Chalcogen Bonded Directly To The Chalcogen Patents (Class 548/166)
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Patent number: 5059613Abstract: This invention is directed to compounds of the formula ##STR1## and pharmaceutically acceptable salts thereof wherein R.sub.6 is hydrogen or lower alkyl;each R.sub.1 is hydrogen, lower alkyl, halogen, nitro, trihaloalkyl, lower alkoxy, formyl, lower alkanoyl, loweralkylamino or diloweralkylamino ##STR2## X is O, S or NR.sub.5 ; R.sub.2 is OR.sub.7 or NR.sub.7 R.sub.8 ;each R.sub.3 and R.sub.4 are independently hydrogen or lower alkyl;R.sub.5 R.sub.7 and R.sub.8 are independently hydrogen or lower alkyl;n is 0-3 andm is 0-6.These compounds are useful for treating glaucoma or assessing corneal function in mammals.Type: GrantFiled: March 19, 1990Date of Patent: October 22, 1991Assignee: Research Corporation Technologies, Inc.Inventor: William M. Pierce, Jr.
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Patent number: 5055582Abstract: This invention relates to a process for preparing useful thromboxane A.sub.2 inhibiting (.+-.)7-[3.alpha.-[1-[[(phenylamino)thioxomethyl]hydrazono]ethyl]-1.alpha. ,4.alpha.-bicyclo[2.2.1]hept-2.beta.-yl]-heptenoic acids and useful derivatives thereof from (.+-.)octahydro-1.alpha.-methyl-3a.alpha.,7a.alpha.-4.alpha.,7.alpha.-meth ano-2H-inden-2-ones.Type: GrantFiled: December 13, 1988Date of Patent: October 8, 1991Assignee: National Research Development CorporationInventors: Robert B. Garland, Masateru Miyano
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Patent number: 5037840Abstract: Compounds having the formula: ##STR1## are leukotriene antagonists and inhibitors of leukotriene biosynthesis. These compounds are useful an anti-asthmatic, antiallergic, anti-inflammatory, and cytoprotective agents.Type: GrantFiled: March 5, 1990Date of Patent: August 6, 1991Assignee: Merck Frosst Canada, Inc.Inventors: Robert N. Young, Robert Zamboni
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Patent number: 5034050Abstract: Derivatives of 4-((aryloxy)phenoxy)alkenols, their preparation and use as active herbicides for the postemergent control of grassy weeds and especially the control of said weeds in the presence of corn plants are disclosed.Type: GrantFiled: June 16, 1989Date of Patent: July 23, 1991Assignee: DowElancoInventors: James A. Turner, Paul S. Zorner, Wendy S. Jacks
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Patent number: 5006534Abstract: Substituted benzyl ethers, benzyl thioethers, and benzylamines of the formula ##STR1## in which R.sup.1 and R.sup.2 are identical or different and represent hydrogen, alkyl, alkenyl, cycloalkyl, alkoxy, alkylthio, halogenoalkyl, sulphonylalkyl, halogenoalkoxy, halogenoalkylthio, aralkoxy, aralkylthio, halogen, nitro, cyano or hydroxyl, or represent a group of the formula ##STR2## wherein R.sup.4 and R.sup.5 are identical or different and represent hydrogen, alkyl, alkenyl, cycloalkyl, aralkyl, aryl or acyl,R.sup.3 represents a group of the formula ##STR3## in which R.sup.6 represents hydrogen, alkyl or acyl,R.sup.7 represents hydrogen or alkyl andn represents a number from 3 to 10,B represents --CH.sub.2 --X-- or --X--CH.sub.2 --,wherein X represents O, S or NR.sup.7,and wherein R.sup.7 has the abovementioned meaning and the group ##STR4## represents a benzo-fused heterocyclic system, A in the heterocyclic radical being 3-, 4- or 5-membered and containing nitrogen, oxygen and/or sulphur as hetero-atoms.Type: GrantFiled: January 30, 1989Date of Patent: April 9, 1991Assignee: Bayer AktiengesellschaftInventors: Klaus-Helmut Mohrs, Romanis Fruchtmann, Christian Kohlsdorfer
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Patent number: 4975448Abstract: A topical composition for eye treatment of glaucoma, comprising a small but pharmaceutically effective amount of an analog of benzothiazole-2-sulfonamide. The most preferred compound is 6-amino-2-benzothiazolesulfonamide. The invention also relates to a method of topically treating glaucoma with eye drops to reduce intraocular pressure. Finally, disclosed is a method of synthesis of the preferred and highly effective benzothiazole-2-sulfonamide analogs, particularly the 6-amino-2-benzothiazolesulfonamide compound.Type: GrantFiled: April 4, 1985Date of Patent: December 4, 1990Assignee: University of Iowa Research FoundationInventors: Ronald D. Schoenwald, Charles F. Barfknecht
