Halogen In Acid Moiety Patents (Class 560/184)
  • Patent number: 4345084
    Abstract: 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: Grant
    Filed: June 29, 1981
    Date of Patent: August 17, 1982
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Ka-Kong Chan, George W. Holland, Perry Rosen
  • Patent number: 4338253
    Abstract: 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: Grant
    Filed: June 25, 1981
    Date of Patent: July 6, 1982
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Ka-Kong Chan, Beverly A. Pawson
  • Patent number: 4337211
    Abstract: 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: Grant
    Filed: June 11, 1980
    Date of Patent: June 29, 1982
    Assignee: The Dow Chemical Company
    Inventors: Bobby R. Ezzell, William P. Carl, William A. Mod
  • Patent number: 4335255
    Abstract: 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: Grant
    Filed: April 3, 1980
    Date of Patent: June 15, 1982
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Carl G. Krespan
  • Patent number: 4316986
    Abstract: 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: Grant
    Filed: September 23, 1980
    Date of Patent: February 23, 1982
    Assignee: E. I. DuPont de Nemours & Company
    Inventors: David C. England, Robert L. Kraft, Carl G. Krespan
  • Patent number: 4311706
    Abstract: 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: Grant
    Filed: January 22, 1980
    Date of Patent: January 19, 1982
    Assignee: INTERx Research Corporation
    Inventors: Nicholas S. Bodor, Kenneth B. Sloan, Stefano A. Pogany
  • Patent number: 4304927
    Abstract: 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: Grant
    Filed: November 11, 1977
    Date of Patent: December 8, 1981
    Assignee: E. I. DuPont de Nemours and Company
    Inventor: Carl G. Krespan
  • Patent number: 4282373
    Abstract: 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: Grant
    Filed: May 7, 1979
    Date of Patent: August 4, 1981
    Assignee: Beecham Group Limited
    Inventors: Angela W. Guest, Andrew W. Taylor, Robert Ramage
  • Patent number: 4278808
    Abstract: 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: Grant
    Filed: September 14, 1978
    Date of Patent: July 14, 1981
    Assignee: Bracco Industria Chimica S.p.A.
    Inventors: Ernst Felder, Davide Pitre
  • Patent number: 4201727
    Abstract: 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: Grant
    Filed: May 10, 1979
    Date of Patent: May 6, 1980
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Ka-Kong Chan, Beverly A. Pawson
  • Patent number: 4201787
    Abstract: 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: Grant
    Filed: November 30, 1977
    Date of Patent: May 6, 1980
    Assignee: Dainippon Jochugiku Kabushiki Kaisha
    Inventors: Yoshio Katsuda, Yoshihiro Minamite
  • Patent number: 4182718
    Abstract: 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: Grant
    Filed: October 25, 1977
    Date of Patent: January 8, 1980
    Assignee: Monsanto Company
    Inventors: Marvin M. Crutchfield, Charles J. Upton
  • Patent number: 4153804
    Abstract: 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: Grant
    Filed: June 21, 1978
    Date of Patent: May 8, 1979
    Assignee: Asahi Glass Co. Ltd.
    Inventors: Masaaki Yamabe, Seiji Munekata, Shunichi Samejima
  • Patent number: 4138426
    Abstract: 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: Grant
    Filed: January 11, 1978
    Date of Patent: February 6, 1979
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: David C. England
  • Patent number: 4131740
    Abstract: 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: Grant
    Filed: April 20, 1977
    Date of Patent: December 26, 1978
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: David C. England
  • Patent number: 4122097
    Abstract: 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: Grant
    Filed: September 6, 1977
    Date of Patent: October 24, 1978
    Assignee: The Upjohn Company
    Inventor: William P. Schneider
  • Patent number: 4119650
    Abstract: 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: Grant
    Filed: September 6, 1977
    Date of Patent: October 10, 1978
    Assignee: The Upjohn Company
    Inventor: William P. Schneider
  • Patent number: 4097678
    Abstract: 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: Grant
    Filed: June 8, 1976
    Date of Patent: June 27, 1978
    Assignee: Schering Aktiengesellschaft
    Inventors: Ulrich Kerb, Rudolf Wiechert, Otto Engelfried
  • Patent number: 4092337
    Abstract: 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: Grant
    Filed: June 30, 1976
    Date of Patent: May 30, 1978
    Assignee: Ciba-Geigy Corporation
    Inventors: Horst Jager, Peter Rohringer
  • Patent number: 4091006
    Abstract: A new series of substituted esters of 3-hydroxyindone compounds have been found to have exceptional miticidal and herbicidal activity.
    Type: Grant
    Filed: October 1, 1975
    Date of Patent: May 23, 1978
    Assignee: Union Carbide Corporation
    Inventors: John A. Durden, Jr., Anthony A. Sousa, John F. Stephen