Chalcogen Attached Indirectly To The Hetero Ring By Nonionic Bonding Patents (Class 549/427)
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Patent number: 4866188Abstract: A process is disclosed for preparing a cyclic ether which comprises cyclodehydrating a polyhydroxy compound of the general formulaHOR.sup.1 HC--R.sup.2 --CHR.sup.3 OHin which R.sup.1 and R.sup.3, each of which is the same or different, is hydrogen or a lower aliphatic, cycloaliphatic or aryl group and R.sup.2 is a divalent aliphatic group of 1 to 10 carbon atoms containing 0, 1 or 2 etheric oxygen atoms or 0, 1 or 2 secondary or tertiary amine nitrogen atoms and 0, 1 or more lower aliphatic, cycloaliphatic and/or aryl groups containing 0 or 1 hydroxyl groups at elevated temperatures in the presence of a catalytically effective amount of a Group VIII metal catalyst or a Group VIII metal-containing material to provide a cyclic ether of the general formula ##STR1## in which R.sup.1, R.sup.2 and R.sup.3 are as defined above.Type: GrantFiled: August 3, 1984Date of Patent: September 12, 1989Assignee: National Distillers and Chemical CorporationInventor: John A. Scheben
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Patent number: 4845247Abstract: 3,4-dihydro-2H-pyrans I ##STR1## where R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are each H or C.sub.1 -C.sub.6 -alkyl and R.sup.3 is not C.sub.2 -C.sub.4 -alkyl when A is COOR.sup.5 and A is COOR.sup.5, .dbd.CHOR.sup.5, in which R.sup.5 is C.sub.1 -C.sub.4 -alkyl, or CH.sub.2 OR.sup.6, in which R.sup.6 is C.sub.1 -C.sub.4 -alkyl or is benzyl which is unsubstituted or substituted by C.sub.1 -C.sub.4 -alkyl, alkoxy or halogen, or is formyl, C.sub.2 -C.sub.4 -alkylcarbonyl or benzoyl which is unsubstituted or substituted by C.sub.1 -C.sub.4 -alkyl, alkoxy or halogen, are prepared by eliminating an alcohol from a 2-alkoxytetrahydropyran II ##STR2## where R.sup.7 is C.sub.1 -C.sub.18 -alkyl and A' is COOR.sup.5, CH(OR.sup.5).sub.2 or CH.sub.2 OR.sup.6, in which R.sup.5 and R.sup.Type: GrantFiled: July 23, 1987Date of Patent: July 4, 1989Assignee: Basf AktiengesellschaftInventors: Wolfgang Spiegler, Norbert Goetz, Manfred Sauerwald, Toni Dockner, Rolf Fischer
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Patent number: 4837327Abstract: Aryl difluoromethyl sulfone adds to alkehydes under phase transfer conditions to give novel substituted alcohols of the general formulaRCH(OH)CF.sub.2 SO.sub.2 Ar (I)wherein R is an aryl, cycloaliphatic, sec- or tert-aliphatic, or heterocyclic group and Ar is an aryl group. The substituted alcohols of formula I are of particular utility as intermediates in the synthesis of a variety of useful end products. For example, the products of formula I may be utilized in desulfonylation reactions, oxidation reactions and fluorination reactions.Type: GrantFiled: July 13, 1987Date of Patent: June 6, 1989Assignee: Ethyl CorporationInventor: G. Patrick Stahly
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Patent number: 4818431Abstract: New tetrahydropyran derivatives of the formula I ##STR1## in which G is H.sub.2 or .dbd.O, R.sup.1 and R.sup.2 are each an alkyl group having 1-10 C atoms, it also being possible for one or two CH.sub.2 groups to be replaced by O atoms, or are F, Cl, Br or CN, R.sup.2 is also H, A.sup.1 and A.sup.2 are each 1,4-phenylene, 1,4-cyclohexylene, 1,3-dioxane-2,5-diyl, piperidine-1,4-diyl, 1,4-bicyclo[2.2.2]octylene or pyrimidine-2,5-diyl groups which are unsubstituted or substituted by 1-4 F atoms, Z.sup.1 and Z.sup.2 are each --CO--O--, --O--CO--, --CH.sub.2 CH.sub.2 --, --OCH.sub.2 --, --CH.sub.2 O--, or a single bond, m and n are each 0, 1, 2 or 3, but (m+n) is at least 1 and at most 3, it being possible, when m is 2 or 3, for the group A.sup.1 and, when n is 2 or 3, for the groups A.sup.2 each to be identical or different from one another, and the acid addition salts of those among these compounds which are basic, are suitable for use as components in liquid-crystal dielectrics.Type: GrantFiled: November 24, 1986Date of Patent: April 4, 1989Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Rudolf Eidenschink, Joachim Krause, Peter Fuss
