Patents Examined by Raymond V. Rush
  • Patent number: 4148801
    Abstract: Disclosed herein are 3-[(chlorophenylsulfonyl)methyl]-1,2,4-oxadiazole-5-carboxylic acid derivatives and 3-[(chlorophenylsulfonyl)ethyl]-1,2,4-oxadiazole-5-carboxylic acid derivatives exhibiting antihypertensive or antiviral activity and having the following formula: ##STR1## wherein: X = 1 or 2; andZ is --OR, --OH, --OK, --ONa, --NHOH, --NHNH.sub.2, --NHNHCOCO.sub.2 R, or --NHNHSO.sub.2 R; andR is --CH.sub.3, --CH.sub.2 CH.sub.3, --CH.sub.2 CH.sub.2 CH.sub.3 or --CH(CH.sub.3).sub.2.
    Type: Grant
    Filed: July 3, 1978
    Date of Patent: April 10, 1979
    Assignee: American Home Products Corporation
    Inventors: Arthur A. Santilli, Robert L. Morris
  • Patent number: 4148802
    Abstract: Covers a method of preparing an alpha-vinyloxazoline compound from the corresponding oxazoline ether compound, and more preferably covers a three step synthesis of preparing alpha-vinyloxazolines via reaction of acrylonitrile and alcohols.
    Type: Grant
    Filed: April 3, 1978
    Date of Patent: April 10, 1979
    Assignee: Texaco Development Corp.
    Inventors: Lewis W. Watts, Jr., Ernest L. Yeakey
  • Patent number: 4147791
    Abstract: 1-SUBSTITUTED-1,2,4-TRIAZOLES OF THE FORMULA ##STR1## in which X.sup.1 represents hydrogen or an alkyl radical,X.sup.2 represents hydrogen or an alkyl radical,R.sup.1 represents an alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl or optionally substituted aryl or aralkyl radical,R.sup.2 represents hydrogen or an alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl or optionally substituted aryl or aralkyl radical,R.sup.3 represents hydrogen or an alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl or optionally substituted aryl or aralkyl radical, andY represents a keto group or a functional keto derivative, which possess fungicidal properties.
    Type: Grant
    Filed: February 14, 1975
    Date of Patent: April 3, 1979
    Assignee: Bayer Aktiengesellschaft
    Inventors: Werner Meiser, Karl H. Buchel, Wolfgang Kramer, Ferdinand Grewe
  • Patent number: 4146717
    Abstract: Viral infections caused by viruses which belong to, e.g. Pox, Herpes, Adeno, Myxo, Paramyxo groups are controlled by administering an effective amount of quinazoline derivatives of the formula ##STR1## wherein R.sub.1 is cyclo, C.sub.3 -C.sub.8 alkyl, cyclo C.sub.3 -C.sub.8 alkyl C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy C.sub.1 -C.sub.4 alkyl, C.sub.2-C.sub.5 alkenyloxy C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkylthio C.sub.1 -C.sub.4 alkyl, polyhalo C.sub.1- C.sub.4 alkyl, a group of the formula ##STR2## (wherein m is an integer of 1 to 3; and R.sub.4 and R.sub.5 are individually C.sub.1 -C.sub.4 alkyl, and may form together with the adjacent nitrogen atom an unsubstituted or C.sub.1 -C.sub.4 alkyl substituted 3 to 6 membered saturated heterocyclic ring, which may contain another nitrogen or oxygen atom) or a group of the formula --C.sub.n H.sub.2n --R.sub.6 (wherein n is 0 or an integer of 1 to 3; and R.sub.
    Type: Grant
    Filed: March 25, 1974
    Date of Patent: March 27, 1979
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Michihiro Yamamoto, Shigeaki Morooka, Masao Koshiba, Toshiaki Komatsu, Hiroshi Noguchi, Shigeho Inaba, Hisao Yamamoto
  • Patent number: 4145546
    Abstract: The compounds are substituted isocytosines which are histamine H.sub.2 -antagonists. Two specific compounds of the present invention are 2-?2-(5-methyl-4-imidazolylmethylthio)-ethylamino!-5-(3-methoxybenzyl)-4-p yrimidone and 2-?2-(5-methyl-4-imidazolylmethylthio)ethylamino!-5-benzyloxy-4-pyrimidone .
