Halogen In Acid Moiety Patents (Class 560/184)
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Patent number: 4345084Abstract: Unsaturated eicosanoic acids and derivatives thereof which inhibit the synthesis of SRS-A are useful for treating and preventing asthma and allergic responses caused by SRS-A as well as useful in inhibiting inflammation.Type: GrantFiled: June 29, 1981Date of Patent: August 17, 1982Assignee: Hoffmann-La Roche Inc.Inventors: Ka-Kong Chan, George W. Holland, Perry Rosen
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Patent number: 4338253Abstract: Compounds represented by the formula ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are lower alkyl, R.sub.4 is lower alkoxy, R.sub.6 and R.sub.8 are methyl or trifluoro methyl, R.sub.9 is formyl, hydroxymethyl, alkoxymethyl, alkanoyloxymethyl, carboxyl, alkoxycarbonyl, lower alkenoxycarbonyl, lower alkynoxycarbonyl, carbamoyl, mono(lower alkyl)-carbamoyl, di(lower alkyl)carbamoyl or N-heterocyclylcarbonyl, R.sub.5, R.sub.7, R.sub.10, R.sub.11, R.sub.12 and R.sub.13 are hydrogen or fluorine with the proviso that at least one of R.sub.5, R.sub.7, R.sub.10, R.sub.11, R.sub.12 or R.sub.13 is fluorine or at least one of R.sub.6 or R.sub.8 is trifluoro methyl, or pharmaceutically acceptable salts thereof useful as antitumor agents are disclosed.Type: GrantFiled: June 25, 1981Date of Patent: July 6, 1982Assignee: Hoffmann-La Roche Inc.Inventors: Ka-Kong Chan, Beverly A. Pawson
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Patent number: 4337211Abstract: Novel perhalofluoro ethers and methods for preparing the same having generic formula, ##STR1## wherein a=0 or an integer greater than O;b=0 or an integer greater than O;n=zero or an integer greater than zero;R.sub.f and R'.sub.f are each independently selected from the group consisting of F, perfluoroalkyl and fluorochloroalkyl;X=F, Cl or Br;X'=Cl or Br;Y is an acid group or a group easily convertible to an acid group;Z=F, Cl, Br, OH, NRR' or OA;R and R' are independently selected from the group consisting of hydrogen, an alkyl having one or more than one carbon atom and aryl;A=alkali metal, quaternary nitrogen, or R.Type: GrantFiled: June 11, 1980Date of Patent: June 29, 1982Assignee: The Dow Chemical CompanyInventors: Bobby R. Ezzell, William P. Carl, William A. Mod
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Patent number: 4335255Abstract: Ketoester of the formula ##STR1## .alpha.-carboxylate-.omega.-acyl fluoride of the formula ##STR2## vinyl ether of the formula ##STR3## divinyl ether of the formula ##STR4## allyl ether of the formula ##STR5## and film-forming copolymers, useful as molding resins, of the vinyl ether and/or the divinyl ether or the allyl ether and a fluorinated vinyl monomer, for example, tetrafluoroethylene, wherein, in the above formulas, n is 0 to 6, p is 0 to 7, X is CO.sub.2 M, CO.sub.2 R, CO.sub.2 H, CONH.sub.2, COF, COCl or CN, M is alkali metal, ammonium or quaternary ammonium and R is C.sub.1-8 alkyl, selected copolymers, after hydrolysis, being water-wettable and dyeable, exhibiting ion-exchange properties and being useful in curable fluoroelastomer compositions and, in film form, as the membrane in a chloroalkali electrolysis cell.Type: GrantFiled: April 3, 1980Date of Patent: June 15, 1982Assignee: E. I. Du Pont de Nemours and CompanyInventor: Carl G. Krespan
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Patent number: 4316986Abstract: Carboxylic ester and acyl fluoride groups are interchanged in the presence of a metal fluoride catalyst or a metal fluoride/strong sulfonic acid catalyst combination to produce fluorinated mono- and diacyl fluorides.Type: GrantFiled: September 23, 1980Date of Patent: February 23, 1982Assignee: E. I. DuPont de Nemours & CompanyInventors: David C. England, Robert L. Kraft, Carl G. Krespan
