Chalcogen Attached Indirectly To The Polycyclo Ring System By Nonionic Bonding Patents (Class 548/260)
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Patent number: 4845227Abstract: This invention provides azole derivatives, their pharmaceutical formulations, and their use in methods of inhibiting aromatase and treating or preventing estrogen-dependent diseases in mammals.Type: GrantFiled: August 15, 1988Date of Patent: July 4, 1989Assignee: Eli Lilly and CompanyInventors: Kenneth S. Hirsch, Charles D. Jones
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Patent number: 4845180Abstract: An ultraviolet absorbing composition comprising a polymer of at least one diisocyantate, at least one polyol and at least one hydroxyl functional, polymerizable ultraviolet absorbing monomer. Included among the preferred ultraviolet absorbing monomers are compounds which have the following structure: ##STR1## and mixtures thereof, wherein X is selected from the group consisting of H, alkoxy radicals and halogen; R.sub.1 is selected from the group consisting of H and alkyl radicals, provided that at least one of X and R.sub.1 is other than H; and R.sub.2 is an organic radical including a functional hydroxyl group.Type: GrantFiled: March 21, 1988Date of Patent: July 4, 1989Assignee: Allergan, Inc.Inventor: Janis C. Henry
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Patent number: 4835284Abstract: This invention relates to a method for preparing 2-phenylbenzotriazoles having the formula I, ##STR1##Type: GrantFiled: January 27, 1988Date of Patent: May 30, 1989Assignee: Chemipro Kasei Kaisha, Ltd.Inventor: Shuichi Seino
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Patent number: 4818273Abstract: Novel substituted triazolo[1,5-a]pyrimidine-2-sulfonamides, e.g., 5,7-dimethyl-N-(2,6-dichlorophenyl)-1,2,4-triazolo[1,5-a]pyrimidine-2-sulf onamide and their agriculturally acceptable salts are prepared. These compounds and compositions containing them are useful for the control of unwanted vegetation. Novel substituted triazolo[1,5-a]pyrimidine-2-sulfonyl chlorides and substituted anilines and their use as intermediates are also described.Type: GrantFiled: December 10, 1986Date of Patent: April 4, 1989Assignee: The Dow Chemical CompanyInventors: William A. Kleschick, Robert J. Ehr, Mark J. Costales, Ben C. Gerwick, III, Richard W. Meikle, deceased, William T. Monte, Pearson, Norman R.
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Patent number: 4812575Abstract: The compound 2(2-hydroxy-5-isopropenylphenyl)2H-benzotriazole (2H5P) is produced by azo coupling of o-nitrophenyl diazonium chloride with p-hydroxyacetophenone, subjecting the resulting isolated azo compound to reductive cyclization with zinc in the presence of sodium hydroxide at a temperature of about 50.degree.-70.degree. C., acidifying the resulting mixture so as to produce (2(2-hydroxy-5-acetylphenyl)2H-benzotriazole (2H5A), acetylating the isolated 2(2-hydroxy-5-acetylphenyl)2H-benzotriazole (2H5A), so as to produce 2(2-acetoxy-5-acetylphenyl)2H-benzotriazole (2A5A), methylating the isolated 2(2-acetoxy-5-acetylphenyl(2H-benzotriazole (2A5A) with a methyl Grignard reagent and dehydrating the isolated reaction product with potassium hydrogen sulfate so as to produce 2(2-hydroxy-5-isopropenylphenyl)2H-benzotriazole (2H5P). The compound is used as a polymerizable ultra violet light stabilizer.Type: GrantFiled: September 29, 1983Date of Patent: March 14, 1989Assignee: The United States of America as represented by the United States Department of EnergyInventors: Otto Vogl, Zohar Nir
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Patent number: 4803254Abstract: Vinylsilylalkoxy arylbenzotriazol monomers such as 2-[3'-t-butyl-5'-(3-"-dimethylvinylsilylpropoxy)-2'-hydroxy-phenyl]-5-meth oxybenzotriazole are disclosed. These monomers can be incorporated in optically clear silicone polymers to form intraocular lenses, contact lenses, and the like, which have UV absorbing properties.Type: GrantFiled: March 11, 1987Date of Patent: February 7, 1989Assignee: Iolab CorporationInventors: Gary B. Dunks, Akira Yamada, Namassivaya Doddi, Charles D. Beard
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Patent number: 4791206Abstract: New reaction products, useful as additives for functional fluids, are obtained by reacting, at elevated temperature,(A) a triazole having the formula IA or IB: ##STR1## wherein R.sub.7 is hydrogen or a C.sub.1 -C.sub.20 alkyl residue;R.sub.8 and R.sub.9 are the same or different and each is C.sub.1 -C.sub.20 alkyl, C.sub.3 -C.sub.20 alkenyl, C.sub.5 -C.sub.12 cycloalkyl, C.sub.7 -C.sub.13 aralkyl, C.sub.6 -C.sub.10 aryl or R.sub.8 and R.sub.9, together with the nitrogen atom to which they are attached, form a 5-, 6- or 7-membered heterocyclic residue or R.sub.8 and R.sub.9 is each a residue of formula:R.sub.12 X[(alkylene)O].sub.n (alkylene)-- IIwherein X is O, S or N(R.sub.12), R.sub.12 is hydrogen or C.sub.1 -C.sub.20 alkyl, "alkylene" is a C.sub.1 -C.sub.12 alkylene residue and n is 0 or an integer from 1 to 6;R.sub.10 is hydrogen, C.sub.1 -C.sub.20 alkyl or C.sub.6 -C.sub.10 aryl or C.sub.7 -C.sub.18 alkyl phenyl; and R.sub.11 is hydrogen, C.sub.1 -C.sub.20 alkyl or a residue --CH.sub.2 NR.sub.8 R.sub.Type: GrantFiled: May 9, 1986Date of Patent: December 13, 1988Assignee: Ciba-Geigy CorporationInventors: Robert M. O'Neil, Ulrich Kristen, Ulrich Haring
