Halogen In Acid Moiety Patents (Class 560/62)
  • Patent number: 4699920
    Abstract: The invention relates to 9-halo-.DELTA..sup.2 -prostane derivatives of general Formula I ##STR1## wherein Hal is a fluorine or chlorine atom in the .alpha.- or .beta.-position,R.sub.1 is the residue OR.sub.2 with R.sub.2 meaning a hydrogen atom, alkyl, cycloalkyl, aryl or a heterocyclic residue; or the residue NHR.sub.3 wherein R.sub.3 means an acid residue or the residue R.sub.2 andA is a --CH.sub.2 --CH.sub.2 -- or cis-CH.dbd.CH--group,B is a --CH.sub.2 --CH.sub.2 -- or trans--CH.dbd.CH-- or --C.tbd.C--group,W is a free or functionally modified hydroxymethylene or ##STR2## wherein the respective OH-groups can be in the .alpha.- or .beta.-position,D and E jointly mean a direct bond orD is a straight- or branched-chain alkylene group of 1-10 carbon atoms, which can optionally be substituted by fluorine atoms,E is an oxygen or sulfur atom, a direct bond, a --C.tbd.C--bond or a --CR.sub.6 .dbd.CR.sub.7 --group wherein R.sub.6 is a hydrogen atom or an alkyl group and R.sub.
    Type: Grant
    Filed: September 17, 1985
    Date of Patent: October 13, 1987
    Assignee: Schering Aktiengesellschaft
    Inventors: Werner Skuballa, Bernd Raduchel, Helmut Vorbruggen, Walter Elger, Olaf Loge
  • Patent number: 4683327
    Abstract: A novel heat-curable acrylic-terminated monomer is provided which exhibits an optically anisotropic melt phase at a temperature which enables it to undergo melt processing in the formation of molded articles, etc. Subsequent to melt processing articles prepared from the monomer are capable of being cured to produce a thermoset self-reinforced composite which is soft and flexible relative to prior art monomers. The monomer may, for example, consist essentially of the reaction product of a methacrylic-substituted phenol and terephthalic acid.
    Type: Grant
    Filed: June 24, 1985
    Date of Patent: July 28, 1987
    Assignee: Celanese Corporation
    Inventor: Robert W. Stackman
  • Patent number: 4681941
    Abstract: An improved method of preparing aryloxyphenoxy propanoic acid esters is disclosed. Low-water levels and low temperatures increase the yield and decrease by-product formation. A hindered non-nucleophilic phenol, which is converted in situ to the phenate form, is added to the reaction mixture to drive the reaction to 99+% conversion.
    Type: Grant
    Filed: April 11, 1985
    Date of Patent: July 21, 1987
    Assignee: The Dow Chemical Company
    Inventor: Timothy J. Adaway
  • Patent number: 4673529
    Abstract: A novel liquid crystal compound useful as a component of liquid crystal compositions and a liquid crystal composition containing the same are provided, which compound is a phenoxypropanol ester derivative expressed by the formula ##STR1## wherein R.sup.1 and R.sup.2 each represent an alkyl group or an alkoxy group each of 1 to 15 carbon atoms, F atom, Cl atom or CN group, but either one of R.sup.1 and R.sup.
    Type: Grant
    Filed: November 27, 1985
    Date of Patent: June 16, 1987
    Assignee: Chisso Corporation
    Inventors: Shigeru Sugimori, Tetsuya Ogawa, Yasuyuki Goto, Toyoshiro Isoyama, Kazunori Nigorikawa, Kisei Kitano, Naoyuki Yoshida, Yoshito Furukawa
  • Patent number: 4661618
    Abstract: This invention relates to the new 1,3-bis-(dimethylamino)-2-propyl-4-chlorophenoxyacetate of the Formula (I) ##STR1## acid addition salts thereof, a process for the preparation of the same and pharmaceutical compositions comprising the said compounds.The novel compound of the present invention corresponds to the Formula (I). This compound stimulates the function of the brain cells and thereby mental activity.The compound of the Formula (I) can be prepared by esterifying (4-chlorophenoxy)-acetic acid or a functional reactive derivative thereof with 1,3-bis-(dimethylamino)-2-propanol or a halogeno derivative thereof in a manner known per se.
    Type: Grant
    Filed: May 2, 1984
    Date of Patent: April 28, 1987
    Assignee: Biogal Gyogyszergyar
    Inventors: Imre Z. Nagy, Zsuzsanna Emri, Sandor Jancso, Istvan Csernus, Janos Balint
  • Patent number: 4659370
    Abstract: Novel substituted phenoxypropionates of the formula ##STR1## in which Ar represents the group ##STR2## or the group ##STR3## in which Y represents a halogen atom or a trifluoromethyl group andb is 1 or 2,R represents a hydrogen atom or a methyl group,X represents a hydrogen atom, a halogen atom, a nitro group, a lower alkyl group or a lower alkoxy group,a and m each independently is 1 or 2, andn is 0, 1 or 2,and their use as herbicides.Novel intermediates of the formulae ##STR4## in which formulae R, X, m, n and a have the meanings given above,Z.sup.1 is a halogen atom andm is a hydrogen atom or an alkali metal atom.
