Chalcogen Bonded Directly To The Oxazine Ring Patents (Class 544/92)
-
Patent number: 5332734Abstract: Disclosed is a novel oxazinone derivative represented by formula (I) given below or a pharmaceutically acceptable acid-addition salt thereof, which is useful as an anti-inflammatory agent, an agent for suppressing neutrophil infiltration and as a serine protease inhibitor: ##STR1## where A includes, for example, ##STR2## in which W is --O--, --S--, --CH.dbd.CH-- or --NR.sup.9 -- or means that (CH.sub.2).sub.n is directly bonded to (CH.sub.2).sub.n,V.sup.2 is .dbd.CR.sup.12 -- or .dbd.N--, andD is 5 to 7-membered carbon ring or hetero ring;X is --O--, --S--, --CO--, or --NR.sup.15 or means that A is directly bonded to (CH.sub.2).sub.l ;Y is --O--, --CH.dbd.CH-- or --NR.sup.16 -- or means that (CH.sub.2).sub.l is directly bonded to Z;Z is --CH.sub.2 -- or --CO--; andl is an integer of 0 to 4.Further, R and R.sup.1 to R.sup.16 are hydrogen atom, lower alkyl group, etc.Type: GrantFiled: December 10, 1992Date of Patent: July 26, 1994Assignee: Japan Tobacco, IncorporatedInventors: Koji Kobayashi, Shunichi Manabe, Yoshihiro Watanabe, Kazuhide Hayakawa, Itsuo Uchida
-
Patent number: 5308844Abstract: The invention relates to novel substituted 3-piperazinylalkyl-2,3-dihydro-4H-1,3-benzoxazin-4-ones of formula I ##STR1## their pharmaceutically acceptable inorganic or organic salts, optionally in their hydrated form, the racemates, the enantismers or their mixtures, their preparation and their use as medicaments as well as all the pharmaceutical compositions of I which are or are not combined with another active principle.Type: GrantFiled: August 5, 1992Date of Patent: May 3, 1994Assignee: Pierre Fabre MedicamentInventors: Jean-Pierre Rieu, Dennis Bigg
-
Patent number: 5294611Abstract: The invention provides novel 2,3,6 substituted quinazolinones having the formula: ##STR1## wherein R.sup.6, R and X are as described in the specification, which have activity as angiotensin II (AII) antagonists.Type: GrantFiled: April 23, 1993Date of Patent: March 15, 1994Assignee: American Cyanamid CompanyInventors: Aranapakam M. Venkatesan, Jeremy I. Levin
-
Patent number: 5292734Abstract: This disclosure describes novel 2, 3, 6 substituted quinazolinones having the formula: ##STR1## wherein X, R, and R.sup.6 are described in the specification which have activity as angiotensin II (AII) antagonists.Type: GrantFiled: April 23, 1993Date of Patent: March 8, 1994Assignee: American Cyanamid CompanyInventors: Jeremy I. Levin, Aranapakam M. Venkatesan
-
Patent number: 5292735Abstract: The cyclic amide derivative is defined by the formula (I) or a salt thereof: R1--(CH2)n-z in which R1 is a group derived from a cyclic amide compound, substituted or unsubstituted, n is zero or an integer of 1 to 10 and Z is ##STR1## R2 being an aryl, a substituted aryl, a cycloalkyl or a heterocyclic group, m being an integer of 1 to 6, R3 being hydrogen or a lower alkyl, R4 being an aryl or a substituted aryl, a cycloalkyl or a heterocyclic group, p being an integer of 1 to 6, provided that the cyclic amide compound is quinazoline-on or quinazoline-dion, R2 and R4 are neither aryl nor substituted aryl. The cyclic amide compound is pharmacologically effective to prevent and treat diseases due to insufficiency of the central choline functions.Type: GrantFiled: June 14, 1991Date of Patent: March 8, 1994Assignee: Eisai Co., Ltd.Inventors: Hachiro Sugimoto, Masahiro Yonaga, Norio Karibe, Youichi Iimura, Satoshi Nagato, Atsushi Sasaki, Yoshiharu Yamanishi, Hiroo Ogura, Takashi Kosasa, Kumi Uchikoshi, Kiyomi Yamatsu
-
Patent number: 5288749Abstract: The present invention provides tertiary and secondary amine compounds of the formula ##STR1## and the pharmaceutically acceptable salts thereof which are antagonists for alpha-2 adrenoreceptors and which inhibit serotonin (5-hydroxytryptamine, 5-HT) uptake.Type: GrantFiled: December 20, 1991Date of Patent: February 22, 1994Assignee: Abbott LaboratoriesInventors: Michael D. Meyer, John F. DeBernardis, Rajnandan Prasad, Kevin B. Sippy, Karin R. Tietje
-
