Hydroxy Containing (h Of -oh May Be Replaced By A Group Ia Or Iia Light Metal) Patents (Class 568/638)
  • Patent number: 8993809
    Abstract: A process for isolating at least one target compound, such as manool, geranyl linalool, ethyl guaiacol, eugenol, veratraldehyde, squalene, terpin, cholesterol, beta-sitosterol, campesterol, stigmasterol, stigmastenol and dehydroabietic acid, from biomass, the process including steps of: obtaining a condensate from a recovery evaporator, a reverse osmosis retentate of a condensate of a pulp and paper mill, or both, the condensate, retentate or both being substantially free of higher molecular weight (approximately >1000 Da) cellulose and/or lignin and/or lignin-derived material; optionally pH adjusting and filtering the condensate to collect insoluble material; extracting the condensate, the collected insoluble material, or both, with solid phase extraction (SPE), liquid-liquid extraction or solid-liquid extraction to produce an extract containing the at least one target compound; and optionally purifying the extract containing the at least one target compound by thermal fractionation, chromatographic separ
    Type: Grant
    Filed: April 7, 2011
    Date of Patent: March 31, 2015
    Assignee: Her Majesty the Queen in Right of Canada, as Represented by the Minister of Environment
    Inventors: Craig Brennan Milestone, Deborah L. MacLatchy, L. Mark Hewitt
  • Publication number: 20140113093
    Abstract: A polymer which comprises recurring units derived from at least one monomer (M) having a general formula (I) Y1—Z1-Q-Z2—Y2 wherein Y1 and Y2, equal or different from each other, are independently selected from a group consisting of OH, SH, Cl, Br, NO2 or I; Z1 and Z2, equal or different from each other, independently comprises at least 1 aromatic ring and, Q comprises at least one hydrophilic moiety (H) selected from the group consisting of a sulfone (SO2), a ketone (CO), a phosphine oxide (PO), an ether, a thioether, an ester, an anhydride, a carbonate, an amide, an imide, an imine and an urethane group, and the interatomic distance between Y1 and Y2 is at least 10 ?, the monomer has an EC50 response value to the estrogen receptor a (ER?) equal to or at least 26000 nM.
    Type: Application
    Filed: May 24, 2012
    Publication date: April 24, 2014
    Inventors: George A. Corbin, Theodore Moore, Atul Bhatnagar
  • Publication number: 20140100342
    Abstract: Disclosed in the present invention are a fluorine-containing polymerizable compound of the general formula (1) and a polymer compound obtained therefrom: where A represents a single bond, an oxygen atom, a sulfur atom, SO2, CH2, CO, C(CH3)2, C(CH3)(CH2CH3), C(CF3)2, C(CH3)(C6H5), CH2—C6H4—CH2 or a divalent organic group obtained by elimination of two hydrogen atoms from benzene, biphenyl, naphthalene, cyclohexene or fluorene; and a and b each independently represent an integer of 0 to 2 and satisfy a relationship of 1?a+b?4. The thus-obtained polymer compound combines adequate hydrophilicity and high transparency with low water adsorption of fluorine-containing compound.
    Type: Application
    Filed: May 29, 2012
    Publication date: April 10, 2014
    Applicant: Central Glass Company, Limited
    Inventors: Junya Nakatsuji, Makoto Matsuura, Kazuhiro Yamanaka
  • Publication number: 20130232853
    Abstract: The present invention is directed generally to a method of production of biobased chemicals, biofuels, and lignin residues from lignin sources, including waste lignin. This method may allow for selectively producing biobased chemicals, biofuels, and lignin residues from lignin sources using certain processing methods. The methods for production of these biobased chemicals, biofuels, and lignin residues may be provided by chemical-induced processing, catalytic oxidative lignin depolymerisation processing, and catalytic hydroprocessing. Further, the catalytic hydroprocessing from processes including catalytic reduction processing, catalytic hydrodeoxygenation processing, and/or catalytic/dehydrogenation processing may also be used. The method described herein also provides a means in which waste from the process(es) may be reduced and/or recycled.
    Type: Application
    Filed: May 14, 2012
    Publication date: September 12, 2013
    Inventors: John R. Peterson, Jignesh S. Patel, Vladimir Romakh, Benjamin M.T. Scott
  • Publication number: 20130231396
    Abstract: The invention relates to novel polyphenol-quinonoid polymer derivatives, methods of synthesizing, compositions and uses thereof. In particular, the invention relates to polyphenol-quinonoid polymer derivatives useful in the treatment of viral infections, notably conditions caused by retroviruses such as human immunodeficiency virus (HIV).
