Oxy, Bonded Directly To A Ring, In Same Side Chain As Carboxyl, Or Salt Thereof Patents (Class 562/471)
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Patent number: 4764521Abstract: This invention provides novel compounds which are leukotriene antagonists, certain novel intermediates to the compounds, formulations of the compounds, and a method of using the compounds for the treatment of conditions characterized by an excessive release of leukotrienes.Type: GrantFiled: May 7, 1986Date of Patent: August 16, 1988Assignee: Eli Lilly and CompanyInventor: David K. Herron
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Patent number: 4760172Abstract: A process for the preparation of optically active 2-(4-methoxyphenoxy)propionic acid of at least 75 percent enantiomeric excess of the desired optical isomer comprised of contacting 2-chloropropionic acid or a lower alkyl ester or an alkali metal salt thereof, having an optical purity greater than 85 percent of the opposite configuration, with from 3 to 10 molar equivalents of 4-methoxyphenol in an aqueous base.Type: GrantFiled: December 22, 1986Date of Patent: July 26, 1988Assignee: The Dow Chemical CompanyInventor: Jimmy J. Tai
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Patent number: 4759931Abstract: Liquid iodophors are provided containing as surface-active agent a product of the formula RO--(C.sub.3 H.sub.6 O).sub.m --(C.sub.2 H.sub.4 O).sub.n --CH.sub.2 COOM, wherein RO is the residue of an alcohol of at least 8 carbon atoms or of an alkylphenol of at least 10 carbon atoms which is substantially free of olefinic unsaturation, m is a number having an average value of 0-10, n is a number having an average value of 2-20 and M is hydrogen or a monovalent cation. Preferably the iodophors contain at least 20% of iodine. The novel iodophors are prepared by dissolving at room temperature the desired amount of iodine in the surface-active agent.Type: GrantFiled: April 10, 1984Date of Patent: July 26, 1988Assignee: 501 Stamicarbon B.V.Inventor: Nicolaas A. I. van Paassen
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Patent number: 4748272Abstract: This invention relates to new lipoxygenase inhibitors possessing anti-inflammatory and anti-allergic properties. The present new compounds are of the formula: ##STR1## and salts thereof; whereinAr is phenyl, naphthyl or sulfur, oxygen or nitrogen heterocyclic;X is O, S, NR.sub.5, or a chemical bond;R is H, lower alkoxy, aryloxy, hydroxy, lower alkyl, aryl or lower aralkyl;R.sub.1 and R.sub.2 are independently hydrogen, hydroxy, lower alkoxy, lower alkyl, aryl, aryloxy, lower aralkyl, lower aralkoxy, formyl, lower alkanoyl, benzoyl, and lower aralkanoyl;R.sub.3 and R.sub.4 are independently hydrogen, halogen, hydroxy, lower alkoxy, aryloxy, lower aralkoxy, trifluoromethyl, lower carbalkoxy, carboxy, cyano, nitro, lower alkyl, lower alkenyl, lower alkynyl, aryl or lower aralkyl;R.sub.5 is H, lower alkyl, lower aralkyl or aryl;R.sub.6 is hydroxy or hydroxy-substituted lower alkyl;n and m are independently 0, 1, 2 or 3.Type: GrantFiled: August 1, 1986Date of Patent: May 31, 1988Assignee: Rorer Pharmaceutical Corp.Inventor: Raymond D. Youssefyeh
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Patent number: 4731474Abstract: The present invention relates to novel therapeutic compounds useful as hypolipidemic and hypocholesteremic agents and to a process for the preparation of such compounds. More particularly, the present invention relates to novel alkali metal salts of substituted .alpha.-(3-pentadecylphenoxy)-isobutyric acid, which have never been reported in the prior art and which have now been synthesized for the first time, and to a process for the preparation thereof.Type: GrantFiled: January 17, 1986Date of Patent: March 15, 1988Assignee: Council of Scientific and Industrial ResearchInventors: Thallapalli Ramalingam, Yadavalli V. D. Nageswar, Maddamsetty V. Rao, Pralhad B. Sattur, Gopalakrishna Thyagarajan
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Patent number: 4727181Abstract: Prepare esters of .alpha.-halocinnamic acid and related compounds in high yield under relatively mild conditions.Type: GrantFiled: April 21, 1986Date of Patent: February 23, 1988Assignee: The Dow Chemical CompanyInventor: William J. Kruper, Jr.