Patent number: 5286729Abstract: The invention provides novel 2,3,6 substituted quinazolinones having the formula ##STR1## wherein R, R.sup.5, R.sup.6, R.sup.7, R.sup.8 and X are described in the specification which have activity as angiotensin II (AII) antagonists.Type: GrantFiled: April 23, 1993Date of Patent: February 15, 1994Assignee: American Cyanamid CompanyInventors: Jeremy I. Levin, Aranapakam M. Venkatesan
-
Patent number: 5286401Abstract: Heterocyclic compounds which are useful as bleach activators or optical brighteners in washing and cleaning agents have the formula ##STR1## where the variables have the following meanings: X is O, S or the group N--R.sup.3, where R.sup.3 is hydrogen, C.sub.1 -C.sub.25 -alkyll C.sub.1 -C.sub.25 -acyl or an aryl group of up to12 carbon atoms,Y is CH or N,R.sup.1 for X=S or N--R.sup.3 is hydrogen, a C.sub.1 -C.sub.25 -alkyl or C.sub.2 -C.sub.25 -alkenyl group or a phenyl radical which may be additionally substituted by one or two C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, hydroxyl, carboxyl, sulfo, amino, C.sub.1 -C.sub.4 -acylamino, nitro or cyano groups or chlorine or bromine atoms, which substituents, if there are two of them, may be identical or different,R.sup.1 for X=O is phenyl, o-, m- or p-tolyl, p-chlorophenyl, m-nitrophenyl, m-methoxyphenyl or m-methylsulfonylphenyl,R.sup.2 for X=S or N--R.sup.3 is hydrogen, a C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.Type: GrantFiled: March 3, 1992Date of Patent: February 15, 1994Assignee: BASF AktiengesellschaftInventors: Bernhard Dung, Wolfgang Trieselt, Erwin Hahn, Johannes Perner, Alfred Oftring
-
Patent number: 5221744Abstract: Arylaminocarbonyl compounds of the formula (I) ##STR1## wherein R.sub.2-6, X.sub.1, A and m are as defined in the disclosure, intermediates therefore, synthesis thereof, and the use of said compounds for the control of weeds are described.Type: GrantFiled: August 17, 1992Date of Patent: June 22, 1993Assignee: Sandoz Ltd.Inventors: Karl Seckinger, Karlheinz Milzner, Fred Kuhnen, Sasank S. Mohanty
-
Patent number: 5217969Abstract: The invention concerns a bicyclic heterocyclic compound of the formula I ##STR1## wherein Q is an optionally substituted 10-membered bicyclic heterocyclic moiety containing 1 or 2 N's and a further O or S heteroatom;A.sup.1 is a direct link to X.sup.1 or (1-3C)alkylene;X.sup.1 is oxy, thio, sulphinyl, sulphonyl or imino;Ar is optionally substituted phenylene or pyridylene;R.sup.1 is (1-4C)alkyl, (3-4C)alkenyl or (3-4C)alkynyl; andR.sup.2 and R.sup.3 together form a group of the formula --A.sup.2 --X.sup.2 --A.sup.3 -- which, together with the carbon atom to which A.sup.2 and A.sup.3 are attached, defines a ring having 5 to 7 ring atoms, wherein each of A.sup.2 and A.sup.3 is (1-3C)alkylene and X.sup.2 is oxy, thio, sulphinyl or sulphonyl; or a pharmaceutically-acceptable salt thereof.The compounds of the invention are inhibitors of the enzyme 5-lipoxygenase.Type: GrantFiled: June 19, 1991Date of Patent: June 8, 1993Assignees: Imperial Chemical Industries PLC, ICI PharmaInventors: Pierre A. R. Bruneau, Graham C. Crawley
-
Patent number: 5204462Abstract: 4H-3,1-benzoxazin-4-one derivatives represented by formula (I) below: ##STR1## wherein R.sup.1 represents a lower alkyl group, R.sup.2 represents a lower alkyl group, a lower alkylthioalkyl group, or a lower alkanesulfinylalkyl group, R.sup.3 represents a hydrogen atom a hydroxyl group, a lower alkoxy group, or a lower acyloxy group, X represents an amino acid residue selected from the group consisting of alanine, valine, and phenylalanine, n represents an integer of 0, 1, or 2, and Y means a substituent selected from the group consisting of an alkanoyl group having 2 to 6 carbon atoms which may be substituted by a phenyl group, a benzyloxycarbonyl group, a lower alkoxycarbonyl group, a cinnamoyl group, and a methoxysuccinyl group. These derivatives exhibit a strong serine protease inhibiting effect, and are useful as effective components of agents for preventing and curing diseases caused by the excessive effect of serine proteases, e.g.Type: GrantFiled: November 27, 1991Date of Patent: April 20, 1993Assignee: Japan Tobacco, Inc.Inventors: Koji Kobayashi, Koichi Ozawa, Masashi Sasabuchi, Itsuo Uchida
-