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Patent number: 4975447Abstract: A topical composition for eye treatment of glaucoma, comprising a small but pharmaceutically effective amount of an analog of benzothiazole-2-sulfonamide. The most preferred compound is 6-hydroxyethoxy-2-benzothiazolesulfonamide. The invention also relates to a method of topically treating glaucoma with eye drops to reduce intraocular pressure. Finally, disclosed is a method of synthesis of the preferred and highly effective benzothiazole-2-sulfonamide analogs, particularly the 6-hydroxyethoxy-2-benzothiazolesulfonamide compound.Type: GrantFiled: April 4, 1985Date of Patent: December 4, 1990Assignee: University of Iowa Research FoundationInventors: Ronald D. Schoenwald, Charles F. Barfknecht
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Patent number: 4958043Abstract: A composition useful for incorporation into polymer compositions employed for food packaging or the like comprising a bis- or tris-methine compound having the structural formula ##STR1## wherein A is selected from the radicals ##STR2## wherein R' and R" are each selected from chlorine, bromine, fluorine, alkyl, alkoxy, aryl, aryloxy and arylthio;each n is independently 0, 1, 2;R.sub.1 is selected from a large variety of radicals such as cycloalkyl, phenyl, and straight or branched alkyl which may be substituted;R.sub.2 is alkylene or the like;R.sub.3, R.sub.4, and R.sub.5 are each selected from hydrogen and alkyl; andP and Q and P.sup.1 and Q.sup.1 are selected from cyano, carbalkoxy, carbaryloxy, carbaralkyloxy, or the like.The invention compositions are especially useful in combination with molding or fiber-grade condensation polymer; most preferably such polymer having copolymerized therein a total of from 1.Type: GrantFiled: April 18, 1988Date of Patent: September 18, 1990Assignee: Eastman Kodak CompanyInventors: Max A. Weaver, Wayne P. Pruett, Samuel D. Hilbert
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Patent number: 4866068Abstract: Novel HMG-CoA reductase inhibitors of formulae (I) and (II) are disclosed: ##STR1##Type: GrantFiled: February 1, 1988Date of Patent: September 12, 1989Assignee: Merck & Co., Inc.Inventor: Clarence S. Rooney
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Patent number: 4790868Abstract: This invention relates to herbicidally active substituted benzoxazolone (or benzthiazolone) compounds and to the use of such compounds to control the growth of noxious plants, i.e., weeds.Type: GrantFiled: January 7, 1987Date of Patent: December 13, 1988Assignee: PPG Industries, Inc.Inventor: Donald R. Nielsen
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Patent number: 4762931Abstract: An improved work-up of aqueous mother liquors which originate from the oxidative preparation of benzothiazolylsulphenamides and which contain unreacted amine or a low-boiling alcohol employed as solubilizer, or both, the work-up being carried out in such a fashion that the mother liquor is saturated by additives until two phases form, the phases are separated from one another, the aqueous phase is extracted with further alcohol or amine, amine, alcohol and the extracted components are isolated from the combined organic phases, and amine or alcohol dissolved in the aqueous phase is removed therefrom by distillation.Type: GrantFiled: November 24, 1986Date of Patent: August 9, 1988Assignee: Bayer AktiengesellschaftInventors: Gabriel Denecker, Domien Sluyts, Jean-Marie Biot, Tony van Osselaer, Jan de Roos, Pol Bamelis
