Plural Rings Bonded Directly To The Same Acyclic Carbon In Acid Moiety Patents (Class 560/57)
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Patent number: 4605785Abstract: The invention relates to new 1,1-diphenylpropan-1-ol derivatives of the formula (I) ##STR1## wherein R.sub.1 and R.sub.2 independently represent hydrogen, halogen, trihalomethyl, alkyl having from one to 4 carbon atoms or alkoxy having from one to 4 carbon atoms,R.sub.3 is halogen, trihalomethyl, alkyl having from one to 5 carbon atoms or alkoxy having from one to 5 carbon atoms,R.sub.4 is phenyl optionally substituted by one or more identical or different substituents selected from the group of halogen, trihalomethyl, alkyl, alkoxy, cyano, nitro, amino, alkylamino, dialkylamino, hydroxyl, carboxyl or substituted carboxyl; dialkylaminocarbonyl or alkoxycarbonyl containing from one to 4 carbon atoms in the alkyl and alkoxy moieties, respectively,n is 1, 2, 3, 4, or 5.According to another aspect of the invention there are provided processes for the preparation of the compounds of formula (I).Type: GrantFiled: December 27, 1983Date of Patent: August 12, 1986Assignee: Richter Gedeon Vegyeszeti Gyar RTInventors: Edit Toth, Jozsef Torley, Eva Palosi, Szabolcs Szeberenyi, Laszlo Szporny, Sandor Gorog, Istvan Hajdu
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Patent number: 4594444Abstract: If the transesterification of esters of the formula II ##STR1## with alcohols of the formula III ##STR2## is catalyzed by treatment with catalytic amounts of an oxide or an organo-metallic compound of a metal of the fourth main group or subgroup of the periodic system, and if the resulting melt is then distilled in a flash distillation apparatus under specific conditions, compounds of the formula ##STR3## are obtained in a virtually quantitative yield. In the above formulae, R is methyl or ethyl, A is a radical of an m-hydric aliphatic alcohol, E is methyl or tert-butyl, m is 1 to 4 and n is 0 to 2. The products thus obtained do not contain any interfering by-products and do not have to be additionally purified.Type: GrantFiled: December 12, 1984Date of Patent: June 10, 1986Assignee: Ciba-Geigy CorporationInventor: Ivan Orban
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Patent number: 4590301Abstract: Compounds of the general formula ##STR1## wherein n, R.sub.1, R.sub.2 and X are defined herein, are effective inhibitors of polymerization of vinylic monomers, particularly acrylic monomers. The inhibitors are easily, efficiently, and thoroughly removed from solution with the monomer by contact with charcoal.Type: GrantFiled: October 24, 1984Date of Patent: May 20, 1986Assignee: Barnes-Hind, Inc.Inventors: Drahoslav Lim, Peter C. Morris
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Patent number: 4582924Abstract: An .alpha.-fluoroalkyl carboxylic acid ester of the general formula ##STR1## wherein A is R.sup.1 R.sup.2 COR.sup.3 -- or R.sup.4 CO--, wherein R.sup.1 and R.sup.2 are independently hydrogen, alkyl, alkoxyl or phenyl, with or without the formation of a common ring therebetween, R.sup.3 is hydrogen or alkyl, R.sup.4 and R are independently alkyl, and R.sub.f is fluoroalkyl. The .alpha.-fluoroalkyl carboxylic acid ester is prepared by reacting a fluoroalkyl silyl ketene acetal of the formula ##STR2## wherein R' is alkyl and R.sub.f and R are the same as defined above, with the corresponding acetal, ketone or acyl halide.Type: GrantFiled: March 7, 1984Date of Patent: April 15, 1986Assignee: Daikin Kogyo Co., Ltd.Inventors: Nobuo Ishikawa, Takeshi Nakai
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Patent number: 4556676Abstract: Novel trans-isomeric derivatives of 4-phenyl-1,2,3,4-tetrahydro-1-naphthalenamine are useful as antidepressant agents. These novel compounds act to block the synaptosomal uptake of norepinephrine and serotonin (5-hydroxy-tryptamine), thereby alleviating abnormalities at central receptor sites. The preferred embodiment is the enantiomer trans-(1R)-N-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalen amine and its pharmaceutically acceptable acid addition salts.Type: GrantFiled: September 5, 1980Date of Patent: December 3, 1985Assignee: Pfizer Inc.Inventors: Willard M. Welch, Jr., Charles A. Harbert, B. Kenneth Koe, Allen R. Kraska
