Patents Examined by Ethel G. Love
  • Patent number: 4560777
    Abstract: Process for preparing esters of 2-(6'-methoxy-2'-naphtyl)-propionic acid via rearrangement of new ketals of 2-halo-1-(6'-methoxy-2'-naphtyl)-propan-1-one in the presence of a Lewis acid.The esters thus obtained are useful as intermediate products for preparing Naproxen.The process involves the preparation of the following new compounds:ketals of 2-halo-1-(6'-methoxy-2'-naphtyl)-propan-1-oneesters of 2-(5'-bromo-6'-methoxy-2'-naphtyl)-propionic acid1-(5'-bromo-6'-methoxy-2'-naphtyl)-propan-1-one2-halo-(5'-bromo-6'-methoxy-2'-naphtyl)-propan-1-one.
    Type: Grant
    Filed: August 4, 1983
    Date of Patent: December 24, 1985
    Assignee: Blaschim S.p.A.
    Inventors: Claudio Giordano, Aldo Belli, Fulvio Uggeri, Giovanni Villa
  • Patent number: 4559352
    Abstract: 1-R.sub.1 -3-amino-5-(3-R'-4-R"-phenyl)-6-R-2(1H)-pyridinones or salts thereof, which are useful as cardiotonics, where R.sub.1 is hydrogen, lower-alkyl, or lower-hydroxyalkyl, R is hydrogen or lower-alkyl, and, R' and R" are each hydrogen, hydroxy or amino at least one of R' or R" being other than hydrogen, are prepared by reacting the corresponding 3-carbamyl compound with a reagent capable of converting carbamyl to amino or by first reacting the corresponding 3-carbamyl compound where R' and R" are each hydrogen, nitro or lower-alkoxy at least one of R' and R" being other than hydrogen with a reagent capable of converting carbamyl to amino and then reacting the resulting 3-amino compound where R' and/or R" are/is lower-alkoxy and/or nitro with a reagent capable of converting lower-alkoxy to hydroxy and/or with a reagent capable of converting nitro to amino. Preparation of the corresponding 3-carbamyl and 3-cyano compounds is shown, the latter including cardiotonically active novel 1-R.sub.
    Type: Grant
    Filed: July 30, 1984
    Date of Patent: December 17, 1985
    Assignee: Sterling Drug Inc.
    Inventors: George Y. Lesher, Chester J. Opalka, Jr., Donald F. Page
  • Patent number: 4558067
    Abstract: Phenylthiomethyl-6-hydroxy-2,3-dihydrobenzopyran and analogs thereof were prepared from an appropriate (6-hydroxy-2,3-dihydro-benzopyran-7-yl) formaldehyde or analog thereof with a substituted thiophenol. These compounds were found to be potent anti-inflammatory agents.
    Type: Grant
    Filed: March 1, 1984
    Date of Patent: December 10, 1985
    Assignee: Merck & Co., Inc.
    Inventors: Kathryn L. Thompson, Robert A. Zambias, Milton L. Hammond, Michael N. Chang
  • Patent number: 4558010
    Abstract: The present invention provides a deoxyribonucleic acid (DNA) segment related to a human plasminogen activator gene. The segment is inserted into a plasmid vector which in turn can be incorporated into a bacterium or other microorganism. The bacterium can then be cultured to produce a plasminogen activator protein having properties of human urokinase.
    Type: Grant
    Filed: September 7, 1982
    Date of Patent: December 10, 1985
    Assignee: Abbott Laboratories
    Inventors: Paul P. Hung, Shaw-Guang Lee, Ranajit Roychoudhury, Barry J. Ratzkin
  • Patent number: 4558122
    Abstract: New S-adenosylmethionine (SAM) salts of formula ##STR1## have been prepared in which R, R.sub.1, R.sub.2, m, n and A are as defined in the text.The methods of preparing the new products starting from SAM salts are described.The new products are stable and highly bioavailable, particularly when administered orally.
    Type: Grant
    Filed: September 2, 1982
    Date of Patent: December 10, 1985
    Assignee: Bioresearch S.P.A.
