Chalcogen Bonded Directly To The Oxazine Ring Patents (Class 544/92)
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Patent number: 4446319Abstract: Novel aminocyclitols, namely the compounds of the formula ##STR1## wherein X is hydroxyl group, a halogen or an acyloxy group; Y is hydrogen or a halogen; and OR.sup.1 is an optionally protected hydroxyl group; and their production.These aminocyclitols are important intermediates for preparing valiolamine having .alpha.-glucosidase inhibitory activity.Type: GrantFiled: April 26, 1982Date of Patent: May 1, 1984Assignee: Takeda Chemical Industries, Ltd.Inventors: Satoshi Horii, Hiroshi Fukase
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Patent number: 4443598Abstract: Intermediates for preparing an antibacterial 1-dethia-1-oxacephalosporins which are represented by the following formula: ##STR1## wherein R is a monovalent group (minus the carbonyl) from an acyl derived from a carboxylic or carbonic acid;Y.sup.1 is a divalent group of the following formula: ##STR2## wherein COB is carboxy or protected carboxy;X is hydrogen or a nucleophilic group; andZ is a leaving groupare prepared from a compound of the following formula: ##STR3## wherein R and Y.sup.1 are as defined above by the action of an acid. The new compounds of this invention shown by the following formula: ##STR4## wherein A is amino or substituted amino;E is hydrogen or methoxy; andY is a divalent group of the following formula: ##STR5## in which COB, X, and Z are as defined above are convertible into other compounds of the same formula by applying conventional methods in .beta.-lactam chemistry.Type: GrantFiled: May 4, 1982Date of Patent: April 17, 1984Assignee: Shionogi & Co., Ltd.Inventors: Mitsuru Yoshioka, Uyeo Shoichiro, Yoshio Hamashima, Ikuo Kikkawa, Teruji Tsuji, Wataru Nagata
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Patent number: 4363651Abstract: 4H-3,1-Benzoxazine derivatives of the formula ##STR1## where R.sup.1, R.sup.2 and Y have the meanings given in the description, and their use for controlling undesired plant growth.Type: GrantFiled: September 25, 1981Date of Patent: December 14, 1982Assignee: BASF AktiengesellschaftInventors: Gerhard Hamprecht, Bruno Wuerzer
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Patent number: 4344945Abstract: New piperidine derivatives which have a useful pharmacological activity such as hypotensive activity are prepared.Type: GrantFiled: March 9, 1981Date of Patent: August 17, 1982Assignee: Kyowa Hakko Kogyo Co., Ltd.Inventors: Masayuki Teranishi, Hiroyuki Obase, Haruki Takai, Kazuhiro Kubo, Yutaka Kasuya
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Patent number: 4341778Abstract: The invention relates to compounds of general formula I ##STR1## (wherein R.sub.1 and R.sub.2, which may be the same or different, each represents a hydrogen atom or a (C.sub.1 -C.sub.4) alkyl group;R.sub.3 and R.sub.4, which may be the same or different, each represents a hydrogen, fluorine or chlorine atom or a hydroxy, methyl, ethyl or (C.sub.1 -C.sub.4) alkoxy group, or R.sub.3 together with R.sub.4 represents a methylenedioxy group;R.sub.5 and R.sub.6, which may be the same or different, each represents a hydrogen atom or a methyl group;R.sub.7 represents a group of formula ##STR2## R represents a hydrogen atom or a (C.sub.1 -C.sub.4) alkyl group; R.sub.8 represents a fluorine or chlorine atom or a (C.sub.1 -C.sub.4) alkyl, (C.sub.1 -C.sub.4) alkylthio, hydroxymethyl, CONHR.sub.11, SO.sub.2 NHR.sub.11, OR.sub.12, methoxycarbonyl, ethoxycarbonyl or NHSO.sub.2 CH.sub.3 group;R.sub.9 represents a hydrogen, fluorine or chlorine atom or a OR.sub.12 group;R.sub.Type: GrantFiled: July 6, 1981Date of Patent: July 27, 1982Assignee: C. H. Boehringer SohnInventors: Anton Mentrup, Kurt Schromm, Ernst-Otto Renth, Wolfgang Hoefke, Wolfram Gaida, Ilse Streller, Armin Fugner