    Type: Grant
    Filed: May 22, 1984
    Date of Patent: April 21, 1987
    Assignee: Nihon Tokushu Noyaku Seizo K.K.
    Inventors: Junichi Saito, Kazuomi Yasui, Kozo Shiokawa, Atsumi Kamochi
  • Patent number: 4639537
    Abstract: New laevorotatory enantiomers of phenoxy propionic acid derivatives of the formula ##STR1## in which R.sup.2 represents a radical of the formula ##STR2## wherein Y represents oxygen or the radical SO.sub.m,whereinm represents 0, 1 or 2,R.sup.2 represents hydrogen or methyl,n represents 1 or 2 andR.sup.3 and R.sup.4 independently of one another represent hydrogen, halogen, alkyl with 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms, alkylthio with 1 to 4 carbon atoms, nitro, cyano or alkoxycarbonyl with 1 to 4 carbon atoms in the alkoxy group, and their use as intermediates for preparing herbicides.
    Type: Grant
    Filed: May 24, 1985
    Date of Patent: January 27, 1987
    Assignee: Bayer Aktiengesellschaft
    Inventors: Koichi Moriya, Uwe Priesnitz, Hans-Jochem Riebel, Ludwig Eue, Robert R. Schmidt
  • Patent number: 4638082
    Abstract: A novel method of producing the p-chlorophenol ester of p-chlorophenoxyisobutyric acid, which is a product useful in the treatment of hyperlipemias, is disclosed.
    Type: Grant
    Filed: February 25, 1986
    Date of Patent: January 20, 1987
    Assignee: Societe Corial, S.A.
    Inventors: Claude Feniou, Patrick Descas
  • Patent number: 4627933
    Abstract: Compounds of the formulaR.sup.1 --Q.sup.1 --(CH.sub.2).sub.m --(COO).sub.n --(CH.sub.2).sub.p --Q.sup.2 --R.sup.2whereinR.sup.1 and R.sup.2 are each independently alkyl or alkoxy each of 1-12 C atoms, F, Cl, Br, CN or --Q.sup.3 --R.sup.3, or one of R.sup.1 and R.sup.2 can also be H;Q.sup.1, Q.sup.2 and Q.sup.3 are each independently 1,4-phenylene, 1,4-cyclohexylene, 1,4-bicyclo(2,2,2)-octylene or 1,3-dioxane-2,5-diyl, each of which is unsubstituted or substituted by 1-4 fluorine, chlorine or bromine atoms;R.sup.3 is alkyl or alkoxy each of 1-8 C atoms, H, F, Cl, Br or CN;m is 1, 2, 3, 4, 5 or 6; n is 0 or 1; and p is 0, 1, 2, 3, 4 or 5; the sum of (m+p) being 2, 4 or 6 and the sum of (m+n+p) being at least 3;but with the proviso that Q.sup.3 is unsubstituted 1,4-phenylene or 1,4-phenylene substituted by a fluorine, chlorine or bromine atom, only when n=1 or (m+p)=6 or at least one of R.sup.1 or R.sup.3 is F, Cl or Br or none of R.sup.1 to R.sup.3 is CN or two of the radicals R.sup.1 to R.sup.
    Type: Grant
    Filed: July 7, 1983
    Date of Patent: December 9, 1986
    Assignees: Merck Patent Gesellschaft mit beschrankter Haftung, The Secretary of State for Defense in Her Britannic Majesty's Government of the United Kingdom of Great Britain and Northern Ireland
    Inventors: Rudolf Eidenschink, Joachim Krause, Beatrice M. Andrews, George W. Gray, Neil Carr
  • Patent number: 4622415
    Abstract: There is disclosed an R enantiomer of phenoxypropionic acid compound of the formula ##STR1## in which X represents hydrogen or halogen, and R represents hydroxyl, alkoxy, halogen or the radical of the formula ##STR2## wherein R.sup.1 and R.sup.2 independently of one another represent hydrogen or methyl, n represents 0, 1 or 2 and Y represents trimethylsilyl, or optionally substituted azolyl bonded via nitrogen, or represents alkoxy, alkoxycarbonyl or the radical of the formula ##STR3## wherein Q represents oxygen, sulphur, SO or SO.sub.2 and R.sup.3 and R.sup.4 independently of one another represent hydrogen, halogen, alkyl having 1 to 4 carbon atoms, alkoxy having 1 to 4 carbon atoms, alkylthio having 1 to 4 carbon atoms, nitro, cyano or alkoxycarbonyl having 1 to 4 carbon atoms in the alkoxy group; compositions containing herbicidally effective amounts of such R enantiomers and the use of such R enantiomers as herbicides.
