Abstract: The compounds are heterocyclomethylsulphinylethyl derivatives of N-cyanoguanidines, thioureas and 2-amino-1-nitroethylene which are histamine H.sub.2 -antagonists or are converted into histamine H.sub.2 -antagonists in the animal body. Two specific compounds of the present invention are 1-nitro-2-[2-((2-thiazolyl)methylsulphinyl)ethylamino]-2-[2-((2-thiazolyl) methylthio)ethylamino]ethylene and 1-nitro-2,2-bis-[2-((2-thiazolyl)methylsulphinyl)ethylamino]ethylene.
Type:
Grant
Filed:
July 13, 1976
Date of Patent:
July 26, 1977
Assignee:
Smith Kline & French Laboratories Limited
Inventors:
Graham John Durant, Charon Robin Ganellin, Torben Hesselbo, George Raymond White
Abstract: The compounds are N-(heterocyclomethylthioalkyl)derivatives of alkylguanidines, C-alkyl and C-aryl amidines and S-alkyl-isothioureas. The compounds may also have N'-lower alkyl or N'-(heterocyclomethylthioalkyl)substituents. Three compounds of the invention are S-methyl-N-[2-(5-methyl-4-imidazolylmethylthio)ethyl]isothiourea, N,N'-bis-[2-(5-methyl-4-imidazolylmethylthio)ethyl]acetamidine, N,N'-bis-[2-(5-methyl-4-imidazolylmethylthio)ethyl]N"-methylguanidine. The compounds of this invention are histamine H.sub.2 -antagonists.
Type:
Grant
Filed:
February 19, 1975
Date of Patent:
July 19, 1977
Assignee:
Smith Kline & French Laboratories Limited
Inventors:
Graham John Durant, Charon Robin Ganellin, Rodney Christopher Young
Abstract: Heterocyclic compounds which are inhibitors of histamine activity, in particular, inhibitors of H-2 histamine receptors. A specific compound of this invention is 2-[2-(4-methyl-5-imidazolylmethylthio)ethylamino]-4-pyrimidone.
Type:
Grant
Filed:
October 6, 1975
Date of Patent:
July 12, 1977
Assignee:
Smith Kline & French Laboratories Limited
Inventors:
Graham John Durant, John Colin Emmett, Charon Robin Ganellin
Abstract: The compounds are N-oxy and N-amino guanidines which are histamine H.sub.2 -antagonists. A compound of this invention is N-hydroxy-N'methyl-N"-[2-((4-methyl-5-imidazolyl)methylthio)-ethyl]guanidi ne.
Type:
Grant
Filed:
June 11, 1975
Date of Patent:
July 5, 1977
Assignee:
Smith Kline & French Laboratories Limited
Inventors:
Graham John Durant, Charon Robin Ganellin, Geoffrey Robert Owen
Abstract: The compounds of this invention are cephalosporins having various acyl substituents at the 7-position and a carboxyalkyl or carbamoylalkyl substituted oxadiazolylthiomethyl group at the 3-position of the cephem nucleus and intermediates for the preparation thereof. The 7-acylated compounds have antibacterial activity.
Abstract: Substituted 2H-pyran-2,6(3H)-dione derivatives, pharmaceutical compositions comprising such derivatives and methods of inhibiting the antigen-antibody reaction by administering said compositions. The active ingredients are the products formed by the reaction of acetonedicarboxylic acid with acetic anhydride followed by reaction with an appropriate amine. Certain of the dione derivatives are novel compounds per se.
Type:
Grant
Filed:
April 30, 1976
Date of Patent:
June 28, 1977
Assignee:
SmithKline Corporation
Inventors:
Lawrence W. Chakrin, Kenneth M. Snader, Chester R. Willis
Abstract: Aromatic prostaglandin derivatives are prepared. These compounds have valuable antiprostaglandin activity specifically inhibiting prostaglandin synthesis and antagonizing diarrhea induced by prostaglandin E.sub.2 (PGE.sub.2).