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Patent number: 4321371Abstract: Substituted N-benzoylanthranilic acid derivatives of the formula I ##STR1## and their anhydro compounds, of the formula II ##STR2## where R.sup.1 is substituted phenyl,R.sup.2 is hydrogen, nitro, cyano or halogen,X is hydrogen, halogen, nitro or cyano, or is alkyl, haloalkyl, alkoxy, haloalkoxy, haloalkylmercapto or alkylmercapto, each of 1 to 4 carbon atoms, andY is --OR.sup.6 or ##STR3## where R.sup.6 is hydrogen, or is alkyl, alkenyl or alkynyl each of up to 4 carbon atoms, or is one equivalent of an alkaline earth metal cation, of an alkali metal cation or of an ammonium ion which is unsubstituted or is substituted by alkyls of 1 to 4 carbon atoms, andR.sup.7 and R.sup.8 independently of one another are hydrogen or alkyl of 1 to 4 carbon atoms, herbicides containing these compounds, and processes for controlling undesired plant growth by means of these compounds.Type: GrantFiled: August 15, 1980Date of Patent: March 23, 1982Assignee: BASF AktiengesellschaftInventors: Adolf Parg, Bruno Wuerzer, Gerhard Hamprecht
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Patent number: 4315766Abstract: 4H-3,1-Benzoxazine derivatives of the formula ##STR1## where R.sup.1, R.sup.2 and Y have the meanings given in the specification, and their use for controlling unwanted plant growth in numerous crops, such as cereals, Indian corn, soybeans and cotton.Type: GrantFiled: April 8, 1980Date of Patent: February 16, 1982Assignee: BASF AktiengesellschaftInventors: Gerhard Hamprecht, Bruno Wuerzer
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Patent number: 4314078Abstract: Preparation of a compound of the following formula (I): ##STR1## wherein R.sup.1 is alkyl of 1 to 12 carbons, from the compound of the following formula (II): ##STR2## by the steps of coupling (II) with 3,4-dichlorobenzotrifluoride; reacting the --NH.sub.2 and COOH groups with a COX.sub.2 compound, X being a leaving group, to produce a heterocycle; opening the heterocycle with an alkanesulphonamide; and oxidizing the resultant --NH.sub.2 group to an --NO.sub.2 to yield a compound of formula (I). Novel intermediates are also described. Compounds of formula (I) are useful as selective pre- and post-emergent herbicides.Type: GrantFiled: April 2, 1981Date of Patent: February 2, 1982Assignee: ICI Americas Inc.Inventors: Walter M. Kruse, John F. Stephen
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Patent number: 4313000Abstract: The invention comprises the preparation of a compound of the following formula (I): ##STR1## wherein R.sup.1 is alkyl of 1 to 12 carbons, from the compound of the following formula (II): ##STR2## by the steps of coupling (II) with 3,4-dichlorobenzotrifluoride; reacting the --NH.sub.2 group with an XCOOR compound, X being a leaving group with R an organic moiety; oxidizing the --CH.sub.3 group to a --COOH group; cyclization to produce a heterocycle with loss --OR; opening the heterocycle with an alkanesulphonamide; and oxidizing the resultant --NH.sub.2 group to an NO.sub.2 to yield a compound of formula (I). Novel intermediates are also described. Compounds of formula (I) are useful as selective pre- and post-emergent herbicides.Type: GrantFiled: April 2, 1981Date of Patent: January 26, 1982Assignee: ICI Americas Inc.Inventors: Walter M. Kruse, John F. Stephen
