Patents Examined by Raymond V. Rush
  • 3-(.bet a.-Hydroxyethylidene)-6-(.alpha.-Hydroxyethyl)-7-oxo-4-oxaazabicyclo[3.2. 0]heptene-2-carboxylic acid and derivatives thereof
    Patent number: 4076826
    Abstract: 3-(.beta.-Hydroxyethylidene)-6-(.alpha.-Hydroxyethyl)-7-oxo-4-oxaazabicyclo [3.2.0]heptane-2-carboxylic acid having the structural formula: ##STR1## and the pharmaceutically acceptable salt, ester and amide derivatives thereof are disclosed to be useful as antibiotics. Also disclosed are processes for the preparation of such compounds; pharmaceutical compositions comprising such compounds; and methods of treatment comprising administering such compounds and compositions when an antibiotic effect is indicated.
    Type: Grant
    Filed: August 6, 1976
    Date of Patent: February 28, 1978
    Assignee: Merck & Co., Inc.
    Inventors: Burton A. Christensen, Robert B. Morin, Edward Walton
  • Pyrano[3,4-b]-indole derivatives, pharmaceutical compositions and methods of use
    Patent number: 4076831
    Abstract: Indole derivatives characterized by having a 1,3,4,9-tetrahydropyrano[3,4-b]indole or 1,3,4,9-tetrahydrothiopyrano[3,4-b]indole nucleus bearing a substituent in position 1, said substituent incorporating an acid, ester or amide function therein, are disclosed. The nucleus is further substituted at position 1 and may be optionally substituted at positions 3, 4, 5, 6, 7, 8, and 9. The derivatives are useful antiinflammatory, analgesic, antibacterial and antifungal agents and methods for their preparation and use are also disclosed.
    Type: Grant
    Filed: December 13, 1976
    Date of Patent: February 28, 1978
    Assignee: American Home Products Corporation
    Inventors: Christopher A. Demerson, Leslie G. Humber, Thomas A. Dobson, Ivo L. Jirkovsky
  • Oxadiazolidine substituted phosphorus compounds
    Patent number: 4073894
    Abstract: This invention discloses new compounds of the formula ##STR1## wherein R.sup.1 and R.sup.2 are independently selected from the group consisting of alkyl and ##STR2## WHEREIN A is selected from the group consisting of alkyl, alkoxy, alkylthio, halogen, nitro and cyano; and n is an integer from 0 to 3; X.sup.1, X.sup.2, X.sup.3, Z.sup.1 and Z.sup.2 are independently selected from the group consisting of oxygen and sulfur; m is the integer 0 or 1; and Y is selected from the group consisting of alkyl, alkoxy, alkylthio, amino, alkylamino and dialkylamino. Further disclosed are insecticidal compositions containing as an essential ingredient a compound of the foregoing description.
    Type: Grant
    Filed: November 17, 1976
    Date of Patent: February 14, 1978
    Assignee: Velsicol Chemical Corporation
    Inventors: Leonard J. Stach, Robert N. Wilke
  • Haloacyl and thiohaloacyl aryl-substituted oxazolidines and thiazolidines-herbicidal antidotes
    Patent number: 4072688
    Abstract: Haloacyl and thiohaloacyl aryl-substituted oxazolidines and thiazolidines useful as active antidotes against crop injury when used with various herbicides; herbicidal compositions and utility of various herbicides and aryl substituted oxazolidines and thiazolidines having the formula ##STR1## wherein X and Y are independently oxygen or sulfur; R is haloalkyl or chloroalkenyl; R.sub.1 is hydrogen, lower alkyl, phenyl, naphthyl, substituted phenyl wherein said substituents are monofluoro, mono- or di- chloro, nitro, methyl, methoxy, or hydroxyl; R.sub.2 is hydrogen or lower alkyl; R.sub.3 is hydrogen, lower alkyl, hydroxymethyl, N-methyl carbamoyloxymethyl or dichloroacetoxymethyl; R.sub.4 is hydrogen or lower alkyl; R.sub.5 is hydrogen, lower alkyl or phenyl; and R.sub.6 is hydrogen; provided that at least one of R.sub.1 or R.sub.5 is phenyl, substituted phenyl or naphthyl.
    Type: Grant
    Filed: November 3, 1975
    Date of Patent: February 7, 1978
    Assignee: Stauffer Chemical Company
    Inventor: Eugene G. Teach
  • 1,4- AND 4,10-DIHYDRO-4-OXO-PYRIMIDO (1,2-A)-benzimidazole-3-carboxylic acids, esters and amides
    Patent number: 4072679
    Abstract: New derivatives, and their salts, of 1,4- and 4,10-dihydro-4-oxo-pyrimido[1,2-a]benzimidazole-3-carboxylic acids, esters and carboxamides have the general formulas ##STR1## They are useful as central nervous system depressants and anti-inflammatory agents.
