Patents Examined by Robert V. Hines
  • Patent number: 4340756
    Abstract: Novel halophenyl and loweralkyl substituted halophenyl polyamines are useful antimicrobial agents, as well as algae inhibitors. They are especially useful because of their low toxicity, and as such are advantageously included as the active agent in surgical scrubs, antibacterial soaps, as preservatives in cosmetic preparations, and the like.
    Type: Grant
    Filed: February 4, 1981
    Date of Patent: July 20, 1982
    Assignee: Merck & Co., Inc.
    Inventors: Richard A. Dybas, Nathaniel Grier, Bruce E. Witzel
  • Patent number: 4339603
    Abstract: There is provided a process for racemizing an undesirable, optically active compound for conversion to levamisole, namely, l-N-(2-amino-2-phenethyl)-2-methoxyethylamine, by converting the latter to optically active l-(2-methoxyethyl)-4-phenyl-2-imidazolidone, which is next converted to the corresponding optically inactive imidazolidone derivative, which derivative is hydrolyzed to the optically inactive racemate, dl-N-(2-amino-2-phenethyl)-2-methoxyethylamine. The latter can be resolved to obtain the d and l components of the racemate, the d component being utilized directly in levamisole synthesis and the l component being again subjected to the above procedure.
    Type: Grant
    Filed: January 8, 1979
    Date of Patent: July 13, 1982
    Assignee: American Cyanamid Company
    Inventors: Sivaraman Raghu, Arnold Zweig
  • Patent number: 4334085
    Abstract: A transamination process for producing Mannich products comprising reacting a polyamine with a substantially formaldehyde-free mononitrogen Mannich adduct.
    Type: Grant
    Filed: September 14, 1978
    Date of Patent: June 8, 1982
    Assignee: Standard Oil Company (Indiana)
    Inventors: Robert J. Basalay, John H. Udelhofen
  • Patent number: 4327228
    Abstract: A process for the preparation of 3-dimethylamino-1-phenyl-(m-chlorophenyl)propan-2-ol and its salts which comprises the Raney nickel catalysed reduction of 3-nitro-1-phenyl-(1-m-chlorophenyl)propan-2-ol with simultaneous or subsequent dimethylation and thereafter, if desired, salification.
    Type: Grant
    Filed: June 3, 1980
    Date of Patent: April 27, 1982
    Assignee: Beecham Group Limited
    Inventor: Paul Smith
  • Patent number: 4327029
    Abstract: Compounds of the formula: ##STR1## wherein R.sub.1 is a C.sub.2 -C.sub.4 alkyl; a C.sub.3 -C.sub.6 cycloalkyl or benzyl; A and B are OH or A and B are OCOOR.sub.4 or B is OH and A is OCOOR.sub.4 ; and R.sub.4 is alkyl which are intermediates for the preparation of antitumor compounds of the formula: ##STR2## wherein R.sub.1 is a C.sub.2 -C.sub.4 alkyl; a C.sub.3 -C.sub.6 cycloalkyl; a C.sub.3 -C.sub.6 cycloalkyl substituted by a halogen, hydroxy, methoxy, amino or dimethylamino group; phenyl or phenyl substituted with nitro, chlorine or methoxy thiazyl, pyridyl, pyrazyl; or a phenyl-alkyl group of the formula X--Phe--(CH.sub.2).sub.n --, in which X is hydrogen, halogen, hydroxyl, amino, or nitro and n is an integer from 1 to 2; R.sub.2 is hydrogen, hydroxyl or acyloxy (R--COO--); where R is an alkyl having from 1 to 11 carbon atoms; and R.sub.3 is hydrogen or trifluoroacetyl and salts thereof with pharmaceutically acceptable acids.
    Type: Grant
    Filed: January 8, 1979
    Date of Patent: April 27, 1982
    Assignee: Farmitalia Carlo Erba S.p.A.