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Patent number: 4812160Abstract: Cyclohexenone derivative of the formula ##STR1## where A is oxygen or NOR.sup.8, where R.sup.8 is alkyl, alkenyl, alkynyl, haloalkyl or haloalkenyl, chlorothienyl or alkoxyalkylB is O, S, SO or SO.sub.2,X is hydrogen or methoxycarbonyl,R.sup.1 is hydrogen, carbonylalkyl, benzoyl or a cation,R.sup.2 is alkyl,R.sup.3 and R.sup.4 are hydroxyl, chlorine, bromine, thioalkylcarboxyl, thiocarbonylalkyl, alkylcarbonyloxy, alkoxy, or alkylthio, or R.sup.3 and R.sup.4 together epoxy,R.sup.5 and R.sup.6 are hydrogen or methyl or R.sup.5 and R.sup.6 are together methyleneoxyethylene, andR.sup.7 is hydrogen or methyl,and herbicides containing these compounds.Type: GrantFiled: December 24, 1986Date of Patent: March 14, 1989Assignee: BASF AktiengesellschaftInventors: Dieter Jahn, Michael Keil, Dieter Kolassa, Ulrich Schirmer, Bruno Wuerzer, Norbert Meyer, Johann Jung, Wilhelm Rademacher
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Patent number: 4804787Abstract: This invention relates to a process for making an enantiomer or racemic mixture of a compound of the formula ##STR1## wherein R is hydrogen, lower alkyl or a pharmaceutically acceptable, non-toxic salt of a compound wherein R is hydrogen; X is hydrogen, halo, trifluoromethyl, lower alkyl or lower alkoxy, and the wavy lines represent the .alpha. or .beta. configuration with the proviso that when one wavy line is .alpha. the other is .beta.; novel intermediates useful for preparing these compounds; and processes for making the intermediates.Type: GrantFiled: October 9, 1985Date of Patent: February 14, 1989Assignee: Syntex (U.S.A.) Inc.Inventors: Gary F. Cooper, Douglas L. Wren, Albert R. Van Horn, Tsung-Tee Li, Colin C. Beard
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Patent number: 4797219Abstract: According to the present invention, novel oil soluble compositions useful as dispersants are provided by reaction of a mono- or polycarboxylic acid acylating reactant with at least one heterocyclic polyol of the formula: ##STR1## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are the same or different and are selected from the group consisting of H, alkyl and --CH(OH)R.sup.5, wherein R.sup.5 is C.sub.1 to C.sub.10 alkyl, and wherein X and Y are the same or different and are H or C.sub.1 to C.sub.10 alkyl, with the proviso that at least one of R.sup.1, R.sup.2, R.sup.3 and R.sup.4 is the --CH(OH)R.sup.5 moiety.Type: GrantFiled: April 24, 1987Date of Patent: January 10, 1989Assignee: Exxon Chemical Patents Inc.Inventors: Antonio Guttierrez, Jack Ryer
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Patent number: 4788319Abstract: A novel isocarbacyclin which is a compound represented by the following formula ##STR1## wherein R.sup.1 represents a hydrogen atom, or a C.sub.1 -C.sub.4 alkyl or alkenyl group; R.sup.2 and R.sup.3 are identical or different and each represents a hydrogen atom, a tri(C.sub.1 -C.sub.7)hydrocarbon-silyl group or a group forming an acetal linkage together with the oxygen atom of the hydroxyl group; R.sup.4 represents a hydrogen atom, a methyl group or a vinyl group; R.sup.5 represents an unsubstituted linear or branched C.sub.3 -C.sub.8 alkyl group which may be interrupted by an oxygen atom, a substituted linear or branched C.sub.1 -C.sub.5 group in which the substituent is a C.sub.1 -C.sub.6 alkoxy group or a phenyl, phenoxy or C.sub.3 -C.sub.10 cycloalkyl group which may be substituted further, a phenyl group which may be substituted, a phenoxy group which may be substituted, or a C.sub.3 -C.sub.Type: GrantFiled: May 1, 1987Date of Patent: November 29, 1988Assignee: Teijin LimitedInventors: Atsuo Hazato, Toshio Tanaka, Noriaki Okamura, Kiyoshi Bannai, Kurozumi, Seizi, Suzuki, Masaaki, Noyori, Ryoji
