Chalcogen Bonded Directly To Ring Carbon Of The Thiazole Ring Patents (Class 548/213)
  • Patent number: 5328916
    Abstract: New heterocyclic compounds of the formulaX--W--CR.sup.1 R.sup.2 --CO--Y--NR.sup.3 --CHR.sup.4 --CR.sup.5 --CH.sub.2 --(CR.sup.6 R.sup.7).sub.r --Z--Het Iin which R.sup.1 to R.sup.7, W, X, Y, Z, r and Het have the meanings defined herein, and the salts thereof, inhibit the activity of human plasma renin.
    Type: Grant
    Filed: May 2, 1991
    Date of Patent: July 12, 1994
    Assignee: Merck Patent Gesellschaft mit Beschrankter Haftung
    Inventors: Peter Raddatz, Claus J. Schmitges, Klaus-Otto Minck
  • Patent number: 5324837
    Abstract: 3,4-Diaryl-4,5-dihydro-1H-pyrazole compounds having a selected 5- or 6-membered aromatic heterocyclic moiety in the 4-position and an optionally substituted phenyl moiety in the 3-position, such as 4,5-dihydro-3-(4-fluorophenyl)-4-(5-trifluoromethyl-2-pyridinyl)-1H-pyrazo le were prepared as intermediates in the preparation of insecticidal 3,4,N-triaryl-4,5-dihydro-1H-pyrazole-1-carboxamide compounds. The 3,4-diaryl-4,5-dihydro-1H-pyrazole compounds can be prepared from appropriate 1,2-diarylethanone compounds by successive treatments with N,N,N',N'-tetramethyldiaminomethane in dichloromethane in the presence of acetic anhydride (to form a Mannich adduct) and hydrazine in the presence of a catalytic amount of trifluoroacetic acid.
    Type: Grant
    Filed: August 17, 1992
    Date of Patent: June 28, 1994
    Assignee: DowElanco
    Inventors: James M. Renga, Kevin L. McLaren, James T. Pechacek, Michael J. Ricks, Yulan C. Tong
  • Patent number: 5321141
    Abstract: Antimicrobial compounds of the formula ##STR1## wherein R is hydrogen, halogen, or (C.sub.1 -C.sub.4)alkyl group;R.sub.1 is hydrogen or halogen; alternatively, R and R1 may be taken together with the carbons to which they are attached to form a 5- to 7-membered carbocyclic ring, said ring optionally being aromatic;R.sub.2 is hydrogen or (C.sub.1 -C.sub.3)alkyl group; andR3 is hydrogen, substituted or unsubstituted (C.sub.1 -C.sub.18)alkyl, substituted or unsubstituted (C.sub.2 -C.sub.18)alkenyl, substituted or unsubstituted (C.sub.2 -C.sub.18)alkynyl, substituted or unsubstituted (C.sub.4 -C.sub.8)cycloalkyl or cycloalkenyl, substituted or unsubstituted (C.sub.6 -C.sub.10)aryl or arylalkyl group are disclosed.
    Type: Grant
    Filed: October 28, 1993
    Date of Patent: June 14, 1994
    Assignee: Rohm and Haas Company
    Inventors: Peter Osei-Gyimah, Barry C. Lange
  • Patent number: 5314891
    Abstract: The invention concerns benzenesulphonamide derivatives of the formula I ##STR1## wherein R.sup.1 is (1-4C)alkyl, (3-4C)alkenyl or (3-4C)alkynyl;R.sup.2 and R.sup.3 together form --A.sup.2 --X.sup.2 --A.sup.3 -- which defines a ring having 5 or 6 ring atoms, wherein A.sup.2 and A.sup.3 each is (1-3C)alkylene and X.sup.2 is oxy, thio, sulphinyl or sulphonyl;A.sup.1 is a direct link to X.sup.1 or is (1-3C)alkylene;X.sup.1 is oxy, thio or imino;Ar is optionally substituted phenylene;R.sup.4 is (1-4C)alkyl, fluoro-(2-4C)alkyl or optionally substituted phenyl or a heterocyclic moiety;R.sup.5 is hydrogen or (1-4C)alkyl; andR.sup.6 is hydrogen, halogeno, trifluoromethyl, (1-4C)alkyl or (1-4C)alkoxy;or a pharmaceutically-acceptable salt thereof;processes for their manufacture; pharmaceutical compositions containing them and their use as 5-lipoxygenase inhibitors.
    Type: Grant
    Filed: September 10, 1992
    Date of Patent: May 24, 1994
    Assignees: Imperial Chemical Industries PLC, ICI Pharma
    Inventors: Philip N. Edwards, Keith Oldham, David Waterson
  • Patent number: 5312827
    Abstract: Nitrosamine-free 3-isothiazolone biocidal compositions suitable for applications where substantial human or animal contact is anticipated, their method of use and process of preparation are disclosed.
    Type: Grant
    Filed: November 2, 1992
    Date of Patent: May 17, 1994
    Assignee: Rohm and Haas Company
    Inventors: Horst O. Bayer, Barry C. Lange, Ramesh B. Petigara
  • Patent number: 5310925
    Abstract: Novel bleaches are reported. The bleaches are of the N-sulfonyloxaziridine type. Substrates such as fabrics may be bleached in an aqueous solution containing the oxaziridine.
    Type: Grant
    Filed: July 16, 1991
    Date of Patent: May 10, 1994
    Assignee: Lever Brothers Company, Division of Conopco, Inc.
