Patents Represented by Attorney William H. Edgerton

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  • Intermediates for preparing hydroxyphenylpyridazinones
    Patent number: 4272440
    Abstract: 5-(5'-Halo-2'-methoxyphenyl)-3,4-dihalo-2(5H)-furanones are prepared by a Friedel-Crafts reaction using a p-haloanisole and a mucohalic acid in the presence of aluminum chloride. They are used as chemical intermediates for preparing hydroxyphenylpyridazinones.
    Type: Grant
    Filed: February 2, 1979
    Date of Patent: June 9, 1981
    Assignee: SmithKline Corporation
    Inventors: Angelina J. Duggan, Robert L. Webb
  • 6-Lower alkyl-7,8-dihydroxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepines
    Patent number: 4265889
    Abstract: A series of 6-lower alkyl-7,8-dihydroxyl-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepines having dopaminergic activity together with intermediates and processes for their preparation are disclosed.
    Type: Grant
    Filed: December 22, 1978
    Date of Patent: May 5, 1981
    Assignee: SmithKline Corporation
    Inventors: Charles K. Brush, Joseph Weinstock
  • 5-Cycloalkyl thio- and oxy-2-carbalkoxyaminobenzimidazoles
    Patent number: 4258198
    Abstract: New anthelmintic compounds, compositions and methods of use are described utilizing 5-cycloalkylthio and oxy-2-carbalkoxyaminobenzimidazole. Methods of preparation involve the reaction of 4-cycloalkylthio- or oxy-o-phenylenediamine with methyl cyanocarbamate in aqueous miscible organic solvents.
    Type: Grant
    Filed: March 10, 1975
    Date of Patent: March 24, 1981
    Assignee: SmithKline Corporation
    Inventors: Robert J. Gyurik, William D. Kingsbury
  • 3-Amino-2-hydroxy, halo or mercaptomethyl-4-oxoazetidines
    Patent number: 4257947
    Abstract: The stereospecific cycloaddition of nitrogen containing acetic acid halides or anhydrides with Schiff bases having a carbalkoxy group substituted on the methine carbon atom offers new intermediates and methods for preparing synthetic cephalosporin congeners having antibacterial activity.
    Type: Grant
    Filed: March 14, 1979
    Date of Patent: March 24, 1981
    Assignee: SmithKline Corporation
    Inventors: John G. Gleason, Kenneth G. Holden, William F. Huffman
  • 8-Hydro xy-6,7-(2-methyl-2,3-dihydrofuro)-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzaz epines
    Patent number: 4255445
    Abstract: 8-Hydroxy-6,7-(2,3-dihydrofuro)-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepin es are prepared by a reaction sequence whose key is a dual cyclization forming the 3-benzazepine ring and fused thereto a dihydrofuran.
    Type: Grant
    Filed: March 7, 1980
    Date of Patent: March 10, 1981
    Assignee: SmithKline Corporation
    Inventors: Charles K. Brush, Joseph Weinstock
  • 6-Halo-7,8-dihydroxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepines
    Patent number: 4255422
    Abstract: 7,8-Dihydroxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepines having a halo substituent at the 6-position have potent dopaminergic activity. The 6-chloro congeners are most active.
    Type: Grant
    Filed: April 4, 1978
    Date of Patent: March 10, 1981
    Assignee: SmithKline Corporation
    Inventor: Joseph Weinstock
  • 4-(2-Aminoethyl)-7-hydroxy-2-methyl-2,3-dihydrobenzofurans
    Patent number: 4254140
    Abstract: 4-(2-Aminoethyl)-7-hydroxy-2-methyl-2,3-dihydrobenzofuran derivatives having dopaminergic activity are prepared by cyclizing a 2-allyl-3,4-dimethoxyphenethylamine such as by reacting the phenethylamine with hydrogen bromide.
