Rings Bonded Directly To Each Other In Acid Moiety Patents (Class 560/59)
  • Patent number: 4351950
    Abstract: Novel substituted arylene compounds and methods for their preparation and use are disclosed. These new compounds are useful as anti-arteriosclerotic agents.
    Type: Grant
    Filed: January 2, 1980
    Date of Patent: September 28, 1982
    Assignee: Warner-Lambert Company
    Inventor: Ila Sircar
  • Patent number: 4340498
    Abstract: New halogenated ester derivatives and liquid crystal compositions containing the same are provided. The derivatives are expressed by the general formula ##STR1## wherein X is ##STR2## R is 1-15C alkyl group or alkoxy group; and Y is carboxyl group. The derivatives are useful as component(s) of liquid crystal compositions which have higher mesomorphic temperature ranges, nevertheless have lower viscosities; and also have lower absolute values of dielectric anisotropy, nevertheless can be driven at lower voltages.
    Type: Grant
    Filed: January 23, 1981
    Date of Patent: July 20, 1982
    Assignee: Chisso Corporation
    Inventor: Shigeru Sugimori
  • Patent number: 4340747
    Abstract: Esters of 1,2-diphenyl-cyclohex-1-ene-4-carboxylic-acid are effective plant growth regulating agents. They are useful for controlling wild oats in cereal cultures and for growth inhibition in different cultures, e.g. for the inhibition of suckers in tobacco plants.
    Type: Grant
    Filed: May 19, 1980
    Date of Patent: July 20, 1982
    Assignee: Ciba-Geigy Corporation
    Inventors: Verena Laanio, Werner Fory, Rolf Schurter
  • Patent number: 4336398
    Abstract: The yield of compounds having the general formula: ##EQU1## wherein R represents ##STR1## in the process comprising reacting a substituted hydroxycyclohexanecarboxylic acid with an aminoisopropyl chloride, is highly improved by heating the reaction mixture to 160.degree. to 240.degree. C. for at least 3 hours, and distilling under reduced pressure the resulting product. Thus the content of the undesired isomer is reduced to less than 1-1.5%.
    Type: Grant
    Filed: November 23, 1979
    Date of Patent: June 22, 1982
    Assignee: Laboratorio Guidotti & C. S.p.A.
    Inventor: Giorgio Sagramora
  • Patent number: 4329507
    Abstract: New substituted aryl ethylenes are disclosed which are produced by dehydration of the corresponding .alpha.- or .beta.-(substituted aryl)ethyl alcohols or by dehydrohalogenation of the corresponding .alpha.- or .beta.-(substituted aryl)ethyl halides.
    Type: Grant
    Filed: January 14, 1980
    Date of Patent: May 11, 1982
    Assignee: Mitsubishi Petrochemical Co., Ltd.
    Inventors: Makoto Takeda, Masayuki Uchide, Hiroshi Iwane
  • Patent number: 4328168
    Abstract: This invention provides a convenient and commercially adaptable process for the preparation of vinylcyclopropane derivatives in high yield. For the process an alkylating agent and activated methylene compound are reacted in the presence of a cyclic polyether compound and alkali metal compound. Water can also be present and/or the reaction may be carried out in an inert organic diluent.
    Type: Grant
    Filed: October 27, 1980
    Date of Patent: May 4, 1982
    Assignee: Emery Industries, Inc.
    Inventor: Richard G. Fayter, Jr.
  • Patent number: 4328169
    Abstract: This invention provides a convenient and commercially adaptable process for the preparation of vinylcyclopropane derivatives in high yield. For the process an alkylating agent and activated methylene compound are reacted in the presence of an alkylene oxide derivative and alkali metal compound. Water can also be present and/or the reaction may be carried out in an inert organic diluent.
    Type: Grant
    Filed: October 27, 1980
    Date of Patent: May 4, 1982
    Assignee: Emery Industries, Inc.