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Patent number: 4301283Abstract: A process for preparing 2-oxo-dihydrobenzo[d][1,3]oxazines (also named 1,4-dihydro-2H-3,1-benzoxazin-2-ones) which process comprises treating a suspension or solution of a 2-carbamoyl-benzyl alcohol in a substantially water-immiscible organic medium with aqueous alkaline hypochlorite or hypobromite having a pH of at least 11 in the presence of a phase transfer catalyst; and conversion of the 2-oxo-dihydrobenzo[d][1,3]oxazines to corresponding 2-amino-benzyl alcohols which are useful as intermediates in the production of dyes, pharmaceuticals and herbicides.Type: GrantFiled: September 10, 1980Date of Patent: November 17, 1981Assignee: Sterling Drug Inc.Inventors: John G. Thorpe, Peter G. Urben
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Patent number: 4295875Abstract: New tetrahydro-1,3-oxazines of the formula ##STR1## where R denotes linear or branched haloalkyl of up to 3 carbon atoms, R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are identical or different and each denotes hydrogen or linear or branched alkyl of up to 3 carbon atoms, R.sup.6 denotes hydrogen or linear or branched alkyl of up to 8 carbon atoms, R.sup.7 denotes hyrogen, linear or branched alkyl of up to 8 carbon atoms, alkoxyalkyl of up to 6 carbon atoms or dialkoxyalkyl of up to 8 carbon atoms, and R.sup.6 and R.sup.7 may together form a methylene chain of 4 or 5 carbon atoms.The compounds are antagonistic agents and, as such, increase the tolerance of herbicidal acetanilides by crop plants. Herbicidal agents containing the tetrahydro-1,3-oxazines in combination with haloacetanilides are suitable for combating unwanted plant growth in Indian corn and cereal crops.Type: GrantFiled: March 24, 1980Date of Patent: October 20, 1981Assignee: BASF AktiengesellschaftInventors: Karl Eicken, Wolfgang Rohr, Hans J. Pander, Bruno Wuerzer
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Patent number: 4293495Abstract: 4R,4'R bis[1-(2-N-3-methyl-4-al-Z-but-2-ene-oate)-2-oxo-3S-acylamino azetidine]disulfide compounds are prepared by reacting the corresponding 7.alpha.-acylamino-2.alpha.-alkoxy-3-methyl-3-cephem-4-carboxylates first with an N-chloro halogenating agent, e.g., N-chlorosuccinimide, then with an aqueous suspension of mercury dichloride and cadmium carbonate. The disulfide compounds produced in this invention are intermediates in the synthesis of the biologically active 7.beta.-acylamino-7.alpha.-alkoxy-3-methyl 1-oxa .beta.-lactam antibiotic compounds.Type: GrantFiled: April 7, 1980Date of Patent: October 6, 1981Assignee: Eli Lilly and CompanyInventors: Stjepan Kukolja, Janice L. Pfeil
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Patent number: 4293493Abstract: Azetidinone alcohol disulfides are synthesized by reduction of the corresponding aldehydes. The azetidinone alcohol disulfides are the substrates for a process which cyclizes these compounds to 1-oxa .beta.-lactam compounds, employing a cyclizing reagent chosen from the class consisting of divalent mercury salts or trivalent phosphine compounds. The 1-oxa .beta.-lactam compounds produced by this process are intermediates in the synthesis of 1-oxa .beta.-lactam antibiotics.Type: GrantFiled: April 7, 1980Date of Patent: October 6, 1981Assignee: Eli Lilly and CompanyInventors: Stjepan Kukolja, Janice L. Pfeil
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Patent number: 4279823Abstract: Simple arenes, aryl alcohols, aryl acids and aryl amides are reacted with an electrophilic thallium salt to provide arylthallium intermediates; and thereafter, the arylthallium compound is directly carbonylated by reacting with carbon monoxide in the presence of a noble metal carbonylation catalyst, such as palladium halide salts. The carbonylation reaction provides an excellent yield at room temperature and atmospheric pressure and is catalytic with respect to the noble metal salt.Type: GrantFiled: December 11, 1979Date of Patent: July 21, 1981Assignee: Iowa State University Research Foundation, Inc.Inventor: Richard C. Larock
