Patents Examined by Keith MacMillan
  • Patent number: 5449809
    Abstract: Acetylene derivatives of the general formula I ##STR1## where U, V and W are hydrogen, halogen, nitro, cyano, alkyl or alkoxy,A is alkylidene, alkoxymethylidene, alkylthiomethylidene or alkoximino,B is OH, alkoxy or alkylamino andR is hydrogen, halogen, cyano, CF.sub.3, alkyl, cycloalkyl, haloalkyl, aryl, alkenyl, alkynyl, heterocyclyl, hetaryl, arylalkyl, arylalkenyl, arylethynyl, hetaryl-C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy-C.sub.1 -C.sub.4 -alkyl, aryloxyalkyl, hetaryloxyalkyl, arylamino-alkyl, arylthiomethyl, hetarylthiomethyl, C(O)R.sup.1, C(O)NR.sup.2 R.sup.3, C(S)NR.sup.4 R.sup.5, C(O)SR.sup.6, C(S)OR.sup.7, C(S)SR.sup.8, CH(OH)R.sup.9, CH(OR.sup.10)R.sup.11, SiR.sup.12 R.sup.13 R.sup.14, SnR.sup.15 R.sup.16 R.sup.17, C(OR)R.sup.18 or C(.dbd.N--OR.sup.19)R.sup.20 andR.sup.1 -R.sup.17, R.sup.19 and R.sup.20 are hydrogen, alkyl, aryl, hetaryl, arylalkyl or hetarylalkyl and R.sup.18 is OH, C.sub.1 -C.sub.4 -alkoxy or aryl-C.sub.1 -C.sub.4 -alkoxy, and fungicides containing these compounds.
    Type: Grant
    Filed: July 30, 1993
    Date of Patent: September 12, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Horst Wingert, Beate Hellendahl, Reinhard Kirstgen, Hubert Sauter, Eberhard Ammermann, Gisela Lorenz
  • Patent number: 5446197
    Abstract: A method of purifying acifluorfen to achieve a purity of greater than about 85% by weight involves heating to dissolution a solution of an acifluorfen crude wet cake and at least one solvent from the group of 1,2-dichlorobenzene, monochlorobenzene, o-xylene and p-xylene, with the solution having from about 10 to about 30 weight percent of acifluorfen crude wet cake. The-solution is then cooled until crystals of purified acifluorfen form. The crystals are then filtered at a temperature within the range of from about 0.degree. to about 30.degree. C. The filtered crystals are then recovered.
    Type: Grant
    Filed: June 17, 1993
    Date of Patent: August 29, 1995
    Assignee: BASF Corporation
    Inventors: Mark Sandison, Ron Eva, Lawrence E. James
  • Patent number: 5441985
    Abstract: This invention provides a method of treating lower urinary tract disorders in mammals employing compounds which inhibit norepinephrine reuptake and having negligible anticholinergic effect.
    Type: Grant
    Filed: May 13, 1993
    Date of Patent: August 15, 1995
    Assignee: Eli Lilly and Company
    Inventor: Mark M. Foreman
  • Patent number: 5436267
    Abstract: A novel N-phenylcarbamate compound or its salt where possible, which is useful as the active ingredient of a biocidal composition for control of harmful organisms, is represented by the following general formula (I): ##STR1## wherein R.sup.1 is unsubstituted or substituted alkyl; R.sup.2 is H, unsubstituted or substituted alkyl, alkenyl, alkynyl or cycloalkyl, or --COX.sup.1 wherein X.sup.1 is unsubstituted or substituted alkyl, alkenyl, alkynyl, cycloalkyl or alkoxy; Z is --CH.sub.2 S--, --SCH.sub.2 --, --CH.sub.2 O--, --OCH.sub.2 --, --CH.sub.2 CH.sub.2 --, --CH.dbd.CH--, --C.tbd.C--, --CH.sub.2 SO--, --CH.sub.2 SO.sub.2 --, --CH.sub.2 SCH.sub.2 --, or --CH.sub.2 O--N.dbd.C(R.sup.4)--; R.sup.
    Type: Grant
    Filed: July 11, 1994
    Date of Patent: July 25, 1995
    Assignee: Ishihara Sangyo Kaisha, Ltd.
