Polyoxy Phenolic Moiety Patents (Class 560/144)
-
Patent number: 4657700Abstract: The invention concerns novel fragrance compositions containing benzyl ethers of the formula ##STR1## wherein: R.sup.1 represents an alkyl group containing one to three carbon atoms, and,R.sup.2 represents hydrogen or an alkanoyl group containing one to four carbon atoms.Novel benzyl ethers of formula I also form part of the present invention.Type: GrantFiled: September 21, 1984Date of Patent: April 14, 1987Assignee: Givaudan CorporationInventor: Paul A. Ochsner
-
Patent number: 4633006Abstract: Novel 3-hydroxy-4-alkyloxyphenyl aliphatic carboxylate compounds particularly well suited as sweeteners in foodstuff.Type: GrantFiled: August 14, 1985Date of Patent: December 30, 1986Assignee: General Foods CorporationInventors: Ronald E. Barnett, Jed A. Riemer, Paul R. Zanno
-
Patent number: 4598160Abstract: A catalytic synthesis of chromans in racemic or optically active forms, including intermediates thereto; the synthesis employs an asymmetric palladium (II) catalyzed oxidative cyclization of a 2-homoallylphenol and provides intermediates useful in making chromans, especially vitamin E in racemic or optically active forms.Type: GrantFiled: March 11, 1985Date of Patent: July 1, 1986Assignee: Hoffmann-La Roche Inc.Inventor: Larry K. Truesdale
-
Patent number: 4594460Abstract: Substituted phenols of formula ##STR1## in which R.sub.1 is in an ortho or para position relative to the phenol function and denotes ##STR2## R.sub.2 denotes an acyclic radical optionally substituted by alkyl, hydroxy, alkoxycarbonyl, cyano or formyl, or a phenyl or naphthyl radical, and R denotes hydrogen or 1 to 4 substituents chosen from halogen, OH optionally in the form of ether or ester, alkyl, NO.sub.2, CHO optionally in the form of acetal, CH.sub.3 CO--, C.sub.6 H.sub.5 CO--, NH.sub.2, alkylamino, dialkylamino or alkoxycarbonyl, it being understood that 2 symbols R may form with the phenyl nucleus a condensed aromatic ring, which comprises reacting a butadiene of formula ##STR3## with a phenol for formula ##STR4## in water in the presence of a rhodium-based catalyst, a water-soluble phosphine and optionally an inorganic or organic base. The products of formula (I) are intermediates for the synthesis of vitamin E, antioxidants, perfumes or insecticides.Type: GrantFiled: March 19, 1985Date of Patent: June 10, 1986Assignee: Rhone-Poulenc SanteInventors: Gerard Mignani, Didier Morel
-
Patent number: 4594098Abstract: Compounds of the formula ##STR1## in which R.sub.1 and R.sub.2 denote alkyl, CF.sub.3, benzyl cyclohexyl, cyanoethyl, phenyl or OH and A denotes, inter alia, the groups --CO--, CHOH or CH--NH.sub.2 and --COR.sub.3 denotes a carboxyl, carboxylic ester or carboxamido group, are active herbicides.Type: GrantFiled: July 16, 1985Date of Patent: June 10, 1986Assignee: Hoechst AktiengesellschaftInventors: Klaus Bauer, Hermann Bieringer, Helmut Burstell, Jean Kocur
-
Patent number: 4593121Abstract: Acrylates represented by a following general formula (I). ##STR1## [wherein R.sub.1 and R.sub.2 indicate --OH or ##STR2## However, a case of R.sub.1 =R.sub.2 =--OH is excluded.] and manufacturing methods for the same.Type: GrantFiled: September 17, 1985Date of Patent: June 3, 1986Assignee: Sanyo-Kokusaku Pulp Co., Ltd.Inventors: Yasuhiro Okamoto, Takashi Watanabe, Motonobu Kubo
-
