Rings Bonded Directly To Each Other In Acid Moiety Patents (Class 560/59)
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Patent number: 4351950Abstract: Novel substituted arylene compounds and methods for their preparation and use are disclosed. These new compounds are useful as anti-arteriosclerotic agents.Type: GrantFiled: January 2, 1980Date of Patent: September 28, 1982Assignee: Warner-Lambert CompanyInventor: Ila Sircar
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Patent number: 4340498Abstract: 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: GrantFiled: January 23, 1981Date of Patent: July 20, 1982Assignee: Chisso CorporationInventor: Shigeru Sugimori
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Patent number: 4340747Abstract: 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: GrantFiled: May 19, 1980Date of Patent: July 20, 1982Assignee: Ciba-Geigy CorporationInventors: Verena Laanio, Werner Fory, Rolf Schurter
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Patent number: 4336398Abstract: 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: GrantFiled: November 23, 1979Date of Patent: June 22, 1982Assignee: Laboratorio Guidotti & C. S.p.A.Inventor: Giorgio Sagramora
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Patent number: 4329507Abstract: 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: GrantFiled: January 14, 1980Date of Patent: May 11, 1982Assignee: Mitsubishi Petrochemical Co., Ltd.Inventors: Makoto Takeda, Masayuki Uchide, Hiroshi Iwane
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Patent number: 4328168Abstract: 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: GrantFiled: October 27, 1980Date of Patent: May 4, 1982Assignee: Emery Industries, Inc.Inventor: Richard G. Fayter, Jr.
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Patent number: 4328169Abstract: 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: GrantFiled: October 27, 1980Date of Patent: May 4, 1982Assignee: Emery Industries, Inc.Inventor: Allen L. Hall
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Patent number: 4324904Abstract: 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: GrantFiled: December 19, 1979Date of Patent: April 13, 1982Assignee: The Upjohn CompanyInventors: Thomas A. Hylton, Jerry A. Walker
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Patent number: 4322563Abstract: 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: GrantFiled: February 11, 1981Date of Patent: March 30, 1982Assignee: Merck & Co., Inc.Inventor: William F. Hoffman
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Patent number: 4316860Abstract: 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: GrantFiled: May 15, 1980Date of Patent: February 23, 1982Assignee: Ciba-Geigy CorporationInventor: Michael Marky
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Patent number: 4284790Abstract: 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: GrantFiled: January 23, 1979Date of Patent: August 18, 1981Assignee: Sandoz Ltd.Inventors: Hans Hinsken, Horst Mayerhoefer, Wolfgang Mueller
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Patent number: 4278678Abstract: 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: GrantFiled: November 16, 1979Date of Patent: July 14, 1981Assignee: Kaken Chemical Co., Ltd.Inventors: Yasuhiko Hamazaki, Kenji Seri, Nobuo Ishiyama, Toshiyuki Yamamoto, Masao Sakasai, Reiko Sato
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Patent number: 4276431Abstract: 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: GrantFiled: September 20, 1979Date of Patent: June 30, 1981Assignee: Bayer AktiengesellschaftInventors: Peter Schnegg, Walter Rapp, Bernhard Vosteen
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Patent number: 4273787Abstract: 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: GrantFiled: August 9, 1979Date of Patent: June 16, 1981Assignee: Sandoz, Inc.Inventor: Eugene E. Galantay
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Patent number: 4267358Abstract: 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: GrantFiled: March 13, 1980Date of Patent: May 12, 1981Assignee: Borg-Warner CorporationInventors: Ingenuin Hechenbleikner, William P. Enlow, James H. Weis
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Patent number: 4266074Abstract: Substituted acetate compounds represented by the formula ##STR1## which are useful as pesticides and pesticidal composition containing the substituted acetate compounds as active ingredients, as well as processes for preparing the compounds and the compositions are disclosed.Type: GrantFiled: July 16, 1975Date of Patent: May 5, 1981Assignee: Sumitomo Chemical Company LimitedInventors: Keimei Fujimoto, Nobuo Ohno, Yoshitoshi Okuno, Toshio Mizutani, Isao Ohno, Masachika Hirano, Nobushige Itaya, Takashi Matsuo
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Patent number: 4264606Abstract: 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: GrantFiled: November 16, 1979Date of Patent: April 28, 1981Assignee: Nissan Chemical Industries Ltd.Inventors: Kiyomi Ozawa, Shigeru Ishii, Mamoru Hayashi, Masayoshi Hirose, Ryoichi Nonaka