    Type: Grant
    Filed: July 31, 1985
    Date of Patent: November 11, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Heinz Forster, Bernd Gallenkamp, Uwe Priesnitz, Hans-Jochem Riebel, Ludwig Eue, Robert R. Schmidt
  • Patent number: 4614608
    Abstract: The invention relates to a group of organic compounds of the 1-(4-hydroxyphenyl)-2-(4'-trifluoromethylphenyl)-ethane ester type having a mesomorphous phase of the smectic A type, to the mixtures obtained from said compounds, as well as to the process for producing the molecules of said group. The compound according to the invention is in accordance with the general chemical formula: ##STR1## whereby n can be between 1 and 15.
    Type: Grant
    Filed: March 13, 1985
    Date of Patent: September 30, 1986
    Assignee: Thomson-CSF
    Inventors: Pierre Le Barny, Jean C. Dubois, Gilles Ravaux
  • Patent number: 4607116
    Abstract: Provided is a process for preparing a diaryl or a mixture of diaryls represented by any or a combination of the following formulae (II), (III) and (V), characterized in that a diaryliodonium salt represented by the following formula (I) is reacted in a solvent in the presence of a transition metal catalyst and a reducing metal at a temperature in the range of room temperature to 100.degree. C.:[Ar.sub.1 -I.sup..sym. -Ar.sub.2 ]X.sup..crclbar. (I)Ar.sub.1 -Ar.sub.1 (II)Ar.sub.1 -Ar.sub.2 (III)Ar.sub.2 -Ar.sub.2 (IV)wherein Ar.sub.1 and Ar.sub.2, which may be alike or different, are each an aryl group which may have a substituent group or groups and X.sup..crclbar. is a counter ion which is inert to said reaction.
    Type: Grant
    Filed: March 8, 1984
    Date of Patent: August 19, 1986
    Assignee: Nippon Petrochemicals Company Limited
    Inventors: Yasuo Yamazaki, Takehiko Suzuki, Masaharu Uchiyama
  • Patent number: 4598085
    Abstract: Novel compounds of the class of 1-(2-aryl-2-R-ethyl)-1H-1,2,4-triazoles having fungicidal and plant-growth regulating properties.
    Type: Grant
    Filed: January 21, 1982
    Date of Patent: July 1, 1986
    Assignee: Janssen Pharmaceutica N.V.
    Inventors: Jan Heeres, Leo J. J. Backx, Joseph A. Mostmans
  • Patent number: 4596599
    Abstract: New dextrorotatory enantiomers of phenoxy propionic acid derivatives of the formula ##STR1## in which R.sup.1 represents a radical of the formula ##STR2## wherein X.sup.1 represents hydrogen or halogen,X.sup.2 represents halogen or trifluoromethyl,X.sup.3 represents halogen or trifluoromethyl,X.sup.4 represents hydrogen or halogen andX.sup.5 represents hydrogen or halogen,Y represents oxygen or the radical SO.sub.m,whereinm represents 0, 1 or 2,R.sup.2 represents hydrogen or methyl,n represents 1 or 2 andR.sup.3 and R.sup.4 independently of one another represent hydrogen, halogen, alkyl with 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms, alkylthio with 1 to 4 carbon atoms, nitro, cyano or alkoxycarbonyl with 1 to 4 carbon atoms in the alkoxy group, and their use as herbicides.
    Type: Grant
    Filed: December 12, 1983
    Date of Patent: June 24, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Koichi Moriya, Uwe Priesnitz, Hans-Jochem Riebel, Ludwig Eue, Robert R. Schmidt
  • Patent number: 4589907
    Abstract: Compounds having the formula ##STR1## in which Z is ##STR2## wherein X is hydrogen or halogen and Y is --CH or N; R is alkyl, phenyl, trihalomethylphenyl, cyanomethyl, carboalkoxymethyl, ##STR3## alkenyl; and R.sub.1 is hydrogen, lower alkyl, halo-(lower alkyl), or Z; and intermediate alkyl onium salts of the type ##STR4## in which R.sub.3 is C.sub.1 -C.sub.8 alkyl, G is nitrogen or phosphorus and Z' is ##STR5## wherein X is hydrogen or halogen and Y is --CH or N; are herbicides.