Type:
Grant
Filed:
November 21, 1975
Date of Patent:
June 28, 1977
Assignee:
SmithKline Corporation
Inventors:
William G. Groves, Bernard Loev, Carl D. Perchonock
Abstract: A modified live feline viral rhinotracheitis vaccine is prepared by treating with ultraviolet light a feline viral rhinotracheitis virus which has been subjected to chemical treatment with mutagens. A combination feline viral rhinotracheitis-calicivirus vaccine is prepared by combining a modified live feline viral rhinotracheitis virus and naturally-occurring calicivirus.
Abstract: A process for purifying semisynthetic cephalosporins is disclosed which uses alumina and/or a polymeric nonionic resin as adsorbents at a controlled pH. The process is more efficient than previously used methods.
Abstract: A process for preparing 2-amino-2-alkylthio-1-nitroethylene compounds by reacting a 1-lower alkylsulfinyl-1-lower alkylthio-2-nitroethylene with an amine. The products of the process are intermediates for the production of histamine H.sub.2 -antagonists.
Type:
Grant
Filed:
May 5, 1976
Date of Patent:
June 7, 1977
Assignee:
Smith Kline & French Laboratories Limited
Abstract: Methods and intermediates are disclosed for the preparation of trifluoromethylthioacetic acid using the reaction of trifluoromethylsulfenyl halides with certain orthoesters.
Type:
Grant
Filed:
April 15, 1976
Date of Patent:
June 7, 1977
Assignee:
SmithKline Corporation
Inventors:
Sidney Harry Levinson, Wilford Lee Mendelson
Abstract: Pharmaceutical compositions and methods of inhibiting H-2 histamine receptors with pyridyl substituted thioalkyl- and oxyalkyl-thioureas and ureas.
Type:
Grant
Filed:
June 13, 1975
Date of Patent:
May 31, 1977
Assignee:
Smith Kline & French Laboratories Limited
Inventors:
Graham John Durant, John Colin Emmett, Charon Robin Ganellin
Abstract: New anthelmintic compositions and methods of use are described utilizing 5-cycloalkylthio and oxy-2-carbalkoxyaminobenzimidazoles as active ingredients.
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:
December 15, 1975
Date of Patent:
May 24, 1977
Assignee:
Smith Kline & French Laboratories Limited
Inventors:
Graham John Durant, Charon Robin Ganellin
Abstract: Substituted 2H-pyran-2,6(3H)-dione derivatives useful in the treatment of allergic conditions are prepared by reaction of 3,5-diacetyl-4,6-dihydroxy-2H-pyran-2-one with an appropriate aniline.
Abstract: The compounds of this invention are cephalosporins having various acyl substituents at the 7-position and an ureidoalkyl substituted tetrazolylthiomethyl group at the 3-position of the cephem nucleus and intermediates for the preparation thereof. The 7-acylated compounds have antibacterial activity.
Abstract: Substituted 2H-pyran-2,6(3H)-dione derivatives useful in the treatment of allergic conditions are prepared by reaction of 3,5-diacetyl-4,6-dihydroxy-2H-pyran-2-one with an appropriate aniline.
Abstract: N,N'-Bis[2-(3-substituted-4-hydroxyphenyl)-ethyl or -2-hydroxyethyl]-polymethylenediamines having .beta.-adrenergic stimulant activity particularly as selective bronchodilators, are prepared generally by condensation of an N-benzylphenethylamine with a polymethylene dihalide or by reaction of an .beta.-bromoacetophenone with an N,N'-dibenzyl-polymethylenediamine, with further operations depending on the nature of the 3-substituent, and subsequently hydrogenating catalytically with for example palladium-on-carbon. The key intermediates are also part of the invention.
Abstract: The compounds are ethylene derivatives which are inhibitors of histamine activity, in particular, inhibitors of H-2 histamine receptors. A compound of this invention is 1-nitro-2-methylamino-2-[2-((4-methyl-5-imidazolyl)methylthio)-ethylamino[ ethylene.
Type:
Grant
Filed:
November 11, 1975
Date of Patent:
May 17, 1977
Assignee:
Smith Kline & French Laboratories Limited
Inventors:
Graham John Durant, John Colin Emmett, Charon Robin Ganellin, Hunter Douglas Prain