Patents Examined by E. Bernhardt
  • Novel herbicidally active n-phenyl-azoles
    Patent number: 5049181
    Abstract: The invention relates to novel phenyl substituted pyrazoles, 4,5,6,7-tetrahydro-indazoles, 2,4,5,6-tetrahydro-cyclopenta[c]pyrazoles, octahydroimidazo[1,5-a]pyridin-1,3-diones, hexahydro-1H-pyrrolo[1,2-c]-imidazol-1,3-diones, hexahydro-1H-1,2,4-triazolo[1,2-a]pyridazin-1,3-diones and tetrahydro-1H,5H-pyrazolo[1,2-a][1,2,4]triazol-1,3-diones which have phenyl-substituted in the 2-position, herbicidal activity. It furthermore relates to agrochemical compositions, which contain these compounds, to their use for controlling undesirable plant-growth and for processes for the preparation of the compounds according to this invention.The novel N-Phenyl-azoles correspond to the formula I ##STR1## R.sup.1 is hydrogen or halogen; R.sup.2 is halogen;A is a straight-chain or branched C.sub.1 -C.sub.4 -alkylene chain;n is zero or 1;Q is --S(O).sub.m --R.sup.3 ; di-C.sub.1 -C.sub.
    Type: Grant
    Filed: November 21, 1989
    Date of Patent: September 17, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Georg Pissiotas, Hans Moser, Hans-Georg Brunner
  • Quinolinecarboxylic acid antibacterial agents
    Patent number: 5047538
    Abstract: Novel 8-alkenyl, alkynyl, allenyl and cycloalkyl-quinolinecarboxylic acids are described as antibacterial agents as well as methods of manufacture including novel intermediates used in said manufacture.
    Type: Grant
    Filed: April 12, 1990
    Date of Patent: September 10, 1991
    Assignee: Warner-Lambert Company
    Inventors: John M. Domagala, Mark J. Suto, William R. Turner
  • Isolation and elucidation of Cephalostatins 5 and 6
    Patent number: 5047532
    Abstract: The Indian Ocean (South African) marine worm Cephalodiscus gilchristi (Hemichordata Phylum) has been found to contain a series of unusual disteroidal alkaloids designated the Cephalostatins which demonstrate exceptionally potent lymphocytic leukemia (murine P388) cell line inhibitory activity (to ED.sub.50 10.sup.-9 .mu.g/ml). Two new disteriodal alkaloids bearing aromatic C-rings having ED.sub.50 of 10.sup.-2 and 10.sup.-3 .mu.g/mL were isolated and assigned structures based on rigorous interpretation of two-dimensional 400 MHz.sup.1 H and .sup.13 C-nmr. These substances were denominated Cephalostatin 5 and Cephalostatin 6, respectively.
    Type: Grant
    Filed: July 28, 1989
    Date of Patent: September 10, 1991
    Assignee: Arizona Board of Regents, acting on behalf of Arizona State University
    Inventors: George R. Pettit, Yoshiaki Kamano
  • Substituted 4-pyridone 3-carboxylic acid derivatives, method for their production and their pharmaceutical compositions
    Patent number: 5045549
    Abstract: New 4-Pyridone derivatives of General Formula are claimed ##STR1## in which R.sub.1 is methylamino,4-fluorophenyl, 2,4-difluorophenyl, R.sub.2 is hydrogen or a sulfur atom that is joined to the ring nitrogen by an ethylene bride, X is a hydrogen or a physiologically removable ester group and Y is a base of the general formula ##STR2## In formula IIa and IIb, R.sub.3 is hydrogen, lower alkyl, benzyl, formyl, acetonyl or a moiety of the formula ##STR3## Also claimed are the addition salts of compounds of formula I with pharmaceutically acceptable inorganic or organic acids or base and/or their hydrates. Also claimed are the methods of manufacture of compounds of formula I and their use as antibacterial agents.
    Type: Grant
    Filed: July 6, 1987
    Date of Patent: September 3, 1991
    Assignee: Chemie Linz Gesellschaft m.b.H.
