Plural Rings Containing Patents (Class 568/325)
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Patent number: 4943384Abstract: Cyclohexane derivatives of the formula IR.sup.1 --A.sup.1 --Z.sup.1 --A.sup.2 --R.sup.2 IwhereinR.sup.1 and R.sup.2 are each H or an alkyl group which has 1-10 C atoms and in which one or two non-adjacent CH.sub.2 groups can also be replaced by 0 atoms and/or --CO-groups, and/or --CO--O-- groups and/or --CH.dbd.CH-- groups, or are F, Cl, Br, CN or R.sup.3 --A.sup.3 --Z.sup.2 --,A.sup.1 is --A--, A.sup.4 --Z.sup.o --A-- or --A--Z.sup.o --A.sup.4 --,A is a trans-1,4-cyclohexylene or 1,4-cyclohexenylene group which is unsubstituted or is monosubstituted or polysubstituted in the 2-, 3-, 5- and/or 6-position by F and/or Cl and/or Br and/or CN and/or an alkyl group or a fluorinated alkyl group each of which has 1-10 C atoms and in which one or two non-adjacent CH.sub.2 groups can also be replaced by 0 atoms and/or --CO-- groups and/or --CO--O-- groups, which trans-1,4-cyclohexylene or 1,4-cyclohexenylene group can optionally also be substituted in the 1-position and/or 4-position and one or two CH.sub.Type: GrantFiled: November 21, 1986Date of Patent: July 24, 1990Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Wolfgang Sucrow, Herbert Wolter, Rudolf Eidenschink
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Patent number: 4918215Abstract: Novel compounds of the formula ##STR1## and processes for their preparation are described. X represents bromine or iodine and R.sub.1, R.sub.2 and R.sub.3 have the meaning indicated in the patent claim. The compounds (I) are valuable intermediates for the preparation of fluorescent brighteners of the divinylstilbene type.Type: GrantFiled: October 3, 1984Date of Patent: April 17, 1990Assignee: Ciba-Geigy CorporationInventors: Dieter Reinehr, Alwyn Spencer
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Patent number: 4886619Abstract: Compounds are provided which comprise a fluorocarbon terminal portion and a chiral hydrocarbon terminal portion, said terminal portions being connected by a central core, said compounds having tilted smectic mesophases or having latent tilted smectic mesophases which develop when said compounds having said latent mesophases are in admixture with said compounds having tilted smectic mesophases or said compounds having latent tilted smectic mesophases.Type: GrantFiled: May 29, 1987Date of Patent: December 12, 1989Assignee: Minnesota Mining and Manufacturing CompanyInventor: Eugene P. Janulis
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Patent number: 4882449Abstract: Novel nitrogen-containing calixarene derivatives which are useful for sequestration of transition metals are represented by the formulae ##STR1## wherein m+n=4,6 or 8n=an integer 1-8m=an integer 0-7x=4, 6 or 8R.sup.1 is H, alkyl, aralkyl, alkoxy, aroyl, or alkoyl,R is aliphatic or aromatic, unsubstituted or substituted hydrocarbyl containing nitrogen,R.sup.4 is unsubstituted or substituted hydrocarbyl, carbonyl or aryl;R.sup.5 and R.sup.6 (which may be the same or different) are hydrogen, or unsubstituted or substituted hydrocarbyl.A process for separating transition metals from mixtures containing such metals comprises treating such a mixture with a calixarene derivative of formula I or II as defined above and separating therefrom a complex of the calixarene derivative and the transition metal. The complex may then be broken down, the transition metal recovered and the calixarene derivative recycled for further use in the process.Type: GrantFiled: March 2, 1987Date of Patent: November 21, 1989Assignee: Loctite CorporationInventor: Stephen J. Harris
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Patent number: 4866198Abstract: Novel Calixarene derivatives useful as accelerators in cyanoacrylate adhesive compositions are represented by the formula ##STR1## wherein m+n=4,6 or 8n=an integer greater than or equal to 1/2 (m+n)R.sup.9 is aryl, hydrocarbylaryl, aryloxy, hydrocarbylaryloxy,substituted aryl, substituted hydrocarbylaryl, substituted aryloxy or substituted hydrocarbylaryloxy; or when R.sup.10 is aryl, hydrocarbylaryl,substituted aryl or substituted hydrocarbylaryl, R.sup.9 is hydrocarbyl,hydrocarbyloxy, substituted hydrocarbyl or substituted hydrocarbyloxy;R.sup.10 is H, hydrocarbyl, aryl, hydrocarbylaryl, substituted hydrocarbyl, substituted aryl or substituted hydrocarbylaryl;R.sup.11 is H, hydrocarbyl or substituted hydrocarbyl;provided that neither R.sup.9 or R.sup.11 is substituted with a basic N-containing group.Type: GrantFiled: August 24, 1987Date of Patent: September 12, 1989Assignee: Loctite CorporationInventor: Stephen J. Harris