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Patent number: 4747865Abstract: Novel substituted phenoxyalkanecarboxylic acid esters of the formula ##STR1## in which R.sup.1 and R.sup.2, independently of one another, are a hydrogen atom, a halogen atom, a lower alkyl group or a nitro group, orR.sup.1 and R.sup.2, together with the benzene ring to which they are bonded, are a naphthalene ring,R.sup.3 and R.sup.4, independently of one another, are a hydrogen atom or a methyl group,n is 1 or 2,m is 0 or 1,X is an oxygen atom, a sulfur atom, a sulfonyl group or a group of the formula ##STR2## in which R.sup.6 is a lower alkyl group, R.sup.5 is a hydrogen atom or a halogen atom, andY is an oxygen atom or a sulfur atom, and the use of the new compounds as herbicides.Type: GrantFiled: November 25, 1986Date of Patent: May 31, 1988Assignee: Nihon Tokushu Noyaku Seizo K.K.Inventors: Kozo Shiokawa, Koichi Moriya, Toshio Goto, Atsumi Kamochi, Seishi Ito, Mitsugu Horita
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Patent number: 4732984Abstract: There are disclosed compounds of the formula ##STR1## wherein R.sup.1 and R.sup.2 are each, independently, hydrogen, lower alkyl, aryl or halo, or R.sup.1 and R.sup.2 taken together represent --CH.sub.2 --, --CH.sub.2 CH.sub.2 --, --O--, --NH--, ##STR2## where the dotted lines represent optional double bonds; R.sup.3, R.sup.4, R.sup.5 and R.sup.6 are each, independently, hydrogen, lower alkyl, aryl or halo;R.sup.7 is 2-pyridinyl, 2-pyrimidinyl, 2-pyrazinyl, 3-pyridazinyl or phenyl or any of the foregoing R.sup.7 moieties substituted by lower alkyl, trifluoromethyl, cyano, nitro or halo, with the proviso that when R.sup.1 and R.sup.2 taken together represent ##STR3## then R.sup.7 is other than 2-pyridinyl, 2-pyrimidinyl or substituted pyrimidin-2-yl;Z is --(CH.sub.2).sub.Type: GrantFiled: August 5, 1986Date of Patent: March 22, 1988Assignee: American Home Products CorporationInventors: Magid A. Abou-Gharbia, Guy A. Schiehser, Scott J. Childress
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Patent number: 4731108Abstract: Derivatives of 4-((aryloxy)phenoxy)alkenols, their preparation and use as active herbicides for the postemergent control of grassy weeds and especially the control of said weeds in the presence of corn plants are disclosed.Type: GrantFiled: March 7, 1986Date of Patent: March 15, 1988Assignee: The Dow Chemical CompanyInventors: James A. Turner, Wendy S. Jacks, Paul S. Zorner
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Patent number: 4684394Abstract: Novel aryloxyphenoxyalkanoates, alkenoates, R-enantiomers and derivatives thereof possess herbicidal activity selectively in the presence of broadleaf crops with preemergent or postemergent applications.Type: GrantFiled: October 29, 1985Date of Patent: August 4, 1987Assignee: The Dow Chemical CompanyInventors: Richard B. Rogers, Cleve A. I. Goring
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Patent number: 4678789Abstract: Compounds of the general formula: ##STR1## wherein Ar is naphthyl, biphenylyl, phenyl or substituted phenyl; n is 0, 1 or 2; and Het is a heterocyclic group which may optionally be substituted or fused to a phenyl, substituted phenyl or further heterocyclic ring; and their pharmaceutically acceptable salts are antifungal agents useful in combatting fungal infections in animals, including humans.Type: GrantFiled: March 28, 1983Date of Patent: July 7, 1987Assignee: Pfizer Inc.Inventors: Kenneth Richardson, Peter J. Whittle
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Patent number: 4666503Abstract: Novel substituted phenoxyalkanecarboxylic acid esters of the formula ##STR1## in which R.sup.1 and R.sup.2, independently of one another, are a hydrogen atom, a halogen atom, a lower alkyl group or a nitro group, orR.sup.1 and R.sup.2, together with the benzene ring to which they are bonded, are a naphthalene ring,R.sup.3 and R.sup.4, independently of one another, are a hydrogen atom or a methyl group,n is 1 or 2,m is 0 or 1,X is an oxygen atom, a sulfur atom, a sulfonyl group or a group of the formula ##STR2## in which R.sup.6 is a lower alkyl group,R.sup.5 is a hydrogen atom or a halogen atom, andY is an oxygen atom or a sulfur atom,and the use of the new compounds as herbicides.Type: GrantFiled: October 17, 1984Date of Patent: May 19, 1987Assignee: Nihon Tokushu Noyaku Seizo K.K.Inventors: Kozo Shiokawa, Koichi Moriya, Toshio Goto, Atsumi Kamochi, Seishi Ito, Mitsugu Horita