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Patent number: 4783473Abstract: Geminally-substituted cyclic ether carboxylic acids or derivatives thereof are provided which have the structure ##STR1## wherein Z is aryl, which may be optionally substituted with one or more of the following groups: halo, lower alkyl, lower alkoxy, hydroxy, lower alkylamino, phenyl or carbo-lower alkoxy ##STR2## R is COOH, COO alkali metal, coo lower alkyl, ##STR3## R.sup.1 is lower alkyl or aryl; n is 1 or 2;p is 2 to 5; andq is 1 to 4.These compounds are cardiovascular agents which exhibit thromboxane antagonist activity and thus are useful in the treatment of thrombotic disease.Type: GrantFiled: September 2, 1987Date of Patent: November 8, 1988Assignee: E. R. Squibb & Sons, Inc.Inventors: Steven E. Hall, Philip M. Sher
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Patent number: 4739099Abstract: The invention provides a compound of formula (II): ##STR1## and the corresponding isomers and salts; in this formula, a equals 0 or 1; R.sub.1 and R.sub.2 represent, independently, H or a C.sub.1 -C.sub.4 alkyl group; R.sub.3 denotes --C.tbd.N; oxazolinyl; --CH.sub.2 OR.sub.4 (R.sub.4 =H, C.sub.1 -C.sub.4 alkyl, C.sub.2 -C.sub.6 mono- or poly-hydroxyalkyl, cyclopentyl or cyclohexyl, or --OR.sub.4 =tetrahydropyranyl); --COR.sub.5 (R.sub.5 =H, C.sub.1 -C.sub.4 alkyl, --NR'R" where R' and R" have various meanings); --OR.sub.6 (R.sub.6 =H, C.sub.1 -C.sub.18 alkyl, C.sub.2 -C.sub.3 monohydroxyalkyl or C.sub.3 -C.sub.6 polyhydroxyalkyl with 2-5 OH groups), which has useful medicinal and cosmetic applications.Type: GrantFiled: September 30, 1985Date of Patent: April 19, 1988Assignee: L'OrealInventors: Gerard Lang, Serge Forestier, Alain Lagrange, Braham Shroot
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Patent number: 4708963Abstract: Carbacyclin derivatives of Formula I ##STR1## wherein R.sub.1 is OR.sub.2, wherein R.sub.2 is hydrogen, alkyl, cycloalkyl, aryl, a heterocyclic residue, or NHR.sub.3, wherein R.sub.3 is an acid residue or hydrogen;X is oxygen;A is --CH.sub.2 --CH.sub.2 --, trans--CH.dbd.CH--, or --C.tbd.C--;W is free or functionally modified hydroxymethylene or free or functionally modified ##STR2## wherein the OH-group can be in the .alpha.- or .beta.-position; D is a straight-chain or branched, saturated or unsaturated aliphatic group of 1-10 carbon atoms, which can optionally be substituted by fluorine atoms, 1,2-methylene, 1,1-trimethylene;E is --C.tbd.C-- or --CR.sub.6 .dbd.CH.sub.7 -- wherein R.sub.6 and R.sub.7 are hydrogen or alkyl of 1-5 carbon atoms;R.sub.4 is an aliphatic group, cycloalkyl, optionally substituted aryl, or a heterocyclic group;R.sub.5 is free or functionally modified hydroxy and,when R.sub.Type: GrantFiled: May 28, 1985Date of Patent: November 24, 1987Assignee: Schering AktiengesellschaftInventors: Werner Skuballa, Bernd Raduchel, Norbert Schwarz, Helmut Vorbruggen, Jorge Casals-Stenzel, Ekkehard Schillinger, Michael H. Town
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Patent number: 4694019Abstract: The present invention relates to therapeutic compositions for the treatment of gastric disorders, said compositions containing a compound of the formula ##STR1## in which R is a mono- or poly-cyclic heterocyclic radical, possibly substituted, containing an oxygen atom, R' is a hydrogen atom or a linear, branched or cyclic alkyl radical, saturated or unsaturated, containing up to 18 carbon atoms, and,either A represents a hydrogen atom and B represents a hydroxyl radicalor A and B together form a carbon-carbon double bond, as well as the pharmaceutically acceptable alkaline, alkaline-earth or amine salts thereof.Type: GrantFiled: August 14, 1985Date of Patent: September 15, 1987Assignee: Roussel UCLAFInventors: Mario Bianchi, deceased, Fernando Barzaghi