    Inventors: Fritz Sauter, Ulrich Jordis, Manfred Rudolf, Josef Wieser, Karl Baumann
  • Fused pyridazine compounds and their pharmaceutical use
    Patent number: 5045541
    Abstract: Fused pyridazine compounds ##STR1## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are the same or different and respectively hydrogen, a halogen, hydroxy, nitro, amino, cyano, trifluoromethyl, and alkyl, an alkoxy or an alkanoylamino; one of R.sub.a and R.sub.b is a group of the formula--O--Y--NR.sup.5 R.sup.6wherein R.sup.5 and R.sup.6 are the same or different and respectively hydrogen, an alkyl, a phenylalkyl or a substituted phenylalkyl or a group forming a heterocycle together with the adjacent nitrogen atom and Y stands for a straight- or branched-chain alkylene which may have hydroxy group as a substituent on the chain, and the other is hydrogen, or both of R.sub.a and R.sub.b are the same or different and respectively a group of the formula--O--Y--NR.sup.5 R.sup.6wherein R.sup.5 and R.sup.6 are of the same meanings as defined above; W is .dbd.CH-- or .dbd.N; X is CH.sub.2, S, SO, SO.sub.
    Type: Grant
    Filed: July 2, 1989
    Date of Patent: September 3, 1991
    Assignee: Yoshitomi Pharmaceutical Industries, Ltd.
    Inventors: Toru Nakao, Minoru Kawakami, Masao Hisadome, Tetsuya Tahara
  • 6-fluoro-1,4-dihydroquinol-4-one-3-carboxylic acid derivatives and intermediates therefor
    Patent number: 5039682
    Abstract: This invention relates to novel 1,7-disubstituted-6-fluoro-1,4-dihydroquinol-4-one-3-carboxylic acid derivatives and certain esters and cation salts thereof. This invention further relates to preparation of the compounds, antibacterial compositions containing the compounds and methods of using the compounds.This invention also relates to a novel process for preparing novel N-cyclopropyl intermediates useful for preparing certain of the 1,7-disubstituted-6-fluoro-1,4-dihydroquinol-4-one-3-carboxylic acid derivatives of this invention which contain a cyclopropyl substituent at the 1 position as well as other 1,4-dihydroquinol-4-one-3-carboxylic acid derivatives so substituted with cyclopropyl.
    Type: Grant
    Filed: June 21, 1988
    Date of Patent: August 13, 1991
    Assignee: Pfizer Inc.
    Inventor: Paul R. McGuirk
  • 6,7-dihydroxyquinoxalines as intermediates to beta-lactam antibiotics
    Patent number: 5037983
    Abstract: Compounds having the formula ##STR1## and pharmaceutically acceptable salts thereof and possessing antibacterial activiy, and intermediates to compounds of formula I having the formula ##STR2##
    Type: Grant
    Filed: December 1, 1989
    Date of Patent: August 6, 1991
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Joseph E. Sundeen, Peter H. Ermann
  • Fungicides
    Patent number: 5034388
    Abstract: This invention relates to derivatives of acrylic acid of the formula: ##STR1## useful as fungicides, to processes for preparing them, to fungicidal compositions containing them, and to methods of using them to combat fungi, especially fungal infections in plants. The values of the variables are provided herein.
    Type: Grant
    Filed: March 7, 1990
    Date of Patent: July 23, 1991
    Assignee: Imperial Chemical Industries PLC
    Inventors: John M. Clough, Christopher R. A. Godfrey
  • Reaction products of alpha-aminomethylene phosphonic acids and epoxy compounds and their use in coating compositions
    Patent number: 5034556
    Abstract: The disclosure is directed to a compound which is a reaction product of at least one phosphonic acid group of an alpha-aminomethylene phosphonic acid containing at least one group corresponding to the formula, ##STR1## with an epoxy group of a compound containing at least one epoxy group. The disclosure is also directed to waterborne coating compositions, organic solvent-borne coating compositions, and powder coating compositions containing the aforesaid reaction product.
    Type: Grant
    Filed: April 3, 1989
    Date of Patent: July 23, 1991
    Assignee: PPG Industries, Inc.
    Inventor: Charles F. Kahle, II
  • N-substituted-5,6-dimethoxy-1,2-benzisoxazole-3-propanamine and related compounds as analgesic and hypotensive agents
    Patent number: 5030639
    Abstract: There are disclosed compounds having the formula ##STR1## wherein R.sub.1 is hydrogen or loweralkyl; R.sub.2 is loweralkyl, arylloweralkyl, diarylloweralkyl or --CH.sub.2 CHOHCH.sub.2 OR.sub.5, R.sub.5 being aryl, or alternatively --NR.sub.1 R.sub.2 taken together is ##STR2## or ##STR3## R.sub.6 being aryl, arylloweralkyl, diarylloweralkyl, ##STR4## or ##STR5## and R.sub.3 and R.sub.4 are each independently methoxy or hydroxy, which compounds are useful as analgesic and hypotensive agents.