    Type: Grant
    Filed: June 15, 1976
    Date of Patent: February 7, 1978
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Theodor Denzel, Hans Hoehn
  • 4-(Acyloxyphenyl)-quinazolin-2(1H)-ones
    Patent number: 4071516
    Abstract: Anti-inflammatories and analgesics of the formula: ##STR1## wherein R.degree. is alkyl, R is hydrogen, alkyl, halo, nitro or R"' OOC--, R' is hydrogen, alkyl or halo, R" is a hydrolyzable carboxylic acid acyl group and R"' is hydrogen or alkyl.
    Type: Grant
    Filed: August 20, 1976
    Date of Patent: January 31, 1978
    Assignee: Sandoz, Inc.
    Inventor: Hans J. Schwarz
  • Process for the preparation of diindole alkaloids or of the acid addition salts thereof
    Patent number: 4070358
    Abstract: A process is disclosed for the separation and recovery of vinblastine and leurosine from a mixture of diindole alkaloids obtained by extraction of the plant, Vinca rosea L.
    Type: Grant
    Filed: October 22, 1976
    Date of Patent: January 24, 1978
    Assignee: Richter Gedeon Vegyeszeti Gyar Rt
    Inventors: Karola Jovanovics, Kalman Szasz, Csaba Lorincz, Laszlo Hermann, Eszter Dezseri
  • 4H-pyrazolo[1 ,5-a]pyrazolo[4',3':5,6]pyrido[3,4-e]pyrimidin-5(8H)one and derivatives thereof
    Patent number: 4070466
    Abstract: New 4H-pyrazolo[1,5-a]pyrazolo[4',3':5,6]pyrido-[3,4-e]pyrimidin-5(8H)one and new derivatives thereof have the general formula ##STR1## The compounds are useful as anti-inflammatory agents and central nervous system depressants.
    Type: Grant
    Filed: February 19, 1976
    Date of Patent: January 24, 1978
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Theodor Denzel, Hans Hoehn
  • Manufacture of tetramisole
    Patent number: 4070363
    Abstract: Process for the manufacture of 2-imino-3-(2-chloro-2-phenylethyl)thiazolidine (known intermediate in manufacture of the anthelmintic agent tetramisole) by reacting 2-imino-3-(2-hydroxy-2-phenylethyl)thiazolidine with chlorosulphonic acid and either aqueous hydrochloric acid or water. Preferred procedure involves use of chlorosulphonic acid and concentrated hydrochloric acid.
    Type: Grant
    Filed: August 1, 1975
    Date of Patent: January 24, 1978
    Assignee: Imperial Chemical Industries Limited
    Inventors: Alan Charles Barker, Peter Fulton Southern
  • Preparation of acylisoxazolines
    Patent number: 4069226
    Abstract: A method of preparing acylisoxazolines by contacting an alkene with dinitrogen tetroxide and oxygen in the presence of a denitrating agent and calcium oxide.
    Type: Grant
    Filed: November 5, 1976
    Date of Patent: January 17, 1978
    Assignee: Texaco Inc.
    Inventors: Mahmoud S. Kablaoui, John M. Larkin, Robert E. Reid
  • Bis-heterocyclic benzoate ultraviolet stabilizers and their use in organic compositions
    Patent number: 4069227
    Abstract: The invention relates to bis-heterocyclic benzoate compounds which have been found to be extremely effective ultraviolet stabilizers. The invention also relates to ultraviolet degradable organic compositions containing an amount of a bis-heterocyclic benzoate composition to prevent such degradation. These stabilizers are effective in the presence of other additives commonly employed in polymeric compositions including, for example, pigments, colorants, fillers, reinforcing agents and the like. These ultraviolet stabilizers may also be incorporated into the organic compositions such as polymers by adding to the polymer melt or dissolved in the polymer dope, coated on the exterior of the shaped or molded article, film or extruded fiber.
    Type: Grant
    Filed: February 12, 1976
    Date of Patent: January 17, 1978
    Assignee: Eastman Kodak Company
    Inventors: Gether Irick, Jr., Charles A. Kelly
  • Compounds, compositions and methods of use
    Patent number: 4069332
    Abstract: Compounds, compositions and methods of using the compounds of the formula as anti-allergics ##STR1## wherein X' is the same as X, X' is at the 3 or 4 position and is ##STR2##
    Type: Grant
    Filed: September 10, 1976
    Date of Patent: January 17, 1978
    Assignee: The Upjohn Company
    Inventor: John B. Wright
  • 3-Phenyl-1,2,4-oxadiazole derivatives as antiinflammatory-antitussive agents
    Patent number: 4067988
    Abstract: 3-Phenyl-1,2,4-oxadiazole derivatives of the formula ##STR1## wherein R is selected from the group consisting of --(CH.sub.2).sub.m --COR.sub.1, ##STR2## m is 2, 3 or 4, R.sub.1 is selected from the group consisting of hydroxy, alkoxy of 1 to 4 carbon atoms and ##STR3## n is 1 or 2, X is selected from the group consisting of hydrogen and alkyl of 1 to 4 carbon atoms, R.sub.2 is selected from the group consisting of hydroxy, alkoxy of 1 to 4 carbon atoms, ##STR4## and --NH--(CH.sub.2).sub.n --COR.sub.1 and p is 1, 2, 3 or 4 and the non-toxic, pharmaceutically acceptable salts thereof which have respiratory anti-inflammatory and peripheric antitussive properties and their preparation.
