Aldehyde Or Ketone Group In Acid Moiety Patents (Class 560/51)
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Patent number: 4551264Abstract: New polyhalogenoaromatic compounds of Formula I ##STR1## wherein Y and Z are each independently alkyl, alkoxy or alkanoyl each of 1 to 12 C atoms, --COOR.sup.1, --O--CO--R.sup.1, CN, NO.sub.2, NH.sub.2 or OH;Q is one or two identical or different radicals selected from Ph, Cy, 1,4-bicyclo[2,2,2]octylene or 1,3-dioxane-2,5-diyl;X.sup.1 to X.sup.4 are each independently H, F, Cl or Br;R.sup.1 is alkyl of 1 to 4 C atoms, Ph--R.sup.2 or Cy--R.sup.2 ;R.sup.2 is alkyl or alkoxy each of 1-12 C atoms or CN;Ph is 1,4-phenylene; and Cy is 1,4-cyclohexylene,can be used as components of liquid-crystal dielectrics.Type: GrantFiled: March 14, 1983Date of Patent: November 5, 1985Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Rudolf Eidenschink, Michael Romer, Georg Weber
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Patent number: 4547584Abstract: Novel 3-hydroxy-4-alkyloxyphenyl benzoates compounds particularly well suited as sweeteners in foodstuff.Type: GrantFiled: December 29, 1983Date of Patent: October 15, 1985Assignee: General Foods CorporationInventors: Jed A. Riemer, Paul R. Zanno, Ronald E. Barnett
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Patent number: 4544771Abstract: Halogenobiphenyl derivatives of Formula I ##STR1## wherein R.sup.1 and R.sup.2 are each alkyl or alkoxy in each case of 1-10 C atoms, Cy is 1,4-cyclohexylene, Ph is 1,4-phenylene, Q is --O--Cy-- or --O--Ph--, m and n are each 0 or 1 and X is F, Cl or Br, can be used as components of liquid crystal dielectrics for electrooptical display elements.Type: GrantFiled: February 8, 1985Date of Patent: October 1, 1985Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Michael Romer, Joachim Krause, Georg Weber
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Patent number: 4542233Abstract: Improvement in the process for preparing biaryl compounds via coupling of an arylamine with an arene in the presence of a nitrite, an acid and copper metal or a derivative thereof; the improvement is consisting in adding to the reaction mixture a trialkylorthoformate. The process may be used for preparing drugs such as Flurbiprofen and Xenbucin or intermediate compounds particularly useful for preparing Flurbiprofen, Flufenisal, Chlordimorin, Xenbucin, Xenysalate, Xenyhexenic acid and the like.Type: GrantFiled: July 20, 1983Date of Patent: September 17, 1985Assignee: Biaschim S.p.A.Inventors: Oreste Piccolo, Aldo Belli, Giovanni Villa, Enrico Zen, Attilio Citterio
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Patent number: 4537970Abstract: This invention relates to the preparation of esters or salts of aromatic or etheroaromatic acids having formula Y--Ar--CO--OR (I), where:Ar represents an aromatic group constituted by one or more benzene rings, optionally condensed, or an etheroaromatic nucleus optionally condensed with one or more benzene rings;Y represents from zero to more substituents, equal or different, chosen among a halogen; an alkyl group having up to 6 carbon atoms; an alkoxy group having up to 5 carbon atoms; an ester group --COOR', where R' contains up to 5 carbon atoms; a hydroxyl group; a phenyloxy group, optionally substituted with groups inert under reaction conditions; a trifluoromethyl group; a nitrile group; an amidic group (--CONH.sub.2); an acetamidic group (--NH--CO--CH.sub.3); or an acyl group --CO--R", where R" represents a hydrocarbon group having up to 8 carbon atoms;R represents an alkyl group R.sub.1 having up to 5 carbon atoms or an alkali metal or alkaline earth metal M.Type: GrantFiled: December 12, 1983Date of Patent: August 27, 1985Assignee: Montedison S.p.A.Inventors: Marco Foa, Franco Francalanci, Andrea Gardano, Elena Bencini
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Patent number: 4537906Abstract: Substituted phenylalkenoic acids and esters of the formula: ##STR1## having useful pharmaceutical activity are disclosed.Type: GrantFiled: December 6, 1982Date of Patent: August 27, 1985Assignee: Merck Frosst Canada, Inc.Inventors: Patrice C. Belanger, John W. Gillard
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Patent number: 4536515Abstract: Substituted phenylalkenoic acids and esters of the formula: ##STR1## having useful pharmaceutical activity are disclosed.Type: GrantFiled: December 6, 1982Date of Patent: August 20, 1985Assignee: Merck Frosst Canada, Inc.Inventors: Patrice C. Belanger, John W. Gillard
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Patent number: 4536344Abstract: Aryl halides are formylated with carbon monoxide and hydrogen in the presence of a noble metal catalyst, tertiary organic nitrogen compounds and phosphanes or phosphites.Type: GrantFiled: November 4, 1983Date of Patent: August 20, 1985Assignee: Bayer AktiengesellschaftInventors: Paul Fiedler, Rudolf Braden
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Patent number: 4524214Abstract: Esters of glyoxylic acids are formed by the oxidation of an organoglycolate ester using a hypohalide oxidizing agent, preferably under phase transfer conditions using a phase transfer catalyst. An example of a suitable oxidizing agent is sodium hypohalite, and a preferred starting material is methyl mandelate.Type: GrantFiled: November 3, 1983Date of Patent: June 18, 1985Assignee: Stauffer Chemical CompanyInventors: Mervin E. Brokke, Walter L. Magee, Jr.