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Patent number: 4725683Abstract: Novel intermediates useful in the preparation of fluorophenoxyphenoxypropionates and derivatives thereof which possess herbicidal activity selectively in the presence of broadleaf crops.Type: GrantFiled: August 12, 1985Date of Patent: February 16, 1988Assignee: The Dow Chemical CompanyInventors: Richard B. Rogers, B. Clifford Gerwick, III
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Patent number: 4713486Abstract: A compound of formula (I): ##STR1## or a salt, ester or amide thereof, in whichY is a group --O(CH.sub.2).sub.m --, --(CH.sub.2).sub.m -- or --CH.dbd.CH-- where m is an integer of from 1 to 5 n is an integer of from 4 to 14X represents a double or triple bond, and each of A and B represents hydrogen when X is a double bond, or both A and B are absent when X is a triple bond,is useful in the treatment of allergic diseases.Type: GrantFiled: October 21, 1985Date of Patent: December 15, 1987Assignee: Beecham Group p.l.c.Inventor: Derek R. Buckle
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Patent number: 4699995Abstract: A compound of formula (I): ##STR1## or a salt thereof, in which Y is a group--O(CH.sub.2).sub.m CH<, --(CH.sub.2).sub.m CH<, or --CH.dbd.C< wherem is an integer of from 1 to 5,n is an integer of from 4 to 12,each of R.sup.1 and R.sup.2, which may be the same or different, represents hydrogen or C.sub.1-6 alkyl,X represents a double or triple bond, and each of A and B represents hydrogen when X is a double bond, or both A and B are absent when X is a triple bond,is useful in treating allergic diseases.Type: GrantFiled: November 14, 1984Date of Patent: October 13, 1987Assignee: Beecham Group p.l.c.Inventor: Derek R. Buckle
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Patent number: 4692551Abstract: The process involving the reaction of an alcohol ether, RY(OCH.sub.2 CH.sub.2).sub.n --OH, with a metal hydroxide, MOH, to produce the corresponding intermediate salt RY(OCH.sub.2 CH.sub.2).sub.n OM and reacting said salt with a butyrolactone, ##STR1## to produce the corresponding carboxypropylated productRY(OCH.sub.2 CH.sub.2).sub.n --O--CHR.sub.1 CHR.sub.2 --CHR.sub.3 --CO--OMwherein R is a saturated or olefinically unsaturated aliphatic radical having from 4 to 50 carbon atoms; Y is a direct bond or phenyl optionally substituted with halogen, trihalomethyl, cyano, nitro, C.sub.1-4 alkyl or C.sub.1-4 alkoxy; R.sub.1, R.sub.2 and R.sub.3 are each independently hydrogen or C.sub.1-4 alkyl; M is a sodium, potassium or lithium cation and n is an integer having a value of from 2 to 50.Type: GrantFiled: July 23, 1986Date of Patent: September 8, 1987Assignee: GAF CorporationInventor: Kou-Chang Liu
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Patent number: 4691020Abstract: Optically active carboxylic acids ##STR1## where R.sup.1 is an organic radical which is linked to the asymmetric C' atom via a carbon atom and R.sup.2 is one of the radicals R.sup.1 (but not the same radical), halogen or an organic radical which is bonded to the asymmetric C' atom via an oxygen atom, are prepared by reacting a ketene II ##STR2## with an alcohol in a homogeneous liquid phase in the presence of a tertiary amine III and then converting the resulting ester into the acid, using an optically active alcohol IV.Type: GrantFiled: July 23, 1984Date of Patent: September 1, 1987Assignee: BASF AktiengesellschaftInventors: Christoph Ruechardt, Joachim Jaehme, Ulrich Salz
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Patent number: 4684737Abstract: A process for producing a substituted phthalic acid which comprises heating a substituted tetrahydrophthalic acid compound having a substituent in at least one of the 3-, 4-, 5- and 6-positions in the presence of sulfur to dehydrogenate it, and heat-treating the product in the presence of water optionally together with an organic solvent. As required, the heat-treated product is dehydrocyclized to form a substituted phthalic acid anhydride.Type: GrantFiled: August 17, 1984Date of Patent: August 4, 1987Assignee: Nippon Zeon Co., Ltd.Inventors: Hiroshi Horino, Michiro Ohnaka, Atsushi Hayashi, Yoshiko Ikeno