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Patent number: 4692464Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is (a) hydrogen, (b) C.sub.1-10 alkyl, (c) C.sub.1-10 alkyl substituted by halogen; C.sub.1-4 alkoxy; C.sub.6-10 aryl; C.sub.6-10 aryl substituted by 1-3 halogen atoms, a phenyl group, 1-3 C.sub.1-4 alkyl groups or a chloromethyl, fluoromethyl, trifluoromethyl, carboxy, hydroxy or C.sub.1-4 alkoxy group; di-C.sub.1-4 -alkylamino; or tri-C.sub.1-4 -alkylammonium, (d) C.sub.4-10 cycloalkyl, (e) C.sub.4-10 cycloalkyl substituted by C.sub.1-4 alkyl, (f) C.sub.6-10 aryl, (g) C.sub.6-10 aryl substituted by 1-3 halogen atoms, a phenyl group 1-3 C.sub.1-4 alkyl groups or a chloromethyl, fluoromethyl, trifluoromethyl, carboxy, hydroxy or C.sub.1-4 alkoxy group, or (h) an aromatic heterocycle of 5 or 6 ring atoms one of which is O, N or S;A is --CH.sub.2 --CH.sub.2 --, trans--CH.dbd.CH-- or --C.tbd.C--;W is hydroxymethylene, RO-methylene, CH.sub.3 or CH.sub.3, ##STR2## wherein OH or OR is in the .alpha.- or .beta.Type: GrantFiled: February 26, 1982Date of Patent: September 8, 1987Assignee: Schering AktiengesellschaftInventors: Werner Skuballa, Bernd Raduchel, Helmut Vorbruggen, Gerda Mannesmann, Wolfgang Losert, Jorge Casals
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Patent number: 4690948Abstract: Ring opened halogenated Resorcyclic Acid Lactone (RAL) derivatives having the structure: ##STR1## are used to increase rumen fermentation efficiency.Type: GrantFiled: December 1, 1986Date of Patent: September 1, 1987Assignee: International Minerals & Chemical Corp.Inventor: Jing-Jong Lu
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Patent number: 4686301Abstract: Process for the preparation of compounds of the formula (I) ##STR1## in which R denotes a C.sub.1 -C.sub.4 -alkyl radical which is optionally substituted by C.sub.1 -C.sub.4 -alkoxy groups, or a phenyl radical which can be substituted by alkyl or alkoxy groups having 1 to 4 carbon atoms or by chlorine or bromine atoms, or, together with R.sub.2, denotes an alkylene bridge --(CH.sub.2).sub.n -- in which n is the number 3 or 4, R.sub.1 denotes a hydrogen atom or an alkyl radical having 1 to 4 carbon atoms, and R.sub.2 represents a hydrogen atom or an alkyl radical having 1 to 4 carbon atoms, or, together with R, represents an alkylene bridge --(CH.sub.2).sub.n -- in which n has the meaning mentioned, by reacting 2,4-dinitrochlorobenzene with an alcohol of the formula (II) ##STR2## in which R, R.sub.1 and R.sub.2 have the meanings mentioned above, in the presence of lithium oxide or lithium hydroxide at temperatures from 0.degree. to 5.degree. C.Type: GrantFiled: June 2, 1986Date of Patent: August 11, 1987Assignee: Hoechst AktiengesellschaftInventors: Theodor Papenfuhs, Friedrich Schophoff
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Patent number: 4658033Abstract: New interphenylene prostaglandin (PGH) analogs are prepared by a method which involves reacting a bicyclic olefin, an acetylene compound and a benzylic halide together, in the presence of a palladium(O) catalyst in a single-step synthesis. By this technique a large number of new interphenylene PGH analogs can be prepared, which are useful as inhibitors of arachidonic acid induced platelet aggregation.Type: GrantFiled: September 23, 1985Date of Patent: April 14, 1987Assignee: Iowa State University Research Foundation, Inc.Inventor: Richard C. Larock