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Patent number: 4518612Abstract: There are described compounds of formula I, ##STR1## in which Ra, Rb, Rc, Rd, Re, Rf and Rg, which may be the same or different, each represent hydrogen, amino, hydroxy, alkoxy, alkenyloxy, halogen, acyl, alkenyl, alkyl, or alkoxy substituted by phenyl,Rh is hydrogen, alkyl or --COOH.X is a hydrocarbon chain containing from 2 to 10 carbon atoms and optionally substituted by a hydroxy group,A has no significance or represents Y, OY, or SY and Y represents a C 1 to 4 hydrocarbon chain which is optionally substituted by alkyl C 1 to 4,E and G, which may be the same or different, each represent --O--, --S-- or --CH.sub.2 --, provided that at least one of E and G is --O-- or --S--,L, together with the carbon atoms to which it is attached, forms a benzene, furan, thiophene, pyrrole, or pyran-2-one ring,and pharmaceutically acceptable derivatives thereof.Type: GrantFiled: December 21, 1983Date of Patent: May 21, 1985Assignee: Fisons plcInventors: John R. Bantick, John Fuher, David N. Hardern, Thomas B. Lee
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Patent number: 4518415Abstract: Compounds useful as plant growth regulators and fungicides and having the formula ##STR1## and stereoisomers thereof, wherein W is --CH.dbd. or .dbd.N--; Q is optionally substituted aryl, especially optionally substituted phenyl, or optionally substituted aralkyl or alkyl; R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6, which may be the same or different, are H, optionally substituted alkyl, cycloalkyl, aralkyl or phenyl; R.sup.7 and R.sup.8 are H, alkyl or optionally substituted phenyl; and acid addition salts and metal complexes thereof, and processes and intermediates for their preparation.Type: GrantFiled: January 21, 1983Date of Patent: May 21, 1985Assignee: Imperial Chemical Industries PLCInventors: Anthony F. Marchington, Timothy Lewis, John M. Clough, Paul A. Worthington, John Dalziel
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Patent number: 4517202Abstract: Prostaglandin analogues of the general formula: ##STR1## (wherein R.sup.1 represents a hydrogen atom or a straight- or branched-chain alkyl group, Y.sup.1 represents a carbonyl or hydroxymethylene group, represents a single or double bond, A.sup.1 represents an alkylene linkage containing 2 or 3 carbon atoms and optionally bearing a methyl or ethyl substituent, R.sup.2 represents a hydrogen atom or a methyl or ethyl group and R.sup.3 represents a hydrogen atom or else R.sup.2 and R.sup.3 form an alkylene linkage containing 2 or 3 carbon atoms, optionally bearing a methyl or ethyl substituent, such that the symbols A.sup.1, R.sup.2 and R.sup.3, together with the carbon atoms through which they are connected, form a cycloalkyl ring of 6, 7 or 8 carbon atoms, optionally bearing one or two methyl or ethyl substituents, X.sup.1 represents an ethylene or trans-vinylene group, Y.sup.2 represents a carbonyl or hydroxymethylene group, and either (i) A.sup.Type: GrantFiled: May 26, 1983Date of Patent: May 14, 1985Assignee: May & Baker LimitedInventors: Clive W. Bird, Helene I. Butler, Michael P. L. Caton, Edward C. J. Coffee, Geoffrey Darnbrough, Terance W. Hart
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Patent number: 4514416Abstract: Amidino compounds represented by the formula (I) ##STR1## and pharmaceutically acceptable acid addition salts thereof are novel compounds and are useful as powerful antitrypsine, antiplasmin, antikallikrein and anti-thrombin agents. Having strong anti-Cl (Clr, Cls) activities and an anticomplement activity, they are also useful as anticomplement agents. These amidino compounds are prepared by usual esterification of carboxylic acid compounds represented by the formula (II)R.sub.1 --COOH (II)with amidinophenol compound (III) and, if necessary, can be transformed into pharmaceutically acceptable acid addition salts thereof.Type: GrantFiled: May 21, 1984Date of Patent: April 30, 1985Assignee: Torii & Co. Ltd.Inventors: Setsuro Fujii, Takashi Yaegashi, Toyoo Nakayama, Yojiro Sakurai, Shigeki Nunomura, Toshiyuki Okutome