    Inventor: Allen L. Hall
  • Patent number: 4324904
    Abstract: The invention concerns the novel compounds dialkyl 2-(3-fluoro-4-nitrophenyl)-2-methylmalonate IIIa and dialkyl 2-(3-fluoro-4-aminophenyl)-2-methylmalonate IVa useful as intermediates in an improved process for making 2-(2-fluoro-4-biphenylyl)propionic acid, known as flurbiprofen, having the formula ##STR1## and ester thereof. It has anti-inflammatory activity which is about 240 times that of aspirin and analgesic activity which is about 180 times that of aspirin in standard laboratory tests. However, despite this high activity, the toxicity (LD.sub.50) is only 1.2 to 2.4 times greater than that of aspirin in standard laboratory tests.Also within the invention is a novel method of making the above intermediates and analogs thereof useful to prepare corresponding biaryl compounds which have pharmaceutical uses.
    Type: Grant
    Filed: December 19, 1979
    Date of Patent: April 13, 1982
    Assignee: The Upjohn Company
    Inventors: Thomas A. Hylton, Jerry A. Walker
  • Patent number: 4322563
    Abstract: Substituted biphenyl-2-carboxaldehydes are prepared in good yield by reacting palladium complexes of substituted benzaldehyde aniline Schiff bases with substituted phenylmagnesium bromides in the presence of at least six, preferably eight, molar equivalents of triphenylphosphine.
    Type: Grant
    Filed: February 11, 1981
    Date of Patent: March 30, 1982
    Assignee: Merck & Co., Inc.
    Inventor: William F. Hoffman
  • Patent number: 4316860
    Abstract: Phosphonium compounds of the formula(R).sub.3 P.sup..sym. --CH.sub.2 --X--CH.dbd.CH--R.sub.1 --Y.sup..crclbar.in which R is preferably alkyl having 1 to 4 C atoms, cyclohexyl or phenyl, R.sub.1 is a substituted or unsubstituted aromatic radical, especially a phenyl radical, X is phenylene, 4,4'-biphenylene or 1,4- or 2,6-naphthylene and Y.sup..crclbar. is SO.sub.3.sup..crclbar., SO.sub.2.sup..crclbar. or COO.sup..crclbar., a process for their preparation and a process for the preparation of asymetrically substituted fluorescent brightening agents of the formulaZ--CH.dbd.CH--X--CH.dbd.CH--R.sub.1 Y.sup..crclbar. M.sup..sym.in which R.sub.1, X and Y.sup..crclbar. are as defined above, M.sup.61 is a cation and Z is preferably a substituted or unsubstituted phenyl or 2-phenyl-triazol-4-yl radical, by reacting a bis-phosphonium compound of the formula ##STR1## in which Q.sup..crclbar. is an anion, with an aldehyde of the formula M.sup..sym. Y.sup..crclbar. --R.sub.
    Type: Grant
    Filed: May 15, 1980
    Date of Patent: February 23, 1982
    Assignee: Ciba-Geigy Corporation
    Inventor: Michael Marky
  • Patent number: 4284790
    Abstract: 3-Hydroxylbenzyl compounds of formula, ##STR1## in which each of R.sub.1, R.sub.2 and R.sub.3 is a hydrocarbon group, e.g. alkyl, R.sub.4 is hydrogen or alkyl, or forms with R.sub.1 --CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 --, and Z is either an oxygen- or sulphur-containing group featuring at least one ester or amide moiety, or a disubstituted amino group, Z being bound to the rest of the molecule via the oxygen or sulphur atom, or nitrogen atom, respectively, are useful as antioxidants. Organic materials which are susceptible to the degradative effects of oxygen are treated with one or more of such compounds, e.g. by incorporation into the body of the organic material, in order to be stabilized against such effects.
    Type: Grant
    Filed: January 23, 1979
    Date of Patent: August 18, 1981
    Assignee: Sandoz Ltd.
    Inventors: Hans Hinsken, Horst Mayerhoefer, Wolfgang Mueller
  • Patent number: 4278678
    Abstract: Novel substituted oxy-cyclohexylacetic acid derivatives as antihyperlipidemic agents are given. The compounds have the formula ##STR1## wherein n is 1 or 2; m is 0, 1 or 2; R.sub.1 represents a halogen atom, trifluoromethyl, a lower alkyl, a lower alkoxy, a lower alkylcarbonyl, dimethylphenylmethyl, cyclohexyl, phenyl, halogenophenyl, phenoxy or halogenophenoxy group, and two of R.sub.1 groups can be bonded to form an orthocondensed saturated alkylene ring; Hal represents a halogen atom; and R.sub.2 represents a hydrogen atom or a lower alkyl group.