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Patent number: 4791211Abstract: An improved process for the production of 2-stilbylnaphthotriazole optical bleaches which involves diazotizing aminostilbene 2-sulfonic acids, coupling the thus formed diazonium salt with naphthylamino-sulfonic acid to form the stilbylnaphthyl monoazo salt by adding the naphthylamino-sulfonic acid to the diazonium salt from the diazotization, neutralized to a pH in the range of 6-8, in the presence of 2-butoxyethanol, oxidizing said monoazo salt to form the 2-stilbylnaphthotriazole compounds with air in an aqueous alkaline medium containing butoxyethanol and isolating and recovering said 2-stilbylnaphotriazole optical bleaches as their sodium salts.Type: GrantFiled: January 20, 1987Date of Patent: December 13, 1988Assignee: Ciba-Geigy CorporationInventors: Richard B. Lund, Larry W. Bass
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Patent number: 4788292Abstract: Compounds of the formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4, independently of one another, represent hydrogen, hydroxy or halogen or are alkyl, alkoxy, alkanoyloxy, or alkanoylamino groups which are unsubstituted or substituted by alkoxy, hydroxyl, halogen, aryl, cycloalkyl, azacycloalkyl, cyano or by polyalkyleneoxy, or two or more of adjacent R.sub.1 -R.sub.4 together form one or more fused rings of 5-8 members each; R is alkylene of up to 16 carbon atoms which is unsubstituted or substituted by hydroxy, lower alkoxy, or halo and which may be interrupted by oxygen, sulfur, carboxamido, sulfonamido, aminosulfonyl, aminocarbonyl, carbonyloxy, sulfinyl, or sulfonyl; and R.sub.f is perfluoroalkyl or perfluoroalkoxyalkyl of 4 to 16 carbon atoms; or mixtures thereof. Such compounds are useful as oil soluble corrosion inhibitors.Type: GrantFiled: July 31, 1986Date of Patent: November 29, 1988Assignee: Ciba-Geigy CorporationInventors: Kirtland P. Clark, Athanasios Karydas
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Patent number: 4785063Abstract: Compounds of the formula I ##STR1## wherein R.sup.1 is hydrogen, chlorine, lower alkyl or lower alkoxy, R.sup.2 is hydrogen or alkyl, R.sup.3 is lower alkenoyl, X and Y are independently --O-- or --NH--, m is 0, 1 or 2 and n is 0 or 1, are suitable as copolymerizable UV stabilizers for polymers obtainable from ethylenically unsaturated monomers. The compounds of the formula I are readily obtainable, and are particularly valuable as UV absorbers by virtue of their good solubility in copolymerizable monomers.Type: GrantFiled: July 18, 1986Date of Patent: November 15, 1988Assignee: Ciba-Geigy CorporationInventors: Mario Slongo, Jean Rody
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Patent number: 4780541Abstract: This invention relates to a method for preparing a 2-phenylbenzotriazole of formula I, ##STR1## (wherein R.sub.1 represents hydrogen or chlorine atom, a lower alkyl group having a carbon number of 1 to 4, a lower alkoxyl group having a carbon number of 1 to 4, carboxyl group, or sulfonic acid group; R.sub.2 represents hydrogen or chlorine atom, a lower alkyl group having a carbon number of 1 to 4, or a lower alkoxyl group having a carbon number of 1 to 4; R.sub.3 represents hydrogen or chlorine atom, an alkyl group having a carbon number of 1 to 12, a lower alkoxyl group having a carbon number of 1 to 4, phenyl group, a phenyl group substituted with an alkyl group having a carbon number of 1 to 8, phenoxy group, or a phenylalkyl group, the alkyl part of which has a carbon number of 1 to 4; R.sub.4 represents hydrogen or chlorine atom, hydroxyl group, or a lower alkoxyl group having a carbon number of 1 to 4; and R.sub.Type: GrantFiled: September 11, 1986Date of Patent: October 25, 1988Assignee: Chemipro Kasei Kaisha, Ltd.Inventor: Shuichi Seino
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Patent number: 4769383Abstract: A compound of formula (I): ##STR1## or a pharmaceutically acceptable salt thereof, wherein R.sub.1 is a hydrogen atom or a C.sub.1-6 alkyl group, R.sub.2, R.sub.3 and R.sub.4 are the same or different and are selected from hydrogen, hydroxyl, halogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy and C.sub.1-4 alkanoyl; G is a hydrogen atom or a hydroxyl group, and m and n are independently integers of from 1 to 3, with the proviso that when G is a hydroxyl grup, m or n is 1;is useful in the treatment of asthma.Type: GrantFiled: September 10, 1986Date of Patent: September 6, 1988Assignee: Beecham Group p.l.c.Inventors: Harry Smith, Derek R. Buckle