Patent number: 4578210Abstract: Six-membered ring compounds of the formula I ##STR1## wherein A is a benzene or cyclohexane ring,X.sup.1 to X.sup.6 independently of one another in each case are H, --OR, --COOR, --SR, --SOR, --SO.sub.2 R or, if A is a cyclohexane ring, also --O--COR, andR is in each case an alkyl group which has up to 15 C atoms and in which one or two CH.sub.2 groups can be replaced by O atoms, at least three of the substituents X.sup.1 to X.sup.6 being other than H,can be used as constituents of discotic liquid-crystal phases for liquid-crystal display elements.Type: GrantFiled: September 13, 1984Date of Patent: March 25, 1986Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Klaus Praefcke, Bernd Kohne, Wadi Poules, Rudolf Eidenschink, Bernhard Scheuble
-
Patent number: 4559177Abstract: A compound of the formula: ##STR1## wherein m is an integer of 11 to 22; R.sub.1 is alkyl having 1 to 4 carbon atoms; R.sub.2 is hydrogen, alkyl having 1 to 4 carbon atoms or carboxylic acyl having 1 to 8 carbon atoms. Such compounds have pharmaceutical activities such as hypotensive, tissue metabolism stimulating, immuno-regulatory and lysosomal membrane stabilizing activity, and inhibit SRS-A production, and are useful as a heart failure remedy, cerebral circulation disturbance remedy, immuno-regulator, and antiallergic drug.Type: GrantFiled: June 30, 1980Date of Patent: December 17, 1985Assignee: Takeda Chemical Industries, Ltd.Inventors: Tetsuya Okutani, Giichi Goto
-
Patent number: 4547582Abstract: A method of producing alkyl 3-hydroxy-4-(4-hydroxyphenoxy)pentanoate which comprises the steps of: (a) reacting 4-benzyloxyphenol with an alkali hydroxide and 2-chloropropionic acid in the presence of a suitable solvent and at a temperature sufficient to cause formation of 2-(4-benzyloxyphenoxy)propionic acid; (b) reacting said 2-(4-benzyloxyphenoxy)propionic acid with a compound selected from phosgene, oxalyl chloride, thionyl chloride, or phosphorus trichloride, in the presence of a suitable catalyst and solvent and at a temperature sufficient to cause formation of 2-(4-benzyloxyphenoxy)propionyl chloride; (c) reacting said 2-(4-benzyloxyphenoxy)propionyl chloride with 2,2-dimethyl-1,3-dioxan-4,6-dione and pyridine, all in the presence of a suitable solvent and at a temperature sufficient to cause formation of 5-[2-(4-benzyloxyphenoxy)propionyl]-2,2-dimethyl-1,3-dioxan-4,6-dione; (d) reacting said 5-[2-(4-benzyloxyphenoxy)propionyl]-2,2-dimethyl-1,3-dioxan-4,6-dione with an alkyl alcohol for a period of timType: GrantFiled: October 5, 1984Date of Patent: October 15, 1985Assignee: Stauffer Chemical CompanyInventor: Peter K. Wehrenberg
-
Patent number: 4533746Abstract: Described is 2-methoxy-4-(2-methylpropenyl) phenyl ester of isobutyric acid of our invention having the structure: ##STR1## and uses thereof in augmenting or enhancing the aroma or taste of consumable materials including foodstuffs, chewing gums, toothpastes, medicinal products and chewing tobaccos and the process for preparing said 2-methoxy-4-(2-methylpropenyl) phenyl ester of isobutyric acid by reacting isobutyric anhydride with vanillin according to the reaction sequence: ##STR2##Type: GrantFiled: June 22, 1984Date of Patent: August 6, 1985Assignee: International Flavors & Fragrances Inc.Inventors: Richard A. Wilson, Michael J. Zampino, David R. Bowen, Domenick Luccarelli, Jr.
