Acyclic Chalcogen Bonded Directly To Ring Carbon Of The Thiazole Ring Patents (Class 548/209)
  • Patent number: 4751311
    Abstract: Concentrated aqueous formulations of isothiazolin-3-ones containing 5-30% urea are stable down to -13 deg C. at pH>9.
    Type: Grant
    Filed: July 3, 1986
    Date of Patent: June 14, 1988
    Assignee: Imperial Chemical Industries
    Inventor: Bryan S. Backhouse
  • Patent number: 4736040
    Abstract: 1,2-Benzisothiazolones and their alkali metal salts are prepared by reacting 2,2'-dithiodibenzamides in the presence of oxygen or oxygen donors in an aqueous alkaline medium to which a water-soluble organic solvent may be added and, if desired, freeing the benzisothiazolones from the alkali metal salts with acid.
    Type: Grant
    Filed: January 2, 1986
    Date of Patent: April 5, 1988
    Assignee: BASF Aktiengesellschaft
    Inventors: Peter Tonne, Hagen Jaedicke
  • Patent number: 4708959
    Abstract: A 4,5-trimethylene-4-isothiazoline-3-one of the formula ##STR1## wherein R.sub.1 represents (i) hydrogen, (ii) alkyl having 1-12 carbon atoms, (iii) alkyl having 2 or 3 carbon atoms and substituted by one or two hydroxy groups, (iv) alkenyl having 3 to 6 carbon atoms, (v) ##STR2## wherein n is 0 or 1, m is 1 or 2, R.sup.1 is hydrogen or lower alkyl having from 1 to 5 carbon atoms and R.sub.2 is hydrogen, lower alkyl, nitro, trifluoromethyl or halogen, (vi) cycloalkyl having 3 to 6 carbon atoms and (vii) ##STR3## wherein R.sub.3 is hydrogen, alkyl having 1-12 carbon atoms or ##STR4## defined above, or the salt thereof with a mineral or organic acid. These compounds are useful as bactericides or fungicides.
    Type: Grant
    Filed: July 27, 1983
    Date of Patent: November 24, 1987
    Assignee: Centre International de Recherches Dermatologiques (C.I.R.D.)
    Inventors: Braham Shroot, Jean Maignan
  • Patent number: 4703044
    Abstract: The invention provides novel imidazoquinolines, processes for their preparation and pharmaceutical compositions containing them. The compounds have Formula I ##STR1## wherein A is a C.sub.1 -C.sub.4 straight or branched alkylene chain which may be saturated or unsaturated,B is a C.sub.2 -C.sub.4 straight or branched alkylene chain which may be saturated or unsaturated,R.sup.1 and R.sup.2 are the same or different and are hydrogen, C.sub.1-6 alkyl, C.sub.1-6 alkoxy, C.sub.1-6 alkoxyalkyl, C.sub.1-6 hydroxyalkyl, hydroxy, halogen, nitro, carboxy, carboxylic lower alkyl ester, carbamoyl, carbamoyloxy, cyano, loweralkanoyl, lower alkanoylamino or trifluoromethyl, Het is a heterocyclic group chosen from imidazolyl, imidazolinyl, benzimidazolyl, thiazolyl, thiazolinyl, quinolyl, piperidyl, pryidyl, benzothiazoly and pyrimidyl, any of which heterocyclic groups may be substituted, and x is 0 or 1, and pharmaceutically acceptable salts thereof.The compounds are anti-ulcer/anti-secretory agents.
    Type: Grant
    Filed: December 11, 1985
    Date of Patent: October 27, 1987
    Assignee: John Wyeth & Brother Limited
    Inventor: Roger Crossley
  • Patent number: 4666502
    Abstract: The invention provides 5-membered heteroaromatic compounds of formula IArN(Y)COCH.sub.2 Cl Iwherein Ar is a 5-membered heteroaromatic group comprising 1 or 2 heteroatoms selected from O, S and N and linked by a ring C-atom to the N-atom of the N(Y)COCH.sub.2 Cl group to which it is bound, whereby where Ar is pyrazolyl, said N(Y)COCH.sub.2 Cl group is in the 4-position,and Y is as specified in the description,the use of these compounds as herbicides, compositions for facilitating such use and the preparation of the chloroacetamides.
    Type: Grant
    Filed: February 3, 1983
    Date of Patent: May 19, 1987
    Assignee: Sandoz Ltd.