    Inventors: Luigi Bernardi, Paolo Masi, Antonino Suarato, Federico Arcamone
  • Patent number: 4327239
    Abstract: Water is fed into a high temperature pressurized vessel containing hydrated zeolite material loaded with a metal cation in its highest oxidation state. The high temperature causes an endothermic redox reaction to occur that produces oxygen gas and, as a solid reaction product, hydrated zeolite material containing the metal cation in a lower oxidation state and protons. The solid reaction product is passed through a heat exchanger, where it is cooled, and then into a second pressurized reaction vessel at low temperature. Carbon dioxide is fed into the low temperature reaction vessel whereby an exothermic redox reaction occurs that produces a mixture of hydrocarbons and water and that oxidizes the cation back to its highest oxidation state. The oxidized-cation containing hydrated zeolite material generated in the second reaction vessel is passed through the formentioned heat exchanger, where it is heated, and then passed back to the first reaction vessel for recycling.
    Type: Grant
    Filed: February 26, 1981
    Date of Patent: April 27, 1982
    Assignee: Organization Control Services, Inc.
    Inventor: William H. Dorrance
  • Patent number: 4327224
    Abstract: Alpha-[(lower alkylamino)alkyl]-4-hydroxy-3-(alkylthio, akylsulfinyl or alkylsulfonyl)benzenemethanols which have .beta.-adrenergic blocking activity and which are therefore useful in controlling tachycardia are prepared by reduction of the corresponding (lower alkylamino)alkyl 4-hydroxy-3-(akylthio, akylsulfinyl or alkylsulfonyl)phenyl ketones.
    Type: Grant
    Filed: June 25, 1976
    Date of Patent: April 27, 1982
    Assignee: Sterling Drug Inc.
    Inventor: Sydney Archer
  • Patent number: 4326082
    Abstract: Triethylamine and water are simultaneously removed from solutions in organic solvents, by liquid/liquid extraction with concentrated aqueous solutions of (C.sub.2 H.sub.5).sub.3 N.H.sub.3 PO.sub.4 which preferably contain free phosphoric acid as well. Upon heating of the resulting extract, the water and amine taken up are boiled off and the extractant regenerated. The method is of particular value in the preparation of aqueous coating compositions comprising reaction products of polyether epoxides and H.sub.3 PO.sub.4 in organic media. The reaction product is salified with triethylamine in excess, in the presence of added water. The organic solvent is boiled off, together with the excess amine and some of the water, to form an aqueous dispersion of the salified product and a distillate which can be processed by the method of the invention. The recovered solvent, water and amine may be recycled.
    Type: Grant
    Filed: April 7, 1980
    Date of Patent: April 20, 1982
    Assignee: The Dow Chemical Company
    Inventors: Patrick H. Martin, Stephen L. Michaels
  • Patent number: 4326078
    Abstract: In a process for the hydrogenation of nitrobenzene with hydrogen to hydrazobenzene at temperatures ranging from 40.degree. to 110.degree. C. in the presence of a precious metal catalyst, an aqueous alkaline solution and an organic solvent, the reaction mixture being maintained in turbulent motion, the improvement wherein said nitrobenzene is o-, m- or p-chloronitrobenzene, the reaction is carried out in an organic solvent in which the dichlorohydrazobenzene being formed is readily soluble when warm and difficultly soluble when cold, and that the precious metal catalyst is used in such amount that the weight ratio of chloronitrobenzene used to precious metal catalyst is in the range 1:0.00005-less than 0.0002.
    Type: Grant
    Filed: July 25, 1979
    Date of Patent: April 20, 1982
    Assignee: Dynamit Noble Aktiengesellschaft
    Inventor: Hans-Joachim Herrmann
  • Patent number: 4324914
    Abstract: A process for the dechlorination of aromatic nitro or amino compounds comprising reacting anilines or nitrobenzenes, which are polysubstituted by chlorine, with hydrogen, under the action of heat, in the presence of an excess of chloride ions, in the liquid phase and at low pressure.The process makes it possible selectively to obtain anilines which are chlorine-substituted in the meta-position.