    Type: Grant
    Filed: September 21, 1977
    Date of Patent: March 20, 1979
    Assignee: Smith Kline & French Laboratories Limited
    Inventors: Thomas H. Brown, Graham J. Durant, John C. Emmett, Charon R. Ganellin
  • Patent number: 4145430
    Abstract: The compounds of the formula (I): ##STR1## wherein X represents a moiety of the sub-formula (a) or (b): ##STR2## HAVE BEEN FOUND TO BE .beta.-LACTAMASE INHIBITORS WHICH MAY BE USED IN PHARMACEUTICAL COMPOSITIONS TO ENHANCE THE EFFECTIVENESS OF PENICILLINS OR CEPHALOSPORINS. The diene of the formula (I) may be produced by the decarboxylation of clavulanic acid or a derivative thereof and the monoene of the formula (I) may be produced by the 1,4 addition of hydrogen to the diene of the formula (I). The diene is thus also useful as a chemical intermediate and other such uses are demonstrated.
    Type: Grant
    Filed: July 3, 1978
    Date of Patent: March 20, 1979
    Assignee: Beecham Group Limited
    Inventor: Eric Hunt
  • Patent number: 4144345
    Abstract: Dihydroxybenzisoxazolin-3-yl-substituted-1-methyl-5-nitroimidazoles having the hydroxy- groups on adjacent 4,5-; 5,6- or 6,7-positions of the isoxazolin group. These compounds have antibacterial and antiprotozoal activity in humans and animals. They are particularly active against trypanosomiasis and trichomoniasis.
    Type: Grant
    Filed: January 6, 1978
    Date of Patent: March 13, 1979
    Assignee: Merck & Co., Inc.
    Inventors: Helmut H. Mrozik, Peter Kulsa
  • Patent number: 4144242
    Abstract: The invention provides the compound (2R,5R,Z)-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo-[3,2,0]-heptane -2-carboxylic acid and its salts in purified form and pharmaceutical compositions containing them and a process for the purification of such compounds by conversion in aqueous media to the lithium salt of the above acid and precipitation thereof.
    Type: Grant
    Filed: December 16, 1976
    Date of Patent: March 13, 1979
    Assignee: Glaxo Laboratories Limited
    Inventors: Ian D. Fleming, David Noble, Hazel M. Noble (formerly Gillett), Wilfred F. Wall
  • Patent number: 4143041
    Abstract: 4'-Deoxyvincristine, 4'-deoxy-1-formylleurosidine and the corresponding 4-desacetyl derivatives, useful in inhibiting the growth of experimental tumors.
    Type: Grant
    Filed: November 25, 1977
    Date of Patent: March 6, 1979
    Assignee: Eli Lilly and Company
    Inventor: Gerald L. Thompson
  • Patent number: 4141718
    Abstract: This invention comprises new compounds and a composition for influencing, in particular for inhibiting, plant growth, which contains as active compound at least one quaternary ammonioalkancarboxylic acid anilide of the formula I ##STR1## wherein EACH OF R.sub.1 to R.sub.5 independently represents a hydrogen atom or any identical or different substituent,Each of R.sub.6 to R.sub.8 independently represents an identical or different radical selected from the group consisting of alkyl, substituted alkyl, cycloalkyl, alkenyl, alkynyl, while two alkyl group together with the nitrogen atom can also form a saturated heterocyclic ring or three groups together can form an unsaturated heterocyclic ring a "alkylene" represents a saturated or unsaturated hydrocarbon bridge of 1 to 3 carbon atoms andX represents the anion of a non-phytotoxic acid HX.
    Type: Grant
    Filed: December 16, 1976
    Date of Patent: February 27, 1979
    Assignee: Ciba-Geigy Corporation
    Inventor: Henry Martin
  • Patent number: 4141898
    Abstract: The synthesis of imidazo[1,2-a]pyridinium, imidazo[1,5-a]pyridinium, pyrrolo[1,2-a]pyrazinium, pyrazolo[1,5-a]pyridinium, imidazo[2,1-a]isoquinolinium and imidazo[5,1-a]isoquinolinium quaternary salts and their use as hypoglycemic agents.