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Patent number: 4760148Abstract: 5-alpha-Cumyl-2-(2-hydroxy-3,5-di-tert-butylphenyl)-2H-benzotriazole and related 2H-benzotriazoles substituted on the benzo ring by at least one aralkyl group such as benzyl, alpha-methylbenzyl or alpha-cumyl exhibit outstanding efficacy in protecting organic substrates from light-induced deterioration as well as good resistance to loss by volatilization or exudation during the high temperature processing of stabilized compositions. The above-named compounds are surprisingly soluble in common organic solvents, and exhibit very high extinction coefficients.Type: GrantFiled: September 3, 1985Date of Patent: July 26, 1988Assignee: Ciba-Geigy CorporationInventors: Raymond Seltzer, Roland A. E. Winter
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Patent number: 4755215Abstract: A compound of the formula: ##STR1## wherein R is a C.sub.1 -C.sub.5 alkyl group, a C.sub.3 -C.sub.5 alkenyl group, a C.sub.3 -C.sub.5 alkynyl group or a C.sub.3 -C.sub.7 cycloalkyl group, which is useful as a herbicide.Type: GrantFiled: January 14, 1986Date of Patent: July 5, 1988Assignee: Sumitomo Chemical Company, LimitedInventors: Toru Haga, Eiki Nagano, Ryo Sato, Kouichi Morita
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Patent number: 4745194Abstract: Ultraviolet light absorbing compounds having two different chromophors in the same molecule, particularly the benzotriazole chromophor and either the dihydroxybenzophenone or dihydroxyacetophenone chromophor; specifically, the two compounds 3,5-[di(2H-benzotriazole-2-yl)]-2,4-dihydroxyacetophenone and 3,5-[di(2H-benzotriazole-2-yl)]2,4-dihydroxybenzophenone.Type: GrantFiled: October 6, 1983Date of Patent: May 17, 1988Assignee: The United States of America as represented by the United States Department of EnergyInventors: Otto Vogl, Shanjun Li
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Patent number: 4745195Abstract: An ultraviolet ray absorbing agent comprising as an active ingredient a spiro compound having a spiro ring structure in the molecule, said spiro compound being represented by the general formula ##STR1## wherein, Y is ##STR2## A is ##STR3## R.sub.1 is hydrogen, halogen, lower alkyl of 1 to 4 carbon atoms, lower alkoxyl of 1 to 4 carbon atoms, carboxyl, or sulfo, R.sub.2 is hydrogen or alkyl of 1 to 12 carbon atoms, R.sub.3 and R.sub.4 are alkyls of 1 to 12 carbon atoms, X is methylene, oxygen, imino, sulfur, sulfinyl, or sulfonyl, and n is an integer of 1 to 12.Type: GrantFiled: April 28, 1986Date of Patent: May 17, 1988Assignee: Sumitomo Chemical Company, LimitedInventors: Tatsuo Kaneoya, Haruki Okamura
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Patent number: 4727158Abstract: 5-tert-Octyl-2-(2-hydroxy-3,5-di-alpha-cumylphenyl)-2H-benzotriazole and related 2H-benzotriazoles substituted on the 5-position of the benzo ring by a higher alkyl group such as tert-octyl or dodecyl exhibit outstanding efficacy in protecting organic substrates from light-induced deterioration as well as good resistance to loss by volatilization or exudation during the high temperature processing of stabilized compositions. The above-named compounds exhibit good solubility in common organic solvents, and exhibit very high extinction coefficients.Type: GrantFiled: September 3, 1985Date of Patent: February 23, 1988Assignee: Ciba-Geigy CorporationInventors: Raymond Seltzer, Roland A. E. Winter
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Ultraviolet absorbing polymers comprising 2-(2'-hydroxy-5'-acryloyloxyalkoxyphenyl)-2H-benzotriazole
Patent number: 4716234Abstract: Ultraviolet light absorbing compositions comprising 2-(2'-hydroxy-5'-acryloyloxyalkoxyphenyl(-2H-benzotrizoles, and copolymers thereof with one or more other monomers copolyermizable therewith, particularly acrylic monomers, are useful in the manufacture of ocular devices, particularly intraocular lenses and contact lenses.Type: GrantFiled: December 1, 1986Date of Patent: December 29, 1987Assignee: Iolab CorporationInventors: Gary B. Dunks, Akira Yamada, Charles D. Beard, Namassivaya Doddi -
Patent number: 4709041Abstract: Compounds of the formula ##STR1## wherein R is hydrogen or a hydroxy-protecting group are disclosed. The compounds are versatile intermediates which can be derivatized by reaction of the formyl group to provide a wide variety of ultraviolet-absorbing substituted 2-(2-hydroxyphenyl)-2H-benzotriazoles.Type: GrantFiled: August 25, 1986Date of Patent: November 24, 1987Assignee: Polaroid CorporationInventor: Avinash C. Mehta
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Patent number: 4683071Abstract: Mixtures of the compounds of the formulae I and II ##STR1## are metal passivators for functional fluids, such as hydraulic fluids and metal-working fluids in the form of aqueous polyglycol/polyglycol ether mixtures, glycol systems, oil-in-water and water-in-oil emulsions, as well as anti-freeze compositions based on glycol.A process for producing mixtures of the said type is also described.Type: GrantFiled: October 18, 1985Date of Patent: July 28, 1987Inventors: Franz Regenass, Peter C. Hamblin
