Chalcogen Attached Indirectly To The Thiazole Ring By Nonionic Bonding Patents (Class 548/193)
  • Patent number: 4315019
    Abstract: This invention relates to novel substituted aryl lower alkamine and more precisely to arylmethylamine, the methyl group of which is substituted with one more polyfluoromethyl radicals.This invention also relates to the process for producing said compounds.The resulting compounds have pharmacological utility and may be used as a drug in human and veterinary medicine.
    Type: Grant
    Filed: August 18, 1980
    Date of Patent: February 9, 1982
    Assignee: Science Union et Cie
    Inventors: Charles Malen, Pierre Roger, Michel Laubie
  • Patent number: 4307106
    Abstract: A series of 2-aralkylaminothiazoles and the pharmaceutically acceptable acid addition salts thereof having anti-inflammatory and immune regulant activity are disclosed. Preferred compounds include 2-phenethylamino-4-phenyl-thiazole, 2-(p-methoxyphenethylamino)-4-(p-fluorophenyl)-thiazole, 2-phenethylamino-4-phenyl-5-methyl-thiazole, 2-thenylamino-4-phenyl-thiazole and 2-thenylamino-4-(p-fluorophenyl)-thiazole.
    Type: Grant
    Filed: November 16, 1979
    Date of Patent: December 22, 1981
    Assignee: Pfizer Inc.
    Inventor: Joseph G. Lombardino
  • Patent number: 4301167
    Abstract: 2-amino thiazoline derivative having Formula I: ##STR1## wherein: R represents --R.sub.1 or --CO--R.sub.2, wherein R.sub.1 represents benzyl monosubstituted in the ortho position by lower alkoxy or in the ortho, meta or para position by lower alkyl, trifluoromethyl or halogen, or R.sub.1 represents cycloalkylmethyl; and R.sub.2 represents cycloalkyl, naphthyl, styryl or substituted phenyl; and R.sub.3, R.sub.4, R.sub.5 and R.sub.6, each independently represent hydrogen or lower alkyl.The said 2-amino thiazoline is useful as a medicine in the preparation of pharmaceutical compositions.
    Type: Grant
    Filed: June 6, 1979
    Date of Patent: November 17, 1981
    Assignee: Institut Merieux
    Inventors: Andre L. Boucherle, Marie-Pierre D. Viallet
  • Patent number: 4297490
    Abstract: The present invention concerns compounds of formula ##STR1## wherein X is O, S or NH; n is 1 or 2 and A is a 5-membered heterocyclic ring, wherein the bicyclic system may be substituted.The compounds are useful as myotonolytic and anti-hypertensive agents.
    Type: Grant
    Filed: February 22, 1979
    Date of Patent: October 27, 1981
    Assignee: Sandoz Ltd.
    Inventor: Peter Neumann
  • Patent number: 4289778
    Abstract: 2-(Substituted imino)-N-(3-substituted phenyl)-3-thiazolidinecarbothioamides, useful as insecticides.
    Type: Grant
    Filed: December 27, 1977
    Date of Patent: September 15, 1981
    Assignee: Eli Lilly and Company
    Inventor: Terry W. Balko
  • Patent number: 4283408
    Abstract: Novel guanidinothiazole compounds of the general formula ##STR1## wherein R represents a hydrogen atom or a lower alkyl group, R.sub.1 represents an amino group, a lower alkyl group, a halogeno lower alkyl group, a substituted- or unsubstituted-aryl group, a mono- or di-lower alkylamino group, an arylamino group or an aralkylamino group, R.sub.2 represents a hydrogen atom, a lower alkyl group, a lower alkenyl group or a lower alkynyl group, Y represents a sulfur atom or a methylene group, m and n, each represents an integer of 1-3, and the pharmacologically acceptable acid addition salts thereof, they are useful as gastric acid secretion inhibitors.
    Type: Grant
    Filed: December 27, 1979
    Date of Patent: August 11, 1981
    Assignee: Yamanouchi Pharmaceutical Co., Ltd.
    Inventors: Yasufumi Hirata, Isao Yanagisawa, Yoshio Ishii, Shinichi Tsukamoto, Noriki Ito, Yasuo Isomura, Masaaki Takeda
  • 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: 4269978
    Abstract: Thiazolylphthalide compounds of the general formula ##STR1## wherein A represents a p-aminophenyl readical of formula ##STR2## or a 3-indolyl radical of formula ##STR3## or a 2-thiazolyl radical of formula ##STR4## each of R.sub.1, R.sub.2, X.sub.1, X.sub.2, R.sub.1 ' and R.sub.2 ' independently represents hydrogen, alkyl of 1 to 12 carbon atoms, alkoxyalkyl of 2 to 8 carbon atoms, cycloalkyl of 5 or 6 carbon atoms, or unsubstituted or substituted benzyl or phenyl, oreach pair of substituents R.sub.1 and R.sub.2, X.sub.1 and X.sub.2 or R.sub.1 ' and R.sub.2 ' together with the nitrogen atom to which they are attached, independently represents a heterocyclic ring,each of Y.sub.1 and Y.sub.1 ' represents hydrogen, alkyl of 1 to 12 carbon atoms, cycloalkyl or 5 or 6 carbon atoms or unsubstituted or substituted benzyl or phenyl,V.sub.1 represents hydrogen, alkyl of 1 to 12 carbon atoms, alkoxy of 1 to 12 carbon atoms or acyloxy of 2 to 12 carbon atoms,Z.sub.
