Patents Examined by Raymond V. Rush
  • Patent number: 4064256
    Abstract: There are described compounds of formula I, ##STR1## in which R.sub.5, R.sub.6, R.sub.7 and R.sub.8, which may be the same or different, are hydrogen, alkyl C2 to 6, alkoxy C2 to 8, hydroxy-alkoxy C3 to 8, and R.sub.5 may be hydroxy, provided that one or two of R.sub.5, R.sub.6, R.sub.7 and R.sub.8 are other than hydrogen, and pharmaceutically acceptable derivatives thereof. The compounds of formula I are indicated for use in the treatment of asthma, and pharmaceutical compositions containing them and processes for their preparation are also described.
    Type: Grant
    Filed: January 3, 1975
    Date of Patent: December 20, 1977
    Assignee: Fisons Limited
    Inventors: Joachim Augstein, Hugh Cairns, Dennis Hunter, John King
  • Patent number: 4064246
    Abstract: Hydroxymethyl-substituted-2(1H)-quinazolinones, e.g., 7-hydroxymethyl-1-isopropyl-4-phenyl-2(1H)-quinazolinone, are useful as anti-inflammatory agents.
    Type: Grant
    Filed: October 12, 1976
    Date of Patent: December 20, 1977
    Assignee: Sandoz, Inc.
    Inventor: Eugene A. Papp
  • Patent number: 4062862
    Abstract: 5-Benzyl-2-oxazolidone derivatives of the formula: ##STR1## wherein R.sub.1 represents a hydrogen, halogen, lower alkyl, trihalogenomethyl, phenyl, benzyl, hydroxy, lower alkoxy, phenoxy, benzyloxy, acyloxy, allyloxy, alkylcarbonyl, arylcarbonyl or alkylenedioxy group, and R.sub.2 represents a hydrogen atom, a lower alkyl, lower alkylcarbonyl, lower-dialkylamino-lower-alkyl, aryl, aralkyl or arylcarbonyl group.
    Type: Grant
    Filed: July 1, 1976
    Date of Patent: December 13, 1977
    Assignee: Nippon Chemiphar Co., Ltd.
    Inventors: Yasuo Fujimoto, Terumi Tamada
  • Patent number: 4062861
    Abstract: Isoxazole derivatives represented by the formula: ##STR1## wherein R represents hydrogen, alkyl group, or aryl group, R.sup.1 represents hydrogen, or alkyl group, R.sup.2 represents acyl group, a ##STR2## group [R.sup.3 and R.sup.4 each represent hydrogen, alkyl group, alkenyl group, alkynyl group, aralkyl group, aryl group, alkoxy group, or alkylthio group; or optionally R.sup.3 and R.sup.4 are combined with each other directly or indirectly including another hetero atom (nitrogen, oxygen, or sulfur) to form a nitrogen-containing ring], or a --CO--Y--R.sup.5 group [R.sup.
    Type: Grant
    Filed: March 15, 1976
    Date of Patent: December 13, 1977
    Assignee: Shionogi & Co., Ltd.
    Inventors: Hisajiro Yukinaga, Shinzaburo Sumimoto, Ichiro Ishizuka, Jitsuo Sugita
  • Patent number: 4061651
    Abstract: 3,5-disubstituted-4-nitroisoxazoles are prepared by catalytic condensation and dehydration of an alpha-nitroketone.
    Type: Grant
    Filed: May 11, 1976
    Date of Patent: December 6, 1977
    Assignee: Texaco Inc.
    Inventors: Richard F. Love, Roger G. Duranleau
  • Patent number: 4061650
    Abstract: Alkyl (or aralkyl) .alpha.-isocyanoacetate is condensed with a trihalogenoacetic aldehyde or its hydrate in the presence of an amine to give trans-4-alkoxycarbonyl(or aralkyloxycarbonyl)-5-trihalogenomethyl-2-oxazoline. The oxazoline compound is hydrolyzed under acidic conditions to give threo-.gamma.,.gamma.,.gamma.-trihalogenothreonine, which is then subjected to catalytic or electrolytic reduction. The above-mentioned reactions can be carried out stereoselectively and threo-threonine is thereby obtained without by-products such as allo-threonine.
    Type: Grant
    Filed: November 26, 1975
    Date of Patent: December 6, 1977
    Assignee: Tanabe Seiyaku Co., Ltd.
    Inventors: Munetsugu Miyoshi, Kazuo Matsumoto, Yuji Urabe, Tameo Iwasaki
  • Patent number: 4061854
    Abstract: Dihydroethanoanthracene derivatives of the formula: ##STR1## [wherein R represents a hydrogen or C.sub.1 -C.sub.4 alkyl; R.sup.1 represents a group ##STR2## (in which A represents a C.sub.2 -C.sub.4 alkylene optionally substituted by one or two C.sub.1 14 C.sub.4 alkyls or by a phenyl; and Y represents an oxygen, sulfur, or imino) or group--COO--A--NH.sub.2(in which A is as defined above)]and their pharmaceutically acceptable acid addition salts, are useful as antidepressants or synthetic intermediates therefor.