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Patent number: 4508784Abstract: The invention relates to novel 4-styryl-4'-vinylbiphenyls of the formula ##STR1## wherein the benzene rings A, B and C can carry non-chromophoric substituents and R.sub.3 is a second order non-chromophoric substituent, and R.sub.4 is hydrogen or a non-chromophoric substituent which cannot be a second order substituent, and also a process for obtaining them. These novel compounds can be used as fluorescent whitening agents for treating organic material of high molecular weight, preferably textile material, most preferably polyester fibres. The invention also discloses novel intermediates of the formula ##STR2## wherein A, B and C are as defined above, which are formed during the production of the novel 4-styryl-4'-vinylbiphenyls, and also a process for obtaining them.Type: GrantFiled: January 23, 1984Date of Patent: April 2, 1985Assignee: Ciba Geigy CorporationInventor: Leonardo Guglielmetti
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Patent number: 4504413Abstract: Carbonyl derivatives of acetaminophen are provided for use in homogeneous enzyme immunoassays for acetaminophen. The derivatives are conjugated to antigenic substances for the preparation of antisera specific to acetaminophen, and to enzymes for the preparation of enzyme conjugates which compete with acetaminophen for antibody binding sites in a typical assay.Type: GrantFiled: November 17, 1983Date of Patent: March 12, 1985Assignee: Syva CompanyInventor: Pyare Khanna
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Patent number: 4501895Abstract: This invention relates to novel compounds for preventing or retarding the degradation of elastin or other proteins and therefore preventing or retarding the disease states caused by said degradation, of the formula: ##STR1## or its pharmacologically acceptable salts. The invention also relates to novel methods and intermediates for making the compounds. The intermediate compound being of the formula: ##STR2## wherein R.sub.2 is (a) halogen; or(b) trifluoromethyl;wherein R.sub.3 is(a) --C(O)R.sub.4 ;(b) --CH(OH)R.sub.4 ;(c) --CH.sub.2 R 4; or(d) --CH.dbd.CHR.sub.4 ;wherein R.sub.4 is alkyl or 13 to 25 carbon atoms inclusive, and the pharmacologically acceptable base addition salts thereof.Type: GrantFiled: July 2, 1984Date of Patent: February 26, 1985Assignee: G.D. Searle & Co.Inventors: Richard A. Mueller, Richard A. Partis
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Patent number: 4499013Abstract: Certain fatty acids, esters and alcohol derivatives useful as electrical tree and water tree resistant compounds in polymer compositions are disclosed.Type: GrantFiled: August 17, 1983Date of Patent: February 12, 1985Assignee: National Distillers and Chemical CorporationInventors: Anthony Barlow, Irwin S. Schlossman, Robert E. Borgerding
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Patent number: 4490388Abstract: Amidino compounds represented by the formula (I) ##STR1## and pharmaceutically acceptable acid addition salts thereof are novel compounds and are useful as powerful antitrypsine, antiplasmin, antikallikrein and anti-thrombin agents. Having strong anti-Cl (Clr, Cls) activities and an anticomplement activity, they are also useful as anticomplement agents. These amidino compounds are prepared by usual esterification of carboxylic acid compounds represented by the formula (II)R.sub.1 --COOH (II)with 4-(.beta.-amidinoethenyl)phenol represented by the formula (III) ##STR2## and, if necessary, can be transformed into pharmaceutically acceptable acid addition salts thereof.Type: GrantFiled: February 22, 1982Date of Patent: December 25, 1984Assignee: Torii & Co., Ltd.Inventors: Setsuro Fujii, Takuo Aoyama, Yojiro Sakurai, Toyoo Nakayama, Shigeki Nunomura, Takashi Yaegashi, Toshiyuki Okutome
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Patent number: 4487776Abstract: The invention relates to azolyl-phenoxy-tetrahydrofuran-2-ylidene-methanes defined herein under formula (I). Also included in the invention are compositions containing said compounds of formula (I) and methods for the use of such compounds and compositions as antimycotic agents. The invention further includes methods for the manufacture of the compounds of formula (I).Type: GrantFiled: January 27, 1983Date of Patent: December 11, 1984Assignee: Bayer AktiengesellschaftInventors: Hans-Ludwig Elbe, Manfred Jautelat, Karl H. Buchel, Klaus Schaller, Manfred Plempel
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Patent number: 4483868Abstract: Diseases and ailments accompanied by gastric and gastroduodenal lesions treated by administering a compound of the formula (I) ##STR1## in which R represents hydrogen or alkyl containing 1 to 5 carbon atoms and R.sub.1 and R.sub.2, identical or different, both represent alkoxy containing 1 to 3 carbon atoms, or both represent halogen, or R.sub.1 represents hydrogen and R.sub.2 represents halogen, nitro or trifluoromethyl, or R.sub.1 and R.sub.2 form a methylenedioxy group at adjacent carbon atoms, as well as pharmaceutically acceptable salts thereof, particularly alkali metal, alkaline earth metal, or amine salts of said acid.Type: GrantFiled: April 23, 1981Date of Patent: November 20, 1984Assignee: Roussel UclafInventors: Yani Christidis, Robert Fournex, Colette Tournemine