    Type: Application
    Filed: November 3, 2011
    Publication date: September 5, 2013
    Inventor: Aldo Bruccoleri
  • Publication number: 20120269745
    Abstract: A hydroxytyrosol polymer formed by either C—C coupling or C—O—C coupling is provided. Preferred polymers are formed by C—C coupling and the dimer has the following structure: (Formula I) (I) Compounds of the invention have been found to have antioxidant properties and their use in antioxidant compositions forms a further aspect of the invention.
    Type: Application
    Filed: September 22, 2010
    Publication date: October 25, 2012
    Applicant: University of Cape Town
    Inventors: Stephanie Gail Burton, Lester Merlin Davids
  • Publication number: 20120020891
    Abstract: The present invention provides various methods of using metabolite profiles correlated with periodontal disease or a health oral status for the diagnosis of periodontal disease, identification of responders and, or non-responders to therapeutic agents for periodontal disease, a method to test the efficacy of test compounds to prevent periodontal disease. The present invention also provides for a dentifrice composition containing an effective amount of a metabolite therapeutic agent which brings about a greater change in metabolite levels compared to a control dentifrice composition.
    Type: Application
    Filed: April 1, 2009
    Publication date: January 26, 2012
    Applicant: Colgate-Palmolive Company
    Inventors: Virginia M. Barnes, Harsh M. Trivedi, Tao Xu
  • Publication number: 20100234629
    Abstract: A method for producing an optically active alcohol compound comprising reacting a cyclic ether compound with a phenol compound in the presence of an asymmetric complex obtained by reacting an optically active metal complex represented by the formula (1): wherein R1, R2, R3, R4, R5, R6, R7 and R8 are the same or different and each independently represent a hydrogen atom, an alkyl group or the like; one of R9 and R10 is a hydrogen group and the other is a substituted or unsubstituted phenyl group or the like; Q represents a single bond, a C1-C4 alkylene group or the like; M represents a metal ion; and when an ionic valency of the metal ion is same as a coordination number of a ligand, A is nonexistent, and when the above-mentioned ionic valency is different from the coordination number, and A represents a counter ion or a ligand, with a metal sulfonate.
    Type: Application
    Filed: January 31, 2007
    Publication date: September 16, 2010
    Inventor: Kazuaki Sasaki
  • Publication number: 20100125103
    Abstract: Disclosed is a pharmaceutical composition containing obovatol represented by Formula 1 and its derivatives. The obovatol and its derivatives effectively increase the activity of AMPK (AMP-activated protein kinase) that plays an important role in diabetes and metabolic syndrome, and thus may be variously used in treating diabetes and metabolic syndrome. (In Formula 1, R1, R2 and R3 are the same as defined above).
    Type: Application
    Filed: June 15, 2009
    Publication date: May 20, 2010
    Inventors: Tae-Lin Huh, Hebok Song, Ji-Eun Kim, Byoung-Mog Kwon, Dong Cho Han, Hye-Nan Kim
  • Patent number: 7687547
    Abstract: The present invention is directed to compounds having the formula: In the formula, A2 represents N or C—X1a—R1 and A4 represents N or C—X2b—R2, provided that A2 and A4 are not both N. R1 and R2 independently represent H or a hydrocarbon group, provided that R1 and R2 are not both H. The hydrocarbon groups of R1 and R2 are preferably alkyl or alkenyl groups. More preferably, the hydrocarbon groups are alkyl groups. A1, A3, A6, and A8 independently represent CH or N. A5 and A9 independently represent CR3 or N, wherein R3 independently represents H, methyl, ethyl, or halo. A7 represents CR4 or N, wherein R4 represents H, methyl, ethyl, halo, nitro, hydroxy, amino, amido, or a methyl or ethyl group substituted independently with halo, nitro, hydroxy, amino, or amido. Not more than three of A5, A6, A7, A8, and A9 are N.
    Type: Grant
    Filed: August 22, 2005
    Date of Patent: March 30, 2010
    Assignee: Research Foundation of State University of New York
    Inventors: Peter J. Tonge, Todd Sullivan, Francis Johnson
  • Publication number: 20090239955
    Abstract: Disclosed herein are novel obovatol derivatives represented by Chemical Formula 1, and pharmaceutically acceptable salts thereof. Having the ability to inhibit the growth of cancer cells and induce apoptosis in cancer cells, the derivatives or pharmaceutically acceptable salts thereof are useful in the prevention and treatment of cancer and in the suppression of cancer metastasis. Also, a method for preparing the derivatives, and pharmaceutical compositions comprising the derivatives as active ingredients are disclosed. wherein R1,R2 and R3 are as defined in the specification.