-
Patent number: 4526779Abstract: A stable topical skin depigmenting composition having no irritant action to the skin which comprises an active ingredient a fatty acid ester of hydroquinone of the formula: ##STR1## wherein R.sub.1 and R.sub.2 are the same or different, each being hydrogen or a straight or branched, saturated or unsaturated aliphatic hydrocarbon radical having 1 to 20 carbon atoms, provided that at least one of R.sub.1 and R.sub.2 is the hydrocarbon radical and one or more conventional ingredients suitable for a topical preparation. A method of depigmentation of the skin using the ester of the formula [I] is also disclosed.Type: GrantFiled: February 26, 1982Date of Patent: July 2, 1985Assignee: Sunstar Kabushi KaishaInventor: Akira Hashimoto
-
Patent number: 4503256Abstract: Novel compounds of general formula I ##STR1## wherein R is a branched or unbranched alkyl, cycloalkyl, or aralkyl group, which group optionally contains or is substituted by a halogen or oxygen function, the oxygen function optionally being in the form of an alcohol or ether moiety;R.sub.1, R.sub.2, and R.sub.3, which may be the same or different, is hydrogen, an alkyl, acyl, or benzoyl group, which group optionally contains or is substituted by a halogen or oxygen function;R.sub.4 is hydrogen, an alkyl, alkenyl preferably being an allyl or prenyl group, or aralkyl group which group optionally contains or is substituted by an alkyl, aryl, halogen or oxygen function;R.sub.5 is hydrogen, an alkyl, aralkyl, acyl, or aryl group, which group optionally contains or is substituted by an alkyl, aryl, halogen, or oxygen function;except that R.sub.4 and R.sub.5 are not both hydrogen;and except for the compounds when R.sub.Type: GrantFiled: June 21, 1982Date of Patent: March 5, 1985Assignee: Noristan LimitedInventors: Theunis G. Fourie, Theodor G. Dekker, Friedrich O. Snyckers, Cornelis J. van der Schyf
-
Patent number: 4478754Abstract: An improved process for preparing carboxylic esters of phenols, in which the carboxylic acid and phenol are reacted in the presence of boric anhydride.Type: GrantFiled: November 1, 1982Date of Patent: October 23, 1984Assignee: The Procter & Gamble CompanyInventor: Josephine L. Y. Kong-Chan
-
Patent number: 4473588Abstract: Described is 2-methoxy-4-(2-methylpropenyl) phenyl ester of isobutyric acid of our invention having the structure: ##STR1## and uses thereof in augmenting or enhancing the aroma or taste of consumable materials including foodstuffs, chewing gums, toothpastes, medicinal products and chewing tobaccos and the process for preparing said 2-methoxy-4-(2-methylpropenyl) phenyl ester of isobutyric acid by reacting isobutyric anhydride with vanillin according to the reaction sequence: ##STR2##Type: GrantFiled: June 16, 1983Date of Patent: September 25, 1984Assignee: International Flavors & Fragrances Inc.Inventors: Richard A. Wilson, Michael J.. Zampino, David R. Bowen, Domenick Luccarelli, Jr.
-
Patent number: 4446264Abstract: Compounds prepared by reacting maleic anhydride, maleic acid or their esters with thiols; which exhibit a synergistic effect when combined with a phenolic antioxidant in the stabilization of organic materials such as natural and synthetic polymers, rubbers, lubricants and oil, etc. are disclosed.Type: GrantFiled: April 15, 1982Date of Patent: May 1, 1984Assignee: The Goodyear Tire & Rubber CompanyInventor: Kirkwood S. Cottman
-
Patent number: 4431817Abstract: Novel 1-fluoromethyl-substituted alkyl amines are disclosed. The novel compounds have biological activity including decarboxylase inhibition.Type: GrantFiled: April 14, 1980Date of Patent: February 14, 1984Assignee: Merck & Co., Inc.Inventors: Arthur A. Patchett, Janos Kollonitsch
-
Patent number: 4428965Abstract: Compounds, compositions and a method of treatment to tolerize and desensitize mammals sensitive to the allergenic moities found in plants of the Anacardiaceae and Ginkgoaceae families comprising the reaction product of poison ivy urushiol, poison oak urushiol, poison sumac urushiol & mixtures thereof, 3-n-alkane substituted catechol derivatives having 11 to 19 carbon atoms and the unsaturated olefinic congeners thereof with an acyl ester functioning group esterifying the catecholic hydroxy constituents of the aforementioned compounds or cell membrane residues.Type: GrantFiled: May 31, 1979Date of Patent: January 31, 1984Assignee: The University of MississippiInventors: Mahmoud Elsohly, Edna S. Watson, Coy W. Waller