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Patent number: 4829091Abstract: An improved method for the decarbalkoxylation of alkylated .beta.-keto esters to obtain high yields of ketones. In accordane with the method, decarbalkoxylation of alkylated .beta.-keto esters is accomplished by heating the esters in the presence of dilute aqueous alkali and an effective amount of a phase-transfer agent. The method produces commercially practical yields of ketone in a manner which is facile, economical and environmentally safe. Novel methylene-linked pyrethroid ketones produced from the improved method exhibit insecticidal activity against various agricultural pests.Type: GrantFiled: May 27, 1987Date of Patent: May 9, 1989Assignee: The United States of America as represented by the Secretary of AgricultureInventors: Frank D. Mills, Richard T. Brown, Giles D. Mills, Jr
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Patent number: 4820867Abstract: Compounds of the formula: ##STR1## are antagonists of leukotrienes of C.sub.4, D.sub.4 and E.sub.4, the slow reacting substance of anaphylaxis. These compounds are useful as anti-asthmatic, anti-allergic and anti-inflammatory agents.Type: GrantFiled: April 22, 1986Date of Patent: April 11, 1989Assignee: Merck Frosst Canada, Inc.Inventors: Patrice Belanger, Rejean Fortin, Yvan Guindon, Christiane Yoakim, Joshua Rokach
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Patent number: 4814508Abstract: Aromatic carbonyl compounds, in particular arylene ether ketones, are prepared by reacting an appropriate reagent system in the presence of free Lewis acid and a complex between a Lewis acid, for example, aluminum trichloride, and a Lewis base, for example, N,N-dimethylformamide, and, optionally, a diluent, such as methylene chloride. The process is particularly advantageous for the preparation of substantially or all para-linked arylene ether ketones as the presence of the Lewis acid/Lewis base complex markedly reduces alkylation and ensures the substantial absence of ortho substitution.Type: GrantFiled: March 21, 1988Date of Patent: March 21, 1989Assignee: Raychem CorporationInventors: Heinrich C. Gors, Patrick J. Horner, Viktors Jansons
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Patent number: 4772714Abstract: Disclosed is a process for the preparation of alpha-aryl and alpha-heteroaryl ketones useful as intermediates in the synthesis of various pharmaceutical and agricultural chemicals, which process operates according to the following reaction scheme: ##STR1##Type: GrantFiled: July 7, 1986Date of Patent: September 20, 1988Assignee: Agency of Industrial Science & TechnologyInventors: Masato Tanaka, Toshiyasu Sakakura
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Patent number: 4733002Abstract: A lipoxygenase inhibitor comprising as active ingredient a substituted styrene derivative having a radical of the general formula ##STR1## wherein X denotes a hydroxyl group or a lower alkoxy group and q is an integer of 2 or 3, and containing carbon atoms in total of at least 8.Type: GrantFiled: May 23, 1985Date of Patent: March 22, 1988Assignee: Green Cross CorporationInventors: Kazumasa Yokoyama, Chikara Fukaya, Masanori Sugiura, Youichiro Naito, Youichiro Nishida, Tadakazu Suyama
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Patent number: 4731484Abstract: New compounds which are 4,4'-bis(trihaloacetyl) derivatives of aromatic compounds have been prepared by reacting an aromatic compound with a haloacetyl halide in the presence of a Friedel-Crafts catalyst, e.g. AlCl.sub.3, in a suitable solvent. The compounds are useful in preparing polycarbonates, polyesters, polyamides, polyketones and polyurethanes.Type: GrantFiled: April 30, 1986Date of Patent: March 15, 1988Assignee: The Dow Chemical CompanyInventor: Marlin E. Walters
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Patent number: 4713471Abstract: A method of producing benzoyloxyphenoxy pentanoic acid esters comprising the steps of: (a) reacting a compound of the formula ##STR1## wherein A is as defined with a compound of the formula ##STR2## wherein X is as defined, in the presence of a base selected from carbonate salts of alkaline earth or alkali metals, a catalyst and a ketonic solvent to produce a 3-(4-benzyloxyphenoxy)-2-butanone; and (b) reacting said 3-(4-benzyloxyphenoxy)-2-butanone with a dialkyl carbonate of the formula (RO).sub.2 CO, wherein R is an alkyl group having from 1 to 4 carbon atoms, in the presence of a suitable base and an organic solvent, to form alkyl 4-(4-benzyloxyphenoxy)-3-oxopentanoate.Type: GrantFiled: August 15, 1986Date of Patent: December 15, 1987Assignee: Stauffer Chemical CompanyInventors: Richard W. Brown, Richard D. Gless, Jr.
