Plural Chalcogens Bonded Directly To Ring Carbons Of The Five-membered Hetero Ring (e.g., Isatins, Etc.) Patents (Class 548/485)
  • Patent number: 4863949
    Abstract: The present invention provides compounds of the general formula: ##STR1## wherein Ar is a substituted or unsubstituted aromatic or heteroaromatic radical, A is a straight-chained or branched alkylene chain containing up to 8 carbon atoms, a --CH.sub.2 -- group of which can be replaced by a cycloalkylene radical containing 3 to 7 carbon atoms, B is a straight-chained mono- or bicyclic, optionally branched, saturated or unsaturated alkylene chain containing up to 12 carbon atoms, a --CH.sub.2 -- group of which can be replaced by a cycloalkylene radical containing 3 to 7 carbon atoms and/or up to two --CH.sub.2 -- groups of which can be replaced by an oxygen or a sulphur atom or by an --S(.dbd.O) or --S(.dbd.O).sub.2 group, X is a valency bond, an oxygen atom or an --NR.sup.1 group, in which R.sup.1 is a hydrogen atom or a straight-chained or branched, saturated or unsaturated alkyl or nitroxyalkyl radical containing up to 6 carbon atoms or R.sup.1, together with the nitrogen atom of the --NR.sup.
    Type: Grant
    Filed: September 21, 1987
    Date of Patent: September 5, 1989
    Assignee: Boehringer Mannheim GmbH
    Inventors: Herbert Simon, Helmut Michel, Wolfgang Bartsch, Klaus Strein
  • Patent number: 4859230
    Abstract: There are described new halocyclopropyl compounds of the general formula I ##STR1## in which R.sub.1, R.sub.2 and R.sub.3, independently of each other, are hydrogen or C.sub.1-4 -alkyl,X is hydrogen or halogen,Y is halogen,n is 0, 1, 2 or 3,U and V are hydrogen or halogen, andW is a heterocyclic group of formula ##STR2## in which T is halogen, C.sub.1-4 -alkyl, C.sub.1-4 -haloalkyl, CN or OR.sub.9Q is CH or N,Z is O or S,R.sub.4, R.sub.5, R.sub.6, R.sub.7 and R.sub.8 are each a straight, branched or cyclic C.sub.1-7 -alkyl group optionally substituted by up to six halogen atoms, orR.sub.4 and R.sub.5, can also together form a 4 to 7 membered ring that is saturated or unsaturated and can contain further hetero atoms, such as O, S or N, and can optionally be substituted by one to three methyl groups or one to six halogen atoms, andR.sub.9 is hydrogen, C.sub.1-4 -alkyl or C.sub.1-4 -haloalkyl,processes for their preparation and their use as herbicide with high selectivity.
    Type: Grant
    Filed: October 14, 1987
    Date of Patent: August 22, 1989
    Assignee: Schering Aktiengesellschaft
    Inventors: Friedhelm Blume, Wilfried Franke, Friedrich Arndt, Richard Rees
  • Patent number: 4855298
    Abstract: A quinazolinone derivative of the formula: ##STR1## wherein R.sup.1 is hydrogen atom or a halogen atom, or a salt thereof and processes for preparing the same are disclosed. The quinazolinone derivative (I) is useful for treatment of diabetic complications.
    Type: Grant
    Filed: October 29, 1987
    Date of Patent: August 8, 1989
    Assignee: Tanabe Seiyaku Co., Ltd.
    Inventors: Yoshihisa Yamada, Yuzo Matsuoka
  • Patent number: 4847381
    Abstract: Substituted 4-quinoline-carboxylic acids useful in the treatment of arthritis and inhibition of progressive joint deterioration are disclosed together with methods of use and synthesis thereof.
    Type: Grant
    Filed: August 31, 1987
    Date of Patent: July 11, 1989
    Assignee: American Cyanamid Company
    Inventors: Leslie H. Sutherland, Adolph E. Sloboda, Ralph G. Child, John F. Poletto, Dennis W. Powell
  • Patent number: 4841057
    Abstract: An anthraquinone compound represented by formula: ##STR1## wherein R and X are as defined in the specification, and a polarizing film containing the same. The anthraquinone compound exhibits satisfactory compatibility with organic polymers and high dichroism, and the polarizing films have excellent performance characteristics.