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Patent number: 4311706Abstract: Novel, transient prodrug forms of dopa and dopamine have (i) the structural formula (I): ##STR1## wherein each R is independently selected from the group consisting of hydrogen, R.sup.3 -CO- and ##STR2## wherein X is O, S or NR.sup.6 ; R.sup.1 is hydrogen or --COOR.sup.8 ; R.sup.2 is hydrogen or OR; R.sup.Type: GrantFiled: January 22, 1980Date of Patent: January 19, 1982Assignee: INTERx Research CorporationInventors: Nicholas S. Bodor, Kenneth B. Sloan, Stefano A. Pogany
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Patent number: 4304927Abstract: Compounds of the structure ##STR1## wherein X is --F or Cl and each R is independently --H, --CH.sub.3, --C.sub.2 H.sub.5, --CH.sub.2 CH.sub.2 CH.sub.3, --CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3 or M where M is an alkali metal, an alkaline earth metal, ammonium or a quaternary ammonium are disclosed. The above compounds are prepared by treating a compound of the structure ##STR2## where each R.sup.1 is independently --CH.sub.3, --C.sub.2 H.sub.5, --CH.sub.2 CH.sub.2 CH.sub.3 or --CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3 ; or ##STR3## with a strong protic acid, followed, as desired, by base hydrolysis to form carboxylate salts (R.dbd.M).Type: GrantFiled: November 11, 1977Date of Patent: December 8, 1981Assignee: E. I. DuPont de Nemours and CompanyInventor: Carl G. Krespan
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Patent number: 4282373Abstract: Compounds of the formula (II): ##STR1## wherein X is halogen, hydroxyl or functionalized hydroxyl; Y is halogen, hydroxyl or alkoxy; R.sup.1 is a carboxylic acid group and ester thereof and amide derivative thereof or cyano; and R.sup.2 is hydrogen, a hydrocarbon, a heterocycle, a carboxylic acid group, a carboxylic acid ester, a carboxylic acid amide derivative, acyl, cyano, isocyano or an optionally substituted imine of the formula --CH.dbd.NZ or --N.dbd.CH.sub.2 wherein Z is hydrogen, alkyl, aryl, sulphonyl, --SR.sup.a, sulphoxide --SR.sup.a, or sulphonate --SR.sup.a wherein R.sup.a is alkyl of 1 to 6 carbon atoms or aryl, are useful as intermediates for the ultimate production of penicillins or cephalosporins.Type: GrantFiled: May 7, 1979Date of Patent: August 4, 1981Assignee: Beecham Group LimitedInventors: Angela W. Guest, Andrew W. Taylor, Robert Ramage
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Patent number: 4278808Abstract: 3-Alkoxy-2-alkyl-propionic acid derivatives are prepared by catalytic hydrogenation of the acrylic acid analogs. The latter are obtained by CO treatment of lower alkyl esters of alkanoic acids having 3-6 carbon atoms in the presence of alkali metal methylate and condensation of the resulting 2-formylalkanoic acids or their alkali metal enolates with compounds of the formula X--(CH.sub.2).sub.m --Z wherein X is Cl, Br, or OH, and Z is Cl, Br, I, alkyl- or arylsulfonyl, or OH.Type: GrantFiled: September 14, 1978Date of Patent: July 14, 1981Assignee: Bracco Industria Chimica S.p.A.Inventors: Ernst Felder, Davide Pitre
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Patent number: 4201727Abstract: Compounds represented by the formula ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are lower alkyl, R.sub.4 is lower alkoxy, R.sub.6 and R.sub.8 are methyl or trifluoro methyl, R.sub.9 is formyl, hydroxymethyl, alkoxymethyl, alkanoyloxymethyl, carboxyl, alkoxycarbonyl, lower alkenoxycarbonyl, lower alkynoxycarbonyl, carbamoyl, mono(lower alkyl)-carbamoyl, di(lower alkyl)carbamoyl or N-heterocyclylcarbonyl, R.sub.5, R.sub.7, R.sub.10, R.sub.11 R.sub.12 and R.sub.13 are hydrogen or fluorine with the proviso that at least one of R.sub.5, R.sub.7, R.sub.10, R.sub.11, R.sub.12 or R.sub.13 is fluorine or at least one of R.sub.6 or R.sub.8 is trifluoro methyl,or pharmaceutically acceptable salts thereof useful as antitumor agents are disclosed.Type: GrantFiled: May 10, 1979Date of Patent: May 6, 1980Assignee: Hoffmann-La Roche Inc.Inventors: Ka-Kong Chan, Beverly A. Pawson