    Type: Grant
    Filed: September 17, 1985
    Date of Patent: May 20, 1986
    Assignee: Stauffer Chemical Company
    Inventor: Raymond A. Felix
  • Patent number: 4552977
    Abstract: 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: Grant
    Filed: September 24, 1982
    Date of Patent: November 12, 1985
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Manfred Koch, Peter Herbrechtsmeier
  • Patent number: 4550981
    Abstract: Compounds of the formula ##STR1## wherein X.sup.2 is a single covalent bond or --COO--; X.sup.1 is a single covalent bond, --COO--, --CH.sub.2 CH.sub.2 -- or when X.sup.2 is --COO--, X.sup.1 also can be p--C.sub.6 H.sub.4 --, p--C.sub.6 H.sub.4 --CH.sub.2 CH.sub.2 --, --CH.sub.2 CH.sub.2 --p--C.sub.6 H.sub.4, p--C.sub.6 H.sub.4 --COO-- or --COO--p--C.sub.6 H.sub.4 ; ring A is a benzene ring or trans-1,4-cyclohexylene; ring B is a benzene ring or when X.sup.2 is --COO-- and X.sup.1 is a single covalent bond, --COO-- or --CH.sub.2 CH.sub.2 --, ring B also can be trans-1,4-cyclohexylene; Z.sup.1, Z.sup.2 and Z.sup.3 individually are hydrogen or when positioned on a benzene ring which is not linked directly with a further ring via a single covalent bond, Z.sup.1, Z.sup.2 and Z.sup.3 also can be halogen, cyano or methyl; Y.sup.2 is cyano, nitro, 2,2-dicyanovinyl or when Y.sup.1 is hydrogen Y.sup.2 also can be 2,2-dicyano-1-methylvinyl; Y.sup.1 is halogen, cyano, C.sub.1 -C.sub.3 -alkyl or, when X.sup.
    Type: Grant
    Filed: September 9, 1983
    Date of Patent: November 5, 1985
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Martin Petrzilka, Martin Schadt, Alois Villiger
  • Patent number: 4551264
    Abstract: New polyhalogenoaromatic compounds of Formula I ##STR1## wherein Y and Z are each independently alkyl, alkoxy or alkanoyl each of 1 to 12 C atoms, --COOR.sup.1, --O--CO--R.sup.1, CN, NO.sub.2, NH.sub.2 or OH;Q is one or two identical or different radicals selected from Ph, Cy, 1,4-bicyclo[2,2,2]octylene or 1,3-dioxane-2,5-diyl;X.sup.1 to X.sup.4 are each independently H, F, Cl or Br;R.sup.1 is alkyl of 1 to 4 C atoms, Ph--R.sup.2 or Cy--R.sup.2 ;R.sup.2 is alkyl or alkoxy each of 1-12 C atoms or CN;Ph is 1,4-phenylene; and Cy is 1,4-cyclohexylene,can be used as components of liquid-crystal dielectrics.
    Type: Grant
    Filed: March 14, 1983
    Date of Patent: November 5, 1985
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Rudolf Eidenschink, Michael Romer, Georg Weber
  • Patent number: 4550192
    Abstract: Novel fluorophenoxyphenoxypropionates and derivatives thereof possess herbicidal activity selectively in the presence of broadleaf crops. Preemergent and postemergent applications are contemplated.
    Type: Grant
    Filed: September 1, 1983
    Date of Patent: October 29, 1985
    Assignee: The Dow Chemical Company
    Inventors: Richard B. Rogers, B. Clifford Gerwick, III
  • Patent number: 4531969
    Abstract: Optically active enantiomers of the formula I ##STR1## where R is a group of the formulae ##STR2## R.sub.1 and R.sub.2, among others, are halogen or CF.sub.3 and Z is a carboxyl, carboxylate, carboxylic acid ester, thioester, carbonamide, carboxylic acid anilide, carbohydrazide or thioamide group, are interesting herbicides the effect of which is considerably superior to that of the optically inactive racemates.
    Type: Grant
    Filed: December 20, 1978
    Date of Patent: July 30, 1985
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hans J. Nestler, Gerhard Horlein, Reinhard Handte, Hermann Bieringer, Friedhelm Schwerdtle, Peter Langeluddeke
  • Patent number: 4532328
    Abstract: Process for making optically active esters having an enhanced optical purity by reacting a mole of an appropriate substrate phenol with a molar excess of an appropriate optically active ester.
    Type: Grant
    Filed: July 14, 1983
    Date of Patent: July 30, 1985
    Assignee: The Dow Chemical Company
    Inventor: William A. Kleschick
  • Patent number: 4526704
    Abstract: Compounds of the formula ##STR1## wherein n is 0 or 1; one of X.sup.1 and X.sup.2 is --COO-- or --OOC-- and the other is a single covalent bond or --CH.sub.2 CH.sub.2 --; X.sup.3 and X.sup.4 individually are a single covalent bond or --CH.sub.2 CH.sub.2 --, with the proviso that at most one of X.sup.1, X.sup.2, X.sup.3 and X.sup.4 is --CH.sub.2 CH.sub.2 --; rings A.sup.1 and A.sup.5 individually are a group of the formula ##STR2## or trans-1,4-cyclohexylene; rings A.sup.2, A.sup.3 and A.sup.4 individually are a group of formula II or, when ring A.sup.2, A.sup.3 or A.sup.4 is not linked with at least one of the other two of these rings by a single covalent bond then such ring also can be trans-1,4-cyclohexylene, with the proviso that at least one of rings A.sup.1 through A.sup.5 is a group of formula II; Y is hydrogen, or when Y is attached to a ring of formula II which is not linked with another ring via a single covalent bond, Y also can be fluorine, chlorine or methyl; and R.sup.1 and R.sup.