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Patent number: 4676604Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is hydrogen or straight-chain alkyl; R.sup.2 is --CN, --R, --COR, --COOR or when R.sup.2 is positioned on an aromatic ring R.sup.2 also can be --OR, --OOCR or --F; R is alkyl; A is a group with 1 to 4 six-membered rings, these rings being linked directly with one another and with ring B in each case via a single covalent bond or being linked at one or two positions also via --COO--, --OOC-- or --CH.sub.2 CH.sub.Type: GrantFiled: March 5, 1984Date of Patent: June 30, 1987Assignee: Hoffmann-La Roche Inc.Inventor: Martin Petrzilka
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Patent number: 4656192Abstract: New tropolone derivatives of the general formula: ##STR1## wherein R.sup.1 represents H or an alkyl group, R.sup.2 represents an alkyl, aryl, aralkyl or heterocyclic group and R.sup.3 represents an alkoxyl, aryl or heterocyclic group or a group of the formula: ##STR2## or R.sup.2 and R.sup.3 may form together a part of a heterocyclic group, their metal complex salts, processes for the preparation thereof and the use thereof as anti-tumor agents.Type: GrantFiled: June 14, 1984Date of Patent: April 7, 1987Assignee: Mect CorporationInventor: Masatoshi Yamato
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Patent number: 4649157Abstract: This invention relates to pharmaceutical compositions containing a class of 5-phenyl-1,3-dioxoalkenyl compounds useful as inhibitors of leukotriene biosynthesis and thus useful in the treatment of conditions associated with leukotrienes. This invention also relates to the use of the 5-phenyl-1,3-dioxoalkenyl compounds in the inhibition of leukotriene biosynthesis and thus in the treatment of conditions associated with leukotrienes. This invention further relates to a novel process for the preparation of the 5-phenyl-1,3-dioxoalkenyl compounds.Type: GrantFiled: March 28, 1986Date of Patent: March 10, 1987Assignee: G. D. Searle & Co.Inventors: Richard A. Partis, Richard A. Mueller
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Patent number: 4644085Abstract: The invention relates to a new anti-cancer chemical compound which has been called rooperol and certain derivatives thereof of the general formula ##STR1## in which A is chosen from the group including a phenyl group, a substituted phenyl group and --CH.sub.2 --O--R.sup.5 where R.sup.5 =H, an alkyl (C.sub.1 -C.sub.5), aralkyl or acyl substituent; R.sup.1 and R.sup.2 are chosen from substituents including H for both or singly if one of them is --OH, --NH.sub.2, --SH, ##STR2## or taken together R.sup.1 and R.sup.2 are =0; R.sup.3 is H or ##STR3## where R.sup.6 is an alkyl group (C.sub.1 -C.sub.7); either of R.sup.4 or B are chosen from substituents including H, ##STR4## a phenyl group, substituted phenyl group or a furyl group.Type: GrantFiled: June 4, 1985Date of Patent: February 17, 1987Assignee: Rooperol (NA) NVInventors: Siegfried Drewes, Roelof W. Liebenberg
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Patent number: 4629732Abstract: New 3-substituted 1-azolyl-3-methyl-1-phenoxy-butan-2-ones and -ols of the general formula ##STR1## in which Az represents 1,2,4-triazol-1-yl, 1,2,4-triazol-4-yl or imidazol-1-yl,B represents the keto group or the CH(OH) group,Y represents oxygen or sulphur,R represents halogenoalkyl, optionally substituted phenyl or optionally substituted benzyl, or provided Y represents sulphur, may represent alkyl andX.sup.1, X.sup.2 and X.sup.3 are selected independently and each represent hydrogen, halogen, alkyl, halogenoalkyl, alkoxy, alkylthio, alkylsulphonyl, nitro, cyano, alkoxycarbonyl or optionally substituted phenyl,are obtained if halogenoether ketones are reacted with 1,2,4-triazole or imidazole in the presence of a diluent and of an acid-binding agent, and, if appropriate, the keto derivatives thus obtained are reduced.Type: GrantFiled: April 17, 1984Date of Patent: December 16, 1986Assignee: Bayer AktiengesellschaftInventors: Udo Kraatz, Erich Klauke, Gerhard Jager, Karl H. Buchel, Paul-Ernst Frohberger, Wilhelm Brandes
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Patent number: 4622414Abstract: Additive compounds useful as accelerators in storage stable cyanoacrylate adhesive formulations have the formula: ##STR1## where R.sup.1 is alkyl, alkoxy, substituted alkyl or substituted alkoxy; R.sup.2 is H or alkyl; and n=4, 6, or 8. The compounds may be effectively employed at levels of between about 0.1% and 1% by weight of a cyanoacrylate adhesive composition.Type: GrantFiled: December 3, 1984Date of Patent: November 11, 1986Assignee: Loctite LimitedInventor: M. Anthony McKervey