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Patent number: 4642359Abstract: A process for selectively preparing isomers of polysubstituted pyrylium salts from isoolefins or isoolefin precursors comprises diacylating the isoolefin or isoolefin precursor with a carboxylic acid anhydride in the presence of an acid having a Hammett acidity function, at about 22.degree.-25.degree. C. when pure, between -10 and -5. This method is selective to obtain the most substituted isomer of pyrylium salt that can be obtained from the isoolefin or isoolefin precursor.Type: GrantFiled: December 10, 1984Date of Patent: February 10, 1987Assignee: Eastman Kodak CompanyInventors: Harivelo G. Rajoharison, Christian M. Roussel
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Patent number: 4608435Abstract: New benzo-1,4-quinones and salts thereof with organic or inorganic acid and bases have the formula I ##STR1## wherein p is 1 or 2 and q is 0 or 1, provided that p+q is 1 or 2, R is a residue of formula II ##STR2## wherein Q is selected from the residues --CO.sub.2 R.sub.4, --CON(R.sub.4)(R.sub.5), --OR.sub.5, --OCOR.sub.7, --N(R.sub.8)(R.sub.9), --PO(OR.sub.10)([O].sub.x R.sub.11), --SO.sub.2 R.sub.12, --CN, Halogen, --NO.sub.2 or --COR.sub.13, n is an integer from 1 to 20, k is 1 or 2 and x is 0 or 1, and R.sub.1 to R.sub.5 and R.sub.7 to R.sub.13 are as defined in the specification.The compounds of formula I are useful in photographic materials such as bleaching inhibitors in films of photographic silver dye bleach materials.Type: GrantFiled: April 28, 1983Date of Patent: August 26, 1986Assignee: Ciba-Geigy AGInventor: Frederick H. Howell
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Patent number: 4585594Abstract: 4-Substituted but-3-ene-1-carboxylic acids and their esters R.sup.1 R.sup.2 C.dbd.CH--CH.sub.2 --CO--O--R.sup.3 (I, where R.sup.1 is an organic radical, R.sup.2 is H or R.sup.1, or R.sup.1 and R.sup.2 together form a 5-membered to 20-membered ring, and R.sup.3 is H or lower alkyl) are prepared by carbonylation of R.sup.1 R.sup.2 C(OH)--CH.dbd.CH.sub.2 (II) in the presence of an alcohol R.sup.3' --OH (III, where R.sup.3' is lower alkyl) or, for the preparation of the acids I alone, in the absence of an alcohol III, at from 50.degree. to 150.degree. C. and under from 200 to 700 bar, using a complex of a palladium halide and a tertiary organic phosphine.Type: GrantFiled: December 11, 1984Date of Patent: April 29, 1986Assignee: BASF AktiengesellschaftInventors: Walter Himmele, Werner Hoffmann, Lothar Janitschke
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Patent number: 4582916Abstract: Sulfamates of the following formula (I): ##STR1## wherein X is O or CH.sub.2 and R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are as herein defined have been found to exhibit anticonvulsant activity and are thus useful in the treatment of conditions such as epilepsy. Further, pharmaceutical compositions containing a compound of formula (I) as well as methods for their use and intermediates form part of the present invention.Type: GrantFiled: February 11, 1985Date of Patent: April 15, 1986Assignee: McNeilab, Inc.Inventors: Bruce E. Maryanoff, Joseph F. Gardocki
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Patent number: 4558148Abstract: There are described fluorinated allylic compounds as expressed by the following general formula ##STR1## wherein R.sub.f is a fluorinated aliphatic group and R is a group expressed by a general formula ##STR2## wherein R.sup.1 is an aliphatic or aromatic hydrocarbon group and R.sup.2 and R.sup.3 are the same group or different groups as selected among hydrogen atom, aliphatic and aromatic hydrocarbon groups, and heterocyclic groups. Further, a process of preparing fluorinated allylic compounds is described which includes a process step wherein a silane metal halide as expressed by a general formula(R.sup.1).sub.3 SiCH.sub.2 MX,wherein R.sup.1 is either an aliphatic or aromatic hydrocarbon group, M is an element that belongs to the group IIa, IIIb, or VIIb of the periodic table, and X is a halogen atom, is reacted with a fluorinated carboxylic acid ester as expressed by a general formulaR.sub.f COOR',wherein R.sub.Type: GrantFiled: July 30, 1984Date of Patent: December 10, 1985Assignee: Daikin Industries Ltd.Inventors: Nobuo Ishikawa, Tomoya Kitazume