    Type: Grant
    Filed: July 11, 1983
    Date of Patent: July 2, 1985
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Martin Petrzilka, Martin Schadt, Alois Villiger
  • Patent number: 4522647
    Abstract: Substituted phenoxyalkanediones and intermediates therefor, and the use of said compounds for the control of weeds.
    Type: Grant
    Filed: June 29, 1983
    Date of Patent: June 11, 1985
    Assignee: Zoecon Corporation
    Inventors: Richard J. Anderson, Shy-Fuh Lee
  • Patent number: 4520199
    Abstract: 3-Alkoxy-4-substituted phenoxy alkanoic acid esters, derivatives thereof, and the use thereof for the control of weeds.
    Type: Grant
    Filed: August 13, 1982
    Date of Patent: May 28, 1985
    Assignee: Zoecon Corporation
    Inventors: Gustave K. Kohn, Joe T. Bamberg
  • Patent number: 4500346
    Abstract: Novel substituted phenoxypropionates of the formula ##STR1## in which Ar represents the group ##STR2## or the group ##STR3## in which Y represents a halogen atom or a trifluoromethyl group andb is 1 or 2,R represents a hydrogen atom or a methyl group,X represents a hydrogen atom, a halogen atom, a nitro group, a lower alkyl group or a lower alkoxy group,a and m each independently is 1 or 2, andn is 0, 1 or 2,and their use as herbicides.Novel intermediates of the formulae ##STR4## in which formulae R, X, m, n and a have the meanings given above,Z.sup.1 is a halogen atom andm is a hydrogen atom or an alkali metal atom.
    Type: Grant
    Filed: April 11, 1983
    Date of Patent: February 19, 1985
    Assignee: Nihon Tokushu Noyaku Seizo K.K.
    Inventors: Junichi Saito, Kazuomi Yasui, Kozo Shiokawa, Atsumi Kamochi
  • Patent number: 4490552
    Abstract: A novel process for the preparation of aryl esters of organic carboxylic acids in high isomer purity by decomposing a compound of the formula ##STR1## wherein Ar is an aryl radical, X is an acyloxy of an organic carboxylic acid and Y is selected from the group consisting of an acyloxy of an organic carboxylic acid and an anion of a strong organic and mineral acid in an aqueous media in the presence of a palladium salt or in the form of a two-phase reaction, wherein the aryl thallium salt is dissolved in water and the catalytic palladium salt is dissolved in a water-immiscible organic solvent and the reaction takes place with mixing.
    Type: Grant
    Filed: December 20, 1982
    Date of Patent: December 25, 1984
    Assignee: Rutgerswerke AG
    Inventor: Ulrich Knips
  • Patent number: 4479900
    Abstract: Compounds of the formula: ##STR1## wherein R.sup.1 is lower alkyl or benzyl. R.sup.2 is lower alkoxy, benzyloxy, or the group ##STR2## where R.sup.3 is lower alkoxy; and Ar is phenyl optionally substituted with 1 to 3 substituents independently selected from halogen, trihalomethyl, nitro or lower alkyl, show plant growth regulating activity.
    Type: Grant
    Filed: April 29, 1983
    Date of Patent: October 30, 1984
    Assignee: Chevron Research Company
    Inventor: Tatao Luo
  • Patent number: 4476319
    Abstract: A new compound derived from p-chlorophenoxyacetic acid, the p-chlorophenocetate of 1-aminoadamantine-2-ethanol of the following structural formula I: ##STR1## as well as its pharmaceutically acceptable salts, possessing properties for the treatment of various pathological conditions of the central nervous system. Also disclosed are its method of preparation; pharmaceutical compositions containing the said compounds; and the treatment of various pathological conditions of the central nervous system with the use of the said compositions.
    Type: Grant
    Filed: October 27, 1982
    Date of Patent: October 9, 1984
    Assignee: Sociedad Espanola de Especialidades Farmaco-Terapeuticas S.A.
    Inventors: Romeo R. Andreoli, Xavier D. Cirera
  • Patent number: 4468247
    Abstract: Salts, esters, amides, hydrazides and hydroxyamides of 4-methyl-4-[3'-(4"-trifluoromethylphenoxy)-phenoxy]crotonic acid are herbicidal against broad leaf plants.
    Type: Grant
    Filed: June 22, 1982
    Date of Patent: August 28, 1984
    Assignee: Chevron Research Company
    Inventor: David C. K. Chan
  • Patent number: 4456768
    Abstract: Prostaglandin and prostacyclin compounds which are fluorine substituted in any one or more of the following positions 4,4; 7,7; 10,10; and 5.
    Type: Grant
    Filed: May 1, 1981
    Date of Patent: June 26, 1984
    Assignee: The University of Chicago
    Inventor: Josef Fried
  • Patent number: 4450172
    Abstract: Polyhalohydroxyisopropyl phenylalka(e)noic acid esters of alkylaminohydroxypropyloxyphenylalkyl alcohols, such as 2-(4-((2-hydroxy-3-(1-methylethylamino)-phenyl)ethyl 3-(4-(2,2,2-trifluoro-1-hydroxy-1-trifluoromethylethyl))benzene propanoate, are useful as antihypertensive agents. Preferred compounds give vasodilatory activity and reduced tachycardia.
