Tricyclo Ring System Having The Hetero Ring As One Of The Cyclos Patents (Class 549/43)
  • Patent number: 5017600
    Abstract: The present invention relates to compounds of formula (I)ArCH.sub.2 R.sup.
    Type: Grant
    Filed: August 24, 1989
    Date of Patent: May 21, 1991
    Assignee: Burroughs Wellcome Co.
    Inventor: Kenneth W. Bair
  • Patent number: 5011845
    Abstract: Compounds of the formula ##STR1## wherein R.sup.5 represents C.sub.1 to C.sub.6 -alkyl or the group--(CH.sub.2).sub.n --Z--(CH.sub.2).sub.m --Ar wherein Z represents O, S or --CH.sub.2 --and Ar is phenyl, optionally substituted by one or two groups selected from the group consisting of hydrogen, C.sub.1 to C.sub.6 -alkyl, C.sub.1 to C.sub.6 -alkoxy, Cl,F,Br,I,NO.sub.2, CF.sub.3, CN, R.sup.6 -S(O).sub.x, R.sup.7 --CO--,(R.sup.8 R.sup.9)NCO-and phenyl, wherein x is 0, 1 or 2, and each R.sup.6, R.sup.7, R.sup.8 and R.sup.9 is independently C.sub.1 to C.sub.6 alkyl or two adjacent groups on Ar may form together an additional fused benzenoid ring; n and m independently represent integers of from 1 to 8; and ring Q represents one of the rings Q.sub.1, Q.sub.2, Q.sub.3 or Q.sub.4 below: ##STR2## X is N or C--R.sup.1 ; Y is N or C--R.sup.4 ;W represents O or S;each of R.sup.1, R.sup.2, R.sup.3 and R.sup.4 is independently selected from hydrogen, C.sub.1 to C.sub.6 -alkyl, C.sub.1 to C.sub.6 -alkoxy, Cl,F,Br,I,NO.sub.
    Type: Grant
    Filed: June 13, 1990
    Date of Patent: April 30, 1991
    Assignee: Schering Corporation
    Inventors: David J. Blythin, Ho-Jane Shue, Ashit K. Ganguly
  • Patent number: 4975451
    Abstract: Compounds of the formula ##STR1## in which Ar is substituted or unsubstituted phenyl, naphthyl, or thienyl; and Ar.sup.1 is 3-phenoxyphenyl, 4-fluoro-3-phenoxyphenyl, 2-methyl[1-1'-biphenyl]-3-yl, or 6-phenoxy-2-pyridyl, exhibit pyrethroid-like insecticidal and acaricidal activity and are relatively nontoxic to fish.
    Type: Grant
    Filed: March 2, 1989
    Date of Patent: December 4, 1990
    Assignee: FMC Corporation
    Inventors: Thomas G. Cullen, Scott McN. Sieburth, Gary A. Meier, John F. Engel, Leslie W. Stratton, Alan W. Fritz
  • Patent number: 4965285
    Abstract: The present invention relates to compounds of formula (I)ArCH.sub.2 R.sup.
    Type: Grant
    Filed: August 25, 1989
    Date of Patent: October 23, 1990
    Assignee: Burroughs Wellcome Co.
    Inventor: Kenneth W. Bair
  • Patent number: 4952707
    Abstract: Chemiluminescent 1,2-dioxetane compounds are disclosed in which the molecule is stabilized at the 3-position on the dioxetane ring against decomposition prior to the molecule's coming in contact with a labile group-removing substance (e.g., an enzyme that will cleave the labile group to cause the molecule to decompose to form at least one light-emitting fluorophore) and substituted at the 4-position on the dioxetane ring with a fused polycyclic ring-containing fluorophore moiety bearing a labile ring substituent whose point of attachment to the fused polycyclic ring, in relation to this ring's point(s) of attachment to the dioxetane ring, is such that the total number of ring atoms separating these points of attachment, including the ring atoms at the points of attachment, is an odd whole number. These odd pattern substituted compounds decompose to emit light of greater intensity and of a different wavelength than that emitted by the corresponding even pattern substituted isomers.