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Patent number: 4552977Abstract: Process for the preparation of (phenoxy- or benzyl-)-phenoxypropionic acids and the alkali metal salts thereof by adding a double molar amount of an aqueous alkali hydroxide to a boiling mixture of a (benzyl- or phenoxy-)-phenol and 2-chloropropionic acid (ester), with simultaneous azeotropic distillation of the water introduced or formed in the reaction.Type: GrantFiled: September 24, 1982Date of Patent: November 12, 1985Assignee: Hoechst AktiengesellschaftInventors: Manfred Koch, Peter Herbrechtsmeier
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Patent number: 4515808Abstract: Pesticidal compounds have the formula: ##STR1## wherein D represents hydrogen or a cyano group or an ethynyl group R.sub.a represents alkylA represents an alkyl group or a halogeno or trifluoromethyl groupn is 0 or an integer of 1-4, b is 0 or 1andRCOO is the residue of an acid RCOOH whose .alpha.-cyano-3-phenoxybenzyl ester has pesticidal properties. They are prepared by esterification methods.Type: GrantFiled: July 26, 1983Date of Patent: May 7, 1985Assignee: National Research Development CorporationInventors: Michael Elliott, Norman F. Janes, Bhupinder P. S. Khambay
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Patent number: 4483999Abstract: Novel compounds of the formula ##STR1## wherein R.sup.1 is hydrogen, halogen, or alkyl or alkoxy containing from 1 to 4 carbon atoms,R.sup.2 is hydrogen, halogen, hydroxy or alkyl of alkoxy containing from 1 to 4 carbon atoms,n and m are integers such that the sum (n+m) lies in the range from 3 to 10 inclusive and n differs from m, andx is alkyl containing from 1 to 4 carbon atoms, hydrogen or a cation which is a metal cation of main Groups 1, 2 and 3 of the Periodic System of the Elements, an organic base cation or an ammonium ion. These compounds have pharmaceutical utility by virtue of their considerable ability to reduce the level of fatty substances in the blood.Type: GrantFiled: March 1, 1977Date of Patent: November 20, 1984Assignee: Siegfried AktiengesellschaftInventors: Kurt Thiele, Quazi Ahmed, Rudolf Adrian, Ulrich Jahn
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Patent number: 4461912Abstract: Phenylacetic derivatives of formula (I): ##STR1## (wherein R represents a hydrogen atom or a C.sub.1 -C.sub.3 alkyl group and n represents an integer from 1 to 3) and salts and esters thereof have analgesic, antipyretic and anti-inflammatory activity and may be prepared by reducing the corresponding acid or ester having an oxo group at the 2-position of the cycloalkylidene ring system and, if necessary, salifying the resulting product.Type: GrantFiled: December 6, 1982Date of Patent: July 24, 1984Assignee: Sankyo Company LimitedInventors: Atsusuke Terada, Shunji Naruto, Eiichi Misaka
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Patent number: 4424166Abstract: In the preparation of a 1,1-dihalogenoalkene of the formula ##STR1## in which R.sup.1 is a hydrogen atom or an optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl, aralkyl, aralkenyl or aryl radical, andR.sup.2 is an optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl, aralkyl, aralkenyl or aryl radical, orR.sup.1 and R.sup.2 together form an optionally branched and/or optionally benzo-fused hydrocarbon chain, andX.sup.1 and X.sup.2 each independently is a halogen atom,wherein a carbonyl compound of the formula ##STR2## is reacted with a trihalogenoacetate of the formula ##STR3## in which X.sup.3 is a halogen atom, andM.sup..sym. is an alkali metal ion or one equivalent of an alkaline earth metal ion,in the presence of an approximately equimolar amount of a phosphorus-containing compound, the improvement which comprises employing as said phosphorus-containing compound a phosphorous acid trialkyl ester or a phosphorous acid triamide and effecting the reaction at a temperature between about 0.Type: GrantFiled: February 23, 1981Date of Patent: January 3, 1984Assignee: Bayer AktiengesellschaftInventors: Fritz Maurer, Uwe Priesnitz, Hans-Jochem Riebel