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Patent number: 4262014Abstract: 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: GrantFiled: August 10, 1978Date of Patent: April 14, 1981Assignee: Commonwealth Scientific and Industrial Research OrganizationInventors: George Holan, Reimund A. Walser
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Patent number: 4252739Abstract: 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: GrantFiled: August 20, 1979Date of Patent: February 24, 1981Assignee: Emery Industries, Inc.Inventors: Richard G. Fayter, Jr., John F. White, Eugene G. Harris
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Patent number: 4243682Abstract: 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: GrantFiled: October 23, 1978Date of Patent: January 6, 1981Assignee: Beecham Group LimitedInventors: Alexander C. Goudie, Laramie M. Gaster
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Patent number: 4237306Abstract: 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: GrantFiled: May 10, 1979Date of Patent: December 2, 1980Assignee: Emery Industries, Inc.Inventors: John F. White, Edward C. Taylor, Chih-Shu Chiang
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Patent number: 4237315Abstract: 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: GrantFiled: November 2, 1979Date of Patent: December 2, 1980Assignee: Merck & Co., Inc.Inventor: Ulf H. Dolling
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Patent number: 4235926Abstract: 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: GrantFiled: December 15, 1978Date of Patent: November 25, 1980Assignee: Commonwealth Scientific and Industrial Research OrganizationInventors: George Holan, David F. O'Keefe
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Patent number: 4229207Abstract: 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: GrantFiled: June 22, 1978Date of Patent: October 21, 1980Assignee: Ciba-Geigy CorporationInventors: Verena Laanio, Werner Fory, Rolf Schurter
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Patent number: 4229368Abstract: 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: GrantFiled: June 4, 1979Date of Patent: October 21, 1980Assignee: Zoecon CorporationInventors: Richard J. Anderson, Clive A. Henrick
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Patent number: 4229315Abstract: 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: GrantFiled: January 5, 1979Date of Patent: October 21, 1980Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Joachim Krause, Rudolf Eidenschink, Ludwig Pohl
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Patent number: 4220591Abstract: 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: GrantFiled: November 17, 1976Date of Patent: September 2, 1980Assignee: Commonwealth Scientific and Industrial Research OrganizationInventors: George Holan, Reimund A. Walser
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Patent number: 4216172Abstract: 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: GrantFiled: March 13, 1978Date of Patent: August 5, 1980Assignee: Bayer AktiengesellschaftInventors: Hans-Georg Heine, Willy Hartmann
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Patent number: 4204001Abstract: 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: GrantFiled: May 30, 1978Date of Patent: May 20, 1980Assignee: Imperial Chemical Industries LimitedInventors: Jean Bowler, Graham E. Robinson
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Patent number: 4195916Abstract: 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: GrantFiled: April 5, 1978Date of Patent: April 1, 1980Assignee: The Secretary of State for Defence in Her Britannic Majesty's Government of the United Kingdom of Great Britain and Northern IrelandInventors: David Coates, George W. Gray, Damien G. McDonnell
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Patent number: 4183942Abstract: New insecticidal (.beta.-phenyl-.beta.-substituted-vinyl)cyclopropanecarboxylates in which the .beta.-substituent may be halogen or lower haloalkyl are described and their preparation and insecticidal utility are exemplified.Type: GrantFiled: October 23, 1978Date of Patent: January 15, 1980Assignee: FMC CorporationInventor: John F. Engel
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Patent number: 4179578Abstract: 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: GrantFiled: April 14, 1977Date of Patent: December 18, 1979Assignee: Sandoz Ltd.Inventors: Fritz Fleck, Hans Kittl, Salvatore Valenti
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Patent number: 4176196Abstract: Novel hypoglycemic agents comprising 3-hydroxy-3-arylcyclohexane-1-acetic acid, 3-arylcyclohexene-1-acetic acids and derivatives thereof are disclosed.Type: GrantFiled: November 4, 1977Date of Patent: November 27, 1979Assignee: Pfizer Inc.Inventor: Lawrence S. Melvin, Jr.