Patent number: 5189034Abstract: Benzoxazinone and benzothiazinone derivatives of formula ##STR1## wherein R represents hydrogen, (C.sub.2-6)alkyl, (C.sub.5-7)cycloalkyl, phenyl, substituted phenyl; R.sub.1 and R.sub.2 independently represents hydrogen, halogen, (C.sub.1-4)alkyl, (C.sub.1-4)alkoxy or trifluoromethyl; X is oxygen or sulfur; Y is (C.sub.2-6)alkylene or (C.sub.5-7)cycloalkylene; and salts therewith of pharmaceutically acceptable acids. The compounds possess cardiovascular activity with high specificity for the coronary district.Type: GrantFiled: December 10, 1991Date of Patent: February 23, 1993Assignee: Italfarmaco S.P.A.Inventors: Sala Alberto, Francesca Benedini, Roberta Cereda, Piero Del Soldato
-
Patent number: 5179091Abstract: Compounds of general formula (I): in which: ##STR1## R.sub.1, X, Y, Z, T, R.sub.2, R.sub.3 and R.sub.4 are defined in the description. Medicinal products.Type: GrantFiled: June 3, 1991Date of Patent: January 12, 1993Assignee: Adir et CompagnieInventors: Daniel Lesieur, Daniel H. Caignard, Isabelle Lesieur, Michelle Devissaguet, Beatrice Guardiola
-
Patent number: 5171851Abstract: A benzoxazine or benzothiazine derivative of the formula (A), ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are the same or different and represent a hydrogen atom or a C.sub.1-4 alkyl group; or R.sub.1 and R.sub.2 can be joined together along with the imidazole ring to form a benzimidazole; X and Y are the same or different and represent an oxygen or sulfur atom; or a pharmaceutically acceptable salt thereof, exhibits an excellent inotropic effect and can be used as a cardiac stimulant.Type: GrantFiled: March 25, 1991Date of Patent: December 15, 1992Assignee: Dong-A Pharm. Co., Ltd.Inventors: Moohi Y. Kim, Hyun T. Shin, Choon W. Lee, Joon W. Kim, Soon H. Kim, Youngmoon Choi, Moon H. Son
-
Patent number: 5164498Abstract: Combating unwanted vegetation with N-phenyl-substituted oxazinediones of the formula ##STR1## in which R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6 and R.sup.7 can each be hydrogen or an organic radical or R.sup.2 and R.sup.3 and/or R.sup.6 and R.sup.7 can form a ring, andQ is oxygen or sulphur.Those compounds are new wherein at least three of the radicals R.sup.1 to R.sup.5 are other than hydrogen or the two radicals R.sup.2 and R.sup.3 together represent --O--CH.sub.2 --O--CH.sub.2 -- or the group --X--(CO).sub.n --A--Y--.Type: GrantFiled: June 7, 1991Date of Patent: November 17, 1992Assignee: Bayer AktiengesellschaftInventors: Pieter Ooms, Franz Kunisch, Hans-Joachim Santel, Robert R. Schmidt, Harry Strang
-
Patent number: 5071850Abstract: The invention relates to the new 3-arylalkylaminoalkyl-4H-1,3-benzoxazin-4-one derivatives of general formula ##STR1## in which: R.sub.1, R.sub.2, R.sub.3 and R.sub.4, which may be identical or different, denote a hydrogen, a branched or unbranched lower alkyl group or an alkyloxy, halo, nitro, amino, acylamino or dialkylamino group, and R.sub.1 and R.sub.2 on one hand and R.sub.3, R.sub.4 on the other hand can fuse to give a divalent group and more especially --OCH.sub.2 O--, --OCH.sub.2 CH.sub.2 O-- and --CH.dbd.CH--CH.dbd.CH--; R.sub.5 and R.sub.6, which may be identical or different, denote a hydrogen, a saturated or unsaturated, branched or unbranched alkyl group containing from 1 to 15 carbon atoms or a cycloalkyl group, and R.sub.5 and R.sub.6 can fuse to give a --(CH.sub.2).sub.p -- group with p=2 to 7; R.sub.Type: GrantFiled: September 6, 1989Date of Patent: December 10, 1991Assignee: Pierre Fabre MedicamentInventor: Jean-Pierre Rieu
-
Patent number: 5061310Abstract: Combating unwanted vegetation with N-phenyl-substituted oxazinediones of the formula ##STR1## in which R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6 and R.sup.7 can each be hydrogen or an organic radical or R.sup.2 and R.sup.3 and/or R.sup.6 and R.sup.7 can form a ring, andQ is oxygen or sulphur.Those compounds are new wherein at least three of the radicals R.sup.1 to R.sup.5 are other than hydrogen or the two radicals R.sup.2 and R.sup.3 together represent --O--CH.sub.2 --O--CH.sub.2 -- or the group --X--(CO).sub.n --A--Y--.Type: GrantFiled: October 16, 1989Date of Patent: October 29, 1991Assignee: Bayer AktiengesellschaftInventors: Pieter Ooms, Franz Kunisch, Hans-Joachim Santel, Robert R. Schmidt, Harry Strang