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Patent number: 4665212Abstract: A process for preparing a 2-(4-hydroxyphenoxy) alkanoic acid, its ester or alkali metal salt, or an optical isomer thereof, which comprises condensing hydroquinone or an alkali metal salt of hydroquinone with a compound having the formula: ##STR1## wherein X is a p-toluenesulfonyl group, a methanesulfonyl group, a benzylsulfonyl group, a p-chlorobenzenesulfonyl group or a benzenesulfonyl group, R.sup.1 is a hydrogen atom or a lower alkyl group, and R.sup.2 is a hydrogen atom, an alkyl group or an alkali metal cation, or its optical isomer in the presence of a base.Type: GrantFiled: October 18, 1985Date of Patent: May 12, 1987Assignee: Nissan Chemical Industries Ltd.Inventors: Kenzi Makino, Shigeaki Akiyama, Kenzow Fukuda, Gozyo Sakata
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Patent number: 4665226Abstract: An improved two-step process for preparing 5-(2,5-dimethylphenoxy)-2,2-dimethylpentanoic acid (gemfibrozil) which regularly affords gembibrozil in overall yields in excess of 80% comprises reacting an alkali metal salt of a lower alkyl ester of 2-methylpropanoic acid with 1,3-dibromopropane or 1-bromo-3-chloropropane in a polar aprotic solvent such as tetrahydrofuran, and then reacting the intermediate thus formed with an alkali metal salt of 2,5-dimethylphenol in a mixed toluene/dimethylsulfoxide solvent system.Type: GrantFiled: December 9, 1985Date of Patent: May 12, 1987Assignee: Warner-Lambert CompanyInventor: Francis R. Kearney
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Patent number: 4654435Abstract: A process for the addition reaction of an unsaturated organic compound, except a rubber, having at least one carbon-carbon double bond in a molecule, which comprises reacting the unsaturated organic compound with an organic compound having a carboxyl group and an aldehyde group in the presence of a Lewis acid.Type: GrantFiled: December 20, 1983Date of Patent: March 31, 1987Assignee: Nippon Zeon Co., Ltd.Inventors: Shizuo Kitahara, Yoshitsugu Hirokawa, Haruki Kawada, Toshihiro Fujii, Nagatoshi Sugi, Hiroaki Hasegawa, Akira Yoshioka
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Patent number: 4625057Abstract: A process for the production of carboxymethylates comprises reacting alcohols, ether alcohols, or alkyl phenols with an aqueous solution of at most a stoichiometric amount of free chloroacetic acid and twice the stoichiometric amount of an aqueous base. The chloroacetic acid and base are added separately, but simultaneously under agitation (at elevated temperature and under reduced pressure) to the alcohol or alkyl phenol. The water content in the reaction mixture, during the entire reaction, is maintained at 0.3-1.5% by weight. Increased selectivity results and it now becomes possible to use aqueous chloroacetic acid in this process.Type: GrantFiled: August 12, 1983Date of Patent: November 25, 1986Assignee: Huels AktiengesellschaftInventors: Hermann Springmann, Kurt Kosswig
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Patent number: 4599419Abstract: (3-Aminopropoxy)bibenzyl derivatives are prepared and found useful as pharmaceutical agents, particularly as inhibitors of platelet aggregation.Type: GrantFiled: July 9, 1984Date of Patent: July 8, 1986Assignee: Mitsubishi Chemical Industries, Inc.Inventors: Ryoji Kikumoto, Harukazu Fukami, Hiroto Hara, Kunihiro Ninomiya, Mamoru Sugano