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Patent number: 4417071Abstract: A process for the manufacture of phenols of the formula I ##STR1## wherein R.sub.1 is alkyl of 1 to 18 carbon atoms, cycloalkyl, phenyl, aralkyl or chlorine, R.sub.2 is hydrogen or has the same meaning as R.sub.1, R.sub.3 is hydrogen or alkyl of 1 to 12 carbon atoms, R.sub.4 is alkylene of 2 to 18 carbon atoms which is unsubstituted or substituted by aryl or hydroxyl, and n is an integer from 0 to 4, which process comprises transesterifying a compound of the formula II ##STR2## wherein R.sub.1, R.sub.2 and R.sub.3 are as defined for formula (I) and R.sub.5 is alkyl of 1 to 4 carbon atoms with a mercapto alcohol of the formulaHO--R.sub.4 --SHwherein R.sub.4 is as defined for formula (I), in the presence of a catalyst of the formula (R.sub.6 O).sub.4 M, wherein R.sub.6 represents alkyl radicals of 1 to 18 carbon atoms which can be the same or different, aryl or alkaryl, and M is an element selected from the group consisting of Ti, Ge, Zr, Sn or V.Type: GrantFiled: March 11, 1982Date of Patent: November 22, 1983Assignee: Ciba-Geigy CorporationInventor: Siegfried Rosenberger
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Patent number: 4409397Abstract: Tetra-substituted olefinic acids and derivatives of the formula ##STR1## wherein R is --COOM in which M is a cation forming a soluble salt or --COOR.sup.4 or --CON(R.sup.4).sub.2 in which each R.sup.4 is independently a hydrogen atom or an alkyl group; R.sup.1 is an optionally substituted alkyl, cycloalkyl, aryl or heterocyclic group; and R.sup.2 or R.sup.3 each independently is an optionally substituted alkyl or cycloalkyl group or R.sup.2 and R.sup.3 together with the carbon atom to which they are attached form a carbocyclic ring, are asymmetrically hydrogenated in the presence of a coordinated complex of rhodium, iridium, or ruthenium in combination with a chiral metallocenylphosphine or pyrrolidinylphosphine ligand.Type: GrantFiled: May 6, 1982Date of Patent: October 11, 1983Assignee: Shell Oil CompanyInventor: Timm E. Paxson
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Patent number: 4400534Abstract: Compounds of formula (I): ##STR1## its salts, and resolved forms thereof, especially the compound of formula (II): ##STR2## and its salts are new analgesic and/or anti-inflammatory agents. The agents are prepared by resolution at the 2-position of a suitable starting material such as the compound (IV): ##STR3## or an optionally partly resolved form thereof, with subsequent reduction and optional resolution to give the trans form.Type: GrantFiled: December 17, 1981Date of Patent: August 23, 1983Assignee: Sankyo Company, LimitedInventors: Atsusuke Terada, Eiichi Misaka
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Patent number: 4377593Abstract: The invention relates to .alpha.-isopropyl- and .alpha.-cyclopropylphenylacetates of the formula ##STR1## wherein R.sub.1 is hydrogen, cyano, --CSNH.sub.2, allenyl, C.sub.2 -C.sub.3 alkenyl or C.sub.2 -C.sub.3 alkynyl, R.sub.2 is unsubstituted or substituted alkenyl or alkynyl, R.sub.3 is isopropyl or cyclopropyl, and each of R.sub.4 and R.sub.5 is halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy, or both together are the methylenedioxy radical.A process for the production of these compounds and their use in pest control are disclosed.Type: GrantFiled: February 19, 1982Date of Patent: March 22, 1983Assignee: Ciba-Geigy CorporationInventors: Peter Ackermann, Laurenz Gsell, Rudolf Wehrli
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Patent number: 4360690Abstract: 1-Aryl-cyclopropane-1-carboxylic acid esters of the formula ##STR1## in which R.sup.1 represents a hydrogen atom, a cyano radical or an alkyl, alkenyl or alkinyl radical within each case up to 7 carbon atoms, andR.sup.2 represents a phenyl radical which is substituted by halogen and/or optionally halogen-substituted phenoxy, with the proviso that the radical R.sup.2 in total contains at least one fluorine substituent,R.sup.3 and R.sup.4, which can be identical or different, represents a fluorine, chlorine or bromine atom or a methyl radical,R.sup.5 represents a hydrogen or halogen atom or a methyl or methoxy radical, andR.sup.6 represents a hydrogen or halogen atom, a cyano nitro or amino radical or an optionally halogen-substituted radical selected from C.sub.1 to C.sub.4 alkyl, C.sub.1 to C.sub.4 alkoxy and C.sub.1 to C.sub.4 alkylthio,or whereinthe two radicals R.sup.5 and R.sup.6 together represent an optionally halogen-substituted C.sub.1 or C.sub.Type: GrantFiled: June 12, 1981Date of Patent: November 23, 1982Assignee: Bayer AktiengesellschaftInventors: Rainer Fuchs, Klaus Naumann, Ingeborg Hammann, Bernhard Homeyer, Wolfgang Behrenz, Wilhelm Stendel