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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: 4469885Abstract: This invention relates to novel compounds for preventing or retarding the degradation of elastin or other proteins and therefore preventing or retarding the disease states caused by said degradation, of the formula: ##STR1## or its pharmacologically acceptable salts. The invention also relates to novel methods and intermediates for making the compounds.Type: GrantFiled: May 9, 1983Date of Patent: September 4, 1984Assignee: G. D. Searle & Co.Inventors: Richard A. Mueller, Richard A. Partis
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Patent number: 4461912Abstract: Phenylacetic derivatives of formula (I): ##STR1## (wherein R represents a hydrogen atom or a C.sub.1 -C.sub.3 alkyl group and n represents an integer from 1 to 3) and salts and esters thereof have analgesic, antipyretic and anti-inflammatory activity and may be prepared by reducing the corresponding acid or ester having an oxo group at the 2-position of the cycloalkylidene ring system and, if necessary, salifying the resulting product.Type: GrantFiled: December 6, 1982Date of Patent: July 24, 1984Assignee: Sankyo Company LimitedInventors: Atsusuke Terada, Shunji Naruto, Eiichi Misaka
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Patent number: 4458091Abstract: Novel bicyclo [2,2,1] heptanes and hept-2Z-enes are substituted at the 5-position by a 6-carboxyhex-2-enyl group or a modification thereof, and at the 6-position by an aldoxime or ketoxime group which is O-substituted by an aliphatic hydrocarbon residue, an aromatic residue, or an aliphatic hydrocarbon residue substituted directly or through an oxygen or sulphur atom by an aromatic residue. Such compounds may be prepared by the action of an oximating agent on an intermediate which is substituted at the 6-position by an aldehydic or ketonic carbonyl group. The compounds are of value for use in pharmaceutical compositions particularly in the context of the inhibition of thromboxane activity.Type: GrantFiled: September 30, 1982Date of Patent: July 3, 1984Assignee: National Research Development CorporationInventors: Robert L. Jones, Norman H. Wilson
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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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Patent number: 4443626Abstract: Novel 2,3-dihydro-indene derivatives having remarkable anti-inflammatory effects and represented by the following formula ##STR1## wherein R.sup.1 and R.sup.2 are each a hydrogen atom, halogen atom, nitro group, lower alkyl group or lower alkyloxy group with the proviso that R.sup.1 and R.sup.2 do not take a hydrogen atom at the same time, and n is an integer of 2-4.Type: GrantFiled: June 7, 1982Date of Patent: April 17, 1984Assignee: Hisamitsu Pharmaceutical Co., Inc.Inventors: Kanji Noda, Akira Nakagawa, Kenji Yamagata, Yoichi Nakashima, Masayoshi Tsuji, Tetsuo Aoki, Hiroyuki Ide
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Patent number: 4439618Abstract: Optically active methyl esters of arylpropionic acids are prepared by reaction of the corresponding vinylaromatic compounds with carbon monoxide and methyl alcohol in the presence of a palladium catalyst system consisting of a palladium compound associated with optically active diphenyl-neomenthylphosphine and with trifluoroacetic acid, at substantially atmospheric pressure and at a temperature comprised between 20.degree. and 80.degree. C. There is dealt with particular regioselective and enantioselective catalysis conditions.The products obtained consist of esters of arylpropionic acids or of the corresponding acids obtainable from them, and are useful intermediates in the synthesis of organic compounds, particularly of pharmaceutical products.Type: GrantFiled: August 5, 1982Date of Patent: March 27, 1984Assignee: Montedison S.p.A.Inventors: Giuseppe Cometti, Gian P. Chiusoli