    Type: Application
    Filed: July 28, 2008
    Publication date: September 24, 2009
    Inventors: Byoung-Mog Kwon, Dong Cho Han, Su-Kyung Lee, Hye-Nan Kim, Young-Min Han, Dae-Seop Shin
  • Publication number: 20080280994
    Abstract: The invention provides extracts of brown seaweed of the genus Ascophyllum that have valuable pharmacological properties. In particular, compositions of the invention are useful for e.g.: inhibiting alpha-glucosidase activity; preventing or treating conditions mediated by alpha-glucosidase activity; reducing blood glucose levels; preventing or treating diabetes; modulating glucose uptake in adipocytes; preventing or treating obesity; scavenging free radicals; stimulating the immune system; activating macrophages; preventing or treating condition mediated by macrophage activation; and modulating nitric oxide production by macrophages. Methods for using the Ascophyllum extracts of the invention are provided, as are kits comprising Ascophyllum extracts of the invention and instructions for using the extracts.
    Type: Application
    Filed: August 15, 2005
    Publication date: November 13, 2008
    Inventors: Junzeng Zhang, Harry Stephen Ewart, Jing Kai Shen, Colin James Barrow
  • Publication number: 20070197832
    Abstract: Poly(ortho-methylphenol) is obtainable at high purities and yields using industrial processes by causing a secondary amine and formaldehyde to react with a polyphenol (first step), and then breaking down the aminomethyl group of the obtained poly(ortho-aminomethyl)phenol by means of hydrogenolysis in the presence of a hydrogenation catalyst (second step).
    Type: Application
    Filed: February 6, 2007
    Publication date: August 23, 2007
    Inventors: Rie AZUMA, Tadashi HIRAMINE
  • Patent number: 6790868
    Abstract: Antimicrobial compounds, compositions containing the same, and methods of using of the same for reducing the presence of microorganisms on a substrate or in a fluid environment comprising an antimicrobial effective carrier and at least one antimicrobial compounds including non-halogenated phenoxy and/or benzyloxy substituted phenol compounds.
    Type: Grant
    Filed: December 20, 2001
    Date of Patent: September 14, 2004
    Assignee: Warner-Lambert Company
    Inventors: David Scott Harper, Robert A. Coburn, Constantine Georgiades, Andre Soshinsky, Marianne D. Huntley
  • Patent number: 6706930
    Abstract: There is described a process for the preparation of halogenated hydroxydiphenyl compounds of formula (1) by acylation of a halogenated benzene compound (first stage), etherification of the acylated compound with a halogenated phenol compound, which is not further substituted in the ortho-position (second stage), oxidation of the etherified compound (third stage) and hydrolysis of the oxidized compound in a fourth stage, wherein the reaction of the second stage is carried out in the presence of K2CO3 and any desired copper catalyst, where K2CO3 is used in a concentration of from 0.5 to 30 mol, based on the phenol compound employed of formula (6), according to the reaction scheme (I) in which R1 and R2 independently of one another are F, Cl or Br; R3 and R4 independently of one another are hydrogen; or C1-C4alkyl; m is 1 to 3; and n is 1 or 2. The compounds of formula (1) are used for protecting organic materials and articles from microorganisms.
    Type: Grant
    Filed: October 31, 2002
    Date of Patent: March 16, 2004
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Armando Di Teodoro, Werner Hölzl, Dieter Reinehr, Rudolf Zink
  • Patent number: 6689920
    Abstract: A process for producing 2,2′,3,3′,5,5′-hexamethyl-[1,1′-biphenyl]-4,4′-diol, which process comprises, while setting a pH of a reaction liquid containing an alkaline aqueous solution, a surfactant, a copper catalyst and 2,3,6-trimethylphenol during a reaction in the range of from 8 to 14 and controlling the variation range of the pH of the reaction liquid within ±1, oxidatively coupling the 2,3,6-trimethylphenol with an oxygen-containing gas, and a process for producing a bifunctional phenylene ether oligomer compound having a controlled average molecular weight, comprising carrying out oxidation polymerization under a proper oxygen concentration.
    Type: Grant
    Filed: October 16, 2002
    Date of Patent: February 10, 2004
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Kenji Ishii, Kiyonari Hiramatsu, Makoto Miyamoto, Yasumasa Norisue, Katsuhiko Yanagida
  • Patent number: 6639114
    Abstract: Ethylenically unsaturated compounds are hydroformylated in the presence of a hydroformylation catalyst comprising at least one complex of a metal of transition group VIII with at least one phosphorus-containing compound as ligand, where this compound contains two groups which contain P atoms and are bound to a molecular skeleton derived from bisphenol A.