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Patent number: 4567279Abstract: This invention relates to new chemical compounds which possess valuable therapeutic activity particularly as lipoxygenase inhibitors possessing antiflammatory and antiallergic properties. The present new compounds are of the formula: ##STR1## wherein, Z and Z.sub.1 each are alkylene chains containing up to three carbon atoms in the principal chain and a total of up to five carbon atoms and include from 0-1 double bonds;R is H or lower alkyl;R.sub.1 and R.sub.2 each are H, lower alkyl, OH, lower alkoxy, benzyloxy, carboxy, alkylenecarboxyl or alkylcarbonyl.R.sub.3 is H, lower alkyl, aralkyl or lower alkanoyl; andX is --O(CH.sub.2).sub.n --, --CH.dbd.CH--, --(CH.sub.2).sub.n --, --S(CH.sub.2).sub.n -- or ##STR2## n=0 or 1 n'=1 or 2.Type: GrantFiled: December 13, 1984Date of Patent: January 28, 1986Assignee: USV Pharmaceutical Corp.Inventor: Wan-kit Chan
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Patent number: 4552876Abstract: Compounds of the formula: ##STR1## wherein, R is H, alkyl, cycloalkyl, aryl, or heteroaryl;R.sub.1 is H, alkyl, cycloalkyl, aryl, heteroaryl, substituted heteroaryl, aralkyl, substituted aryl, halo, OR.sup.2, SR.sup.2, NR.sub.2, CF.sub.3, NO.sub.2, CN, COOR.sup.2, CHO, SO.sub.3 H or SO.sub.2 NH.sub.2,whereinR.sup.2 is H, methyl, ethyl or propyl;Y is ##STR2## Z is O, S, NH or CH.sub.2 ; X is --CH.sub.2 --, ##STR3## or --(CH.sub.2).sub.n CHOH(CH.sub.2).sub.n --; whereinR.sup.2 is H, methyl, ethyl or propyl;n is 1-10, and pharmaceutically acceptable salts thereof have antiallergy and antiinflammatory activity.Type: GrantFiled: July 9, 1984Date of Patent: November 12, 1985Assignee: USV Pharmaceutical Corp.Inventors: Howard Jones, Ernest Magnien, John H. Musser, Mujahid L. Shaikh
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Patent number: 4551264Abstract: New polyhalogenoaromatic compounds of Formula I ##STR1## wherein Y and Z are each independently alkyl, alkoxy or alkanoyl each of 1 to 12 C atoms, --COOR.sup.1, --O--CO--R.sup.1, CN, NO.sub.2, NH.sub.2 or OH;Q is one or two identical or different radicals selected from Ph, Cy, 1,4-bicyclo[2,2,2]octylene or 1,3-dioxane-2,5-diyl;X.sup.1 to X.sup.4 are each independently H, F, Cl or Br;R.sup.1 is alkyl of 1 to 4 C atoms, Ph--R.sup.2 or Cy--R.sup.2 ;R.sup.2 is alkyl or alkoxy each of 1-12 C atoms or CN;Ph is 1,4-phenylene; and Cy is 1,4-cyclohexylene,can be used as components of liquid-crystal dielectrics.Type: GrantFiled: March 14, 1983Date of Patent: November 5, 1985Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Rudolf Eidenschink, Michael Romer, Georg Weber
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Patent number: 4550173Abstract: Ditriazolylvinyl phenyl ketones of the formula I ##STR1## where R is halogen, alkyl of 1 to 6 carbon atoms, alkoxy of 1 to 6 carbon atoms, trifluoromethyl, cyano, nitro, phenyl or phenoxy, and n is an integer from 0 to 5, and the two triazole rings can, as desired, be bonded in the 1-position or 4-position to the vinyl group, their preparation and their use as nitrification inhibitors.Type: GrantFiled: January 17, 1984Date of Patent: October 29, 1985Assignee: BASF AktiengesellschaftInventors: Alfred Ruland, Wolfgang Reuther, Ernst-Heinrich Pommer, Eberhard Ammermann
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Patent number: 4550214Abstract: The present invention relates to vinyl biphenyl compounds of the formula ##STR1## wherein one of R.sup.1 and R.sup.2 is vinyl and the other is hydrogen, and the cyclic moiety A is a -2,5-, -2,3-, or -3,4- di-OR-1-phenyl moiety wherein R is a hydroxy-protecting group, polymers prepared therefrom, and methods of preparation thereof. The subject vinyl biphenyls can be polymerized and the resultant polymers deblocked to remove the R groups and provide the corresponding polymeric dihydroxybiphenyls which can be employed as redox polymers.Type: GrantFiled: October 19, 1983Date of Patent: October 29, 1985Assignee: Polaroid CorporationInventor: Avinash C. Mehta
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Patent number: 4546184Abstract: The invention relates to a novel fluorinated pre-polymer and novel process steps in producing the same. The pre-polymers are quinoxaline materials derived by reaction of diketone linkage containing perfluoro-compounds with an aromatic diamine. The diketone is produced by oxidatively dechlorinating a polychloroketone which may be a monoketone or a bis-ketone. The polychloroketone is produced by reacting a keto-ylid with a chlorinating agent, e.g., chlorine. The keto-ylid is produced by reacting a phosphorane with an acid halide of a polyoxy-perfluoroalkylene oxide wherein the perfluoro-oxyalkylene group contains two or three carbon atoms, and there are present from two to twenty perfluoro-oxyalkylene units in the oligomer. The quinoxalines, the polychloroketones and the diketones hereof are novel products. Cross-linking may be effected with a free radical generator.Type: GrantFiled: May 23, 1983Date of Patent: October 8, 1985Assignee: SCM CorporationInventor: Keith B. Baucom