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Patent number: 4276295Abstract: Novel 3-aromatic moiety substituted-4(3H)-quinazolinone derivatives useful as a vasodilators, hypotensive and antiatherosclerotic agents having the formula of ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4 and Q are as defined in the accompanying specification or its acid addition salt; and a process for producing the same.Type: GrantFiled: December 14, 1979Date of Patent: June 30, 1981Assignee: Masayuki IshikawaInventors: Masayuki Ishikawa, Hiromichi Tanaka, Yukuo Eguchi, Shigeru Ito, Yoshimi Takashima, Masahiko Kobayashi
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Patent number: 4268510Abstract: The invention relates to novel heterocyclic trichloromethyl derivatives, particularly 2-trichloromethyl-substituted quinazoline, benzo[d]-[1,3]-oxazine and benzo[e]-[1,3]-oxazine derivatives, for example 1,2-dihydro-2-trichloromethylquinazolin-4-one. The compounds of the invention are at least as effective as prior art trichloromethyl derivatives, which reduce the production of methane during the rumen metabolism of ruminant animals, and increase the formation of propionate at the expense of acetate, and hence improve the animals' rate of growth and their efficiency of food utilization.Type: GrantFiled: August 28, 1979Date of Patent: May 19, 1981Assignee: Imperial Chemical Industries LimitedInventors: Francis T. Boyle, Michael A. Taylor
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Patent number: 4264597Abstract: Compounds of the formula ##STR1## wherein X is --O--or --S--;R.sup.1 is amino or a substituted amino group;R.sup.2 is carboxy or a protected carboxy group; and the heavy solid line means single or double bond; the compounds are useful in the treatment of infectious diseases particularly fungal infection, in human beings and animals.Type: GrantFiled: May 30, 1979Date of Patent: April 28, 1981Inventors: Masashi Hashimoto, Keiji Hemmi, Matsuhiko Aratani, Hidekazu Takeno, Daijiro Hagiwara
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Patent number: 4252804Abstract: Compounds of the formula I ##STR1## wherein m and n are 0, 1 or 2, X represents oxygen, imino, benzylimino, or morpholinoethylimino, Y represents CO, CONH, COO or SO.sub.2, and NR.sub.1 R.sub.2 represents a dimethylamino, diethylamino, dipropylamino, dibutylamino, allylamino, isobutenylamino, cyclopentylamino, cyclohexylamino, cycloheptylamino, cyclooctylamino, N-methyl N-cyclopentylamino, N-methyl N-cyclohexylamino, N-allyl N-cyclohexylamino, adamantylamino, diethoxyethylamino, dimethylaminoethylamino, dimethylaminopropylamino, N-methyl N-dimethylaminopropyl-amino, benzylamino, 3,4,5-trimethoxybenzylamino, phenethylamino, p-chlorophenethylamino, tetrahydrofurfurylamino, tetrahydropyranylmethylamino, pyrrolidino, isoxazolidinyl, piperidino, 4-hydroxypiperidino, 4-m-chlorophenyl-4-hydroxypiperidino, homopiperidino, 1,2,3,6-tetrahydropyridyl, morpholino, 2-methylmorpholino, 2,6-dimethylmorpholino, 2-morpholinoethylamino, thiamorpholino, piperazino, 4-methylpiperazino, 4-(.alpha.Type: GrantFiled: January 13, 1978Date of Patent: February 24, 1981Assignee: Metabio-JoullieInventors: Maurice Joullie, Gabriel Maillard, Lucien Lakah, Christian J. M. Warolin
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Patent number: 4232147Abstract: 4-N-acylfortimicin B-1,5-carbamates represented by the formula ##STR1## wherein R is acyl and R.sub.1 is hydrogen or benzyloxycarbonyl.Type: GrantFiled: September 26, 1979Date of Patent: November 4, 1980Assignee: Abbott LaboratoriesInventors: John S. Tadanier, Jerry R. Martin
