Oxy, Bonded Directly To A Ring, In Same Side Chain As Carboxyl, Or Salt Thereof Patents (Class 562/471)
  • Patent number: 4748272
    Abstract: 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: Grant
    Filed: August 1, 1986
    Date of Patent: May 31, 1988
    Assignee: Rorer Pharmaceutical Corp.
    Inventor: Raymond D. Youssefyeh
  • Patent number: 4731474
    Abstract: 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: Grant
    Filed: January 17, 1986
    Date of Patent: March 15, 1988
    Assignee: Council of Scientific and Industrial Research
    Inventors: Thallapalli Ramalingam, Yadavalli V. D. Nageswar, Maddamsetty V. Rao, Pralhad B. Sattur, Gopalakrishna Thyagarajan
  • Patent number: 4727181
    Abstract: Prepare esters of .alpha.-halocinnamic acid and related compounds in high yield under relatively mild conditions.
    Type: Grant
    Filed: April 21, 1986
    Date of Patent: February 23, 1988
    Assignee: The Dow Chemical Company
    Inventor: William J. Kruper, Jr.
  • Patent number: 4725683
    Abstract: Novel intermediates useful in the preparation of fluorophenoxyphenoxypropionates and derivatives thereof which possess herbicidal activity selectively in the presence of broadleaf crops.
    Type: Grant
    Filed: August 12, 1985
    Date of Patent: February 16, 1988
    Assignee: The Dow Chemical Company
    Inventors: Richard B. Rogers, B. Clifford Gerwick, III
  • Patent number: 4713486
    Abstract: 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: Grant
    Filed: October 21, 1985
    Date of Patent: December 15, 1987
    Assignee: Beecham Group p.l.c.
    Inventor: Derek R. Buckle
  • Patent number: 4699995
    Abstract: 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: Grant
    Filed: November 14, 1984
    Date of Patent: October 13, 1987
    Assignee: Beecham Group p.l.c.
    Inventor: Derek R. Buckle
  • Patent number: 4692551
    Abstract: 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: Grant
    Filed: July 23, 1986
    Date of Patent: September 8, 1987
    Assignee: GAF Corporation
    Inventor: Kou-Chang Liu
  • Patent number: 4691020
    Abstract: 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: Grant
    Filed: July 23, 1984
    Date of Patent: September 1, 1987
    Assignee: BASF Aktiengesellschaft
    Inventors: Christoph Ruechardt, Joachim Jaehme, Ulrich Salz
  • Patent number: 4684737
    Abstract: 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: Grant
    Filed: August 17, 1984
    Date of Patent: August 4, 1987
    Assignee: Nippon Zeon Co., Ltd.
    Inventors: Hiroshi Horino, Michiro Ohnaka, Atsushi Hayashi, Yoshiko Ikeno
  • Patent number: 4665212
    Abstract: 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: Grant
    Filed: October 18, 1985
    Date of Patent: May 12, 1987
    Assignee: Nissan Chemical Industries Ltd.
    Inventors: Kenzi Makino, Shigeaki Akiyama, Kenzow Fukuda, Gozyo Sakata
  • Patent number: 4665226
    Abstract: 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: Grant
    Filed: December 9, 1985
    Date of Patent: May 12, 1987
    Assignee: Warner-Lambert Company
    Inventor: Francis R. Kearney
  • Patent number: 4654435
    Abstract: 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: Grant
    Filed: December 20, 1983
    Date of Patent: March 31, 1987
    Assignee: Nippon Zeon Co., Ltd.
    Inventors: Shizuo Kitahara, Yoshitsugu Hirokawa, Haruki Kawada, Toshihiro Fujii, Nagatoshi Sugi, Hiroaki Hasegawa, Akira Yoshioka
  • Patent number: 4625057
    Abstract: 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: Grant
    Filed: August 12, 1983
    Date of Patent: November 25, 1986
    Assignee: Huels Aktiengesellschaft
    Inventors: Hermann Springmann, Kurt Kosswig
  • Patent number: 4599419
    Abstract: (3-Aminopropoxy)bibenzyl derivatives are prepared and found useful as pharmaceutical agents, particularly as inhibitors of platelet aggregation.
    Type: Grant
    Filed: July 9, 1984
    Date of Patent: July 8, 1986
    Assignee: Mitsubishi Chemical Industries, Inc.
    Inventors: Ryoji Kikumoto, Harukazu Fukami, Hiroto Hara, Kunihiro Ninomiya, Mamoru Sugano
  • Patent number: 4568497
    Abstract: Preparation of monoethers of dihydroxybenzenes from an alkenylphenol and an alkylating agent and thereafter oxidizing in the presence of an acid catalyst.
