Chalcogen Bonded Directly To Ring Carbon Of The Thiazole Ring Patents (Class 548/213)
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Patent number: 5629265Abstract: Disclosed herein are cyanoketone derivatives of the following formula (1) ##STR1## such as 1-cyano-1-piperidinocarbonyl-3-[4-(2-chloro-4-trifluoromethylphenoxy)pheno xy]-2-butanone, 1-cyano-1-piperidinocarbonyl-3-[4-(3-chloro-5-trifluoromethyl-2-pyridyloxy )phenoxy]-2-butanone, 1-cyano-1-(N-methyl-N-dichlorophenyl)aminocarbonyl-3-[4-(2-quinoxalyloxy)p henoxy]-2-butanone, 1-cyano-1-(N,N-dibutyl)aminocarbonyl-3-[4-(3-chloro-5-trifluoromethyl-2-py ridyloxy)phenoxy-2-butanone, and the like, which are characterized by excellent herbicidal activity and effectiveness against a variety of gramineous weeds.Type: GrantFiled: June 22, 1994Date of Patent: May 13, 1997Assignee: Tokuyama CorporationInventors: Masahiko Ishizaki, Seiji Nagata, Junji Takenaka
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Patent number: 5621109Abstract: A retroviral protease inhibiting compound of the formula: ##STR1## is disclosed wherein the terms R.sub.1, R.sub.2, R.sub.5, R.sub.6, Y, Y', m and n are herein defined.Type: GrantFiled: May 31, 1995Date of Patent: April 15, 1997Assignee: Abbott LaboratoriesInventors: Daniel W. Norbeck, Hing L. Sham, Dale J. Kempf, Chen Zhao
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Patent number: 5603866Abstract: A composition comprising A) an aqueous solution wherein the total content of 3-isothiazolinones is below 8 wt/%, and B) a stabilizing compound of the formula:[R.sub.x A--C.sub.6 H.sub.2 R.sup.1 R.sup.2 ].sub.y --Zwherein:R, R.sup.1 and R.sup.2 each independently represents hydrogen, a straight-chained or branched or cyclic alkyl radical, aralkyl or aryl;A is oxygen or nitrogen;Z represents AR.sub.x, R.sup.1, R.sup.2, alkoxy methylene, methylene or alkylidene;provided that when A is oxygen, x is 0 or 1 and when A is nitrogen, x is 1 or 2; and y is 1 or 2;exhibits improved stability.Type: GrantFiled: May 17, 1995Date of Patent: February 18, 1997Assignee: Bromine Compounds, Ltd.Inventors: Jeane Segall, Leonard M. Shorr
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Patent number: 5599827Abstract: Dilute solutions of 0.5 to about 5% by weight of at least one 3-isothiazolone selected from the group consisting of 5-chloro-2-methyl-4-isothazolin-3-one and 2-methyl-4-isothazolin-3-one are stabilized without using inorganic metal salts or hydrogen peroxide by forming a microemulsion composition with organic solvent(s) having less than 6 percent by weight solubility in water; anionic surfactant(s); and optionally, non-ionic surfactant(s).Type: GrantFiled: May 16, 1995Date of Patent: February 4, 1997Assignee: Rohm and Haas CompanyInventor: Kevin F. Gironda
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Patent number: 5594021Abstract: Thienyl-, furyl- and pyrrolyl-sulfonamides and methods for modulating or altering the activity of the endothelin family of peptides are provided. In particular, N-(isoxazolyl)thienylsulfonamides, N-(isoxazolyl)furylsulfonamides and N-(isoxazolyl)pyrrolylsulfonamides and methods using these sulfonamides for inhibiting the binding of an endothelin peptide to an endothelin receptor by contacting the receptor with the sulfonamide are provided. Methods for treating endothelin-mediated disorders by administering effective amounts of one or more of these sulfonamides or prodrugs thereof that inhibit or increase the activity of endothelin are also provided.Type: GrantFiled: June 6, 1995Date of Patent: January 14, 1997Assignee: Texas Biotechnology CorporationInventors: Ming F. Chan, Bore G. Raju, Adam Kois, Erik J. Verner, Chengde Wu, Rosario S. Castillo, Venkatachalapathi Yalamoori, Vitukudi N. Balaji
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Patent number: 5594017Abstract: Compositions comprising water, microbicidally active 3-isothiazolone compound, and an effective stabilizing amount of unsaturated, cyclic iodosyl or iodyl compound of formula I and II ##STR1## wherein: X=C(O), SO.sub.2, OPO.sub.3 H, CH.sub.2 C(O);Y=O, NR.sup.3 ;R.sup.1 =H, Cl, Br, I, 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.4 -C.sub.6 aryl, substituted or unsubstituted C.sub.7 -C.sub.10 aralkyl;R.sup.2 =H, Cl, Br, I, 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.4 -C.sub.6 aryl, substituted or unsubstituted C.sub.7 -C.sub.10 aralkyl, SO.sub.3 H, CO.sub.2 R.sup.4, C(O)NR.sup.5 R.sup.6 ;R.sup.1 and R.sup.2 may by joined to form a substituted or unsubstituted 5 or 6 membered ring, optionally fused to another 5 or 6 membered aromatic ring;R.sup.3 =H, C(O)R.sup.7, substituted or unsubstituted C.sub.1 -C.sub.Type: GrantFiled: May 25, 1995Date of Patent: January 14, 1997Assignee: Rohm and Haas CompanyInventor: John R. Mattox