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Patent number: 4549015Abstract: New hydroquinone ether compounds of formula I are described: ##STR1## wherein p is 1 or 2 and q is 0 or 1, provided that p+q is 1 or 2, R is a residue of formula II ##STR2## and R.sub.o, R.sub.oo, R.sub.1, R.sub.2, R.sub.3, Q, n and k are as defined in the specification.The new compounds are useful e.g. as stabilizers in photographic material.Type: GrantFiled: June 14, 1983Date of Patent: October 22, 1985Assignee: Ciba-Geigy AGInventor: Frederick H. Howell
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Patent number: 4513006Abstract: Sulfamates of the following formula (I): ##STR1## wherein X is O or CH.sub.2 and R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are as herein defined have been found to exhibit anticonvulsant activity and are thus useful in the treatment of conditions such as epilepsy. Further, pharmaceutical compositions containing a compound of formula (I) as well as methods for their use and intermediates form part of the present invention.Type: GrantFiled: September 26, 1983Date of Patent: April 23, 1985Assignee: McNeil Lab., Inc.Inventors: Bruce E. Maryanoff, Joseph F. Gardocki
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Patent number: 4484000Abstract: New hydroquinones having the formula: ##STR1## wherein p is 1 or 2 and q is 0 or 1, provided that p+q is 1 or 2; R is a residue of formula: ##STR2## wherein Q is selected from the residues --COZR.sub.4 wherein Z is 0 or NR.sub.5, --OX wherein X is R.sub.5 or --COR.sub.7, --NR.sub.8 R.sub.9, --PO(OR.sub.10)[O].sub.x R.sub.11 wherein x is 0 or 1, --SO.sub.2 R.sub.12 or --CN, and salts thereof with organic or inorganic acid bases.The groups, R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.7, R.sub.8, R.sub.9, R.sub.10, R.sub.11, R.sub.12, k and n are defined hereafter.These compounds are used as stabilizers in photographic materials.Type: GrantFiled: June 18, 1982Date of Patent: November 20, 1984Assignee: Ciba-Geigy AGInventor: Frederick H. Howell
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Patent number: 4424374Abstract: Compounds of the general formula: ##STR1## wherein R.sup.1 represents a straight- or branched-chain alkyl group containing from 1 to 6 carbon atoms or a phenoxy or benzyl group, and pharmaceutically acceptable salts and esters thereof, possess pharmacological properties of use in the fields of mammalian reproduction and cardiovascular disease.Type: GrantFiled: March 13, 1981Date of Patent: January 3, 1984Assignee: May & Baker LimitedInventors: Michael P. L. Caton, Keith A. J. Stuttle
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Patent number: 4423067Abstract: Carbacyclin derivatives of Formula I ##STR1## wherein R.sub.1 is OR.sub.2, wherein R.sub.2 is hydrogen, alkyl, cycloalkyl, aryl, a heterocyclic residue, or NHR.sub.3, wherein R.sub.3 is an acid residue or hydrogen;X is oxygen;A is --CH.sub.2 --CH.sub.2 --, trans--CH.dbd.CH--, or --C.tbd.C--;W is free or functionally modified hydroxymethylene or free or functionally modified ##STR2## wherein the OH-group can be in the .alpha.- or .beta.-position; D is a straight-chain or branched, saturated or unsaturated aliphatic group of 1-10 carbon atoms, which can optionally be substituted by fluorine atoms, 1,2-methylene, 1,1-trimethylene;E is --C.tbd.C-- or --CR.sub.6 .dbd.CR.sub.7 -- wherein R.sub.6 and R.sub.7 are hydrogen or alkyl of 1-5 carbon atoms;R.sub.4 is an aliphatic group, cycloalkyl, optionally substituted aryl, or a heterocyclic group;R.sub.5 is free or functionally modified hydroxy and,when R.sub.Type: GrantFiled: December 21, 1981Date of Patent: December 27, 1983Assignee: Schering AktiengesellschaftInventors: Werner Skuballa, Bernd Raduchel, Norbert Schwarz, Helmut Vorbruggen, Jorge Casals-Stenzel, Ekkehard Schillinger, Michael H. Town