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Patent number: 4421739Abstract: The invention provides compounds which are particularly valuable for use as the active ingredient in sun tan lotions and creams and the like. These compounds have the general formula: ##STR1## in which Y denotes hydrogen or the radical SO.sub.3 H or a salt thereof with an organic or inorganic base, and Z denotes the radical --CH.sub.2 Br or --CHBrBr or a radical Z' which denotes the radical --CH.sub.2 I, --CH.sub.2 R, --CHR'R', --CHO or --COOR", in which R denotes --NR.sub.1 R.sub.2, --N.sup.+ R.sub.1 R.sub.2 R.sub.3, --OR.sub.4, --OCOR.sub.5, --SR.sub.6, --CN, -COOR" or --SSO.sub.3 Na, in which R.sub.1 and R.sub.2 independently denote hydrogen, C.sub.1-18 alkyl or hydroxyalkyl, or R.sub.1 and R.sub.2, together with the nitrogen atom to which they are attached, denote a heterocyclic ring, R.sub.3 denotes C.sub.1-4 alkyl or hydroxyalkyl or sulphonatopropyl, R.sub.4 denotes hydrogen, alkyl, polyoxyethylene, aryl which is optionally substituted, menthyl or dialkylaminoalkyl, R.sub.Type: GrantFiled: March 14, 1978Date of Patent: December 20, 1983Assignee: L'OrealInventors: Claude Bouillon, Charles Vayssie
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Patent number: 4421927Abstract: The present invention relates to a new cinnamoyl-cinnamic acid derivative selected from the group constituted by:(i) the m-cinnamoyl-cinnamic acid derivatives of formula ##STR1## in which: X.sub.o,X.sub.1,X.sub.2,X.sub.3,X.sub.4, which are identical or different, each represent an atom of hydrogen, a halogen, a lower alkyl group, a lower alkoxy group, the group NRR' (where R and R' identical or different, each represent an atom of hydrogen or a lower alkyl group), the group NO.sub.2, CF.sub.3 or OH;R.sub.1 represents an atom of hydrogen or a lower alkyl group;R.sub.2 represents an atom of hydrogen or the methyl group;Y represents a group OH, OR.sub.3 (where R.sub.3 is a lower alkyl group), NRR' (where R and R' are defined as hereinabove) or the group O(CH.sub.2).sub.n NR.sub.4 R.sub.5 (where n is an integer of value 1 to 5--and preferably 2 or 3)--; and R.sub.4 and R.sub.Type: GrantFiled: October 22, 1981Date of Patent: December 20, 1983Assignee: Societe de Recherches Industrielles (S.O.R.I.)Inventor: Francois Picart
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Patent number: 4417053Abstract: A process for preparing substituted glyoxylic acid derivatives by oxidizing with a molecular oxygen containing gas an amide or ester of a hydroxy acid in the presence of a catalytic amount of a cobalt compound.Type: GrantFiled: November 12, 1981Date of Patent: November 22, 1983Assignee: Stamicarbon B.V.Inventors: Antonius Corvers, Cornelis W. van den Broek, Geertrudes H. Suverkropp
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Patent number: 4410716Abstract: Novel compounds, dibenzo[a,d]cycloheptene derivatives, of the general formula ##STR1## wherein R.sub.1 represents a hydrogen atom, a halogen atom or a lower alkyl group, R.sub.2 and R.sub.3 each represent a hydrogen atom or a lower alkyl group, and Z represents a group of the formula ##STR2## These novel compounds are useful as non-steroidal anti-inflammatory agents free from gastrointestinal lesions. The compounds of formula (I) can be prepared, for example, by cyclizing a compound of the general formula ##STR3## wherein R.sub.1 and R.sub.2 are as defined above, X represents a hydroxyl group or a halogen atom, one Y represents a group of the formula --CH.sub.2 COX and the other Y represents a hydrogen atom; optionally hydrolyzing the cyclized product; and optionally esterifying the product, and/or etherifying its enol group.Type: GrantFiled: September 24, 1980Date of Patent: October 18, 1983Assignee: Toa Eiyo Kagaku Kogyo Co. Ltd.Inventors: Tetsutaro Hayasaka, Kuniro Saito, Sen-ichi Narita, Takao Goto, Shin-ichi Yamada, Teruo Saito, Kazuyoshi Okutani
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Patent number: 4407757Abstract: 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: December 31, 1980Date of Patent: October 4, 1983Assignee: Takeda Chemical Industries, Ltd.Inventors: Hiroshi Morimoto, Isuke Imada, Masazumi Watanabe, Mitsuru Kawada
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Patent number: 4403100Abstract: The present invention provides novel (11R)-11-deoxy-11-alkyl-6-oxo-prostaglandins which are useful for curing and preventing duodenal ulcers and for preventing or treating gastrointestinal cell damage caused by the use of other pharmacological agents.Type: GrantFiled: October 30, 1981Date of Patent: September 6, 1983Assignee: The Upjohn CompanyInventor: Douglas R. Morton, Jr.