    Type: Grant
    Filed: May 29, 1984
    Date of Patent: February 4, 1986
    Assignee: The Dow Chemical Company
    Inventors: Abel Mendoza, Eric W. Otterbacher
  • Patent number: 4552977
    Abstract: Process for the preparation of (phenoxy- or benzyl-)-phenoxypropionic acids and the alkali metal salts thereof by adding a double molar amount of an aqueous alkali hydroxide to a boiling mixture of a (benzyl- or phenoxy-)-phenol and 2-chloropropionic acid (ester), with simultaneous azeotropic distillation of the water introduced or formed in the reaction.
    Type: Grant
    Filed: September 24, 1982
    Date of Patent: November 12, 1985
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Manfred Koch, Peter Herbrechtsmeier
  • Patent number: 4550192
    Abstract: Novel fluorophenoxyphenoxypropionates and derivatives thereof possess herbicidal activity selectively in the presence of broadleaf crops. Preemergent and postemergent applications are contemplated.
    Type: Grant
    Filed: September 1, 1983
    Date of Patent: October 29, 1985
    Assignee: The Dow Chemical Company
    Inventors: Richard B. Rogers, B. Clifford Gerwick, III
  • Patent number: 4546198
    Abstract: 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: Grant
    Filed: March 26, 1984
    Date of Patent: October 8, 1985
    Assignee: Shell Oil Company
    Inventor: Donald W. Stoutamire
  • Patent number: 4537984
    Abstract: 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: Grant
    Filed: April 26, 1984
    Date of Patent: August 27, 1985
    Assignee: Nissan Chemical Industries Ltd.
    Inventors: Isao Hashiba, Tadashi Nishikimi, Shuji Tsuchiya
  • Patent number: 4536483
    Abstract: 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: Grant
    Filed: October 26, 1983
    Date of Patent: August 20, 1985
    Assignee: Nitto Chemical Industry Co., Ltd.
    Inventors: Yutaka Sasaki, Yutaka Kiyomiya, Toshio Nakamura, Yoshimi Nakamura, Masanori Yamaguchi
  • Patent number: 4531969
    Abstract: Optically active enantiomers of the formula I ##STR1## where R is a group of the formulae ##STR2## R.sub.1 and R.sub.2, among others, are halogen or CF.sub.3 and Z is a carboxyl, carboxylate, carboxylic acid ester, thioester, carbonamide, carboxylic acid anilide, carbohydrazide or thioamide group, are interesting herbicides the effect of which is considerably superior to that of the optically inactive racemates.
    Type: Grant
    Filed: December 20, 1978
    Date of Patent: July 30, 1985
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hans J. Nestler, Gerhard Horlein, Reinhard Handte, Hermann Bieringer, Friedhelm Schwerdtle, Peter Langeluddeke
  • Patent number: 4532346
    Abstract: 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: Grant
    Filed: November 1, 1983
    Date of Patent: July 30, 1985
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Karl Rehn, Hans J. Nestler
  • Patent number: 4529713
    Abstract: 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: Grant
    Filed: June 22, 1982
    Date of Patent: July 16, 1985
    Assignee: Roussel Uclaf
    Inventors: Alain Jouquey, Gaetan Touyer
  • Patent number: 4485258
    Abstract: (3-Aminopropoxy)bibenzyl derivatives are prepared and found useful as pharmaceutical agents, particularly as inhibitors of platelet aggregation.
    Type: Grant
    Filed: July 29, 1982
    Date of Patent: November 27, 1984
    Assignee: Mitsubishi Chemical Industries Limited
    Inventors: Ryoji Kikumoto, Harukazu Fukami, Hiroto Hara, Kunihiro Ninomiya, Mamoru Sugano
  • Patent number: 4479900
    Abstract: Compounds of the formula: ##STR1## wherein R.sup.1 is lower alkyl or benzyl. R.sup.2 is lower alkoxy, benzyloxy, or the group ##STR2## where R.sup.3 is lower alkoxy; and Ar is phenyl optionally substituted with 1 to 3 substituents independently selected from halogen, trihalomethyl, nitro or lower alkyl, show plant growth regulating activity.