    Type: Grant
    Filed: February 13, 2002
    Date of Patent: October 28, 2003
    Assignee: BASF Aktiengesellschaft
    Inventors: Wolfgang Ahlers, Rocco Paciello, Dieter Vogt, Jarl Ivar van der Vlugt
  • Patent number: 6610890
    Abstract: Medicaments for treating diabetic complications contain a compound of formula (A), wherein at least one Y or one Y′ is OH, and the remainder are selected from H, Hal, OH, OMe and NO2; X is O, S, keto or a direct link
    Type: Grant
    Filed: January 7, 2002
    Date of Patent: August 26, 2003
    Assignee: O.N.C.E.-(Organizacion Nacional De Cicgos)
    Inventors: Teresa Garcia de Quesada Fort, Jesús A De La Fuente Blanco, Ma Jesús Martin Lopez, Isabel Reymundo Cuesta
  • Patent number: 6596907
    Abstract: A description is given of a three-step process for the preparation of 4,4′-dihalogen-o-hydroxydiphenyl compounds of formula (1) which comprises: a) hologenating an alkoxyphenol of formula (6) (=a1), reacting the resulting halogenated phenol compound of formula (5) with p-dihalobenzene of formula (4a) in the presence of copper and/or copper salts to the diphenyl ether compound of formula (2) (=a2) and subsequent ether fission to the diphenyl ether compound of formula (1) (=a3); or b) reacting an alkoxyphenol of formula (6) with the halophenol of formula (4b) to the compound of formula (3) (=b1), then halogenating this compound (=b2) and subsequent ether fission of the resulting compound of formula (2) to the diphenyl ether compound of formula (1) (=b3). The compounds of formula (1) are used for protecting organic materials and objects against microorganisms.
    Type: Grant
    Filed: April 3, 2001
    Date of Patent: July 22, 2003
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Armando Di Teodoro, Werner Hölzl, Dieter Reinehr, Rudolf Zink
  • Patent number: 6576800
    Abstract: An oxidation polymer of a substituted phenol, obtained by oxidative polymerization of at least one compound selected from the group consisting of a compound of formula (Ia) and a compound of formula (Ib), in which the oxidation polymer has a number-average polymerization degree of 3 or more: wherein R1 to R4 each represent a hydrogen atom and the like; provided that at least one of R1 to R4 represents a substituted or unsubstituted, saturated hydrocarbon group having 10 or more carbon atoms, and R1 and/or R4 represent a hydrogen atom; wherein R11 represents a substituted or unsubstituted, saturated hydrocarbon group having 15 or more carbon atoms, and R12 is the same as R11, or when R12 is different from R11, R12 represents a substituted or unsubstituted hydrocarbon group and the like.
    Type: Grant
    Filed: July 17, 2001
    Date of Patent: June 10, 2003
    Assignees: National Institute of Advanced Industrial Science and Technology, Japan Chemical Innovation Institute
    Inventors: Hideyuki Higashimura, Shiro Kobayashi
  • Patent number: 6376524
    Abstract: Triphenyl compounds of the formulae I, II, and VI: methods of making them, pharmaceutical compositions containing them, and methods for their use. The compounds are compounds are interleukin-4 antagonists; and are useful for the treatment of asthma and allergies.
    Type: Grant
    Filed: June 21, 2000
    Date of Patent: April 23, 2002
    Assignee: Sunesis Pharmaceuticals, Inc.
    Inventors: Kenneth J. Barr, Brian C. Cunningham, William Michael Flanagan, Wanli Lu, Brian C. Raimundo, Nathan D. Waal, Jennifer Wilkinson, Jiang Zhu, Wenjin Yang
  • Patent number: 6288011
    Abstract: Pesticidal 1,4-diaryl-2,3-difluoro-2-butene compounds having the structural formula I and compositions and methods comprising those compounds for the control of insect and acarid pests.
    Type: Grant
    Filed: November 11, 1998
    Date of Patent: September 11, 2001
    Assignee: American Cyanamid Co.
    Inventors: Terence James Bentley, Keith Douglas Barnes
  • Patent number: 6215029
    Abstract: A process for the preparation of halohydroxydiphenyl compounds useful for protecting organic materials and articles from microorganisms, of the formula by acylation of a halogenated benzene compound (first stage), etherification of the acylated compound with a halogenated phenol compound (second stage), oxidation of the etherified compound (third stage) and hydrolysis of the oxidized compound in a fourth stage, according to the following reaction scheme: in which R1 and R2 independently of one another are F, Cl or Br; R3 and R4 independently of one another are hydrogen; or C1-C4alkyl; m is 1 to 3; and n is 1 or 2.
    Type: Grant
    Filed: June 9, 1999
    Date of Patent: April 10, 2001
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Urs Burckhardt, Armando Di Teodoro, Werner Hölzl, Dieter Reinehr, Rudolf Zink, Hanspeter Sauter, Uwe Gronde
  • Patent number: 6156750
    Abstract: Novel pharmaceutically/cosmetically-active bicyclic aromatic 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 and ophthalmological disorders, as well as for the treatment of mammalian skin and hair conditions/disorders.