    Type: Grant
    Filed: January 12, 1988
    Date of Patent: June 20, 1989
    Assignee: Mitsubishi Chemical Industries Limited
    Inventors: Konoe Miura, Tetsuo Ozawa, Seigo Okumura, Shinji Kubo
  • Patent number: 4835166
    Abstract: Compounds of the formula ##STR1## where Y is alkyl, aryl or heterocyclic, n is 1-7, R is hydrogen, alkyl, aralkyl or carboxymethyl, R.sub.1 is acetoxy, thiophenoxy, hydrogen, halo, alkyl, alkoxy or trifluoromethyl, R.sub.2 is hydrogen, alkyl or alkanoyl and X is C.dbd.O, CH.sub.2, NH, O or S as antiallergy and antiinflammatory agents.
    Type: Grant
    Filed: December 7, 1987
    Date of Patent: May 30, 1989
    Assignee: Pfizer Inc.
    Inventors: Yoshihiko Kitaura, Fumitaka Ito, Rodney W. Stevens, Nobuko Asai
  • Patent number: 4833270
    Abstract: This disclosure describes a novel process for preparing 2-chloro-4,5-difluorobenzoic acid which is useful in the preparation of 7-(substituted)piperazinyl-1-substituted-6-fluoro-1,4-dihydro-4-oxo-3-quin oli necarboxylic acid antibacterial agents.
    Type: Grant
    Filed: December 21, 1987
    Date of Patent: May 23, 1989
    Assignee: American Cyanamid Company
    Inventors: Panayota Bitha, Yang-I Lin
  • Patent number: 4826994
    Abstract: Production of indole derivatives characterized by having a 1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetic acid nucleus bearing a substituent in position 1 and 4. The nucleus may be optionally substituted at positions 5, 6, 7 and 8. The derivatives are useful anti-inflammatory and analgesic agents and methods for their preparation and use are also disclosed.
    Type: Grant
    Filed: February 26, 1988
    Date of Patent: May 2, 1989
    Assignee: American Home Products Corporation
    Inventors: Alan H. Katz, Christopher A. Demerson, Leslie G. Humber
  • Patent number: 4803207
    Abstract: Pyrimidoindoles of formula (I) ##STR1## and their pharmaceutically acceptable acid addition salts, wherein R represents lower alkyl a mono- or bicyclic aryl radical or a group of mormula R.sup.3 O--B--[where R.sup.3 O is (lower)alkoxy,aryl(lower)alkoxy or hydroxy and B is a lower alkylene chain optionally containing one double or triple bond], R.sup.1 and R.sup.2 which may be the same or different each represent hydrogen, hydroxyl, lower alkyl, lower alkoxy, halo(lower)alkyl, halogen, amino or mono- or di(lower) alkylamino and A, together with the carbon atom to which it is attached, represents 5, 6 or 7 membered saturated carbocyclic or heterocyclic ring, are useful as hypoglyceamics.
    Type: Grant
    Filed: March 9, 1987
    Date of Patent: February 7, 1989
    Assignee: John Wyeth & Brother Ltd.
    Inventors: Alan C. White, Ian A. Cliffe, Richard S. Todd
  • Patent number: 4795757
    Abstract: Compounds of the formula: ##STR1## and pharmaceutically acceptable salts thereof, wherein: Ar is phenyl, naphthyl, heteroaryl, indole, or fused arylcycloalkyl optionally substituted with hydroxy, halo, CF.sub.3, NO.sub.2, C.sub.1-6 alkyl, C.sub.1-6 alkoxy or aryloxy;A and A' are each hydrogen, C.sub.1-6 alkyl, C.sub.1-6 alkoxy, hydroxy or aryloxy;X is cyano, nitro, COOR, SR, SOR or SOOR;R is H, C.sub.1-6 alkyl or aryl;n n' and n" are each 0 to 4; andm, m' and m" are each 1 to 4, have calcium channel blocking activity.
    Type: Grant
    Filed: November 20, 1986
    Date of Patent: January 3, 1989
    Assignee: Rorer Pharmaceutical Corporation
    Inventors: John R. Regan, Jeffrey N. Barton, John T. Suh, Jerry W. Skiles
  • Patent number: 4780477
    Abstract: This invention provides novel isatin compounds which are useful as therapeutic agents. The invention isatin compounds and the pharmaceutically acceptable salts thereof exhibit anti-ulcer activities which are applicable for propylaxis and treatment of ulcer diseases in the digestive tract of animals.
