Date of Patent: October 14, 1986
    Assignee: Chisso Corporation
    Inventor: Shigeru Sugimori
  • Patent number: 4617140
    Abstract: Bicyclohexyl derivatives of formula IR.sup.1 --Cy--Cy--X--Y IwhereinX is --CO--O-- or --O--CO--,Y is alkyl or perfluoroalkyl in each case of 1-8 C atoms, --Cy--Cy--R.sup.2, --Cy--Ph--R.sup.2, --Ph--Cy--R.sup.2, --Ph--Ph--R.sup.2 or --Ph--Dio--R.sup.2,Cy is 1,4-cyclohexylene,Ph is 1,4-phenylene,Dio is 1,3-dioxane-2,5-diyl andR.sup.1 and R.sup.2 are each alkyl or alkoxy in each case of 1-8 C atoms,can be used as components of liquid crystal dielectrics.
    Type: Grant
    Filed: July 29, 1985
    Date of Patent: October 14, 1986
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Rudolf Eidenschink, Joachim Krause
  • Patent number: 4601797
    Abstract: Hydroxyibuprofen is produced in good yield by reduction of p-isobutylacetophenone at the cathode in the presence of carbon dioxide. Hydroxyibuprofen is readily hydrogenolyzed to ibuprofen. Electrochemical carboxylation of other selected aryl methyl ketones is also effected.
    Type: Grant
    Filed: March 1, 1985
    Date of Patent: July 22, 1986
    Assignee: Monsanto Company
    Inventor: John H. Wagenknecht
  • Patent number: 4596667
    Abstract: Novel ferroelectric liquid crystalline compounds having a superior stability and chiral, smectic liquid crystalline compositions containing at least one kind of the same are provided, which compounds are expressed by the general formula ##STR1## wherein ##STR2## represents 1,4-phenylene group ##STR3## or 1,4-trans-cyclohexane group ##STR4## R*, an optically active alkyl group; m=o, 1 or 2; n=1 or 2; X, a linear chain or branched alkyl group or alkoxy group, each having 1 to 18 carbon atoms; and when ##STR5## represents ##STR6## m=1; and n=1, X represents a linear chain or branched alkyl group having 1 to 18 carbon atoms or a linear chain alkoxy group having 11 to 18 carbon atoms.
    Type: Grant
    Filed: January 4, 1984
    Date of Patent: June 24, 1986
    Assignee: Chisso Corporation
    Inventors: Takashi Inukai, Kenji Furukawa, Kanetsugu Terashima, Shinichi Saito
  • Patent number: 4595699
    Abstract: A method of regulating the immune system of a mammal, which comprises administering to said mammal an immuno-regulatory agent, wherein said agent is selected from the group consisting of compounds of the formula (I): ##STR1## (wherein R represents hydrogen or a C.sub.1 -C.sub.3 alkyl group) and pharmaceutically acceptable salts and esters thereof.
    Type: Grant
    Filed: April 16, 1984
    Date of Patent: June 17, 1986
    Assignee: Sankyo Company Limited
    Inventors: Atsusuke Terada, Shunji Naruto, Yoshio Iizuka
  • Patent number: 4585888
    Abstract: Racemic endo- and exo-1-methoxybicyclo[2.2.2]oct-5-ene-2-carboxylic acids are starting materials for a novel and efficient synthesis of chiral 3R-[2-hydroxy-4-(1,1-dimethylheptyl)phenyl]-4R-(3-hydroxypropyl)-1R-cycloh exanol, a compound having valuable central nervous system (CNS) activity, particularly as an analgesic and as an antiemetic.
    Type: Grant
    Filed: February 22, 1983
    Date of Patent: April 29, 1986
    Assignee: Pfizer Inc.
    Inventor: Frank J. Urban
  • Patent number: 4582914
    Abstract: This invention relates to a novel process for the preparation of 3-hydroxy-3-methylglutarylcoenzyme A (HMG-CoA) reductase inhibitors which contain a 4-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-one moiety, such as compactin and mevinolin, by utilizing an alkyl 4-halo-3(S)-hydroxybutanoate as a chiral synthon for the stereospecific introduction of the 4-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-one moiety.
