Acridines (including Hydrogenated) Patents (Class 546/102)
  • Patent number: 4985564
    Abstract: Acridine compounds such as 1,4-butylene-bis-.beta.-(acridin-9-yl)acrylate, or the like are high in light sensitivity and suitable as a photopolymerization initiator.
    Type: Grant
    Filed: September 1, 1989
    Date of Patent: January 15, 1991
    Assignees: Hitachi Chemical Co., Ltd., Adeka Argus Chemical Co., Ltd.
    Inventors: Hajime Kakumaru, Yoshitaka Minami, Naohiro Kubota, Shinya Mashimo
  • Patent number: 4960890
    Abstract: Methine dyes (I) which conform in one of their tautomeric forms to the general formula ##STR1## where Y.sup.1 is in both or either case an electron-attracting group and the other Y.sup.1 is hydrogen,Y.sup.2 is in each case, independently of the others, hydrogen, --CN, halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.5 -C.sub.7 -cycloalkyl, phenyl, pyridyl or together with a further Y.sup.2 a five- or six-membered ring which may have a fused-on benzene ring,R is hydrogen, C.sub.1 -C.sub.20 -alkyl, C.sub.7 -C.sub.10 -aralkyl or .beta.
    Type: Grant
    Filed: October 5, 1989
    Date of Patent: October 2, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Ewald Daltrozzo, Werner Sulger
  • 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: 4950613
    Abstract: A method of preparing a labelled specific binding partner, such as a biological probe in the form of an antibody or oligonucleotide probe, using a protected label (the corresponding unprotected label being susceptible to inactivation, such as by hydrolysis to yield a non-chemiluminescent form of the label). The specific binding partner is linked to the label, and an adduct of the label is prepared using a protective adduct former which produces a protected label which is less susceptible to inactivation. Particularly preferred labels are the acridiniums and acridans, most preferably the former having the general structure: ##STR1## wherein the phenyl rings are optionally additionally substituted, R.sub.1 is preferably an alkyl, and R.sub.5 is an optionally substituted hydrocarbon, most preferably a phenyl moiety which is either linked to the specific binding partner, or capable of being linked thereto.
    Type: Grant
    Filed: February 26, 1988
    Date of Patent: August 21, 1990
    Assignee: Gen-Probe Incorporated
    Inventors: Lyle J. Arnold, Jr., Alexander A. Waldrop, III, Philip W. Hammond
  • Patent number: 4946958
    Abstract: A compound for use as a chemiluminescent label in immunoassay comprises an aryl acridinium ester linked to an N-succinimidyl moiety. The compound is conveniently linked to a monoclonal antibody or other protein and is used in a two-site immunoassay for the quantitation of an antigen of interest, by initiation of the luminescent reaction and subsequent measurement of the photonic emission of the immune complex formed during the immunological reaction.
    Type: Grant
    Filed: September 26, 1988
    Date of Patent: August 7, 1990
    Assignee: The Welsh National School of Medicine
    Inventors: Anthony K. Campbell, James S. Woodhead, Ian Weeks
  • Patent number: 4940706
    Abstract: The present invention describes novel 2,4-disubstituted 1,3-dioxolanes having the formula I ##STR1## wherein R.sup.1 represents a long chain alkyl group; X is a covalent single bond, a carbonyl group, a carboxyl group, a carbamoyl group or a --O--P(.dbd.O)(O.sup.z)-- group; z is a negative charge (-) when q is zero, or z is an hydrogen atom when q is one; n is an integer from 2 to 10; R.sup.2, R.sup.3 and R.sup.4 are lower alkyl groups, or R.sup.2 R.sup.3 R.sup.4 N.sup.+ represents an aromatic cyclic ammonium group or R.sup.2 R.sup.3 R.sup.4 N.sup.+ represents a non-aromatic cyclic ammonium group in which two of the groups (R.sup.2, R.sup.3 or R.sup.4) form a non-aromatic ring together with the quaternary nitrogen atom; and A.sup.- is a pharmaceutically acceptable anion. These compounds are in vitro inhibitors of the platelet aggregation induced by the platelet activating factor (PAF) and, thus, useful for the treatment of the diseases in which this substance is involved.
    Type: Grant
    Filed: October 13, 1988
    Date of Patent: July 10, 1990
    Assignee: J. Uriach & Cia, S.A.