    Type: Grant
    Filed: June 4, 1976
    Date of Patent: December 6, 1977
    Assignee: Shionogi & Co., Ltd.
    Inventor: Masayuki Narisada
  • Patent number: 4060531
    Abstract: Coumarin compounds of the formula: ##STR1## in which R represents an alkyl group containing 1 to 5 carbon atoms, either unsubstituted or substituted by a non-ionic and non-chromophoric group, one of the substituents R.sub.1 or R.sub.2 represents a triazole radical, and the other represents hydrogen or a halogen, or an alkyl group containing from 1 to 3 carbon atoms, the triazole radical being unsubstituted or substituted by one or two substituents consisting of an alkyl group containing from 1 to 3 carbon atoms or an aryl group; processes for their preparation and their use as fluorescent brightening agents for polyester fibres.
    Type: Grant
    Filed: May 3, 1976
    Date of Patent: November 29, 1977
    Assignee: Produits Chimiques Ugine Kuhlmann
    Inventors: Annick Marthe Suzanne Simone Domergue, Robert Frederic Michel Sureau
  • Patent number: 4060530
    Abstract: Amides of the compound of the formula ##STR1## are useful for their .beta.-lactamase inhibitory activity.
    Type: Grant
    Filed: June 28, 1976
    Date of Patent: November 29, 1977
    Assignee: Beecham Group Limited
    Inventors: Thomas Trefor Howarth, John Barry Harbridge
  • Patent number: 4058529
    Abstract: A series of compounds of the formula ##STR1## have been found to exhibit useful pharmacological properties, e.g. antiinflammatory and analgetic activity.
    Type: Grant
    Filed: February 2, 1965
    Date of Patent: November 15, 1977
    Assignee: Ciba-Geigy Corporation
    Inventors: Wilfried Graf, Erich Schmid
  • Patent number: 4056524
    Abstract: Bis-substituted succinamides having the formula ##STR1## in which X is chlorine or bromine; R.sub.1 and R.sub.3 are each hydrogen, alkyl, haloalkyl, alkenyl, alkynyl, or benzyl; R.sub.2 and R.sub.4 are each hydrogen, alkyl, alkenyl, haloalkenyl, alkoxyalkyl, alkynyl, cycloalkyl, cyclopropylmethyl, furfuryl, and tetrahydrofurfuryl; R.sub.1 and R.sub.2 taken together along with the nitrogen form a non-aromatic heterocyclic ring; R.sub.3 and R.sub.4 taken together along with the nitrogen form a non-aromatic heterocyclic ring; provided that when R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are each alkyl, then one of R.sub.1 or R.sub.2 and one of R.sub.3 or R.sub.4 is other than methyl; further provided that only one of R.sub.1 or R.sub.2 is hydrogen and only one of R.sub.3 or R.sub.4 is hydrogen. Compounds of this invention are useful as herbicides and includes those compounds in which R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are each methyl.
    Type: Grant
    Filed: February 3, 1975
    Date of Patent: November 1, 1977
    Assignee: Stauffer Chemical Company
    Inventor: Francis H. Walker
  • Patent number: 4056525
    Abstract: 2,3-Dialkoxy-3H-1,4-benzodiazepines which have CNS depressant activity.
    Type: Grant
    Filed: June 2, 1975
    Date of Patent: November 1, 1977
    Assignee: American Home Products Corporation
    Inventors: John H. Sellstedt, Daniel M. Teller
  • Patent number: 4055572
    Abstract: A process for the production of 3-hydroxy-1,2,4-triazole derivatives of formula I ##STR1## wherein R.sub.1 and R.sub.2 each represent a straight-chain or branched-chain alkyl group having 1 to 6 carbon atoms, or a cycloalkyl group having 3 to 6 carbon atoms, andX represents oxygen or sulphur,Which process comprises adding to a 1-alkyl-1-cyanohydrazine of formula II ##STR2## wherein R.sub.1 has the meaning given under formula I, a compound of formula IIIr.sub.2 -- xh (iii)wherein R.sub.2 and X have the meanings given under formula I;and subsequently cyclising the addition product by reaction with a compound of formula IV ##STR3## wherein R.sub.3 and R.sub.4 independently of one another represent chlorine or an alkoxy group having 1 to 4 carbon atoms.The 3-hydroxy-1,2,4-triazole derivatives are valuable intermediates for producing phosphoric acid esters which can be used as pesticidal agents, particularly as insecticides and nematicides.
    Type: Grant
    Filed: July 20, 1976
    Date of Patent: October 25, 1977
    Assignee: Ciba-Geigy Corporation
    Inventors: Dag Dawes, Rudolph C. Thummel
  • Patent number: 4055571
    Abstract: O-Alkyl-O-[1-alkyl-5-substituted-mercapto-triazol(3)yl]-phosphoric(phosphon ic) acid esters and esteramides of the formula ##STR1## in which R is alkyl with 1 to 6 carbon atoms,R' is alkyl, alkoxy, monoalkylamino or dialkylamino, each with up to 6 carbon atoms, or phenyl,R" is cyanoalkyl with 1 to 4 carbon atoms or alkenyl with 2 to 6 carbon atoms or, in the case where R' is alkylamino, may also be alkyl with 1 to 4 carbon atoms, andR'" is alkyl with 1 to 4 carbon atoms, which possess insecticidal and acaricidal properties.