    Type: Grant
    Filed: May 29, 1986
    Date of Patent: October 25, 1988
    Assignee: Kissei Pharmaceutical Co., Ltd.
    Inventors: Michihiro Kobayashi, Makio Kitazawa, Masuo Akahane, Tsutomu Tsukamoto, Ryoji Yamamoto, Yasushi Nakano
  • Patent number: 4772614
    Abstract: Quinolones with antihypertensive activity have the general formula I, ##STR1## wherein X is the residue of an optionally substituted benzene ring; R is lower alkyl; R.sub.3 is hydrogen or lower alkyl; R.sub.1 and R.sub.2, which may be the same or different, are hydrogen, lower alkyl, or, together with the nitrogen atom to which they are attached, form a 5 to 7 membered saturated heterocyclic ring optionally containing an additional hetero atom selected from nitrogen, oxygen and sulphur and optionally substituted by 1 or more lower alkyl groups; and the dotted line between positions 2 and 3 of the quinolone nucleus represents an optional bond. The compounds are useful as antihypertensive agents. They are also indicated for use in treating heart failure and ischaemic heart disease.
    Type: Grant
    Filed: June 13, 1986
    Date of Patent: September 20, 1988
    Assignee: The Boots Company
    Inventors: Roy V. Davies, James Fraser, Kenneth J. Nichol
  • Patent number: 4762839
    Abstract: Novel quinazolinone compounds of the formula: ##STR1## wherein R is hydrogen atom or a lower alkyl, R.sup.1 is a lower alkyl, a substituted or unsubstituted phenyl or an aralkyl, and R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are the same or different and are each hydrogen atom, a halogen atom, a lower alkyl, a lower alkoxy, a lower alkoxycarbonyl or a lower alkoxycarbonyl-lower alkenyl, or two adjacent groups of R.sup.2,R.sup.3, R.sup.4 and R.sup.5 when taken together form methylenedioxy and the other two are hydrogen atom, and a salt thereof, which are useful for the prophylaxis and treatment of various diabetic complications, and processes for the preparation thereof, and a pharmaceutical composition containing said compound as an active ingredient.
    Type: Grant
    Filed: May 22, 1986
    Date of Patent: August 9, 1988
    Assignee: Tanabe Seiyaku Co., Ltd.
    Inventors: Yoshihisa Yamada, Yuzo Matsuoka, Mamoru Matsumoto
  • Patent number: 4750908
    Abstract: The invention relates to the use of 2,3-indolinedione of formula: ##STR1## for dyeing keratinous fibres, especially human hair.
    Type: Grant
    Filed: October 16, 1986
    Date of Patent: June 14, 1988
    Assignee: L'Oreal
    Inventors: Gorges Rosenbaum, Jean Cotteret
  • Patent number: 4670566
    Abstract: This invention relates to novel compounds having the formula: ##STR1## wherein; R.sup.1 is fluoro, chloro, bromo, lower-alkyl or nitro,R.sup.2 is lower alkyl, lower alkoxy, fluoro, chloro, bromo, nitro or trifluoromethyl, andm and n are 0-2 with the proviso that when R.sup.1 or R.sup.2 are tertiary butyl or a sterically hindering lower alkyl radical, m and/or n are 1. These compounds are intermediates in the preparation of 2-aminobiphenylacetic acids, esters and metal salts thereof.
    Type: Grant
    Filed: January 19, 1984
    Date of Patent: June 2, 1987
    Assignee: A. H. Robins Company, Incorporated
    Inventor: David A. Walsh
  • Patent number: 4663453
    Abstract: The invention relates to benzopyrrolobenzodiazepines and quinobenzodiazepines of the formula ##STR1## where X and Y may be the same or different and each is hydrogen, halogen, CF.sub.3, lower alkyl, lower alkoxy, lower alkylthio and lower alkylsulfonyl, p and q are independently 1 or 2; R.sub.1 is hydrogen when R.sub.2 is bonded to R.sub.3 to form a --(CH.sub.2).sub.m --CH.sub.2 -- group or a --CH.dbd.CH-- group; R.sub.3 is hydrogen when R.sub.1 is bonded to R.sub.2 to form a --(CH.sub.2).sub.m --CH.sub.2 -- group or a --CH.dbd.CH-- group; m is 1 or 2; R.sub.4 is NR.sub.5 R.sub.6 wherein R.sub.5 is hydrogen or lower alkyl and R.sub.6 is hydrogen, lower alkyl or a group of the formula (CH.sub.2).sub.n NR.sub.7 R.sub.8 wherein R.sub.7 and R.sub.8 are lower alkyl, and n is 2 or 3, ##STR2## wherein R.sub.9 is lower alkyl, ##STR3## wherein R.sub.10 is CH.sub.2 CH.sub.2 OH, lower alkyl, phenyl, phenyl substituted by halogen, CF.sub.