    Type: Grant
    Filed: June 30, 1988
    Date of Patent: August 28, 1990
  • Patent number: 4876361
    Abstract: Described is a novel process which can be carried out as a single-stage synthesis for the production of substituted and/or b,d- ortho-fused thiophenes. Serving as starting compounds and .alpha.-methylene ketones which are reacted in an preferably alcoholic solvent with bromine whereafter the formed intermediate product after separation from the solvent is reacted directly with a sulphurising agent. Preferably under reflux conditions in a suitable solvent to form the end product.In this way also hitherto unknown ortho-fused thiophene compounds are synthesized more especially those with 5 or 9 rings condensed with one another.
    Type: Grant
    Filed: December 7, 1987
    Date of Patent: October 24, 1989
    Assignee: Rita von der Haar-Czogalla
    Inventor: Claus-D. Czogalla
  • Patent number: 4866073
    Abstract: The present invention relates to compounds of formula (I)ArCH.sub.2 R.sup.1 (I)or a monomethyl or monoethyl ether thereof (the compound of formula (I) including these ethers may contain no more than 29 carbon atoms in total); ethers, esters thereof; acid addition salts thereof; wherein Ar is a C.sub.8-13 fused heterotricyclic ring system containing at least two aromatic rings and no more than 3 heteroatoms (in separate rings), or a C.sub.10-17 fused heterotetracyclic ring system containing at least two aromatic rings and no more than 4 heteroatoms (in separate rings) or a C.sub.
    Type: Grant
    Filed: October 22, 1987
    Date of Patent: September 12, 1989
    Assignee: Burroughs Wellcome Co.
    Inventor: Kenneth W. Bair
  • Patent number: 4866070
    Abstract: The present invention relates to compounds of formula (I)ArCH.sub.2 R.sup.
    Type: Grant
    Filed: December 11, 1987
    Date of Patent: September 12, 1989
    Assignee: Burroughs Wellcome Co.
    Inventor: Kenneth W. Bair
  • Patent number: 4864033
    Abstract: The present invention relates to novel liquid crystalline compounds having the following formula: ##STR1## In the above formula, a is 1 or 2, or R.sub.1 and R.sub.2 may be virtually any chemical groups which will maintain the liquid crystalline properties of the resultant compound. The novel compounds of the present invention contain a biphenylcarboxylate ester moiety so as to define a new class of liquid crystalline compounds. The present invention further includes polymers made from the novel liquid crystalline compounds by attaching the compounds to a polymer backbone such as a polysiloxane backbone. Additionally, the present invention also contemplates methods for using such polymers as stationary phases in the chromatographic analysis of various chemical compounds, such as polycyclic aromatic hydrocarbons (PAH).
    Type: Grant
    Filed: November 27, 1985
    Date of Patent: September 5, 1989
    Assignee: Brigham Young University
    Inventors: Jerald S. Bradshaw, Brian A. Jones, Karin E. Markides, Milton L. Lee
  • Patent number: 4855446
    Abstract: Racemic carboxylic acids are resolved into their enantiomers using optically active enantiomers of four lactones as resolving agents. The four lactones are 2,3-isopropylidene-ribonic acid-1,4-lactone, 1,2-isopropylidene-glucofuranurono-3,6-lactone, 2-hydroxy-3,3-dimethyl-1,4-butyrolactone and 3,4-isopropylidene-arabino-1,5-lactone. Novel diastereoisomeric esters of the acids with the lactones are disclosed.
    Type: Grant
    Filed: December 17, 1984
    Date of Patent: August 8, 1989
    Assignee: The Sherwin Williams Company
    Inventors: Colin C. Duke, Robert J. Wells
  • Patent number: 4837226
    Abstract: A method for the treatment of cerebrovascular disorders by administering a fluorenamine, dibenzofuranamine, or dibenzothiophenamine derivative.