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Patent number: 4201787Abstract: Isovaleric acid ester derivatives, process for producing thereof, and insecticides containing said derivatives of the general formula I: ##STR1## wherein A represents O, NH, or CH.sub.2,R.sub.1 represents, if A is O or NH, an alkyl, an alkenyl, a haloalkyl and a haloalkenyl radical with 2-6 carbon atoms, and a radical selected from those of the general formulae II, III, IV and V: ##STR2## in which n is an integer of 1-3, R.sub.3 represents hydrogen, methyl group or chlorine atom; andif A is CH.sub.2, R.sub.1 represents an alkyl, an alkenyl, a haloalkyl and a haloalkenyl radical with 1-5 carbon atoms, whileR.sub.1 --A represents a naphthyl group bonding to the main chain at the .beta.-position, andR.sub.2 represents hydrogen or a cyano group.Type: GrantFiled: November 30, 1977Date of Patent: May 6, 1980Assignee: Dainippon Jochugiku Kabushiki KaishaInventors: Yoshio Katsuda, Yoshihiro Minamite
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Patent number: 4182718Abstract: The disclosure relates to:(a) 1,3-dioxolane and 1,3-dioxane polycarboxylates and their precursors having the general formula: ##STR1## wherein X may be selected from the group consisting of H, CCl.sub.3, CO.sub.2 R, where R is H or lower alkyl, CO.sub.2 M, where M is alkali metal, preferably Na, NH.sub.Type: GrantFiled: October 25, 1977Date of Patent: January 8, 1980Assignee: Monsanto CompanyInventors: Marvin M. Crutchfield, Charles J. Upton
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Patent number: 4153804Abstract: A fluorinated vinyl ether having an ester group which has the formulaCF.sub.2 .dbd. CFOCF.sub.2 (CF(CF.sub.3)OCF.sub.2).sub.n-1 (Rf).sub.m CO.sub.2 Rwherein n represents an integer of 1 to 5; m represents 0 or 1; Rf represents a C.sub.1 -C.sub.10 bifunctional perfluoro group and R represents an alkyl group, is produced by reacting fluorinated acyl fluoride having an ester group which has the formulaFOC(CF(CF.sub.3)OCF.sub.2).sub.n (Rf).sub.m CO.sub.2 Rwith an alkali metal carbonate to produce an alkali metal salt of fluorinated carboxylic acid having an ester group which has the formulaMOOC(CF(CF.sub.3)OCF.sub.2).sub.n (Rf).sub.m CO.sub.2 Rwherein M represnts an alkali metal;And then, thermally decomposing the alkali metal salt of fluorinated carboxylic acid having an ester group.Type: GrantFiled: June 21, 1978Date of Patent: May 8, 1979Assignee: Asahi Glass Co. Ltd.Inventors: Masaaki Yamabe, Seiji Munekata, Shunichi Samejima
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Patent number: 4138426Abstract: Alkyl perfluoro-.omega.-fluoroformyl esters are provided which have the formula ##STR1## wherein R is alkyl of 1-6 carbon atoms, and N IS 0-6 (PREFERABLY 0).Compounds where n is 0 are prepared by contacting SO.sub.3 with a compound of the formulaROOC--CF.sub.2 --CF.sub.2 --OR.sup.1.Compounds where n is 1-6 are prepared by contacting a compound where n is 0 with hexafluoropropylene oxide.Also provided are polymerizable monomers having the formula ##STR2## wherein Y is --COOR, --COOH, --COOM or --CN, where M is an alkali metal, ammonium or quaternary ammonium and p is 1-5, prepared from alkyl perfluoro-.omega.-fluoroformyl esters of this invention.Type: GrantFiled: January 11, 1978Date of Patent: February 6, 1979Assignee: E. I. Du Pont de Nemours and CompanyInventor: David C. England