    Type: Grant
    Filed: August 28, 1985
    Date of Patent: May 5, 1987
    Assignee: Hoechst-Roussel Pharmaceuticals Inc.
    Inventors: Edward J. Glamkowski, Yulin Chiang
  • Patent number: 4654360
    Abstract: Disclosed are compounds of the formula ##STR1## wherein the several groups are defined herein. These compounds are useful for treating inflammation.
    Type: Grant
    Filed: June 1, 1984
    Date of Patent: March 31, 1987
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Robert J. Greenhouse, Joseph M. Muchowski
  • Patent number: 4636575
    Abstract: Compounds of formula II and X ##STR1## wherein X is O, S, SO.sub.2, methylene, isopropylidene or NCOR.sub.7 where R.sub.7 is alkyl or phenyl, Y is a direct bond or methylene, n is 1 or 2, R.sub.4 is alkyl, phenyl, naphthyl, cycloalkyl, aralkyl, camphoryl, CF.sub.3, CCl.sub.3, F or NH.sub.2 ; or is alkylene, phenylene or naphthylene, R.sub.5 is hydrogen or halogen, R.sub.6 is hydrogen, alkyl, phenyl or cyano, R.sub.8 is substituted phenyl, substituted naphthyl, anthryl or phenanthryl, R.sub.9 is alkyl R.sub.10 is alkyl or substituted phenyl, and R.sub.11 is alkyl, substituted phenyl, naphthyl, camphoryl, alkylene, phenylene or naphthylene, are latent curing catalysts for acid-curable stoving lacquers. They are distinguished by satisfactory solubility in the acid-curable resin systems, can be stored virtually indefinitely in the dark and, when exposed to shortwave light, make it possible to cure the resins by acid catalysts at a relatively low temperature.
    Type: Grant
    Filed: December 17, 1984
    Date of Patent: January 13, 1987
    Assignee: Ciba-Geigy Corporation
    Inventor: Rudolf Kirchmayr
  • Patent number: 4593106
    Abstract: 4-[2-(Dialkylamino)ethyl]-7-hydroxyisatins are prepared by internal condensation of an oxime followed by removal of protecting groups. The compounds are D.sub.2 -agonists and, thereby, have anti-hypertensive activity. A species of the group is 4-[2-(di-n-propylamino)ethyl]-4-hydroxyisatin.
    Type: Grant
    Filed: June 4, 1984
    Date of Patent: June 3, 1986
    Assignee: SmithKline Beckman Corporation
    Inventors: Orum D. Stringer, Joseph Weinstock, James W. Wilson
  • Patent number: 4581366
    Abstract: The invention concerns 1'-(4-bromo-2-fluorobenzyl)-7'-chloro-spiro[imidazolidine-4,3'-indoline]-2 ,2',5-trione in racemic or dextrorotatory form; pharmaceutical compositions thereof for use in the treatment or prophylaxis of certain complications of diabetes; and processes for its manufacture.
    Type: Grant
    Filed: March 19, 1984
    Date of Patent: April 8, 1986
    Assignee: Imperial Chemical Industries PLC
    Inventors: David R. Brittain, Robin Wood
  • Patent number: 4545806
    Abstract: Cyclohexane-1,3-dione derivatives of the formula ##STR1## where A is an unsubstituted or substituted, saturated or unsaturated 4-membered to 7-membered heterocyclic structure which contains from 1 to 3 nitrogen atoms and may be fused to an aromatic radical, R.sup.1 is hydrogen, methoxycarbonyl, ethoxycarbonyl, methyl or cyano, R.sup.2 is alkyl and R.sup.3 is alkyl, haloalkenyl or propargyl, and salts of these compounds, are useful for controlling undesirable plant growth.