    Inventors: Terumasa Komyoji, Itaru Shigehara, Norifusa Matsuo, Hiroshi Shimoharada, Takeshi Ohshima, Toshio Akagi, Shigeru Mitani
  • Patent number: 5434301
    Abstract: A process for recovering sulfuric acid from a mixture containing sulfuric acid and organic sulfonation products is provided. The process comprises contacting a mixture comprised of sulfuric acid and (i) a naphthalene-based material selected from the group consisting of naphthalenesulfonic acids, lower-alkyl substituted naphthalenesulfonic acids, and mixtures of two or more of such materials, or (ii) an aromatic-based carbonyl condensate (preferably a material selected from the group consisting of formaldehyde condensates of naphthalenesulfonic acids, formaldehyde condensates of lower-alkyl substituted naphthalenesulfonic acids, and mixtures of two or more of such materials), with a basic anion exchange resin in essentially the sulfate form (and preferably in the form of essentially non-porous particles) to provide a raffinate liquid phase enriched with respect to said mixture in said naphthalene-based material and depleted with respect to said mixture in sulfuric acid.
    Type: Grant
    Filed: December 1, 1993
    Date of Patent: July 18, 1995
    Assignee: Henkel Corporation
    Inventor: William G. Kozak
  • Patent number: 5426216
    Abstract: The present invention relates to a process for the hydrogenation of ethylenically unsaturated organic compounds. This process is carried out in a homogeneous medium containing a hydrogenation catalyst formed by a complex of ruthenium with a phosphine, which comprises two allylic groups as ligands on the Ru.
    Type: Grant
    Filed: August 12, 1993
    Date of Patent: June 20, 1995
    Assignee: Society Nationale Elf Aquitaine
    Inventors: Jean-Pierre Genet, Sylvain Juge, Jean A. Laffitte, Catherine Pinel, Sergio Mallart
  • Patent number: 5424441
    Abstract: N-aralkyl- and N-heteroaralkyl-aminoalkanephosphinic acids of formula I ##STR1## wherein R is an aliphatic, cycloaliphatic, cycloaliphatic-aliphatic, araliphatic or heteroarylaliphatic radical having at least 2 carbon atoms, R.sub.1 is hydrogen or hydroxy, R.sub.2 is an araliphatic or heteroarylaliphatic radical substituted by free or functionally modified carboxy that is bonded directly or by way of a spacer, and R.sub.3 is hydrogen, lower alkyl or a group R.sub.2, and the salts thereof have valuable nootropic and anti-epileptic properties and can be used in the preparation of a nootropic or anti-epileptic medicament.
    Type: Grant
    Filed: May 4, 1994
    Date of Patent: June 13, 1995
    Assignee: Ciba-Geigy Corporation
    Inventors: Stuart J. Mickel, Wolfgang Frostl, Pascal Furet
  • Patent number: 5424332
    Abstract: A pharmaceutical composition in dosage form for treating psoriasis and psoriatic arthritis includes, essentailly, as active substance (s), a fumaric acid monoalkylester salt having the formula ##STR1## wherein R is a methyl, propyl or isopropyl group, and M.sup.++ is calcium, alone or in combination with at least one of the fumaric acid alkyl ester salts as defined above, M.sup.++ is selected from the group consisting of magnesium, zinc and iron. The combination includes, by weight, 10-250 parts, 0-50 parts magnesium, and 0-50 parts zinc or iron salt of fumaric acid monoalkylester, in an amount of fumaric acid not exceeding 300 mg. per dosage form, in combination with ordinary pharmaceutically compatible solid adjuvants and vehicles.
    Type: Grant
    Filed: August 31, 1993
    Date of Patent: June 13, 1995
    Inventors: Peter P. Speiser, Rajendra K. Joshi
  • Patent number: 5407955
    Abstract: The present invention provides novel methods of lowering serum cholesterol and inhibiting smoother muscle cell proliferation, particularly restenosis, in humans, and inhibiting uterine fibroid disease and endometriosis in women comprising administering to a human/woman in need of treatment an effective amount of a compound of formula I ##STR1## wherein R is C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, halo, or trifluoromethyl;R.sup.1 and R.sup.2 each are the same or different C.sub.1 -C.sub.6 alkyl group;n is an integer from 2 to 6; andR.sup.3 and R.sup.4 each are independently C.sub.1 -C.sub.4 alkyl, or combine to form a substituent selected from the group consisting of pyrrolidino, morpholino, piperidino, piperazino, 4-(C.sub.1 -C.sub.6 allkyl)piperazino, and 4-phenyl-piperazino; or a pharmaceutically acceptable salt thereof.