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Patent number: 5583230Abstract: A novel mildew resistant polymerizable compound of the formula: ##STR1## wherein X is --0-- or --S--; and Y is a residue of a known mildew proofing compound, preferably, a residue of a compound selected from the group consisting of phenol substituted with 1 to 5 halogen atoms, p-chloro-m-cresol, o-phenylphenol, p-chloro-m-xylenol, salicylanilide, 8-hydroxyquinoline, 2-(4'-thiazolyl)benzimidazole, 2,5-dibromo-4-methylaniline, 1,2-benzoisothiazolin-3-one and 2-pyridinethiol-1-oxide. A polymer of the compound [I] and polyurethane composition containing the polymer are also disclosed.Type: GrantFiled: July 7, 1993Date of Patent: December 10, 1996Assignee: Toyo Boseki Kabushiki KaishaInventors: Hideyuki Mitamura, Yoshikazu Arimatsu
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Patent number: 5578622Abstract: As isothiazole derivative represented by the formula (I), ##STR1## wherein R.sup.1, R.sup.2, Y and Z have the same meanings as defined in the description of the specification, and it is useful as an active ingredient for fungicidal and/or bactericidal compositions for use in industry, agriculture and medical treatment.Type: GrantFiled: June 29, 1995Date of Patent: November 26, 1996Assignee: Asamura Patent OfficeInventors: Kenichi Ikeda, Katsutoshi Endo, Tsutomu Nishiguchi, Yoshimi Niwano
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Patent number: 5571821Abstract: Sulfonamides and methods using these sulfonamides for inhibiting the binding of an endothelin peptide to an endothelin receptor by contacting the receptor with the sulfonamide are provided. Methods for treating endothelin-mediated disorders by administering effective amounts of one or more of these sulfonamides or prodrugs thereof that inhibit or increase the activity of endothelin are also provided. The sulfonamides have formula I: ##STR1## in which Ar.sup.1 is a 3- or 5-isoxazolyl and Ar.sup.2 is selected from among alkyl, including straight and branched chains, aromatic rings, fused aromatic rings and heterocyclic rings, including 5-membered heterocycles with one, two or more heteroatoms and fused ring analogs thereof and 6-membered rings with one, two or more heteroatoms and fused ring analogs thereof. Ar.sup.2 is preferably thiophenyl, furyl, pyrrolyl, naphthyl, and phenyl. Compounds in which Ar.sup.Type: GrantFiled: May 20, 1994Date of Patent: November 5, 1996Assignee: Texas Biotechnology CorporationInventors: Ming Fai Chan, Bore G. Raju, Adam Kois, Erik J. Verner, Chengde Wu, Rosario S. Castillo, Venkatachalapathi Yalamoori, Vitukudi N. Balaji, Kalyanaraman Ramnarayan
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Patent number: 5559083Abstract: A composition comprising an isothiazolone compound mixed with a branched cyclodextrine, wherein the isothiazolone compound can be stabilized to water, so that it is possible to provide an aqueous solution comprising an isothiazolone compound which is excellent in storage stability and aqueous solution stability.Type: GrantFiled: April 3, 1995Date of Patent: September 24, 1996Assignee: Takeda Chemical Industries, Ltd.Inventors: Naoki Kubota, Taiki Kusaka
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Patent number: 5554627Abstract: Compounds of formula (I), wherein Q.sup.1 represents an aryl group; the dotted line represents an optional covalent bond; one of X and Y represents H and the other represents hydroxy or C.sub.1-6 alkoxy, or X and Y together form a group .dbd.O or .dbd.NOR.sup.5 where R.sup.5 is H or C.sub.1-6 alkyl; Z represents O, S or NR.sup.2, where R.sup.2 is H or C.sub.1-6 alkyl; W represents a bond or a saturated or unsaturated hydrocarbon chain of 1, 2, 3, 4, 5 or 6 carbon atoms; R.sup.1 represents H or C.sub.1-6 alkyl. R.sup.3 represents H, C.sub.1-6 alkyl or C.sub.2-6 alkenyl; R.sup.4 represents an optionally substituted phenyl group; and R.sup.6 represents a specified amino group or an optionally substituted aromatic or non-aromatic azacyclic or azabicyclic group; and salts and prodrugs are tachykinin receptor antagonists.Type: GrantFiled: April 27, 1995Date of Patent: September 10, 1996Assignee: Merck, Sharp & Dohme Ltd.Inventors: Richard T. Lewis, Angus M. MacLeod, Kevin J. Merchant