    Type: Grant
    Filed: March 10, 1982
    Date of Patent: May 22, 1984
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Sung-eun Yoo
  • Patent number: 4444788
    Abstract: Compounds of the formula ##STR1## wherein the 9-chlorine atom can be in the .alpha.- or .beta.-position,R.sub.1 is OR.sub.2, or NHR.sub.3 wherein R.sub.3 is H or the acyl group ofa C.sub.1-15 hydrocarbon carboxylic or sulfonic acid;A is --CH.sub.2 --CH.sub.2 -- or cis--CH.dbd.CH--,B is --CH.sub.2 --CH.sub.2 --,trans--CH.dbd.CH--, or --C.tbd.C--, ##STR2## wherein the OH-group in each case can be in the .alpha.- or .beta.-position, and can be etherified or esterified by tetrahydropyranyl, tetrahydrofuranyl, .alpha.-ethoxyethyl, trimethylsilyl dimethyl, tert-butylsilyl, tribenzylsilyl, acetyl, propionyl, butyryl or benzoyl;D and E together represent a direct bond orD is a straight-chain or branched alkylene group of 1-10 carbon atoms, optionally substituted by fluorine, andE is oxygen or sulfur or a direct bond, andR.sub.4 is hydroxy or hydroxy etherified or esterified as defined for W above;R.sub.5 is a C.sub.1-10 hydrocarbon aliphatic group; a C.sub.
    Type: Grant
    Filed: June 10, 1982
    Date of Patent: April 24, 1984
    Assignee: Schering Aktiengesellschaft
    Inventors: Werner Skuballa, Bernd Raduechel, Helmut Vorbrueggen, Walter Elger, Olaf Loge, Ekkehard Schillinger
  • Patent number: 4441913
    Abstract: Novel substituted phenoxypropionates of the formula ##STR1## in which R.sup.1 and R.sup.2 each independently are a hydrogen atom or a C.sub.1 to C.sub.6 alkyl group,X is a hydrogen or halogen atom, nitro, C.sub.1 to C.sub.6 alkyl or C.sub.1 to C.sub.6 alkoxy,a and n each independently are 1 or 2, andAr is a group of the formula ##STR2## wherein Y is a trifluoromethyl group, a halogen atom ora nitro, cyano or C.sub.1 to C.sub.6 alkyl group, andb is 1, 2 or 3,and their use as herbicides.Novel intermediates of the formulae ##STR3## in which formulae R.sup.1, R.sup.2, X, a and n have the meanings given above andZ.sup.1 represents halogen.
    Type: Grant
    Filed: June 17, 1982
    Date of Patent: April 10, 1984
    Assignee: Nihon Tokushu Noyaku Seizo K.K.
    Inventors: Masahiro Aya, Junichi Saito, Kazuomi Yasui, Kozo Shiokawa, Koichi Moriya
  • Patent number: 4429167
    Abstract: This invention relates to 3-alkoxy-4-substituted-phenoxy-2,3-unsaturated acid esters and derivatives thereof and the use of said acid esters and derivatives for the control of weeds.
    Type: Grant
    Filed: January 22, 1982
    Date of Patent: January 31, 1984
    Assignee: Zoecon Corporation
    Inventor: Shy-Fuh Lee
  • Patent number: 4424394
    Abstract: Arylacetic acids and their esters, of the formula Ar(CH.sub.2 -COOR).sub.n (where Ar=aryl, R is H or a hydrocarbon radical, and n is 1 or 2) are manufactured by carbonylation of halomethylaryl compounds Ar(CH.sub.2 C).sub.n (where X is Cl, Br or I) with carbon monoxide and a catalyst m.sup.+ ?Fe(O).sub.3 NO!.sup.- (where M is an alkali metal, ammonium or one equivalent of an alkaline earth metal) in the presence of stoichiometric amounts of an inorganic base or of an alcoholate of an alcohol ROH.
    Type: Grant
    Filed: November 8, 1979
    Date of Patent: January 3, 1984
    Assignee: BASF Aktiengesellschaft
    Inventors: Kurt Schneider, Rudolf Kummer, Kurt Schwirten, Hans-Dieter Schindler, deceased, Maria E. Schindler, heir-at-law, Ute Lang, heir-at-law, Rainer Schindler, heir-at-law
  • Patent number: 4418206
    Abstract: Novel compounds of the formula: ##STR1## wherein A is CHOH, CHO or COOR; R is hydrogen or a lower alkyl group of 1 to 4 carbon atoms; and the pharmaceutically acceptable, non-toxic salts of compounds in which R is hydrogen; and X is hydrogen, o-, m- or p-halo(fluoro, chloro or bromo), o-, m- or p-methyl or o-, m- or p-methoxy. These compounds possess prostaglandin-like activity and thus are useful in the treatment of mammals where prostaglandins are indicated. They are particularly useful as inhibitors of gastric acid secretions and as agents for the control of asthmatic attack, because of their bronchodilating activity.