    Type: Grant
    Filed: February 18, 1994
    Date of Patent: April 18, 1995
    Assignee: Eli Lilly and Company
    Inventors: Henry U. Bryant, Jeffrey A. Dodge
  • Patent number: 5403936
    Abstract: Disclosed is an organic nonlinear optical material made of heterocyclic compound which is represented by general formula (I) shown below. ##STR1## wherein Z.sub.1 is O, S, Se, Te, SO.sub.2 group or NR.sub.1 group; Z.sub.2 is N or CR.sub.2 group; Y is O, S or NR.sub.3 group; X is CR.sub.4 R.sub.5 group, NR.sub.6 group, O or S; and R, R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, and R.sub.6 may be identical to or different from each other, and each of them is heterocyclic group, aromatic hydrocarbon group, aliphatic hydrocarbon group or alicylic hydrocarbon group, which may be unsubstituted or substituted, characteristic group or H, where R.sub.4 and R.sub.5 may jointly form a carbocyclic or a heterocyclic ring.
    Type: Grant
    Filed: March 20, 1992
    Date of Patent: April 4, 1995
    Assignee: Kabushiki Kaisha Toshiba
    Inventors: Yoshiaki Kawamonzen, Yasushi Mori
  • Patent number: 5403952
    Abstract: Novel substituted cyclic compounds of Formula I are found to be useful inhibitors of matrix metalloendoproteinase-mediated diseases including osteoarthritis, rheumatoid arthritis, septic arthritis, tumor invasion in certain cancers, periodontal disease, corneal ulceration, proteinuria, dystrophic epidermolysis bullosa, and coronary thrombosis associated with atherosclerotic plaque rupture. The matrix metalloendoproteinases are a family of zinc-containing proteinases including but not limited to stromelysin, collagenase, and gelatinase, that are capable of degrading the major components of articular cartilage and basement membranes. The inhibitors claimed herein may also be useful in preventing the pathological sequelae following a traumatic injury that could lead to a permanent disability. These compounds may also be useful as novel birth control agents by preventing ovulation or implantation.
    Type: Grant
    Filed: October 8, 1993
    Date of Patent: April 4, 1995
    Assignee: Merck & Co., Inc.
    Inventors: William Hagmann, Charles G. Caldwell, Paul R. Gooley
  • Patent number: 5401876
    Abstract: Chloroacetic acids and essentially pure hydrochloric acid are prepared by chlorinating acetic acid in the presence of a catalytically effective amount of acetic anhydride, acetyl chloride, or admixture thereof, whereby byproducing a gaseous stream of crude hydrochloric acid, contacting such gaseous stream with active charcoal to remove the chlorine values therefrom, separating (i) pure hydrochloric acid and (ii) remaining products from the gaseous stream thus purified, and recycling such remaining products (ii) to the medium of chlorination.
    Type: Grant
    Filed: July 23, 1993
    Date of Patent: March 28, 1995
    Assignee: Elf Atochem S.A.
    Inventors: Yves Correia, Daniel Pellegrin
  • Patent number: 5395962
    Abstract: The present invention provides three optical resolution methods. The first aspect comprises the steps of adding an optically active bifunctional resolving reagent to a bifunctional compound to form a liquid material, precipitating crystals therefrom, and treating the crystals and the liquid material separately with an acidic material, a basic material, or a basic material and an acidic material, to obtain a pair of enantiomers of an optically active bifunctional compound. The second aspect comprises an optical resolution method by which one necessary enantiomer of a pair of enantiomers in an optically active bifunctional compound is exclusively obtained. The third aspect comprises a method for racemizing one unnecessary enantiomer of a pair of enantiomers in an optically active bifunctional compound which is formed by the optical resolution method of the present invention.
    Type: Grant
    Filed: November 16, 1992
    Date of Patent: March 7, 1995
    Assignee: Kankyo Kagaku Center Co., Ltd.
    Inventor: Masatoshi Kawashima
  • Patent number: 5393765
    Abstract: An erodible pharmaceutical composition providing a unique zero order controlled release profile is herein described. The erodible composition contains a therapeutically active substance having a solubility not greater than 80 mg/mL, a hydroxypropyl methylcellulose derivative and erosion modifiers depending on drug solubility and drug loading, such as lactose and polyoxyalkylene derivatives of propylene glycol, as well as other inert materials such as binders and lubricants. The hydroxypropyl methylcellulose derivative is most preferably a hydroxy-propylmethyl having a methoxy content of about 19-30% and hydroxypropyl content of 7-12%, a methoxy degree of substitution from 1.1 to 2.0, a molecular weight of approximately 20,000 to 26,000 daltons and a viscosity of a 2% w/w polymer solution at 25.degree. C. ranging from 50 to 100 cps. The composition erodes with a constant erosion volume for a desired time period.