-
Patent number: 4414408Abstract: Two antioxidants functioning by different mechanisms are combined chemically into one molecule, allowing optimization of their antioxidant properties.Type: GrantFiled: February 16, 1982Date of Patent: November 8, 1983Assignee: The Goodyear Tire & Rubber CompanyInventor: Kirkwood S. Cottman
-
Patent number: 4405638Abstract: The invention provides 2-methoxyphenyl esters of N-substituted amino acids, which have mucolytic, antitussive and antiinflammatory activity.Type: GrantFiled: April 29, 1982Date of Patent: September 20, 1983Assignee: Sigma-Tau Industrie Farmaceutiche Riunite S.p.AInventors: Claudio Cavazza, Massimo Carloni, Maria T. Ramacci
-
Patent number: 4365072Abstract: Biphenyl compounds of the formula ##STR1## wherein one of R.sup.1 and R.sup.2 is hydrogen and the other is --CHO and the cyclic moiety A is a -2,5-; 2,3; or 3,4-di-OR-1-phenyl moiety wherein R is hydrogen or a hydroxy-protecting group are disclosed. The compounds are useful as intermediates in preparing redox compounds containing a phenylhydroquinone or phenylcatechol moiety.Type: GrantFiled: October 22, 1981Date of Patent: December 21, 1982Assignee: Polaroid CorporationInventor: Avinash C. Mehta
-
4-(2,5-Dihydroxyphen-1-yl)-crotonic acid and its derivatives, and the preparation of these compounds
Patent number: 4353836Abstract: 4-(2,5-Dihydroxyphen-1-yl)-crotonic acid and its derivative (I) ##STR1## where R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are each H or C.sub.1 -C.sub.8 -alkyl, R.sup.5 is H, C.sub.1 -C.sub.30 -alkyl or C.sub.2 -C.sub.30 -alkenyl, and R' is H or an organic radical which can be split off hydrogenolytically, and a process for the preparation of the compounds I, wherein a hydroquinone II ##STR2## is reacted, in the presence of from 0.1 to 2 moles of a Lewis acid per mole of II, with(a) a vinylglycolic acid derivative IIIa ##STR3## or (b) a crotonic acid derivative IIIb ##STR4## where X is halogen, hydroxyl or C.sub.1 -C.sub.4 -alkoxy or acyloxy.Type: GrantFiled: February 26, 1981Date of Patent: October 12, 1982Assignee: BASF AktiengesellschaftInventors: Michael Horner, Axel Nissen -
Patent number: 4347256Abstract: This invention relates to substituted isopentenyl phenyl compounds and their use as anti-juvenile hormones. The compounds have been found effective in the control of insects by inhibiting the actions of juvenile hormones. Such compounds act to induce precocious maturation of immature insects resulting in a reduction in the ecological impact of the insect. Additional effects which have been obtained include sterilization of mature insects. Based on previous research it is also believed these compounds will cause interruption of embryogenesis in insect eggs, the induction of diapause in insects and the prevention of sex pheromone secretion in insects.Type: GrantFiled: March 2, 1981Date of Patent: August 31, 1982Assignee: Cornell Research Foundation, Inc.Inventor: William S. Bowers
-
Patent number: 4342877Abstract: Process for the preparation of Compound I by treating Compound II with X.sub.2 or SO.sub.2 X.sub.2 in the presence of a free radical initiator and an anhydride having the formula (RCO).sub.2 O while eliminating the acid halide formed having the formula RCOX from the reaction mixture, wherein Compounds I and II have the formulas ##STR1## and R is C.sub.1 -C.sub.3 alkyl, X is Cl or Br and n is 1, 2 or 3.Type: GrantFiled: November 13, 1979Date of Patent: August 3, 1982Assignee: Eastman Kodak CompanyInventors: Dah-Chieh O. Cheng, Joseph S. Bowers, Jr., Ronald J. Maner
-
Patent number: 4340765Abstract: 4-Phenoxy-2-butene derivatives are disclosed as inhibitors of cytokinin plant growth regulatory activity and as possessing seed germination regulatory properties and senescence delaying activity when applied to plants. 4-Phenoxy-2-butene derivatives can also be useful as plant dwarfing agents, agents to retard seedling development or as herbicides.Type: GrantFiled: August 14, 1980Date of Patent: July 20, 1982Inventors: Gary M. Gray, George Schwartzkopf, Jr., J. T. Baker Chemical Co.