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Patent number: 4230846Abstract: A 1,5-fortimicin B carbamate represented by the formula: ##STR1## wherein each R is hydrogen or monocyclicaryloxycarbonyl and R.sub.1 is selected from the group consisting of: loweralkyl, hydroxyloweralkyl, hydrogen, aminoloweralkyl, N-loweralkylaminoloweralkyl, N,N-diloweralkylaminoloweralkyl, trihaloalkoxycarbonyl, an amino acid residue and an N-protected amino acid residue and the pharmaceutically acceptable salts thereof.Type: GrantFiled: September 26, 1979Date of Patent: October 28, 1980Assignee: Abbott LaboratoriesInventors: John S. Tadanier, Jerry R. Martin
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Patent number: 4221814Abstract: A terephthalic acid monoamide derivative of the formula: ##STR1## (wherein R is a straight- or branched-chain lower alkyl group; R' and R" may be the same or different, and represent a hydrogen atom, or a straight- or branched-chain lower alkyl group) or pharmaceutically acceptable salts thereof are disclosed. A process for preparing such terephthalic acid monoamide derivative or its salts, as well as an anti-allergic agent containing such derivative or its salts as an effective ingredient are also disclosed.Type: GrantFiled: June 1, 1979Date of Patent: September 9, 1980Assignee: Chugai Seiyaku Kabushiki KaishaInventors: Sakae Takaku, Takashi Mori, Yasushi Murakami, Yoshiyuki Ohsugi, Shigeyuki Kataoka, Yasuhisa Takeda, Takashi Matsuno, Yoshimitsu Iida, Akiko Ariga, Akira Okazaki, Kazuo Igusa, Toshichika Ogasawara, Minoru Shindo
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Patent number: 4218462Abstract: Disclosed are 1-substituted-6-(1-hydroxyethyl)-2-(2-aminoethylthio)-1-carbadethiapen-2-e m-3-carboxylic acids (I) and their pharmaceutically acceptable salts and esters which are useful as antibiotics; such compounds are prepared by total synthesis. ##STR1## wherein R.sup.1 is, inter alia, substituted and unsubstituted alkyl, aryl and aralkyl.Type: GrantFiled: October 24, 1978Date of Patent: August 19, 1980Assignee: Merck & Co., Inc.Inventors: Burton G. Christensen, David H. Shih
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Patent number: 4211702Abstract: Penicillin and cephalosporin imino halides are prepared by reacting of 6-acylaminopenicillins or 7-acylamino cephalosporins with a novel chlorinating compound derived from a triaryl phosphite and chlorine or bromine. The imino halide products are intermediates in the preparation of antibiotic compounds.Type: GrantFiled: February 1, 1979Date of Patent: July 8, 1980Assignee: Eli Lilly and CompanyInventors: Lowell D. Hatfield, Larry C. Blaszczak, Jack W. Fisher
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Patent number: 4187375Abstract: A new process for preparing oxazine ring compounds comprises cyclization of an azetidinone-1-hydroxyacetate in the presence of a proton source.Type: GrantFiled: October 27, 1978Date of Patent: February 5, 1980Assignee: SmithKline CorporationInventors: Thomas F. Buckley, John G. Gleason
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Patent number: 4183855Abstract: Intermediates (I) for preparing a potent antibacterial, 1-oxadethiacephalosporin, are shown by the following formula ##STR1## (wherein R is a group of acyl-minus-carbonyl derived from a carboxylic or carbonic acid;COB is carboxy or protected carboxy;X is hydrogen or a nucleophilic group;Y is a nucleophilic group; andZ is a leaving group)and prepared from the corresponding exomethylene compound (II) by addition of a compound of formula: Y-Z (in which Y and Z are as defined above).Type: GrantFiled: February 24, 1978Date of Patent: January 15, 1980Assignee: Shionogi & Co., Ltd.Inventors: Mitsuru Yoshioka, Shoichiro Uyeo, Teruji Tsuji, Yoshio Hamashima, Ikuo Kikkawa, Wataru Nagata