    Type: Grant
    Filed: April 8, 1976
    Date of Patent: January 10, 1978
    Assignee: Laboratoires Cassenne
    Inventors: Jean-Pierre Buret, Bernard Hercelin, Jean-Francois Hamon, Trajan Balea
  • Production of quinazolinone compounds
    Patent number: 4067868
    Abstract: 2(1H)-Quinazolinone derivatives, which are useful as anti-inflammatory agents, are prepared by heating or hydrolyzing an acylurea derivative. The acylurea derivative can be prepared by either reacting an indole derivative with an oxidizing agent or reacting an imidazolidine derivative with water, an alkanol or ammonia.
    Type: Grant
    Filed: March 26, 1976
    Date of Patent: January 10, 1978
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Kikuo Ishizumi, Kazuo Mori, Michihiro Yamamoto, Masao Koshiba, Shigeho Inaba, Hisao Yamamoto
  • 8-Benzimido substituted quinaphthalone derivatives
    Patent number: 4067870
    Abstract: A compound of the following formula ##STR1## wherein R represents an alkyl group containing 1 to 4 carbon atoms or a phenyl group; X.sub.1 represents a chlorine or bromine atom; Y represents the group of the formula ##STR2## WHEREIN X.sub.2 and X.sub.3 each represent a chlorine or bromine atom, and n is an integer of 2 to 4; and ring A may be substituted by an alkyl group containing 1 to 4 carbon atoms and or a halogen atom.The compound of formula (I) can be easily produced by reacting a quinoline derivative of the formula ##STR3## wherein R, X.sub.1 and the ring A are the same as defined above, with an aryldicarboxylic acid or its reactive derivatives.The compounds of formula (I) are useful as yellow organic pigments.
    Type: Grant
    Filed: August 26, 1976
    Date of Patent: January 10, 1978
    Assignee: Teijin Limited
    Inventors: Keizo Shimada, Toshiaki Harada, Masahiro Koga, Shizuo Nagahama
  • Intermediates for preparing 7-acyl-3-(sulfoalkyl substituted oxadiazolylthiomethyl)cephalosporins
    Patent number: 4067880
    Abstract: The compounds of this invention are cephalosporins having various acyl substituents at the 7-position and a sulfoalkyl substituted oxadiazolylthiomethyl group at the 3-position of the cephem nucleus and intermediates for the preparation thereof. The 7-acylated compounds have antibacterial activity.
    Type: Grant
    Filed: April 25, 1977
    Date of Patent: January 10, 1978
    Assignee: SmithKline Corporation
    Inventor: David A. Berges
  • Triazolidine compounds useful as herbicides
    Patent number: 4066437
    Abstract: The present invention relates to 1,2,4-triazolidine compounds, to a process for producing them, to their use for controlling vegetable and animal pests in agriculture, and to compositions, which contain these 1,2,4-triazolidine compounds as active substance.The 1,2,4-triazolidine compounds correspond to formula ##STR1## wherein ARYL IS AN ARYL GROUP OTHER THAN BENZENE, ANDY is an oxygen or sulphur atom.
    Type: Grant
    Filed: August 18, 1976
    Date of Patent: January 3, 1978
    Assignee: Ciba-Geigy Corporation
    Inventors: Brigitta von Bredow, Georg Pissiotas
  • X-ray contrast agents
    Patent number: 4066743
    Abstract: 3-Acetamido-5-(4,4-bishydroxymethyl-2-oxazolinyl)-2,4,6-triiodobenzoic acid, 3-acetamido-5-(4-methyl-4-hydroxymethyl-2-oxazolinyl)-2,4,6-triiodob enzoic acid, analogous compounds and salts and esters thereof are useful as X-ray contrast agents. The corresponding acyl halides are useful as intermediates.
    Type: Grant
    Filed: June 21, 1976
    Date of Patent: January 3, 1978
    Assignee: Mallinckrodt, Inc.
    Inventor: Mills T. Kneller
  • 3-Hetero-5-isothiocyanophenyl oxadiazoles as antifungal and antibacterial agents
    Patent number: 4065563
    Abstract: Compounds are provided having the formula ##STR1## which compounds are useful as anthelmintics, and anti-fungal and anti-bacterial agents. In addition, methods for preparing such compounds, intermediates prepared in such methods, useful compositions containing such compounds and methods for employing such compounds and compositions containing the same are also provided.
    Type: Grant
    Filed: January 21, 1977
    Date of Patent: December 27, 1977
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Venkatachala L. Narayanan, Hans H. Gadebusch, Rudiger D. Haugwitz
  • Herbicidal 2-methyl-4-phenyl-5-isoxazolinones
    Patent number: 4065463
    Abstract: A small class of 2-methyl-4-phenyl-5-isoxazolinones are herbicides. The phenyl ring is substituted in the meta position. The compounds are particularly useful as pre-emergence herbicides.
    Type: Grant
    Filed: September 27, 1976
    Date of Patent: December 27, 1977
    Assignee: Eli Lilly and Company
    Inventors: James Richard Beck, Robert Peter Gajewski