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Patent number: 4681905Abstract: Stabilizer compositions for synthetic resins are provided, improving the resistance of the resin to deterioration when exposed to ultraviolet light, comprising a 2,2,6,6-tetramethylpiperidyl compound and an alkylidene-bis-(benzotriazolyl phenol) having the formula: ##STR1## wherein: R.sub.1 is hydrogen or alkyl having from one to about twelve carbon atoms;R.sub.2 is alkyl having from one to about twelve carbon atoms or arylalkyl having from seven to about sixteen carbon atoms;X is selected from the group consisting of hydrogen, halogen, alkyl having from one to about twelve carbon atoms, aryl having from six to ten carbon atoms, arylalkyl having from seven to about sixteen carbon atoms, alkoxy having from one to about twelve carbon atoms, aryloxy having from six to ten carbon atoms; and arylalkoxy having from seven to about sixteen carbon atoms; as well as synthetic resin compositions containing such stabilizers.Type: GrantFiled: November 6, 1985Date of Patent: July 21, 1987Assignee: Adeka Argus Chemical Co., Ltd.Inventors: Naohiro Kubota, Atsushi Nishimura
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Patent number: 4675352Abstract: Liquid 2-(2-hydroxy-3-higher branched alkyl-5-methylphenyl)-2H-benzotriazole mixtures are prepared by alkylating 2-(2-hydroxy-5-methylphenyl)-2H-benzotriazole with a straight chain alkene or with a branched chain alkene of 8 to 30 carbon atoms in the presence of an acidic catalyst at 100.degree.-200.degree. C. The liquid mixtures exhibit outstanding efficacy in protecting organic substrates from light induced deterioration as well as good resistance to loss by volatilization or exudation during the processing of stabilized compositions at elevated temperatures.Type: GrantFiled: November 20, 1985Date of Patent: June 23, 1987Assignee: Ciba-Geigy CorporationInventors: Roland A. E. Winter, Robert E. Detlefsen
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Patent number: 4668278Abstract: A compound of the formula: ##STR1## wherein R is a hydrogen atom, a C.sub.1 -C.sub.4 alkoxy group, a C.sub.1 -C.sub.4 alkenyloxy group, a C.sub.3 -C.sub.4 alkynyloxy group, a C.sub.1 -C.sub.4 alkylthio group, a dichlorocyclopropylmethoxy group or a methyldichlorocyclopropylmethoxy group, X is a chlorine atom or a bromine atom and Y is a hydrogen atom, a fluorine atom or a chlorine atom, which is useful as a herbicide.Type: GrantFiled: October 1, 1984Date of Patent: May 26, 1987Assignee: Sumitomo Chemical Company, LimitedInventors: Toru Haga, Eiki Nagano, Masayuki Takase, Ryo Sato
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Patent number: 4663462Abstract: Phenoxy-aminopropanol derivatives of the formula ##STR1## wherein R is lower alkyl, X is oxygen or sulfur, n is the integer zero or 1, Y is methylene, ethylene or propylene or, when n is zero, Y can also be a group of the formula--CH.dbd.CH--C*H.sub.2 --, (a)wherein the double-bond is trans and the carbon atom marked with an asterisk is linked to Z, and Z is a 5-membered aromatic heterocyclic ring which contains one or more nitrogen atoms as the sole hetero atom (s), said heterocyclic ring is linked to Y via a nitrogen atom, and may be substituted by halogen, lower alkyl, lower alkoxy, aryl, cyano or carboxamido, or on adjacent carbon atoms by a group of the formula--(CH.sub.2).sub.4 -- (b)or--CH.dbd.CH--CH.dbd.CH--, (c)and pharmaceutically acceptable acid addition salts thereof are described. A process for the preparation of the compound of formula I and pharmaceutical preparations containing them are also described. The aforementioned compounds and salts possess .beta.Type: GrantFiled: October 16, 1985Date of Patent: May 5, 1987Assignee: Hoffmann-La Roche Inc.Inventor: Peter J. Machin
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Patent number: 4647563Abstract: Compounds of the formula ##STR1## wherein Het is ##STR2## n is an integer from 1 to 4, inclusive, preferably 2 or 3, R.sub.1 is H or acyl,R.sub.2 is H, R.sub.1 O, --NHSO.sub.2 R.sub.7, --NHCOR.sub.8, --NHCONHR.sub.8, --NH--CH.sub.2 --C.sub.6 H.sub.4 --R.sub.9, --CH.sub.2 OH, --CH.sub.2 SO.sub.2 R.sub.7, --CONHR.sub.8, halogen or --CN,R.sub.3 is H, halogen, R.sub.7 or --OR.sub.7,R.sub.2 and R.sub.3 together with each other are ##STR3## R.sub.4 is H, --CH.sub.3 or --C.sub.2 H.sub.5, R.sub.5 and R.sub.6 are each H or --CH.sub.3,R.sub.7 is C.sub.1 -C.sub.4 alkyl,R.sub.8 is H or C.sub.1 -C.sub.4 alkyl,R.sub.9 is H, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy optionally interrupted by oxygen,R.sub.10 and R.sub.12 are each H, CH.sub.3, Cl or OCH.sub.3, or together methylenedioxy,X is ##STR4## or N, and Z is --CH.sub.2 or --CO;in the form of racemates, enantiomers, diastereoisomeric antipode pairs, and non-toxic, pharmacologically acceptable acid addition salts thereof.Type: GrantFiled: December 9, 1985Date of Patent: March 3, 1987Assignee: Boehringer Ingelheim KGInventors: Kurt Schromm, Anton Mentrup, Ernst-Otto Renth, Armin Fugner, Ilse Streller