-
Patent number: 4328361Abstract: A process is disclosed for converting p-isopropenylphenol and derivatives thereof and, more particularly, oligomers of p-isopropenylphenol and derivatives thereof, to hydroquinone via monomeric intermediates [e.g. p-(2-haloisopropyl)phenol in the case of p-isopropenylphenol and oligomers thereof]. The process involves reacting the starting materials with a hydrogen halide (e.g. gaseous hydrogen chloride) in the presence of an organic solvent and subjecting the product so obtained to oxidation with hydrogen peroxide or an organic hydroperoxide.Type: GrantFiled: January 16, 1981Date of Patent: May 4, 1982Assignee: The Upjohn CompanyInventor: Shenghong A. Dai
-
Patent number: 4316046Abstract: A process for the preparation of aryl carboxylates is provided in which an arylmetallo carboxylate is contacted with an aryliodoso carboxylate in liquid medium to form the desired aryl carboxylate. Promoters can be employed to increase the rate of reaction and improve selectivity to the aryl carboxylate.Type: GrantFiled: August 29, 1980Date of Patent: February 16, 1982Assignee: The Halcon SD Group, Inc.Inventor: Lawrence C. Costa
-
Patent number: 4316045Abstract: A process for the catalytic preparation of aryl carboxylates is provided in which an arylmetallo carboxylate is contacted in liquid medium with an organic peracid in the presence of a catalytic amount of an aryl iodide, to form the desired aryl carboxylate.Type: GrantFiled: August 29, 1980Date of Patent: February 16, 1982Assignee: The Halcon SD Group, Inc.Inventor: Lawrence C. Costa
-
Patent number: 4311850Abstract: Muconic acid monoesters of alkanediols of 2-6 carbons and of phenol are prepared by copper (II) oxidative cleavage of phenols, catechols or orthobenzoquinones. The products are useful as comonomers in polyamides and other polymers. The alkanediol or phenol is introduced into the copper (II) reactant or catalyst.Type: GrantFiled: November 19, 1979Date of Patent: January 19, 1982Assignee: Allied CorporationInventors: Timothy R. Demmin, Milorad M. Rogic
-
Patent number: 4301044Abstract: Zwitterionic surfactant compounds are made readily biodegradable in the environment by the inclusion of a biochemically and/or hydrolytically labile chemical linkage located between the cationic and anionic charge centers of the compounds and anywhere from the second to the tenth atom distant from the cationic charge center. The biodegradable linkage is preferably an ester or amide. The alkoxylated zwitterionic surfactants herein exhibit outstanding particulate soil removal performance and are also effective in removing oily soils from fabrics, in addition to being readily biodegradable. Also described are detergent compositions containing the zwitterionic surfactants, and, optionally containing cosurfactants and detergent builders.Type: GrantFiled: January 22, 1980Date of Patent: November 17, 1981Assignee: The Procter & Gamble CompanyInventors: George E. Wentler, Joseph McGrady, Eugene P. Gosselink, William A. Cilley
-
Patent number: 4301296Abstract: Ester such as 3,6,9-trioxaundecane-1,11-bis(3-n-dodecylthiopropionate) when combined with conventional free amine antioxidants such as N,N'-diphenylparaphenylenediamine or with polymer bound antioxidants such as N-(4-anilinophenyl) methacrylamide produce improved antioxidant systems for SBR and NBR type polymers.Type: GrantFiled: September 29, 1980Date of Patent: November 17, 1981Assignee: The Goodyear Tire & Rubber CompanyInventor: Joseph A. Kuczkowski
-
Patent number: 4299842Abstract: Esters with guaiacol of alpha- and beta-mercaptopropionylalanine and of alpha- and beta-mercaptopropionylglycine, their preparation process and their therapeutic use as mucolytic agents, are disclosed.Type: GrantFiled: December 14, 1979Date of Patent: November 10, 1981Inventor: Claudio Cavazza