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Patent number: 4350824Abstract: A process for the preparation of a 1,1-dichloroalkene of the formula ##STR1## in which R.sup.1 is hydrogen, or an optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, aralkyl, aralkenyl or aryl radical, andR.sup.2 is an optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, aralkyl, aralkenyl or aryl radical, orR.sup.1 and R.sup.2 together form an optionally branched and/or optionally benzo-fused hydrocarbon chain,comprising reacting a carbonyl compound of the formula ##STR2## with a trichloromethanephosphonic acid ester of the formula ##STR3## in which R.sup.3 each individually is an alkyl or phenyl radical, or the two radicals R.sup.3 together are alkanediyl,in the presence of at least an equimolar amount of a phosphorous acid triamide of the formulaP(NR.sup.4.sub.2).sub.3in whichR.sup.4 each independently is an alkyl radical, or the two radicals R.sup.4 together are alkanediyl.Advantageously,R.sup.1 is hydrogen,R.sup.2 a C.sub.2 to C.sub.Type: GrantFiled: February 23, 1981Date of Patent: September 21, 1982Assignee: Bayer AktiengesellschaftInventors: Hans-Jochem Riebel, Fritz Maurer, Uwe Priesnitz
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Patent number: 4344961Abstract: Novel carboxylic acid esters of the formula ##STR1## where R.sup.1, R.sup.2 and R.sup.3 are identical or different and each is hydrogen, halogen or alkyl or alkenyl of up to 5 carbon atoms,Y is 3-(2,2-dihalogenovinyl)-2,2-dimethyl-cyclopropyl or a radical of the formula ##STR2## where R.sup.4 is unbranched or branched alkyl, alkenyl or alkynyl of up to 4 carbon atoms or is an alicyclic radical of 3 to 7 carbon atoms,R.sup.5 is halogen, alkyl or alkoxy of up to 5 carbon atoms, trihalomethyl, cyano or nitro anda is from 0 to 3 andZ is a radical of the formula ##STR3## where X is oxygen, sulfur or --CH.sub.2 --,R.sup.6, R.sup.7 and R.sup.8 are halogen or alkyl, alkoxy or haloalkyl of up to 5 carbon atoms andb, c and d are from 0 to 3, their preparation and their use in insect and arachnid control.Type: GrantFiled: February 9, 1981Date of Patent: August 17, 1982Assignee: BASF AktiengesellschaftInventors: Gerd-Ulrich Schwarz, Karl Kiehs, Heinrich Adolphi
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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: 4288607Abstract: The invention relates to halogenous polyesters with the recurrent general formula ##STR1## in which at least part of the R's, e.g.Type: GrantFiled: March 12, 1979Date of Patent: September 8, 1981Assignee: Dynamit Nobel AktiengesellschaftInventors: Gerhard Bier, Dagmar Kottek, Egon N. Petersen, Hermann Richtzenhain, Norbert Vollkommer
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Patent number: 4284643Abstract: Fluorine-containing phenylacetic acid esters of the formula ##STR1## in which R represents the radical of an alcohol customary in the case of pyrethroids,R.sup.1 represents C.sub.2-4 -alkyl, C.sub.2-4 -alkenyl or cyclopropyl,X represents H, halogen, alkyl, alkoxy, OCHF.sub.2, SCHF.sub.2, SCClF.sub.2 or SCF.sub.3 andX.sup.1 can vary widely or form a fused ring with X,the overall compound necessarily containing a fluorine atom, which compounds possess arthropodicidal properties. Intermediates therefor and an overall synthesis from an alcohol of the formula ROH and a toluene of the formula ##STR2## are also shown.Type: GrantFiled: August 6, 1979Date of Patent: August 18, 1981Assignee: Bayer AktiengesellschaftInventors: Rainer Fuchs, Erich Klauke, Ingeborg Hammann, Bernhard Homeyer, Wolfgang Behrenz, Wilhelm Stendel, Reinhard Lantzsch, Albrecht Marhold
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Patent number: 4283414Abstract: The invention concerns novel pesticidal esters of the pyrethrin or pyrethroid type in which the methylene group bonded to the ester carbonyl and/or ester oxygen bears a fluorine substituent. The compounds of the invention are active against insect pests including flies, moths, aphids and beetles and acarina pests including ticks.Type: GrantFiled: June 8, 1979Date of Patent: August 11, 1981Assignee: ICI Australia LimitedInventors: Donald W. G. Harney, Peter G. Lehman, Joseph C. Rundle