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Patent number: 4514409Abstract: 5-Aryloxy-5-azolyl-3,3-dimethylpent-1-en-4-ones and -ols of the formula ##STR1## in which Ar is an optionally substituted aryl group,Az is a 1,2,4-triazol-1-yl, 1,2,4-triazol-4-yl or imidazol-1-yl group, andB is a keto group of a CH(OH) grouping,or addition products thereof with physiologically acceptable acids or metal salts are suitable for use as plant protection agents, and can be employed with particularly good success for combating those fungi which cause powdery mildew diseases, thus for combating Erysiphe species, Sphaerotheca species and Podosphaera species, and for combating diseases of rice.Type: GrantFiled: July 14, 1982Date of Patent: April 30, 1985Assignee: Bayer AktiengesellschaftInventors: Gerhard Jager, Manfred Jautelat, Karl H. Buchel, Wilhelm Brandes, Paul-Ernst Frohberger
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Patent number: 4505838Abstract: Halogenobiphenyl derivatives of Formula I ##STR1## wherein R.sup.1 and R.sup.2 are each alkyl or alkoxy in each case of 1-10 C atoms, Cy is 1,4-cyclohexylene, Ph is 1,4-phenylene, Q is --O--Cy-- or --O--Ph--, m and n are each 0 or 1 and X is F, Cl or Br, can be used as components of liquid crystal dielectrics for electrooptical display elements.Type: GrantFiled: March 4, 1983Date of Patent: March 19, 1985Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Michael Romer, Joachim Krause, Georg Weber
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Patent number: 4497965Abstract: Substituted phenoxyalkanetriones and the use thereof for the control of weeds.Type: GrantFiled: March 1, 1984Date of Patent: February 5, 1985Assignee: Zoecon CorporationInventor: Shy-Fuh Lee
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Patent number: 4487776Abstract: The invention relates to azolyl-phenoxy-tetrahydrofuran-2-ylidene-methanes defined herein under formula (I). Also included in the invention are compositions containing said compounds of formula (I) and methods for the use of such compounds and compositions as antimycotic agents. The invention further includes methods for the manufacture of the compounds of formula (I).Type: GrantFiled: January 27, 1983Date of Patent: December 11, 1984Assignee: Bayer AktiengesellschaftInventors: Hans-Ludwig Elbe, Manfred Jautelat, Karl H. Buchel, Klaus Schaller, Manfred Plempel
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Patent number: 4477681Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen, chlorine, phenyl, dialkylamino of 2-4 carbon atoms or alkyl or alkoxy each of up to 18 carbon atoms; R.sub.2 is hydrogen, chlorine, bromine or alkyl or alkoxy each of up to 4 carbon atoms; R.sub.3 and R.sub.4, which can be the same or different, each is hydrogen or alkyl of up to 6 carbon atoms; R.sub.5 is hydrogen or alkyl or alkanoyl each of up to 4 carbon atoms; and R.sub.6 is hydrogen or methyl, with the proviso that not all of R.sub.1 to R.sub.6 simultaneously are hydrogen, are effective photosensitizers, especially for photopolymerization of unsaturated compounds and for hardening of printing dyes.Type: GrantFiled: August 16, 1982Date of Patent: October 16, 1984Assignee: Merck Patent Gesellschaft mit Beschrankter HaftungInventors: Juergen Gehlhaus, Manfred Kieser
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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: 4457859Abstract: 2,2-azimidazole derivatives of the formula: ##STR1## wherein R and R.sup.1 are H, a C.sub.1 -C.sub.12 alkyl, a C.sub.1 -C.sub.12 alkoxy; NO.sub.2 ; R.sup.2 is hydrogen, a C.sub.1 -C.sub.3 alkyl; n, m=1 to 3, but where n-m=1, R=R.sup.1 =R.sup.2 =H is excluded, are disclosed as well as a method for preparing these compounds by oxidation of a compound of the formula ##STR2## wherein R, R.sup.1, R.sup.2, n and m are as identified above, except for the compound, wherein R=R.sup.2 =R.sup.2 =H, n=m=1. A liquid-crystal or mesomorphic material containing the 2,2'-azoimidazole compounds and electrooptical device comprised of such mesomorphic material are disclosed. The electrooptical devices are useful for systems of electronic representation and processing of information. The compounds therein have two spectrally spaced absorption bands in the visible part of their spectrum such that their position insures the contrast required for the human eye to be able to readily recognize the difference in color.Type: GrantFiled: March 23, 1982Date of Patent: July 3, 1984Inventors: Alexandr V. Ivaschenko, Valentina T. Lazareva, Elena K. Prudnikova, Vladimir G. Rumyantsev, Tamara S. Pljusnina, Viktor A. Nefedov, Lev M. Blinov, Viktor V. Titov, Vladimir P. Sevostyanov, Vadim M. Shoshin