    Type: Grant
    Filed: March 15, 1984
    Date of Patent: October 8, 1985
    Assignee: BASF Aktiengesellschaft
    Inventors: Dieter Jahn, Rainer Becker, Michael Keil, Wolfgang Spiegler, Bruno Wuerzer
  • Patent number: 4539329
    Abstract: The invention concerns novel trifluoromethyl derivatives of 1'-halogenobenzyl-spiro[imidazolidine-4,3'-indoline]-2,2',5-trione (I), their pharmaceutically acceptable salts, and non-toxic, biodegradable precursors thereof. The derivatives are potent inhibitors of the enzyme aldose reductase and are useful in treating or preventing certain complications of diabetes. The invention also provides pharmaceutical compositions and processes for the manufacture of the derivatives.
    Type: Grant
    Filed: May 6, 1983
    Date of Patent: September 3, 1985
    Assignee: Imperial Chemical Industries, plc
    Inventors: David R. Brittain, David Brown, Robin Wood
  • Patent number: 4476132
    Abstract: Quinolinone derivatives of the formula (I) ##STR1## in which X represents oxy or a direct bond, R.sub.1 represents an aliphatic, cycloaliphatic, aromatic, araliphatic, heterocyclic or heterocyclic-aliphatic radical or hydrogen, Ph represents an optionally additionally substituted 1,2-phenylene radical containing the group R.sub.1 --X--C(O)--, and one of the radicals R.sub.2 and R.sub.3 represents an optionally esterified or amidated carboxy group R.sub.4 and the other represents hydrogen or an aliphatic radical or, in the case of a radical R.sub.3, hydroxy, and in which either R.sub.A and R.sub.B together represent oxo, R.sub.C and R.sub.D together represent an additional bond, or, when R.sub.2 represents a radical R.sub.4, R.sub.C is hydrogen and R.sub.3 and R.sub.D together represent oxo, and R.sub.E represents a radical R.sub.5 which represents hydrogen or an aliphatic, cycloaliphatic, araliphatic heterocyclic-aliphatic radical, or R.sub.A represents an optionally etherified hydroxy group and R.sub.
    Type: Grant
    Filed: March 19, 1982
    Date of Patent: October 9, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: Richard Goschke, Pier G. Ferrini, Alfred Sallmann
  • Patent number: 4443614
    Abstract: A process is described for preparing triarylmethane derivatives of a high purity in an extremely high yield from 3-phenylphthalide derivatives and aniline derivatives or indole derivatives with Friedel-Crafts type catalyst or Friedel-Crafts type catalyst and an oxidizing agent.
    Type: Grant
    Filed: June 24, 1980
    Date of Patent: April 17, 1984
    Assignee: Kanzaki Paper Manufacturing Co., Ltd.
    Inventors: Mitsuru Kondo, Kiyoshi Yasui, Makoto Miyake, Hiroshi Iwasaki, Tetsuo Shiraishi
  • Patent number: 4439610
    Abstract: A process is described for preparing triarylmethane derivatives of a high purity in an extremely high yield from 3-phenylphthalide derivatives and aniline derivatives or indole derivatives with Friedel-Crafts type catalyst or Friedel-Crafts type catalyst and an oxidizing agent.
    Type: Grant
    Filed: March 4, 1977
    Date of Patent: March 27, 1984
    Assignee: Kanzaki Paper Manufacturing Company, Ltd.
    Inventors: Mitsuru Kondo, Kiyoshi Yasui, Makoto Miyake, Hiroshi Iwasaki, Tetsuo Shiraishi
  • Patent number: 4395559
    Abstract: 2,3-Indoledione derivatives of the formula ##STR1## wherein R is isopropyl or tert.butyl, R.sup.1 is hydrogen or lower alkyl and R.sup.2 is lower alkyl or lower aralkyl, and their pharmaceutically acceptable acid addition salts, prepared from a compound of the formula ##STR2## wherein R.sup.3 is hydroxy and R.sup.4 is chlorine or bromine or R.sup.3 and R.sup.4, taken together, are oxygen, and R.sup.1 and R.sup.2 are as previously set forth, are described. The compounds of formula I and their pharmaceutically acceptable addition salts are useful as .beta.-adrenergic blocking agents and antihypertensive agents.
    Type: Grant
    Filed: December 1, 1980
    Date of Patent: July 26, 1983
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Graham A. Fothergill, John M. Osbond