    Type: Grant
    Filed: November 16, 1979
    Date of Patent: July 14, 1981
    Assignee: Kaken Chemical Co., Ltd.
    Inventors: Yasuhiko Hamazaki, Kenji Seri, Nobuo Ishiyama, Toshiyuki Yamamoto, Masao Sakasai, Reiko Sato
  • Patent number: 4276431
    Abstract: Alkali metal salts of hydroxybenzoates are claimed which are substantially anhydrous and free from hydrobenzoic acid and have the formula ##STR1## in which R.sup.1 denotes alkyl, alkenyl, cycloalkyl or aralkyl,R.sup.2 and R.sup.3 are identical or different and represent hydrogen, halogen, hydroxyl, amino, alkylamino, alkyl, alkoxy, aralkyl or aryl andMe denotes an alkali metal.Furthermore a process for the preparation of the said alkali metal salts of hydroxybenzoates, which are substantially anhydrous and free from hydrobenzoic acid, characterized in that a solution or suspension of a hydroxybenzoate of the formula ##STR2## in which R.sup.1, R.sup.2 and R.sup.3 have the abovementioned meaning, is neutralized with an alkali metal hydroxide at -10.degree. to +50.degree. C. until the degree of neutralization is 0.95 to 1.05, a degree of neutralization of 1.
    Type: Grant
    Filed: September 20, 1979
    Date of Patent: June 30, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Peter Schnegg, Walter Rapp, Bernhard Vosteen
  • Patent number: 4273787
    Abstract: The compounds are 4-phenyl-4-lower alkyl-substituted-3-buten-2-ones, and -2-halo-1,3-butadienes, e.g., 2-(p-biphenylyl)-2-penten-4-one, and are useful as pharmaceuticals.
    Type: Grant
    Filed: August 9, 1979
    Date of Patent: June 16, 1981
    Assignee: Sandoz, Inc.
    Inventor: Eugene E. Galantay
  • Patent number: 4267358
    Abstract: Phenolic esters wherein the phenolic groups are hindered by at least one ortho substituent. The esters are effective to impart thermal stability to olefin polymers. Their structure is as follows: ##STR1## where R is alkyl or cycloalkyl of 3-8 carbon atoms, R.sup.1 is alkyl of 1-6 carbon atoms and n is 1-2.
    Type: Grant
    Filed: March 13, 1980
    Date of Patent: May 12, 1981
    Assignee: Borg-Warner Corporation
    Inventors: Ingenuin Hechenbleikner, William P. Enlow, James H. Weis
  • Patent number: 4266074
    Abstract: 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: Grant
    Filed: July 16, 1975
    Date of Patent: May 5, 1981
    Assignee: Sumitomo Chemical Company Limited
    Inventors: Keimei Fujimoto, Nobuo Ohno, Yoshitoshi Okuno, Toshio Mizutani, Isao Ohno, Masachika Hirano, Nobushige Itaya, Takashi Matsuo
  • Patent number: 4264606
    Abstract: Phenylcyclopropane carboxylic acid derivatives having the formula ##STR1## wherein X represents hydrogen or a halogen atom, C.sub.1-5 alkyl group C.sub.1-5 alkoxy group, trifluoromethyl, cyclopropyl, tri-lower alkylsilyl, lower alkylthio or cyano group; Y represents hydrogen atom or cyano group; and R represents ##STR2## are novel compounds which are useful as insecticides and acaricides.
    Type: Grant
    Filed: November 16, 1979
    Date of Patent: April 28, 1981
    Assignee: Nissan Chemical Industries Ltd.