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Patent number: 5554635Abstract: A liquid concentrate comprises between about 4 and about 10 wt % of an isothiazolinone compound or mixture of isothiazolinone compounds, between about 25 and about 92 wt % of a plasticizer in which said isothiazolinone compound is soluble and between about 4 and about 50 wt % of 2,4,4'-trichloro-2'-hydroxydiphenyl ether. The 2,4,4'-trichloro-2'-hydroxydiphenyl ether stabilizes the concentrate against crystallization and/or freezing at sub-freezing conditions, particularly when the isothiazolinone compound has a melting point of 30.degree. C. or above. 2,4,4'-trichloro-2'-hydroxydiphenyl ether also enhances the anti-microbial properties of an isothiazolinone-containing concentrate.Type: GrantFiled: February 7, 1995Date of Patent: September 10, 1996Assignee: Morton International, Inc.Inventors: Nuno M. Rei, Roger G. Hamel
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Patent number: 5552423Abstract: There is disclosed a novel isothiazolone derivative of the formula: ##STR1## wherein X.sup.1 and X.sup.2 are the same or different and are independently hydrogen, chlorine or bromine; and R is haloalkoxy. The isothiazolone derivative is effective as a microbicide. Also disclosed are a microbicidal composition containing the isothiazolone derivative as an active ingredient, and an intermediate compound for use in the production of the isothiazolone derivative.Type: GrantFiled: September 30, 1994Date of Patent: September 3, 1996Assignee: Sumitomo Chemical Company, LimitedInventors: Akiko Kakimizu, Kenji Arai, Norio Kimura, Tomohiro Teramae
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Patent number: 5550139Abstract: Isothiazolidin-3-one-1,1 dioxide, 3-oxo-1,2,5-thiadiazolidine-1,1,-dioxide and derivatives thereof, reduce or inhibit the activity of serine proteases. Such compounds are useful as anti-inflammatory and anti-metastatic agents.Type: GrantFiled: January 3, 1994Date of Patent: August 27, 1996Assignee: The Wichita State UniversityInventor: William C. Groutas
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Patent number: 5534487Abstract: The present invention provides a method of stabilizing solutions of 3-isothiazolone compounds using a stabilizing compound of the formula: ##STR1## wherein R is C.sub.1 -C.sub.6 alkyl; and compositions which comprise 3-isothiazolone compound, solvent and stabilizing compound.Type: GrantFiled: May 16, 1995Date of Patent: July 9, 1996Assignee: Rohm and Haas CompanyInventor: Kevin F. Gironda
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Patent number: 5534533Abstract: Novel carboxylate derivatives exhibiting phospholipase A.sub.2 inhibitory activity are disclosed, Specifically, the following compounds of the formula and pharmaceutically acceptable salts thereof are disclosed: ##STR1## wherein A is hydroxy, amino, or lower alkylamino; R.sup.1 to R.sup.12 are independently hydrogen, methyl, methoxy, or hydroxy, provided that all of R.sup.1 to R.sup.12 are not hydrogen; G.sup.1 is a single bond, or a group of --(CH.sub.2).sub.x O(CH.sub.2).sub.y -- wherein x and y are independently 0-5; G.sup.2 is a single bond, oxygen, sulfur, carbonyl, etc.; G.sup.3 is alkyl, aryl, or a group of the formula: ##STR2## wherein R.sup.13 and R.sup.14 are independently hydrogen, alkyl, aryl, etc.; or R.sup.13 and R.sup.14 may be taken together with the adjacent nitrogen atom to form a heterocyclic group or a group of the formula: ##STR3## wherein Z is a carbon atom or a nitrogen atom, J, K, and L are independently hydrogen or aryl, etc.Type: GrantFiled: September 28, 1994Date of Patent: July 9, 1996Assignee: Shionogi & Co., Ltd.Inventors: Mitsuaki Ohtani, Toshiyuki Kato, Yozo Hori
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Patent number: 5523020Abstract: A clathrate compound composed of a water-soluble microbicide and a phenolic compound of formula (1) or (2): ##STR1##Type: GrantFiled: September 20, 1994Date of Patent: June 4, 1996Assignee: Kurita Water Industries Ltd.Inventors: Minoru Yagi, Kazumi Nakane, Yuriko Hiyane
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Patent number: 5523312Abstract: Disclosed herein are compounds and pharmaceutical compositions useful for combating picornaviruses and preventing or treating picornaviral infections. The compounds have the formula: ##STR1## wherein Het.sub.1 is chosen from the group consisting of oxazolyl, isoxazolyl, oxadiazolyl;Y is an alkylene bridge of 3 to 9 carbon atoms;Het.sub.2 is benzofuranyl or indolyl;R.sub.1 and R.sub.2 are each independently chosen from hydrogen, halo, acetyl, alkyl, alkenyl, amino, alkylthio, hydroxy, hydroxyalkyl, alkoxyalkyl, alkylthioalkyl, alkylsulfinyl alkyl, alkylsulfonylalkyl, alkoxy, nitro, carboxy, alkoxycarbonyl, dialkylaminoalkyl, alkylaminoalkyl, aminoalkyl, difluoromethyl, trifluromethyl, or cyano; andR.sub.3 is oxazolyl, oxadiazolyl, isoxazolyl or any of these substituted with alkyl, halo, alkoxyalkyl, cycloalkyl, haloalkyl, hydroxyalkyl, alkoxy, hydroxy, furyl, thienyl, or fluoroalkyl;the N-oxide thereof or a pharmaceutically acceptable acid addition salt thereof.Type: GrantFiled: September 27, 1994Date of Patent: June 4, 1996Assignee: Sterling Winthrop Inc.Inventors: David J. Aldous, Thomas R. Bailey, Guy D. Diana, Gee-Hong Kuo, Theodore J. Nitz, Michael Reuman