    Type: Grant
    Filed: January 13, 1999
    Date of Patent: December 5, 2000
    Assignee: Centre International de Recherches Dermatologiques Galderma
    Inventor: Jean-Michel Bernardon
  • Patent number: 5817887
    Abstract: A color-photographic recording material is described which contains a magenta coupler and, as stabilizer, at least one compound of the formula ##STR1## where the radicals are as defined in the specification.
    Type: Grant
    Filed: February 7, 1995
    Date of Patent: October 6, 1998
    Assignee: Ciba-Geigy Corporation
    Inventors: David G. Leppard, Hugh Stephen Laver
  • Patent number: 5663453
    Abstract: Compounds of the formula ##STR1## in which: n is 0, 1 or 2, and, if n is 2, the two radicals R.sub.3 are identical or different;R.sub.2 is methyl, fluorine, chlorine or bromine;R.sub.3 is C.sub.1 -C.sub.3 -alkyl, halo-C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkoxy, halo-C.sub.1 -C.sub.3 alkoxy, fluorine, chlorine or bromine:R.sub.5 is hydrogen or C.sub.1 -C.sub.9 alkyl andX is methylene, O, S or C(.dbd.O):can be used as intermediates for agrochemical active ingredients.
    Type: Grant
    Filed: January 17, 1995
    Date of Patent: September 2, 1997
    Assignee: Ciba-Geiby Corporation
    Inventor: Friedrich Karrer
  • Patent number: 5545399
    Abstract: A composition for topical application to the skin in order to promote the repair of photo-damaged or aged skin and/or to reduce or prevent damaging effects of ultra-violet light on skin and/or to lighten the skin comprising a hydrocalchone of general structure: ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3, which may be the same or different, represent H, --OH, --OR or --COR (where R is a C.sub.1-20 alkyl group);R.sub.4, R.sub.5, R.sub.6 and R.sub.7, which may be the same or different, represent H or --COR (where R is as herein before defined).Optional additional ingredients include sunscreens and other skin lightening skin lightening agents, particularly retinol or derivatives thereof.
    Type: Grant
    Filed: October 24, 1994
    Date of Patent: August 13, 1996
    Assignee: Chesebrough-Pond's USA Co.
    Inventors: Caroline M. Lee, Martin R. Green, Giuseppe Prota
  • Patent number: 5463133
    Abstract: The present invention is to provide phenethyl alcohol derivative represented by the general formula (I), which is a stabilizing agent for colored images, particularly improved in resistance to plasticizers for the use in recording materials. ##STR1## (wherein Y: formula (II) or formula (III) R.sup.1 : H, alkyl, aralkylR.sup.2, R.sup.3 and R.sup.4 : halogen, nitro, alkyl, alkoxy, alkenyl, alkenyloxy,R.sup.5, R.sup.6 and R.sup.7 : H, alkyl,Z: --SO.sub.2 --, --CO--, --C(CH.sub.3).sub.
    Type: Grant
    Filed: May 31, 1994
    Date of Patent: October 31, 1995
    Assignee: Nippon Soda Co., Ltd.
    Inventors: Takehiro Sato, Kimiaki Kinosita, Minoru Kaeriyama, Tomoya Hidaka
  • Patent number: 5312975
    Abstract: A process for the preparation of 5-(2,4-difluorophenyl)-salicylic acid comprising the reaction of an organometallic derivative with a suitable substituted benzene in the presence of a transition-metal based catalyst is described.
    Type: Grant
    Filed: December 27, 1991
    Date of Patent: May 17, 1994
    Assignee: Zambon Group S.p.A.
    Inventors: Claudio Giordano, Laura Coppi, Francesco Minisci
  • 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: 5288923
    Abstract: A process for the preparation of hydroxyalkyl ethers of diphenols is disclosed. Accordingly, aromatic polycarbonate resin is reacted with alkylene diol in the presence of a basic catalyst, at temperatures of 150.degree. to 250.degree. C. at a molar ratio of 514 10 moles of alkylene diol to 1 mole of aromatic carbonate structural units to produce the corresponding hydroxyalkyl ether. Additional embodiments entail optional reactions of the aromatic polycarbonate with cyclic alkylene carbonate and with open chain monomeric bis-(hydroxyalkyl)-carbonate. Aromatic polycarbonate waste may thus be advantageously recycled.