    Inventors: David J. Batal, Stephen A. Madison
  • Patent number: 5306725
    Abstract: A stabilized isothiazolone liquid formulation including:an isothiazolone compound represented by the formula (I): ##STR1## (where X represents a hydrogen atom or halogen atom, and Y represents a lower alkyl group), anda mixed solvent containing 50-99.9 wt. % of a glycol-type solvent and 50-0.1 wt. % of an amide-type compound represented by the formula (II): ##STR2## where R.sub.1 represents a hydrogen atom or a lower alkyl group, R.sub.2 and R.sub.3 each represent a lower alkyl group, R.sub.1 may bond to R.sub.2 or R.sub.3 to form a nitrogen-containing heterocycle),the compound of the formula (I) being dissolved in the mixed solvent of which amount is at least sufficient to dissolve the compound of the formula (I).
    Type: Grant
    Filed: October 30, 1992
    Date of Patent: April 26, 1994
    Assignee: Katayama Chemical Inc.
    Inventors: Yoichi Sano, Katsuji Tsuji, Sakae Katayama, deceased
  • Patent number: 5298515
    Abstract: Abstract of the Disclosure: N-Hetaryl-2-nitroanilines Ia and Ib ##STR1## (R.sup.1 =H, halogen, C.sub.1 -C.sub.4 -alkoxy; R.sup.2 =NO.sub.2, CN, halogen, C.sub.1 -C.sub.4 -haloalkyl; R.sup.3 =NO.sub.2, halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.4 -haloalkyl; R.sup.4 =CO--R.sup.5,CO--OR.sup.5, SO.sub.2 R.sup.5 with R.sup.5 =C.sub.1 -C.sub.4 -alkyl, substituted or unsubstituted phenyl or naphthyl; Q=H, alkali metal or alkaline earth metal ion, substituted or unsubstituted ammonium ion, phosphonium, sulfonium or sulfoxonium ion, one equivalent of a transition metal cation; Het=thienyl, thiazolyl, isothiazolyl or thiadiazolyl, each of which is linked via a ring carbon to the basic element, which can be fused to a non-aromatic C.sub.5 -C.sub.8 -ring and/or can additionally carry on each other carbon one of the following: CN, SCN, NO.sub.2, halogen, alkyl, haloalkyl, cycloalkyl, alkoxy, alkylthio, substituted or unsubstituted phenyl, naphthyl, benzyl or thienyl, CO--R.sup.5, CO--OR.sup.5, NR.sup.6 R.sup.7 ; R.
    Type: Grant
    Filed: October 6, 1992
    Date of Patent: March 29, 1994
    Assignee: BASF Aktiengesellschaft
    Inventors: Juergen Schubert, Reiner Kober, Gerhard Hamprecht, Hubert Sauter, Uwe Kardorff, Christoph Kuenast
  • Patent number: 5288693
    Abstract: Antimicrobial compounds of the formula ##STR1## wherein R is hydrogen, halogen or (C.sub.1 -C.sub.4)alkyl group;R.sub.1 is hydrogen or halogen; alternatively, R and R1 may be taken together with the carbons to which they are attached to form a 5- to 7-membered carbocyclic ring, said ring optionally being aromatic;R.sub.2 is hydrogen or (C.sub.1 -C.sub.3)alkyl group; andR3 is hydrogen, substituted or unsubstituted (C.sub.1 -C.sub.18)alkyl, substituted or unsubstituted (C.sub.2 -C.sub.18)alkenyl, substituted or unsubstituted (C.sub.2 -C.sub.18)alkynyl, substituted or unsubstituted (C.sub.4 -C.sub.8)cycloalkyl or cycloalkenyl, substituted or unsubstituted (C.sub.6 -C.sub.10)aryl or arylalkyl group are disclosed.
    Type: Grant
    Filed: June 25, 1993
    Date of Patent: February 22, 1994
    Assignee: Rohm and Haas Company
    Inventors: Peter Osei-Gyimah, Barry C. Lange
  • Patent number: 5286871
    Abstract: Stabilized aqueous solutions of one or more 3-isothiazolones of the general Formula I or II ##STR1## are given, characterized in that they contain at least 0.1 wt. % taken on the total solution of a 3-isothiazolone, of a hydroperoxide-free organic and/or manganese-free inorganic oxidizing agent, as well as optionally a stabilizer for the oxidizing agent.
    Type: Grant
    Filed: April 14, 1992
    Date of Patent: February 15, 1994
    Assignee: Thor Chemi GmbH
    Inventor: Hans-Ju Schmidt
  • Patent number: 5283363
    Abstract: The invention relates to a new process for the preparation of (hetero)arylalk(en/in)ylamines of the formula (I) ##STR1## in which A represents ethane-1,2-diyl (ethylene, dimethylene, --CH.sub.2 --CH.sub.2 --) or represents ethene-1,2-diyl (ethenylene, vinylene, --CH.dbd.CH--) or represents ethine-1,2-diyl (ethinylene, --C.ident.C--),characterized in that(a) in the event that, in formula (I), A represents ethine-1,2-diyl, halogeno(hetero)aryl compounds of the general formula (II)Ar--X (II)are reacted with aminoalkinyl compounds of the general formula (III) ##STR2## and, if appropriate, (b) in the event that, in formula (I), A represents ethane-1,2-diyl or ethene-1,2-diyl, the new (hetero)aralkinylamines which are obtained by the process step described under (a), of the general formula (Ia), ##STR3## are reacted with a hydrogenating agent, if appropriate in the presence of a catalyst and if appropriate in the presence of a diluent, the definitions applying to Ar, R.sup.1, R.sup.