    Type: Grant
    Filed: January 31, 1985
    Date of Patent: April 15, 1986
    Assignee: Merck & Co., Inc.
    Inventors: Ralph P. Volante, Thomas R. Verhoeven, Meyer Sletzinger, James M. McNamara, Thomas M. H. Liu, Edward G. Corley
  • Patent number: 4576732
    Abstract: The present invention is characterized by a smectic liquid crystal compound represented by the following formula: ##STR1## wherein R is selected from alkyl and alkoxy groups; X from ##STR2## m and n are natural numbers; and R* is an optically active group containing an asymmetric carbon atom, and a liquid crystal composition containing said compound as a component. This compound is excellent in optical stability and high-speed response.
    Type: Grant
    Filed: November 28, 1983
    Date of Patent: March 18, 1986
    Assignee: Hitachi, Ltd.
    Inventors: Masato Isogai, Shintaroo Hattori, Kishiroo Iwasaki, Teruo Kitamura, Akio Mukoh, Takashi Inukai, Kenji Furukawa, Kanetsugu Terashima, Shinichi Saitoh
  • Patent number: 4567289
    Abstract: The methyl, ethyl, n-propy, 2-(acetylamino)ethyl, or 1-(2,3-dihydroxy)propyl ester of E-(3R,5S)-7-(4'-fluoro-3,3',5-trimethyl[1,1'-biphenyl]-2-yl)-3,5-dihydroxy -6-heptenoic acid of structural formula: ##STR1## are HMG-CoA reductase inhibitors useful in the treatment of conditions associated with hypercholesterolemia.
    Type: Grant
    Filed: April 25, 1984
    Date of Patent: January 28, 1986
    Assignee: Merck & Co., Inc.
    Inventors: Alvin K. Willard, Frederick C. Novello, William F. Hoffman, Edward J. Cragoe, Jr.
  • Patent number: 4564694
    Abstract: A colorless liquid crystalline compound having at least one 6-membered ring and non-cyclic end groups in the molecular skelton, said 6-membered containing two or more carbon atoms, at least one of which is directly bonded to a methylene group of a non-cyclic group having an alkoxy group at another end has a wide mesomorphic range. When said colorless liquid crystalline compound is mixed with a liquid crystal composition, the resulting mixture also has an enlarge mesomorphic range and in almost all cases has a reduced viscosity.
    Type: Grant
    Filed: February 24, 1982
    Date of Patent: January 14, 1986
    Assignees: Hitachi, Ltd., Kanto Chemical Co., Inc.
    Inventors: Yoichi Hirai, Tsunenori Fujii, Kaoru Koto, Kenji Suzuki, Masahiro Yoshida, Hisashi Okawa, Yoshiaki Okabe, Teruo Kitamura, Hisao Yokokura, Shintaroo Hattori, Akio Mukoh, Mikio Sato
  • Patent number: 4550981
    Abstract: Compounds of the formula ##STR1## wherein X.sup.2 is a single covalent bond or --COO--; X.sup.1 is a single covalent bond, --COO--, --CH.sub.2 CH.sub.2 -- or when X.sup.2 is --COO--, X.sup.1 also can be p--C.sub.6 H.sub.4 --, p--C.sub.6 H.sub.4 --CH.sub.2 CH.sub.2 --, --CH.sub.2 CH.sub.2 --p--C.sub.6 H.sub.4, p--C.sub.6 H.sub.4 --COO-- or --COO--p--C.sub.6 H.sub.4 ; ring A is a benzene ring or trans-1,4-cyclohexylene; ring B is a benzene ring or when X.sup.2 is --COO-- and X.sup.1 is a single covalent bond, --COO-- or --CH.sub.2 CH.sub.2 --, ring B also can be trans-1,4-cyclohexylene; Z.sup.1, Z.sup.2 and Z.sup.3 individually are hydrogen or when positioned on a benzene ring which is not linked directly with a further ring via a single covalent bond, Z.sup.1, Z.sup.2 and Z.sup.3 also can be halogen, cyano or methyl; Y.sup.2 is cyano, nitro, 2,2-dicyanovinyl or when Y.sup.1 is hydrogen Y.sup.2 also can be 2,2-dicyano-1-methylvinyl; Y.sup.1 is halogen, cyano, C.sub.1 -C.sub.3 -alkyl or, when X.sup.