    Type: Grant
    Filed: January 29, 1993
    Date of Patent: February 22, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gerhard Fennhoff, Wolfgang Jacob, Manfred Ehlert
  • Patent number: 5276205
    Abstract: Novel insecticides have the formula ##STR1## in which R.sub.1 is hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 haloalkylthio, C.sub.2 -C.sub.5 carboalkoxy, C.sub.2 -C.sub.5 alkylcarbonyl, nitro or cyano;R.sub.2 is hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 haloalkylthio, C.sub.3 haloalkenoxy, nitro, cyano, C.sub.2 -C.sub.5 alkylcarbonyl, C.sub.1 -C.sub.4 alkylsulfonyl or C.sub.2 -C.sub.5 carboalkoxy;R.sub.3 is hydrogen, halogen, C.sub.1 -C.sub.4 haloalkyl or C.sub.1 -C.sub.4 alkoxy;provided that:R.sub.1, R.sub.2 and R.sub.3 are not all hydrogen; orR.sub.1 and R.sub.2 taken together are C.sub.2 -C.sub.4 alkylene, C.sub.2 -C.sub.4 alkyleneoxy, C.sub.1 -C.sub.2 perhaloalkyleneoxy, C.sub.1 -C.sub.4 alkylenedioxy or halo-C.sub.1 -C.sub.3 alkylenedioxy;R.sub.
    Type: Grant
    Filed: May 11, 1989
    Date of Patent: January 4, 1994
    Assignee: ICI Americas Inc.
    Inventor: Karl J. Fisher
  • Patent number: 5246943
    Abstract: This invention relates to novel substituted 1,2,3,4-tetrahydroisoquinolines which are useful in the treatment of vascular restenosis, various disorders of the central nervous system, in the regulation of female reproductive functions, in cognitive enhancement, in atherosclerosis and in treating excessive AVP secretory disorders. Novel intermediates useful in the preparation of the compounds are also disclosed. Methods of using the compounds and pharmaceutical compositions containing them are disclosed.
    Type: Grant
    Filed: May 19, 1992
    Date of Patent: September 21, 1993
    Assignee: Warner-Lambert Company
    Inventors: Clifton J. Blankley, John C. Hodges, Sylvester Klutchko
  • Patent number: 5194563
    Abstract: Linear aromatic polymeric species, particularly oligomers and polymers are produced under mild conditions in good yield by reacting an at least binuclear aromatic compound with an alkylidene bisphenol in the presence of a non C-alkylatable hydroxy substituted aromatic compound effective to stabilize a generated carbonium ion intermediate; the alkylidene bisphenol may be formed in situ from a ketone or aldehyde in the presence of a catalytic amount of a hydroxy substituted aromatic compound effective to generate a carbonium ion with the ketone or aldehyde; carrying out the reaction under reduced pressure, particularly high vacuum permits direct production of high polymers; the oligomers are useful in the manufacture of high molecular weight engineering or industrial plastics; the polymers may be used directly as such plastics.
    Type: Grant
    Filed: April 2, 1991
    Date of Patent: March 16, 1993
    Inventor: Allan S. Hay
  • Patent number: 5177258
    Abstract: Biaryl derivatives are produced by coupling an aryl halide in an aqueous alkaline solution in the presence of a palladium catalyst, using formic hydrazide as the reducing agent.
    Type: Grant
    Filed: May 21, 1992
    Date of Patent: January 5, 1993
    Assignee: Bromine Compounds, Ltd.
    Inventors: Abram Becker, Ariel A. Ewenson, Bertha Croitoru
  • Patent number: 5151531
    Abstract: Dihydric phenol suitable for the preparation of polycarbonates are represented by the following formula: ##STR1##
    Type: Grant
    Filed: August 25, 1988
    Date of Patent: September 29, 1992
    Assignee: Idemitsu Kosan Co., Ltd.
    Inventors: Kazuyoshi Shigematsu, Takashi Nakagawa, Shuji Sakamoto
  • Patent number: 5149888
    Abstract: The phenols and phenol ethers, e.g., phenol itself, are effectively hydroxylated by reacting hydrogen peroxide therewith, in the presence of a catalytically effective amount of titanium dioxide.
    Type: Grant
    Filed: February 28, 1990
    Date of Patent: September 22, 1992
    Assignee: Rone-Poulenc Chimie
    Inventors: Michel Costantini, Eric Garcin, Michel Gubelmann, Jean-Michel Popa
  • Patent number: 5117010
    Abstract: The present invention relates to the preparation of di-secondary alcohols comprising the reaction of an alcohol and a diglycidyl ether of a dihydric phenol in the presence of a catalyst of the formula (IV):MX (IV)wherein M is a metal from Groups IB to VIIIB or a metal or metalloid from Groups IIA to VA of the Periodic Chart of Elements or an ammonium ion and X is an anion selected from the group consisting of BF.sub.4.sup.-, PF.sub.6.sup.-, AsF.sub.6.sup.-, SbF.sub.6.sup.-, AlF.sub.4.sup.-, TiF.sub.6.sup.2-, SiF.sub.6.sup.2-, and ZrF.sub.6.sup.2- to produce the di-secondary alcohol, which can then be subjected to glycidylation to produce a glycidyl ether, orthe reaction of an alcohol, glycol or polyol and epichlorohydrin in the presence of the foregoing catalyst, followed by ring closure employing an alkali to produce a mono- or polyglycidyl ether. The monoglycidyl ether can be further reacted with a dihydric phenol to produce a di-secondary alcohol which is then glycidylized to produce a glycidyl ether.