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Patent number: 4568497Abstract: Preparation of monoethers of dihydroxybenzenes from an alkenylphenol and an alkylating agent and thereafter oxidizing in the presence of an acid catalyst.Type: GrantFiled: May 29, 1984Date of Patent: February 4, 1986Assignee: The Dow Chemical CompanyInventors: Abel Mendoza, Eric W. Otterbacher
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Patent number: 4552977Abstract: Process for the preparation of (phenoxy- or benzyl-)-phenoxypropionic acids and the alkali metal salts thereof by adding a double molar amount of an aqueous alkali hydroxide to a boiling mixture of a (benzyl- or phenoxy-)-phenol and 2-chloropropionic acid (ester), with simultaneous azeotropic distillation of the water introduced or formed in the reaction.Type: GrantFiled: September 24, 1982Date of Patent: November 12, 1985Assignee: Hoechst AktiengesellschaftInventors: Manfred Koch, Peter Herbrechtsmeier
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Patent number: 4550192Abstract: Novel fluorophenoxyphenoxypropionates and derivatives thereof possess herbicidal activity selectively in the presence of broadleaf crops. Preemergent and postemergent applications are contemplated.Type: GrantFiled: September 1, 1983Date of Patent: October 29, 1985Assignee: The Dow Chemical CompanyInventors: Richard B. Rogers, B. Clifford Gerwick, III
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Patent number: 4546198Abstract: Stereoisomerically-enriched esters are prepared by treating a non-symmetrical ketene with a racemic or chiral tertiary-base-substituted alkylcarbinol. Optional hydrolysis of the esters gives the corresponding optically-active carboxylic acids corresponding to the non-symmetrical ketene.Type: GrantFiled: March 26, 1984Date of Patent: October 8, 1985Assignee: Shell Oil CompanyInventor: Donald W. Stoutamire
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Patent number: 4537984Abstract: A process for producing a 2-(4-hydroxyphenoxy) propionate derivative represented by the formula: ##STR1## where Alk is a C.sub.1 -C.sub.5 alkyl group, which comprises reacting a phenoxy propionate derivative represented by the formula: ##STR2## where Alk is as defined above, with a peroxide to obtain a formate derivative represented by the formula: ##STR3## where Alk is as defined above, and hydrolyzing the formate of the formula III.Type: GrantFiled: April 26, 1984Date of Patent: August 27, 1985Assignee: Nissan Chemical Industries Ltd.Inventors: Isao Hashiba, Tadashi Nishikimi, Shuji Tsuchiya
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Patent number: 4536483Abstract: Iron-antimony metallic oxide catalysts which have become deactivated after being used for the production of aldehydes, acids, nitriles, or dienes through oxidation, ammoxidation, or oxidative dehydrogenation of organic compounds in fluidized-bed reactors are regenerated by adding to the catalyst a solid molybdenum component which is volatile or capable of forming a volatile compound under reaction conditions. The metallic oxide catalysts contain as essential components (I) Fe, (II) Sb, (III) at least one element selected from the group consisting of V, MO, and W, and (IV) Te.Type: GrantFiled: October 26, 1983Date of Patent: August 20, 1985Assignee: Nitto Chemical Industry Co., Ltd.Inventors: Yutaka Sasaki, Yutaka Kiyomiya, Toshio Nakamura, Yoshimi Nakamura, Masanori Yamaguchi
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Patent number: 4532346Abstract: Continuous process for the preparation of hydroxyphenoxy-alkanecarboxylic acids of the formula ##STR1## in which A is alkylene, by reaction of dihydroxybenzenes with alpha-haloalkanecarboxylic acids of the formulaHal--A--COOHor the derivatives thereof at 80.degree.-120.degree. C. in a reaction tube.Type: GrantFiled: November 1, 1983Date of Patent: July 30, 1985Assignee: Hoechst AktiengesellschaftInventors: Karl Rehn, Hans J. Nestler