    Type: Grant
    Filed: April 27, 1988
    Date of Patent: June 6, 1989
    Assignee: Warner-Lambert Company
    Inventors: Linda L. Coughenour, Graham Johnson
  • Patent number: 4826977
    Abstract: A series of novel photochromic spiropyrans are disclosed in which a spiro-adamantane group is introduced into the 2-position of the benzopyran or naphthopyran ring. The spiropyran compounds of the invention exhibit heliochromic properties, i.e. they color in sunlight and fade rapidly at ambient temperatures in the absence of U.V. light, making them good candidates for use in the manufacture of sunglasses. The invention includes lenses which darken in sunlight and incorporate the novel spiropyrans and a process for the preparation of the spiropyran compounds.
    Type: Grant
    Filed: May 15, 1987
    Date of Patent: May 2, 1989
    Assignee: The Plessey Company plc
    Inventors: Harry G. Heller, Stephen N. Oliver, John Whittall, Ian Tomlinson
  • Patent number: 4797414
    Abstract: Pharmaceutical preparations containing compounds of formula I ##STR1## wherein ring A is unsubstituted or substituted, R.sub.1 and R.sub.2, independently of one another, each represents hydrogen, lower alkyl, aryl or heteroaryl, or R.sub.1 and R.sub.2 together represent lower alkylene optionally interrupted by oxygen, sulfur or optionally substituted nitrogen, Y is methylene, methylene mono- or disubstituted by lower alkyl, oxygen, sulfur, sulfinyl or sulfonyl, X represents a bivalent radical --S--C[--B--(Z).sub.n ].dbd.CH-- the sulfur group S of which is bonded directly to the .alpha.- or to the .beta.
    Type: Grant
    Filed: February 14, 1986
    Date of Patent: January 10, 1989
    Assignee: Zyma SA
    Inventor: Christian G. Rimbault
  • Patent number: 4795242
    Abstract: Polyisothianaphthene substituted in the 5 and/or 6 positions so as to have an oxygen atom adjacent to C.sub.5 or C.sub.6. Substituents include alkoxys, hydroxys and dioxyalkylenes. The polymers are conducting and useful in electrochromic displays and as electrode materials.
    Type: Grant
    Filed: December 18, 1986
    Date of Patent: January 3, 1989
    Assignee: University of California
    Inventors: Wudl: Fred, Alan Heeger, Yoshiaki Ikenoue, Masao Kobayashi
  • Patent number: 4719224
    Abstract: Novel optically active isomers or racemic mixtures of thiophene acetic acid derivatives of the formula ##STR1## wherein R.sub.1 is selected from the group consisting of hydrogen and alkyl of 1 to 5 carbon atoms, Y is selected from the group consisting of --OR.sub.2 and ##STR2## R.sub.2 is selected from the group consisting of hydrogen, alkyl of 1 to 5 carbon atoms and ##STR3## n is an integer from 2 to 5, X' and X" are individually selected from the group consisting of hydrogen and alkyl of 1 to 5 carbon atoms or taken together with the nitrogen atom form an optionally unsaturated heterocycle of 5 to 6 ring members, R.sub.3 and R.sub.4 are individually selected from the group consisting of hydrogen and alkyl of 1 to 5 carbon atoms and their non-toxic, pharmaceutically acceptable salts with acids and bases having a good analgesic and anti-inflammatory activity and inhibition of 5-lipoxygenase and cyclooxygenase, a process and intermediates for their preparation.
    Type: Grant
    Filed: March 6, 1986
    Date of Patent: January 12, 1988
    Assignee: Roussel Uclaf
    Inventors: Francois Clemence, Odile Le Martret, Francoise Delevallee
  • Patent number: 4665206
    Abstract: The invention relates to compounds of the general formula I ##STR1## wherein R.sub.1 represents one up to and including four, the same or different substituents selected from alkyl(1-6 C), alkoxy(1-6 C), hydroxy, halogen, NO.sub.2 CF.sub.3 or the group --NR.sub.5 R.sub.6, whereby two substituents taken together may also represent a methylene-dioxy group,X represents nitrogen or the group ##STR2## n has the value 0, 1 or 2, R.sub.3 represents one of the moieties: ##STR3## the latter meaning of R.sub.3 (amide) only under the condition that for X is nitrogen the meaning of R.sub.1 is limited to substituents selected from hydroxy, alkoxy(1-6 C) and methylenedioxy, and R.sub.4, R.sub.5 and R.sub.6 represent hydrogen or alkyl(1-6 C), and pharmaceutically acceptable salts thereof, suitable in the treatment of heart failure.