-
Patent number: 5036068Abstract: Novel benzoxazine derivatives of the formula I ##STR1## wherein R.sup.1 to R.sup.5 have the meanings defined herein, and salts thereof, exhibit effects on the cardiovascular system.Type: GrantFiled: November 22, 1989Date of Patent: July 30, 1991Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Manfred Baumgarth, Rolf Gericke, Rolf Bergmann, Jacques De Peyer, Ingeborg Lues
-
Patent number: 5017610Abstract: A derivative of general formula: ##STR1## wherein Y is --SO.sub.2 -- or ##STR2## (i) R.sup.1 and R.sup.2, which may be the same or different, each represent, (1) --H, (2) C1-16 alkyl or (3) the formula: --X-- .circle.A --(R.sup.4).sub.n wherein X is a single-bond, --SO.sub.2 --, C1-4 alkylene, C1-4 alkylene substituted by ##STR3## -- .circle.A -- is carbocyclic or heterocyclic ring, n is 1.about.5, R.sup.4 is (1) --H or C1-8 alkyl, (2) C1-14 alkoxy, (3) C1-6 alkylthio, (4) --OH, halogen, --NO.sub.2 or trihalomethyl, (5) the formula: --NR.sup.41 R.sup.42 wherein R.sup.41 and R.sup.42 each represents halogen or C1-4 alkyl, (6) tetrazole, (7) --SO.sub.3 H or --CH.sub.2 OH, (8) the formula: --SO.sub.2 NR.sup.41 R.sup.42 (9) the formula: --Z.sup.41 --COOR.sup.43 wherein Z.sup.41 is single-bond, C1-4 alkylene or C2-4 alkenylene, R.sup.43 is --H, C1-4 alkyl or benzyl, (10) the formula: --CONR.sup.41 R.sup.42 (11) the formula: --COO--Z.sup.42 --COOR.sup.43 wherein Z.sup.42 is C1-4 alkylene, R.sup.Type: GrantFiled: June 12, 1989Date of Patent: May 21, 1991Assignee: Ono Pharmaceutical Co., Ltd.Inventors: Katsuhiro Imaki, Yoshinobu Arai, Tadao Okegawa
-
Patent number: 5007952Abstract: Herbicidally active pyrroles of the formula ##STR1## wherein R.sup.1 represents C.sub.1-4 alkyl, or one R.sup.1 together with the other R.sup.1 forms tetramethylene or butenylene,X represents hydrogen or halogen,Y represents O or S,n represents 0 or 1,R.sup.2 represents hydrogen or an organic radical.Type: GrantFiled: November 9, 1989Date of Patent: April 16, 1991Assignee: Nihon Tokushu Noyaku Seizo K.K.Inventors: Toyohiko Kume, Toshio Goto, Atsumi Kamochi, Akihiko Yanagi, Hiroshi Miyauchi, Tadao Asami
-
Patent number: 4980287Abstract: A 4H-3,1-benzoxazin-4-one compound of the formula (I): ##STR1## wherein R is a hydrogen atom or alkyl radical, A is an amino acid residue or a peptide having 2 to 3 amino acid residues, which amino acid residue may have a side chain thereof protected by a protective radical, X is an alkyl, fluoroalkyl, OR.sup.1 or NHR.sup.1 radical wherein R.sup.1 is an alkyl radical, and Y is a protective radical for an amino radical, and salts thereof, exhibit an excellent inhibitory activity against serine proteases, especially against human leukocyte elastase, and thus are useful as an effective component of a medicine for inhibiting elastase.Type: GrantFiled: February 3, 1989Date of Patent: December 25, 1990Assignee: Teijin LimitedInventors: Masayuki Kokubo, Katsuhiko Fujii, Jun-ichi Oshida, Koji Tomimori, Yasuhide Uejima
-
Patent number: 4963566Abstract: A hydroquinoline compound of the formula (1): ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, A, l, m and n are as defined or its pharmaceutically acceptable salt, composition containing the compound and processes for preparing same are disclosed. The compound is useful as an antiulcer agent.Type: GrantFiled: March 27, 1987Date of Patent: October 16, 1990Assignee: Otsuka Pharmaceutical Co., Ltd.Inventors: Minoru Uchida, Seiji Morita, Masatoshi Chihiro
-
Patent number: 4857530Abstract: Novel 6-substituted-4(3H)-quinazolinones are described as well as methods for the preparation and pharmaceutical composition of same, which inhabit the enzyme thymidylate synthase (TS) and are thus useful as anticancer agents.Type: GrantFiled: November 3, 1987Date of Patent: August 15, 1989Assignee: Warner-Lambert CompanyInventors: Ellen M. Berman, Leslie M. Werbel, Dennis J. McNamara
-
