Nitrogen Bonded Directly To Ring Carbon Of The Oxazole Ring Patents (Class 548/245)
  • Patent number: 4294965
    Abstract: Certain sulfonamido pyridines, pyrimidines, benzothiazoles and oxazoles, metal complexes thereof and solutions of said compounds in essentially water-immiscible, liquid hydrocarbon solvents are disclosed. The sulfonamide compounds have the structural formula: ##STR1## wherein R, R.sub.1, R.sub.2 and R.sub.3 are as defined in the specification and claims thereof. Particular metal values are recovered from their aqueous solutions by using heterocyclic sulfonamide compounds dissolved in essentially water-immiscible, liquid hydrocarbon solvents. The extraction process generally comprises contacting the metal value containing aqueous solution with the solution of the sulfonamide compound in an essentially water-immiscible liquid hydrocarbon solvent and stripping the metal values from the loaded organic phase.
    Type: Grant
    Filed: January 31, 1980
    Date of Patent: October 13, 1981
    Assignee: Henkel Corporation
    Inventor: Michael J. Virnig
  • Patent number: 4282234
    Abstract: The compounds are N-(heterocyclomethylthioalkyl)derivatives of alkylguanidines, C-alkyl and C-aryl amidines and S-alkylisothioureas. 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-imidazolymethylthio)ethyl]acetamidine, N,N'-bis-[2-(5-methyl-4-imidazolymethylthio)ethyl]N"-methylguanidine. The compounds of this invention are histamine H.sub.2 -antagonists.
    Type: Grant
    Filed: May 14, 1979
    Date of Patent: August 4, 1981
    Assignee: Smith Kline & French Laboratories Limited
    Inventors: Graham J. Durant, Charon R. Ganellin, Rodney C. Young
  • Patent number: 4252739
    Abstract: This invention provides a convenient and commercially adaptable process for the preparation of vinylcyclopropane derivatives in high yields. The process involves reacting an alkylating agent and an activated methylene compound in the presence of an onium compound, an alkali metal compound and water, which while only necessary in trace amounts can be present in substantial quantities.
    Type: Grant
    Filed: August 20, 1979
    Date of Patent: February 24, 1981
    Assignee: Emery Industries, Inc.
    Inventors: Richard G. Fayter, Jr., John F. White, Eugene G. Harris
  • Patent number: 4246272
    Abstract: The invention relates to a compound selected from the group consisting of compounds of the formula: ##STR1## in which R.sub.1, R.sub.2 and R.sub.3 are independently selected from hydrogen, halogen, trifluoromethyl, nitro, C.sub.1-4 alkoxy and C.sub.1-4 alkyl,R.sub.4 represents a heterocyclic radical selected from the radicals having the formulae ##STR2## in which R.sub.5 and R.sub.6 are independently selected from hydrogen, C.sub.1-4 alkyl, phenyl and halophenyl,R.sub.7 is selected from hydrogen and C.sub.1-4 alkyl, and a pharmaceutically acceptable acid addition salt thereof. These compounds are useful for the treatment of gastric ulcers.
    Type: Grant
    Filed: July 5, 1978
    Date of Patent: January 20, 1981
    Assignee: Aron S.A.
    Inventor: Michel Noel
  • Patent number: 4224445
    Abstract: The present invention relates to compounds of the formula ##STR1## wherein A together with the two carbon atoms to which it is attached forms the group ##STR2## and the broken line represents the double bond in group (a); R.sub.1 represents a lower alkyl group; R.sub.2 represents the residue of an aromatic heterocyclic ring containing from 1 to 4 hetero atoms, which may be substituted by one or two lower alkyl groups, or a phenyl group which may be substituted by halogen, hydroxy, lower alkyl, trifluoromethyl or lower alkoxy and R.sub.3 and R.sub.4 each represent a hydrogen atom or a lower alkyl group.Also provided are methods for their preparation. The thienothiazine derivatives provided by this invention have anti-flammatory, analgesic and anti-rheumatic activity.
    Type: Grant
    Filed: October 30, 1978
    Date of Patent: September 23, 1980
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Otto Hromatka, Dieter Binder, Rudolf Pfister, Paul Zeller
  • Patent number: 4221584
    Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is alkyl of 1 to 6 carbon atoms, alkoxy of 1 to 6 carbon atoms, alkenyl of 1 to 6 carbon atoms, haloalkyl of 1 to 2 carbon atoms and 1 to 3 of the same or different halogens selected from fluoro, chloro, bromo or iodo, nitro, hydroxy, alkoxyalkyl of 2 to 6 carbon atoms, fluoro, bromo, chloro or iodo, R.sup.2, R.sup.3 and R.sup.4 are independently selected from hydrogen, alkyl of 1 to 6 carbon atoms, alkoxy of 1 to 6 carbon atoms, alkenyl of 1 to 6 carbon atoms, haloalkyl of 1 to 2 carbon atoms and 1 to 3 of the same or different halogens selected from fluoro, chloro, bromo or iodo, nitro, hydroxy, alkoxyalkyl of 2 to 6 carbon atoms, fluoro, bromo, chloro or iodo; R.sup.5 and R.sup.
    Type: Grant
    Filed: February 9, 1979
    Date of Patent: September 9, 1980
    Assignee: Chevron Research Company
    Inventor: Stephen D. Ziman
  • Patent number: 4191769
    Abstract: The compounds are N-(heterocyclomethylthioalkyl) derivatives of alkylguanidines, C-alkyl and C-aryl amidines and S-alkylisothioureas. 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: April 17, 1978
    Date of Patent: March 4, 1980
    Assignee: Smith Kline & French Laboratories Limited
    Inventors: Graham J. Durant, Charon R. Ganellin, Rodney C. Young
  • Patent number: 4172079
    Abstract: 4-nitroisoxazoles are prepared by reacting an alpha-nitroketone with a hydroximyl halide in the presence of a tertiary amine.
    Type: Grant
    Filed: December 27, 1977
    Date of Patent: October 23, 1979
    Assignee: Texaco Inc.
    Inventors: Richard F. Love, Roger G. Duranleau