    Inventors: Kiyomi Ozawa, Shigeru Ishii, Mamoru Hayashi, Masayoshi Hirose, Ryoichi Nonaka
  • Patent number: 4262014
    Abstract: The (+), (-) and (.+-.) forms of the compounds of formula I ##STR1## wherein R.sup.1 is hydrogen or a methoxy, ethoxy, propoxy, methylthio, ethylthio, propylthio, fluoro, chloro, bromo, methyl, ethyl, nitro or amino group,andR.sup.2 is a hydrogen or methyl group or R.sup.1 and R.sup.2 together form a methylenedioxy group;R.sup.3 is hydrogen, or a lower alkyl group, or one of the following groups (a) to (d):(a) m-phenoxybenzyl(b) 2-benzyl-4-furylmethyl(c) .alpha.-cyano-m-phenoxybenzyl(d) 3-4-methylenedioxy-benzyl,andR.sup.4 and R.sup.5 are the same or different groups and each is a fluoro, bromo, chloro or methyl group.The compounds of formula I in which R.sup.3 is one of groups (a) to (d) are extremely active as insecticides (except when R.sup.1 is an amino group). The compounds also possess the property of contact repellency to insects.
    Type: Grant
    Filed: August 10, 1978
    Date of Patent: April 14, 1981
    Assignee: Commonwealth Scientific and Industrial Research Organization
    Inventors: George Holan, Reimund A. Walser
  • Patent number: 4252739
    Abstract: This invention provides a convenient and commercially adaptable process for the preparation of vinylcyclopropane derivatives in high yields. The process involves reacting an alkylating agent and an activated methylene compound in the presence of an onium compound, an alkali metal compound and water, which while only necessary in trace amounts can be present in substantial quantities.
    Type: Grant
    Filed: August 20, 1979
    Date of Patent: February 24, 1981
    Assignee: Emery Industries, Inc.
    Inventors: Richard G. Fayter, Jr., John F. White, Eugene G. Harris
  • Patent number: 4243682
    Abstract: 4-(6-Substituted naphthyl)butan-2-ols,-butan-2-ones,-pentan-2-ols and -pentan-2-ones bearing a fluoro group in the naphthyl ring, and pro-drugs thereof, are anti-inflammatory agents. A typical embodiment is 4-(4-fluoro-6-methoxy-2-naphthyl)-butan-2-one.
    Type: Grant
    Filed: October 23, 1978
    Date of Patent: January 6, 1981
    Assignee: Beecham Group Limited
    Inventors: Alexander C. Goudie, Laramie M. Gaster
  • Patent number: 4237306
    Abstract: Improved supported thallium(III) reagents are provided which significantly improve reaction rates and product selectivity of oxythallation reactions. The present reagents have a thallium(III) salt of an acid on the surface and within montmorillonite clay minerals.
    Type: Grant
    Filed: May 10, 1979
    Date of Patent: December 2, 1980
    Assignee: Emery Industries, Inc.
    Inventors: John F. White, Edward C. Taylor, Chih-Shu Chiang
  • Patent number: 4237315
    Abstract: A method of preparing compounds of the formula: ##STR1## wherein a novel palladium catalyst system is utilized comprising palladium together with C.sub.1-2 COO.sup.- ligands and halo ligands wherein the molar weight percent based on total ligand molar weight, of the C.sub.1-2 COO.sup.- ligand is from 30 to 60%; andwherein the ratio of the total molar weight of the ligands to the molar weight of palladium utilized is from 4:1 to 10:1; anda catalyst regeneration portion comprising from 0.1 to 8.0 parts of phosphomolybdenovanadic acid per part of palladium catalyst, and at least 20 parts of a solubilizing agent selected from ethylene carbonate, propylene carbonate, and sulfolane, per part of palladium catalyst.
    Type: Grant
    Filed: November 2, 1979
    Date of Patent: December 2, 1980
    Assignee: Merck & Co., Inc.
    Inventor: Ulf H. Dolling
  • Patent number: 4235926
    Abstract: Compounds of the general formula I ##STR1## wherein R.sup.1 is hydrogen or a methoxy, ethoxy, propoxy, butoxy, tetrafluoroethoxy, methylthio, ethylthio, propylthio, fluoro, chloro, bromo, methyl, ethyl, or nitro group, and R.sup.2 is hydrogen or a methyl group, or R.sup.1 and R.sup.2 together form a methylenedioxy group;R.sup.3 is hydrogen, or a lower alkyl group, or one of the following groups (a) to (f):(a) 3-phenoxybenzyl(b) 2-benzyl-4-furylmethyl(c) .alpha.-cyano-3-phenoxybenzyl(d) 3,4-methylenedioxybenzyl(e) .alpha.-ethynyl-3-phenoxybenzyl(f) .alpha.-cyano-3-(4'-chlorophenoxy)-benzyland Y.sup.1, Y.sup.2, Y.sup.3, Y.sup.4, Y.sup.5 and Y.sup.6 are the same or different groups and each is hydrogen or a fluoro, bromo or chloro group, with the proviso that when R.sup.1 is hydrogen, fluoro, chloro, bromo or methyl and R.sup.2 is hydrogen, then one of Y.sup.1 to Y.sup.6 is other than hydrogen.The compounds in which R.sup.3 is one of groups (a) to (f) are insecticides.