Patent number: 4846874Abstract: Novel N-(heterocyclicaminocarbonyl) substituted thiophene- , furan- and pyrrolesulfonamides, such as N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]-6,7-dihydro-5H-thieno- [3,2-b]thiopyran-3-sulfonamide. 4,4-dioxide and N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-6,7-dihydro-5H-thieno[3,2-b ]thiopyran-3-sulfonamide, 4,4-dioxide and their method-of-use as herbicides are described.Type: GrantFiled: December 16, 1987Date of Patent: July 11, 1989Assignee: E. I. Du Pont de Nemours and CompanyInventor: Robert J. Pasteris
-
Patent number: 4847202Abstract: Certain novel heterocyclic compounds, aromatic thioesters, their preparation, and their use in inhibiting serine proteases with chymotrypsin-like and elastase-like specificity and in the treatment of diseases such as emphysema which involve tissue proteolysis.Type: GrantFiled: March 26, 1986Date of Patent: July 11, 1989Assignee: Georgia Tech Research InstituteInventor: James C. Powers
-
Patent number: 4845105Abstract: A compound selected from the group consisting of optical isomers and racemates of 4-hydroxy-3-quinoline carboxylates of the formula ##STR1## wherein X is in the 5-, 6-, 7- or 8-position and is selected from the group consisting of hydrogen, halogen, alkyl of 1 to 5 carbon atoms, alkoxy of 1 to 4 carbon atoms, --CF.sub.3, --SCF.sub.3 and --OCF.sub.3, R.sub.1 is selected from the group consisting of hydrogen and alkyl of 1 to 4 carbon atoms, R.sub.2 is selected from the group consisting of thiazolyl, 4,5-dihydrothiazolyl, pyridinyl, oxazolyl, isoxazolyl, imidazolyl, pyrimidyl and tetrazolyl, all optionally substituted with alkyl of 1 to 4 carbon atoms and phenyl and phenyl substituted with at least one member of the group consisting of --OH, alkyl and alkoxy of 1 to 4 carbon atoms, --CF.sub.3, --NO.sub.2 and halogen, A is either ##STR2## in which R.sub.3 and R.sub.4 are individually selected from the group consisting of hydrogen, alkyl of 1 to 4 carbon atoms and aryl, R.sub.Type: GrantFiled: March 24, 1987Date of Patent: July 4, 1989Assignee: Roussel UclafInventors: Fran ois Clemence, Odile Le Martret, Fran oise Delevallee
-
Patent number: 4838925Abstract: This invention relates to novel heterocyclic carbonyl sulfonamides which are particularly useful as agricultural chemicals.Type: GrantFiled: September 25, 1987Date of Patent: June 13, 1989Assignee: E. I. Du Pont de Nemours and CompanyInventor: Chi-Ping Tseng
-
Patent number: 4816454Abstract: Substituted 4,5-dihydro-3(2H)-pyridazinones of the formula I ##STR1## wherein R, for example, denotes a radical of the formula ##STR2## R.sup.1 and R.sup.2, for example, denote hydrogen or methyl, R.sup.3, for example, denotes 2-methoxy-ethoxy, 3-pyridyl-methoxy, amino-carbonyl-methoxy, hydroxy-carbonyl-methoxy, methyl-thio, (2-methoxy-ethyl)-amino-carbonyl-methoxy, 3-pyridyl-methyl or 5-methyl-1,3,4-oxadiazol-2-yl and R.sup.4, for example, denotes hydrogen, have useful pharmacological properties and can therefore be used for the preparation of pharmacological products.Type: GrantFiled: September 12, 1985Date of Patent: March 28, 1989Assignee: Cassella AktiengesellschaftInventors: Gerhard Zoller, Rudi Beyerle, Melitta Just, Helmut Bohn, Piero Martorana, Rolf-Eberhard Nitz
-
Patent number: 4760063Abstract: Novel thienooxazines of the formula ##STR1## in which R.sup.1 and R.sup.2, together with the adjacent C atoms, represent an optionally substituted thiophene ring,R.sup.3 represents hydrogen, optionally substituted alkyl, cycloalkyl, alkenyl or aryl, andR.sup.4 represents optionally substituted alkyl, cycloalkyl, alkenyl or aryl, orR.sup.3 and R.sup.4, together with the adjacent nitrogen atom, form a saturated heterocyclic structure which may optionally contain further hetero atoms,promote the yield of animals, e.g. rate of growth, ratio of meat to fat, etc. They are made from new intermediates of the formulas ##STR2## in which R.sup.5 and R.sup.6 may be hydrogen or various organic radicals, or together form a ring.Type: GrantFiled: November 12, 1986Date of Patent: July 26, 1988Assignee: Bayer AktiengsellschaftInventors: Werner Hallenbach, Hans Lindel, Friedrich Berschauer, Martin Scheer, Anno de Jong
-
