Patents Assigned to Smith Kline & French Laboratories Limited
  • 2-Thiazolyl, isothiazolyl, oxazolyl and isoxazolyl alkylamino-3-nitro-heterocyclic compounds
    Patent number: 4525477
    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 tetrahydropyrridines or pyrimidines. The compounds of the invention are histamine H.sub.2 -receptor antagonists.
    Type: Grant
    Filed: April 25, 1983
    Date of Patent: June 25, 1985
    Assignee: Smith Kline & French Laboratories Limited
    Inventors: Michael L. Roantree, Rodney C. Young
  • Process and nitroaminopyrimidone intermediates for histamine H.sub.2 -antagonists
    Patent number: 4523015
    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-benzodioxyolyl )methyl]-4-pyrimidone. Also claimed are 2-nitroaminopyrimidone intermediates for use in this process. One specific intermediate is 2-nitroamino-5-[5-(1,3-benzodioxyolyl)methyl]-4-pyrimidone.
    Type: Grant
    Filed: May 19, 1980
    Date of Patent: June 11, 1985
    Assignee: Smith Kline & French Laboratories Limited
    Inventor: Thomas H. Brown
  • Guanidinothiazolyl derivatives
    Patent number: 4521418
    Abstract: The compounds are guanidinothiazolyl derivatives which are histamine H.sub.2 -antagonists. A specific compound of the present invention is 2-[2-(2-guanidino-4-thiazolylmethylthio)ethylamino]-5-(6-methyl-3-pyridylm ethyl)-4-pyrimidone.
    Type: Grant
    Filed: February 12, 1980
    Date of Patent: June 4, 1985
    Assignee: Smith Kline & French Laboratories Limited
    Inventors: Thomas H. Brown, Graham J. Durant
  • Dioxocyclobutene compounds
    Patent number: 4521625
    Abstract: 1-(Hydroxypropylamino)-2-aminocyclobut-1-ene-3,4-dione compounds are disclosed as useful intermediates in the preparation of histamine H.sub.2 -antagonists.
    Type: Grant
    Filed: September 26, 1983
    Date of Patent: June 4, 1985
    Assignee: Smith Kline & French Laboratories Limited
    Inventors: Thomas H. Brown, Rodney C. Young
  • Synthesis of 2-pyridylalkylamines substituted on the pyridyl ring by bromine
    Patent number: 4515952
    Abstract: The invention provides a process for preparing 2-pyridylalkylamines, substituted in one of the 3- or 5-positions by bromo and in the other by C.sub.1-4 alkyl, by reacting an appropriate C.sub.1-4 alkyl substituted 2-pyridylalkylamine with an electrophilic brominating agent. Said 2-pyridylalkylamines are useful as intermediates in the synthesis of compounds useful as histamine H.sub.1 -antagonists.
    Type: Grant
    Filed: March 22, 1983
    Date of Patent: May 7, 1985
    Assignee: Smith Kline & French Laboratories Limited
    Inventors: Brian M. Adger, David J. O'Rourke
  • 5-(4-Nitrophenyl)-2(1H)-pyrazinones
    Patent number: 4514568
    Abstract: This invention relates to 5-(phenyl)-2(1H)-pyrazinones substituted in the 4-position of the phenyl ring by a nitro group, and to a process for their preparation. These compounds are useful intermediates in the synthesis of inotropic compounds. One specific compound is 5-(4-nitrophenyl)-2(1H)-pyrazinone.
    Type: Grant
    Filed: June 2, 1983
    Date of Patent: April 30, 1985
    Assignee: Smith Kline & French Laboratories Limited
    Inventor: William J. Coates
  • Pharmacologically active isoxazole and triazole compounds
    Patent number: 4499101
    Abstract: The compounds are N,N'-substituted thioureas, ureas and guanidines which are H-2 histamine receptor inhibitors. Two compounds of this invention are N,N'-bis[2-((4-methyl-5-imidazolyl)methylthio)ethyl]thiourea and N,N'-bis[2-((4-methyl-5-imidazolyl)methylthio)ethyl]-N"-cyanoguanidine.
    Type: Grant
    Filed: February 4, 1983
    Date of Patent: February 12, 1985
    Assignee: Smith Kline & French Laboratories Limited
    Inventors: Graham J. Durant, Charon R. Ganellin
  • Phenyl alkylaminopyrimidones
    Patent number: 4496567
    Abstract: The compounds are phenyl alkylaminopyrimidones which are histamine H.sub.2 -antagonists. A specific compound of the present invention is 2-[2-[3-(dimethylaminomethyl)benzylthio]ethylamino]-5-(6-methyl-3-pyridylm ethyl)-4-pyrimidone.
    Type: Grant
    Filed: November 6, 1979
    Date of Patent: January 29, 1985
    Assignee: Smith Kline & French Laboratories Limited
    Inventors: Thomas H. Brown, Robert J. Ife
  • Dosage units
    Patent number: 4493822
    Abstract: The present invention provides an orally administrable pharmaceutical dosage unit having a shape such that in its most stable position on a horizontal flat surface is tilted position.The advantage of these units is that they are more easily picked up.The units can be made by forming the active ingredient and any excipient into the shape as defined.
    Type: Grant
    Filed: February 10, 1983
    Date of Patent: January 15, 1985
    Assignee: Smith Kline & French Laboratories Limited
    Inventor: Geoffrey D. Tovey
  • Pharmaceutical compositions
    Patent number: 4490387
    Abstract: S-(Aminoalkyl)isothiourens which have immunosuppressant activity. Two specific compounds are 2-(3-dimethylaminopropylthio)-2-imidazoline and N,N'-dimethyl-S-(3-dimethylaminopropyl)isothiourea.