    Type: Grant
    Filed: April 30, 1975
    Date of Patent: October 25, 1977
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hellmut Hoffmann, Ingeborg Hammann, Wilhelm Stendel
  • Patent number: 4053481
    Abstract: Contacting of appropriately substituted nitrosobenzene with diphenylcyclopropenone under reflux conditions yields novel 2-aryl-3,4-diphenylisoxazolin-5-ones, which are useful as pharmacological agents in view of their serum triglyceride and cholesterol lowering properties.
    Type: Grant
    Filed: August 31, 1976
    Date of Patent: October 11, 1977
    Assignee: G. D. Searle & Co.
    Inventor: John B. Hill
  • Patent number: 4052382
    Abstract: The compounds of this invention are 1-phenyl-3-azacarbocyclic-ureas having anthelmintic activity which are prepared by the reaction of azacarbocyclicamines or azacarbocyclicimines with appropriate phenyl isocyanates.
    Type: Grant
    Filed: November 19, 1975
    Date of Patent: October 4, 1977
    Assignee: Sterling Drug Inc.
    Inventor: Guy D. Diana
  • Patent number: 4048185
    Abstract: Compounds of the general formula I ##STR1## in which R represents hydrogen or a lower alkyl radical which may be further substituted, n is an integer of from 1 to 4, and which may contain further non-chromophoric substituents. They are prepared by reaction of the dichloride of naphthalene-1,4-dicarboxylic acid with an o-aminophenol and subsequent ring closure. These compounds can be used as optical brighteners.
    Type: Grant
    Filed: June 8, 1976
    Date of Patent: September 13, 1977
    Assignee: Hoechst Atiengesellschaft
    Inventors: Ulrich Pintschovius, Erich Schinzel, Gunter Rosch
  • Patent number: 4048168
    Abstract: 3,4-Dihydro-2(1H)-quinazolinone derivatives of the formula, ##STR1## wherein R.sub.1 and R.sub.2 are each hydrogen, lower alkyl, lower alkylthio or lower alkoxy, or, when taken together, R.sub.1 and R.sub.2 may form methylenedioxy; R.sub.3 is polyhalo-lower alkyl; R.sub.4 is phenyl, halophenyl, lower alkoxyphenyl, lower alkylphenyl or thienyl; and X is oxygen or sulfur, which are known to be very useful intermediates for the preparation of anti-inflammatory and analgesic agents, are obtained in a high yield by reacting a compound of the formula, ##STR2## wherein R.sub.1, R.sub.2, R.sub.3 and X are as defined above, with a compound of the formula,R.sub.4 --CHOwherein R.sub.4 is as defined above, with heating in the presence of a zinc halide as a catalyst.
    Type: Grant
    Filed: December 27, 1976
    Date of Patent: September 13, 1977
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Michihiro Yamamoto, Shigenari Katayama, Masao Koshiba, Hisao Yamamoto
  • Patent number: 4046772
    Abstract: A benzodiazepine derivative of the general formula: ##STR1## wherein R.sub.1 represents a hydrogen atom, an alkyl group or a carboxyl group which may be esterified or amidated; R represents a hydrogen atom, an acyl group or a lower alkyl group, and each of the rings A and B is unsubstituted or substituted by halogen atom, nitro, lower alkyl, trifluoromethyl or lower alkoxy group, or its pharmaceutically acceptable acid addition salt is found to be useful as medicine in human and animal therapy, which acts on the central nervous system, e.g. muscle relaxants, anticonvulsants, sedatives, tranquilizers etc.
    Type: Grant
    Filed: April 9, 1975
    Date of Patent: September 6, 1977
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Yutaka Kuwada, Hiroyuki Tawada, Kanji Meguro
  • Patent number: 4044003
    Abstract: 1,4-Benzodiazepine derivatives of the formula, ##STR1## wherein R.sub.1 is hydrogen, a lower alkyl, a haloalkyl, a cycloalkylalkyl, an alkoxyalkyl, an acyloxyalkyl, an alkylthioalkyl, an alkylaminoalkyl, a dialkylaminoalkyl, a hydroxyalkyl, carbamoyl, or an N-alkylcarbamoyl; R.sub.2 is hydrogen or a lower alkyl; X is hydrogen, a halogen, nitro, or trifluoromethyl; A is a group of the formula, ##STR2## (wherein Y and Z each represent hydrogen, a halogen, a lower alkyl, or nitro) and a salt thereof, are prepared by reacting a 1,4-benzodiazepin-2-one compound of the formula, ##STR3## wherein R.sub.1, R.sub.2, X, Y and Z are the same as defined above, with diborane in an inert solvent.
    Type: Grant
    Filed: July 24, 1975
    Date of Patent: August 23, 1977
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Kikuo Ishizumi, Kazuo Mori, Tadashi Okamoto, Takeshi Akase, Takahiro Izumi, Mitsuhiro Akatsu, Yoshiharu Kume, Shigeho Inaba, Hisao Yamamoto