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Patent number: 4456771Abstract: Novel (3',5'-dihydrocarbyl-4'-hydroxybenzyl)-1,3-diketones are prepared by reacting an N,N-dihydrocarbyl-2,6-dihydrocarbyl-4-aminomethylphenol with a 1,3-diketone and an alkyl halide in the presence of an alkali or an alkaline earth metal hydride. The products are useful as antioxidants.Type: GrantFiled: September 7, 1982Date of Patent: June 26, 1984Assignee: Ethyl CorporationInventors: Charles R. Everly, Jerry M. Roper
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Patent number: 4443447Abstract: Antimicrobial compounds of the following formula are disclosed: ##STR1## wherein X is selected from the group consisting of --O--, --CH.sub.2 and ##STR2## m is 0 or 1; R.sub.1 is selected from the group consisting of hydrogen, nitro, amino, lower alkyl, lower alkanamido, lower N,N-dialkylamino, formamido, hydroxy, lower alkoxy, halogen, lower haloalkanamido and pyrryl; n is 1 or 2; and R.sub.2 is selected from the group consisting of hydrogen, methyl, fluoro, chloro and nitro. Acyl chlorides, esters, alkylaminoalkyl ester salts, amides and pharmaceutically acceptable carboxylate salts are also disclosed. Pharmaceutical compositions containing these compounds, methods of using these compound and synthetic intermediates are also disclosed.Type: GrantFiled: October 25, 1982Date of Patent: April 17, 1984Assignee: Riker Laboratories, Inc.Inventors: John F. Gerster, Richard M. Stern
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Patent number: 4429167Abstract: This invention relates to 3-alkoxy-4-substituted-phenoxy-2,3-unsaturated acid esters and derivatives thereof and the use of said acid esters and derivatives for the control of weeds.Type: GrantFiled: January 22, 1982Date of Patent: January 31, 1984Assignee: Zoecon CorporationInventor: Shy-Fuh Lee
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Patent number: 4410716Abstract: Novel compounds, dibenzo[a,d]cycloheptene derivatives, of the general formula ##STR1## wherein R.sub.1 represents a hydrogen atom, a halogen atom or a lower alkyl group, R.sub.2 and R.sub.3 each represent a hydrogen atom or a lower alkyl group, and Z represents a group of the formula ##STR2## These novel compounds are useful as non-steroidal anti-inflammatory agents free from gastrointestinal lesions. The compounds of formula (I) can be prepared, for example, by cyclizing a compound of the general formula ##STR3## wherein R.sub.1 and R.sub.2 are as defined above, X represents a hydroxyl group or a halogen atom, one Y represents a group of the formula --CH.sub.2 COX and the other Y represents a hydrogen atom; optionally hydrolyzing the cyclized product; and optionally esterifying the product, and/or etherifying its enol group.Type: GrantFiled: September 24, 1980Date of Patent: October 18, 1983Assignee: Toa Eiyo Kagaku Kogyo Co. Ltd.Inventors: Tetsutaro Hayasaka, Kuniro Saito, Sen-ichi Narita, Takao Goto, Shin-ichi Yamada, Teruo Saito, Kazuyoshi Okutani
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Patent number: 4408076Abstract: 3-Alkoxy-4-substituted-phenoxy-2,3-unsaturated acid esters and derivatives thereof and the use thereof for the control of weeds.Type: GrantFiled: September 4, 1981Date of Patent: October 4, 1983Assignee: Zoecon CorporationInventor: Shy-Fuh Lee
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Patent number: 4406909Abstract: A fungicidally active 4-substituted-1-azolyl-1-phenoxy-3,3-dimethyl-butan-2-one or -ol of the formula ##STR1## in which A is a nitrogen atom or CH,B is --CO-- or CH(OH),R is cyano or X--R.sup.1,R.sup.1 is alkyl, optionally substituted aryl or optionally substituted aralkyl,X is oxygen, sulphur, SO or SO.sub.2,Z each independently is halogen, alkyl, halogenoalkyl, alkoxy, alkylthio, alkylsulphonyl, nitro, cyano, alkoxycarbonyl or optionally substituted phenyl, andn is 0, 1, 2 or 3,or an addition product thereof with a physiologically acceptable acid or with a metal salt. Intermediates therefor of the formula ##STR2## are also new.Type: GrantFiled: May 19, 1981Date of Patent: September 27, 1983Assignee: Bayer AktiengesellschaftInventors: Wolfgang Kramer, Hans-Ludwig Elbe, Karl H. Buchel, Wilhelm Brandes, Paul-Ernst Frohberger