    Type: Grant
    Filed: January 16, 1992
    Date of Patent: February 1, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Dietmar Kuhnt, Thomas Himmler, Heinz Ziemann
  • Patent number: 5276037
    Abstract: The invention concerns an aryl derivative of the formula I, ##STR1## wherein Ar.sup.1 is optionally substituted phenyl, naphthyl or a heterocyclic moiety, and X.sup.1 is oxy, thio, sulphinyl, sulphonyl, difluoromethylene, imino, (1-4C)alkylimino or optionally substituted (1-4C)alkylene, or X.sup.1 is a group of the formula--X.sup.4 --CR.sub.2 -- or --CR.sub.2 --X.sup.4 --whereinX.sup.4 is oxy, thio, sulphinyl, sulphonyl or carbonyl and each R is hydrogen, methyl or ethyl;each of Ar.sup.2 and Ar.sup.3 is optionally substituted phenylene;X.sup.2 is oxy, thio, sulphinyl or sulphonyl;R.sup.1 is (1-4C)alkyl; andR.sup.2 and R.sup.3 together form a group of the formula --A.sup.1 --X.sup.3 --A.sup.2 -- which together with the carbon atom to which A.sup.1 and A.sup.2 are attached define a ring having 5 to 7 ring atoms, wherein each of A.sup.1 and A.sup.2 is (1-3C)alkylene and X.sup.
    Type: Grant
    Filed: April 14, 1993
    Date of Patent: January 4, 1994
    Assignees: Imperial Chemical Industries PLC, ICI Pharma
    Inventors: Robert I. Dowell, Philip N. Edwards, Keith Oldham
  • Patent number: 5272163
    Abstract: Amides having formula I: ##STR1## wherein E, X, R.sup.2 and R.sup.3 have the meanings given in the specification, and pharmaceutically acceptable salts and pharmaceutically acceptable in vivo hydrolysable esters thereof, which are useful in the treatment of urinary incontinence. Further provided are processes for preparing the amides and pharmaceutical compositions containing them.
    Type: Grant
    Filed: July 23, 1992
    Date of Patent: December 21, 1993
    Assignees: Imperial Chemical Industries PLC, Imperial Chemical House
    Inventors: Keith Russell, Cyrus J. Ohnmacht, Keith H. Gibson
  • Patent number: 5258395
    Abstract: Novel heterocyclic compounds shown by the general formula ##STR1## or the pharmaceutically acceptable salts thereof useful as medicament in particular as antagonist of slow reacting substance of anaphylaxis (SRS-A).
    Type: Grant
    Filed: October 13, 1992
    Date of Patent: November 2, 1993
    Assignee: Yamanouchi Pharmaceutical Co., Ltd.
    Inventors: Kiyoshi Murase, Toshiyasyu Mase, Hiromu Hara, Kenichi Tomioka
  • Patent number: 5240951
    Abstract: Application of a rice blast control agent containing an isothiazolecarboxylic acid derivative of the below-described formula, which shows excellent activity against rice blast (Pyricularia oryzae) in rice cultivation, to the water surface of a paddy rice field results in the absorption of the derivative through roots of rice plants, so that the resistance of the rice plants can be enhanced. ##STR1## wherein R.sup.1 and R.sup.2 independently mean a hydrogen or halogen atom or a particular group, and Y stands for an OR.sub.3 group (R.sup.3 being a hydrogen or alkali metal atom or a particular group), an NHR.sup.4 group (R.sup.4 being a hydrogen atom or a particular group), or a morpholino group.
    Type: Grant
    Filed: September 19, 1991
    Date of Patent: August 31, 1993
    Assignee: Mitsui Toatsu Chemicals, Incorporated
    Inventors: Hitoshi Shimotori, Yuji Yanase, Takeshi Sekino, Katsutoshi Ishikawa, Toshiaki Kuwatsuka, Hiroharu Tanikawa, Hideo Kawashima, Naofumi Tomura, Yoshiro Kanemoto
  • Patent number: 5223616
    Abstract: A heterocyclic compound which is useful for dyeing or printing hydrophobic fiber materials and which has the following formula (I), ##STR1##wherein A.sub.1, A.sub.2, A.sub.3 and A.sub.4 are each hydrogen, halogen, alkyl, alkoxy or alkenyl, X.sub.1 is --O-- or the like, R.sub.1 is a methylene or the like, X.sub.2 is a direct linkage or a divalent group of --O--, --S--, --SO--, --SO.sub.2 --, ##STR2## in which R.sub.3 is a hydrogen atom or a C.sub.1-4 alkyl group, ##STR3## in which R.sub.3 is as defined above, T and u are each independently hydrogen or a C.sub.1-4 alkyl, l is O or an integer of 1 to 3, Q is an unsubstituted or substituted 5-, 6- or 7-membered saturated or unsaturated heterocyclic residue, Y is hydrogen, C.sub.1-4 alkyl, a C.sub.1-4 alkoxy group or the like.
    Type: Grant
    Filed: November 4, 1991
    Date of Patent: June 29, 1993
    Assignee: Sumitomo Chemical Company, Ltd.
    Inventors: Jun Yamamoto, Junichi Sekihachi, Yosuke Yamamoto, Kazuhiro Machiguchi, Yutaka Kayane
  • Patent number: 5208251
    Abstract: The present invention is 3,5-substituted, isoxazoles, pyrazoles, isothiazoles, and analogs thereof having 5-lipoxygenase or cyclooxygenase inhibiting activity or as a sunscreen.
    Type: Grant
    Filed: August 16, 1989
    Date of Patent: May 4, 1993
    Assignee: Warner-Lambert Company
    Inventors: Thomas R. Belliotti, David T. Connor, Daniel L. Flynn, Catherine R. Kostlan, Donald E. Nies
  • Patent number: 5207816
    Abstract: Cyclohexenone derivatives of the formula ##STR1## where R.sup.1 is alkyl, R.sup.2 is alkyl, unsubstituted or halogen-substituted alkenyl or alkynyl, X is a substituted or unsubstituted five-membered heteroaromatic radical, and Z is hydrogen, methoxycarbonyl, ethoxycarbonyl, methyl or cyano, processes for their manufacture, and the use of these compounds for controlling undesirable plant growth.