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Patent number: 4411911Abstract: Novel sulfonate derivatives represented by the formulaR.sub.1 SO.sub.3 CH.sub.2 CO(CH.sub.2).sub.n R.sub.2act to inhibit esterases and chymotripsin and are useful as antilipemic agents, anti-inflammatory agents, immunity controlling agents, etc.Type: GrantFiled: January 19, 1981Date of Patent: October 25, 1983Assignee: Taiho Pharmaceutical Company, LimitedInventors: Setsuro Fujii, Toshihiro Hamakawa, Kazuo Ogawa, Yoshiyuki Muranaka, Sadao Hashimoto
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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: 4401823Abstract: Polyhydroxylated compounds such as glucose, sucrose, sorbitol, etc. are subjected to a hydrogenolysis reaction at hydrogenolysis conditions which include a temperature in the range of from about 175.degree. to about 250.degree. C. and a pressure in the range of from about 10 to about 2000 pounds per square inch in the presence of a catalytic composition of matter. The catalyst comprises a carbonaceous pyropolymer possessing recurring units containing at least carbon and hydrogen atoms which is impregnated with a transition metal. The products which are obtained will include alcohols, acids, ketones, ethers, and hydrocarbons.Type: GrantFiled: May 18, 1981Date of Patent: August 30, 1983Assignee: UOP Inc.Inventor: Blaise J. Arena
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Patent number: 4371717Abstract: The present invention is directed to a process for the preparation of certain N-substituted-2-haloacetanilides via the reaction of a secondary 2-haloacetanilide with a haloalkyl ether, particularly, halomethyl ethers, which comprises forming the ether in situ by the in-solvent reaction of an alcohol, formaldehyde or other aldehyde and an acid halide to produce high purity haloalkyl ethers, while decreasing the concentration of undesirable bis by products, as for example bis(chloromethyl) ether. The ether formed in situ thereafter reacts with the secondary 2-haloacetanilide in the presence of a phase transfer catalyst and base to form the N-substituted-2-haloacetanilide.Type: GrantFiled: February 3, 1981Date of Patent: February 1, 1983Assignee: Monsanto CompanyInventors: Gerhard H. Alt, John P. Chupp
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Patent number: 4358605Abstract: This disclosure describes novel 15-deoxy-16-hydroxy-16- substituted prostanoic acids and congeners thereof having utility as bronchodilators as hypotensive agents, and as agents for the control of excessive gastric secretion, and particularly, alkyl esters, such as the methyl ester, of such acids.Type: GrantFiled: May 8, 1980Date of Patent: November 9, 1982Assignee: American Cyanamid CompanyInventors: Middleton B. Floyd, Jr., Martin J. Weiss, Charles V. Grudzinskas, Sow-Mei L. Chen
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Patent number: 4358459Abstract: There are prepared new cyclopropane carboxylic acid esters, particularly the tetrahydrobenzyl ester. They have insecticide and ovicide activity. The compounds are prepared by known methods of esterification.Type: GrantFiled: December 17, 1980Date of Patent: November 9, 1982Assignee: Degussa AktiengesellschaftInventors: Werner Schwarze, Axel Kleemann
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Patent number: 4340543Abstract: Sulfonium compounds represented by the formula ##STR1## have anticancer activity, immunostimulant activity and the like, and useful as the active components of drugs and agricultural chemicals.Type: GrantFiled: February 3, 1981Date of Patent: July 20, 1982Assignee: Taiho Pharmaceutical Company LimitedInventors: Akihide Koda, Mikio Hori, Mitsugi Yasumoto, Ichiro Yamawaki, Yuji Yamada, Katsuo Takikawa