    Inventors: Karl Seckinger, Fred Kuhnen, Karlheinz Milzner
  • Patent number: 4654354
    Abstract: The invention provides compounds of formula ##STR1## in which formula R.sub.1 and R.sub.2 are identical or different and denote:(1) taken separately: a hydrogen atom, a linear or branched C.sub.1 -C.sub.4 alkyl radical, an unsubstituted phenyl radical or a phenyl radical substituted with a halogen atom, with a C.sub.1 -C.sub.4 alkoxy radical or with a C.sub.1 -C.sub.4 alkoxy radical;(2) taken together either(a) a polymethylene linkage; or(b) a benzene ring; or(c) a cyclic linkage containing a nitrogen atom to constitute an isothiazolopyridinone derivative; m being able to have the values 0 or 1;the group A in the formula (IV) denoting the group ##STR2## where R.sub.8 corresponds to a hydrogen atom, a methyl radical, a hydroxymethyl radical or a --CH.sub.2 O--CO--Ret group. The invention also provides a process for preparing the abovementioned compounds and also drug compositions and cosmetic compositions containing them.
    Type: Grant
    Filed: September 23, 1985
    Date of Patent: March 31, 1987
    Assignee: Centre International De Recherches Dermatologiques (C.I.R.D.)
    Inventors: Braham Shroot, Gerard Lang, Jean Maignan, Michel Colin
  • Patent number: 4599427
    Abstract: The new azolylmethylamines can be prepared by reaction of amines and azoles with formaldehyde. They can be used in microbicidal agents.
    Type: Grant
    Filed: September 28, 1983
    Date of Patent: July 8, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Siegfried Oeckl, Hans-Georg Schmitt, Wilfried Paulus, Hermann Genth
  • Patent number: 4550168
    Abstract: The invention relates to new benzisoselenazolones of the general formula I ##STR1## and a process for the treatment of humans suffering from inflammatory diseases of the rheumatic type.
    Type: Grant
    Filed: July 12, 1983
    Date of Patent: October 29, 1985
    Assignee: A. Nattermann & Cie GmbH
    Inventors: Andre Welter, Sigurd Leyck, Eugen Etschenberg
  • Patent number: 4517183
    Abstract: The present invention provides pharmaceutical compositions containing N-substituted aziridine-2-carboxylic acid derivatives of the general formula: ##STR1## wherein X is a carboxyl, a cyano, an alkoxycarbonyl or an optionally substituted carbamoyl radical, R is a hydrogen atom, an aliphatic hydrocarbon radical which is saturated or can contain one or more unsaturations and can be substituted one or more times by halogen, alkoxy, hydroxyl, dialkylamino, dialkylaminoxy, cycloalkylamino, acylamino, acyl, nitro, alkylthio, alkylsulphinyl, alkylsulphonyl, cyano, carboxyl, alkoxycarbonyl or carbamoyl or by cycloalkyl or cycloalkenyl radicals optionally carrying alkyl, alkoxy or alkoxycarbonyl radicals, optionally interrupted by hetero atoms and optionally bridged, or by an aryl, hetaryl, aryloxy, arylthio, acyloxy, alkoxycarbonylamino or isothioureido radical, or R is a cycloalkyl or cycloalkenyl radical optionally substituted by alkyl, alkoxy or oxo groups, optionally interrupted by hetero atoms and optionally bri
    Type: Grant
    Filed: May 17, 1983
    Date of Patent: May 14, 1985
    Assignee: Boehringer Mannheim GmbH
    Inventors: Elmar Bosies, Wolfgang Kampe, Max Thiel, Uwe Bicker, Dietmar Boerner
  • Patent number: 4409389
    Abstract: Disclosed is a novel process and product involving the manufacture in advantageously high yields of imidazole compounds corresponding to the general formula: ##STR1## wherein a preferred embodiment of the process comprises contacting a diamine salt of the formula ##STR2## with a biscarbonyl compound of the structure ##STR3## in an acid medium, wherein R, R.sub.1 and R.sub.2 each represents hydrogen or any group which does not hinder the cyclization reaction or lead to degradation of the reactants or imidazole products, and A.sup.- is an anion equivalent such as that of mineral acids, sulfonic acids and carboxylic acids.