    Type: Grant
    Filed: December 15, 1978
    Date of Patent: November 25, 1980
    Assignee: Commonwealth Scientific and Industrial Research Organization
    Inventors: George Holan, David F. O'Keefe
  • Patent number: 4229207
    Abstract: Esters of 1,2-diphenyl-cyclohex-1-ene-4-carboxylic-acid are effective plant growth regulating agents. They are useful for controlling wild oats in cereal cultures and for growth inhibition in different cultures, e.g. for the inhibition of suckers in tobacco plants.
    Type: Grant
    Filed: June 22, 1978
    Date of Patent: October 21, 1980
    Assignee: Ciba-Geigy Corporation
    Inventors: Verena Laanio, Werner Fory, Rolf Schurter
  • Patent number: 4229368
    Abstract: Esters and thiolesters of .alpha.-substituted unsaturated acids, intermediates therefor, synthesis thereof, and the use of said esters and thiolesters and compositions thereof for the control of pests.
    Type: Grant
    Filed: June 4, 1979
    Date of Patent: October 21, 1980
    Assignee: Zoecon Corporation
    Inventors: Richard J. Anderson, Clive A. Henrick
  • Patent number: 4229315
    Abstract: Cyclohexane derivatives of the formula ##STR1## wherein the rings A and B are identical or different and are each a 1,4-disubstituted phenyl or cyclohexyl ring; X is --CO--O -- or --O--CO--; R.sub.1 is alkyl of 1-8 carbon atoms; and R.sub.2 is alkyl of 1-8 carbon atoms, and when the ring B is phenyl, R.sub.2 is alkyl, alkoxy or alkanoyloxy, each of up to 8 carbon atoms, or --CN, have valuable liquid crystalline properties.
    Type: Grant
    Filed: January 5, 1979
    Date of Patent: October 21, 1980
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Joachim Krause, Rudolf Eidenschink, Ludwig Pohl
  • Patent number: 4220591
    Abstract: The (+), (-) and (.+-.) forms of the compounds of formula I ##STR1## wherein R.sup.1 is hydrogen or a methoxy, ethoxy, propoxy, methylthio, ethylthio, propylthio, fluoro, chloro, bromo, methyl, ethyl, nitro or amino group, andR.sup.2 is a hydrogen or methyl group or R.sup.1 and R.sup.2 together form a methylenedioxy group;R.sup.3 is hydrogen, or a lower alkyl group, or one of the following groups (a) to (d):(a) m-phenoxybenzyl(b) 2-benzyl-4-furylmethyl(c) .alpha.-cyano-m-phenoxybenzyl(d) 3,4-methylenedioxy-benzyl, andR.sup.4 and R.sup.5 are the same or different groups and each is a fluoro, bromo, chloro or methyl group.The compounds of formula I in which R.sup.3 is one of group (a) to (d) are extremely active as insecticides (except when R.sup.1 is an amino group). The compounds also possess the property of contact repellency to insects.
    Type: Grant
    Filed: November 17, 1976
    Date of Patent: September 2, 1980
    Assignee: Commonwealth Scientific and Industrial Research Organization
    Inventors: George Holan, Reimund A. Walser
  • Patent number: 4216172
    Abstract: A process for the preparation of a cyclobutanone of the formula ##STR1## in which R.sup.1 to R.sup.6 each independently is a hydrogen, halogen, cyano, alkoxy, alkoxycarbonyl, carboxamido, dialkylphosphono, alkyl, cycloalkyl, aryl, aralkyl or alkenyl radical, or two of them together with the carbon atom to which each is linked form a ring,comprising reacting an N,N-disubstituted carboxylic acid amide of the formula ##STR2## in which R.sup.7 and R.sup.8 each independently is an alkyl, cycloalkyl, alkenyl, aryl or aralkyl radical or together form a ring, with an inorganic acid halide, and then reacting the product with a tertiary amine, an olefin of the formula ##STR3## and a Lewis acid, and subsequently hydrolyzing the mass. Preferably isobutyric acid dimethylamide is employed as the carboxylic acid amide, phosgene is employed as the inorganic acid halide, triethylamine is employed as the tertiary amine and zinc chloride or titanium tetrachloride is employed as the Lewis acid.