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Patent number: 4131740Abstract: Alkyl perfluoro-.omega.-fluoroformyl esters are provided which have the formula: ##STR1## wherein R is alkyl of 1-6 carbon atoms, and n is 0-6 (preferably 0). Compounds where n is 0 are prepared by contacting SO.sub.3 with a compound of the formula ROOC--CF.sub.2 --CF.sub.2 --OR.sup.1. Compounds where n is 1-6 are prepared by contacting a compound where n is 0 with hexafluoropropylene oxide.Type: GrantFiled: April 20, 1977Date of Patent: December 26, 1978Assignee: E. I. Du Pont de Nemours and CompanyInventor: David C. England
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Patent number: 4122097Abstract: The present specification provides novel intermediates and novel processes for the synthesis of various side chain and skeletal analogs of Thromboxane B.sub.2 (11.beta.-homo-11a-oxa-PGF.sub.2.alpha.). These analogs are particularly and especially useful as reproductive cycle control agents.Type: GrantFiled: September 6, 1977Date of Patent: October 24, 1978Assignee: The Upjohn CompanyInventor: William P. Schneider
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Patent number: 4119650Abstract: The present specification provides novel intermediates and novel processes for the synthesis of various side chain and skeletal analogs of Thromboxane B.sub.2 (11.beta.-homo-11.alpha.-oxa-PGF.sub.2.alpha.). These analogs are particularly and especially useful as reproductive cycle control agents.Type: GrantFiled: September 6, 1977Date of Patent: October 10, 1978Assignee: The Upjohn CompanyInventor: William P. Schneider
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Patent number: 4097678Abstract: 3.alpha.-Hydroxy and 3.alpha.-acyloxy- .DELTA..sup.9(11) -5.alpha.-D-homo-20-ketopregnenes of the formula ##STR1## wherein R is hydrogen or acyl, R.sub.1 is hydrogen or methyl and R.sub.2 is methyl or ethyl, are produced by esterifying a corresponding 3.beta.-hydroxy-5.alpha.-20-keto pregnane of the formula ##STR2## wherein R.sub.1 and R.sub.2 have the values given above, with m-iodo-benzoic acid with inversion of the 3.beta.-oxy group to a 3.alpha.-oxy group; chlorinating the thus-produced 3.alpha.-m-iodobenzoyl ester with dichloroiodobenzene under irradiation; and treating the reaction product with a dehydrohalogenating silver salt. Optionally thereafter, the 3.alpha.-iodobenzoyl group is split off in a conventional manner to produce the corresponding 3.alpha.-hydroxy steroid and optionally the thus-produced 3.alpha.-hydroxy steroid is esterified to produce a desired 3-ester thereof.Type: GrantFiled: June 8, 1976Date of Patent: June 27, 1978Assignee: Schering AktiengesellschaftInventors: Ulrich Kerb, Rudolf Wiechert, Otto Engelfried
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Patent number: 4092337Abstract: New bromine compounds are provided. They correspond to the formulaH -- X' -- COO -- (X--OOC).sub.t-1 -- X" -- Hin which t is 1 or 2 and X, X' and X" are brominated alkylene. The new compounds are useful as flameproofing agents for synthetic fibers.Type: GrantFiled: June 30, 1976Date of Patent: May 30, 1978Assignee: Ciba-Geigy CorporationInventors: Horst Jager, Peter Rohringer
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Patent number: 4091006Abstract: A new series of substituted esters of 3-hydroxyindone compounds have been found to have exceptional miticidal and herbicidal activity.Type: GrantFiled: October 1, 1975Date of Patent: May 23, 1978Assignee: Union Carbide CorporationInventors: John A. Durden, Jr., Anthony A. Sousa, John F. Stephen