    Type: Grant
    Filed: June 6, 1991
    Date of Patent: May 4, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Rainer Becker, Dieter Jahn, Michael Keil, Hans Theobald, Wolfgang Spiegler, Bruno Wuerzer
  • Patent number: 5204374
    Abstract: New cycloalkano[b]dihydroindoles and -indolesulphonamides, substituted by heterocycles, of the formula (I) ##STR1## in which R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are identical or different andrepresent hydrogen, nitro, cyano, halogen, trifluoromethyl, carboxyl, hydroxyl or trifluoromethoxy, orrepresent a group of the formula --S(O).sub.w R.sup.5, in whichR.sup.5 denotes alkyl or optionally substituted aryl,w denotes the number 0, 1 or 2, orrepresents alkoxy or alkoxycarbonyl, or benzyloxy, orrepresents a group of the formula --NR.sup.6 R.sup.7, in whichR.sup.6 and R.sup.7 are identical or different anddenote hydrogen, alkyl or acyl ordenote aryl, ordenote a group of the formula --S(O).sub.w R.sup.5, in which R.sup.
    Type: Grant
    Filed: April 3, 1991
    Date of Patent: April 20, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Ulrich E. Muller, Ulrich Rosentreter, Ulrich Niewohner, Elisabeth Perzborn, Erwin Bischoff, Hans-Georg Dellweg, Peter Norman, Nigel J. Cuthbert, Hilary P. Francis
  • Patent number: 5202340
    Abstract: The compounds of the formula: ##STR1## (wherein R.sup.1 is hydrogen or alkyl; R.sup.2 is carbocyclic or heterocyclic ring, unsubstituted or substituted by R.sup.3 s; R.sup.3 is halogen, trihalomethyl, hydroxy, alkyl, alkoxy, alkylthio, alkylsulfinyl, alkylsulfornyl, cyano, nitro, or group of the formula: --C.sub.6 H.sub.4 --R.sup.4, --NR.sup.5 R.sup.6, --CO--R.sup.7, --COOR.sup.8, --CONR.sup.5 R.sup.6, --SO.sub.2 NR.sup.5 R.sup.6 or --NHCO--R.sup.7, in which R.sup.4 is hydrogen, halogen, trihalomethyl, hydroxy, alkyl or alkoxy, R.sup.5 and R.sup.6 are each hydrogen or alkyl, R.sup.7 is alkyl or phenyl substituted by R.sup.4 and R.sup.8 is hydrogen or alkyl; Z is hydrogen or group of the formula: --COR.sup.9, ##STR2## in which R.sup.9 is alkyl or phenyl substituted by R.sup.10, in which R.sup.10 is hydrogen, halogen, trihalomethyl, alkyl or alkoxy, R.sup.11 and R.sup.12 are each hydrogen, alkyl or phenyl substituted by R.sup.10, or R.sup.11 and R.sup.
    Type: Grant
    Filed: April 2, 1991
    Date of Patent: April 13, 1993
    Assignee: Ono Pharmaceutical Co., Ltd.
    Inventors: Masanori Kawamura, Yoshinobu Arai, Hideki Aishita
  • Patent number: 5188663
    Abstract: An aquatic antifouling composition comprising (A) at least one 4-isothiazolin-3-one compound represented by the general formula: ##STR1## where X.sub.1 and X.sub.2 respectively represent a hydrogen atom or a halogen atom, and (B) at least one insoluble dithiocarbamic acid derivatives possessing a dithiocarbamyl group ##STR2## selected from the group consisting of divalent and higher heavy metal (zinc, manganese, copper, iron, and nickel) salts of ethylenebisdithiocarbamic acid, linear or branched propylenebisdithiocarbamic acid, linear or branched butylenebisdithiocarbamic acid, N-substituted ethylenebisdithiocarbamic acid, N,N'-substituted ethylenebisdithiocarbamic acid, N-substituted propylenebisdithiocarbamic acid, N,N'-substituted propylene-bisdithiocarbamic acid, N-substituted butylenebisdithiocarbamic acid, and N,N'-substituted butylenebisdithiocarbamic acid.
    Type: Grant
    Filed: September 16, 1991
    Date of Patent: February 23, 1993
    Assignee: Rohm and Haas Company
    Inventors: Hirotake Ikari, Teruyoshi Takahashi
  • Patent number: 5185356
    Abstract: A particulate composition comprising an isothiazolinone or isothiazolothione or a salt or complex thereof and a water soluble metal salt. The salt is typically a metal salt, for example the sodium salt of 1,2-benzisothiazolin-3-one and the water soluble metal salt is particularly an alkali metal salt such as disodium hydrogen phosphate. A preferred composition can be obtained by stirring together an isothiazolinone or isothiazolothione, a base and an alkali metal phosphate in the presence of water until a dry particulate product is obtained. The particulate product is typically highly and rapidly soluble in water and may be stored in a container formed from a water soluble material, for example a bag formed from polyvinyl alcohol.
    Type: Grant
    Filed: June 11, 1990
    Date of Patent: February 9, 1993
    Assignee: Imperial Chemical Industries PLC
    Inventors: Bryan S. Backhouse, William A. Fern
  • Patent number: 5177207
    Abstract: Novel forskolin derivatives, intermediates and processes for the preparation thereof, and methods for treating cardiac failure and memory deficit utilizing compounds or compositions thereof are disclosed.
    Type: Grant
    Filed: November 21, 1990
    Date of Patent: January 5, 1993
    Assignee: Hoechst-Roussel Pharmaceuticals, Inc.