    Type: Grant
    Filed: January 23, 1980
    Date of Patent: April 13, 1982
    Assignee: Rhone-Poulenc Agrochimie
    Inventor: Georges Cordier
  • Patent number: 4323716
    Abstract: An oxychlorination catalyst active in the production of dichloroethane from ethylene, hydrogen chloride and oxygen, consisting of copper chloride on a granular support consisting of alumina in the crystallographic form eta, having a total volume of pores of from 0.3 to 0.5 ml/g and a surface area of from 250 to 400 m.sup.2 /g with at least 90% of said volume attributable to pores with a radius of less than 40 A and at least 90% of said surface area attributable to pores with a radius of less than 30 A.
    Type: Grant
    Filed: January 21, 1980
    Date of Patent: April 6, 1982
    Assignee: Societa' Italiana Resine S.I.R. S.p.A.
    Inventors: Roberto Canavesi, Ferdinando Ligorati, Giancarlo Aglietti
  • Patent number: 4323707
    Abstract: Derivatives of 3-phenyl-4-aroyl-1,2-dihydronaphthalenes and 1-aroyl-2-phenylnaphthalenes are useful as antifertility agents.
    Type: Grant
    Filed: May 12, 1980
    Date of Patent: April 6, 1982
    Assignee: Eli Lilly and Company
    Inventors: Tulio Suarez, C. David Jones
  • Patent number: 4322555
    Abstract: This invention relates to new nonaprenylamine derivatives and the acid addition salts thereof, which are useful for controlling virus infection of vertebrate animals.
    Type: Grant
    Filed: April 22, 1981
    Date of Patent: March 30, 1982
    Assignee: Nisshin Flour Milling Co., Ltd.
    Inventors: Yoshiyuki Tahara, Hiroyasu Koyama, Yasuhiro Komatsu, Reiko Kubota, Toshihiro Takahashi
  • Patent number: 4322437
    Abstract: The present invention relates to a compound of formula I, ##STR1## wherein A is straight chain alkylene of 2 to 4 carbon atoms, or straight chain alkenylene of 2 to 4 carbon atoms,n is 1, 2 or 3,R is hydrogen or halogen of atomic number from 9 to 35, andeither (i) R.sub.1 is a group of formula II, ##STR2## wherein R.sub.2 and R.sub.3, independently, are hydrogen or alkyl of 1 to 4 carbon atoms, andR.sub.4 is alkyl of 1 to 4 carbon atoms, alkoxyalkyl of 2 to 5 carbon atoms, alkylthioalkyl of 2 to 5 carbon atoms, phenylalkyl or phenoxyalkyl or phenylthioalkyl, wherein the alkyl moiety has from 1 to 3 carbon atoms, or phenyl, the phenyl ring of each of the last four radicals being unsubstituted or mono-substituted by, or disubstituted independently by, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, hydroxy or halogen of atomic number from 9 to 35, andR.sub.5 is hydrogen,or (ii) R.sub.1 and R.sub.
    Type: Grant
    Filed: May 10, 1977
    Date of Patent: March 30, 1982
    Assignee: Sandoz Ltd.
    Inventors: Richard Berthold, Trevor G. Payne
  • Patent number: 4322370
    Abstract: Compounds of the formula (II): ##STR1## and pharmaceutically acceptable salts thereof, wherein R.sub.1 is phenyl or naphthyl or substituted phenyl or naphthyl group; R.sub.2 is: ##STR2## wherein R.sub.5 is hydrogen or C.sub.1-6 alkyl, R.sub.6 is hydrogen or C.sub.1-6 alkyl, phenyl, tolyl or benzyl and R.sub.7 is hydrogen; R.sub.3 and R.sub.4 are each hydrogen atom or C.sub.1-4 alkyl, and X is CO, CHOH, CHCI or C.dbd.C R.sub.8 R.sub.9 wherein R.sub.8 and R.sub.9 are each hydrogen or C.sub.1-4 alkyl; or CR.sub.10 OH or CHR.sub.10, wherein R.sub.10 is C.sub.1-4 alkyl, have been found to be mood-modifying agents and anorexic agents.