    Type: Grant
    Filed: March 13, 1978
    Date of Patent: August 5, 1980
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Georg Heine, Willy Hartmann
  • Patent number: 4204001
    Abstract: The disclosure relates to .omega.-aryl substituted .omega.-nor prostaglandin analogues bearing an oxygenated function at C-10, such as a hydroxy radical, or a 9,10- or 10,11-epoxide. A typical compound is 16-(3-chlorophenoxy)-9.alpha.,10.beta.,11.alpha.,15.alpha.-tetrahydroxy-17 ,18,19,20-tetranor-5-cis,13-trans-prostadienoic acid. Also disclosed are chemical processes for the manufacture of said compounds, pharmaceutical and veterinary compositions containing said compounds, and a method of achieving luteolysis in mammals by the use of such compounds.
    Type: Grant
    Filed: May 30, 1978
    Date of Patent: May 20, 1980
    Assignee: Imperial Chemical Industries Limited
    Inventors: Jean Bowler, Graham E. Robinson
  • Patent number: 4195916
    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: April 5, 1978
    Date of Patent: April 1, 1980
    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
  • Patent number: 4183942
    Abstract: 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: Grant
    Filed: October 23, 1978
    Date of Patent: January 15, 1980
    Assignee: FMC Corporation
    Inventor: John F. Engel
  • Patent number: 4179578
    Abstract: Stilbene derivatives having at least one further phenyl substituent in the para-position to a benzene ring in the stilbene are optical brighteners particularly suitable for incorporation on spinning masses.
    Type: Grant
    Filed: April 14, 1977
    Date of Patent: December 18, 1979
    Assignee: Sandoz Ltd.
    Inventors: Fritz Fleck, Hans Kittl, Salvatore Valenti
  • Patent number: 4176196
    Abstract: Novel hypoglycemic agents comprising 3-hydroxy-3-arylcyclohexane-1-acetic acid, 3-arylcyclohexene-1-acetic acids and derivatives thereof are disclosed.
    Type: Grant
    Filed: November 4, 1977
    Date of Patent: November 27, 1979
    Assignee: Pfizer Inc.
    Inventor: Lawrence S. Melvin, Jr.
  • Patent number: 4168385
    Abstract: This invention discloses .alpha.-aryloxy or .alpha.-arylthio para substituted phenyl acetic acid compounds that are useful in lowering sterol and triglyceride serum levels.
    Type: Grant
    Filed: February 17, 1977
    Date of Patent: September 18, 1979
    Assignee: American Cyanamid Company
    Inventors: Ronald I. Trust, Francis J. McEvoy, Jay D. Albright
  • Patent number: 4162988
    Abstract: Novel compounds exhibiting liquid crystal properties have the formula:R-.phi.-.phi.-X-.phi.-R1,whereinR and R1 are, independently in each case, hydrogen or an alkyl, aryl, alkylaryl, arylalkyl, or alkoxy group containing from 1 to about 12 carbon atoms, a halogen, a cyano group, an alkyl cyano group of from 1 to 5 carbon atoms, a --CF.sub.3 group, an --N.sub.3 group, a nitro group or a --N(CH.sub.3).sub.2 group, andX is ##STR1## These compounds are especially useful for increasing the clearing point and reducing the operating voltage of liquid crystal compositions including other ester or Schiff base liquid crystal compounds, and the like.
    Type: Grant
    Filed: March 6, 1978
    Date of Patent: July 31, 1979
    Assignee: Motorola, Inc.
    Inventors: Robert C. Maze, Everett P. Oppenheim, Reese M. Reynolds
  • Patent number: 4158655
    Abstract: Monohaloalkenyl benzoates are halogenated to trihalo-substituted alkyl esters of benzoic acid. The halogenated compounds impart flame retardant properties to a variety of polymeric materials.