    Type: Grant
    Filed: April 29, 1983
    Date of Patent: October 30, 1984
    Assignee: Chevron Research Company
    Inventor: Tatao Luo
  • Patent number: 4465494
    Abstract: 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: Grant
    Filed: February 10, 1982
    Date of Patent: August 14, 1984
    Assignee: Societe Nationale Elf Aquitaine
    Inventors: Maurice Bourrel, Alain Sanchez, Jean-Claude Soula
  • Patent number: 4459306
    Abstract: 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: Grant
    Filed: April 6, 1981
    Date of Patent: July 10, 1984
    Assignee: Science Union et Cie
    Inventors: Charles Malen, Jean-Claude Poignant
  • Patent number: 4453005
    Abstract: Substituted phenylalkenoic acids and esters of the formula: ##STR1## having useful pharmaceutical activity and processes for their preparation are disclosed.
    Type: Grant
    Filed: December 6, 1982
    Date of Patent: June 5, 1984
    Assignee: Merck Frosst Canada, Inc.
    Inventors: Patrice C. Belanger, Claude Dufresne, John W. Gillard, Haydn W. R. Williams
  • Patent number: 4418206
    Abstract: Novel compounds of the formula: ##STR1## wherein A is CHOH, CHO or COOR; R is hydrogen or a lower alkyl group of 1 to 4 carbon atoms; and the pharmaceutically acceptable, non-toxic salts of compounds in which R is hydrogen; and X is hydrogen, o-, m- or p-halo(fluoro, chloro or bromo), o-, m- or p-methyl or o-, m- or p-methoxy. These compounds possess prostaglandin-like activity and thus are useful in the treatment of mammals where prostaglandins are indicated. They are particularly useful as inhibitors of gastric acid secretions and as agents for the control of asthmatic attack, because of their bronchodilating activity.
    Type: Grant
    Filed: March 22, 1982
    Date of Patent: November 29, 1983
    Assignee: Syntex (U.S.A.) Inc.
    Inventor: Douglas L. Wren
  • Patent number: 4405810
    Abstract: 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: Grant
    Filed: June 14, 1982
    Date of Patent: September 20, 1983
    Assignee: Schering Corporation
    Inventors: David Blythin, Michael J. Green
  • Patent number: 4393225
    Abstract: 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: Grant
    Filed: July 11, 1980
    Date of Patent: July 12, 1983
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Hiroshi Hayashi, Yukiji Shimojima, Takashi Shirai, Torao Ishida, Mitsuru Shibukawa
  • Patent number: 4380661
    Abstract: 2-[p-(p-substituted phenoxy)phenoxy]propionyl oximes, processes for their preparation, herbicidal compositions containing these oximes and methods of use of the herbicidal compositions are disclosed.
    Type: Grant
    Filed: February 23, 1981
    Date of Patent: April 19, 1983
    Assignee: Hoffmann-La Roche Inc.
    Inventor: Milos Suchy
  • Patent number: 4370489
    Abstract: Compounds of the formula ##STR1## in which R represents hydroxyl, (C.sub.1 -C.sub.10)alkoxy, (C.sub.1 -C.sub.6)alkylthio, (C.sub.2 -C.sub.4)alkenyloxy, cyclohexyloxy, cyclopentyloxy, phenoxy or phenylthio both optionally substituted once or twice with halogen, benzyloxy, benzylthio or -O-cat in which "cat" stands for the cation of an inorganic or organic base, have a very good effect on wild oat, barnyard grass, bristle grass and rayegrass in a much lower concentration than known analogous compounds.
    Type: Grant
    Filed: January 14, 1977
    Date of Patent: January 25, 1983
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Heinz Boesenberg, Gerhard Horlein, Helmut Kocher, Peter Langeluddeke
  • Patent number: 4365077
    Abstract: 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: Grant
    Filed: February 22, 1979
    Date of Patent: December 21, 1982
    Assignee: Pfizer Inc.
    Inventors: Jasjit S. Bindra, James F. Eggler, Michael R. Johnson, Thomas K. Schaaf
  • Patent number: 4362891
    Abstract: 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: Grant
    Filed: June 17, 1980
    Date of Patent: December 7, 1982
    Assignee: Glaxo Group Limited
    Inventors: Alfredo Guerrato, Michele Perchinunno
  • Patent number: 4354971
    Abstract: Non-extractive process for the separation and purification of penicillin V from fermentation broth by addition of acid to acid-polished fermentation broth.
    Type: Grant
    Filed: June 22, 1981
    Date of Patent: October 19, 1982
    Assignee: Eli Lilly and Company
    Inventors: John M. Edmundowicz, Ernest E. Allanson
  • Patent number: 4355168
    Abstract: 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: Grant
    Filed: December 2, 1980
    Date of Patent: October 19, 1982
    Assignee: Montedison S.p.A.