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Patent number: 4632927Abstract: A class of bicyclic nitrogen heterocyclic ether and thioether compounds exhibiting pharmacological activity including cytoprotective, H.sub.2 -antagonist, anti-secretory and anti-ulcerogenic activity, pharmaceutical compositions comprising these compounds, and methods for the treatment of gastrointestinal hyperacidity and ulcerogenic disorders in mammals using said compositions are disclosed.Type: GrantFiled: March 20, 1984Date of Patent: December 30, 1986Assignee: William H. Rorer, Inc.Inventors: Henry F. Campbell, Donald E. Kuhla, William L. Studt, Stuart A. Dodson
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Patent number: 4520199Abstract: 3-Alkoxy-4-substituted phenoxy alkanoic acid esters, derivatives thereof, and the use thereof for the control of weeds.Type: GrantFiled: August 13, 1982Date of Patent: May 28, 1985Assignee: Zoecon CorporationInventors: Gustave K. Kohn, Joe T. Bamberg
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Patent number: 4508906Abstract: 3-Amino-4-substituted phenoxy alkanoic (alkenoic) acid esters, derivatives thereof, and the use thereof for the control of weeds.Type: GrantFiled: February 21, 1984Date of Patent: April 2, 1985Assignee: Zoecon CorporationInventors: Joe T. Bamberg, Gustave K. Kohn
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Patent number: 4505923Abstract: Novel ethers of hydroxy-2-benzothiazolesulfonamide are useful for the topical treatment of elevated intraocular pressure. Ophthalmic compositions include drops and inserts.Type: GrantFiled: October 31, 1983Date of Patent: March 19, 1985Assignee: Merck & Co., Inc.Inventors: Jacob M. Hoffman, Jr., Otto W. Woltersdorf, Jr.
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Patent number: 4500538Abstract: Novel carbonates of 6(or 5)-hydroxy-2-benzothiazolesulfonamide are useful for the topical treatment of elevated intraocular pressure. Ophthalmic compositions include drops and inserts.Type: GrantFiled: March 14, 1983Date of Patent: February 19, 1985Assignee: Merck & Co., Inc.Inventor: Otto W. Woltersdorf
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Patent number: 4483992Abstract: 3-Alkylthio (arylthio)-4-substituted phenoxy alkanoic acid esters, derivatives thereof, and the use thereof for the control of weeds.Type: GrantFiled: August 10, 1982Date of Patent: November 20, 1984Assignee: Zoecon CorporationInventors: Gustave K. Kohn, Joe T. Bamberg
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Patent number: 4477672Abstract: 3-Alkylsulfonyloxy-4-substituted phenoxy alkanoic acid esters and the use thereof as intermediates for and as herbicides.Type: GrantFiled: August 6, 1982Date of Patent: October 16, 1984Assignee: Zoecon CorporationInventors: Gustave K. Kohn, Joe T. Bamberg
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Patent number: 4472417Abstract: Novel carbamates of 6(or 5)-hydroxy-2- benzothiazolesulfonamide are useful for the topical treatment of elevated intraocular pressure. Ophthalmic compositions include drops and inserts.Type: GrantFiled: April 22, 1983Date of Patent: September 18, 1984Assignee: Merck & Co., Inc.Inventor: Otto W. Woltersdorf, Jr.
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Patent number: 4472418Abstract: Novel sulfamates of 6(or 5)-hydroxy-2-benzothiazolesulfonamide are useful for the topical treatment of elevated intraocular pressure. Ophthalmic compositions include drops and inserts.Type: GrantFiled: April 22, 1983Date of Patent: September 18, 1984Assignee: Merck & Co., Inc.Inventor: Otto W. Woltersdorf, Jr.
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Patent number: 4470991Abstract: Novel sulfonates of 6(or 5)-hydroxy-2-benzothiazolesulfonamide are useful for the topical treatment of elevated intraocular pressure. Ophthalmic compositions include drops and inserts.Type: GrantFiled: April 22, 1983Date of Patent: September 11, 1984Assignee: Merck & Co., Inc.Inventor: Otto W. Woltersdorf, Jr.