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Patent number: 4271186Abstract: The invention relates to certain new stilbene derivatives of the general formula ##STR1## in which R, R.sup.1 and R.sup.2 have the below mentioned meaning, to a process for their preparation and to their use as arthropodicides, especially as insecticides and acaricides.Type: GrantFiled: June 29, 1979Date of Patent: June 2, 1981Assignee: Bayer AktiengesellschaftInventors: Heinz Forster, Rainer Fuchs, Ingeborg Hammann, Wilhelm Stendel
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Patent number: 4266074Abstract: Substituted acetate compounds represented by the formula ##STR1## which are useful as pesticides and pesticidal composition containing the substituted acetate compounds as active ingredients, as well as processes for preparing the compounds and the compositions are disclosed.Type: GrantFiled: July 16, 1975Date of Patent: May 5, 1981Assignee: Sumitomo Chemical Company LimitedInventors: Keimei Fujimoto, Nobuo Ohno, Yoshitoshi Okuno, Toshio Mizutani, Isao Ohno, Masachika Hirano, Nobushige Itaya, Takashi Matsuo
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Patent number: 4252980Abstract: (Phenoxy- or benzyl)-phenoxypropionic acid methyl esters are produced by esterification of the corresponding anhydrous alkali metal salts with half the molar amount of dimethyl sulfate at a temperature exceeding 120.degree. C.Type: GrantFiled: October 2, 1979Date of Patent: February 24, 1981Assignee: Hoechst AktiengesellschaftInventors: Manfred Koch, Hilmar Mildenberger
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Patent number: 4246426Abstract: 11-Substituted prostaglandins E.sub.1, E.sub.2 and F.sub.2.alpha. useful as cardiovascular agents and as agents for inducing labor in pregnant females and for the termination of pregnancy and a process for preparing these prostaglandins.Type: GrantFiled: April 2, 1979Date of Patent: January 20, 1981Assignee: Hoffmann-La Roche Inc.Inventors: George W. Holland, Jane L. Jernow, Perry Rosen
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Patent number: 4234742Abstract: Compounds of the formula: ##STR1## in which A is a methylene group, sulphur or a disulphide bridge, R is a hydrogen atom or a methyl group, R.sub.1 is a linear or branched alkyl group having 1 to 4 carbon atoms, and R.sub.2 is an alkyl group having 1 to 4 carbon atoms, or a halogen atom, or an alkoxy group, and their pharmaceutically acceptable salts have a valuable hypocholesterolemia-inducing activity.Type: GrantFiled: June 5, 1979Date of Patent: November 18, 1980Assignee: HexachimieInventors: Jean C. Cognacq, Jean Lacrampe
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Patent number: 4227019Abstract: 11-Substituted prostaglandins E.sub.1, E.sub.2 and F.sub.2.alpha. useful as cardiovascular agents and as agents for inducing labor in pregnant females and for the termination of pregnancy and a process for preparing these prostaglandins.Type: GrantFiled: April 2, 1979Date of Patent: October 7, 1980Assignee: Hoffmann-La Roche Inc.Inventors: George W. Holland, Jane L. Jernow, Perry Rosen
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Patent number: 4214095Abstract: Novel compounds of the formula (1) ##STR1## wherein R.sup.1 and R.sup.2 are different lower alkyls and R.sup.3 is a lower alkyl or a methyl pyridine group, and the acid addition salts of formula (1) compounds when R.sup.3 is methyl pyridine. The novel compounds have an asymmetric C-atom and may be in the form of the D,L racemates or the D or L stereoisomers.These compounds are useful in the treatment of hypercholesterolemia and hyperlipidemia because of their high effectiveness in reducing the level of cholesterol and lipids in the blood combined with very low general toxicities and substantially reduced hepatomegalitic effects.Type: GrantFiled: January 25, 1979Date of Patent: July 22, 1980Assignee: Siegfried AktiengesellschaftInventors: Kurt Thiele, Quazi Ahmed, Rudolf Adrian, Ulrich Jahn
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Patent number: 4205087Abstract: Novel di-(substituted phenyl)methoxy acetic acids, alkyl homologues and related salts, ester and amides thereof, together with processes for their manufacture, and pharmaceutical compositions. A representative compound is di-(4-chlorophenyl)methyloxy acetic acid. The compounds possess anti-arthritic properties and in some cases, in addition, an effect on a factor involved in atherosclerotic disease.Type: GrantFiled: April 26, 1977Date of Patent: May 27, 1980Assignee: Imperial Chemical Industries LimitedInventor: Wilson S. Waring