    Inventors: Gian P. Chiusoli, William Giroldini, Luciano Pallini, Giuseppe Salerno
  • Patent number: 4351950
    Abstract: Novel substituted arylene compounds and methods for their preparation and use are disclosed. These new compounds are useful as anti-arteriosclerotic agents.
    Type: Grant
    Filed: January 2, 1980
    Date of Patent: September 28, 1982
    Assignee: Warner-Lambert Company
    Inventor: Ila Sircar
  • Patent number: 4347379
    Abstract: 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: Grant
    Filed: March 10, 1980
    Date of Patent: August 31, 1982
    Assignee: The B. F. Goodrich Company
    Inventor: John T. Lai
  • Patent number: 4340765
    Abstract: 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: Grant
    Filed: August 14, 1980
    Date of Patent: July 20, 1982
    Inventors: Gary M. Gray, George Schwartzkopf, Jr., J. T. Baker Chemical Co.
  • Patent number: 4338316
    Abstract: 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: Grant
    Filed: September 26, 1979
    Date of Patent: July 6, 1982
    Assignee: Imperial Chemical Industries Limited
    Inventor: Peter R. Marsham
  • Patent number: 4332959
    Abstract: 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: Grant
    Filed: August 17, 1979
    Date of Patent: June 1, 1982
    Assignee: Sucreries du Soissonnais et Compagnie Sucriere
    Inventors: Jesus Anatol, Yves Clenet, Georges Bourdiau
  • Patent number: 4314069
    Abstract: .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: Grant
    Filed: April 15, 1977
    Date of Patent: February 2, 1982
    Assignee: Ishihara Sangyo Kaisha, Ltd.
    Inventors: Ryohei Takahashi, Kanichi Fujikawa, Isao Yokomichi, Sinzo Someya, Nobuyuki Sakashita
  • Patent number: 4314086
    Abstract: 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: Grant
    Filed: June 20, 1980
    Date of Patent: February 2, 1982
    Assignee: Rhone-Poulenc Industries
    Inventors: Gerard Soula, Daniel Michelet
  • Patent number: 4310709
    Abstract: 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: Grant
    Filed: April 23, 1980
    Date of Patent: January 12, 1982
    Assignee: BASF Aktiengesellschaft
    Inventor: Walter Rebafka
  • Patent number: 4310689
    Abstract: 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: Grant
    Filed: September 19, 1979
    Date of Patent: January 12, 1982
    Assignee: Akzo N.V.
    Inventors: Willem Eveleens, Johannes Spaans, Hendrik G. Wissink
  • Patent number: 4309562
    Abstract: .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: Grant
    Filed: April 15, 1977
    Date of Patent: January 5, 1982
    Assignee: Ishihara Sangyo Kaisha, Ltd.
    Inventors: Ryohei Takahashi, Kanichi Fujikawa, Isao Yokomichi, Sinzo Someya, Nobuyuki Sakashita
  • Patent number: 4309547
    Abstract: 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: Grant
    Filed: May 30, 1980
    Date of Patent: January 5, 1982
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Manfred Koch, Hans J. Nestler
  • Patent number: 4304936
    Abstract: 3-Phenoxy-.alpha.-phenoxy-alkancarboxylic acid derivatives of the formula ##STR1## are disclosed as possessing a surprising selective herbicidal activity. In the formula, Hal is a halogen atom, m is an integer 1, 2 or 3, Y is a hydrogen or halogen atom or the cyano group, Z is a halogen atom or the cyano group, R.sub.1 is hydrogen or C.sub.1 -C.sub.8 alkyl, and R is an acid function. Methods are disclosed for combatting weeds in mono- and dicotyledonous cultures such as cereals, corn, rice, soya and cotton, which comprise applying to the locus to be protected from weeds a dosage of from 0.1 to 10.0 kilograms per hectare of the above compounds.
    Type: Grant
    Filed: October 11, 1979
    Date of Patent: December 8, 1981
    Assignee: Ciba-Geigy Corporation
    Inventors: Otto Rohr, Georg Pissiotas, Beat Bohner, Kurt Burdeska
  • Patent number: 4303796
    Abstract: Prostaglandin-type compounds with a phenoxy or substituted-phenoxy substituent at the C-16 position are disclosed, with processes for making them. These compounds are useful for a variety of pharmacological purposes, including anti-ulcer, inhibition of platelet aggregation, increase of nasal patency, labor inducement at term, and wound healing.
    Type: Grant
    Filed: December 19, 1973
    Date of Patent: December 1, 1981
    Assignee: The Upjohn Company
    Inventor: Norman A. Nelson