    Type: Grant
    Filed: August 8, 1977
    Date of Patent: February 27, 1979
    Assignee: Pfizer Inc.
    Inventor: Donald E. Kuhla
  • Patent number: 4140515
    Abstract: 2-(5-Aryl or substituted aryl-3-isoxazolyl) benzoic acids or benzoates, e.g., 2-[5-[3-(trifluoromethyl)phenyl]-3-isoxazolyl] benzoic acid, and to their method of use as herbicides and plant growth regulants as well as to agricultural chemical compositions thereof.
    Type: Grant
    Filed: May 12, 1977
    Date of Patent: February 20, 1979
    Assignee: Monsanto Company
    Inventor: Robert K. Howe
  • Patent number: 4139703
    Abstract: New indole derivatives of cephalosporin compounds have been prepared which are useful as antibiotics.
    Type: Grant
    Filed: December 8, 1977
    Date of Patent: February 13, 1979
    Assignee: Yeda Research and Development Co. Ltd.
    Inventors: Abraham Nudelman, Abraham Patchornik
  • Patent number: 4139538
    Abstract: The present invention is related to oxazolidin-2-one derivatives having the general formula ##STR1## The invention is further related to a process for the treatment of somnipathy and tension conditions as well as epilepsy conditions in humans by administering a compound of the above general formula to a human suffering from such conditions.
    Type: Grant
    Filed: August 30, 1976
    Date of Patent: February 13, 1979
    Assignee: Nordmark-Werke GmbH
    Inventors: Friedrich-Gero Kollensperger, York Hartleben, Rolf Kretzschmar, Bernhard Neteler
  • Patent number: 4138404
    Abstract: Oxadiazoline derivatives of the formula: ##STR1## WHEREIN R is alkyl of 1 through 4 carbon atoms, which are useful as intermediates in the synthesis of oxadiazoline derivatives of the formula: ##STR2## WHEREIN R is as defined above the R.sub.1 is alkyl of 1 through 4 carbon atoms, possessing useful herbicidal properties, are prepared by a new process which comprises reducing the nitro group in a 5-alkyl-3-(2-nitro-4-chlorophenyl)-1,3,4-oxadiazolin-2-one of the formula: ##STR3## wherein R is as defined above to a hydroxylamino group, treating the resulting 5-alkyl-3-(2-hydroxylamino-4-chlorophenyl)-1,3,4-oxadiazolin-2-one with concentrated sulphuric acid of density about 1.83 to produce the corresponding amino-phenol, and converting the amine group in the resulting 5-alkyl-3-(2-amino-4-chloro-5-hydroxyphenyl)-1,3,4-oxadiazolin-2 -one to a chlorine atom. The 5-alkyl-3-(2-hydroxylamino-4-chlorophenyl)-1,3,4-oxadiazolin-2-one intermediates are new compounds.
    Type: Grant
    Filed: July 1, 1976
    Date of Patent: February 6, 1979
    Assignee: Rhone-Poulenc S.A.
    Inventors: Jean F. Fort, Raymond Giraudon
  • Patent number: 4138554
    Abstract: 7-[D-.alpha.-(4-hydroxy-1,5-naphthyridine-3-carboxyamido)-.alpha.-phenyl (and p-hydroxyphenyl) acetamido]-3-carbamoyloxymethyl-3-cephem-4-carboxylic acids were synthesized and found to have potent antibacterial activity in vitro especially against many strains of Pseudomonas aeruginosa.