    Type: Grant
    Filed: March 7, 1985
    Date of Patent: May 12, 1987
    Assignee: Akzo N.V.
    Inventors: James Redpath, Robert T. Logan, David B. McFadzen, Robert G. Roy
  • Patent number: 4605748
    Abstract: Certain benzocycloalkaneheteroaromaticmethyl, e.g., benzocycloalkanethiophenemethyl, esters and insecticidal compositions containing these esters are useful for the control of a broad range of insects and acarids.
    Type: Grant
    Filed: April 18, 1984
    Date of Patent: August 12, 1986
    Assignee: FMC Corporation
    Inventor: Ernest L. Plummer
  • Patent number: 4604128
    Abstract: The invention concerns novel compounds of the formula I ##STR1## wherein: m is an integer selected from 1 to 4;n is zero or an integer selected from 1 to 4;X are selected from halogen, nitro, cyano, alkyl, substituted alkyl, hydroxy, alkoxy, alkylthio, sulfamoyl, substituted sulfamoyl, amino, substituted amino, the group --(CH.sub.2).sub.p C(.dbd.A)Z in which p is zero or one A is oxygen or sulfur, and Z is hydrogen, hydroxy, alkoxy, alkylthio, alkyl, substituted alkyl, amino or substituted amino, the group --NHC(.dbd.B)NR.sup.7 R.sup.8 in which B is oxygen or sulfur and R.sup.7 and R.sup.8 are hydrogen or alkyl;R.sup.1 is selected from hydrogen, acyl and an inorganic or organic cation;R.sup.2 is selected from alkyl, substituted alkyl, alkenyl, haloalkenyl, alkynyl and haloalkynyl;R.sup.3 is selected from alkyl, fluoroalkyl, alkenyl, alkynyl, and phenyl; andR.sup.4 is selected from hydrogen, halogen, alkyl, cyano and alkoxycarbonyl.
    Type: Grant
    Filed: September 10, 1985
    Date of Patent: August 5, 1986
    Assignee: ICI Australia Limited
    Inventors: Keith G. Watson, John D. Wishart, Graeme J. Farquharson, Graham J. Bird, Lindsay E. Cross
  • Patent number: 4567280
    Abstract: In a process for producing an iodo-aromatic compound which comprises iodinating an aromatic compound having an electron-donating substituent bonded to the benzene ring with iodine in the presence of a solvent, the improvement wherein about 1/2 to about 10 moles, per mole of iodine added to the reaction system, of nitrogen dioxide (NO.sub.2) is added in the form of NO.sub.2 to the reaction system, and the reaction is carried out in the presence of nitrogen dioxide.
    Type: Grant
    Filed: September 4, 1984
    Date of Patent: January 28, 1986
    Assignee: UBE Industries, Ltd.
    Inventors: Hiroshi Itatani, Mikito Kashima, Yasutaka Tasaki
  • Patent number: 4513137
    Abstract: Mono- or bis(iodonium salts) are produced in neutral organic solvents by the reaction of an [hydroxy (organosulfonyloxy)iodo]arene with a bis(triorganosilyl)arene, a bis(trihalosilyl)arene, or with a mono- or bis(triorganosilyl)heterocyclic compound, or a mono- or bis(trihalosilyl)heterocyclic. The iodonium salts are made under conditions of regiospecific control.