    Type: Grant
    Filed: January 13, 1975
    Date of Patent: June 19, 1979
    Assignee: Phillips Petroleum Company
    Inventor: Donnie G. Brady
  • Patent number: 4154952
    Abstract: Substituted cyclopropane derivatives are prepared in one step by interreacting an aldehyde, an active methylene compound, a sulfoxonium or sulfonium bromide or iodide, and a strong base in a reaction-inert organic solvent.
    Type: Grant
    Filed: January 31, 1977
    Date of Patent: May 15, 1979
    Inventor: Harry W. Schultz
  • Patent number: 4153807
    Abstract: New compounds which are 2-(halogenated-hydroxy-substituted-4-biphenylyl)propionic acids, having, inter alia, anti-inflammatory activity.
    Type: Grant
    Filed: June 20, 1977
    Date of Patent: May 8, 1979
    Assignee: The Boots Company Limited
    Inventors: Stewart S. Adams, Bernard J. Armitage, John S. Nicholson
  • Patent number: 4133821
    Abstract: Alkylidenediquinocyclopropanes and diarylcyclopropenes and the preparation of the former by oxidation of the latter and which are characterized by low energy electronic absorption, pronounced dichroism and characteristic specular reflectance.
    Type: Grant
    Filed: March 15, 1977
    Date of Patent: January 9, 1979
    Assignee: Wisconsin Alumni Research Foundation
    Inventors: Robert C. West, Douglas E. Beyer, Koichi Komatsu
  • Patent number: 4125732
    Abstract: This disclosure describes substituted 2-aryloxy-2-(para-phenoxyalkoxy)phenylacetic acids and esters and salts thereof useful as hypolipidemic agents.
    Type: Grant
    Filed: May 6, 1977
    Date of Patent: November 14, 1978
    Assignee: American Cyanamid Company
    Inventors: Francis J. McEvoy, Jay D. Albright
  • Patent number: 4117119
    Abstract: Prostaglandin analogues of the formula: ##STR1## wherein A represents a grouping of the formula: ##STR2## X represents trans-vinylene or ethylene and Y represents cis-vinylene or ethylene, R represents hydrogen or alkyl of 1 through 12 carbon atoms, R.sup.1, R.sup.2 and R.sup.3 represent hydrogen, or alkyl of 1 through 12 carbon atoms or an aryl group, with the proviso that at least one of the symbols R.sup.1, R.sup.2 and R.sup.3 represents an alkyl or aryl group, are new compounds possessing useful pharmacological properties; they are especially useful for the treatment of gastric ulceration.
    Type: Grant
    Filed: May 6, 1977
    Date of Patent: September 26, 1978
    Assignee: Ono Pharmaceutical Company
    Inventors: Masayasu Kurono, Hisao Nakai, Takashi Muryobayashi
  • Patent number: 4115416
    Abstract: .alpha.-Phenoxyacetic acids, in which the .alpha.-position is substituted by an alkyl residue with 5 to 12 carbon atoms and the phenyl residue is substituted by a cycloaliphatic hydrocarbon residue which is unsaturated in the 1-position and is only singly unsaturated, and their esters and amides are useful as hypolipidaemic agents.
    Type: Grant
    Filed: September 9, 1976
    Date of Patent: September 19, 1978
    Assignee: Ciba-Geigy AG
    Inventors: Alberto Rossi, Christian Egli
  • Patent number: 4098815
    Abstract: The present invention relates to novel not naturally occurring analogues of prostanoic acids of the formula ##STR1## as well as a process for their preparation. The compounds of the invention have valuable pharmacological properties similar to those of the natural prostaglandins and therefore can be used as medicaments.
    Type: Grant
    Filed: December 17, 1976
    Date of Patent: July 4, 1978
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Milos Babej, Wilhelm Bartmann, Gerhard Beck, Ulrich Lerch
  • Patent number: 4096338
    Abstract: 2-Hydroxy-butenoic acid derivatives of the general formula: ##STR1## are described. These compounds have antiphlogistic activity.
    Type: Grant
    Filed: November 18, 1976
    Date of Patent: June 20, 1978
    Assignee: Nisshin Flour Milling Co., Ltd.