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Patent number: 4183942Abstract: New insecticidal (.beta.-phenyl-.beta.-substituted-vinyl)cyclopropanecarboxylates in which the .beta.-substituent may be halogen or lower haloalkyl are described and their preparation and insecticidal utility are exemplified.Type: GrantFiled: October 23, 1978Date of Patent: January 15, 1980Assignee: FMC CorporationInventor: John F. Engel
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Patent number: 4171371Abstract: Beta-diketones substituted by an aryl-aliphatic group in which the aliphatic chain is interrupted by a cyclic group, and useful as anti-viral agents, are prepared by interacting the appropriate aryl-aliphatic halide with an alkali metal salt of a beta-diketone.Type: GrantFiled: October 10, 1978Date of Patent: October 16, 1979Assignee: Sterling Drug Inc.Inventor: Guy D. Diana
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Patent number: 4163016Abstract: 16-Substituted prostaglandins position and the 16-substituted-15-keto prostaglandins, said prostaglandins being useful as antisecretory agents, blood pressure lowering agents, anti-ulcerogenic agents and antihypertensive agents.Type: GrantFiled: July 5, 1977Date of Patent: July 31, 1979Assignee: Hoffmann-La Roche Inc.Inventors: George W. Holland, Perry Rosen
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Patent number: 4153803Abstract: Compounds possessing pharmaceutical activity as substances able to lower the level of fatty substances in the blood possess the following general formula: ##STR1## wherein R represents hydrogen, halogen, hydroxy or alkyl or alkoxy containing from 1 to 4 carbon atoms;A.sup.1 and A.sup.2 which can be the same or different are hydrogen or alkyl containing from 1 to 9 carbon atoms such that A.sup.1 and A.sup.Type: GrantFiled: March 1, 1977Date of Patent: May 8, 1979Assignee: Siegfried AktiengesellschaftInventors: Kurt Thiele, Quazi Ahmed, Rudolf Adrian, Ulrich Jahn
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Patent number: 4153719Abstract: Beta-diketones substituted by an aryl-aliphatic group in which the aliphatic chain is interrupted by a cyclic group, and useful as anti-viral agents, are prepared by interacting the appropriate aryl-aliphatic halide with an alkali metal salt of a beta-diketone.Type: GrantFiled: September 6, 1977Date of Patent: May 8, 1979Assignee: Sterling Drug Inc.Inventor: Guy D. Diana
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Patent number: 4152511Abstract: The invention relates to halogenous polyesters with the recurrent general formula ##STR1## in which at least part of the R's, e.g.Type: GrantFiled: October 19, 1976Date of Patent: May 1, 1979Assignee: Dynamit Nobel AktiengesellschaftInventors: Gerhard Bier, Dagmar Kottek, Egon N. Petersen, Hermann Richtzenhain, Norbert Vollkommer
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Patent number: 4146385Abstract: The invention provides novel phenoxyalkylcarboxylic acids which are useful in therapy as metabolic regulators and in agriculture as selective herbicides.Type: GrantFiled: August 16, 1976Date of Patent: March 27, 1979Assignee: Societe de Recherches Industrielles S.O.R.I.Inventor: Bernard Majoie
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Patent number: 4137324Abstract: New insecticides are of general formula: ##STR1## where R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 represent H or methyl, R.sup.6 represents alkyl, alkoxy, halogeno or nitro or two R.sup.6 groups together represent methylenedioxy, and R is a group forming insecticidal esters with chrysanthemic acid such as 5-benzyl-3-furylmethyl, 3-phenoxybenzyl or .alpha.-cyano-3-phenoxybenzyl. They are prepared by esterification methods.Type: GrantFiled: April 20, 1977Date of Patent: January 30, 1979Assignee: National Research Development CorporationInventors: Michael Elliott, Norman F. Janes, David A. Pulman
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Patent number: 4093592Abstract: 2,2-BIS-(ALKYL-4'-HYDROXYPHENYL)-CYCLOALKYL-(ALKYL) CARBONIC ACID ESTERS ARE PREPARED BY CONDENSATION OF ALKYL PHENOLS WITH 2-KETO-CYCLOALKYL CARBONIC ACID ESTERS IN THE PRESENCE OF ACIDIC CATALYSTS AND OPTIONALLY OF MERCAPTO DERIVATIVES. The product are useful for the stabilization of polymers against the decomposition by light and heat.Type: GrantFiled: March 17, 1977Date of Patent: June 6, 1978Assignee: Hoechst AktiengesellschaftInventors: Norbert Mayer, Gerhard Pfahler, Hartmut Wiezer