-
Patent number: 4284572Abstract: Copolymerizable blocked isocyanate diols are prepared by reacting a blocking agent with an isocyanate group of an organic diisocyanate under controlled conditions, thereby forming a blocked isocyanate group, and reacting the second isocyanate group in a subsequent step with the amine portion of a selected amine diol under anhydrous conditions. The resultant products are used to prepare self-crosslinkable, linear polyurethanes of high molecular weight.Type: GrantFiled: December 15, 1978Date of Patent: August 18, 1981Assignee: National Starch and Chemical CorporationInventors: Henry Stanley, Dilip K. Ray-Chaudhuri
-
Patent number: 4241217Abstract: Ester such as 3,6,9-trioxaundecane-1,11-bis (3-n-dodecylthiopropionate) when combined with conventional free amine antioxidants such as N,N'-diphenylparaphenylenediamine or with polymer bound antioxidants such as N-(4-anilinophenyl) methacrylamide produce improved antioxidant systems for SBR and NBR type polymers.Type: GrantFiled: May 26, 1978Date of Patent: December 23, 1980Assignee: The Goodyear Tire & Rubber CompanyInventor: Joseph A. Kuczkowski
-
Patent number: 4234733Abstract: A process for producing an aliphatic carboxylic acid and an aliphatic carboxylic acid esters ofa phenol which comprises reacting a phenol of the general formula ##STR1## wherein n is an integer of 1 to 6, m is an integer of 0 to 5, the sum of n and m is 6, and R represents hydrogen, alkyl, aryl, alkenyl, carbinol, acyl, acyloxy, formyl, carboxy, halogen, sulfo, nitro, nitroso, amino, amido, or cyano, and two or more R groups may be the same or different, and the substituents R may be bonded to each other to form a penta- or hexa-carboxylic or heterocyclic ring, and an aliphatic carboxylic acid ester or an aliphatic ether with carbon monoxide, and separating and recovering the aliphatic carboxylic acid from the reaction mixture.Type: GrantFiled: October 24, 1978Date of Patent: November 18, 1980Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Tomiya Isshiki, Yasuhiko Kijima, Yuh Miyauchi
-
Patent number: 4226783Abstract: A process for .alpha.-chlorination of side chains of electronegatively substituted aromatic compounds with dichlorine monoxide.Type: GrantFiled: July 3, 1978Date of Patent: October 7, 1980Assignee: E. I. Du Pont de Nemours and CompanyInventor: Frank D. Marsh
-
Patent number: 4192949Abstract: Phenol ethers are prepared by reacting phenols with dialkyl carbonates in the presence of tertiary amines and/or phosphines. The aralkyl aryl ethers and alkyl aryl ethers obtained are starting materials for the manufacture of dyes, crop protection agents and scents.Type: GrantFiled: June 15, 1978Date of Patent: March 11, 1980Assignee: BASF AktiengesellschaftInventors: Franz Merger, Friedrich Towae, Ludwig Schroff, deceased
-
Patent number: 4182761Abstract: Acyloxy-substituted aryloxyalkyl diketones, useful as anti-viral agents, are prepared either by esterification of the corresponding hydroxy-substituted compounds or by reacting a haloalkyl diketone with an alkali metal salt of an acyloxy-substituted phenol.Type: GrantFiled: June 7, 1978Date of Patent: January 8, 1980Assignee: Sterling Drug Inc.Inventors: Joseph C. Collins, Guy D. Diana
-
Patent number: 4173574Abstract: Phenolic age resistors such as 4-(3,5-ditertiary butyl-4-hydroxyphenyl)-2-butyl 2-methyl-4-thia-6-octanoyloxyhexanoate are used as antioxidants in diene rubbers, such as butadiene-styrene types and in polyolefins, such as polypropylene.Type: GrantFiled: October 11, 1977Date of Patent: November 6, 1979Assignee: The Goodyear Tire & Rubber CompanyInventor: Richard H. Kline