    Type: Grant
    Filed: September 9, 1983
    Date of Patent: November 5, 1985
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Martin Petrzilka, Martin Schadt, Alois Villiger
  • Patent number: 4551264
    Abstract: New polyhalogenoaromatic compounds of Formula I ##STR1## wherein Y and Z are each independently alkyl, alkoxy or alkanoyl each of 1 to 12 C atoms, --COOR.sup.1, --O--CO--R.sup.1, CN, NO.sub.2, NH.sub.2 or OH;Q is one or two identical or different radicals selected from Ph, Cy, 1,4-bicyclo[2,2,2]octylene or 1,3-dioxane-2,5-diyl;X.sup.1 to X.sup.4 are each independently H, F, Cl or Br;R.sup.1 is alkyl of 1 to 4 C atoms, Ph--R.sup.2 or Cy--R.sup.2 ;R.sup.2 is alkyl or alkoxy each of 1-12 C atoms or CN;Ph is 1,4-phenylene; and Cy is 1,4-cyclohexylene,can be used as components of liquid-crystal dielectrics.
    Type: Grant
    Filed: March 14, 1983
    Date of Patent: November 5, 1985
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Rudolf Eidenschink, Michael Romer, Georg Weber
  • Patent number: 4544509
    Abstract: An arylamine is coupled with an aromatic compound in the presence of water, an inorganic nitrite, and an alkanoic acid containing 5-7 carbons. In a preferred embodiment of the invention, 2-(4-amino-3-fluorobenzene)propionitrile is coupled with benzene in the presence of water, sodium nitrite, and hexanoic acid to form a flurbiprofen intermediate.
    Type: Grant
    Filed: August 15, 1983
    Date of Patent: October 1, 1985
    Assignee: Ethyl Corporation
    Inventor: Robert I. Davidson
  • Patent number: 4542237
    Abstract: .alpha.-Arylalkanoic acids or esters, orthoesters or amides thereof are prepared by forming an .alpha.-hydroxy ketal or thioketal of an aryl alkyl ketone, activating the .alpha.-hydroxy substituent with an esterifying agent to form the corresponding ketal or thioketal ester substrate, wherein the ester group is sufficiently labile to non-catalytically disassociate from the substrate in a protic or dipolar, aprotic solvent, maintaining the ester substrate in contact with the protic or dipolar, aprotic solvent or mixtures thereof for a time sufficient to form the corresponding .alpha.-arylakanoic acid or ester, orthoester or amide thereof, and optionally concomitantly or sequentially hydrolyzing any ester, orthoester or amide formed to the corresponding .alpha.-arylalkanoic acid.
    Type: Grant
    Filed: June 7, 1983
    Date of Patent: September 17, 1985
    Assignee: Syntex Pharmaceuticals International Limited
    Inventor: George C. Schloemer
  • Patent number: 4542233
    Abstract: Improvement in the process for preparing biaryl compounds via coupling of an arylamine with an arene in the presence of a nitrite, an acid and copper metal or a derivative thereof; the improvement is consisting in adding to the reaction mixture a trialkylorthoformate. The process may be used for preparing drugs such as Flurbiprofen and Xenbucin or intermediate compounds particularly useful for preparing Flurbiprofen, Flufenisal, Chlordimorin, Xenbucin, Xenysalate, Xenyhexenic acid and the like.
    Type: Grant
    Filed: July 20, 1983
    Date of Patent: September 17, 1985
    Assignee: Biaschim S.p.A.