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Patent number: 4399141Abstract: 5-Substituted-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5,10-imines, derivatives and pharmaceutically acceptable salts thereof are useful as anticonvulsants.Type: GrantFiled: June 12, 1981Date of Patent: August 16, 1983Assignee: Merck & Co., Inc.Inventors: Paul Anderson, Marcia E. Christy, Ben E. Evans
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Patent number: 4393004Abstract: This disclosure describes certain novel 3-(.alpha.-substituted-benzyl)-2,3-dihydrothiazolo[3,2-a][1,3]diazacyclan- 3-ols which are useful as diuretic agents.Type: GrantFiled: January 29, 1982Date of Patent: July 12, 1983Assignee: American Cyanamid CompanyInventors: Andrew S. Tomcufcik, William B. Wright, Jr., Joseph W. Marsico, Jr.
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Patent number: 4385185Abstract: Compounds of the general formula I: ##STR1## wherein R.sub.1 and R.sub.2 are equal or different alkyl-, alkoxyalkyl-, or aryl groups, or together form a ring; R.sub.3 is an allyl or benzyl radical; and R.sub.4 and R.sub.5 represent hydrogen, alkyl, alkoxyalkyl, alkenyl or further compounds of the formula II: ##STR2## wherein R.sub.1, R.sub.2, R.sub.4 and R.sub.5 have the meaning indicated above and R.sub.6 stands for hydrogen or methyl or to compounds which are modified by the addition of hydrogen to at least one olefinic or carbonylic double bond of compounds of the general formula I or II. The invention also relates to a process for preparing the new compounds. The compounds of the general formula II are obtained by thermal treatment of a selection of compounds of formula I, for which R.sub.3 stands for the allyl or methallyl radical. The compounds according to the invention are used as fragrant and flavoring substances.Type: GrantFiled: March 20, 1981Date of Patent: May 24, 1983Assignee: Consortium fur Elektrochemische Industrie GmbHInventors: Helmut Gebauer, Walter Hafner
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Patent number: 4379921Abstract: A process for producing a triazolylvinyl ketone compound of the formula: ##STR1## wherein X is a hydrogen or chlorine atom, comprising heating a compound of the formula: ##STR2## wherein X is as defined above. The triazolylvinyl ketone compound is useful as agricultural fungicides.Type: GrantFiled: August 13, 1981Date of Patent: April 12, 1983Assignee: Sumitomo Chemical Company, LimitedInventors: Yuji Funaki, Shizuya Tanaka, Noritada Matsuo
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Patent number: 4372976Abstract: A novel antiviral agent, tert-butyl (3,4-dibenzyloxy)styryl ketone, is described.Type: GrantFiled: August 7, 1981Date of Patent: February 8, 1983Assignee: Sterling Drug Inc.Inventor: Guy D. Diana
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Patent number: 4347192Abstract: Derivatives of .alpha.,.beta.-unsaturated ketones having anticonvulsant activity and methods of their preparation from heterocyclic phosphonium salts and acyclic phosphoranes are disclosed.Type: GrantFiled: July 24, 1980Date of Patent: August 31, 1982Assignee: G. D. Searle & Co.Inventor: Richard A. Mueller
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Patent number: 4346023Abstract: New unsaturated macrocyclic ketones are obtained via a process which consists in reacting a dialdehyde with a tetraalkyldiphosphonate ester. The new ketones are useful intermediates for the preparation of cyclopentadecanone and its higher methyl-homologue, known fragrant substances. New ketones possess also direct utility as musky odorants.Type: GrantFiled: March 17, 1981Date of Patent: August 24, 1982Assignee: Firmenich SAInventors: George H. Buchi, Hans Wuest
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Patent number: 4310465Abstract: A synthesis of Vitamin E has the condensation of 2,4-pentanediene and 1,2-epoxy-2,6,10,14-tetramethylpentadecane including intermediates in this synthesis which uses base catalyzed condensations of aliphatic compounds to construct the Vitamin E molecule from aliphatic precursors.Type: GrantFiled: December 17, 1979Date of Patent: January 12, 1982Assignee: Hoffmann-La Roche Inc.Inventors: Gary L. Olson, Gabriel Saucy
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Patent number: 4306097Abstract: Cycloalkanones, cycloalkanols and unsaturated analogs thereof, each of which has at the 3-position a 2-hydroxy-4-substituted phenyl group wherein the 4-position substituent is alkyl which can have an oxygen atom as part of the chain, or aralkyl which can have an oxygen atom as part of the alkyl chain, their use for pharmacological and medicinal purposes, intermediates therefor and processes for their preparation.Type: GrantFiled: September 8, 1980Date of Patent: December 15, 1981Assignee: Pfizer Inc.Inventors: Charles A. Harbert, Michael R. Johnson, Lawrence S. Melvin, Jr.