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Patent number: 4091111Abstract: A novel substituted-arylacetic acid ester of the formula, ##STR1## wherein R.sub.1 and R.sub.2 are each hydrogen or a halogen atom, a C.sub.1 -C.sub.4 alkyl, C.sub.2 -C.sub.4 alkenyl, C.sub.1 -C.sub.4 alkoxy, cyano, nitro, methylthio, C.sub.1 -C.sub.4 alkanoyl, C.sub.1 -C.sub.4 alkanoyloxy, or C.sub.1 -C.sub.4 alkoxycarbonyl group, or R.sub.1 and R.sub.2, taken together, may form methylenedioxy, a C.sub.3 -C.sub.5 alkylene or butadienylene (--CH.dbd.CH--CH.dbd.CH--) ring; R.sub.3 is a C.sub.2 -C.sub.4 alkyl, C.sub.2 -C.sub.4 alkenyl, propargyl, C.sub.3 -C.sub.6 cycloalkyl or cyclopropylmethyl group; R.sub.4 is hydrogen or a halogen atom, methyl or ethyl group; R.sub.5 is allyl, propargyl, 3-butenyl, 3-butynyl, phenyl or benzyl group; and A is oxygen or sulfur atom or --CH.dbd.CH-- group, which possesses various useful insecticidal and acaricidal activities and can be prepared by reacting a substituted-arylacetic acid of the formula; ##STR2## wherein R.sub.1, R.sub.2, R.sub.Type: GrantFiled: October 1, 1976Date of Patent: May 23, 1978Assignee: Sumitomo Chemical Company LimitedInventors: Nobuo Ohno, Isao Ohno, Toshio Nishioka, Hisami Takeda, Kiyoshi Kasamatsu
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Patent number: 4088474Abstract: Compounds of the formula ##STR1## WHEREIN R is halogen, (C.sub.1 -C.sub.4)alkyl, halo-(C.sub.1 -C.sub.4)alkyl, (C.sub.1 -C.sub.4)alkoxy, halo(C.sub.1 -C.sub.4)alkoxy, phenyl, --NO.sub.2, --NH.sub.2 or --CN;R' is (C.sub.1 -C.sub.4)alkyl or halogen;n is an integer of from 1 to 3;n.sub.1 is zero or an integer of from 1 to 3;Y is (C.sub.1 -C.sub.6)alkylene andX is --COOH, --COO--(C.sub.1 -C.sub.8)alkyl, --CONH.sub.2, --CONH--NH.sub.2, --CN or --COO--Cat,"Cat" being the cation of an inorganic or organic base, are useful as selective grass herbicides.Type: GrantFiled: April 8, 1975Date of Patent: May 9, 1978Assignee: Hoechst AktiengesellschaftInventors: Karl Matterstock, Peter Langeluddeke, Ernst-Friedrich Schulze
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Patent number: 4087463Abstract: Hydrogenolysis of hydrobenzoins [1,2-bis(aryl)ethane-1,2-diols] in the presence of a catalyst comprising cobalt carbonyl yields 1,2-bis(aryl)ethanes. The process is particularly directed to the production of 1,2-bis(4-hydroxyphenyl)ethane from 4,4-dihydroxyhydrobenzoin [1,2-bis(4-hydroxyphenyl)ethane-1,2-diol].Type: GrantFiled: December 22, 1976Date of Patent: May 2, 1978Assignee: Monsanto CompanyInventors: Denis Forster, George F. Schaefer
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Patent number: 4073814Abstract: A method is provided for dehydrochlorinating 1,1,1-trichloro-2,2-bis(4-hydroxyphenyl)ethane to produce substantially pure 1,1-dichloro-2,2-bis(4-hydroxyphenyl)ethylene, based on the employment of a dipolar aprotic solvent and a basic alkali metal compound, such as sodium hydroxide, sodium carbonate, etc. Crystallization of the 1,1-bis(p-hydroxyphenyl)-2,2-dichloroethylene from the dehydrochlorination reaction mixture can provide monomer useful for making high impact, flame retardant thermoplastic polycarbonates.Type: GrantFiled: February 14, 1977Date of Patent: February 14, 1978Assignee: General Electric CompanyInventors: Philip L. Kinson, Clayton B. Quinn
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Patent number: 4072705Abstract: Compounds of the formula ##STR1## in which A is lower alkyl, or a substituted or unsubstituted phenyl, thienyl, furyl, indolyl or thiaindolyl radical, R, X.sub.4 and X.sub.5 are hydrogen or lower alkyl, Y is hydrogen, hydroxy, etherified hydroxy, substituted amino, or N-attached heterocyclyl, X.sub.0 is O or OCH.sub.2 CH.sub.2 O, R' represents hydrogen, lower alkyl or acetyl; and acid-addition salts thereof, are novel and useful in pharmacy as hypolipaemiant, hypocholesterolaemiant and cholagogic agents or in the preparation of such agents.Type: GrantFiled: February 9, 1976Date of Patent: February 7, 1978Assignee: Orchimed S.A.Inventor: Andre Mieville