    Inventors: Raymond W. Kosley, Jr., Gerard O'Malley, Bettina Spahl
  • Patent number: 5160527
    Abstract: A composition comprising:(a) A 3-isothiazolone compound(b) a stabilizing amount of a metal salt, said metal salts selected from the group where the cation is copper, zinc, manganese, ferrous or ferric, and the anion is selected from the group consisting of an organic carboxylic acid of at least of six carbon atoms, EDTA, 8-hydroxyquinolinate, gluconate, o-phenanthroline, quinolinate, N,N-bis(2-hydroxy-5-sulfobenzyl) glycine, lignosulfonate polymers, and polyacrylates; and(c) a locus to be protected against the growth of algae, bacteria, or fungi, selected from the group consisting of:(i) a metal working fluid (MWF) comprising at least one component selected from the group consisting of an alkanolamine, a petroleum sulfonate emulsifier, a boric acid ester or boric acid amide, a corrosion inhibitor, and a fatty acid;(ii) cooling tower water comprising corrosion inhibitors or scale inhibitors,(iii) laundry dish water;(iv) a cosmetic formulation;(v) a fuel system;(vi) an emulsion;(vii) a solid protective or decor
    Type: Grant
    Filed: May 24, 1991
    Date of Patent: November 3, 1992
    Assignee: Rohm and Haas Company
    Inventors: Andrew B. Law, Gary L. Willingham
  • Patent number: 5160526
    Abstract: A method of stabilizing a 3-isothiazolone compound against chemical decomposition comprising introducing a sufficient amount of an alkene to stabilize said 3-isothiazolone compound and a composition comprising 3-isothiazolone and an amount of an alkene sufficient to stabilize said isothiazolone.
    Type: Grant
    Filed: November 21, 1991
    Date of Patent: November 3, 1992
    Assignee: Rohm and Haas Company
    Inventors: Tirthankar Ghosh, John R. Mattox
  • Patent number: 5153212
    Abstract: 2-adamantyl-4-isothiazoline-3-one has the formula ##STR1## wherein R.sub.1 and R.sub.2, each independently, represent hydrogen or halogen,or R.sub.1 and R.sub.2, taken together, form a polymethylene chain having 3-4 carbon atoms, optionally substituted by lower alkyl or halogen,or R.sub.1 and R.sub.2, taken together, form a pyridine ring with the double bond of the 4-isothiazoline-3-one ring andAda represents 1'-adamantyl, 2'-adamantyl or 1'-adamantyl methyl, and its mineral or organic acid salt.The compound is useful as an antibacteria, antialgae or antifungus agent in various industrial fields.
    Type: Grant
    Filed: June 3, 1991
    Date of Patent: October 6, 1992
    Assignee: Centre International de Recherches Dermatoglogiques (C.I.R.D.)
    Inventors: Braham Shroot, Jean Maignan, Rainer Schmidt
  • Patent number: 5153189
    Abstract: Sulfimidoperoxycarboxylic acids of the formula ##STR1## in which A is a group of the formula ##STR2## n is the number 0, 1 or 2, R.sup.1 is hydrogen, fluorine, chlorine, bromine, C.sub.1 -C.sub.20 - alkyl, C.sub.2 -C.sub.20 -alkenyl, aryl or C.sub.1 -C.sub.10 -alkylaryl,R.sup.2 is hydrogen, fluorine, chlorine, bromine or a group of the formula SO.sub.3 M, CO.sub.2 M or OSO.sub.3 M,M is hydrogen, an alkali metal or ammonium ion or the stoichiometric amount of an alkaline earth metal ion andX is C.sub.1 -C.sub.19 -alkylene or ortho-, meta- or para-arylene.These sulfimidoperoxycarboxylic acids are suitable as bleaches, oxidants or disinfectants.
    Type: Grant
    Filed: November 18, 1991
    Date of Patent: October 6, 1992
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Walter Rupp, Hanspeter Gethoffer, Gerd Reinhardt, Frank Jaekel
  • Patent number: 5153213
    Abstract: Stabilized aqueous solutions of one or more 3-isothiazolones of the general Formula I or II ##STR1## are given, characterized in that they contain at least 0.1 wt. % taken on the total solution of a 3-isothiazolone, of a hydroperoxide-free organic and/or manganese-free inorganic oxidizing agent, as well as optionally a stabilizer for the oxidizing agent.
    Type: Grant
    Filed: September 14, 1990
    Date of Patent: October 6, 1992
    Assignee: Thor Chemie GmbH
    Inventor: Hans-Jurgen Schmidt
  • Patent number: 5149356
    Abstract: Herbicidal sulphonylaminocarbonyl-triazolinones having substituents which are bonded via sulphur, of the formula ##STR1## in which n represents the numbers 0, 1 or 2,R.sup.1 represents hydrogen, hydroxyl or amino, or represents an optionally substituted radical from the series comprising alkyl, alkenyl, alkinyl, cycloalkyl, aralkyl, aryl, alkoxy, alkenyloxy, alkylamino, cycloalkylamino and dialkylamino,R.sup.2 represents an optionally substituted radical from the series comprising alkyl, alkenyl, alkinyl, cycloalkyl, cycloalkenyl, aralkyl and aryl, andR.sup.3 represents an optionally substituted radical from the series comprising alkyl, aralkyl, aryl and heteroaryl,as well as salts of compounds of the formula (I),Also new are the compounds of the following formula: ##STR2## in which n, R.sup.1 and R.sup.2 have the abovementioned meanings andZ represents halogen, alkoxy, aralkoxy or aryloxy.