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Patent number: 4402862Abstract: The invention relates to the stabilization against water uptake of hygroscopic salts useful as catalysts by formation of anhydrous adducts with particulate support materials in order to facilitate manipulation and storage. The adducts comprise a particulate support material and a hygroscopic salt of a species of formula R.sup.1 R.sup.2 R.sup.3 R.sup.4 N, R.sup.1 R.sup.2 R.sup.3 R.sup.4 P, R.sup.1 R.sup.2 R.sup.3 R.sup.4 As, wherein R.sup.1 R.sup.4 which may be identical or different represent hydrogen or alkyl or aryl groups, or of Li, Na, K, Rb, Cs, Be, Mg, Ca, Sr, Ba, Cu.Type: GrantFiled: May 20, 1982Date of Patent: September 6, 1983Assignee: National Research Development CorporationInventor: James H. Clark
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Patent number: 4400534Abstract: Compounds of formula (I): ##STR1## its salts, and resolved forms thereof, especially the compound of formula (II): ##STR2## and its salts are new analgesic and/or anti-inflammatory agents. The agents are prepared by resolution at the 2-position of a suitable starting material such as the compound (IV): ##STR3## or an optionally partly resolved form thereof, with subsequent reduction and optional resolution to give the trans form.Type: GrantFiled: December 17, 1981Date of Patent: August 23, 1983Assignee: Sankyo Company, LimitedInventors: Atsusuke Terada, Eiichi Misaka
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Patent number: 4396552Abstract: Metal mercaptides of the formula ##STR1## wherein Me is a metal, oxometal, alkoxymetal or organo-metal cation from the 1st-5th group of the periodic system, n is 0, 1 or 2, m is an integer from 1 to 4, R.sup.1 is hydrogen, alkyl, acyloxymethyl or alkoxymethyl, R.sup.2 is a sterically hindered phenol group, and R.sup.3 is a monovalent organic radical, are stabilizers for organic materials which are sensitive to heat and oxygen. They can be used in particular as stabilizers for chlorine-containing thermoplasts, for elastomers and for lubricants. Preferred cations are organotin cations.Type: GrantFiled: January 28, 1981Date of Patent: August 2, 1983Assignee: Ciba-Geigy CorporationInventors: Gerrit Knobloch, Wolfgang Wehner, Hermann O. Wirth
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Patent number: 4390702Abstract: A 3-substituted-3-fluoropyruvic acid and its ester and salt of the formula: ##STR1## wherein R is a lower alkyl group, a lower alkanoyl group, a fluorinated lower alkanoyl group, a substituted or unsubstituted phenyl group or a substituted or unsubstituted pyridyl group and R' is a hydrogen atom, an ester-forming residue or a salt-forming residue, and their production.Type: GrantFiled: December 29, 1980Date of Patent: June 28, 1983Assignees: Daikan Kogyo Co., Ltd., Shionogi and Co., Ltd.Inventors: Susumu Misaki, Masahiro Suefuji, Tadahiko Tsushima, Hiroshi Tanida
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Patent number: 4381360Abstract: 1,3-Dicarbonyl compounds are provided having the formula: ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are defined in the description as well as metal and organotin enolate salts thereof.The compounds are effective in enhancing the resistance to deterioration by heat and light of polyvinyl halide resins.Type: GrantFiled: January 14, 1981Date of Patent: April 26, 1983Assignee: Phoenix Chemical CorporationInventors: William E. Leistner, Motonobu Minagawa, Kouji Tsuruga, Masashi Harada
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Patent number: 4376866Abstract: New process for making esters of .alpha.-hydroxymethylene arylacetic acid from the corresponding arylacetic acid ester by conversion with an alkali alcoholate and carbon monoxide. The resulting hydroxy methylene compound can be obtained from the resulting alkali salt by release with an acid.Type: GrantFiled: January 27, 1982Date of Patent: March 15, 1983Assignee: Dynamit Nobel AGInventors: Fritz Englaender, Moustafa El-Chahawi, Wilhelm Vogt
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Patent number: 4374293Abstract: Allylbenzene is converted to indene by means of a tungsten-containing catalyst.Type: GrantFiled: August 14, 1981Date of Patent: February 15, 1983Assignee: The Standard Oil Co.Inventors: J. D. Burrington, R. K. Grasselli, C. T. Kartisek