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Patent number: 4180668Abstract: 6-Amino-4H-s-triazolo[4,3-a][1,4]benzodiazepines of the formula ##STR1## wherein R is hydrogen or C.sub.1 to C.sub.3 -alkyl, R.sub.1 is hydrogen or halogen, and the two R.sub.2 groups are taken together with the nitrogen to which they are bonded to complete a nitrogen ring moiety selected from the group consisting of pyrrolidino, piperidino, morpholino and 3,6-dihydro-1(2H)-pyridyl, and the pharmacologically acceptable salts thereof, are central nervous system depressant drugs which are useful in effective dosages in domestic and zoo animals for their calming and tranquilizing uses during shipment and to reduce aggressive behavior. In man these compounds are potentially useful for controlling anxiety and schizophrenia and for their sedative, muscle relaxant and anti-convulsant activity.Type: GrantFiled: June 8, 1977Date of Patent: December 25, 1979Assignee: The Upjohn CompanyInventor: Jackson B. Hester, Jr.
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Patent number: 4160099Abstract: Labile quaternary ammonium salts of the following formula (I) and (II) are provided: ##STR1## wherein ##STR2## represents a tertiary aliphatic amine; wherein ##STR3## represents an unsaturated amine; wherein R represents a member selected from the group consisting of a hydrogen atom, a C.sub.1 -C.sub.8 open chain or cyclo alkyl group, a C.sub.1 -C.sub.8 alkoxyalkyl group, a C.sub.1 -C.sub.8 acyloxyalkyl group, a C.sub.1 -C.sub.8 haloalkyl group, a C.sub.1 -C.sub.8 carboxyalkyl group, a C.sub.2 -C.sub.8 alkenylphenyl group, an aryl group, and a substituted aryl group, whose substituents are selected from the group consisting of a halogen atom, an O-lower alkyl (C.sub.1 -C.sub.4) group, an O-acyl group, a nitro group, a carboxyl group, and a carboethoxy group; wherein R.sub.1 which may be the same or different, represents any member defined by R above with the proviso that R.sub.Type: GrantFiled: September 20, 1976Date of Patent: July 3, 1979Assignee: Interx Research CorporationInventor: Nicolae S. Bodor
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Patent number: 4159330Abstract: 3,4-Dihydro-4-oxo-quinazoline derivatives substituted in the 2-position by a substituted phenyl group are disclosed. The derivatives possess anti-allergy properties and can be used for the treatment of allergic conditions.Type: GrantFiled: December 2, 1977Date of Patent: June 26, 1979Assignee: Carlo Erba S.p.A.Inventors: Gianfederico Doria, Ciriaco Romeo, Piernicola Giraldi, Francesco Lauria, Maria L. Corno, Piero Sberze, Marcello Tibolla
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Patent number: 4140789Abstract: A compound of the formula ##STR1## in which R.sub.1 denotes optionally substituted lower akyl which is optionally branched at the linking carbon atom, R.sub.2 represents hydrogen or lower alkanoyl and R.sub.3 is a group of the formula --R.sub.3.sup.a -(R.sub.3.sup.b).sub.n -- (Ia), in which R.sub.3.sup.1 represents the radical of the formula --N(R.sub.4)-- or --O-- and R.sub.4 represents hydrogen or lower alkyl, R.sub.3.sup.b denotes the radical of the formula --CH.sub.2 -- or, if R.sub.3.sup.a represents --N(R.sub.4)--, denotes the radical of the formula --C(.dbd.O)-- and n represents nought or 1, and a group of the formula Ia, in which n represents 1, can be linked to the carbonyl group of the carbamoyl grouping either via the group R.sub.3.sup.a or the group R.sub.3.sup.b, or acid addition salts thereof, which can be used pharmaceutically can be used as beta-receptor blocking agents for the treatment of disorders in the cardiac rhythm and coronary heart diseases.Type: GrantFiled: December 16, 1976Date of Patent: February 20, 1979Assignee: Ciba-Geigy CorporationInventors: Knut A. Jaeggi, Franz Ostermayer, Herbert Schroter