    Type: Grant
    Filed: March 27, 1978
    Date of Patent: May 26, 1981
    Assignee: Ciba-Geigy Corporation
    Inventor: Jean C. Petitpierre
  • Patent number: 4262126
    Abstract: The invention relates to guanidine derivatives of imidazoles and thiazoles which are histamine H-2 antagonists and which inhibit the secretion of gastric acid, to methods for their manufacture, to pharmaceutical compositions containing them and to methods of using such guanidine derivatives and compositions. The guanidine derivatives are of the general formula I: ##STR1## in which X is S or NH, Y is O, S, or SO, m is 1 to 4 and n is suitably 1 to 4, R.sup.1 is hydrogen, halogen or alkyl, R.sup.2 is hydrogen, alkyl, alkanoyl or aroyl, A is a 3,4-dioxocyclobuten-1,2-diyl radical or C.dbd.Z in which Z is O, S, NCN, NNO.sub.2, CHNO.sub.2, NCONH.sub.2, C(CN).sub.2, NCOR.sup.3, NCO.sub.2 R.sup.3, NSO.sub.2 R.sup.3 or NR.sup.4 in which R.sup.3 is alkyl or aryl and R.sup.4 is hydrogen or alkyl, B is alkoxy or alkylthio or NR.sup.5 R.sup.6 in which R.sup.5 and R.sup.6 are independently hydrogen, alkyl, alkenyl, cycloalkyl, hydroxyalkyl, alkoxyalkyl, alkylaminoalkyl or dialkylaminoalkyl; and the salts thereof.
    Type: Grant
    Filed: August 13, 1979
    Date of Patent: April 14, 1981
    Assignees: Imperial Chemical Industries Limited, ICI Americas Inc.
    Inventors: David J. Gilman, James M. Wardleworth, Tobias O. Yellin
  • Patent number: 4251657
    Abstract: A halogenoacetyl group is removed from a halogenoacetyl amino compound in a short period of reaction time by reacting the halogenoacetyl amino compound with an N-substituted dithiocarbamic acid or a salt thereof.
    Type: Grant
    Filed: December 5, 1978
    Date of Patent: February 17, 1981
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Michihiko Ochiai, Akira Morimoto, Toshio Miyawaki
  • Patent number: 4225497
    Abstract: N-substituted oligo-imides of the formula: ##STR1## in which D represents a divalent radical selected from the group comprising: ##STR2## in which m is 0 or 1, Y is hydrogen, chlorine or methyl, n is a positive integer of 5 or less, and R is an organic radical of valency n, containing up to 50 carbon atoms, are prepared by reacting an anhydride of the formula: ##STR3## with an amine of the formula:R--NH.sub.2).sub.n [III]in which formulae D, R, and n as above defined, said reaction being carried out in the presence of a catalyst system comprising a mixture of a compound (.alpha.) and a compound (.beta.), being a strong inorganic or organic oxygen-containing acid and (.beta.) being a salt of such acid with a cation selected from the group comprising pyridinium, quaternary phosphonium and tertiary sulfonium cations.
    Type: Grant
    Filed: January 31, 1979
    Date of Patent: September 30, 1980
    Assignee: Rhone-Poulenc Industries
    Inventors: Michel Baudouin, Jean Abblard
  • Patent number: 4225498
    Abstract: N-substituted oligo-imides of the formula: ##STR1## in which D represents a divalent radical selected from the group comprising: ##STR2## in which m is 0 or 1, Y is hydrogen, chlorine or methyl, n is a positive integer of 5 or less, and R is an organic radical of valency n, containing up to 50 carbon atoms, are prepared by reacting an anhydride of the formula: ##STR3## with an amine of the formula:R----NH.sub.2).sub.n [III]in which formulae D, R and n are as above defined, said reaction being carried out in the presence of a catalyst system comprising a mixture of a compound (1) and a compound (2), (1) being a strong inorganic or organic oxygen-containing acid and (2) being an ammonium salt of such acid, said ammonium salt being di-, tri- or, preferably, tetra-substituted on the nitrogen atom by organic radicals.
    Type: Grant
    Filed: August 7, 1978
    Date of Patent: September 30, 1980
    Assignee: Rhone-Poulenc Industries
    Inventors: Michel Baudouin, Jean Abblard
  • Patent number: 4200578
    Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is a straight or branched chain alkynyl group containing from 3 to 9 carbon atoms, inclusive; R.sup.2 and R.sup.3 each are independently hydrogen, (lower)alkyl, guanidino or --(CH.sub.2).sub.p NR.sup.4 R.sup.5 ; R.sup.4 and R.sup.5 each are independently hydrogen, (lower)alkyl or phenyl; n is 2 or 3; p is 1, 2 or 3; X is NR.sup.6 or CHR.sup.6 ; R.sup.6 is cyano, nitro, SO.sub.2 Ar or SO.sub.2 (lower)alkyl; and Ar is phenyl or phenyl containing 1 or 2 substituents selected from halogen and (lower)alkyl; and nontoxic, pharmaceutically acceptable salts thereof, are potent anti-ulcer agents.
    Type: Grant
    Filed: December 18, 1978
    Date of Patent: April 29, 1980
    Assignee: Bristol-Myers Company
    Inventors: Aldo A. Algieri, Ronnie R. Crenshaw
  • Patent number: 4166856
    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: March 31, 1978
    Date of Patent: September 4, 1979
    Assignee: Smith Kline & French Laboratories Limited
    Inventors: Graham J. Durant, Charon R. Ganellin, Geoffrey R. Owen, Rodney C. Young