Patent number: 4737184Abstract: Novel N-(heterocyclicaminocarbonyl) substituted thiophene-, furan- and pyrrolesulfonamides, such as N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]-6,7-dihydro-5H-thieno- [3,2-b]thiopyran-3-sulfonamide, 4,4-dioxide and N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-6,7-dihydro-5H-thieno[3,2-b ]thiopyran-3-sulfonamide, 4,4-dioxide and their method-of-use as herbicides are described.Type: GrantFiled: May 10, 1985Date of Patent: April 12, 1988Assignee: E. I. Du Pont De Nemours and CompanyInventor: Robert J. Pasteris
-
Patent number: 4727140Abstract: 4,4-Diaryl-2-oxobenzo-3,1-oxazines of the general formula ##STR1## wherein X.sup.1, X.sup.2 and X.sup.3, independently of one another, denote hydrogen, halogen, alkyl, aryl, alkanoylamino, aroylamino, heteryl, NY.sup.1 Y.sup.2, OY.sup.3 or SY.sup.3,at least one of the radicals X.sup.1, X.sup.2 or X.sup.3 standing for NY.sup.1 Y.sup.2, OY.sup.3 or SY.sup.3,R.sup.1 denotes hydrogen, alkyl, cycloalkyl, aralkyl, aryl or the members of a bridge to the o-carbon of ring B,Y.sup.1, Y.sup.2 and Y.sup.3, independently of one another, denote hydrogen, alkyl, cycloalkyl, aralkyl or aryl or the remaining members of a 5- or 6-membered ring which reaches to one of the o-position benzene C atoms and may contain further heteroatoms or Y.sup.1 +Y.sup.Type: GrantFiled: October 21, 1985Date of Patent: February 23, 1988Assignee: Bayer AktiengesellschaftInventors: Karlheinrich Meisel, Horst Berneth
-
Patent number: 4723987Abstract: Sulfonamides such as N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-1,3-dihydro-6-methyl-3-oxof uro[3,4-c]pyridine-4-sulfonamide are useful as herbicides and plant growth regulants.Type: GrantFiled: April 22, 1986Date of Patent: February 9, 1988Assignee: E. I. Du Pont de Nemours and CompanyInventor: Mary A. Hanagan
-
Patent number: 4687857Abstract: Novel alkyl .beta.-oxo-benzenepropanoates of the formula ##STR1## wherein X is in the 5-,6-,7- or 8-position and is selected from the group consisting of hydrogen, halogen, alkyl of 1 to 5 carbon atoms, alkoxy of 1 to 4 carbon atoms, CF.sub.3 --, CF.sub.3 S-- and CF.sub.3 O--, R.sub.1 ' is selected from the group consisting of hydrogen and alkyl of 1 to 4 carbon atoms, R.sub.2 ' is selected from the group consisting of hydrogen, thiazolyl, 4,5-dihydrothiazolyl, pyridinyl, oxazolyl, isoxazolyl, imidazolyl, pyrimidyl, tetrazolyl, thienyl, benzothiazolyl and phenyl optionally substituted with at least one member of the group consisting of halogen, alkoxy of 1 to 4 carbon atoms, hydroxy, phenyl, CF.sub.3 --, NO.sub.2 -- alkyl of 1 to 4 carbon atoms and alkyl of 1 to 4 carbon atoms substituted with amino, alkylamino or dialkylamino with alkyls of 1 to 3 carbon atoms or R.sub.1 ' and R.sub.Type: GrantFiled: October 12, 1984Date of Patent: August 18, 1987Assignee: Roussel UclafInventors: Francois Clemence, Odile Le Martret
-
Patent number: 4684639Abstract: A compound having the partial structure (I) ##STR1## wherein R.sup.1 and R.sup.2 may be the same or different and each is hydrogen or a group --COR.sup.5 or --CO--OR.sup.5 wherein R.sup.5 represents an optionally substituted hydrocarbon group; R.sup.3 is halogen and R.sup.4 is hydrogen, methoxy, hydroxymethyl or formamido.These compounds are suitably bicyclic .beta.-lactam antibiotics.Type: GrantFiled: July 5, 1984Date of Patent: August 4, 1987Assignee: Beecham GroupInventors: George Burton, Desmond J. Best
-
Patent number: 4673740Abstract: 2-Phenyl-4H-3,1-benzoxazin-4-ones of the general formula I ##STR1## where R.sup.1 and R.sup.2 are each hydrogen or halogen, R.sup.1 may furthermore be methyl or methoxy and R.sup.2 may furthermore be haloalkyl, haloalkoxy, haloalkylmercapto or haloalkylsulfonyl, each of 1 to 3 carbon atoms, are prepared by reacting an appropriate anthranilic acid with an appropriate benzoyl halide in the presence of a base (acylation) and effecting ring closure by removal of water (cyclization), the process being carried out in a suspending agent which is immiscible with aqueous alkali metal hydroxide solution and in the presence of a phase-transfer catalyst.Type: GrantFiled: March 24, 1986Date of Patent: June 16, 1987Assignee: BASF AktiengesellschaftInventors: Gerhard Hamprecht, Wolfgang Rohr, Juergen Varwig
-