    Inventors: Oreste Piccolo, Aldo Belli, Giovanni Villa, Enrico Zen, Attilio Citterio
  • Patent number: 4537906
    Abstract: Substituted phenylalkenoic acids and esters of the formula: ##STR1## having useful pharmaceutical activity are disclosed.
    Type: Grant
    Filed: December 6, 1982
    Date of Patent: August 27, 1985
    Assignee: Merck Frosst Canada, Inc.
    Inventors: Patrice C. Belanger, John W. Gillard
  • Patent number: 4536515
    Abstract: Substituted phenylalkenoic acids and esters of the formula: ##STR1## having useful pharmaceutical activity are disclosed.
    Type: Grant
    Filed: December 6, 1982
    Date of Patent: August 20, 1985
    Assignee: Merck Frosst Canada, Inc.
    Inventors: Patrice C. Belanger, John W. Gillard
  • Patent number: 4536591
    Abstract: [1,1'-Biphenyl]-3-ylmethyl pyrethroid esters, as well as processes, uses, and intermediates thereto, are disclosed. The [1,1'-biphenyl]-3-ylmethyl pyrethroid esters control a broad spectrum of insects as well as acarids.
    Type: Grant
    Filed: February 7, 1983
    Date of Patent: August 20, 1985
    Assignee: FMC Corporation
    Inventor: Ernest L. Plummer
  • Patent number: 4529557
    Abstract: Substituted phenyl-cyclopropanecarboxylic acid esters of the formula ##STR1## in which R.sup.1 represents an alkoxy or alkylthio radical which is monosubstituted or polysubstituted by identical or different halogen substituents,R.sup.2 represents a hydrogen or halogen atom, orR.sup.1 and R.sup.2 together represent an alkylenedioxy radical which is monosubstituted or polysubstituted by identical or different halogen substituents,R.sup.3 represents a hydrogen atom, a cyano group or an alkyl, alkenyl or alkinyl radicals which is optionally monosubstituted or polysubstituted by identical or different halogen substituents,Y represents a nitrogen atom or a methinyl radical, andR.sup.4 and R.sup.5 are identical or different and represent a hydrogen or halogen atom,which possess pesticidal properties, plus novel intermediates therefor.
    Type: Grant
    Filed: July 6, 1982
    Date of Patent: July 16, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rainer Fuchs, Erich Klauke, Ingeborg Hammann, Bernhard Homeyer, Wilhelm Stendel
  • Patent number: 4526704
    Abstract: Compounds of the formula ##STR1## wherein n is 0 or 1; one of X.sup.1 and X.sup.2 is --COO-- or --OOC-- and the other is a single covalent bond or --CH.sub.2 CH.sub.2 --; X.sup.3 and X.sup.4 individually are a single covalent bond or --CH.sub.2 CH.sub.2 --, with the proviso that at most one of X.sup.1, X.sup.2, X.sup.3 and X.sup.4 is --CH.sub.2 CH.sub.2 --; rings A.sup.1 and A.sup.5 individually are a group of the formula ##STR2## or trans-1,4-cyclohexylene; rings A.sup.2, A.sup.3 and A.sup.4 individually are a group of formula II or, when ring A.sup.2, A.sup.3 or A.sup.4 is not linked with at least one of the other two of these rings by a single covalent bond then such ring also can be trans-1,4-cyclohexylene, with the proviso that at least one of rings A.sup.1 through A.sup.5 is a group of formula II; Y is hydrogen, or when Y is attached to a ring of formula II which is not linked with another ring via a single covalent bond, Y also can be fluorine, chlorine or methyl; and R.sup.1 and R.sup.