    Type: Grant
    Filed: March 20, 1980
    Date of Patent: March 3, 1981
    Assignee: SmithKline Corporation
    Inventors: Charles K. Brush, Joseph Weinstock
  • 3-Allyl-7,8-dihydroxy-6-halo-1-(4-hydr oxyphenyl)-2,3,4,5-tetrahydro-1H-3-benzazepine derivatives
    Patent number: 4251525
    Abstract: 3-Allyl-7,8-dihydroxy-6-halo-1-(4-hydroxyphenyl)-2,3,4,5-tetrahydro-1H-3-be nzazepine derivatives are prepared by N-allylation of 7,8-dimethoxy-6-halo-1-(4-methoxyphenyl)-2,3,4,5-tetrahydro-1H-3-benzazepi ne using an allyl halide in acetonitrile in the presence of base followed by O-demethylation. These compounds have a unique cardiovascular effect in that they are potent renal vasodilators and also induce bradycardia.
    Type: Grant
    Filed: May 25, 1979
    Date of Patent: February 17, 1981
    Assignee: SmithKline Corporation
    Inventor: Joseph Weinstock
  • Method for preparing tetrahydroisoquinolines
    Patent number: 4251660
    Abstract: A method for preparing 1,2,3,4-tetrahydroisoquinolines comprising heating N-halo or hydroxyethyl-N-benzylamines in an aluminum chloride melt at 160.degree.-210.degree..
    Type: Grant
    Filed: August 10, 1978
    Date of Patent: February 17, 1981
    Assignee: SmithKline Corporation
    Inventors: Bing L. Lam, Wilford L. Mendelson, Charles B. Spainhour, Jr.
  • Pyridyl alkylguanidines
    Patent number: 4247558
    Abstract: The compounds are novel N-substituted-N'-heterocyclic alkylthioureas, guanidines and 1-nitro-2,2-diaminoethylene compounds which are histamine H.sub.2 -antagonists.
    Type: Grant
    Filed: May 2, 1979
    Date of Patent: January 27, 1981
    Assignee: Smith Kline & French Laboratories Limited
    Inventors: Graham J. Durant, Charon R. Ganellin, Geoffrey R. Owen, Rodney C. Young
  • Bis-2N-alkylene tetrahydroisoquinoline compounds
    Patent number: 4242346
    Abstract: Bis-2N-alkylene tetrahydroisoquinoline compounds are inhibitors of phenylethanolamine N-methyl-transferase.
    Type: Grant
    Filed: December 19, 1979
    Date of Patent: December 30, 1980
    Assignee: SmithKline Corporation
    Inventor: Robert M. DeMarinis
  • 2-(Substituted amino)-3-nitro-2,3-unsaturated nitrogen heterocycles
    Patent number: 4238493
    Abstract: 2,3-Unsaturated nitrogen-containing heterocyclic compounds with a 3-nitro group and a 2-heterocyclyl alkylamino group. The alkyl group of 2-position substituents is preferably interrupted by sulfur or oxygen. The compounds of the invention are preferably dihydropyrroles or tetrahydropyridines or pyrimidines. The compounds of the invention are histamine H.sub.2 -receptor antagonists.
    Type: Grant
    Filed: May 30, 1979
    Date of Patent: December 9, 1980
    Assignee: Smith Kline & French Laboratories Limited
    Inventors: Michael L. Roantree, Rodney C. Young
  • 2-Heterocyclic alkylamino-3-nitropyrroles
    Patent number: 4238494
    Abstract: 3-Nitro-2-substituted aminopyrroles are histamine H.sub.2 -receptor antagonists. The 2-position substituent is a fully-unsaturated heterocyclyl alkyl group preferably with with alkyl group interrupted by sulfur or oxygen. The 4- and 5-positions of the pyrrole ring can also be substituted.
    Type: Grant
    Filed: May 30, 1979
    Date of Patent: December 9, 1980
    Assignee: Smith Kline & French Laboratories Limited
    Inventors: Michael L. Roantree, Rodney C. Young
  • Pyrimidine compounds
    Patent number: 4234588
    Abstract: The compounds are substituted pyrimidine compounds which are histamine H.sub.2 -antagonists. A specific compound of the present invention is 2-[2-(5-dimethylaminomethyl)-2-furylmethylthio)ethylamino]-5-(3-pyridylmet hyl)-4-pyrimidone.