Patent number: 4657893Abstract: Novel 2-amino-4H-3,1-benzoxazin-4-ones represented by the formula ##STR1## wherein R.sup.1, R.sup.2, R.sup.3 and X are defined herein are useful as enzyme inhibitors in animals.Type: GrantFiled: November 26, 1984Date of Patent: April 14, 1987Assignee: Syntex (U.S.A.) Inc.Inventors: Alexander Krantz, Robin Spencer, Tim Tam
-
Patent number: 4596801Abstract: Novel 4H-3,1-benzoxazine derivative of the formula: ##STR1## wherein X and Y each independently represent a halogen atom of a lower alkyl group; m and n each independently represent an integer of 0 to 2, and when m or n is 2, the plurality or each of X or Y may have the same or different meanings; R is a hydrogen atom, an alkyloxy group, an alkynyloxy group, an alkylthio group or an alkenylthio group, and a process for their production are provided. The compounds are highly effective against pathogenic fungi while being well tolerated by cultivated plants.Type: GrantFiled: March 13, 1984Date of Patent: June 24, 1986Assignee: Chugai Seiyaku Kabushiki KaishaInventors: Hiroshi Sugiyama, Keizo Hosoda, Yoshikazu Kumagai, Masaki Takeuchi, Masanori Okada
-
Patent number: 4562254Abstract: 5-Fluorobenzoxazinones (I) ##STR1## where R is hydrogen, halogen, C.sub.1 -C.sub.3 -alkyl, or trifluoromethyl, trifluoromethoxy, chlorodifluoromethoxy, difluoromethoxy, tetrafluoroethoxy, trifluoromethylmercapto or chlorodifluoromethylmercapto in the m- or p-position, are prepared by reacting the corresponding benzoxazinone (II) ##STR2## in particular one which is 5-chloro-substituted or 5-bromo-substituted, with a fluoride, in particular potassium fluoride, in the presence or absence of a solvent, by a process in which the reaction is carried out in the absence of water or using previously dried starting materials, and in the presence or absence of a decomposition inhibitor, drying preferably being carried out by treatment with an acid halide, e.g. thionyl chloride, and the inhibitor used being a metal iodide, e.g. sodium iodide, or iodine.Type: GrantFiled: September 28, 1984Date of Patent: December 31, 1985Assignee: BASF AktiengesellschaftInventors: Jurgen Varwig, Gerhard Hamprecht, Wolfgang Rohr
-
Patent number: 4534898Abstract: This invention relates to 1-oxa-1-dethia-cephalosporins which are useful as anti-biotics.Type: GrantFiled: July 20, 1983Date of Patent: August 13, 1985Assignee: Merck & Co., Inc.Inventors: Seiji Shibahara, Tsuneo Okonogi, Yasushi Murai, Shunzo Fukatsu, Tadashi Wakazawa, Taro Niida, Burton G. Christensen
-
Patent number: 4533730Abstract: 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: October 19, 1983Date of Patent: August 6, 1985Assignee: Shionogi & Co., Ltd.Inventors: Mitsuru Yoshioka, Uyeo Shoichiro, Yoshio Hamashima, Ikuo Kikkawa, Teruji Tsuji, Wataru Nagata
-
Patent number: 4523942Abstract: Novel 4H-3,1-benzoxazine derivatives of the formula ##STR1## where R.sup.1, R.sup.2 and Y have the meanings given in the disclosure, a process for their preparation, and their use for combating unwanted plant growth.Type: GrantFiled: January 31, 1983Date of Patent: June 18, 1985Assignee: BASF AktiengesellschaftInventors: Gerhard Hamprecht, Juergen Varwig, Bruno Wuerzer
-
Patent number: 4518775Abstract: Novel compounds of the formula ##STR1## wherein X is in the 5,6,7 or 8 position and is selected from the group consisting of hydrogen, halogen, alkyl of 1 to 5 carbon atoms, alkoxy of 1 to 4 carbon atoms, CF.sub.3 O--, CF.sub.3 S-- and CF.sub.3 -, R.sub.1 ' is selected from the group consisting of hydrogen and alkyl of 1 to 4 carbon atoms, R.sub.2 ' is selected from the group consisting of hydrogen or an optionally unsaturated ring able to contain one or more heteroatoms of the group consisting of --S--, --O-- and --N-- optionally substituted with one or more members of the group consisting of (a) halogens, (b) alkyl of 1 to 4 carbon atoms optionally substituted with NH.sub.2, --NHAlK or --N--(AlK).sub.2 and AlK is alkyl of 1 to 3 carbon atoms, (c) phenyl, (d) alkoxy of 1 to 4 carbon atoms, (e) --OH, (f) --CF.sub.3 and (g) --NO.sub.2 or R.sub.1 ' and R.sub.Type: GrantFiled: May 17, 1983Date of Patent: May 21, 1985Assignee: Roussel UclafInventors: Andre Allais, Francois Clemence, Roger Deraedt, Odile Lemartret
-