    Type: Grant
    Filed: August 15, 1991
    Date of Patent: May 26, 1992
    Assignee: Ciba-Geigy Corporation
    Inventor: Chi-Wen F. Cheng
  • Patent number: 5098613
    Abstract: This invention provides benzene derivatives, pharmaceutical formulations of those derivatives, and a method of using the derivatives for the treatment of inflammation in mammals.
    Type: Grant
    Filed: July 11, 1990
    Date of Patent: March 24, 1992
    Assignee: Eli Lilly and Company
    Inventors: Nancy G. Bollinger, Theodore Goodson, Jr., David K. Herron
  • Patent number: 5082978
    Abstract: Mono-, di- and triphenols are selectively monomethylated by reaction with para-dimethoxybenzene in the presence of a catalytically effective amount of an acid catalyst.
    Type: Grant
    Filed: May 9, 1991
    Date of Patent: January 21, 1992
    Assignee: Rhone-Poulenc Chimie
    Inventors: Michel Gubelmann, Christian Allandrieu
  • Patent number: 5077440
    Abstract: In a process for the preparation of 3-phenoxybenzylalcohol, 3-phenoxytoluene is reacted with dibromodimethylhydantoin in a non-polar solvent, followed by hydrolysis of the products of the first reaction step.The process provides highly pure 3-phenoxybenzylalcohol with high yields.
    Type: Grant
    Filed: October 23, 1989
    Date of Patent: December 31, 1991
    Assignee: Bromine Compounds Ltd.
    Inventors: Michael Zviely, Aaron R. McMurray, Joshua Hermolin
  • Patent number: 5068457
    Abstract: A method for making hydroxy-terminated arylene ethers is provided by condensing an aromatic diol, such as hydroquinone with 4-fluoroacetophenone followed by a Baeyer-Villiger oxidation, and hydrolysis of the resulting diester.
    Type: Grant
    Filed: August 1, 1990
    Date of Patent: November 26, 1991
    Assignee: General Electric Company
    Inventors: Gary W. Yeager, David N. Schissel
  • Patent number: 5068459
    Abstract: A process for producing m-phenoxybenzyl alcohol by reacting chlorobenzene with m-hydroxybenzyl alcohol in the presence of a copper catalyst and a base, the process being characterized by using an alkylene glycol as a reaction solvent.
    Type: Grant
    Filed: April 17, 1990
    Date of Patent: November 26, 1991
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Ryu Oi, Shinji Takenaka, Chitoshi Shimakawa
  • Patent number: 4997989
    Abstract: Novel tert-butylalkynols of the formula (I) ##STR1## where Y is hydrogen, halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkyl, aryl, aryloxy or benzyl and m is an integer from 1 to 3, and the individual groups Y may be identical or different when m>1, and a process for their preparation are described.
    Type: Grant
    Filed: January 4, 1989
    Date of Patent: March 5, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Hubert Smuda, Wolfgang Rohr
  • Patent number: 4987272
    Abstract: Novel dipropargyl ether of alpha, alpha'-bis(4-hydroxyphenyl)-para-diisopropylbenzene is useful in preparing resins having desirable properties as laminates and the like.
    Type: Grant
    Filed: July 28, 1989
    Date of Patent: January 22, 1991
    Assignee: Shell Oil Company
    Inventor: Anthony M. Pigneri
  • Patent number: 4879292
    Abstract: A nitrogen-containing heterocyclic compound of the formula: ##STR1## wherein R.sub.1 is either one of the following groups: ##STR2## (in which R.sub.7, R.sub.8, R.sub.9, R.sub.10, R.sub.11, R.sub.12, R.sub.13, R.sub.14, R.sub.15, R.sub.16 and R.sub.17 are, the same or different, each a hydrogen atom, a halogen atom, a C.sub.1 -C.sub.4 alkyl group, a C.sub.1 -C.sub.4 alkoxy group, a C.sub.1 -C.sub.4 alkylthio group, a trifluoromethyl group or a nitro group, R.sub.18, R.sub.19, R.sub.20 and R.sub.21 are, the same or different, each a hydrogen atom or a methyl group, k is an integer of 0 to 1 and l is an integer of 0 to 3);R.sub.2 and R.sub.3 are, the same or differnt, each a hydrogen atom, a halogen atom or a methyl group;R.sub.4 is a halogen atom or a methyl group;R.sub.5 and R.sub.6 are, the same or different, each a hydrogen atom, a halogen atom, a C.sub.1 -C.sub.4 alkyl group, a C.sub.1 -C.sub.4 alkoxy group, a C.sub.1 -C.sub.4 haloalkyl group or a C.sub.1 -C.sub.