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Patent number: 4531969Abstract: Optically active enantiomers of the formula I ##STR1## where R is a group of the formulae ##STR2## R.sub.1 and R.sub.2, among others, are halogen or CF.sub.3 and Z is a carboxyl, carboxylate, carboxylic acid ester, thioester, carbonamide, carboxylic acid anilide, carbohydrazide or thioamide group, are interesting herbicides the effect of which is considerably superior to that of the optically inactive racemates.Type: GrantFiled: December 20, 1978Date of Patent: July 30, 1985Assignee: Hoechst AktiengesellschaftInventors: Hans J. Nestler, Gerhard Horlein, Reinhard Handte, Hermann Bieringer, Friedhelm Schwerdtle, Peter Langeluddeke
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Patent number: 4529713Abstract: Novel radioactive stilbene derivatives marked with iodine 125 or 131 of the formula ##STR1## wherein each A and B are both hydrogen or together form a double bond and R is the remainder of amino acid of the formula R--NH.sub.2 or a derivative thereof possessing an iodine acceptor group and marked with iodine 125 or 131 and their preparation and antigens obtained therefrom and a process for preparing said antigens.Type: GrantFiled: June 22, 1982Date of Patent: July 16, 1985Assignee: Roussel UclafInventors: Alain Jouquey, Gaetan Touyer
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Patent number: 4485258Abstract: (3-Aminopropoxy)bibenzyl derivatives are prepared and found useful as pharmaceutical agents, particularly as inhibitors of platelet aggregation.Type: GrantFiled: July 29, 1982Date of Patent: November 27, 1984Assignee: Mitsubishi Chemical Industries LimitedInventors: Ryoji Kikumoto, Harukazu Fukami, Hiroto Hara, Kunihiro Ninomiya, Mamoru Sugano
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Patent number: 4479900Abstract: Compounds of the formula: ##STR1## wherein R.sup.1 is lower alkyl or benzyl. R.sup.2 is lower alkoxy, benzyloxy, or the group ##STR2## where R.sup.3 is lower alkoxy; and Ar is phenyl optionally substituted with 1 to 3 substituents independently selected from halogen, trihalomethyl, nitro or lower alkyl, show plant growth regulating activity.Type: GrantFiled: April 29, 1983Date of Patent: October 30, 1984Assignee: Chevron Research CompanyInventor: Tatao Luo
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Patent number: 4465494Abstract: The present invention relates to a process for the preparation of a microemulsion of water or water and another additive, especially alcohol or amine, in a liquid fuel, in the presence of a surface active agent. Such microemulsions are intended to be used as fuel in an engine or a burner.Type: GrantFiled: February 10, 1982Date of Patent: August 14, 1984Assignee: Societe Nationale Elf AquitaineInventors: Maurice Bourrel, Alain Sanchez, Jean-Claude Soula
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Patent number: 4459306Abstract: This invention relates to novel tricyclic ethers, pharmaceutically acceptable addition salts and optical isomers therefrom. The compounds described herein are useful as psychotropic agents in the treatment of depression and anxiety. Also included herein are methods of preparing said compounds, pharmaceutical compositions including them and methods of treating human or animal beings by administering these pharmaceutical compositions.Type: GrantFiled: April 6, 1981Date of Patent: July 10, 1984Assignee: Science Union et CieInventors: Charles Malen, Jean-Claude Poignant
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Patent number: 4453005Abstract: Substituted phenylalkenoic acids and esters of the formula: ##STR1## having useful pharmaceutical activity and processes for their preparation are disclosed.Type: GrantFiled: December 6, 1982Date of Patent: June 5, 1984Assignee: Merck Frosst Canada, Inc.Inventors: Patrice C. Belanger, Claude Dufresne, John W. Gillard, Haydn W. R. Williams
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9-Deoxy-9-methylene derivatives of (dl)-16-phenoxy and 16-phenoxy substituted prostatriene compounds