    Type: Grant
    Filed: February 4, 1991
    Date of Patent: July 9, 1991
    Assignee: Hoechst-Roussel Pharmaceuticals Inc.
    Inventor: Larry Davis
  • N-(6-Amino-(pyrrolo(2,3-d)pyrimidin-3-ylacyl) )-glutamic acid derivatives
    Patent number: 5028608
    Abstract: N-(Acyl)glutamic acid derivatives in which the acyl group is substituted with 4-hydroxypyrrolo[2,3-d]-pyrimidin-3-yl group are antineoplastic agents. A typical embodiment is N-{5-[2-(4-hydroxy-6-aminopyrrolo[2,3-d]pyrimidin-3-yl)ethyl]thien-2-ylcar bonyl}-L-glutamic acid.
    Type: Grant
    Filed: May 24, 1990
    Date of Patent: July 2, 1991
    Assignee: The Trustees of Princeton University
    Inventors: Edward C. Taylor, Dietmar G. Kuhnt, Chuan Shih, Gerald B. Grindey
  • Pyrido[2,3-]pyrimidine derivatives
    Patent number: 5026851
    Abstract: 2,4-Diamino- and 2-amino-4-hydroxy- derivatives of N-(4-[2-(pyrido[2,3-d]pyrimidin-6-yl)alkyl]benzoyl-)-L-glutamic acids, and the corresponding 5,6,7,8-tetrahydro compounds are antineoplastic agents.The compounds are prepared by hydrolytic or hydrogenolytic removal of carboxylic acid protecting groups from the correspondingly protected glutamic acid derivatives.A typical embodiment is N-(4-[2-(2-amino-4-hydroxy-5,6,7,8-tetrahydropyrido[2,3-d]pyrimidin-6-yl)e thyl]benzoyl)-L-glutamic acid.
    Type: Grant
    Filed: April 21, 1989
    Date of Patent: June 25, 1991
    Assignee: The Trustees of Princeton University
    Inventors: Edward C. Taylor, George P. Beardsley, Peter J. Harrington, Stephen R. Fletcher
  • Isoindoline derivative
    Patent number: 5026856
    Abstract: Isoindoline derivatives represented by the formula (I) and their salts are disclosed. ##STR1## There are many varieties for the compound depending on the types of residues R.sup.1 -R.sup.9 and X. The compounds can be prepared from quinoline derivatives of the formula (II) and an isoindoline derivatives of the formula (III). The compounds of formula (I) and their salts have excellent antibacterial activities against both gram positive and gram negative microorganisms. They can be used as a medicine, an agrichemical, and a food preservative.
    Type: Grant
    Filed: May 23, 1989
    Date of Patent: June 25, 1991
    Assignee: Wakunaga Seiyaku Kabushiki Kaisha
    Inventors: Takashi Yatsunami, Akira Yazaki, Satoshi Inoue, Hitoshi Yamamoto, Masaharu Yokomoto, Jun Nomiyama, Shuichiro Noda
  • Fused pyridines active on the cardiovascular system
    Patent number: 5025011
    Abstract: Compounds of the formula ##STR1## (wherein Ar, R, R.sub.1, R.sub.2, R.sub.3, R.sub.4, X and m have the meanings given in the description), their preparation and pharmaceutical compositions containing them.The compounds of formula I are active on the cardiovascular system as antivasospastics, antiangina pectoris agents, antihypertensives and vasodilators.
    Type: Grant
    Filed: July 25, 1989
    Date of Patent: June 18, 1991
    Assignee: SIMES, Societa Italiana Medicinali e Sintetici S.p.A.
    Inventors: Cesare Casagrande, Stefania Montanari, Francesco Santangelo
  • Pyrazolo[1,5-a]pyrimidine-2-sulfide compounds
    Patent number: 5021591
    Abstract: Novel substituted pyrazolo[1,5-a]pyrimidine-2-sulfonamide compounds, such as 3-cyano-5,7-dimethyl-N-2,6-dichlorophenylpyrazolo[1,5-a]pyrimidine-2-su lfonamide, were prepared by the condensation of novel substituted 2-benzylthiopyrazolo[1,5-a]pyrimidine compounds, such as 2-benzylthio-5,7-dimethylpyrazolo[1,5-a]pyrimidine, and substituted anilines and found to be useful as herbicides.