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Patent number: 4374261Abstract: 1-Ethyl-1,4-dihydro-6-(2-naphthyl)-4-oxonicotinic acid and C.sub.1-6 -alkyl esters thereof as well as their alkali metal, alkaline earth metal or ammonium salts are described. The foregoing compounds are useful as central nervous system stimulants. Also described are 1-ethyl-6-(2-naphthyl)-4-oxo-1,4,5,6-tetrahydronicotinic acid and C.sub.1-6 -alkyl esters thereof, which are useful as intermediates.Type: GrantFiled: October 28, 1981Date of Patent: February 15, 1983Assignee: Hoffmann-La Roche Inc.Inventor: Alexander E. Wick
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Patent number: 4371547Abstract: 2-Benzylideneglutaraldehydes of the formula ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 independently are hydrogen or a substituent selected from the group consisting of halo, lower-alkyl, phenyl, carboxy, lower-alkoxycarbonyl, phenoxycarbonyl, aminocarbonyl, hydroxysulfonyl, nitro, cyano, hydroxy, lower-alkoxy and phenoxy, a method of use thereof as disinfectants, disinfectant compositions comprising them, and 2,6-dialkoxy-3-(.alpha.-alkoxybenzyl)tetrahydropyrans of the formula ##STR2## where R.sup.1, R.sup.2 and R.sup.3 are as defined above and R.sup.4 and R.sup.5 independently are alkyl of one to four carbon atoms, which are intermediates for their preparation are disclosed.Type: GrantFiled: August 21, 1981Date of Patent: February 1, 1983Assignee: Sterling Drug Inc.Inventors: Wolfgang Munzenmaier, Heinz Eggensperger, Helmut H. Ehlers, Wolfgang Beilfuss, Lothar Bucklers, Hans-Peter Harke
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Patent number: 4368332Abstract: Novel bicyclo [2,2,1] heptanes and hept-2Z-enes are substituted at the 5-position by a 6-carboxyhex-2-enyl group or a modification thereof, and at the 6-position by an aldoxime or ketoxime group which is O-substituted by an aliphatic hydrocarbon residue, an aromatic residue, or an aliphatic hydrocarbon residue substituted directly or through an oxygen or sulphur atom by an aromatic residue. Such compounds may be prepared by the action of an oximating agent on an intermediate which is substituted at the 6-position by an aldehydic or ketonic carbonyl group. The compounds are of value for use in pharmaceutical compositions particularly in the context of the inhibition of thromboxane activity.Type: GrantFiled: September 3, 1980Date of Patent: January 11, 1983Assignee: National Research Development CorporationInventors: Robert L. Jones, Norman H. Wilson
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Patent number: 4367176Abstract: The present invention concerns diesters of polyethylene glycols (with n ranging between 4 approximately and 100 approximately) with 2-arylpropionic acids (known as anti-inflammatory agents). These esters, while possessing all the characteristics of low toxicity and gastric injuring effects shown by the related acids, differ advantageously from the latter because their anti-inflammatory activity is much more prolonged, and their bio-availability markedly better.Type: GrantFiled: February 11, 1981Date of Patent: January 4, 1983Assignee: Ausonia Farmaceutici s.r.l.Inventors: Paolo Ferruti, Ferdinando Danusso, Maria C. Tanzi, Giuseppe Quadro
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Patent number: 4365076Abstract: Novel 4-(2-oxo-1-cycloalkylidenemethyl)phenylacetic acid derivatives and non-toxic pharmaceutically acceptable salts thereof are useful as anti-inflammatory agents.The compounds may be prepared by reacting a p-formylphenylacetic acid ester derivative with an enamine of cycloalkanone and hydrolyzing the resulting product, or with a cycloalkanone in the presence of a base.Type: GrantFiled: October 14, 1980Date of Patent: December 21, 1982Assignee: Sankyo Company LimitedInventors: Atsusuke Terada, Shigeru Tanaka, Eiichi Misaka
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Patent number: 4365075Abstract: Prostaglandin analogs with the following cyclopentane ring structure: ##STR1## are disclosed along with intermediates useful in their preparation and processes for their preparation. These analogs are useful for the same pharmacological purposes as the prostaglandins, particularly and especially as blood platelet aggregation inhibitors.Type: GrantFiled: December 30, 1976Date of Patent: December 21, 1982Assignee: The Upjohn CompanyInventor: Douglas R. Morton, Jr.