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Patent number: 5521186Abstract: The present invention provides novel compounds of formula ##STR1## the stereochemically isomeric forms thereof, and the pharmaceutically acceptable acid addition salts thereof, wherein A and B taken together form a bivalent radical of formula: --N.dbd.CH-- (a), --CH.dbd.N-- (b), --CH.sub.2 --CH.sub.2 -- (c), --CH.dbd.CH-- (d) --C(.dbd.O)--CH.sub.2 -- (e), --CH.sub.2 --C(.dbd.O)-- (f); R.sup.1 is hydrogen, C.sub.1-6 alkyl, or halo; R.sup.2 is hydrogen or halo; R.sup.3 is hydrogen; C.sub.1-8 alkyl; C.sub.3-6 cycloalkyl or C.sub.1-8 alkyl substituted with hydroxy, oxo, C.sub.3-6 cycloalkyl or aryl. Het is five- or six-membered optionally substituted heterocyclic ring. The use as a medicine, especially as a lipid lowering agent is disclosed as well as pharmaceutical compositions and processes for preparing compounds and compositions.Type: GrantFiled: May 31, 1995Date of Patent: May 28, 1996Assignee: Janssen Pharmaceutica N.V.Inventors: Jan Heeres, Leo J. J. Backx, Robert J. M. Hendrickx, Luc A. L. Van Der Eycken, Didier R. G. G. De Chaffoy De Courcelles
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Patent number: 5519141Abstract: An intermolecular compound of dichloroglyoxime and 5-chloro-2-methyl-3-isothiazolone as a novel compound obtained by reacting dichloroglyoxime with 5-chloro-2-methyl-3-isothiazolone. The intermolecular compound is useful as an antibacterial agent.Type: GrantFiled: July 20, 1994Date of Patent: May 21, 1996Assignee: Junsei Chemical Co., Ltd.Inventors: Kyoji Nita, Hideki Kanno, Mayumi Odagiri, Nobuyasu Takahashi
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Patent number: 5512213Abstract: A treatment for stabilizing an isothiazolone compound comprising adding to the compound a stabilizing amount of a metal salt, wherein the cation of the metal salt is an alkali metal, and the anion is selected from the group consisting of acetate, citrate, phosphate and borate.Type: GrantFiled: March 1, 1995Date of Patent: April 30, 1996Assignee: Betz Laboratories, Inc.Inventor: Donald J. Paterson
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Patent number: 5510379Abstract: .beta.-Carboxy sulfonates of the formula ##STR1## wherein R.sub.1 is aryl, R.sub.3 and R.sub.4 are hydrogen or alkyl, Y is -O-, -S-, or -NR.sub.2 -, and R.sub.5 is alkyl or aryl are potent inhibitors of the enzyme acyl CoA:cholesterol acyltransferase (ACAT) and are thus useful for treating hypercholesterolemia and atherosclerosis.Type: GrantFiled: December 19, 1994Date of Patent: April 23, 1996Assignee: Warner-Lambert CompanyInventors: Helen T. Lee, Joseph A. Picard, Drago R. Sliskovic
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Patent number: 5508450Abstract: Benzopyran derivatives which have an inhibitory effect on the Maillard reaction as well as an antioxidizing effect are described herein. These derivatives may be utilized in the treatment and/or prevention of diabetic complications such as, for example, coronary heart disease, peripheral circulatory insufficiency or failure, cerebrovascular hindrance, neurogenous diabetes, nephropathy, arteriosclerosis, arthrosclerosis, cataracts and retinopathy. Further, the derivatives may also be used in the treatment and/or prevention of diseases induced by aging and in the treatment and/or prevention of diseases caused by the formation of peroxidized fat.Type: GrantFiled: September 30, 1994Date of Patent: April 16, 1996Assignee: Ono Pharmaceutical Co., Ltd.Inventors: Shuichi Ohuchida, Masaaki Toda, Tsumoru Miyamoto
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Patent number: 5508417Abstract: This invention relates to antimicrobial compounds of formula I, II, or III ##STR1## wherein R.sub.1 and R.sub.2 are independently selected from hydrogen, halogen, or (C.sub.1 -C.sub.4)alkyl;R.sub.1 and R.sub.2 may be taken together with the carbons to which they are attached to form a 5 to 7-membered carbocyclic ring and the ring may be aromatic;R.sub.3 is hydrogen, (C.sub.1 -C.sub.8)alkyl, (C.sub.2 -C.sub.8)alkenyl, (C.sub.5 -C.sub.8)alkynyl, (C.sub.5 -C.sub.7)cycloalkyl or cycloalkenyl, phenyl or substituted phenyl, (C.sub.7 -C.sub.10)aralkyl or substituted (C.sub.7 -C.sub.10)aralkyl, or a 5 to 8-membered heteroaryl having one or more heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen;R.sub.4 is an electron-withdrawing group selected from CN, NO.sub.2, P(O)(OR.sub.7).sub.2, P(S)(OR.sub.7).sub.2, COOR.sub.6, COR.sub.6, CONHR.sub.6, SOR.sub.6, SO.sub.2 R.sub.6, where R.sub.6 is hydrogen, (C.sub.1 -C.sub.8)alkyl, phenyl or substituted phenyl, (C.sub.7 -C.sub.Type: GrantFiled: February 23, 1994Date of Patent: April 16, 1996Assignee: Rohm and Haas CompanyInventors: Peter Osei-Gyimah, Barry C. Lange