    Type: Grant
    Filed: January 23, 1990
    Date of Patent: June 4, 1991
    Assignee: The Dow Chemical Company
    Inventors: Anna P. Vinogradoff, William A. Kleschick
  • Thiourea derivatives, methods of their preparation and their use in neutron capture therapy of malignant melanoma
    Patent number: 5021572
    Abstract: The present invention pertains to boron containing thiouracil derivatives, their method of preparations, and their use in the therapy of malignant melanoma using boron neutron capture therapy.
    Type: Grant
    Filed: January 27, 1989
    Date of Patent: June 4, 1991
    Assignee: The United States Department of Energy
    Inventor: Detlef Gabel
  • Leukotriene antagonists
    Patent number: 5017583
    Abstract: Compounds of the Formula I: ##STR1## and pharmaceutically acceptable salts thereof are leukotriene antagonists. These compounds inhibit SRS-A and leukotriene synthesis and are antagonists of SRS-A and are thus useful in the treatment of asthma, allergic disorders, inflammation, skin diseases and certain cardiovascular disorders.
    Type: Grant
    Filed: February 23, 1988
    Date of Patent: May 21, 1991
    Assignee: Merck Frosst Canada, Inc.
    Inventors: Robert N. Young, Joshua Rokach, Haydn R. Williams, Masatoshi Kakushima, Yvan Guindon
  • Pesticidal S-(halogenoalkyl)-dithiophosphoric(phosphonic) acid esters
    Patent number: 5015635
    Abstract: Pesticidal S-(halogenoalkyl)-dithiophosphoric (phosphonic) acid esters of the formula ##STR1## in which R.sup.1 represents an optionally substituted radical from the group consisting of alkyl, alkenyl, alkoxy, alkenyloxy and alkinyloxy,R.sup.2 represents an optionally substituted radical from the group consisting of alkyl, cycloalkyl, alkenyl, alkinyl and aryl,X and Y are identical or different and independently of one another represent hydrogen, halogen or alkyl, andZ represents hydrogen, halogen or alkyl.
    Type: Grant
    Filed: July 26, 1989
    Date of Patent: May 14, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Herbert Sommer, Jurgen Hartwig, Hans-Detlef Matthaei
  • Intermediates for the production of epipodophyllotoxin and related compounds and processes for the preparation and use thereof
    Patent number: 5011948
    Abstract: There is provided a novel and efficient stereoselective total synthesis of epipodophyllotoxin and related epipodophyllotoxin compounds of the general formula ##STR1## wherein R.sup.1 and R.sup.2 each are independently hydrogen or (lower)alkoxy, or R.sup.1 and R.sup.2, taken together, is methylenedioxy; R.sup.4 and R.sup.6 each are independently hydrogen or (lower)alkoxy; and R.sup.5 is hydrogen or a phenol-protecting group; or an acid addition salt thereof. The present invention also provides novel intermediates and processes for the preparation of said intermediates, which are then converted into known antineoplastic agents.
    Type: Grant
    Filed: July 14, 1989
    Date of Patent: April 30, 1991
    Assignee: Bristol-Myers Company
    Inventors: Dolatrai M. Vyas, Paul M. Skonezny
  • Process for the preparation of 1-methyl-3-methylthio-4-quinolone and the sulfinyl, and sulfonyl analogs thereof
    Patent number: 5011931
    Abstract: A process to prepare compounds of formula I ##STR1## in which n=0, 1 or 2 comprising the cyclisation of compounds of formula II ##STR2## in which n=0, 1 or 2. The cyclisation may be effected in the presence of an organic or inorganic base or thermally at a temperature in the range 40.degree.-160.degree. C.Compounds of formula II and certain analogues thereof are disclosed as cardiovascular agents.
    Type: Grant
    Filed: June 23, 1989
    Date of Patent: April 30, 1991
    Assignee: The Boots Company PLC
    Inventors: Lachlan MacLean, David L. Roberts, Kenneth Barron, Kenneth J. Nichol, Albert E. Harrison