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Patent number: 4642350Abstract: Process for preparing 2-(2'-hydroxyphenyl)-benzotriazoles of the formula ##STR1## from 2-nitro-2'-hydroxyazobenzenes of the formula ##STR2## which comprises reducing a 2-nitro-2'-hydroxyazobenzene compound in a strongly basic medium in the presence of an aromatic dihydroxy or dioxo compound as catalyst and of an alcohol having more than one carbon atom. The 2-(2'-hydroxyphenyl)-benzotriazole compounds are known stabilizers for organic materials.Type: GrantFiled: December 18, 1985Date of Patent: February 10, 1987Assignee: Ciba-Geigy CorporationInventors: Alexander Davatz, Tibor Somlo
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Patent number: 4611061Abstract: The compounds 2'-hydroxy-5'-(hydroxyalkyl)phenyl-2H-benzotriazoles are useful as intermediate alcohols in the preparation of corresponding 2'-hydroxy-5'-acrylyloxyphenyl-2H-benzotriazole monomers, which in turn are copolymerizable with ethylenically unsaturated monomers, particularly acrylic monomers, to impart ultraviolet absorbing properties to the resulting copolymers.Type: GrantFiled: March 26, 1984Date of Patent: September 9, 1986Assignee: Iolab CorporationInventors: Charles D. Beard, Namassivaya Doddi, Akira Yamada
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Patent number: 4587346Abstract: Liquid 2-(2-hydroxy-3-higher branched alkyl-5-methylphenyl)-2H-benzotriazole mixtures are prepared by alkylating 2-(2-hydroxy-5-methylphenyl)-2H-benzotriazole with a straight chain alkene or with a branched chain alkene of 8 to 30 carbon atoms in the presence of an acidic catalyst at 100.degree.-200.degree. C. The liquid mixtures exhibit outstanding efficacy in protecting organic substrates from light induced deterioration as well as good resistance to loss by volatilization or exudation during the processing of stabilized compositions at elevated temperatures.Type: GrantFiled: January 22, 1985Date of Patent: May 6, 1986Assignee: Ciba-Geigy CorporationInventors: Roland A. E. Winter, Robert E. Detlefsen
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Patent number: 4581367Abstract: Compounds of the formula whereinHet is a heterocycle;n is an integer from 1 to 4, inclusive, preferably 2 or 3;R.sub.1 is H or acyl;R.sub.2 is H, R.sub.1 O, --NHSO.sub.2 R.sub.7, --NHCOR.sub.8, --NHCONHR.sub.8, --NH--CH.sub.2 --C.sub.6 H.sub.4 --R.sub.9, --CH.sub.2 OH, --CH.sub.2 SO.sub.2 R.sub.7, --CONHR.sub.8, halogen or --CN;R.sub.3 is H, halogen, R.sub.7 or --OR.sub.7 ; orR.sub.2 and R.sub.3, together with each other, are ##STR1## N.sub.4 is H, --CH.sub.3 or --C.sub.2 H.sub.5 ; R.sub.5 and R.sub.6 are each H or --CH.sub.3 ;R.sub.7 is C.sub.1 -C.sub.4 alkyl;R.sub.8 is H or C.sub.1 -C.sub.4 alkyl; andR.sub.9 is H, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy optionally interrupted by oxygen;and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as the salts are useful as bronchospasmolytics, spasmolytics, muscle-relaxants, antiallergics and hypotensives.Type: GrantFiled: November 23, 1982Date of Patent: April 8, 1986Assignee: Boehringer Ingelheim KGInventors: Kurt Schromm, Anton Mentrup, Ernst-Otto Renth, Armin Fugner, Ilse Streller
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Patent number: 4581150Abstract: Zwitterionic quaternary ammonium sulfates, and sulfonates are provided as new compounds and as highly effective additives to lubricants and liquid fuels. They have a variety of desirable effects, among them being their ability to reduce friction in an internal combustion engine, thereby reducing the amount of fuel consumed.Type: GrantFiled: June 5, 1985Date of Patent: April 8, 1986Assignee: Mobil Oil CorporationInventors: Andrew G. Horodysky, Joan M. Kaminski
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Patent number: 4560688Abstract: Antihistamines of the formula ##STR1## wherein ##STR2## is a 5 or 6 membered ring which is phenyl or heterocyclic; ##STR3## is a six membered ring which is 2,3, or 4 pyridyl or is phenyl or substituted phenyl, with the proviso that is ##STR4## is a nitrogen containing ring, ##STR5## must be phenyl; Z is an alkylene chain having 0 to 2 carbon atoms in the chain, said 2 carbon chain optionally having one double bond, said chain optionally having either a carbonyl oxygen, or a hydroxy group as a substituent; W is ##STR6## wherein p is 1 or 2 and n is 1 or 2, R.sup.1 is C.sub.1 to C.sub.6 alkyl, R.sup.2 is hydrogen or C.sub.1 to C.sub.6 alkyl, and the dotted line represents an optional double bond, R.sup.2 being absent if the double bond is present, and Y is substiuted carboxylate or substituted sulfonyl. Said antihistamines have little or no sedative effects.Type: GrantFiled: February 8, 1984Date of Patent: December 24, 1985Assignee: Schering CorporationInventor: Frank J. Villani