    Type: Grant
    Filed: April 9, 1981
    Date of Patent: April 23, 1985
    Assignee: The University of Akron
    Inventors: Gerald F. Koser, Carol S. Carman
  • Patent number: 4501908
    Abstract: Racemic carboxylic acids are resolved into their enantiomers using optically active enantiomers of four lactones as resolving agents. The four lactones are 2,3-isopropylidene-ribonic acid-1,4-lactone, 1,2-isopropylideneglucofuranurono-3,6-lactone, 2-hydroxy-3,3-dimethyl-1,4-butyrolactone and 3,4-isopropylidene-arabino-1,5-lactone. Novel diastereoisomeric esters of the acids with the lactones are disclosed.
    Type: Grant
    Filed: March 1, 1982
    Date of Patent: February 26, 1985
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Colin C. Duke, Robert J. Wells
  • Patent number: 4487778
    Abstract: Certain benzocycloalkaneheteroaromaticmethyl, e.g., benzocycloalkanethiophenemethyl, esters and insecticidal compositions containing these esters are useful for the control of a broad range of insects and acarids.
    Type: Grant
    Filed: January 27, 1983
    Date of Patent: December 11, 1984
    Assignee: FMC Corporation
    Inventor: Ernest L. Plummer
  • Patent number: 4394403
    Abstract: Photopolymerizable compositions which comprise cationically polymerizable organic material and photosensitive aromatic iodonium salt of a halogen-containing complex ion are described as are coated substrates and methods for bonding materials together using such compositions.
    Type: Grant
    Filed: April 2, 1975
    Date of Patent: July 19, 1983
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: George H. Smith
  • Patent number: 4349560
    Abstract: The invention relates to imidazolyl-indenothiophene compounds of Formula (I) and a process for their production. Also included in the invention are antimycotic compositions containing said imidazolyl-indenothiophene compounds and methods for the use of said compounds and compositions.
    Type: Grant
    Filed: April 17, 1982
    Date of Patent: September 14, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Horst Boshagen, Karl H. Buchel, Wilfried Draber, Ingo Haller, Manfred Plempel
  • Patent number: 4347254
    Abstract: A compound of the formula: ##STR1## wherein A.sub.1 is a single bond or a C.sub.1 -C.sub.5 alkylene group bonding at the 2-, 2'- or 3-position, A.sub.2 is a C.sub.1 -C.sub.3 alkylene group, A.sub.3 is a C.sub.1 -C.sub.4 alkylene group, X is --O-- or --SO.sub.n -- and B is a carboxy group, a C.sub.2 -C.sub.5 alkoxycarbonyl group, a cyano group, an amino group of the formula: ##STR2## or a carbamoyl group of the formula: ##STR3## which is useful as an antiviral agent with no side effect.
    Type: Grant
    Filed: July 22, 1980
    Date of Patent: August 31, 1982
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Junki Katsube, Hiromi Shimomura, Shun Inokuma, Akihiko Sugie
  • Patent number: 4334078
    Abstract: Dibenzothiophenes of the formula ##STR1## wherein R, R.sub.1 and R.sub.2 are as hereinafter described, prepared, inter alia, from the correspondingly substituted thiophenol and haloketocyclohexane are described. The dibenzothiophenes of the invention are useful antiinflammatory, analgesic and antirheumatic agents.
    Type: Grant
    Filed: December 22, 1980
    Date of Patent: June 8, 1982
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Leo Berger, John T. Plati, Albert Ziering
  • Patent number: 4310657
    Abstract: Compositions of oxidizable organic materials having stabilizing amounts of polymeric monohydroxybenzenoid hydroquinoid antioxidants of from about 500 to about 10,000 molecular weight, and the said polymers which are the reaction products of an alpha, alpha' alkyl aromatic compound containing a benzenoid ring, a hydroquinone compound and a monohydroxy benzenoid compound.
    Type: Grant
    Filed: June 25, 1979
    Date of Patent: January 12, 1982
    Assignee: Standard Oil Company (Indiana)
    Inventor: Carl Serres, Jr.