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Patent number: 4069344Abstract: Compounds of the formula ##STR1## wherein R.sub.1 represents cyclohexyl, cyclohexyloxy or the ##STR2## BEING BONDED TO THE PHENYL NUCLEUS, R.sub.2 represents hydrogen, C.sub.1 -C.sub.3 -alkyl, R.sub.3 represents --COOH, (C.sub.1 -C.sub.5 -alkoxy)carbonyl, (C.sub.3 -C.sub.5 -alkenyloxy)carbonyl, (C.sub.3 -C.sub.5 -alkinyloxy)carbonyl, cyclohexyloxycarbonyl, phenoxycarbonyl, (C.sub.3 -C.sub.5 -haloalkenyloxy)carbonyl, the cyano group, a carbamoyl group which is mono- or disubstituted by C.sub.1 -C.sub.5 -alkyl, C.sub.3 -C.sub.5 -alkenyl or C.sub.3 -C.sub.5 -alkinyl, it being possible for the substituents of the carbamoyl group together with the nitrogen atom to which they are bonded to form a saturated 5- or 6-membered heterocyclic ring which can contain in addition an oxygen, a sulphur, or a further nitrogen atom, R.sub.4 represents hydrogen, methyl, or ethyl, R.sub.5 represents C.sub.1 -C.sub.3 -alkyl, formyl, or acetyl, R.sub.6 represents hydrogen or C.sub.1 -C.sub.3 -alkyl, R.sub.Type: GrantFiled: March 15, 1976Date of Patent: January 17, 1978Assignee: CIBA-GEIGY CorporationInventor: Friedrich Karrer
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Patent number: 4059576Abstract: 11-Substituted prostaglandins E.sub.1, E.sub.2 and F.sub.2.alpha. useful as cardiovascular agents and as agents for inducing labor in pregnant females and for the termination of pregnancy and a process for preparing these prostaglandins.Type: GrantFiled: September 17, 1975Date of Patent: November 22, 1977Assignee: Hoffmann-La Roche, Inc.Inventors: George William Holland, Jane Liu Jernow, Perry Rosen
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Patent number: 4052364Abstract: Bis(hydroxyphenyl)-alkanoic acid esters the phenyl radicals of which are alkylated twice are prepared by alkylation of corresponding compounds carrying one alkyl radical at the nucleus, using isobutylene as alkylating agent. The alkanoic acid esters are obtained in crystalline form and are suitable as stabilizers for polyolefins.Type: GrantFiled: January 30, 1975Date of Patent: October 4, 1977Assignees: Nobel Hoechst Chimie, Hoechst AktiengesellschaftInventors: Yani Christidis, Otto Mauz, Eberhard Prinz
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Patent number: 4048065Abstract: For inhibiting corrosion and scale on ferrous metal parts in a circulating water system there is added to the water in such system from 10 to 500 ppm of a partial ester of a polyfunctional acid having a free carboxylate, phosphonate or sulfonate group and another carboxyl group which is esterified with a polyoxyalkylated derivative of an alkyl, alkaryl, or alkenyl alcohol having a terminal hydrocarbon group of 8-20 carbon atoms. In some preferred embodiments there is added with the partial ester from 10 to 500 ppm of a dispersible enhancing agent which may also include a surface active agent for dispersing the agent in water. Preferred partial esters include partial esters of citric, malic, tartaric, maleic, adipic and phthalic acids partially esterified with an alkyl polyoxyethylene alcohol having 2 to 4 ethoxy groups.Type: GrantFiled: July 17, 1975Date of Patent: September 13, 1977Assignee: American Cyanamid CompanyInventors: Tzeng Jiueq Suen, Arthur James Begala, Jr., Martin Grayson
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Patent number: 4048147Abstract: A novel compound represented by the formula, ##STR1## WHEREIN R is a hydrogen or an alkyl group having 1 to 3 carbon atoms, said four R's being the same or different; R.sup.1 is hydrogen, an alkali metal, an ammonium group, a mono-to tetra-hydric aliphatic alcohol moiety having 1 to 12 carbon atoms, or an organic amine residue; n is an integer of 1 to 4; and R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 are independently hydrogen or alkyl groups having 1 to 6 carbon atoms or R.sup.2 and R.sup.3 may form a ring when taken together. Said novel compound has properties similar to those of natural rosin or a disproportionated rosin, and is useful as a vehicle for coating compositions and printing inks, as an emulsifier for emulsion polymerization, and as a sizing agent.Type: GrantFiled: November 26, 1975Date of Patent: September 13, 1977Assignee: Japan Synthetic Rubber Co., Ltd.Inventors: Masatoshi Arakawa, Ryotaro Ohno, Katuhiro Ishikawa, Noboru Yamahara, Hisashi Matsui