    Inventors: Katsura Kogure, Noriyoshi Sueda, Sizuo Himoto, Youziro Yoshino, Kunio Nakagawa
  • Patent number: 4096337
    Abstract: The disclosure relates to novel 15-(3-aryl- or 3-aralkyl-cyclobutyl, -cyclopentyl and -cyclohexyl)-.omega.-pentanor prostaglandin analogues, for example 9.alpha.,11.alpha.,15.alpha.-trihydroxy-15-(trans-3-phenylcyclobutyl)-16,1 7,18,19,20-pentanor-5-cis,13-trans-prostadienoic acid, to pharmaceutical or veterinary compositions containing such a compound, and to a method of inducing luteolysis in animals by orally administering such a compound.
    Type: Grant
    Filed: June 1, 1976
    Date of Patent: June 20, 1978
    Assignee: Imperial Chemical Industries Limited
    Inventor: Peter Robert Marsham
  • Patent number: 4095029
    Abstract: 2-Hydroxy-3-alkylsulfoxypropyl-1 esters of arene polycarboxylic acids.
    Type: Grant
    Filed: January 17, 1977
    Date of Patent: June 13, 1978
    Assignee: Standard Oil Company (Indiana)
    Inventor: Ellis K. Fields
  • Patent number: 4092344
    Abstract: Novel 1-hydroxy-3-alkyl-6,7,8,9,10,11-hexahydrodibenz[b,d]oxepins are prepared from cyclohexenyl resorcinol derivatives and are useful as central nervous system depressants.
    Type: Grant
    Filed: January 24, 1977
    Date of Patent: May 30, 1978
    Assignee: Eli Lilly and Company
    Inventor: Ken Matsumoto
  • Patent number: 4090862
    Abstract: Phenoxycarboxylic acid aryloxy(thio)carbonylaminomethyl ester compound of the formula ##STR1## wherein R.sup.1 is phenyl, substituted phenyl, benzyl, substituted benzyl, naphthyl or substituted naphthyl,R.sup.2 is hydrogen or alkyl of from 1 to 4 carbon atoms,R.sup.3 is phenyl or substituted phenyl,X is oxygen or sulfur, andn is 0, 1 or 2 exhibit outstanding plant growth regulant properties.
    Type: Grant
    Filed: December 22, 1976
    Date of Patent: May 23, 1978
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rudolf Thomas, Klaus Lurssen
  • Patent number: 4087620
    Abstract: The present invention relates to 15-cycloalkyl-prostaglandins of the formula: ##STR1## WHEREIN A represents a grouping of the formula: ##STR2## W represents ethylene or trans-vinylene, X represents ethylene or cis-vinylene, Y represents ethylene or trans-vinylene, R represents a hydrogen atom or a straight- or branched-chain alkyl group containing from 1 to 12 carbon atoms, R.sup.1 represents a hydrogen atom or a methyl or ethyl group, R.sup.2 represents a straight- or branched-chain alkyl group containing from 2 to 8 carbon atoms or a phenyl group unsubstituted or substituted by an alkyl group containing from 1 to 3 carbon atoms, R.sup.3 represents a hydrogen atom or a straight- or branched-chain alkyl group containing from 1 to 3 carbon atoms, and n represents 4 or 5) and cyclodextrin clathrates of such acids and esters and, when R represents a hydrogen atom, non-toxic salts thereof.These new compounds exhibit characteristic prostaglandin-like activities.
    Type: Grant
    Filed: July 7, 1976
    Date of Patent: May 2, 1978
    Assignee: Ono Pharmaceutical Company
    Inventors: Masaki Hayashi, Seiji Kori, Isao Ohyama, Sadahiko Iguchi, Takanori Okada
  • Patent number: 4081476
    Abstract: The compounds are 1-aryl-1-lower alkyl-substituted-1-buten-3-ols, butan-3-ols, and acylation products thereof, e.g., (p-biphenylyl)-2-penten-4-ol and are useful as pharmaceuticals.
    Type: Grant
    Filed: November 19, 1975
    Date of Patent: March 28, 1978
    Assignee: Sandoz, Inc.
    Inventors: Paul L. Anderson, Darryl A. Brittain