    Type: Grant
    Filed: December 13, 1993
    Date of Patent: February 28, 1995
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Martin H. Infeld, A. Waseem Malick, Navnit H. Shah, Wantanee Phuapradit
  • Patent number: 5393920
    Abstract: A process for preparing an o-iminooxymethylbenozic acid of the general formula I ##STR1## comprises reacting an oxime of the general formula II ##STR2## with a lactone of the general formula III ##STR3## if appropriate in the presence of a base or of a diluent, and o-iminooxymethylbenzoic acids of the abovementioned formula.
    Type: Grant
    Filed: April 2, 1993
    Date of Patent: February 28, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Remy Benoit, Hubert Sauter
  • Patent number: 5393924
    Abstract: Acylamides or amine acylate salts of arylalkanolamines are prepared by reacting an arylisonitrosoalkanone with hydrogen and a carboxylic acid, carboxylic acid anhydride or carboxylic acid ester or mixture thereof in the presence of a transition metal catalyst; optionally the product is converted to the corresponding arylalkanolamine hydrochloride salt by reaction of the acylamide or amine acylate salt of the arylalkanolamine with hydrogen chloride in a C.sub.1 -C.sub.3 alkyl alcohol.
    Type: Grant
    Filed: April 29, 1994
    Date of Patent: February 28, 1995
    Assignee: Hoechst Celanese Corporation
    Inventors: Ahmed M. Tafesh, Olan S. Fruchey, Charles B. Hilton
  • Patent number: 5393899
    Abstract: Crude 4,4'-diamino-l,l'-dianthraquinonyl-3,3'-disulfonic acids or salts thereof are purified by subjecting an aqueous solution containing the crude products to salting-out using inorganic salts, the aqueous solution being adjusted within a range of from acid to neutral region, whereby a product usable as such for the production of 4,4'-diamino-1,1'-dianthraquinonyl red pigments having excellent pigmentary properties is obtained in high yields with industrial advantages.
    Type: Grant
    Filed: August 19, 1993
    Date of Patent: February 28, 1995
    Assignee: Sumimoto Chemical Company, Limited
    Inventors: Hiroki Inoue, Iwao Sakaguchi, Katsutoshi Numano, Toshiaki Kishimoto, Yoshiaki Hayashi, Keisuke Ito
  • Patent number: 5387705
    Abstract: A fast, three-stage, low temperature process for the conversion of fatty acids into food grade-anhydrides is disclosed. The process comprises as a first step the reaction of a higher fatty acid with a dehydrating agent under mild conditions. A second process step comprises the further conversion of mixed anhydrides to symmetrical anhydrides by continuous removal of the dehydrating agent and by-product acid from the reaction mixture under vacuum. In a third process step, the symmetrical anhydrides are purified under mild conditions, preferably using thin-film short path evaporation. The resulting anhydrides have minimal by-products and good color and odor.
    Type: Grant
    Filed: August 13, 1993
    Date of Patent: February 7, 1995
    Assignee: The Procter & Gamble Company
    Inventors: Gordon K. Stipp, Bernard W. Kluesener
  • Patent number: 5387711
    Abstract: Process for preparing 3-sulfobenzoic acid and alkali metal salts thereof is disclosed. The present invention relates to a process for preparing 3-sulfobenzoic acid and/or alkali metal salts thereof, which comprises mixing 3-(chlorosulfonyl)benzoic acid with water and a water-immiscible solvent in which 3-sulfobenzoic acid is insoluble or only sparingly soluble, removing water from the mixture by azeotropic distillation, cooling and, if desired, admixing the 3-sulfobenzoic acid formed with alkali metal hydroxide and/or a substance forming alkali metal hydroxide and again removing water by azeotropic distillation.
    Type: Grant
    Filed: August 6, 1993
    Date of Patent: February 7, 1995
    Assignee: Hoechst AG
    Inventor: Michael Meier
  • Patent number: 5386057
    Abstract: The invention concerns a process for the preparation of acyl isocyanates which consists of reacting oxalyl chloride with a salt selected from the group consisting of hydrohalides and sulphates of carboxamides and/or carbamates, unsubstituted on nitrogen, then heating the reaction mixture at a temperature between 30.degree. and 150.degree. C. The process is suitable for preparation of acyl isocyanates with excellent yields in easy to control operational conditions.
    Type: Grant
    Filed: August 2, 1993
    Date of Patent: January 31, 1995
    Assignees: Societe Nationale des Poudres et Explosifs, Nippon Paint Co. Ltd.
    Inventors: Philippe Le Goff, Daniele Dewilde, Noriyuki Tsuboniwa, Satoshi Urano