    Type: Grant
    Filed: January 17, 1983
    Date of Patent: December 25, 1984
    Assignee: Smith Kline & French Laboratories Limited
    Inventors: Graham J. Durant, Charon R. Ganellin, Margaret R. Vickers
  • Histamine H.sub.1 -antagonists
    Patent number: 4486434
    Abstract: The invention provides 2-(3,5-disubstituted pyridylalkyl amino)-5-pyridylmethyl-4-pyrimidone derivatives which are useful as histamine H.sub.1 -antagonists.
    Type: Grant
    Filed: June 22, 1982
    Date of Patent: December 4, 1984
    Assignee: Smith Kline & French Laboratories Limited
    Inventor: George S. Sach
  • Nitro pyrrols and their pharmaceutical use
    Patent number: 4482563
    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 alkyl group interrupted by sulfur or oxygen. The 4- and 5- positions of the pyrrole ring can also be substituted.
    Type: Grant
    Filed: June 27, 1983
    Date of Patent: November 13, 1984
    Assignee: Smith Kline & French Laboratories Limited
    Inventors: Michael L. Roantree, Rodney C. Young
  • Dioxocyclobutene compounds
    Patent number: 4466970
    Abstract: 1-(4-Dialkylaminomethylpyrid-2-yloxypropylamino)-2-aminocyclobut-1-ene-3,4- dione compounds having histamine H.sub.2 -antagonist activity are disclosed.
    Type: Grant
    Filed: September 26, 1983
    Date of Patent: August 21, 1984
    Assignee: Smith Kline & French Laboratories Limited
    Inventors: Thomas H. Brown, Rodney C. Young
  • 1,2,4-Triazines
    Patent number: 4467087
    Abstract: Heterocyclic alkyl(or methylthioalkyl)amino-1,2,4-triazine compounds which are inhibitors of histamine activity, in particular, inhibitors of H-2 histamine receptors.
    Type: Grant
    Filed: September 24, 1982
    Date of Patent: August 21, 1984
    Assignee: Smith Kline & French Laboratories Limited
    Inventors: Graham J. Durant, John C. Emmett, Charon R. Ganellin
  • Pyrimidone salt and its preparation
    Patent number: 4450161
    Abstract: The invention provides 2-[2-(5-methyl-4-imidazolylmethylthio)ethylamino]-5-[5-(1,3-benzodioxolyl) methyl]-4-pyrimidone di(methanesulphonate) which is useful as a histamine H.sub.2 -antagonist. The compound can be prepared by reacting 2-[2-(5-methyl-4-imidazolylmethylthio)ethylamino]-5-[5-(1,3-benzodioxolyl) methyl]-4-pyrimidone with methanesulphonic acid.
    Type: Grant
    Filed: May 26, 1982
    Date of Patent: May 22, 1984
    Assignee: Smith Kline & French Laboratories Limited
    Inventor: George R. White
  • Histamine H.sub.1 -antagonists
    Patent number: 4444772
    Abstract: The invention provides 2-(3,5-disubstituted pyridylalkyl amino)-5-pyridylmethyl-4-pyrimidone derivatives which are useful as histamine H.sub.1 -antagonists.
    Type: Grant
    Filed: June 22, 1982
    Date of Patent: April 24, 1984
    Assignee: Smith Kline & French Laboratories Limited
    Inventor: George S. Sach
  • Tetrahydroimidazo(3,4-c)-1,3-diazocine intermediates for production of guanidines
    Patent number: 4443375
    Abstract: This invention relates to a process for preparing imidazolylalkylguanidines, in particular N-[3-(4-imidazolyl)propyl]-N'-[2-(5-methyl-4-imidazolylmethylthio)ethyl]gu anidine (impromidine) which has histamine H.sub.2 -agonist activity, to intermediates for use in this process and to processes for preparing these intermediates.
    Type: Grant
    Filed: October 26, 1982
    Date of Patent: April 17, 1984
    Assignee: Smith Kline & French Laboratories Limited
    Inventors: Derek W. Hills, George R. White
  • Azolyl alkylthioureas and guanidines alkylaminonitroethylene compounds
    Patent number: 4440775
    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: June 18, 1982
    Date of Patent: April 3, 1984
    Assignee: Smith Kline & French Laboratories Limited
    Inventors: Graham J. Durant, Charon R. Ganellin, Geoffrey R. Owen, Rodney C. Young
  • Pyridines
    Patent number: 4439609
    Abstract: This invention relates to 4-substituted aminomethyl pyridines with a butanamine, oxypropioamine or thiomethylamine substituent at the 2 position. The compounds are reacted with pyridones to form compounds which have histamine H.sub.2 -antagonist activity.
    Type: Grant
    Filed: February 16, 1983
    Date of Patent: March 27, 1984
    Assignee: Smith Kline & French Laboratories Limited
    Inventors: David G. Cooper, George S. Sach
  • 2-[2-Thiazolyl or 2-guanidino-4-thiazolyl methylthioethyl(or butyl)amino]-3-(hydroxy or carboxy)pyridines, compositions containing same and method of use
    Patent number: 4439437
    Abstract: This invention relates to 2-amino-3-hydroxy, and 3-carboxy pyridine derivatives, in which the amino group is substituted by a methylthioethyl, butyl or oxypropyl group bearing a terminal heterocyclic group. The compounds have histamine H.sub.2 -antagonist activity. A specific compound of this invention is 2-[2-(2-guanidino-4-thiazolylmethylthio)ethyl]amino pyridine 3-carboxylic acid.
    Type: Grant
    Filed: April 5, 1982
    Date of Patent: March 27, 1984
    Assignee: Smith Kline & French Laboratories Limited
    Inventors: Martin Jones, Rodney C. Young