Patent number: 4418206Abstract: Novel compounds of the formula: ##STR1## wherein A is CHOH, CHO or COOR; R is hydrogen or a lower alkyl group of 1 to 4 carbon atoms; and the pharmaceutically acceptable, non-toxic salts of compounds in which R is hydrogen; and X is hydrogen, o-, m- or p-halo(fluoro, chloro or bromo), o-, m- or p-methyl or o-, m- or p-methoxy. These compounds possess prostaglandin-like activity and thus are useful in the treatment of mammals where prostaglandins are indicated. They are particularly useful as inhibitors of gastric acid secretions and as agents for the control of asthmatic attack, because of their bronchodilating activity.Type: GrantFiled: March 22, 1982Date of Patent: November 29, 1983Assignee: Syntex (U.S.A.) Inc.Inventor: Douglas L. Wren -
Patent number: 4405810Abstract: 7-arylhept-5-ynoic acids and derivatives thereof are anti-allergy and anti-inflammatory agents. As such, they are useful in the treatment of allergy-caused diseases, particularly chronic obstructive lung diseases.Type: GrantFiled: June 14, 1982Date of Patent: September 20, 1983Assignee: Schering CorporationInventors: David Blythin, Michael J. Green
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Patent number: 4393225Abstract: AI-77 compounds, pharmaceutically acceptable salts thereof, and a process for the preparation thereof are described, said compounds having the formulae ##STR1## wherein: X is NR.sub.6 or O; Y is NHR.sub.5 or combine with Z to provide a link for bonding C and C; Z is H or combines with Y to provide a link for bonding C and C; R.sub.1, R.sub.3 and R.sub.5 are each H, R', --CH.sub.2 R, or --COR; R.sub.6 is H or R; R.sub.7 is H, R or CH.sub.2 R; R is a hydrocarbon group consisting of a saturated or unsaturated straight or branched aliphatic group of C.sub.1 to C.sub.17, an aromatic group of C.sub.6 to C.sub.10, a cage type group of C.sub.7 to C.sub.10, a monocyclic aliphatic group of C.sub.3 to C.sub.8, an aromatic-aliphatic group of C.sub.7 to C.sub.15, a heterocyclic hydrocarbon of C.sub.1 to C.sub.9, wherein the above hydrocarbons can be substituted with one or more groups selected from halogen, oxo, carboxyl, hydroxyl, a saturated or unsaturated straight or branched aliphatic group of C.sub.1 to C.sub.Type: GrantFiled: July 11, 1980Date of Patent: July 12, 1983Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventors: Hiroshi Hayashi, Yukiji Shimojima, Takashi Shirai, Torao Ishida, Mitsuru Shibukawa
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Patent number: 4380661Abstract: 2-[p-(p-substituted phenoxy)phenoxy]propionyl oximes, processes for their preparation, herbicidal compositions containing these oximes and methods of use of the herbicidal compositions are disclosed.Type: GrantFiled: February 23, 1981Date of Patent: April 19, 1983Assignee: Hoffmann-La Roche Inc.Inventor: Milos Suchy
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Patent number: 4370489Abstract: Compounds of the formula ##STR1## in which R represents hydroxyl, (C.sub.1 -C.sub.10)alkoxy, (C.sub.1 -C.sub.6)alkylthio, (C.sub.2 -C.sub.4)alkenyloxy, cyclohexyloxy, cyclopentyloxy, phenoxy or phenylthio both optionally substituted once or twice with halogen, benzyloxy, benzylthio or -O-cat in which "cat" stands for the cation of an inorganic or organic base, have a very good effect on wild oat, barnyard grass, bristle grass and rayegrass in a much lower concentration than known analogous compounds.Type: GrantFiled: January 14, 1977Date of Patent: January 25, 1983Assignee: Hoechst AktiengesellschaftInventors: Heinz Boesenberg, Gerhard Horlein, Helmut Kocher, Peter Langeluddeke
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Patent number: 4365077Abstract: 11-Desoxy-16-aryloxy-.omega.-tetranorprostaglandins are disclosed. The novel prostaglandins of this invention have been found to have activity profiles comparable to the parent prostaglandins but they exhibit a greater tissue specificity of action.Type: GrantFiled: February 22, 1979Date of Patent: December 21, 1982Assignee: Pfizer Inc.Inventors: Jasjit S. Bindra, James F. Eggler, Michael R. Johnson, Thomas K. Schaaf