    Type: Grant
    Filed: February 13, 1978
    Date of Patent: March 30, 1982
    Assignee: Beecham Group Limited
    Inventor: Derek V. Gardner
  • Patent number: 4321394
    Abstract: The instant invention is directed to a process for the production of addition compounds of compounds containing hydroxyl groups and carbodiimides substantially free from isocyanate groups, comprising reacting the reactants in the presence of from 0.01 to 3% by weight, based on the reaction mixture, of a metal catalyst, the improvement wherein a tin compound is used as said metal catalyst.
    Type: Grant
    Filed: September 24, 1980
    Date of Patent: March 23, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Walter Schafer, Kuno Wagner, Kurt Findeisen
  • Patent number: 4320148
    Abstract: 2-Aminotetralin compounds having 5- and 8- substituents are centrally acting alpha.sub.1 agonists.
    Type: Grant
    Filed: November 24, 1980
    Date of Patent: March 16, 1982
    Assignee: SmithKline Corporation
    Inventor: Robert M. DeMarinis
  • Patent number: 4317931
    Abstract: Methyl groups on o-methyl aromatic amine are redistributed to ortho positions by heating in contact with an aluminum anilide catalyst and a nickel, cobalt, molybdenum or titanium-containing cocatalyst. For example, o-toluidine forms a mixture containing an aniline, o-toluidine, 2,6-dimethylaniline, and 2,4-dimethylaniline.
    Type: Grant
    Filed: March 5, 1981
    Date of Patent: March 2, 1982
    Assignee: Ethyl Corporation
    Inventors: John C. Wollensak, Kryn G. Ihrman, Chester P. Jarema
  • Patent number: 4317930
    Abstract: Novel phenethylamine derivatives represented by the general formula: ##STR1## wherein R is a lower alkyl group, C.sub.n H.sub.2n is a branched or straight alkylene group, A is a phenyl group unsubstituted or substituted with hydroxy, a lower alkoxy or a lower alkylene dioxy group, and n is an integer from 1 to 4, and pharmacologically acceptable acid addition salts thereof, and bronchdilator containing the same. These bronchdilator has an intense and durable bronchdilating effect and a weak heart stimulating action.
    Type: Grant
    Filed: March 16, 1977
    Date of Patent: March 2, 1982
    Assignee: Eisai Co., Ltd.
    Inventors: Noriyasu Hirose, Shigeru Souda
  • Patent number: 4317950
    Abstract: In processes in which liquid sorbents that are solutions in an aromatic hydrocarbon or halogenated aromatic hydrocarbon of a bimetallic salt complex having the generic formula M.sub.I M.sub.II X.sub.n.Aromatic, wherein M.sub.I is a Group I-B metal, M.sub.II is a Group III-A metal, X is halogen, n is the sum of the valences of M.sub.I and M.sub.II, and Aromatic is a monocyclic aromatic hydrocarbon or halogenated aromatic hydrocarbon are used to separate complexible ligands from a gas feedstream that comprises an olefin having 2 or 3 carbon atoms, alkylation of the aromatic hydrocarbon or halogenated aromatic hydrocarbon is inhibited by incorporating in the liquid sorbent from 8.5 mole percent to 30 mole percent, based on the Group I-B metal in the liquid sorbent, of an amine-aluminum chloride adduct, such as ammonia-aluminum chloride adduct or pyridine-aluminum chloride adduct.
    Type: Grant
    Filed: July 23, 1980
    Date of Patent: March 2, 1982
    Assignee: Tenneco Chemicals, Inc.
    Inventors: Donald J. Haase, David G. Walker, Paul C. Ostrowski