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Patent number: 4116953Abstract: Compounds of the formula ##STR1## in which K is the radical of a coupling component;X is hydrogen, chloro, bromo, methyl or nitro; andY is hydrogen, chloro, bromo or methyl.The compounds are eminently suitable as pigments for coloring printing inks, surface coatings and resins with exceptional fastness properties.Type: GrantFiled: September 16, 1976Date of Patent: September 26, 1978Assignee: BASF AktiengesellschaftInventors: Peter Dimroth, Helmut Junge, Peter Tonne, Rolf Urtel
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Patent number: 4089956Abstract: A new series of 7-acylamino-8-oxo-3-oxa-1-azabicyclo-[4.2.0]octane-2-carboxylic acid derivatives is described which compounds have antibacterial activity especially against certain Gram negative organisms.Type: GrantFiled: September 8, 1976Date of Patent: May 16, 1978Assignee: SmithKline CorporationInventors: Thomas Francis Buckley, John Gerald Gleason
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Patent number: 4073614Abstract: A mixture of a triphenylmethane compound represented by the formula (Ia) ##STR1## AND A TRIPHENYLMETHANE COMPOUND REPRESENTED BY THE FORMULA (Ib) ##STR2## WHEREIN R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5 and X are as defined hereinafter, useful as a color former.Type: GrantFiled: July 8, 1975Date of Patent: February 14, 1978Assignee: Hodogaya Chemical Co., Ltd.Inventors: Minoru Ozutsumi, Yoshihide Miyazawa, Masahiko Yamaguchi
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Patent number: 4074050Abstract: A triphenylmethane compound represented by the formula (Ia) ##STR1## OR A MIXTURE THEREOF, WHEREIN R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5 and X are as defined hereinafter, useful as a color former.Type: GrantFiled: March 16, 1977Date of Patent: February 14, 1978Assignee: Hodogaya Chemical Co., Ltd.Inventors: Minoru Ozutsumi, Yoshihide Miyazawa, Masahiko Yamaguchi
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Patent number: 4056619Abstract: 1-Substituted-2-(2-pyridinyl)ethanone N-oxides having the formula I or II: ##STR1## wherein R.sub.1 is hydrogen or lower alkyl; R.sub.2 and R.sub.3 are each hydrogen, halogen, hydroxy, lower alkyl, lower alkoxy, or benzyloxy; R.sub.4 is halogen, hydroxy, lower alkyl, lower alkoxy, benzyloxy, ortho-amino, ortho-lower alkylamino, ortho-alkanoylamino or ortho-benzoylamino; and R.sub.5 is hydrogen, halogen, hydroxy, lower alkyl, lower alkoxy or benzyloxy; the pharmaceutically acceptable acid addition salts thereof, and a process for the preparation thereof, are described. The compounds of this invention are useful for the treatment of allergic conditions and for the treatment of hyperacidity.Type: GrantFiled: September 8, 1975Date of Patent: November 1, 1977Assignee: Warner-Lambert CompanyInventors: David T. Connor, Patricia A. Young, Maximilian VON Strandtmann
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Patent number: 4044010Abstract: Compounds of the formfulas ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, m and n and X are as hereinafter set forth,Are described. The compounds of formulas I and Ia are useful as neuroleptic agents.Type: GrantFiled: February 4, 1976Date of Patent: August 23, 1977Assignee: Hoffmann-La Roche Inc.Inventors: Max Gerecke, Jean-Pierre Kaplan, Emilio Kyburz