    Inventor: Federico Gennari
  • Patent number: 4558141
    Abstract: Perfluoro-1,3-dioxole is a useful monomer, which polymerizes to either amorphous or liquid homopolymers and copolymerizes with tetrafluoroethylene as well as with other monomers to both crystalline and amorphous copolymers having one or more such comonomers incorporated therein. Amorphous homopolymers and copolymers of perfluoro-1,3-dioxole are useful in such applications as glazing for reactors for hydrogen fluoride reactions. Amorphous homopolymers and amorphous or crystalline copolymers form self-supporting films and can be used for coatings and linings which are inert to most chemicals and are stain and weather resistant and as dielectrics for electrical and electronic equipment. Liquid homopolymers can be used as hydraulic fluids and heat exchange media.
    Type: Grant
    Filed: April 11, 1985
    Date of Patent: December 10, 1985
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Edward N. Squire
  • Patent number: 4556718
    Abstract: The invention concerns new products of the general formula (I): ##STR1## in which R represents an alkyl radical containing from 1 to 4 carbon atoms and R.sub.1 is selected from the group comprising a hydrogen atom, and alkyl radicals containing from 1 to 4 carbon atoms, in their racemic and optically active forms, as well as the alkaline, alkaline-earth and amine salts, products having the general formula (I) in which R.sub.1 represents a hydrogen atom, said products being capable of releasing glyoxal and products of the formula OHC--COOR.sub.1 in which R.sub.1 represents hydrogen or a C.sub.1 -C.sub.4 alkyl radical.
    Type: Grant
    Filed: November 6, 1984
    Date of Patent: December 3, 1985
    Assignee: Societe Francaise Hoechst
    Inventors: Francine Chastrette, Corinne Bracoud, Maurice Chastrette
  • Patent number: 4555370
    Abstract: A novel process for the preparation of acyl cyanides of the general formulaR--CO--CN (I)whereinR represents an optionally substituted alkyl radical with 1 to 8 carbon atoms, an optionally substituted cycloalkyl radical with 3 to 12 carbon atoms, an optionally substituted aryl radical or an optionally substituted 5-membered or 6-membered heterocyclic radical, which can additionally be fused to a benzene ring,in which a carboxylic acid fluoride or the general formulaR--CO--F (II)in whichR has the abovementioned meaningis reacted with an alkali metal cyanide, optionally in the presence of a diluent, at a temperature between 10.degree. and 200.degree. C.The acylcyanides (I) can be used as intermediates in the synthesis of known herbicides.
    Type: Grant
    Filed: October 5, 1984
    Date of Patent: November 26, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Erich Klauke, Kurt Findeisen
  • Patent number: 4554011
    Abstract: 2S-(2.beta.,4.beta.,5.beta.)-5-Arylmethoxy-4-substituted 2-alkyl-1,3-dioxane and derivatives thereof. The compounds are especially useful as herbicides.
    Type: Grant
    Filed: August 24, 1984
    Date of Patent: November 19, 1985
    Assignee: Chevron Research Company
    Inventor: William Loh
  • Patent number: 4554364
    Abstract: It has been surprisingly discovered in accordance with the present invention that when 1,3-dioxolane is reacted with formaldehyde in the presence of tert-butyl hydroperoxide and a cobalt initiator, the reaction preferentially involves an addition of the formaldehyde to the 2-methylene group of the 1,3-dioxolane with only minor reaction with the 4-methylene and 5-methylene groups of the 1,3-dioxolane whereby the reaction product that is formed contains significant quantities of 2-hydroxyalkyl-1,3-dioxolanes and only minimal amounts of the undesired methyl formate by-product. 2-Hydroxymethyl-1,3-dioxolane is hydrolyzed with comparative ease to ethylene glycol and the corresponding glycol aldehyde (CHO--CH.sub.2 --OH). The glycol aldehyde in turn can be catalytically hydrogenated to form additional quantities of ethylene glycol.
    Type: Grant
    Filed: December 19, 1984
    Date of Patent: November 19, 1985
    Assignee: Texaco Inc.