-
Patent number: 4168387Abstract: This invention concerns a method for the preparation of polyphenolic esters for use as built-in antioxidants.Type: GrantFiled: August 6, 1975Date of Patent: September 18, 1979Assignee: The Goodyear Tire & Rubber CompanyInventor: Kirkwood S. Cottman
-
Patent number: 4143064Abstract: A process for the manufacture of .beta.-haloacetals or .beta.-haloketals by reaction of substituted or unsubstituted phenols with vinyl ethers in the presence of chlorine-liberating compounds and an inert diluent or solvent at a temperature of from -70 to +40.degree. C.Type: GrantFiled: March 30, 1977Date of Patent: March 6, 1979Assignee: BASF AktiengesellschaftInventors: Hans-Peter Loeffler, Karl Kiehs
-
Patent number: 4139545Abstract: Novel compounds of the formulae ##STR1## wherein R represents lower alkyl or lower alkoxy, A represents --CH.sub.2 --, --CO-- or ##STR2## n represents an integer of 1 to 8, X represents hydrogen or hydroxyl which may be protected and Y represents hydroxyl which may be protected, and their esters show an excellent action on the lysosomal membranes of cells, and exhibit excellent pharmacological activities such as physiologic host defense control activity, especially immuno-potentiating activity.Type: GrantFiled: April 30, 1975Date of Patent: February 13, 1979Assignee: Takeda Chemical Industries, Ltd.Inventors: Hiroshi Morimoto, Isuke Imada, Masazumi Watanabe, Mitsuru Kawada
-
Patent number: 4138580Abstract: A process for preparing a diester of a dicarboxylic acid having two more carbon atoms than the unsaturated hydrocarbon used as a starting material, which comprises subjecting an unsaturated hydrocarbon, carbon monoxide and an alcohol to reaction in the presence of a platinum group metal in combination with one or more compounds selected from the group consisting of nitric acid, a nitrogen oxide and an ester of nitrous acid.Type: GrantFiled: September 29, 1977Date of Patent: February 6, 1979Assignee: Ube Industries, Ltd.Inventors: Sumio Umemura, Kanenobu Matsui, Yoshinari Ikeda, Katsuro Masunaga
-
Patent number: 4129601Abstract: New and valuable pyrocatechol derivatives and a process for their preparation. The pyrocatechol derivatives have the formula ##STR1## wherein: R denotes alkyl of from 1 to 4 carbon atoms which may be substituted with halogen; alkenyl having up to 4 carbon atoms which may be substituted with halogen; alkynyl having up to 5 carbon atoms which may be substituted with halogen; or benzyl;R.sup.1 denotes hydrogen or alkyl of from 1 to 4 carbon atoms;R.sup.2 denotes benzyl or alkyl of from 1 to 3 carbon atoms which may be substituted with halogen, methoxy or ethoxy;R.sup.3 denotes alkyl of from 1 to 4 carbon atoms; cycloalkyl of from 3 to 7 carbon atoms; .beta.-chlorethyl; methoxyethyl; ethoxyethyl; alkenyl of from 2 to 4 carbon atoms; alkynyl of from 2 to 4 carbon atoms; acetyl; propionyl;R.sup.1 and R.sup.2 when taken together with the carbon atom to which they are attached form a cyclopentyl or cyclohexyl ring; andR.sup.1 and R.sup.Type: GrantFiled: August 2, 1976Date of Patent: December 12, 1978Assignee: BASF AktiengesellschaftInventors: Karl Kiehs, Rolf Huber
-
Patent number: 4082807Abstract: Aromatic 1,3-diketones are produced by reacting aromatic compounds with acetoacetyl fluoride optionally substituted in the .gamma.-position by fluorine, chlorine and/or bromine, in hydrofluoric acid of at least 90% strength at a temperature of from about -40.degree. to +50.degree. C. The products obtained are important starting products and intermediates for the manufacture of dyestuffs, plastics and pharmaceuticals. Furthermore they can be used for the formation of metal complexes and as metal extracting agents, solution intermediaries and solvents.Type: GrantFiled: July 30, 1975Date of Patent: April 4, 1978Assignee: Hoechst AktiengesellschaftInventor: Kurt Eiglmeier