    Type: Grant
    Filed: October 15, 1991
    Date of Patent: September 22, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Klaus-Helmut Muller, Peter Babczinski, Hans-Joachim Santel, Robert R. Schmidt
  • Patent number: 5145501
    Abstract: A composition comprising(a) a 3-isothiazolone compound of the formula ##STR1## wherein R and R.sup.1 are independently selected from hydrogen, halogen or R is a (C.sub.1 -C.sub.4) alkyl group and R.sup.1 is a halogen or R and R.sup.1 may be joined to form an unsaturated 5- or 6-membered carbocyclic ring; Y is hydrogen, a (C.sub.1 -C.sub.18) alkyl group, an unsubstituted or halo-substituted alkenyl or alkynyl of 2 to 8 carbon atoms, a cycloalkyl or substituted cycloalkyl of 3 to 12 carbon atoms, an aralkyl or halo-, (C.sub.1 -C.sub.4) alkyl-, or (C.sub.1 -C.sub.4) alkoxy-substituted aralkyl of up to 10 carbon atoms, or an aryl or halo-, (C.sub.1 -C.sub.4) alkyl-, or (C.sub.1 -C.sub.4) alkoxy-substituted aryl group of up to 10 carbon atoms; and(b) an amount of a metal bromate salt sufficient to stabilize said composition;wherein said composition if free of metal nitrate salt is disclosed. Methods of use of the above compositions are also disclosed.
    Type: Grant
    Filed: November 12, 1991
    Date of Patent: September 8, 1992
    Assignee: Rohm and Haas Company
    Inventors: Edward S. Lashen, Ramesh B. Petigara
  • Patent number: 5145981
    Abstract: Composition comprising (A) 3-isothiazolone biocide compound and (B) an amount of a second compound selected from the group consisting of antimony salts to stabilize said 3-isothiazolone and method of stabilizing the 3-isothiazolones comprising combining with the antimony salts are disclosed.
    Type: Grant
    Filed: December 10, 1990
    Date of Patent: September 8, 1992
    Assignee: Rohm and Haas
    Inventor: Gary L. Willingham
  • Patent number: 5142060
    Abstract: Herbicidal substituted sulphonylaminotriazolinones of the formula ##STR1## in which R.sup.1 represents an optionally substituted radical from the group consisting of alkyl, aralkyl, aryl and heteroaryl,R.sup.2 represents hydrogen or the group --SO.sub.2 --R.sup.1 where R.sup.1 has the abovementioned meaning,R.sup.3 represents hydrogen, halogen, hydroxyl, mercapto, amino or an optionally substituted radical from the group consisting of alkyl, cycloalkyl, aralkyl, aryl, alkoxy, alkenyloxy, alkinyloxy, alkylthio, alkylsulphinyl, alkylsulphonyl, alkenylthio, alkinylthio, aralkoxy, aralkylthio, alkylamino and dialkylamino,R.sup.4 represents hydrogen, halogen, hydroxyl, amino or an optionally substituted radical from the group consisting of alkyl, alkoxy, alkylthio, alkylsulphinyl, alkylsulphonyl, alkylamino and dialkylamino,X represents nitrogen or a CH group,Y represents nitrogen or a CR.sup.5 group whereR.sup.
    Type: Grant
    Filed: October 17, 1991
    Date of Patent: August 25, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Klaus-Helmut Muller, Rolf Kirsten, Joachim Kluth, Klaus Konig, Hans-Jochem Riebel, Peter Babczinski, Hans-Joachim Santel, Robert R. Schmidt, Harry Strang
  • Patent number: 5142058
    Abstract: A method of stabilizing 3-isothiazolones against chemical degradation in antagonistic environments by the use of certain activated halogen compounds is disclosed. Compositions including 3-isothiazolones and alkyl halohydantoins, halo-substituted triazinetriones, N-halosuccinimides, p-toluenesulfonyl halides, haloacetic acids and alkyl sulfamoyl halides are found to be particularly stable in metal working fluids and latex paints.
    Type: Grant
    Filed: December 14, 1990
    Date of Patent: August 25, 1992
    Assignee: Rohm and Haas Company
    Inventors: Gary L. Willingham, Ronald L. Derbyshire
  • Patent number: 5137899
    Abstract: An improved process for preparing a 3-isothiazolone of the formula ##STR1## wherein R and R.sup.1 are independently selected from hydrogen, halogen or R is a (C.sub.1 -C.sub.4) alkyl group and R.sup.1 is a halogen; Y is hydrogen, a (C.sub.1 -C.sub.18) alkyl group, an unsubstituted or halo-substituted (C.sub.2 -C.sub.8) alkenyl or alkynyl, a cycloalkyl or substituted (C.sub.3 -C.sub.12) cycloalkyl, an aralkyl or halo-, (C.sub.1 -C.sub.4) alkyl-, or (C.sub.1 -C.sub.4) alkoxy-substituted aralkyl of to 10 carbon atoms, or an aryl or halo-, (C.sub.1 -C.sub.4) alkyl-, or (C.sub.1 -C.sub.4) alkoxy-substituted aryl aryl group of up to 10 carbon atoms; comprising(a) reacting a disulfide ester with an amine to generate a disulfide amide;(b) contacting the disulfide amide with a halogenating agent in order to cyclize the amide to form the isothiazolone.HX;(c) neutralizing the isothiazolone.
    Type: Grant
    Filed: October 30, 1991
    Date of Patent: August 11, 1992
    Assignee: Rohm and Haas Company
    Inventors: Ramesh B. Petigara, Edward S. Lashen
  • Patent number: 5128346
    Abstract: A compound of the formula: ##STR1## wherein R.sub.1 and R.sub.2 are substituents; R.sub.6 is hydrogen, loweralkyl, cycloalkyl, loweralkenyl, arylalkyl, (substituted aryl)alkyl, or (heterocyclic)alkyl; B is a bond, an alkylene group, an alkenylene group, an alkadienylene group or a heteroatom containing linking group; D is a substituted acyl group or tetrazolyl; Z is CO, C(S) or S(O).sub.2 ; Ar is a heterocyclic group; and n is 1 to 3.Also disclosed are a composition and a method for antagonizing CCK, a composition and method for treating or preventing gastrointestinal, central nervous, appetite regulating and pain regulating systems, a composition and method for treating or preventing hyperinsulinemia, methods of making the compounds and intermediates useful in making the compounds.