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Patent number: 4362891Abstract: An alkanoic acid compound is disclosed of formula: ##STR1## and certain of its physiologically acceptable salts and esters. The alkanoic acid compound and its salts and esters have an unexpectedly greater anti-inflammatory activity than representative members of a broad class of compounds, phenyl alkane derivatives, known to have therapeutic properties. The alkanoic acid compound also has unexpectedly high antipyretic and analgesic activity. The compounds may be formulated in conventional manner as pharmaceutical compositions.The compound may be prepared from 2-[4-(1-hydroxy-2-dimethylethyl)phenyl] propionic acid directly by dehydration or via an ester by dehydration in the presence of an alkanol followed by hydrolysis.Type: GrantFiled: June 17, 1980Date of Patent: December 7, 1982Assignee: Glaxo Group LimitedInventors: Alfredo Guerrato, Michele Perchinunno
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Patent number: 4355168Abstract: There is disclosed and claimed a process for preparing aryl- and heteroarylhexadienoic acids which is characterized in that an aryl- or heteroarylacetylene having the formula: R--C.tbd.CH, wherein R is an aryl or heteroaryl group, optionally substituted and having in the aggregate up to 20 carbon atoms, is reacted with 3-butenoic acid CH.sub.2 .dbd.CH--CH.sub.2 --COOH, in an alcoholic medium, at temperatures maintained between 50.degree. C. and 120.degree. C., approximately, in the presence of a catalyst selected from among the phosphinic complexes of rhodium having the formulas: III, Rh(PR'.sub.3).sub.n L.sub.m X associated with alkaline salts of carboxylic acids having up to 4 carbon atoms, and IV, Rh(PR'.sub.3).sub.n L.sub.p.sup.+ Y.sup.Type: GrantFiled: December 2, 1980Date of Patent: October 19, 1982Assignee: Montedison S.p.A.Inventors: Gian P. Chiusoli, William Giroldini, Luciano Pallini, Giuseppe Salerno
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Patent number: 4354971Abstract: Non-extractive process for the separation and purification of penicillin V from fermentation broth by addition of acid to acid-polished fermentation broth.Type: GrantFiled: June 22, 1981Date of Patent: October 19, 1982Assignee: Eli Lilly and CompanyInventors: John M. Edmundowicz, Ernest E. Allanson
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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: 4347379Abstract: Numerous alpha-carboxylic acids are prepared in a liquid medium by the reaction of an organic compound having at least one reactive hydroxyl or thiol group, with a monoketone, and a haloform, in the presence of a phase transfer catalyst and an alkali metal hydroxide. The term "alpha-alkoxycarboxylic acids" includes alpha-phenoxycarboxylic acids, alpha-thioalkoxycarboxylic acids and alpha-thiophenoxycarboxylic acids. Specific substituents on the beta carbon atom of an alpha-alkoxycarboxylic (or "2-alkoxycarboxylic") acid reaction product formed in this novel synthesis, are introduced by appropriate choice of the ketone reactant; alkoxy and phenoxy substituents on the alpha carbon atom of a 2-alkoxycarboxylic acid are introduced by appropriate choice of the organic compound having a hydroxyl or thiol group. De-alkoxylation of the 2-alkoxycarboxylic acid yields alpha-beta monoolefinically unsaturated carboxylic acids which are necessarily alpha substituted, and may also be beta-substituted.Type: GrantFiled: March 10, 1980Date of Patent: August 31, 1982Assignee: The B. F. Goodrich CompanyInventor: John T. Lai
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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.