-
Patent number: 4073800Abstract: Poly-carbonyloxyurethanes of the formula:A O--CO--NH--O--CO--R!.sub.n (1)wherein A is a linking group to which the oxygen atoms are attached at alkyl, cycloalkyl or aryl carbon atoms, n is an integer of value at least 2, and each R which may be the same or different, is the residue of a monobasic carboxylic acid of formula R--COOH, and their salts, especially salts with cations based on teritary amines, are useful cross-linking or chain-extending agents for natural or synthetic polymers, or may be used as adhesives for binding these materials to each other or to metal substrates.Type: GrantFiled: February 23, 1976Date of Patent: February 14, 1978Assignee: Imperial Chemical Industries LimitedInventors: John L. Brooks, Richard Budziarek
-
Patent number: 4064136Abstract: Process for the manufacture of a heterocyclic compound of the formula I ##STR1## in which Y denotes a --CN, --COOR' or ##STR2## group, in which R' can be an optionally substituted alkyl or aryl radical and R" and R"' independently of one another can have the same meaning as R' or can be hydrogen or, conjointly with the nitrogen atom, can form a heterocyclic 5-membered or 6-membered ring and X denotes a --S-- or --O-- atom or a --NR"-- group and the ring A can carry non-ionic substituents or optionally substituted fused rings, wherein a nitrile of the formula IInc -- ch.sub.2 -- y (ii)is reacted, in organic solvents, with a lower alcohol of the formula IIIr -- oh (iii)using a molar ratio of nitrile to alcohol of 1:0.9 to 1:1.2, in the presence of an anhydrous strong acid at temperatures of -10.degree. to +40.degree.Type: GrantFiled: July 13, 1976Date of Patent: December 20, 1977Assignee: Ciba-Geigy AGInventors: Peter Loew, Hansrudolf Schwander, Haukur Kristinsson
-
Patent number: 4062978Abstract: Anti-inflammatory compositions are prepared which comprise a therapeutically effective amount of a compound of the formula ##STR1## wherein X is CO or CHOH; Y is CO, an oxygen atom or a direct bond; the dotted line represents a double bond which is optionally present when Y is an oxygen atom or a direct bond; R.sub.1 is hydrogen or methyl; R.sub.2 is hydrogen, fluorine, chlorine, bromine, methyl, trifluoromethyl, methoxyl, hydroxyl, acetoxyl, nitro or amino; R.sub.3 is alkyl of 3-8 carbon atoms, cycloalkyl of 3-8 carbon atoms, alkenyl of 3-8 carbon atoms, cycloalkenyl of 5-8 carbon atoms, phenyl or phenyl substituted by 1 or 2 substituents selected from the group consisting of fluorine, chlorine, bromine, methyl, ethyl, methoxyl, ethoxyl, benzyloxyl, hydroxyl, acetoxyl, trifluoromethyl, nitro, amino, acetyl, methylthiol, methylsulphonyl, methylamino and dimethylamino.Compounds of the above formula are novel except that R.sub.1 must be methyl: when R.sub.3 -- Y is a 4-phenyl group, R.sub.Type: GrantFiled: June 20, 1975Date of Patent: December 13, 1977Assignee: Beecham Group LimitedInventors: William Gwyn Cole, Alexander Crossan Goudie, Carl John Rose
-
Patent number: 4052395Abstract: Agricultural fungicidal compositions containing as an active ingredient one or more of 6-(substitutedphenyl)-3(2H)-pyridazinone compounds, salts thereof and 6-(substituted-phenyl)-4,5-dihydro-3(2H)-pyridazinone compounds, as well as new pyridazinone compounds having fungicidal activities.Type: GrantFiled: August 30, 1976Date of Patent: October 4, 1977Assignee: Sankyo Company LimitedInventors: Teruomi Jojima, Yukiyoshi Takahi