Patent number: 4518597Abstract: This invention is directed to novel benzoxazin-2-ones of the formula ##STR1## wherein A is a sulfur atom or an SO, SO.sub.2, R--N.dbd.S, or R--N.dbd.SO.sub.2 group where R is a hydrogen atom or an acyl group;D is an alkylene group;R.sub.1 is an alkyl, phenylalkyl, cycloalkyl, or phenyl group;R.sub.4 is a hydrogen atom or an alkyl group;R.sub.5 is a hydrogen or halogen atom or a nitro or alkyl group; andR.sub.6 is a hydrogen or halogen atom or an alkyl group,having valuable pharmacological properties, particularly an antithrombotic activity. The compounds of Formula I may be prepared by the methods used for analogous compounds.Type: GrantFiled: June 6, 1984Date of Patent: May 21, 1985Assignee: Dr. Karl Thomae GmbHInventors: Berthold Narr, Josef Nickl, Erich Muller, Josef Roch, Walter Haarmann, Johannes-Maximilian Weisenberger
-
Patent number: 4515789Abstract: A 3-.beta.-(vic-dihydroxyphenylmethyleneamino-2-oxo-imidazolidine)- or 3-.beta.-(vic-dihydroxyphenyl-methyleneamino-2,3-dioxo-piperazine)-1-carbo nylamino-acetamidoazetidin-2-one having an acidic grouping on .sub.1 N, e.g. of the formula ##STR1## The compounds are antibiotically active, especially against Pseudomonas bacteria and can be used in combating bacterial infection, as a preservative and as a growth promoting agent in animal feeds.Type: GrantFiled: April 7, 1983Date of Patent: May 7, 1985Assignee: Bayer AktiengesellschaftInventors: Karl G. Metzger, Wilfried Schrock, Dieter Habich, Paul Naab, Hans-Joachim Zeiler
-
Patent number: 4504659Abstract: 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.Type: GrantFiled: October 19, 1983Date of Patent: March 12, 1985Assignee: Shionogi & Co., Ltd.Inventors: Mitsuru Yoshioka, Uyeo Shoichiro, Yoshio Hamashima, Ikuo Kikkawa, Teruji Tsuji, Wataru Nagata
-
Patent number: 4503052Abstract: 1-Oxa-beta-lactam antibiotics of the formula ##STR1## are broad spectrum antibiotics especially useful in the treatment of infections attributable to the gram-negative microorganisms such as Pseudomonas or are intermediates to such antibiotics.Type: GrantFiled: May 16, 1983Date of Patent: March 5, 1985Assignee: Eli Lilly and CompanyInventor: William H. W. Lunn
-
Patent number: 4497811Abstract: New 1-Oxadethiacephalosporins having a 3-loweralkyl thio group, and antibacterial compositions containing the same.Type: GrantFiled: July 1, 1983Date of Patent: February 5, 1985Inventors: Seiji Shibahara, Tsuneo Okonogi, Yasushi Murai, Shunzo Futkatsu, Taro Niida, Tadashi Wakazawa
-
Patent number: 4492692Abstract: A cephalosporin derivative of the formula: ##STR1## in which R.sup.0 is a hydrogen atom or a methyl radical, R.sup.1 is any one of the C-3 substituents from antibacterially-active cephalosporins known in the art; R.sup.2 is any one of the C-4 substituents from antibacterially-active cephalosporins known in the art; R.sup.3 is a hydrogen atom or a 1-6C alkoxy or 1-6C alkylthio radical; X.sup.1 is a sulphur or oxygen atom, a CH.sub.2 radical or a radical of the formula NR.sup.7 in which R.sup.7 is a hydrogen atom, a 1-6C alkyl, formyl or benzyl radical; X.sup.2 is a nitrogen atom or a radical of the formula N.sup..sym. -R.sup.7 ; R.sup.4 and R.sup.7, and R.sup.5 and R.sup.6 are a variety of substituents which are described in the specification; and the pharmaceutically-acceptable acid- or base-addition salts thereof. Pharmaceutical compositions, manufacturing processes and intermediates are also described.Type: GrantFiled: December 22, 1981Date of Patent: January 8, 1985Assignees: Imperial Chemical Industries PLC, ICI PharmaInventors: Frederic H. Jung, Gareth M. Davies
-
Patent number: 4472576Abstract: Disclosed is a process for preparing antibiotic 1-oxadethiacephalosporins via diazo-species I: ##STR1## wherein: A is acyl; R.sup.1 is H or OCH.sub.3 ; and R.sup.2 is a protecting group.Type: GrantFiled: December 3, 1982Date of Patent: September 18, 1984Assignee: Merck & Co., Inc.Inventors: Tadashi Wakazawa, Taro Niida, Shunzo Fukatsu, Yasushi Murai, Tsuneo Okonogi, Seiji Shibahara
-
Patent number: RE32087Abstract: 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: June 21, 1983Date of Patent: February 25, 1986Assignee: BASF AktiengesellschaftInventors: Gerhard Hamprecht, Bruno Wuerzer