    Type: Grant
    Filed: February 7, 1979
    Date of Patent: November 18, 1980
    Assignee: Smith Kline & French Laboratories Limited
    Inventors: Thomas H. Brown, Robert J. Ife
  • Pharmacologically active triazole and thiadiazole thiourea and urea compounds
    Patent number: 4230865
    Abstract: The compounds are substituted thioalkyl-, aminoalkyl- and oxyalkyl-thioureas and ureas which are inhibitors of histamine activity.
    Type: Grant
    Filed: September 8, 1978
    Date of Patent: October 28, 1980
    Assignee: Smith Kline & French Laboratories Limited
    Inventors: Graham J. Durant, John C. Emmett, Charon R. Ganellin
  • Pharmacologically active thiadiazole guanidine compounds
    Patent number: 4228291
    Abstract: The compounds are substituted thioalkyl-, aminoalkyl- and oxyalkyl-guanidines which are inhibitors of histamine activity.
    Type: Grant
    Filed: October 4, 1978
    Date of Patent: October 14, 1980
    Assignee: Smith Kline & French Laboratories Limited
    Inventors: Graham J. Durant, John C. Emmett, Charon R. Genellin
  • 7- and/or 8-Sulfur substituted 1,2,3,4-tetrahydroisoquinoline compounds
    Patent number: 4228170
    Abstract: 1,2,3,4-Tetrahydroisoquinoline compounds having 7- and/or 8-sulfur substituents are inhibitors of phenylethanolamine N-methyltransferase.
    Type: Grant
    Filed: August 30, 1979
    Date of Patent: October 14, 1980
    Assignee: SmithKline Corporation
    Inventors: William E. Bondinell, Robert G. Pendleton
  • Pharmacologically active thiourea and urea compositions and methods of use
    Patent number: 4226874
    Abstract: The compounds are substituted thioalkyl-, aminoalkyl- and oxyalkyl-thioureas and ureas which are inhibitors of histamine activity.
    Type: Grant
    Filed: January 15, 1979
    Date of Patent: October 7, 1980
    Assignee: Smith Kline & French Laboratories Limited
    Inventors: Graham J. Durant, John C. Emmett, Charo R. Ganellin
  • Intermediates in the process for making histamine antagonists
    Patent number: 4227000
    Abstract: A process for making substituted 2-aminopyrimidones which are histamine H.sub.2 - antagonists which comprises reacting a 2-nitroaminopyrimidone with a heteroarylalkylamine, heteroarylalkylthioalkylamine, or heteroarylalkoxyalkylamine. One particular compound which can be made by this process is 2-[2-(5-methyl-4-imidazolylmethylthio)ethylamino]-5-[5-(1,3-benzodioxolyl) methyl]-4-pyrimidone. Also claimed are 2-nitroaminopyrimidone intermediates for use in this process. One specific intermediate is 2-nitroamino-5-[5-(1,3-benzodioxolyl)methyl]-4-pyrimidone.
    Type: Grant
    Filed: April 6, 1979
    Date of Patent: October 7, 1980
    Assignee: Smith Kline & French Laboratories Limited
    Inventor: Thomas H. Brown
  • Pharmacologically active compounds
    Patent number: RE30457
    Abstract: The compounds are substituted S-(aminoalkyl)-isothioureas which are histamine H.sub.2 -antagonists. Two specific compounds of the present invention are S-[6-(N'-methylthioureido)hexyl]isothiourea and S-[5-(N'-cyano-N"-methylguanidino)pentyl]isothiourea.
    Type: Grant
    Filed: August 10, 1978
    Date of Patent: December 23, 1980
    Assignee: Smith Kline & French Laboratories Limited
    Inventors: Graham J. Durant, Charon R. Ganellin, Robert J. Ife