    Type: Grant
    Filed: July 11, 1983
    Date of Patent: July 2, 1985
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Martin Petrzilka, Martin Schadt, Alois Villiger
  • Patent number: 4505838
    Abstract: Halogenobiphenyl derivatives of Formula I ##STR1## wherein R.sup.1 and R.sup.2 are each alkyl or alkoxy in each case of 1-10 C atoms, Cy is 1,4-cyclohexylene, Ph is 1,4-phenylene, Q is --O--Cy-- or --O--Ph--, m and n are each 0 or 1 and X is F, Cl or Br, can be used as components of liquid crystal dielectrics for electrooptical display elements.
    Type: Grant
    Filed: March 4, 1983
    Date of Patent: March 19, 1985
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Michael Romer, Joachim Krause, Georg Weber
  • Patent number: 4459422
    Abstract: 6-Phenyl-, phenylalkyl- and phenylethenyl-4-hydroxytetrahydropyran-2-ones in the 4(R)-trans stereoisomeric forms are potent inhibitors of cholesterol synthesis by virtue of their ability to inhibit the enzyme, 3-hydroxy-3-methylglutaryl-coenzyme A reductase.
    Type: Grant
    Filed: June 10, 1982
    Date of Patent: July 10, 1984
    Assignee: Merck & Co., Inc.
    Inventors: Alvin K. Willard, Frederick C. Novello, William F. Hoffman, Edward J. Cragoe, Jr.
  • Patent number: 4452993
    Abstract: Novel heat-curable acrylic-terminated monomers are provided which exhibit an optically anisotropic melt phase at a temperature which enables it to undergo melt processing in the formation of molded articles, etc. The monomers are capable of being heat-cured at temperatures in excess of the melt processing temperatures to produce a thermoset self-reinforced composite. The monomer may, for example, consist essentially of the reaction product of p-acryloyloxybenzoic acid and a difunctional aromatic moiety in a molar ratio of about 2:1.
    Type: Grant
    Filed: May 24, 1982
    Date of Patent: June 5, 1984
    Assignee: Celanese Corporation
    Inventors: Anthony B. Conciatori, Eui W. Choe, Gerald Farrow
  • Patent number: 4452719
    Abstract: Novel liquid crystal compounds which are useful as a component constituting liquid crystal compositions and particularly capable of broadening the liquid crystal temperature range of the compositions due to high clearing point of the compounds, and liquid crystal compositions comprising the same, are provided, which compounds are 4-(trans-4'-alkyloxymethylcyclohexyl)benzoic acid esters having the general formula ##STR1## wherein X represents ##STR2## each represent an alkyl group of 1 to 10 carbon atoms.
    Type: Grant
    Filed: May 10, 1983
    Date of Patent: June 5, 1984
    Assignee: Chisso Corporation
    Inventors: Hiromichi Inoue, Takashi Inukai, Yasuyuki Goto
  • Patent number: 4453005
    Abstract: Substituted phenylalkenoic acids and esters of the formula: ##STR1## having useful pharmaceutical activity and processes for their preparation are disclosed.
    Type: Grant
    Filed: December 6, 1982
    Date of Patent: June 5, 1984
    Assignee: Merck Frosst Canada, Inc.
    Inventors: Patrice C. Belanger, Claude Dufresne, John W. Gillard, Haydn W. R. Williams
  • Patent number: 4451484
    Abstract: 2,2'-Bridged[1,1'-biphenyl]-3-ylmethyl carboxylates and insecticidal compositions containing these esters are useful for the control of a broad range of insects and acarids.
    Type: Grant
    Filed: April 15, 1982
    Date of Patent: May 29, 1984
    Assignee: FMC Corporation
    Inventor: Ernest L. Plummer
  • Patent number: 4438268
    Abstract: This invention relates to new nematic liquid crystal substances for electro-optical components.The object of this invention is to create substances for electro-optical components combining chemical and thermal stability with low melting and high clear points at low operational voltage, as well as to processes for their production.It has been found that new liquid-crystal trans-6-n-alkyl-decalin-2-carbonic acid ester of the general formula ##STR1## can be introduced into electro-optical components. These substances are produced by the catalytic high-pressure hydrogenation of 6-n-alkylnaphthalene-2-carbonic acids, separation of the trans-isomers by distillation, and esterification with the corresponding hydroxy compounds of the acyl chlorides obtained through reaction with thionyl chloride.