    Type: Grant
    Filed: August 23, 1990
    Date of Patent: July 7, 1992
    Assignee: Abbott Laboratories
    Inventors: Alex M. Nadzan, James F. Kerwin, Chun W. Lin
  • Patent number: 5127934
    Abstract: Organic stabilizers are used to stabilize various materials which are normally unstable neat or in solution. These compositions exhibit bactericidal, fungicidal and algaecidal properties.
    Type: Grant
    Filed: February 7, 1990
    Date of Patent: July 7, 1992
    Assignee: Rohm and Haas Company
    Inventor: John R. Mattox
  • Patent number: 5126461
    Abstract: Process for ring opening compounds of the formula ##STR1## in which R.sup.1 is heteroaryl or aryl, R.sup.2 is a leaving group, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 are independently selected from hydrogen, alkyl, aralkyl, aryl, heteroaryl and alkenyl, provided that at least one of the groups R.sup.3 to R.sup.6 is other than hydrogen, by breaking the bond joining the carbon atom attached to R.sup.3 and the carbon atom attached to R.sup.6 in organic solution using silica, giving useful diene or allyl derivatives, certain of which are novel.
    Type: Grant
    Filed: November 14, 1990
    Date of Patent: June 30, 1992
    Assignee: Shell Research Limited
    Inventors: Mark S. Baird, Ian Bruce
  • Patent number: 5125967
    Abstract: A composition comprises an isothiazolinone or an isothiazolothione and a substituted urea or a halogen-containing aromatic alkyl sulphoxide or sulphone. The isothiazolinone derivative can be 1,2-benzisothiazolin-3-one. The substituted urea may be 3-(3,4-dichlorophenyl)-1-1-dimethylurea. The sulphoxide or sulphone may be a sulphone derivative such as di-iodomethyl-4-methylphenyl sulphone. A useful composition comprises 1,2-benzisothiazolin-3-one and the specified urea or sulphone derivative. The composition may include other materials including other compounds having anti-microbial properties.
    Type: Grant
    Filed: March 29, 1990
    Date of Patent: June 30, 1992
    Assignee: Imperial Chemical Industries PLC
    Inventors: Fraser F. Morpeth, Malcolm Greenhalgh
  • Patent number: 5118699
    Abstract: Composition comprising (A) 3-isothiazolone antimicrobial compound and (B) an amount of a second hydrazide compound to stabilize said 3-isothiazolone, and method of stabilizing 3-isothiazolone antimicrobial compound, and method of use to inhibit growth of bacteria, fungi, algae, and yeast at a locus are disclosed.
    Type: Grant
    Filed: December 10, 1990
    Date of Patent: June 2, 1992
    Assignee: Rohm and Haas Company
    Inventors: Gary L. Willingham, Ronald L. Derbyshire
  • Patent number: 5106991
    Abstract: Novel thromboxane receptor antagonists are disclosed, having the formula ##STR1## wherein: A is aryl, optionally substituted withhalogen,lower alkoxy,carboalkoxy,lower alkyl,alkylamino, orphenyl;R.sub.1 is COOH, COO--alkali metal (such as Na, K, or Li), COO--lower alkyl, CONHSO.sub.2 R.sub.2, or 5-tetrazolyl;R.sub.2 is lower alkyl or aryl;m is 0, 1, or 2; andp is 2, 3, 4, or 5.Also disclosed are novel intermediates of formula I compounds.
    Type: Grant
    Filed: July 27, 1990
    Date of Patent: April 21, 1992
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Philip M. Sher, Steven E. Hall
  • Patent number: 5103004
    Abstract: Heterocyclically substituted N-sultamsulfonamides, processes for their preparation and their use as herbicides and plant growth regulators.Compounds of the formula I or their salts ##STR1## wherein R.sup.1 and R.sup.2 denote H, halogen, alkyl, alkenyl, alkynyl or alkoxy, which can be substituted, or denote --(CH.sub.2).sub.n --COOR.sup.11 ;R.sup.3 denotes H, alkyl, alkenyl or alkynyl;R.sup.4 denotes a heterocyclic radical of the formulae ##STR2## where E is CH or N; X is O or S and a, b, c, d, e in each case denote 0, 1 or 2, with the proviso that c+d+e.gtoreq.2, possess excellent herbicidal and plant growth-regulating properties.
    Type: Grant
    Filed: August 23, 1991
    Date of Patent: April 7, 1992
    Assignee: Hoesch Aktiengellschaft
    Inventors: Lothar Willms, Klaus Bauer, Hermann Bieringer, Helmut Burstell
  • Patent number: 5099021
    Abstract: Process for the preparation of pure, unsymmetrically disubstituted ureas of the general formula ##STR1## in which R denotes a phenyl radical which is unsubstituted, or monosubstituted or polysubstituted by halogen atoms or alkyl, alkoxy, aryloxy or trifluoromethyl groups, an oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, benzoxazolyl or benzothiazolyl radical which is unsubstituted, or monosubstituted or polysubstituted by halogen atoms or alkyl, alkoxy or trifluoromethyl groups and R.sub.1 and R.sub.2 independently of one another denote a hydrogen atom or an alkyl group, where R.sub.1 and R.sub.2 are not simultaneously hydrogen or R.sub.1 and R.sub.2 together denote a butylene or pentylene group, by reaction of an N-alkyl- or N,N-dialkylurea with an unsubstituted or substituted arylamine or a heterocyclic amine in the presence of that amine which is already present in the starting material, the respective N-alkyl- or N,N-dialkylurea.
    Type: Grant
    Filed: October 30, 1990
    Date of Patent: March 24, 1992
    Assignee: Agrolinz Agrarchemikalien Gesellschaft m.b.H.