    Type: Grant
    Filed: May 10, 1982
    Date of Patent: October 11, 1983
    Assignee: Eastman Kodak Company
    Inventors: Michael Bellas, John Duvall
  • Patent number: 4408055
    Abstract: Azolyloxy-carboxylic acid N-oxy-amide compound of the formula ##STR1## wherein R is a five-membered hetero-aromatic monocyclic radical which contains an oxygen atom or a sulphur atom and in addition 1 to 3 nitrogen atoms and which is optionally substituted by halogen, cyano, nitro, amino, alkylamino, arylamino, dialkylamino, alkylcarbonylamino, alkylcarbonyl, carboxyl, alkoxycarbonyl, carbamoyl, alkylaminocarbonyl, dialkylaminocarbonyl, arylaminocarbonyl (which is optionally substituted by halogen, nitro or alkyl), aryl (which is optionally substituted by halogen, cyano, nitro, alkyl or alkoxy), by a radical which is optionally substituted by halogen and is selected from aralkyl, alkoxy, alkenoxy, alkynoxy, alkoxycarbonylalkoxy, aralkoxy, aryloxy, alkylthio, alkenylthio, alkoxycarbonylalkylthio, aralkylthio, arylthio, alkylsulphinyl, alkylsulphonyl, alkyl, alkenyl, alkynyl, alkoxyalkyl, aralkoxyalkyl, aryloxyalkyl, alkylthioalkyl, alkylsulphinylalkyl, alkylsulphonylalkyl, arylthioalkyl, arylsulphinylalkyl, ar
    Type: Grant
    Filed: November 5, 1980
    Date of Patent: October 4, 1983
    Assignee: Bayer Aktiengesellschaft
    Inventors: Heinz Forster, Fritz Maurer, Volker Mues, Ludwig Eue, Robert R. Schmidt
  • Patent number: 4397858
    Abstract: The invention relates to the new use of certain benzisothiazoles corresponding to the following general formula: ##STR1## wherein R.sub.1 represents chlorine, fluorine or bromine, and R.sub.2 represents hydrogen, chlorine, fluorine or bromine, in the treatment of phlogistic and/or arteriosclerotic processes.
    Type: Grant
    Filed: October 22, 1981
    Date of Patent: August 9, 1983
    Assignee: A. Nattermann & Cie GmbH
    Inventors: Andre Welter, Hans-Heiner Lautenschlager, Eugen Etschenberg, Sigurd Leyck
  • Patent number: 4359574
    Abstract: In one aspect, this invention relates to a method of synthesizing certain 3-(4'-OH-carbocyclic aryl)-3-(carbocyclic aryl)-2,3-dihydrobenz[d]isothiazole-1,1-dioxides (and -2,3-dihydronaphtho[1,8-de]-1,2-thiazine-1,1-dioxides) by reacting a 3-(4'-OP-carbocyclic aryl)-3-(carbocyclic aryl)-2,3-dihydrobenz[d]isothiazole-1,1-dioxide (or a 3-(4'-OP-carbocyclic aryl)-3-(carbocyclic aryl)-2,3-dihydronaphtho[1,8-de]-1,2-thiazine-1,1-dioxide) wherein P is a protecting group with a carboxylic acid halide in pyridine to yield the corresponding 2-carbonyl derivative followed by removing the protecting group with weak acid to give the product. Optionally, the acylation step may be carried out by sequentially reacting the starting compound with an alkali metal hydride to give the corresponding 2-alkali metal salt and then reacting with the carboxylic acid halide in a suitable inert organic solvent.
    Type: Grant
    Filed: August 4, 1980
    Date of Patent: November 16, 1982
    Assignee: Polaroid Corporation
    Inventors: Stanley M. Bloom, Alan L. Borror, James W. Foley
  • Patent number: 4350702
    Abstract: A class of 2-substituted benzisothiazolones carrying a nitrogen-containing heterocyclic ring are effective in inhibiting platelet aggregation and are therefore of value in the prophylactic and therapeutic treatment of thrombotic diseases.
    Type: Grant
    Filed: October 31, 1980
    Date of Patent: September 21, 1982
    Assignee: Beecham Group Limited
    Inventor: Keith H. Baggaley
  • Patent number: 4298613
    Abstract: Heterocyclic sulfenamides, such as N-[2-chloro-5-(trifluoromethyl)phenyl]-N-[2,4-dinitro-6-trifluoromethyl)ph enyl]-3-nitro-2-pyridinesulfenamide, are useful as miticides, insecticides, fungicides and ovicides.