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Patent number: 5506243Abstract: Since sulfonamide derivatives of the present invention show strong inhibitory activity against cysteine protease such as calpain papain, cathepsin B, cathepsin H, cathepsin L, they can be used as remedies for muscular dystrophy, cataract, myocardial infarction, stroke, Alzheimer's disease, amyotrophia, osteoporosis, hypercalcemia or the like.Type: GrantFiled: April 28, 1994Date of Patent: April 9, 1996Assignee: Mitsubishi Kasei CorporationInventors: Ryoichi Ando, Toshiro Sakaki, Chizuko Takahashi, Yoshiyuki Fujimura
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Patent number: 5500425Abstract: Compounds of the formula I ##STR1## processes for their preparation, pharmaceutical preparations, use of and method of treatment of disorders in CNS by using compounds of formula I.Type: GrantFiled: September 9, 1994Date of Patent: March 19, 1996Assignee: Aktiebolaget AstraInventors: Lars-Gunnar Larsson, Lucy A. Renyl, Svante B. Ross, Daniel D. Sohn, Seth-Olov Thorberg
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Patent number: 5498344Abstract: A liquid concentrate comprises between about 4 and about 25 wt % of an isothiazolinone compound or mixture of isothiazolinone compounds between about 25 and about 88 wt % of a plasticizer in which said isothiazolinone compound is soluble and between about 8 and about 50 wt % of a C.sub.6 -C.sub.12 monoalkylphenol(s) which stabilizes the concentrate against crystallization and/or freezing at sub-freezing conditions.Type: GrantFiled: February 2, 1995Date of Patent: March 12, 1996Assignee: Morton International, Inc.Inventors: Nuno M. Rei, Roger G. Hamel
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Patent number: 5494925Abstract: 2-Heterocyclyloxymethyl and 2-heterocyclylthiomethyL-1,2,5-thiadiazolidin-3-one 1,1-dioxides, pharmaceutical compositions containing them and methods for the treatment of degenerative diseases utilizing them.Type: GrantFiled: December 2, 1994Date of Patent: February 27, 1996Assignee: Sterling Winthrop Inc.Inventors: John J. Court, Ranjit C. Desai, Dennis J. Hlasta
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Patent number: 5484934Abstract: An isothiazole derivative represented by the general formula (I): ##STR1## (wherein R and R.sup.1 are as defined in the general description, and n is an integer of 1 or 2), a process for producing the same, and the usage thereof.Type: GrantFiled: December 18, 1993Date of Patent: January 16, 1996Assignee: Nihon Nohyaku Co., Ltd.Inventors: Kenichi Ikeda, Shin'ichi Ueyama, Katsutoshi Endo, Chiaki Kato
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Patent number: 5482966Abstract: The invention concerns oxime derivatives of the formula I ##STR1## wherein R.sup.4 includes hydrogen, carboxy, carbamoyl, amino, cyano, trifluoromethyl, (1-4C)alkylamino, di-(1-4C)alkylamino and (1-4C)alkyl;R.sup.5 includes hydrogen, (1-4C)alkyl, (3-4C)alkenyl, (3-4C)alkynyl, (2-5C)alkanoyl, halogeno-(2-4C)alkyl and hydroxy-(2-4C)alkyl;Ar.sup.1 is phenylene or a heteroaryl diradical;A.sup.1 is a direct link to X.sup.1, or A.sup.1 is (1-4C)alkylene;X.sup.1 is oxy, thio, sulphinyl or sulphonyl;Ar.sup.2 is phenylene or a heteroaryl diradical;R.sup.1 is (1-4C)alkyl, (3-4C)alkenyl or (3-4C)alkynyl; andR.sup.2 and R.sup.3 together form a group of the formula --A.sup.2 --X.sup.2 --A.sup.3 -- which together with the carbon atom to which A.sup.2 and A.sup.3 are attached define a ring having 5 or 6 ring atoms, wherein each of A.sup.2 and A.sup.3 is (1-3C)alkylene and X.sup.Type: GrantFiled: June 13, 1994Date of Patent: January 9, 1996Assignees: Zeneca Limited, Zeneca Pharma S.A.Inventors: Thomas G. C. Bird, Patrick Ple
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Patent number: 5480898Abstract: The present invention relates to a storage-stable aqueous solution of one or more compounds of the general formula I ##STR1## wherein Y, R and R.sup.1 are as defined in claim 1, which comprises a noble metal ion.Type: GrantFiled: November 7, 1994Date of Patent: January 2, 1996Assignee: Riedel-de Haen AktiengesellschaftInventor: Wolfgang Lindner