    Type: Grant
    Filed: September 14, 1981
    Date of Patent: March 20, 1984
    Inventors: Horst Zaschke, Wolfgang Schafer, Hans-Joachim Deutscher, Dietrich Demus, Gerhard Pelzl
  • Patent number: 4433132
    Abstract: A class of polyesters comprising recurring units having certain bis(trifluoromethyl)biphenylene radicals is disclosed. The polyesters exhibit favorable solubility properties in certain organic solvents so as to facilitate the production of the polyesters via polycondensation methods to film- and fiber-forming molecular weights. Monomeric compounds comprising a bis(trifluoromethyl)biphenylene radical and useful for the production of the polyesters are also disclosed.
    Type: Grant
    Filed: September 2, 1982
    Date of Patent: February 21, 1984
    Assignee: Polaroid Corporation
    Inventors: Howard G. Rogers, Russell A. Gaudiana, Richard A. Minns
  • Patent number: 4424394
    Abstract: Arylacetic acids and their esters, of the formula Ar(CH.sub.2 -COOR).sub.n (where Ar=aryl, R is H or a hydrocarbon radical, and n is 1 or 2) are manufactured by carbonylation of halomethylaryl compounds Ar(CH.sub.2 C).sub.n (where X is Cl, Br or I) with carbon monoxide and a catalyst m.sup.+ ?Fe(O).sub.3 NO!.sup.- (where M is an alkali metal, ammonium or one equivalent of an alkaline earth metal) in the presence of stoichiometric amounts of an inorganic base or of an alcoholate of an alcohol ROH.
    Type: Grant
    Filed: November 8, 1979
    Date of Patent: January 3, 1984
    Assignee: BASF Aktiengesellschaft
    Inventors: Kurt Schneider, Rudolf Kummer, Kurt Schwirten, Hans-Dieter Schindler, deceased, Maria E. Schindler, heir-at-law, Ute Lang, heir-at-law, Rainer Schindler, heir-at-law
  • Patent number: 4410519
    Abstract: An optically active or racemic 2-amino-5-hydroxy-1,2,3,4-tetrahydronaphthalene wherein the nitrogen atom of the amino group carrier two alkyl groups, one of which is unsubstituted and the other is substituted by at least one functional group, or a physiologically hydrolysable ester thereof in free base form or in the form of an acid addition salt thereof is provided which is active against heart circulatory disorders and Morbus Parkinson and inhibits prolactin secretion inhibition.
    Type: Grant
    Filed: March 12, 1981
    Date of Patent: October 18, 1983
    Assignee: Sandoz Ltd.
    Inventors: Max P. Seiler, Andre Stoll
  • Patent number: 4406814
    Abstract: Disclosed is a new family of Liquid Crystalline Materials for use in optical display devices having the general formula: ##STR1## The members of the family of materials are characterized by having a broad nematic operating range in conjunction with low viscosity and exhibit fast response times to a controlled electrical field in the lower temperature regions of their nematic operating range and may be mixed with other members of the family or with other liquid crystalline materials and/or homologous non-liquid crystalline materials.
    Type: Grant
    Filed: April 10, 1981
    Date of Patent: September 27, 1983
    Assignee: Eaton Corporation
    Inventor: Joseph P. Ferrato
  • Patent number: 4405810
    Abstract: 7-arylhept-5-ynoic acids and derivatives thereof are anti-allergy and anti-inflammatory agents. As such, they are useful in the treatment of allergy-caused diseases, particularly chronic obstructive lung diseases.
    Type: Grant
    Filed: June 14, 1982
    Date of Patent: September 20, 1983
    Assignee: Schering Corporation
    Inventors: David Blythin, Michael J. Green
  • Patent number: 4402973
    Abstract: [1,1'-Biphenyl]-3-ylmethyl pyrethroid esters, as well as processes, uses, and intermediates thereto, are disclosed. The [1,1'-biphenyl]-3-ylmethyl pyrethroid esters control a broad spectrum of insects as well as acarids.