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Patent number: 4560694Abstract: Alkylene(cycloalkylene)-bis-heterocyclyl-biguanides of the formula ##STR1## in which A and B each independently is a nitrogen-containing heterocyclic radical which is linked via a nitrogen atom,R is an optionally alkyl-substituted cycloalkylene radical, or an alkylene radical which is optionally substituted by cycloalkylene, bicycloalkylene, tricycloalkylene, oxygen, sulphur or the NR.sup.3 group,R.sup.1 and R.sup.2 each independently is hydrogen, alkyl or optionally substituted aralkyl, orR.sup.1 and R.sup.2 together with the two nitrogen atoms on which they are located and R form a heterocyclic ring, andR.sup.3 is hydrogen, alkyl or optionally substituted aralkyl,or salts thereof which possess fungicidal activity.Type: GrantFiled: May 20, 1983Date of Patent: December 24, 1985Assignee: Bayer AktiengesellschaftInventors: Siegfried Oeckl, Hans-Georg Schmitt, Wilhelm Brandes
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Patent number: 4548761Abstract: Process for the preparation of 1-aminobenzene-2-sulphonic acids of the formula ##STR1## wherein R.dbd.H or a substituent andn=1-4,and their salts, in particular their alkali metal salts, by oxidation of compounds of the formula ##STR2## wherein R.sub.1 .dbd.H, a cation, in particular an alkali metal cation, or a radical of the formula ##STR3## characterized in that the oxidation is carried out in a weakly acidic to alkaline pH range. The process can also be carried out as a one-pot process, using the corresponding benzothiazoles as starting materials.Type: GrantFiled: June 8, 1983Date of Patent: October 22, 1985Assignee: Bayer AktiengesellschaftInventors: Martin Michna, Hermann Henk
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Patent number: 4482496Abstract: The invention relates to stilbene compounds of the formula ##STR1## wherein Q is hydrogen; a monocyclic 5- or 6-membered aromatic heterocyclic ring which is unsubstituted or substituted by non-chromophoric groups and which contains no fused benzene rings or one or two fused benzene rings; a bicyclic 9-membered aromatic heterocyclic ring or the radical --CH.dbd.C(R.sub.1)(R.sub.2), in which R.sub.1 is hydrogen, C.sub.1 -C.sub.6 alkyl which is unsubstituted or substituted by non-chromophoric groups, and R.sub.2 is alkoxycarbonyl containing altogether 2 to 7 carbons atoms, cyano, carboxyl, carbamoyl, phosphonic acid dialkyl ester, C.sub.1 -C.sub.6 alkyl or arylsulfonyl; or Q may also be ##STR2## R.sub.o is hydrogen or C.sub.1 -C.sub.6 alkyl, R is C.sub.1 -C.sub.6 alkyl which is unsubstituted or substituted by non-chromophoric groups, C.sub.2 -C.sub.5 alkenyl, C.sub.2 -C.sub.5 alkynyl, di(C.sub.1 -C.sub.4)alkylamino(C.sub.1 -C.sub.4)alkyl, C.sub.1 -C.sub.4 hydroxyalkyl, C.sub.1 -C.sub.Type: GrantFiled: June 1, 1982Date of Patent: November 13, 1984Assignee: Ciba-Geigy CorporationInventor: Kurt Weber
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Patent number: 4447441Abstract: The invention relates to guanidine derivatives which are histamine H-2 antagonists and which inhibit gastric acid secretion. According to the invention there is provided a guanidine derivative of the formula I:- ##STR1## in which R.sup.1 and R.sup.2, same or different, are hydrogen or 1-10C alkyl, 3-8C cycloalkyl or 4-14C cycloalkylalkyl, each alkyl, cycloalkyl or cycloalkylalkyl optionally carrying one or more F, Cl or Br atoms, provided that one of R.sup.1 and R.sup.2 is halogen substituted, or R.sup.2 is hydrogen and R.sup.1 is R.sup.5 --E--W in which W is 2-6C alkylene optionally substituted by 1 or 2 1-4C alkyls, E is O,S or NR.sup.6 in which R.sup.6 is H or 1-6C alkyl, R.sup.5 is H or 1-6C alkyl optionally substituted by 1 or 2 1-4C alkyls, or R.sup.5 and R.sup.Type: GrantFiled: March 1, 1982Date of Patent: May 8, 1984Assignee: Imperial Chemical Industries PLCInventors: Tobias O. Yellin, David J. Gilman
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Patent number: 4424360Abstract: An improved process for the preparation of fused 1,2,3-triazoles by reaction of an ortho-diaminoaryl with an ester of nitrous acid in a soluent or diluent is disclosed wherein the process is catalyzed by the use of a 1,2,3-triazole.Type: GrantFiled: March 25, 1982Date of Patent: January 3, 1984Assignee: Bayer AktiengesellschaftInventors: Ferdinand Hagedorn, Werner Evertz