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Patent number: 5466818Abstract: Process for producing substantially separated 5-chloro-2-methyl-3-isothiazolone (CMI) and 2-methyl-3-isothiazolone (MI) from a mixture of their hydrochloride salts, or in a special mixture having a higher ratio of CMI to MI, comprising heating a mixture of CMI.HCl and MI.HCl for a period of time necessary to fully dissociate said CMI.HCl and form substantially pure CMI, but insufficient to fully dissociate said MI.HCl.Type: GrantFiled: March 31, 1994Date of Patent: November 14, 1995Assignee: Rohm and Haas CompanyInventor: Ramesh B. Petigara
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Patent number: 5461067Abstract: A retroviral protease inhibiting compound of the formula: ##STR1## is disclosed wherein R.sub.1, R.sub.2, R.sub.5, R.sub.6, Y.sub.m and Y'.sub.n are herein defined.Type: GrantFiled: February 1, 1994Date of Patent: October 24, 1995Assignee: Abbott LaboratoriesInventors: Daniel W. Norbeck, Hing L. Sham, Dale J. Kempf, Chen Zhao
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Patent number: 5461150Abstract: The present invention provides a method of stabilizing solutions of 3-isothiazolone compound(s) selected from the group consisting of 5-chloro-2-methyl-3-isothiazolone, 2-methyl-3-isothiazolone, and mixtures thereof in water free of nitrate or nitrite by the use of extremely low levels of copper ion, and compositions comprising water solutions of 3-isothiazolone compound(s) selected from the group consisting of 5-chloro-2-methyl-3-isothiazolone, 2-methyl-3-isothiazolone, and mixtures thereof, and extremely low levels copper ion.Type: GrantFiled: December 14, 1994Date of Patent: October 24, 1995Assignee: Rohm and Haas CompanyInventors: Kevin F. Gironda, George H. Redlich
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Patent number: 5457125Abstract: The invention concerns oxime derivatives of the formula I ##STR1## wherein R.sup.4 is hydrogen, (1-4C)alkyl, halogeno-(2-4C)alkyl, hydroxy-(2-4C)alkyl, cyano-(1-4C)alkyl, phenyl or phenyl-(1-4C)alkyl;R.sup.5 is hydrogen, (1-4C)alkyl, halogeno-(2-4C)alkyl, hydroxy-(2-4C)alkyl, cyano-(1-4C)alkyl, phenyl or phenyl-(1-4C)alkyl, or a heteroaryl moiety selected from pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, furyl, thienyl, oxazolyl and thiazolyl;A.sup.4 is (1-4C)alkylene;Ar.sup.1 is phenylene, pyridinediyl or pyrimidinediyl;A.sup.1 is a direct link to X.sup.1, or A.sup.1 is (1-4C)alkylene;X.sup.1 is oxy, thio, sulphinyl or sulphonyl;Ar.sup.2 is phenylene, pyridinediyl, pyrimidinediyl, thiophenediyl, furandiyl or thiazolediyl;R.sup.1 is hydrogen, (1-4C)alkyl, (3-4C)alkenyl or (3-4C)alkynyl; andR.sup.2 and R.sup.3 together form a group of the formula --A.sup.2 --X.sup.2 --A.sup.3 -- wherein each of A.sup.2 and A.sup.3 is independently (1-3C)alkylene and X.sup.Type: GrantFiled: August 19, 1994Date of Patent: October 10, 1995Assignees: Zeneca Limited, Zeneca Pharma S.A.Inventors: Philip N. Edwards, Michael S. Large
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Patent number: 5453507Abstract: The present invention relates to an improved process for selectively preparing 4-isothiazolin-3-one having the following structural formula(I), consisted of preparing 3,3'-dithiodipropionyldichloride by reacting 3,3'-dithiodipropionic acid with thionylchloride, reacting with amine compound to prepare 3,3'-dithiodipropioneamide, and herein adding sulfrylchloride in organic solvent to cyclize, which is useful as antiseptic or anti-infectives for cooling water, metal processing oils, paints, cosmetics, surfactants, sensitizers, etc. ##STR1## wherein, R.sup.1 is methyl or n-octyl group;R.sup.2 is hydrogen or chlorine atom.Type: GrantFiled: February 4, 1994Date of Patent: September 26, 1995Assignee: Sunkyong Industries Co., Ltd.Inventors: Soon Jang Hahn, Jin Man Kim, Young Park
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Patent number: 5434267Abstract: Process for the preparation of compounds of the formula (I) ##STR1## in which R.sup.1, R.sup.2, R.sup.3, X and n have the meaning given in the description, by reacting acetates with carbon monoxide in the presence of a basic auxiliary, followed by alkylation. The products are intermediates for fungicidal acrylates.Type: GrantFiled: March 14, 1994Date of Patent: July 18, 1995Assignee: Bayer AktiengesellschaftInventors: Helmut Kraus, Alexander Klausener, Hans-Joachim Diehr
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Patent number: 5430046Abstract: Composition as a highly useful concentrated biocide, said composition being solid at 20.degree. C., easily meltable and solidifyable, capable of undergoing remelt and resolidification without loss of homogeneity and method.Type: GrantFiled: March 11, 1994Date of Patent: July 4, 1995Assignee: Rohm and Haas CompanyInventor: John R. Mattox