    Type: Grant
    Filed: June 9, 1977
    Date of Patent: February 6, 1979
    Assignee: Bristol-Myers Company
    Inventors: Takayuki Naito, Jun Okumura, Masahisa Oka
  • Patent number: 4138403
    Abstract: Compounds of the formula ##STR1## and salts and esters thereof wherein R.sub.1 is hydrogen, alkyl of 1 to 4 carbon atoms, phenyl, alkenyl of 2 to 4 carbon atoms, alkynyl of 2 to 4 carbon atoms, acyl of 1 to 4 carbon atoms, a carboxylic acid group or ester thereof of 1 to 7 carbon atoms, or alkyl of 1 to 4 carbon atoms substituted by 1 or 2 halogen atoms, hydroxyl, substituted hydroxyl, amino, protected amino, substituted thio of 1 to 7 carbon atoms, substituted sulphinyl of 1 to 7 carbon atoms, substituted sulphonyl of 1 to 7 carbon atoms, or by a carboxylic acid group or ester thereof of 1 to 7 carbon atoms;R.sub.2 is hydrogen or alkyl of 1 to 4 carbon atoms, or is joined to R.sub.1 to form a cycloalkyl group of 3 to 6 carbon atoms;R.sub.3 is hydrogen, chlorine or bromine; andR.sub.4 is hydrogen, halogen, azido or amino; provided that when R.sub.4 is azido, R.sub.3 is hydrogen and R.sub.1 is methyl,R.sub.2 is not methyl, and that when R.sub.2 R.sub.3 and R.sub.4 are hydrogen andR.sub.
    Type: Grant
    Filed: July 26, 1976
    Date of Patent: February 6, 1979
    Assignee: Beecham Group Limited
    Inventors: Thomas T. Howarth, Allan G. Brown, David F. Corbett, Roger J. Ponsford
  • Patent number: 4137308
    Abstract: Compounds having the formula ##STR1## in which R is phenyl, phenylthio, phenoxy, or lower alkylthio; R.sub.1 is lower alkoxy; R.sub.2 is lower alkyl or lower alkoxy; R.sub.3 is lower alkyl; and X is sulfur or oxygen. The compounds have utility as insecticides and miticides. The compounds can be prepared through novel intermediates having the formula ##STR2## BY A NOVEL PROCESS OF REACTING A METHYL KETONE OXIME WITH A HALOACETYL CHLORIDE IN THE ABSENCE OF AN ACID ACCEPTOR.
    Type: Grant
    Filed: November 11, 1977
    Date of Patent: January 30, 1979
    Assignee: Stauffer Chemical Company
    Inventor: Arnold D. Gutman
  • Patent number: RE29902
    Abstract: 6-Aryloxy-2-oxo-1-aza-4-oxa (or thia)-spiro[ 4,5]decane compounds. These compounds are represented by the formula ##STR1## in which A stands for an oxygen or sulfur heteroatom; R.sub.1 and R.sub.2 are each H, lower alkyl or aryl such as phenyl; X is H, a halogen atom such as chlorine or fluorine or a lower alkyl. Compounds according to the invention are useful as stimulating agents for vigilance, as psycho-stimulators and genesic stimulators.
    Type: Grant
    Filed: October 17, 1977
    Date of Patent: February 6, 1979
    Assignee: Centre Europeen de Recherches Mauvernay
    Inventors: Roland Y. Mauvernay, Norbert Busch, Jacques Moleyre, Jacques Simond, Andre Monteil
  • Patent number: RE29934
    Abstract: A compound of the formula ##STR1## .[.in which R is H, halogen, alkyl having 1 to 4 carbon atoms or trifluoromethyl, and R.sub.1 and R.sub.2 each is H or dialkylaminoalkyl or together with N comprise methylpiperazino..]. .Iadd.in which (1) .Iadd. ##STR2## .Iaddend. is -NH.sub.2 and R is H, m-CH.sub.3, o-CF.sub.3, m-Cl, p-Cl, m-Br, m-F, p-F, o-F, p-CH.sub.3 or m-CH.sub.3, or .Iadd. ##STR3## .Iaddend. and R is H, m-CF.sub.3 or m-F, or .Iadd. ##STR4## .Iaddend. and R is H, m-CF.sub.3 or m-F.The compound is prepared by treating the corresponding 5-hydroxymethyl compound with ammonia or an amine in the presence of phosgene.The compounds possess anti-depressive, myorelaxing, tranquilizing, sedative, analgesic, anti-convulsive, anti-pyretic, anti-inflammatory and uricosuric activities.
    Type: Grant
    Filed: March 3, 1976
    Date of Patent: March 13, 1979
    Assignee: Delalande S. A.
    Inventors: Claude P. Fauran, Guy M. Raynaud, Rene A. Oliver, Colette A. Douzon