  • Patent number: 4282354
    Abstract: In general, materials having the structure ##STR1## wherein A represents phenylene, napthylene, anthracenediyl, and dibenzothien-diyl;R.sub.1 and R.sub.2, which may be the same or different when taken alone represent hydrogen, cyano, alkylcarbonyl and arylcarbamoyl, arylcarbonyl, cyanoaryl;R.sub.1 and R.sub.2, when taken together, represent sufficient atoms to form substituted and unsubstituted radicals selected from the group consisting of furanylidene, fluorenylidene, pyrimidinylidene, thiazolidinylidene, pyrrolinyl, and indenyl, isoxazolinylidene, pyrazolinylidene and indanylidene, wherein said substituents are selected from the group consisting of hydrogen, cyano, aryl, oxo, thioxo, nitro, alkyl, nitroaryl, carbamoyl and cyanoalkyl; andalkyl represents an alkyl group having from one to six carbon atoms; aryl represents an aromatic nucleus selected from the group consisting of benzene, napthalene or anthracene, are useful in electrophoretic migration imaging processes.
    Type: Grant
    Filed: April 18, 1979
    Date of Patent: August 4, 1981
    Assignee: Eastman Kodak Company
    Inventors: James A. Van Allan, Louis J. Rossi, Melvin S. Bloom, Michael T. Regan, Hal E. Wright, Joseph Y. Kaukeinen
  • Patent number: 4252810
    Abstract: 9,10-Dihydro-4H-benzo[4,5]cyclohepta [1,2-b]thiophen-4,9-imines, derivatives and pharmaceutically acceptable salts thereof are useful as antianxiety agents, as muscle relaxants and in the treatment of extrapyramidal disorders such as in Parkinson's disease.
    Type: Grant
    Filed: November 15, 1978
    Date of Patent: February 24, 1981
    Assignee: Merck & Co., Inc.
    Inventors: Paul S. Anderson, Ben E. Evans
  • Patent number: 4219657
    Abstract: Dibenzothiophenes of the formula ##STR1## wherein R, R.sub.1 and R.sub.2 are as hereinafter described, prepared, inter alia, from the correspondingly substituted thiophenol and haloketocyclohexane are described. The dibenzothiophenes of the invention are useful antiinflammatory, analgesic and antirheumatic agents.
    Type: Grant
    Filed: December 19, 1977
    Date of Patent: August 26, 1980
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Leo Berger, John T. Plati, Albert Ziering
  • Patent number: 4183943
    Abstract: The present invention provides compounds of formula, ##STR1## wherein n is from 0 to 4, m is from 0 to 4, whereby n+m is at least 1 and not more than 4, each of R.sub.1, R.sub.2, R.sub.3 and R.sub.4 may independently be, for example, hydrogen, alkyl or alkoxy, R.sub.5 may, for example, be nitrile or carbamoyl and R.sub.6 is hydrogen and, when n is 2 and m is 0, one of R.sub.6 can be alkyl of 1 to 4 carbon atoms, which compounds possess pharmaceutical, for example antiallergic, activity.
    Type: Grant
    Filed: February 3, 1978
    Date of Patent: January 15, 1980
    Assignee: Sandoz Ltd.
    Inventor: Jean-Michel Bastian
  • Patent number: 4174447
    Abstract: A decarboxylation process for coupling aromatic compounds wherein cyclic hydrocarbons and heterocyclic compounds having at least one labile ring hydrogen are reacted with the mono silver salts of aromatic carboxylic acids, or mono silver salts of unsaturated compounds such as .alpha.,.beta.-ethylenically unsaturated acid compounds, or silver trifluoroacetate, or the mono silver salts are reacted with themselves, by heating to temperatures of 100.degree. to 500.degree. C. at pressures of 0.1 to 10 atmospheres, or by irradiating the reactants with ultraviolet light of 200 to 400 nanometers at temperatures of -30.degree. to 150.degree. C. The resulting dimers, trimers, polysubstituted polyphenyls, polyheterocyclics and trifluoromethylated aromatics are useful as heat transfer media, as intermediates for high molecular weight polymers, pesticides and petroleum additives, and as scintillation counters.
    Type: Grant
    Filed: February 26, 1975
    Date of Patent: November 13, 1979
    Assignee: Standard Oil Company (Indiana)
    Inventor: Ellis K. Fields