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Patent number: 5420290Abstract: 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: GrantFiled: November 18, 1993Date of Patent: May 30, 1995Assignee: Rohm and Haas CompanyInventors: Horst O. Bayer, Barry C. Lange, Ramesh B. Petigara
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Patent number: 5411977Abstract: The present invention relates to substituted 2, 5-diaryl-4-isothiazolin-3-ones, pharmaceutical preparations containing them, and their use in the treatment of, thrombosis and, especially inflammation.Type: GrantFiled: March 31, 1993Date of Patent: May 2, 1995Assignee: The Dupont Merck Pharmaceutical CompanyInventors: Joseph J. Petraitis, Susan R. Sherk
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Patent number: 5409944Abstract: Disclosed are compounds of Formula I useful in the treatment of cyclooxygenase mediated diseases such as pain, fever and inflammation of a variety of conditions including rheumatic fever, symptoms associated with influenza or other viral infections, common cold, low back and neck pain, dysmenorrhea, headache, toothache, sprains and strains, myositis, neuralgia, synovitis, arthritis, including rheumatoid arthritis degenerative joint diseases (osteoarthritis), gout and ankylosing spondylitis, bursitis, burns, injuries.Type: GrantFiled: March 12, 1993Date of Patent: April 25, 1995Assignee: Merck Frosst Canada, Inc.Inventors: W. Cameron Black, Chun-Sing Li, Daniel Guay, Petpiboon Prasit, Patrick Roy
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Patent number: 5399544Abstract: Isoxazole- and isothiazole-5-carboxamides of the formula ##STR1## where X is oxygen or sulfur, R.sup.1 is hydrogen, substituted or unsubstituted alkyl, cycloalkyl, cycloalkenyl, alkenyl (may be epoxidized at the double bond), alkynyl, alkoxy, a heterocyclic radical or phenyl, R.sup.2 is a derivative carboxylic acid function and R.sup.3 and R.sup.4 have the meanings given in the disclosure, and herbicidal agents containing compounds I.Type: GrantFiled: September 14, 1993Date of Patent: March 21, 1995Assignee: BASF AktiengesellschaftInventors: Volker Maywald, Peter Muenster, Hartmann Koenig, Gerhard Hamprecht, Thomas Kuekenhoehner, Wolfgang Rohr, Helmut Walter, Karl-Otto Westphalen, Matthias Gerber
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Patent number: 5384326Abstract: Girondalones of the formula I useful as microbicides ##STR1## wherein A is a residue of a dialdehyde;R.sub.1 is independently selected from the group consisting of R.sub.2 and (C.sub.1 -C.sub.18)alkyl and;R.sub.2 is ##STR2## wherein (i) X.sub.1 and X.sub.2 can be joined to form a 5 or 6 membered fused carbocyclic ring, said ring being saturated, unsaturated, or aromatic; or(ii) X.sub.1 =Cl, H, methyl, or Br; andX.sub.2 =H, Cl, or Br.Type: GrantFiled: November 12, 1991Date of Patent: January 24, 1995Assignee: Rohm and Haas CompanyInventors: Kevin F. Gironda, Peter Osei-Gyimah, Barry C. Lange
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Patent number: 5376680Abstract: The invention concerns oxime derivatives of the formula I ##STR1## wherein R.sup.4 is hydrogen, (1-4C)alkyl, halogeno-(2-4C)alkyl, hydroxy-(2-4C)alkyl, cyano-(1-4C)alkyl, phenyl or phenyl-(1-4C)alkyl; R.sup.5 is hydrogen, (1-4C)alkyl, halogeno-(2-4C)alkyl, hydroxy-(2-4C)alkyl, cyano-(1-4C)alkyl, phenyl or phenyl-(1-4C)alkyl, or a heteroaryl moiety selected from pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, furyl, thienyl, oxazolyl and thiazolyl;A.sup.4 is (1-4C)alkylene;Ar.sup.1 is phenylene, pyridinediyl or pyrimidinediyl;A.sup.1 is a direct link to X.sup.1 or A.sup.1 is (1-4C)alkylene;X.sup.1 is oxy, thio, sulphinyl or sulphonyl;Ar.sup.2 is phenylene, pyridinediyl, pyrimidinediyl, thiophenediyl, furandiyl or thiazolediyl;R.sup.1 is hydrogen, (1-4C)alkyl, (3-C)alkenyl or (3-4C)alkynyl; andR.sup.2 and R.sup.3 together form a group of the formula --A.sup.2 --X.sup.2 --A.sup.3 -- wherein each of A.sup.2 and A.sup.3 is independently (1-3C)alkylene and X.sup.Type: GrantFiled: May 11, 1993Date of Patent: December 27, 1994Assignees: Zeneca Limited, Zeneca Pharma, S.A.Inventors: Philip N. Edwards, Michael S. Large