    Inventors: John R. Sanderson, Ernest L. Yeakey, Jiang-Jen Lin
  • Patent number: 4552955
    Abstract: Process for the production of 4',5'-unsaturated nucleosides via a novel compound, 5'-Se-(2- or 4-nitrophenyl)-selenonucleoside, is disclosed, said selenonucleoside being represented by the formula ##STR1## wherein R is a hydrogen atom or a hydroxyl group, A is 2- or 4-nitrophenyl group and B is a base.
    Type: Grant
    Filed: June 29, 1982
    Date of Patent: November 12, 1985
    Assignee: Sankyo Chemical Company, Limited
    Inventors: Hiroshi Takaku, Takeshi Noda
  • Patent number: 4552954
    Abstract: A process for concentrating nikkomicins (X) and (Z) from a dilute impure aqueous solution thereof, comprising contacting the solution with a weakly basic ion exchanger and eluting the adsorbed material with an acid thereby to obtain a concentrated mixture of nikkomicin (X) and nikkomicin (Z). The dilute solution being treated can directly be a filtered microbial cultivation liquor or such a liquor can be prepurified by contact with an acid ion exchanger followed by elution with a base. The recovered material is of relatively high purity.
    Type: Grant
    Filed: May 26, 1983
    Date of Patent: November 12, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Heinrich-Ferdinand Moeschler, Christian Golker, Peter M. Lange
  • Patent number: 4552894
    Abstract: A 2-fluoroethoxy-substituted benzene derivative represented by the general formula ##STR1## wherein X represents an oxygen or sulfur atom, R.sup.1 and R.sup.2 represent a hydrogen atom or a lower alkyl group, n represents 0 or 1, and A represents a group of the general formula ##STR2## in which R.sup.3 and R.sup.4 represent a hydrogen atom, a halogen atom, a lower alkyl group, a lower alkoxy group, a lower alkylthio group, a lower haloalkyl group, a lower haloalkylthio group or a methylenedioxy group, R.sup.5 and R.sup.6 represent a hydrogen atom or a lower alkyl group, and p and m represent 0 or 1.This compound is useful as an active ingredient of insecticidal and acaricidal agents, and can be produced by reacting a compound of the general formula ##STR3## with a compound of the general formulaA--D (IV)wherein in general formulae (III) and (IV), A, R.sup.1, R.sup.
    Type: Grant
    Filed: January 24, 1984
    Date of Patent: November 12, 1985
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Tsuneo Inoue, Kiyoshi Nakatani, Kengo Oda, Tutomu Ishii, Takatoshi Udagawa, Shiro Shiraishi
  • Patent number: 4550184
    Abstract: It has been surprisingly discovered in accordance with the present invention that when 1,3-dioxolane is reacted with formaldehyde in the presence of an organic peroxide, the reaction preferentially involves an addition of the formaldehyde to the 2-methylene group of the 1,3-dioxolane with only minor reaction with the 4-methylene and 5-methylene groups of the 1,3-dioxolane whereby the reaction product that is formed contains significant quantities of 2-hydroxymethyl-1,3-dioxolane. 2-Hydroxymethyl-1,3-dioxolane is hydrolyzed with comparative ease to ethylene glycol and the corresponding glycol aldehyde (CHO--CH.sub.2 --OH). The glycol aldehyde in turn can be catalytically hydrogenated to form additional quantities of ethylene glycol.
    Type: Grant
    Filed: December 19, 1984
    Date of Patent: October 29, 1985
    Assignee: Texaco Inc.
    Inventors: Ernest L. Yeakey, John R. Sanderson
  • Patent number: 4550182
    Abstract: A process for the preparation of .alpha.-tocopherol of the formula I ##STR1## by reacting a chroman derivative with a C.sub.14 -Grignard reagent using a di-alkali metal tetrahalocuprate catalyst in a Schlosser-Fouquet reaction, wherein a chroman derivative of the general formula II ##STR2## where Y is a leaving group, especially Br, is used and is reacted, at from -70.degree. to 0.degree. C., first with a solution of about 1 equivalent of a Grignard compound of the general formula IIIX--Mg--R (III)where X is Cl, Br or I and R is straight-chain or branched alkyl of 1 to 14 carbon atoms, preferably methyl, ethyl or ##STR3## and then with a solution of a Grignard reagent of the formula IIIa ##STR4## in an ether solvent and a solution of a di-alkali metal tetrahalocuprate in an ether solvent. The novel process simplifies the preparation of 2RS,4'RS,8'RS-, 2R,4'RS,8'RS- or 2R,4'R,8'R-.alpha.-tocopherol by reacting a chroman structural unit, containing a C.sub.