    Inventors: Rudolf H. Worther, Horst Korntner, Egmont Auer, Kurt Thonhofer
  • Patent number: 5098462
    Abstract: Substituted semicarbazones, thiosemicarbazones and isothiosemicarbazones and salts thereof, intermediates therefor, synthesis thereof, and the use of said compounds for the control of weeds.
    Type: Grant
    Filed: May 23, 1988
    Date of Patent: March 24, 1992
    Assignee: Sandoz Ltd.
    Inventors: Richard J. Anderson, Michael M. Leippe, Joe T. Bamberg
  • Patent number: 5094683
    Abstract: Herbicidal sulphonylaminocarbonyltriazolinones of the formula ##STR1## in which R.sup.1 represents hydrogen, hydroxyl or amino, or represents an optionally substituted radical from the series comprising alkyl, alkenyl, akinyl, cycloalkyl, aralkyl, aryl, alkoxy, alkenyloxy, alkylamino and dialkylamino,R.sup.2 represents hydrogen hydroxyl, mercapto or amino, or represents an optionally substituted radical from the series comprising alkyl, cycloalkyl, cycloalkenyl, aralkyl, aryl, alkoxy, alkylamino and dialkylamino, andR.sup.3 represents an optionally substituted radical from the series comprising alkyl, aralkyl, aryl and heteroaryl, and salts thereof. Intermediates of the formula ##STR2## in which A.sup.1 represents in each case optionally substituted alkyl, alkenyl, cycloalkyl, alkoxy or dialkylamino andA.sup.2 represents hydrogen, or represents in each case optionally substituted alkyl, cycloalkyl, aralkyl, aryl or alkoxy,provided that both A.sup.1 and A.sup.
    Type: Grant
    Filed: April 29, 1991
    Date of Patent: March 10, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Werner Daum, Klaus-Helmut Muller, Michael Schwamborn, Peter Babczinski, Hans-Joachim Santel, Robert R. Schmidt, Harry Strang
  • Patent number: 5073582
    Abstract: A mildew-resistant paint composition comprising a film-forming, non-wood penetrating organic polymeric paint vehicle; an isothiazolone mildewcide compound; and a stabilizing amount of a water insoluble organic soluble copper compound; articles comprising a substrate coated with said paint composition; and methods of stabilizing isothiazolones in paint compositions are disclosed.
    Type: Grant
    Filed: July 11, 1989
    Date of Patent: December 17, 1991
    Assignee: Rohm and Haas Company
    Inventor: Stanley LeSota
  • Patent number: 5068344
    Abstract: A process for preparing a 3-isothiazolone of the formula ##STR1## wherein Y is selected from the group consisting of alkyl or substituted alkyl of 1 to 10 carbon atoms; unsubstituted or halogen-substituted alkenyl or alkynyl of 2 to 10 carbon atoms; and aralkyl or halogen-, lower alkyl-, or lower alkoxy-substituted aralkyl of up to 10 carbon atoms;X is hydrogen or a (C.sub.1 -C.sub.2) alkyl; andX.sup.1 is hydrogen, chlorine, or a (C.sub.1 -C.sub.2) alkyl; comprising(a) reacting anhydrous ammonia with an isothiazolone salt of the formula ##STR2## wherein Z is chlorine, bromine, sulfate or fluorosulfonate;m is 1 when Z is chlorine, bromine or fluorosulfonate, and m is 2 when Z is sulfate; and(b) separating the resultant (NH.sub.4).sub.m Z from the resultant free base isothiazolone is disclosed.
    Type: Grant
    Filed: January 12, 1990
    Date of Patent: November 26, 1991
    Assignee: Rohm and Haas Company
    Inventors: Ramesh B. Petigara, Norman A. Leister, Barry J. Pendell, Robert A. Woodruff
  • Patent number: 5049677
    Abstract: Bismuth salt stabilizers are used to stabilize various isothiazolones which are normally neat or in solution. These compositions exhibit bactericidal, fungicidal and algaecidal properties.
    Type: Grant
    Filed: May 24, 1989
    Date of Patent: September 17, 1991
    Assignee: Rohm and Haas Company
    Inventors: James G. Prout, Andrew B. Law, Gary L. Willingham
  • Patent number: 5045555
    Abstract: A novel compound represented by the formula (I) ##STR1## wherein R represents a lower alkyl group having 1 to 4 carbon atoms which has an intense microbicidal activity over a wide range of microorganisms and is applicable to a microbicide.
    Type: Grant
    Filed: August 20, 1990
    Date of Patent: September 3, 1991
    Assignee: Meiji Seika Kaisha Ltd.
    Inventors: Kuniomi Matsumoto, Mikio Munakata, Tadao Ishii, Tetsuro Watanabe
  • Patent number: RE33778
    Abstract: Substituted 1,3-dithietane-2-carboxylic acid derivatives useful as intermediates for the preparation of highly effective penicillin and cephalosporin derivatives and the preparation thereof.
    Type: Grant
    Filed: December 8, 1989
    Date of Patent: December 24, 1991
    Assignee: Yamanouchi Pharmaceutical Co., Ltd.
    Inventors: Masaru Iwanami, Tetsuya Maeda, Yoshinobu Nagano, Masaharu Fujimoto, Noriaki Nagano, Atsuki Yamazaki, Kasaharu Tamazawa, Kiyoshi Murase, Tadao Shibanuma
  • Patent number: RE34185
    Abstract: Non-aqueous solutions of 3-isothiazolones are stabilized against chemical decomposition by using organic hydroxylic solvents. These compositions exhibit bactericidal, fungicidal and algaecidal properties.
    Type: Grant
    Filed: October 31, 1990
    Date of Patent: February 23, 1993
    Assignee: Rohm and Haas Company
    Inventor: David R. Amick