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Patent number: 4168385Abstract: 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: GrantFiled: February 17, 1977Date of Patent: September 18, 1979Assignee: American Cyanamid CompanyInventors: Ronald I. Trust, Francis J. McEvoy, Jay D. Albright
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Patent number: 4162988Abstract: 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: GrantFiled: March 6, 1978Date of Patent: July 31, 1979Assignee: Motorola, Inc.Inventors: Robert C. Maze, Everett P. Oppenheim, Reese M. Reynolds
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Patent number: 4158655Abstract: 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: GrantFiled: January 13, 1975Date of Patent: June 19, 1979Assignee: Phillips Petroleum CompanyInventor: Donnie G. Brady
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Patent number: 4154952Abstract: 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: GrantFiled: January 31, 1977Date of Patent: May 15, 1979Inventor: Harry W. Schultz
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Patent number: 4153807Abstract: New compounds which are 2-(halogenated-hydroxy-substituted-4-biphenylyl)propionic acids, having, inter alia, anti-inflammatory activity.Type: GrantFiled: June 20, 1977Date of Patent: May 8, 1979Assignee: The Boots Company LimitedInventors: Stewart S. Adams, Bernard J. Armitage, John S. Nicholson
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Patent number: 4133821Abstract: 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: GrantFiled: March 15, 1977Date of Patent: January 9, 1979Assignee: Wisconsin Alumni Research FoundationInventors: Robert C. West, Douglas E. Beyer, Koichi Komatsu
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Patent number: 4125732Abstract: This disclosure describes substituted 2-aryloxy-2-(para-phenoxyalkoxy)phenylacetic acids and esters and salts thereof useful as hypolipidemic agents.Type: GrantFiled: May 6, 1977Date of Patent: November 14, 1978Assignee: American Cyanamid CompanyInventors: Francis J. McEvoy, Jay D. Albright
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Patent number: 4117119Abstract: 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: GrantFiled: May 6, 1977Date of Patent: September 26, 1978Assignee: Ono Pharmaceutical CompanyInventors: Masayasu Kurono, Hisao Nakai, Takashi Muryobayashi
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Patent number: 4115416Abstract: .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: GrantFiled: September 9, 1976Date of Patent: September 19, 1978Assignee: Ciba-Geigy AGInventors: Alberto Rossi, Christian Egli
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Patent number: 4098815Abstract: 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: GrantFiled: December 17, 1976Date of Patent: July 4, 1978Assignee: Hoechst AktiengesellschaftInventors: Milos Babej, Wilhelm Bartmann, Gerhard Beck, Ulrich Lerch
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Patent number: 4096338Abstract: 2-Hydroxy-butenoic acid derivatives of the general formula: ##STR1## are described. These compounds have antiphlogistic activity.Type: GrantFiled: November 18, 1976Date of Patent: June 20, 1978Assignee: Nisshin Flour Milling Co., Ltd.Inventors: Katsura Kogure, Noriyoshi Sueda, Sizuo Himoto, Youziro Yoshino, Kunio Nakagawa
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Patent number: 4096337Abstract: 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: GrantFiled: June 1, 1976Date of Patent: June 20, 1978Assignee: Imperial Chemical Industries LimitedInventor: Peter Robert Marsham
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Patent number: 4095029Abstract: 2-Hydroxy-3-alkylsulfoxypropyl-1 esters of arene polycarboxylic acids.Type: GrantFiled: January 17, 1977Date of Patent: June 13, 1978Assignee: Standard Oil Company (Indiana)Inventor: Ellis K. Fields
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Patent number: 4092344Abstract: 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: GrantFiled: January 24, 1977Date of Patent: May 30, 1978Assignee: Eli Lilly and CompanyInventor: Ken Matsumoto
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Patent number: 4090862Abstract: 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: GrantFiled: December 22, 1976Date of Patent: May 23, 1978Assignee: Bayer AktiengesellschaftInventors: Rudolf Thomas, Klaus Lurssen
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Patent number: 4087620Abstract: 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: GrantFiled: July 7, 1976Date of Patent: May 2, 1978Assignee: Ono Pharmaceutical CompanyInventors: Masaki Hayashi, Seiji Kori, Isao Ohyama, Sadahiko Iguchi, Takanori Okada
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Patent number: 4081476Abstract: 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: GrantFiled: November 19, 1975Date of Patent: March 28, 1978Assignee: Sandoz, Inc.Inventors: Paul L. Anderson, Darryl A. Brittain