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Patent number: 4358409Abstract: Styryl-cyclopropane derivatives of the formula ##STR1## in which R.sup.9 represents independently of one another when n=2, halogen, cyano, nitro, or an optionally halogen-substituted alkyl, alkoxy, alkylthio or alkylenedioxy radical,n represents zero, 1, 2, 3, 4 or 5,R.sup.10 represents hydrogen or halogenandY represents acetyl, cyano or carbamoyl, are produced by reacting a benzylphosphonic acid ester of the formula ##STR2## in which R.sup.4 each independently represents alkyl or phenyl or together represent alkylene, with a formylcyclopropane derivative of the formula ##STR3## or by reacting an .alpha.-hydroxyphosphonic acid ester of the formula ##STR4## with an olefinating agent of the formula ##STR5## in which Z' represents a phosphorus-containing radical ##STR6## wherein R.sup.5 and R.sup.6 are identical or different and individually represent alkyl, phenyl, alkoxy or pehnoxy or R.sup.5 and R.sup.6 together represent alkanedioxy,R.sup.Type: GrantFiled: April 16, 1980Date of Patent: November 9, 1982Assignee: Bayer AktiengesellschaftInventors: Hellmut Hoffmann, Fritz Maurer, Uwe Priesnitz, Hans-Jochem Riebel
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Patent number: 4351842Abstract: Compounds of the general formula: ##STR1## in which A is a benzene ring or a carbocyclic aromatic group consisting of two or three fused benzene rings, the group A being linked to the nitrogen containing ring at two adjacent carbon atoms and the benzene ring or each benzene ring optionally carrying one or more substituents which may be the same or different, and may be alkyl, aryl, halo, hydroxy, acyloxy or alkoxy, or two adjacent positions in a ring may be substituted so as to form a methylene dioxy group (--O--CH.sub.2 --O--);R.sub.1 and R.sub.2 which may be the same or different, each represent hydrogen; an alkyl group which contains 1 to 6 carbon atoms and which may be substituted; a hydroxycarbonyl or an alkoxycarbonyl group; andone of R.sub.3 and R.sub.4 represents hydrogen, an alkyl group which contains 1 to 6 carbon atoms and which may be substituted, or a hydroxy, alkoxy, hydroxycarbonyl or alkoxycarbonyl group and the other of R.sub.3 and R.sub.Type: GrantFiled: July 21, 1980Date of Patent: September 28, 1982Assignee: Glaxo Laboratories LimitedInventor: Richard J. Coles
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Patent number: 4339383Abstract: The invention relates to alkanolamido-.beta.-carboxylic acid esters of the formula I ##STR1## A full definition of the above formula will be found in claim 1 of the specification. These compounds are useful stabilizers for chlorinated thermoplastics.Type: GrantFiled: July 2, 1980Date of Patent: July 13, 1982Assignee: Ciba-Geigy CorporationInventors: Wolfgang Wehner, Klaus-Peter Michaelis, Rainer Schneider
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Patent number: 4336397Abstract: 2,4-Dioxo-4-substituted-1-butanoic acid derivatives of the formula: ##STR1## where R is hydrogen or C.sub.1-4 alkyl; andL is a lipophilic group consisting essentially of: ##STR2## where R.sup.1 and R.sup.2 are each independently selected from the group consisting of (a) hydrogen; (b) C.sub.4-12 straight or branched chain alkyl; (c) C.sub.4-7 cycloalkyl; and (d) tetrahydronaphthyl; provided that R.sup.1 and R.sup.2 may not both be hydrogen; and when one of R.sup.1 or R.sup.2 is tetrahydronaphthyl, the other must be some other substituent; and that positions 2 and 6 of the substituted phenyl moiety may not be substituted; and ##STR3## where R.sup.1, and R.sup.2 have the same meaning as above except tetrahydronaphthyl;R.sup.3 is bromine, chlorine, or fluorine;m is 0 to 3;or a pharmaceutically acceptable salt thereof.Type: GrantFiled: December 29, 1980Date of Patent: June 22, 1982Assignee: Merck & Co., Inc.Inventors: Edward J. Cragoe, Jr., Arthur A. Patchett, Clarence S. Rooney, Haydn W. R. Williams