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Patent number: 4301081Abstract: The invention includes novel alkali metal complex compounds (and processes for their preparation) which are useful, inter alia for the hydrogenation of alkali metals at room temperature or below room temperature to form hydrides or nitrides.Type: GrantFiled: January 28, 1980Date of Patent: November 17, 1981Assignee: Studiengesellschaft Kohle mbHInventor: Borislav Bogdanovic
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Patent number: 4283569Abstract: Compounds useful for pharmacological and medicinal purposes having the formulae ##STR1## wherein R is H, C.sub.1 -C.sub.5 alkanoyl; R.sub.1 is H, benzyl, C.sub.1 -C.sub.5 alkanoyl, P(O)(OH).sub.2, --CO(CH.sub.2).sub.2 COOH or a basic acyl group; each of R.sub.2 and R.sub.4 is H, C.sub.1 -C.sub.6 alkyl, phenyl, pyridyl or (CH.sub.2).sub.y C.sub.6 H.sub.5 ; y is 1-4; R.sub.3 is H or CH.sub.3 ; Z is C.sub.1 -C.sub.13 alkylene or --(alk.sub.1).sub.m --O--(alk.sub.2).sub.n --; each of (alk.sub.1) and (alk.sub.2) is C.sub.1 -C.sub.13 alkylene with the proviso that the summation of carbon atoms in (alk.sub.1) plus (alk.sub.2) is not greater than 13; each of m and n is 0 or 1; and W is H, pyridyl, phenyl, fluorophenyl or chlorophenyl; intermediates therefor and methods for their preparation and use.Type: GrantFiled: September 13, 1977Date of Patent: August 11, 1981Assignee: Pfizer Inc.Inventors: Thomas H. Althuis, Charles A. Harbert, Michael R. Johnson, Lawrence S. Melvin, Jr.
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Patent number: 4273787Abstract: The compounds are 4-phenyl-4-lower alkyl-substituted-3-buten-2-ones, and -2-halo-1,3-butadienes, e.g., 2-(p-biphenylyl)-2-penten-4-one, and are useful as pharmaceuticals.Type: GrantFiled: August 9, 1979Date of Patent: June 16, 1981Assignee: Sandoz, Inc.Inventor: Eugene E. Galantay
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Patent number: 4268687Abstract: The present invention provides a novel process for the production of methyl or ethyl ester of (3-trifluoromethylphenyl)-acetic acid. The process comprises the steps of:(a) converting (3-trifluoromethyl)-benzotrichloride to the corresponding benzoyl chloride,(b) cyanation of the benzoyl chloride to produce the corresponding benzoyl cyanide,(c) hydrolyzing the benzoyl cyanide to produce the corresponding keto-acid,(d) hydrogenating the keto-acid to produce (3-trifluoromethylphenyl)-alpha-hydroxyacetic acid,(e) hydrogenating (3-trifluoromethylphenyl)-alpha-hydroxyacetic acid in the presence of glacial acetic acid to produce the corresponding substituted acetic acid, and(f) esterifying the substituted acetic acid using an alcohol selected from the group consisting of methyl and ethyl to obtain the corresponding methyl or ethyl ester of (3-trifluoromethylphenyl)-acetic acid.Type: GrantFiled: November 7, 1979Date of Patent: May 19, 1981Assignee: Hooker Chemicals & Plastics Corp.Inventors: David Y. Tang, Arthur M. Foster