    Type: Grant
    Filed: May 21, 1981
    Date of Patent: September 6, 1983
    Assignee: FMC Corporation
    Inventor: Ernest L. Plummer
  • Patent number: 4401827
    Abstract: Novel acyl-derivatives of the .beta.-hydroxy-.gamma.-butyrobetaine are disclosed (typically pyruvyl carnitine hydrochloride) which are useful therapeutic agents in the treatment of cardiac disorders, hyperlipidoemias and hyperlipoproteinemias.
    Type: Grant
    Filed: December 28, 1981
    Date of Patent: August 30, 1983
    Assignee: Sigma-Tau
    Inventor: Paolo de Witt
  • Patent number: 4399298
    Abstract: Novel fluorine-containing organic compounds having a positive dielectric anisotropy, useful as component(s) of liquid crystal compositions, and liquid crystal compositions containing the same are provided. The compounds have the general formula ##STR1## R.sub.1 and R.sub.3 both are 1-10 C alkyl or alkoxy; R.sub.2 is H or 1-10 C alkyl; and R.sub.4 is 1-10 C alkyl.
    Type: Grant
    Filed: February 12, 1981
    Date of Patent: August 16, 1983
    Assignee: Chisso Corporation
    Inventors: Shigeru Sugimori, Yukio Honda, Tetsuhiko Kojima
  • Patent number: 4391820
    Abstract: The (-) (-) diastereoisomers of the .alpha.-cyano-3-phenoxybenzyl and .alpha.-ethynyl-3-phenoxybenzyl esters of 1-(4-ethoxyphenyl)-, 1-(4-chlorophenyl)-, and 1-(3,4-methylenedioxyphenyl)-2,2,3,3-tetrafluorocyclobutane carboxylic acid.
    Type: Grant
    Filed: June 2, 1981
    Date of Patent: July 5, 1983
    Assignee: Commonwealth Scientific and Industrial Research Organization
    Inventors: George Holan, Reimund Walser
  • Patent number: 4390715
    Abstract: The (+), (-) and (.+-.) forms of the compounds of the general formula (I) ##STR1## characterized in that R.sup.1 is a halo group; or a lower alkyl, lower alkoxy or lower alkylthio group, each of which may be substituted with one or more halo groups;R.sup.2 is hydrogen or a methyl group; or R.sup.1 and R.sup.2 together form a methylenedioxy, or a difluoromethylenedioxy group or, with the carbon atoms to which they are attached, an aromatic or heteroaromatic ring; andA is one of the groups X or Y ##STR2## wherein X.sup.1 and X.sup.2 are the same or different and each is hydrogen or a fluoro, chloro, bromo or methyl group, with the proviso that if X.sup.1 is a fluoro group, then X.sup.2 should not be a bromo group; and X.sup.3 and X.sup.4 are the same or different and each is hydrogen or a fluoro group; andY.sup.1, Y.sup.2, Y.sup.3, Y.sup.4, Y.sup.5 and Y.sup.6 are the same or different groups and each is hydrogen or a fluoro, bromo, chloro, or methyl group.The compounds (I) are insecticidally active.