    Type: Grant
    Filed: May 5, 1980
    Date of Patent: November 3, 1981
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Gerald E. Lepone
  • Patent number: 4289766
    Abstract: 2-Substituted-N-(3-substituted phenyl)thiazolidine-, tetrahydro-2H-1,3-thiazine-, and benzothiazoline-3-carbothioamides, useful as insecticides.
    Type: Grant
    Filed: December 27, 1977
    Date of Patent: September 15, 1981
    Assignee: Eli Lilly and Company
    Inventors: Terry W. Balko, Ronald E. Hackler
  • Patent number: 4243669
    Abstract: A class of 2-substituted benzisothiazolones carrying a nitrogen-containing heterocyclic ring are effective in inhibiting platelet aggregation and are therefore of value in the prophylactic and therapeutic treatment of thrombotic diseases.
    Type: Grant
    Filed: August 20, 1979
    Date of Patent: January 6, 1981
    Assignee: Beecham Group Limited
    Inventor: Keith H. Baggaley
  • Patent number: 4212872
    Abstract: A class of 2-substituted benzisothiazolones carrying a nitrogen-containing heterocyclic ring are effective in inhibiting platelet aggregation and are therefore of value in the prophylactic and therapeutic treatment of thrombotic diseases.
    Type: Grant
    Filed: August 25, 1978
    Date of Patent: July 15, 1980
    Assignee: Beecham Group Limited
    Inventor: Keith H. Baggaley
  • Patent number: 4199591
    Abstract: The preparation and use of Diels-Alder adducts of 3-isothiazolone 1-oxides and 1,1-dioxides are disclosed. These compounds and compositions containing them are useful in controlling weeds and microorganisms such as algae, bacteria, fungi and the like.
    Type: Grant
    Filed: February 12, 1979
    Date of Patent: April 22, 1980
    Assignee: Rohm and Haas Company
    Inventors: George A. Miller, Ernest D. Weiler
  • Patent number: 4195023
    Abstract: Certain novel acyl saccharins and acyl 3-oxo-1,2-benzisothiazolines, their preparation, pharmaceutical compositions and novel methods of inhibiting elatase and treating emphysema are disclosed.
    Type: Grant
    Filed: August 20, 1975
    Date of Patent: March 25, 1980
    Assignee: Merck & Co., Inc.
    Inventors: Dennis Mulvey, Howard Jones, Morris Zimmerman
  • Patent number: 4178447
    Abstract: This invention relates to a method of synthesizing certain 3-(carbocyclic aryl)-3-(4'-OP-carbocyclic aryl)-2,3-dihydrobenz[d]isothiazole-1,1-dioxides (and -2,3-dihydronaphtho[1,8-de]-1,2-thiazine-1,1-dioxides) by reacting (a) a 4-OP-carbocyclic aryllithium compound wherein P is a protecting group and (b) a 3-(carbocyclic aryl)benz[d]isothiazole-1,1-dioxide wherein said 3-(carbocyclic aryl) moiety is other than a 3-(4'-OP-carbocyclic aryl) moiety to give (c) the corresponding 3-carbocyclic aryl)-3-(4'-OP-carbocyclic aryl)-2,3-dihydrobenz[d]isothiazole-1,1-dioxide. The -2,3-dihydronaphtho[1,8-de]-1,2-thiazine-1,1-dioxides are prepared in the same manner by reacting a 3-(carbocyclic aryl)naphtho[1,8-de]-1,2-thiazine-1,1-dioxide with said 4'-OP-carbocyclic aryllithium compound.
    Type: Grant
    Filed: September 23, 1977
    Date of Patent: December 11, 1979
    Assignee: Polaroid Corporation
    Inventors: Alan L. Borror, James W. Foley, Marcis M. Kampe, John W. Lee, Jr.
  • Patent number: 4178446
    Abstract: This invention relates to phenol sulfam(na)phthaleins possessing a ##STR1## group wherein Y represents an electron-withdrawing group substituted on the N atom of the sulfam(na)phthalein ring, which compounds find utility as photographic optical filter agents and filter agent precursors.
    Type: Grant
    Filed: September 23, 1977
    Date of Patent: December 11, 1979
    Assignee: Polaroid Corporation
    Inventors: Stanley M. Bloom, Alan L. Borror, James W. Foley