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Patent number: 4469872Abstract: Substituted phenoxyhydroxyketones, intermediates therefor, synthesis thereof, and the use of said compounds for the control of weeds.Type: GrantFiled: August 20, 1982Date of Patent: September 4, 1984Assignee: Zoecon CorporationInventors: Richard J. Anderson, Shy-Fuh Lee
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Patent number: 4467092Abstract: N-alkyl (aryl) carbamates and thiocarbamates of 3-hydroxy-4-substituted phenoxy alkanoic acid esters which are useful for the control of weeds.Type: GrantFiled: August 20, 1982Date of Patent: August 21, 1984Assignee: Zoecon CorporationInventors: Gustave K. Kohn, Joe T. Bamberg
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Patent number: 4426388Abstract: Novel carboxylic acid esters of 5-hydroxy-2-benzothiazolesulfonamide are shown to be useful for the topical treatment of elevated intraocular pressure. Ophthalmic compositions including drops and inserts are also disclosed, as well as methods for preparing the novel compounds.Type: GrantFiled: April 2, 1982Date of Patent: January 17, 1984Assignee: Merck & Co., Inc.Inventor: Otto W. Woltersdorf, Jr.
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Patent number: 4416890Abstract: Novel carboxylic acid esters of 6-hydroxy-2-benzothiazolesulfonamide are shown to be useful for the topical treatment of elevated intraocular pressure. Ophthalmic compositions including drops and inserts are also disclosed, as well as methods for preparing the novel compounds.Type: GrantFiled: May 21, 1982Date of Patent: November 22, 1983Assignee: Merck & Co., Inc.Inventor: Otto W. Woltersdorf, Jr.
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Patent number: 4410704Abstract: N-substituted benzothiazole-2-sulfonamide compounds represented by the general formula: ##STR1## wherein R is selected from the group consisting of benzothiazolyl or substituted benzothiazolyl represented by the general formula: ##STR2## wherein X is selected from the group consisting of halogen, lower alkyl, lower alkoxy, acetamido or nitro;R' is selected from the group consisting of hydrogen, alkyl, cycloalkyl, benzyl, phenyl, naphthyl, R"--S--, or substituted aryl represented by the general formula: ##STR3## wherein Y is selected from the group consisting of halogen, lower alkyl, or nitro, or mixtures thereof; andR" being selected from the group consisting of alkyl, cycloalkyl, benzyl, phenyl, naphthyl, trichloromethyl or substituted aryl represented by the general formula: ##STR4## wherein Z is selected from the group consisting of halogen, lower alkyl, nitro or carboxy.Methods of making and using the inventive compounds, including their use as scorch retardants.Type: GrantFiled: April 15, 1981Date of Patent: October 18, 1983Assignee: Sanshin Kagaku Kogyo Co., Ltd.Inventors: Yutaka Kawaoka, Hideo Oda, Masataka Yasumoto, Kazuya Hirota, Yuji Ishinaga, Masakazu Morita
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Patent number: 4371698Abstract: Process for the purification of mercaptobenzothiazole in which the crude product resulting from the reaction of aniline, sulfur and carbon disulfide according to the known process is treated with aniline.Type: GrantFiled: February 14, 1980Date of Patent: February 1, 1983Assignee: P C U K Produits Chimiques Ugine KuhlmannInventors: Michel J. C. Alicot, Adrien P. N. Tignol
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Patent number: 4351945Abstract: Azole and azoline disulfides useful as corrosion inhibitors and antiwear agents are prepared by the halogen-induced coupling of a thiol reactant e.g., hydrocarbyl mercaptans, with a metal azole thiolate, e.g. the potassium salt of 3,5-bis-mercapto 1,2,4-thiadiazole or 2,5-bis-mercapto 1,3,4 thiadiazole in a 2-phase reaction medium comprising a mixture of a hydrocarbon and water.Type: GrantFiled: February 5, 1979Date of Patent: September 28, 1982Assignee: Exxon Research & Engineering Co.Inventors: Stanley J. Brois, Antonio Gutierrez