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Patent number: 4414393Abstract: Ultraviolet-absorbing stabilizers of the formula E-(G-R).sub.n, L-(G-E).sub.m, or [G-E.sub.1 -G-Q].sub.p where E is a radical derived from an oxanilide, benzalmalonate, .alpha.-cyanocinnamate or o-hydroxyphenylbenzotriazole, E.sub.1 is a radical derived from an oxanilide, G is --OCH.sub.2 CHOH--, R is alkyl, phenyl or --CH.sub.2 OT where T is alkyl or alkenyl, n is 1 or 2, m is 2 or 3, L is a direct bond, alkylene or other bis or tris radical, Q has the same meaning as L when m is 2, and p is 1 to 4, are particularly resistant to loss during weathering of outdoor thermoset or thermoplastic coating systems while exhibiting good stabilization efficacy and compatibility in said systems.Type: GrantFiled: November 5, 1981Date of Patent: November 8, 1983Assignee: Ciba-Geigy CorporationInventors: Martin Dexter, Roland A. E. Winter
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Patent number: 4387100Abstract: Phenoxy-aminopropanol derivatives of the formula ##STR1## wherein R is lower alkyl, X is oxygen or sulfur, n is the integer zero or 1, Y is methylene, ethylene or propylene or, when n is zero, Y can also be a group of the formula--CH.dbd.CH--C*H.sub.2 -- (a), wherein the double-bond is trans and the carbon atom marked with an asterisk is linked to Z, and Z is a 5-membered aromatic heterocyclic ring which contains one or more nitrogen atoms as the sole hetero atom (s), said heterocyclic ring is linked to Y via a nitrogen atom, and may be substituted by halogen, lower alkyl, lower alkoxy, aryl, cyano or carboxamido, or on adjacent carbon atoms by a group of the formula ##STR2## and pharmaceutically acceptable acid addition salts thereof are described. A process for the preparation of the compound of formula I and pharmaceutical preparations containing them are also described. The aforementioned compounds and salts possess .beta.-adrenergic blocking activity and antihypertensive activity.Type: GrantFiled: February 24, 1981Date of Patent: June 7, 1983Assignee: Hoffmann-La Roche Inc.Inventor: Peter J. Machin
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Patent number: 4383863Abstract: 2-[2-Hydroxy-3,5-di-tert-octylphenyl]-2H-benzotriazole exhibits outstanding efficacy in protecting organic substrates from light induced deterioration as well as good resistance to loss by volatilization or exudation during the high temperature processing of stabilized compositions.This stabilizer and its 5-chloro analog exhibit great resistance to volatilization, enhanced solubility in selected solvents, desirable absorption characteristics in the ultraviolet range and photographic inertness. This combination of properties makes these benzotriazoles particularly useful in photographic compositions especially in protecting color dye images against the harmful effects of ultraviolet light.Type: GrantFiled: March 6, 1981Date of Patent: May 17, 1983Assignee: Ciba-Geigy CorporationInventors: Martin Dexter, Roland A. E. Winter
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Patent number: 4380643Abstract: A benzotriazole compound of the formula: ##STR1## wherein A is hydrogen or acetyl; R.sup.2 is a C.sub.1 -C.sub.4 alkyl group and n is 1 or 2.Type: GrantFiled: August 24, 1981Date of Patent: April 19, 1983Assignee: Asahi Glass Company, Ltd.Inventors: Shohei Yoshida, Otto Vogl
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Patent number: 4379166Abstract: This invention relates to 5-(2-alkylamino-1-hydroxyethyl)salicylamides and 4-(2-alkylamino-1-hydroxyethyl)-2-(methylsulfinyl)phenols wherein the alkyl group is substituted by arylmethoxy, arylmethylthio, heteroarylmethoxy, or heteroarylmethylthio, pharmaceutical compositions thereof, and their use as cardiovascular agents.Type: GrantFiled: August 3, 1981Date of Patent: April 5, 1983Assignee: Schering CorporationInventors: Bernard R. Neustadt, Elijah H. Gold
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Patent number: 4378361Abstract: Compounds of the formula ##STR1## wherein Het is ##STR2## n is an integer from 1 to 4, inclusive, preferably 2 or 3, R.sub.1 is H or acyl,R.sub.2 is H, R.sub.1 O, --NHSO.sub.2 R.sub.7, --NHCOR.sub.8, --NHCONHR.sub.8, --NH--CH.sub.2 --C.sub.6 H.sub.4 --R.sub.9, --CH.sub.2 OH, --CH.sub.2 SO.sub.2 R.sub.7, --CONHR.sub.8, halogen or --CN,R.sub.3 is H, halogen, R.sub.7 or --OR.sub.7,R.sub.2 and R.sub.3 together with each other are ##STR3## R.sub.4 is H, --CH.sub.3 or --C.sub.2 H.sub.5, R.sub.5 and R.sub.6 are each H or --CH.sub.3,R.sub.7 is C.sub.1 -C.sub.4 alkyl,R.sub.8 is H or C.sub.1 -C.sub.4 alkyl,R.sub.9 is H, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy optionally interrupted by oxygen,R.sub.10 and R.sub.12 are each H, CH.sub.3, Cl or OCH.sub.3, or together methylenedioxy,X is ##STR4## or N, and Z is --CH.sub.2 or --CO;in the form of racemates, enantiomers, diastereoisomeric antipode pairs, and non-toxic, pharmacologically acceptable acid addition salts thereof.Type: GrantFiled: July 22, 1981Date of Patent: March 29, 1983Assignee: Boehringer Ingelheim KGInventors: Kurt Schromm, Anton Mentrup, Ernst-Otto Renth, Armin Fugner, Ilse Streller