    Type: Grant
    Filed: March 12, 1984
    Date of Patent: October 29, 1985
    Assignee: BASF Aktiengesellschaft
    Inventors: Hansgeorg Ernst, Henning-Peter Gehrken, Joachim Paust
  • Patent number: 4549030
    Abstract: The present invention provides a novel process for preparing known prostaglandins, particularly 9-deoxo-9-methylene-16,16-dimethyl-PGE.sub.2. This well known and useful prostaglandin is prepared from D-glucose through a series of efficient reactions. Also provided are novel intermediates which are useful for preparation of a wide variety of prostaglandins.
    Type: Grant
    Filed: October 31, 1983
    Date of Patent: October 22, 1985
    Assignee: The Upjohn Company
    Inventor: Bruce A. Pearlman
  • Patent number: 4547580
    Abstract: Paper coating compositions contain at least one pigment, at least one binder, and, as an insolubilizer for the binder, the product of the reaction of glyoxal and a vicinal polyol.
    Type: Grant
    Filed: November 2, 1984
    Date of Patent: October 15, 1985
    Assignee: Sun Chemical Corporation
    Inventor: William C. Floyd
  • Patent number: 4547581
    Abstract: There is presented compounds of the formula ##STR1## wherein A is selected from the group consisting of ##STR2## R.sub.1 is selected from the group consisting of hydrogen, chlorine, bromine, lower alkyl, the group NR.sub.4 R.sub.5, the group --CH.sub.2 --CO--R.sub.7, the group --NH(CH.sub.2).sub.m NR.sub.8 R.sub.9, hydroxy, lower alkoxy, mercapto and lower alkyl mercapto; R.sub.2 is selected from the group consisting of hydrogen, amino and di-lower alkyl amino; R.sub.3 is selected from the group consisting of hydrogen, lower acyloxy and hydroxy; X is selected from the group consisting of hydrogen, halogen, trifluoromethyl, ethyl, .alpha.-hydroxy ethyl and acetyl; Y is hydrogen or halogen; R.sub.4 and R.sub.5 are hydrogen or lower alkyl or together with their co-bonded nitrogen atom form a five to seven membered heterocyclic group; R.sub.7 is selected from the group consisting of hydroxy lower alkoxy and NR.sub.8 R.sub.9 ; R.sub.8 and R.sub.
    Type: Grant
    Filed: August 23, 1984
    Date of Patent: October 15, 1985
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Rodney I. Fryer, Norman W. Gilman, Eugene J. Trybulski, Armin Walser
  • Patent number: 4546194
    Abstract: This invention relates to substituted chromanon-2-yl alkanols and derivatives thereof, which are useful as leukotriene D.sub.4 (LTD.sub.4) inhibitors and therefore useful in the treatment of allergies, inflammatory conditions, and coronary vasoconstriction.
    Type: Grant
    Filed: May 29, 1984
    Date of Patent: October 8, 1985
    Assignee: G. D. Searle & Co.
    Inventors: Masateru Miyano, Clara I. Villamil, Robert L. Shone
  • Patent number: 4546189
    Abstract: The present application is directed to a process for preparing cyano(6-(substituted phenoxy)-2-pyridinyl)methyl esters of 3-(2,2-dihaloethenyl)-2,2-dimethylcyclopropane carboxylic acids wherein an appropriate 6-(substituted phenoxy)picolinaldehyde is reacted with a 3-(2,2-dihaloethenyl)-2,2-dimethylcyclopropane carboxylic acid anhydride or halide in the presence of an aqueous alkali metal cyanide and an organic solvent.
    Type: Grant
    Filed: April 11, 1983
    Date of Patent: October 8, 1985
    Assignee: The Dow Chemical Company
    Inventor: Andrew T. Au