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Patent number: 4338316Abstract: The disclosure relates to 9.beta.-aryloxy prostane derivatives, for example 16-(3-chlorophenoxy)-11.alpha.,15.alpha.-dihydroxy-16-methyl-9.beta.-pheno xy-18,19,20-trinor-5-cis,13-trans-prostadienoic acid, which possess high activity as abortifacients, cervical softeners, inducers of parturition or inhibitors of gastric acid production in mammals. These properties are typical of prostaglandin analogues of the E series, but chemically the new 9.beta.-aryloxy prostane derivatives are prostaglandin F series analogues and are therefore more stable than the E series analogues previously used for the above purposes. The new derivatives are manufactured by known analogy processes, and are formulated in conventional manner.Type: GrantFiled: September 26, 1979Date of Patent: July 6, 1982Assignee: Imperial Chemical Industries LimitedInventor: Peter R. Marsham
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Patent number: 4332959Abstract: The process is for the manufacture of phenoxylactic acids and their derivatives of the general formula: ##STR1## (in which R.sub.1 and R.sub.2, identical or different, can represent hydrogen atoms, methyl residues, methoxy groups or halogens; Y represents an OH or O--CO--R.sub.3 group with R.sub.3 representing either an aliphatic residue possibly substituted by a halogen, or an aromatic residue possibly substituted on the nucleus by one or several methyl, methoxy, halogen groups or lastly a heterocyclic group; Z represents OH group or an ##STR2## with R.sub.4 representing an alkyl or aryl radical and R.sub.5 hydrogen or an alkyl radical, NR.sub.4 R.sub.5 possibly also representing the morpholinyl radical). A cyanhydrin is subjected to a Ritter reaction (reaction with tert. butanol or isobutene in the presence of an acid).Type: GrantFiled: August 17, 1979Date of Patent: June 1, 1982Assignee: Sucreries du Soissonnais et Compagnie SucriereInventors: Jesus Anatol, Yves Clenet, Georges Bourdiau
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Patent number: 4314069Abstract: .alpha.-[4-(4-Trifluoromethylphenoxy)phenoxy]alkanecarboxylic acids (the "4-trifluoromethylphenoxy group" of which may contain one chlorine atom as a substituent) and derivatives thereof useful as a herbicide, a herbicidal composition containing the compound, methods of controlling weeds and production thereof.Type: GrantFiled: April 15, 1977Date of Patent: February 2, 1982Assignee: Ishihara Sangyo Kaisha, Ltd.Inventors: Ryohei Takahashi, Kanichi Fujikawa, Isao Yokomichi, Sinzo Someya, Nobuyuki Sakashita
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Patent number: 4314086Abstract: Aliphatic/aromatic ethers are prepared by reacting an aliphatic halide with either an alkali or alkaline earth metal, or ammonium phenolate or naphtholate, in an inert organic solvent, and in the presence of at least one tertiary amine sequestering agent having the formula:N--CHR.sub.1 CHR.sub.2 --O--CHR.sub.3 --CHR.sub.4 --O--.sub.n R.sub.5 ].sub.Type: GrantFiled: June 20, 1980Date of Patent: February 2, 1982Assignee: Rhone-Poulenc IndustriesInventors: Gerard Soula, Daniel Michelet
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Patent number: 4310709Abstract: The process for the manufacture of but-2-en-1-ol compounds by isomerizing but-3-en-1-ol compounds in the presence of a palladium catalyst and of hydrogen is improved by modifying the palladium catalyst with selenium or tellurium.The but-2-en-1-ols manufactured according to the invention are either solvents or valuable starting materials for the manufacture of solvents, dyes, surface coatings, paints and pesticides.Type: GrantFiled: April 23, 1980Date of Patent: January 12, 1982Assignee: BASF AktiengesellschaftInventor: Walter Rebafka
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Patent number: 4310689Abstract: A process is provided for making D-2-phenoxy propionic acid by condensing in water an alkali metal salt of 2-chloropropionic acid which is dextro-rotatory in water with an alkali metal phenoxide of a halogen or methyl substituted phenol. The overall amount of water in the condensation mixture is not more than about 8 moles water per mole of said alkali metal salt of 2-chloropropionic acid in order to selectively produce the dextro-rotatory optical isomer.Type: GrantFiled: September 19, 1979Date of Patent: January 12, 1982Assignee: Akzo N.V.Inventors: Willem Eveleens, Johannes Spaans, Hendrik G. Wissink
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Patent number: 4309547Abstract: Process for the preparation of (phenoxy- or benzyl-)-phenoxypropionic acids by simultaneous addition of 2-chloropropionic acid (ester) and the double molar amount of an aqueous alkali hydroxide to a solution of a phenoxyphenol or benzylphenol in a solvent forming an azeotropic mixture with water, while continuously distilling off the water formed or introduced.Type: GrantFiled: May 30, 1980Date of Patent: January 5, 1982Assignee: Hoechst AktiengesellschaftInventors: Manfred Koch, Hans J. Nestler