    Type: Grant
    Filed: July 10, 1981
    Date of Patent: June 28, 1983
    Assignee: Commonwealth Scientific and Industrial Research Organization
    Inventors: George Holan, David F. O'Keefe
  • Patent number: 4390476
    Abstract: Phosphonium compounds of the formula(R).sub.3 P.sup..sym. --CH.sub.2 --X--CH.dbd.CH--R.sub.1 --Y.sup..crclbar.in which R is preferably alkyl having 1 to 4 C atoms, cyclohexyl or phenyl, R.sub.1 is a substituted or unsubstituted aromatic radical, especially a phenyl radical, X is phenylene, 4,4'-biphenylene or 1,4- or 2,6-naphthylene and Y.sup..crclbar. is SO.sub.3.sup..crclbar., SO.sub.2.sup..crclbar. or COO.sup..crclbar., a process for their preparation and a process for the preparation of asymetrically substituted fluorescent brightening agents of the formulaZ--CH.dbd.CH--X--CH.dbd.CH--R.sub.1 --Y.sup..crclbar. M.sup..sym.in which R.sub.1, X and Y.sup..crclbar. are as defined above, M.sup..sym. is a cation and Z is preferably a substituted or unsubstituted phenyl or 2-phenyl-triazol-4-yl radical, by reacting a bis-phosphonium compound of the formula ##STR1## in which Q.sup..crclbar. is an anion, with an aldehyde of the formula M.sup..sym. Y.sup..crclbar. --R.sub.
    Type: Grant
    Filed: November 5, 1981
    Date of Patent: June 28, 1983
    Assignee: Ciba-Geigy Corporation
    Inventor: Michael Marky
  • Patent number: 4368135
    Abstract: Anisotropic compounds with negative or positive DCA and .DELTA.n.ltoreq.0.2 have the formula (1) ##STR1## in which R.sup.1 and R.sup.2 l are independently hydrogen, alkyl, alkoxy having 1 to 12 carbon atoms respectively, or one of R.sup.1 and R.sup.2 can represent cyclical fragment of formulae (1a) or (1b); ##STR2## the bridges Z.sup.1, Z.sup.2 and Z.sup.3 are identical or different and means covalent bonds or carboxyl or oxycarbonyl groups; R.sup.3 is hydrogen, alkyl or alkoxy group having 1 to 12 carbon atoms, respectively; X.sup.1 and X.sup.4 are independently hydrogen, halogen, nitrile or nitro, wherein at least one of X.sup.1 and X.sup.4 is not hydrogen when R.sup.2 represents a cyclical fragment of formula (1a) or (1b) and Z.sup.2 is a carboxyl group or Z.sup.3 is an oxycarbonyl group, respectively. Liquid crystal compositions are also disclosed.
    Type: Grant
    Filed: June 30, 1980
    Date of Patent: January 11, 1983
    Assignee: BBC, Brown, Boveri & Company, Ltd.
    Inventor: Maged A. Osman
  • Patent number: 4362744
    Abstract: Disclosed are novel compounds of the formula ##STR1## in which R.sup.1 is hydrogen or methyl; R.sup.2 is phenyl or phenyl-methyl either of which is optionally ring substituted with lower alkyl or halogen; R is hydrogen, a tetramethylcyclopropanecarbonyl group, a 1-(substitutedphenyl)-2-methylpropylcarbonyl group, a 1-(4-ethoxyphenyl)-2,2-dichlorocyclopropanecarbonyl group, or a substitutedvinylcyclopropanecarbonyl group; and, with respect to the indanyl substituents, the 1,3-trans isomer is present in an isomeric excess over the corresponding 1,3-cis isomer. The compounds wherein R is other than hydrogen are insecticides, and the compounds wherein R is hydrogen are insecticide intermediates.
    Type: Grant
    Filed: March 19, 1981
    Date of Patent: December 7, 1982
    Assignee: FMC Corporation
    Inventor: Ernest L. Plummer
  • Patent number: RE31715
    Abstract: Novel liquid crystal compounds are disclosed, which are chiral esters based upon the phenol ##STR1## Typical examples are: ##STR2## and mixtures of these compounds have a helical pitch such that the mixtures reflect light of a specific wavelength when illuminated with ordinary light and the pitch is temperature sensitive so that the mixtures can be used in temperature indicating devices. Specific examples are given as are samples of mixtures that can be used in phase change electro-optic display devices.
    Type: Grant
    Filed: March 27, 1981
    Date of Patent: October 30, 1984
    Assignee: The Secretary of State for Defence in Her Britannic Majesty's Government of the United Kingdom of Great Britain and Northern Ireland
    Inventors: David Coates, George W. Gray, Damien G. McDonnell