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Patent number: 5376657Abstract: Benzimidazolesulfonic acid derivatives of the formula I ##STR1## in which R.sub.1 is an unsaturated 5-membered heterocycle having not more than two hetero atoms N and/or S or is an unsaturated 6-membered heterocycle having not more than two N atoms, it being possible for each of the heterocycles to be substituted, and X is oxygen or sulfur, while R.sub.2, R.sub.3, R.sub.4 and n are as defined herein, are valuable microbicides. They can be used in crop protection in the form of suitable compositions, for example for controlling fungal disease.Type: GrantFiled: May 21, 1993Date of Patent: December 27, 1994Assignee: Ciba-Geigy CorporationInventors: Adolf Hubele, Bernard Hostettler, Marius Sutter, Urs Muller
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Patent number: 5373016Abstract: Biocidal isothiazolinone or isothiazolothione compounds are stabilized with an effective amount of a free-radical scavenger compound. Exemplary of the biocidal isothiazolones are 1,2-benzisothiazolin-3-one, 2-methyl-4-5-trimethylene-4-isothiazolin-3-one, 5-chloro-2-methyl-4-isothiazolin-3-one and 2-methyl-4-isothiazolin-3-one. Effective free-radical scavengers include 3,3-thiodipropionic acid.Type: GrantFiled: May 28, 1993Date of Patent: December 13, 1994Assignee: Zeneca, Inc.Inventors: Scott A. Brown, Terry Young
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Patent number: 5358957Abstract: Compounds of the formula ##STR1## wherein A is a substituted or unsubstituted, aromatic or non-aromatic, monocyclic or bicyclic, heterocyclic radical that is bonded by way of a carbon atom to X; each of R.sub.1 and R.sub.2, independently of the other, is hydrogen or C.sub.1 -C.sub.6 alkyl; X is NR.sub.3, 0 or S; and R.sub.3 is hydrogen or C.sub.1 -C.sub.4 alkyl, in free form or in salt form, can be used as agrochemical active ingredients and can be prepared in a manner known per se.Type: GrantFiled: September 2, 1993Date of Patent: October 25, 1994Assignee: Ciba-Geigy CorporationInventors: Peter Maienfisch, Manfred Boger, Thomas Pitterna
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Patent number: 5336777Abstract: Compounds of the general formula ##STR1## are cyclised to the corresponding isothiazolinone using a carbonyl halide of the formula RCOX where R is halogen or alkyl and X is halogen. R.sup.3 and R.sup.4 are preferably such as to form a 5 or 6 membered ring. Useful carbonyl halides are phosgene and propionyl chloride.Type: GrantFiled: November 5, 1992Date of Patent: August 9, 1994Assignee: Zeneca LimitedInventors: Frank S. Moffatt, David Winstanley
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Patent number: 5334614Abstract: The invention concerns hydroxylamine derivatives of the formula I ##STR1## wherein R.sup.4 is hydrogen, carbamoyl, (1-4C)alkyl, cyclopentyl, cyclohexyl, tetrahydrofuran-3-yl, tetrahydropyran-4-yl, piperidin-4-yl, N-(1-4C)alkylpiperidin-4-yl, (2-5C)alkanoyl, (1-4C)alkylsulphonyl, N-(1-4C)alkylcarbamoyl, N,N-di-(1-4C)alkylcarbamoyl, phenyl, phenyl-(1-4C)alkyl, di-phenyl-(1-4C)alkyl, benzoyl, phenylsulphonyl or a heteroarylmethyl group;R.sup.5 is hydrogen, (1-4C)alkyl, (3-4C)alkenyl, (3-4C)alkynyl, cyano-(1-4C)alkyl, phenyl or phenyl-(1-4C)alkyl;A.sup.4 is (1-4C)alkylene;Ar.sup.1 is phenylene, pyridinediyl or pyrimidinediyl;A.sup.1 is a direct link to X.sup.1, or A.sup.1 is (1-4C)alkylene;X.sup.1 is oxy, thio, sulphinyl or sulphonyl;Ar.sup.2 is phenylene, pyridinediyl, pyrimidinediyl, thiophenediyl, furandiyl or thiazolediyl;R.sup.1 is hydrogen, (1-4C)alkyl, (3-4C)alkenyl or (3-4C)alkynyl; andR.sup.2 and R.sup.3 together form a group of the formula -A.sup.2 -X.sup.2 -A.sup.3 -wherein each of A.sup.2 and A.sup.Type: GrantFiled: May 11, 1993Date of Patent: August 2, 1994Assignees: Zeneca Ltd., Zeneca Pharma SAInventors: Philip N. Edwards, Michael S. Large
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Patent number: 5332757Abstract: The invention concerns oxime derivatives of the formula I ##STR1## wherein R.sup.4 includes hydrogen, carboxy, carbamoyl, amino, cyano, trifluoromethyl, (1-4C)alkylamino, di-(1-4C)alkylamino and (1-4C)alkyl;R.sup.5 includes hydrogen, (1-4C)alkyl, (3-4C)alkenyl, (3-4C)alkynyl, (2-5C)alkanoyl, halogeno-(2-4C)alkyl and hydroxy-(2-4C)alkyl;Ar.sup.1 is phenylene or a heteroaryl diradical;A.sup.1 is a direct link to X.sup.1, or A.sup.1 is (1-4C)alkylene;X.sup.1 is oxy, thio, sulphinyl or sulphonyl;Ar.sup.2 is phenylene or a heteroaryl diradical;R.sup.1 is (1-4C)alkyl, (3-4C)alkenyl or (3-4C)alkynyl; andR.sup.2 and R.sup.3 together form a group of the formula -A.sup.2 -X.sup.2 -A.sup.3 - which together with the carbon atom to which A.sup.2 and A.sup.3 are attached define a ring having 5 or 6 ring atoms, wherein each of A.sup.2 and A.sup.3 is (1-3C)alkylene and X.sup.Type: GrantFiled: February 8, 1993Date of Patent: July 26, 1994Assignees: Zeneca Limited, Zeneca PHARMA S AInventors: Thomas G. C. Bird, Patrick Ple