    Type: Grant
    Filed: March 22, 1988
    Date of Patent: November 7, 1989
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Sumio Nishida, Noritada Matsuo, Makoto Hatakoshi, Hirosi Kisida
  • Patent number: 4873371
    Abstract: A method is provided for making certain hydroxy-terminated arylene ethers useful as spacers in liquid crystalline polyesters. There is initially formed a dicarbonyl adduct from a dihydroxyaromatic compound, such as hydroquinone and a haloarylcarbonyl compound. The adduct formed is oxidized to the corresponding diester. Hydrolysis of the diester provides the hydroxy-terminated arylene ether.
    Type: Grant
    Filed: August 1, 1988
    Date of Patent: October 10, 1989
    Assignee: General Electric Company
    Inventors: Gary W. Yeager, David N. Schissel
  • Patent number: 4788348
    Abstract: Compounds of formula R.sup.3 --CH.dbd.CH--CR.sup.1 R.sup.2 --CH.sub.2 OCH.sub.2 R.sup.4 wherein R.sup.1 and R.sup.2 are H, alkyl or together form a cycloalkyl group with the adjacent carbon, R.sup.3 is a substituted phenyl group, R.sup.4 is an optionally substituted phenoxy phenyl group, and compositions containing them useful as insecticides, and compounds of formula HOCH.sub.2 --CR.sup.1 R.sup.2 --CH.sub.2 OCH.sub.2 R.sup.4 and OCH--CR.sup.1 R.sup.2 CH.sub.2 OCH.sub.2 R.sup.4, useful as intermediates therefor.
    Type: Grant
    Filed: August 12, 1987
    Date of Patent: November 29, 1988
    Assignee: Imperial Chemical Industries PLC
    Inventor: Alan J. Whittle
  • Patent number: 4778931
    Abstract: The invention relates to several aryloxy-alkane alcohols, for example 1-(3-(1-hydroxy-1-methylhexyl) phenoxy methyl)-2-methoxy-naphthalene, 2-(1-(3-(1-hydroxy-2,2-dimethylhexyl)phenoxy)ethyl naphthalene, 1-(3-6-phenoxy-1-hydroxyhexyl)phenoxy methyl)-4-methoxy naphthalene, 2-(3-(1-hydroxyhexyl) phenoxymethyl) naphthalene and 2-(3-(1-hydroxyhexyl)phenoxymethyl)-1,2,3,4-tetrahydro naphthalene, methods for their preparation and their use for treating inflammatory and allergic conditions in a mammal.
    Type: Grant
    Filed: November 29, 1985
    Date of Patent: October 18, 1988
    Assignee: USV Pharmaceutical Corporation
    Inventors: John H. Musser, Utpal R. Chakraborty
  • Patent number: 4744812
    Abstract: Substituted diphenyl ethers of the formula ##STR1## where Z.sub.1, Z.sub.2 and Z.sub.3 are hydrogen, halogen, nitro, cyano, carboxyl, alkyl, haloalkyl, alkoxy, haloalkoxy, alkylmercapto, haloalkylmercapto, alkylsulfinyl, haloalkylsulfinyl, alkylsulfonyl or haloalkylsulfonyl, Z.sub.4 is hydrogen, cyano, alkyl, alkoxy, acetoxy or alkylmercapto, Y is hydrogen, halogen, cyano or nitro, X is oxygen, sulfur, sulfinyl or sulfonyl, and A is hydrogen, unsubstituted or substituted alkyl ##STR2## and can also be sulfonyl ##STR3## when X is oxygen, and, when Z.sub.4 is alkoxy or alkylmercapto, can also be a methylene chain --(CH.sub.2).sub.m -- by which the radicals Z.sub.4 --CH--X-- are bonded to form a ring, R.sub.1 is hydrogen, methyl, ethyl or n-propyl, R.sub.2 is cyano, methoxy, ethoxy or ##STR4## where B is OH, ONa, O--alkyl, unsubstituted or substituted phenoxy, --NH.sub.2, --NH--alkyl or --N(alkyl).sub.2, n is 1, 2 or 3, R.sub.3 and R.sub.
    Type: Grant
    Filed: March 4, 1985
    Date of Patent: May 17, 1988
    Assignee: BASF Aktiengesellschaft
    Inventors: Adolf Parg, Bruno Wuerzer, Gerhard Hamprecht