    Type: Grant
    Filed: March 22, 1982
    Date of Patent: November 29, 1983
    Assignee: Syntex (U.S.A.) Inc.
    Inventor: Douglas L. Wren
  • Patent number: 4416687
    Abstract: 3,5-Bis (trifluoromethyl)phenoxy carboxylic acids and derivatives thereof have been found to reduce herbicidal injury of certain food crops, especially grain sorghum, due to the application thereto of herbicides that kill or control weeds that impede the yield of the crops.
    Type: Grant
    Filed: February 1, 1982
    Date of Patent: November 22, 1983
    Assignee: Monsanto Company
    Inventors: John J. D'Amico, Tann R. Schafer
  • Patent number: 4415354
    Abstract: Compounds of the formula ##STR1## wherein X is a hydrogen atom, a halogen atom, a trihalomethyl group, an alkyl group, or a cyano group,Y is a hydrogen atom, a halogen atom, or a trihalomethyl group, andZ is a substituted alkoxy group,and compositions containing these compounds exhibit herbicidal activity.
    Type: Grant
    Filed: September 16, 1981
    Date of Patent: November 15, 1983
    Assignee: Rohm and Haas Company
    Inventors: Horst O. Bayer, Colin Swithenbank, Roy Y. Yih
  • Patent number: 4415746
    Abstract: This disclosure describes novel 16-aryloxy-17,18,19,20-tetranoprostanoic acids and derivatives thereof useful as bronchodilators and as hypotensive and contraceptive agents.
    Type: Grant
    Filed: October 5, 1981
    Date of Patent: November 15, 1983
    Assignee: American Cyanamid Company
    Inventors: Charles V. Grudzinskas, Martin J. Weiss
  • Patent number: 4414017
    Abstract: Compounds of the formula ##STR1## wheren X.sup.1 is halo or trihalomethyl, X.sup.2 is hydrogen or halo, R.sup.1 is nitro or --OR.sup.3, R.sup.2 is hydrogen or --OR.sup.4, R.sup.3 ##STR2## R.sup.4 is ##STR3## and R is hydroxy, alkoxy, alkenoxy, alkynoxy, thiol, alkythio, alkenylthio, amino, mono- or di-substituted amino or OM, wherein M is a monovalent cation; R' and R" are hydrogen, alkyl, alkenyl, alkynyl or phenyl; and Y is oxygen, sulfur, or substituted or unsubstituted nitrogen, have herbicidal activity.
    Type: Grant
    Filed: May 27, 1980
    Date of Patent: November 8, 1983
    Assignee: Chevron Research Company
    Inventor: David C. K. Chan
  • Patent number: 4412998
    Abstract: Novel hypolipidemic nicotinates and related esters, being phenoxy organic compounds, are disclosed, as well as pharmaceutical compositions thereof and method of treating hyperlipidemia therewith.
    Type: Grant
    Filed: November 27, 1981
    Date of Patent: November 1, 1983
    Assignee: Merz & Company
    Inventors: Arthur Scherm, Dezsoe Peteri, Klaus Hummel
  • Patent number: 4406814
    Abstract: Disclosed is a new family of Liquid Crystalline Materials for use in optical display devices having the general formula: ##STR1## The members of the family of materials are characterized by having a broad nematic operating range in conjunction with low viscosity and exhibit fast response times to a controlled electrical field in the lower temperature regions of their nematic operating range and may be mixed with other members of the family or with other liquid crystalline materials and/or homologous non-liquid crystalline materials.
    Type: Grant
    Filed: April 10, 1981
    Date of Patent: September 27, 1983
    Assignee: Eaton Corporation
    Inventor: Joseph P. Ferrato
  • Patent number: 4404396
    Abstract: Process for the preparation of 2-(2,4-dichlorophenoxy)phenylacetic acid in which the potassium salts of 2-chlorophenylacetic acid and 2,4-dichlorophenol are reacted in aromatic hydrocarbon solvents at elevated temperatures in the presence of a copper chloride catalyst, followed thereafter by acidification.
    Type: Grant
    Filed: January 11, 1982
    Date of Patent: September 13, 1983
    Assignee: Reckitt & Colman Products Limited
    Inventors: Colin Thomson, Neil J. Tweddle
  • Patent number: 4402855
    Abstract: A family of liquid crystals having a type A smectic mesophase with a positive dielectric anisotropy, which are particularly useful in the case of the thermo-optical effect.The substances of the family are in accordance with the general formula: ##STR1## in which R represents an organic group of the alkyl or alkoxy type containing 1 to 15 carbon atoms and in which X and Y designate either the bromine or the nitrile radical.
    Type: Grant
    Filed: July 15, 1981
    Date of Patent: September 6, 1983
    Assignee: Thomson-CSF
    Inventors: Annie Zann, Jean-Claude Dubois
  • Patent number: 4380661
    Abstract: 2-[p-(p-substituted phenoxy)phenoxy]propionyl oximes, processes for their preparation, herbicidal compositions containing these oximes and methods of use of the herbicidal compositions are disclosed.