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Patent number: 4367337Abstract: This invention relates to a process for producing triazoles which comprises effecting a mixture in an aqueous medium of at least one benzimidazolone and one or more nitrites and heating the mixture to temperatures ranging up to about 350.degree. C. while maintaining pressures at levels sufficient to keep effective amounts of water present for the reaction.Type: GrantFiled: January 5, 1981Date of Patent: January 4, 1983Assignee: The Sherwin-Williams CompanyInventor: Frederick W. Sullivan
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Patent number: 4363914Abstract: This invention relates to a process for producing benzotriazoles which comprises effecting a mixture in an aqueous medium of at least one aromatic orthodiamine and one or more nitrites and heating the mixture to temperatures ranging up to about 350.degree. C. while maintaining pressures at levels sufficient to keep effective amounts of water present for the reaction.Type: GrantFiled: January 5, 1981Date of Patent: December 14, 1982Assignee: The Sherwin-Williams CompanyInventors: John W. Long, Lubomir Vacek
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Patent number: 4359469Abstract: N-Sulphenylated oxime-carbamates of the formula ##STR1## in which R is alkyl or optionally substituted cycloalkyl, aryl or aralkyl,R.sup.1 is an optionally substituted N-containing heterocyclic radical or an alkyl or cycloalkyl radical substituted by an optionally substituted N-containing heterocyclic radical,R.sup.2 is alkyl,R.sup.3 is alkyl, halogenoalkyl, optionally substituted phenyl or alkoxycarbonyl, a radical identical to that to which the --(S).sub.n --R.sup.3 group is bonded, or ##STR2## R.sup.4 is alkyl, dialkylamino or optionally substituted phenyl, R.sup.5 is alkyl, andn is 1 or 2,and their salts, which possess arthropodicidal, nematicidal and fungicidal properties.Type: GrantFiled: July 25, 1977Date of Patent: November 16, 1982Assignee: Bayer AktiengesellschaftInventors: Jorg Stetter, Bernhard Homeyer, Ingeborg Hammann
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Patent number: 4353915Abstract: 2-(Azol-1-yl)-aldoxime-carbamates of the formula ##STR1## wherein R.sup.1 and R.sup.2 each independently is alkyl or together form an alkylene bridge,R.sup.3 is hydrogen or alkyl,R.sup.4 is hydrogen, alkyl, alkenyl, alkynyl, halogenoalkyl, halogenoalkenyl, alkoxyalkyl or alkylthioalkyl, andAz is azolyl,which possess arthropodicidal and nematicidal properties.Type: GrantFiled: January 12, 1978Date of Patent: October 12, 1982Assignee: Bayer AktiengesellschaftInventors: Jorg Stetter, Bernhard Homeyer, Ingeborg Hammann
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Patent number: 4321396Abstract: This invention relates to copolymerizable ultraviolet light absorber compounds having the formula: ##STR1## where R is alkylene, C.sub.1 -C.sub.10, oxyalkylene, C.sub.1 -C.sub.10, alkyleneoxyalkylene, C.sub.1 -C.sub.10 or phenylene, C.sub.1 -C.sub.10, unsubstituted or substituted with hydroxy;R' and R" are independently hydrogen or alkyl; C.sub.1 -C.sub.6 ; andR"' is hydrogen or alkyl, C.sub.1 -C.sub.6.Type: GrantFiled: December 10, 1980Date of Patent: March 23, 1982Assignee: GAF CorporationInventors: Donald H. Lorenz, Bruce A. Gruber
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Patent number: 4310345Abstract: New and valuable polycyclic compounds which contain nitrogen-containing rings and have a strong action on plants, agents for influencing plant growth containing these compounds, and a method of influencing plant growth with these compounds.Type: GrantFiled: January 16, 1980Date of Patent: January 12, 1982Assignee: BASF AktiengesellschaftInventors: Rolf Platz, Werner Fuchs, Norbert Rieber, Ulf-Rainer Samel, Johann Jung, Bruno Wuerzer
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Patent number: 4283327Abstract: 2-[2-Hydroxy-3,5-di-tert-octylphenyl]-2H-benzotriazole exhibits outstanding efficacy in protecting organic substrates from light induced deterioration as well as good resistance to loss by volatilization or exudation during the high temperature processing of stabilized compositions.Type: GrantFiled: August 20, 1979Date of Patent: August 11, 1981Assignee: Ciba-Geigy CorporationInventors: Martin Dexter, Roland A. E. Winter
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Patent number: 4278589Abstract: 2-[2-Hydroxy-3,5-di-(.alpha.,.alpha.-dimethylbenzyl)phenyl]-2H-benzotriazol e exhibits outstanding efficacy in protecting organic substrates from light induced deterioration as well as good resistance to loss by volatilization or exudation during the high temperature processing of stabilized compositions. The combination of the benzotriazole UV absorber with a hindered amine light stabilizer is particularly efficacious in protecting thermoset and thermoplastic acrylic resin automotive finishes and enamels.Type: GrantFiled: May 10, 1979Date of Patent: July 14, 1981Assignee: Ciba-Geigy CorporationInventors: Martin Dexter, Roland A. E. Winter