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Patent number: 4350818Abstract: There is disclosed a novel class of vulcanization accelerators, specifically compounds such as 2-(isopropylsulfinyl)-benzothiazole.Type: GrantFiled: January 14, 1981Date of Patent: September 21, 1982Assignee: The Goodyear Tire & Rubber CompanyInventors: Roger J. Hopper, Budd H. Sturm, Joseph F. Geiser
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Patent number: 4324793Abstract: 4-Nitro-2-trichloromethylphenyl disulfides, their manufacture, agents containing these compounds as active ingredients for use on microorganisms, and the use of these compounds for protecting substrates against microorganisms.Type: GrantFiled: February 23, 1979Date of Patent: April 13, 1982Assignee: BASF AktiengesellschaftInventors: Helmut Hagen, Wolfgang Reuther, Ernst-Heinrich Pommer
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Patent number: 4287349Abstract: Beta-alkyl (or aryl) beta-hydroxyethyl heterocyclic sulfoxides are prepared by reacting an olefin and 2-mercaptobenzothiazole with oxygen in the presence of a dye sensitizer using visible light as an energy source at a temperature from -10.degree. to 70.degree. C.Type: GrantFiled: April 23, 1979Date of Patent: September 1, 1981Assignee: Standard Oil Company (Indiana)Inventor: Ellis K. Fields
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Patent number: 4286096Abstract: Azole and azoline disulfides useful as corrosion inhibitors and antiwear agents are prepared by the halogen-induced coupling of a thiol reactant e.g., hydrocarbyl mercaptans, with a metal azole thiolate, e.g. the potassium salt of 3,5-bis-mercapto 1,2,4-thiadiazole or 2,5-bis-mercapto 1,3,4-thiadiazole in a 2-phase reaction medium comprising a mixture of a hydrocarbon and water.Type: GrantFiled: December 18, 1978Date of Patent: August 25, 1981Assignee: Exxon Research & Engineering Co.Inventors: Stanley J. Brois, Antonio Gutierrez
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Patent number: 4258193Abstract: A disulfide derivative, having S--S exchange reactivity, of the formulaR.sub.1 --S--S--R.sub.2 --CO--R.sub.3).sub.n R.sub.4 [I]wherein R.sub.1 is 2-benzothiazolyl or 2-pyridyl-N-oxide, R.sub.2 is alkylene having optionally free or protected functional groups, R.sub.3 is the carboxyl residue of an amino acid or lower polypeptide, R.sub.4 is carboxyl or a reactive derivative thereof or protected carboxyl or imidate, and n is 0 or 1.Type: GrantFiled: July 13, 1979Date of Patent: March 24, 1981Assignee: Toyo Jozo Kabushiki KaishaInventors: Tadashiro Fujii, Nobuaki Nakagawa, Kikuo Kotani
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Patent number: 4238405Abstract: Novel biocidal compounds have the general structural formula ##STR1## wherein n is 0, 1, or 2 and R is alkyl, alkylcarbalkoxy, cyclohexyl, halophenyl, benzyl, N,N-di-lower alkyl carbamoyl, hexamethyleneimino carbonyl, pyrimidyl, lower alkyl substituted pyrimidyl, benzimidazole, lower alkyl substituted imidazole, benzothiazole and O,O-di-lower alkyl thiophosphoryl; with the proviso that when n is 0, R is other than alkyl or cyclohexyl.Type: GrantFiled: September 19, 1977Date of Patent: December 9, 1980Assignee: Stauffer Chemical CompanyInventor: Raymond A. Felix
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Patent number: 4237267Abstract: A disulfide compound of a carrier, having S--S exchange reactivity, of the formulaR--S--S--X.sub.1 --X.sub.2 --A [I]wherein R is 2-benzothiazolyl, X.sub.1 is a spacer group directly bound to the --S--S-- and comprises a plurality of carbon atoms in a straight or branched chain, X.sub.2 is an imide or amide bonding group, and A is an insoluble carrier selected from the group consisting of beads gel agarose residue, gamma-aminopropylated nylon beads residue and a residual group of partially reduced polyacrylonitrile porous granules or fibers.Type: GrantFiled: April 30, 1979Date of Patent: December 2, 1980Assignee: Toyo Jozo Kabushiki KaishaInventors: Tsuneo Okuyama, Tadashiro Fujii, Nobuaki Nakagawa, Kikuo Kotani