    Type: Grant
    Filed: February 23, 1981
    Date of Patent: April 19, 1983
    Assignee: Hoffmann-La Roche Inc.
    Inventor: Milos Suchy
  • Patent number: 4370489
    Abstract: Compounds of the formula ##STR1## in which R represents hydroxyl, (C.sub.1 -C.sub.10)alkoxy, (C.sub.1 -C.sub.6)alkylthio, (C.sub.2 -C.sub.4)alkenyloxy, cyclohexyloxy, cyclopentyloxy, phenoxy or phenylthio both optionally substituted once or twice with halogen, benzyloxy, benzylthio or -O-cat in which "cat" stands for the cation of an inorganic or organic base, have a very good effect on wild oat, barnyard grass, bristle grass and rayegrass in a much lower concentration than known analogous compounds.
    Type: Grant
    Filed: January 14, 1977
    Date of Patent: January 25, 1983
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Heinz Boesenberg, Gerhard Horlein, Helmut Kocher, Peter Langeluddeke
  • Patent number: 4368135
    Abstract: Anisotropic compounds with negative or positive DCA and .DELTA.n.ltoreq.0.2 have the formula (1) ##STR1## in which R.sup.1 and R.sup.2 l are independently hydrogen, alkyl, alkoxy having 1 to 12 carbon atoms respectively, or one of R.sup.1 and R.sup.2 can represent cyclical fragment of formulae (1a) or (1b); ##STR2## the bridges Z.sup.1, Z.sup.2 and Z.sup.3 are identical or different and means covalent bonds or carboxyl or oxycarbonyl groups; R.sup.3 is hydrogen, alkyl or alkoxy group having 1 to 12 carbon atoms, respectively; X.sup.1 and X.sup.4 are independently hydrogen, halogen, nitrile or nitro, wherein at least one of X.sup.1 and X.sup.4 is not hydrogen when R.sup.2 represents a cyclical fragment of formula (1a) or (1b) and Z.sup.2 is a carboxyl group or Z.sup.3 is an oxycarbonyl group, respectively. Liquid crystal compositions are also disclosed.
    Type: Grant
    Filed: June 30, 1980
    Date of Patent: January 11, 1983
    Assignee: BBC, Brown, Boveri & Company, Ltd.
    Inventor: Maged A. Osman
  • Patent number: 4365991
    Abstract: Propionic acid oximes of the general formula ##STR1## wherein R.sub.1 is hydrogen, alkyl of from 1 to 6 carbon atoms or cycloalkyl of from 3 to 6 carbon atoms, R.sub.2 is hydrogen, alkyl of from 1 to 6 carbon atoms, alkenyl of from 2 to 6 carbon atoms or alkynyl of from 2 to 6 carbon atoms, or R.sub.1 and R.sub.2 together with the carbon atom to which they are attached form a cyclopentane or cyclohexane ring which can be mono-, di- or trisubstituted with alkyl of from 1 to 3 carbon atoms, R.sub.3 is hydrogen, halogen or nitro with the proviso that R.sub.1 and R.sub.2 are not simultaneously hydrogen, processes for their manufacture, herbicidal compositions containing these compounds as the active ingredient and methods of use of the herbicidal compositions are disclosed.
    Type: Grant
    Filed: March 6, 1981
    Date of Patent: December 28, 1982
    Assignee: Hoffmann-La Roche Inc.
    Inventor: Wijitha de Silva
  • Patent number: 4360375
    Abstract: A herbicidal composition which comprises a phenoxyphenoxy unsaturated derivative having the formula: ##STR1## wherein X represents a halogen atom or CF.sub.3 ; Y represents a hydrogen atom or a halogen atom; and Z represents --COOR, --COR", --COOH, --CH.sub.2 OH, or --CH.sub.2 OR"'.
    Type: Grant
    Filed: December 23, 1980
    Date of Patent: November 23, 1982
    Assignee: Kumiai Chemical Industry Co., Ltd.
    Inventors: Kazuo Jikihara, Shigekazu Itoh, Shuichi Takayama, Koichi Sato, Ichiro Kimura, Isao Chiyomaru
  • Patent number: RE31715
    Abstract: Novel liquid crystal compounds are disclosed, which are chiral esters based upon the phenol ##STR1## Typical examples are: ##STR2## and mixtures of these compounds have a helical pitch such that the mixtures reflect light of a specific wavelength when illuminated with ordinary light and the pitch is temperature sensitive so that the mixtures can be used in temperature indicating devices. Specific examples are given as are samples of mixtures that can be used in phase change electro-optic display devices.
    Type: Grant
    Filed: March 27, 1981
    Date of Patent: October 30, 1984
    Assignee: The Secretary of State for Defence in Her Britannic Majesty's Government of the United Kingdom of Great Britain and Northern Ireland
    Inventors: David Coates, George W. Gray, Damien G. McDonnell