    Inventors: Javier Bartroli, Manuel Anquita, Elena Carceller
  • Patent number: 4918192
    Abstract: The present invention relates to novel acridinium esters which are useful as luminescent labels in specific binding assays such as immunoassays or nucleic acid hybridization assays. More particularly, polysubstituted aryl acridinium esters are highly stable labels for use in a chemiluminescent immunoassay.
    Type: Grant
    Filed: December 14, 1987
    Date of Patent: April 17, 1990
    Assignee: Ciba Corning Diagnostics Corp.
    Inventors: Say-Jong Law, Steve C. S. Chang, Stephen A. Palmacci, Roger S. Cubicciotti
  • Patent number: 4855423
    Abstract: Sulfatobetaines are prepared by reacting an addition compound of sulfur trioxide and a tertiary amine with an alkylene carbonate.
    Type: Grant
    Filed: October 13, 1987
    Date of Patent: August 8, 1989
    Assignee: BASF Aktiengesellschaft
    Inventors: Gerold Braun, Chung-Ji Tschang, Christos Vamvakaris, Klaus Glaser
  • Patent number: 4851536
    Abstract: There are disclosed compounds of the formula ##STR1## wherein X is O, S, SO, SO.sub.2 or CR.sup.1 R.sup.2 ;R.sup.1 and R.sup.2 are each independently hydrogen, lower alkyl, carboxyl, lower alkoxy carbonyl, lower cycloalkyl, phenyl, naphthyl, pyridyl, quinolinyl, pyrazinyl, pyridinyl, pyridazinyl, pyrimidinyl, quinoxalinyl, quinazolinyl or any of the foregoing aryl or hetaryl substituents substituted with halo, lower alkyl, lower alkyl carbonyl, benzoyl, COOR.sup.3, OR.sup.3, N(R.sup.3).sub.2, CON(R.sup.3).sub.2, SO.sub.3 R.sup.3, SO.sub.2 N(R.sup.3).sub.2, phenylsulfonyl, lower alkyl sulfonyl, cyano, nitro or trifluoromethyl;R.sup.3 is hydrogen, lower alkyl or phenyl;R.sup.4 is halo, morpholino, 4-methylpiperazino, R.sup.5 NNHR.sup.6,R.sup.5 NCH.sub.2 CH.sub.2 OCH.sub.3, or ##STR2## R.sup.5 is hydrogen or lower alkyl; R.sup.6 is hydrogen, lower alkyl, lower alkanoyl, lower cycloalkyl or phenyl; andR.sup.7 and R.sup.
    Type: Grant
    Filed: April 20, 1988
    Date of Patent: July 25, 1989
    Assignee: American Home Products Corporation
    Inventors: Jerauld S. Skotnicki, Steven C. Gilman
  • Patent number: 4810636
    Abstract: Chromogenic acridinone enzyme substrate compounds comprising 7-hydroxy-9H-acridin-2-one chromogens derivatized at the 7-hydroxy-position with an enzymatically-cleavable group and disubstituted at the 9-position with alkyl or aryl groups, which can be the same or different, preferably lower alkyl or phenyl, respectively, or together form a cyclohexa-2,5-diene-4-one residue or a 4-hydroxycycloxhexyl residue, and 7-hydroxy-1,3-dihalo-9,9-dimethyl-acridin-2-one intermediates useful for the preparation of the novel chromogenic acridinone enzyme substrate compounds and methods therefor.
    Type: Grant
    Filed: November 20, 1987
    Date of Patent: March 7, 1989
    Assignee: Miles Inc.
    Inventor: Paul F. Corey
  • Patent number: 4766213
    Abstract: Compounds of the formula ##STR1## are disclosed wherein the variables are herein described. These compounds are intermediates to compounds which influence the influx of calcium into the cell.
    Type: Grant
    Filed: January 16, 1987
    Date of Patent: August 23, 1988
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Horst Juraszyk, Rolf Gericke, Inge Lues, Rolf Bergmann, Claus J. Schmitges
  • Patent number: 4751309
    Abstract: Methine dyes (I) which conform in one of their tautomeric forms to the general formula ##STR1## where Y.sup.1 is in both or either case an electron-attracting group and the other Y.sup.1 is hydrogen,Y.sup.2 is in each case, independently of the others, hydrogen, --CN, halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.5 -C.sub.7 -cycloalkyl, phenyl, pyridyl or together with a further Y.sup.2 a five- or six-membered ring which may have a fused-on benzene ring,R is hydrogen, C.sub.1 -C.sub.20 -alkyl, C.sub.7 -C.sub.10 -aralkyl or .beta.
    Type: Grant
    Filed: September 15, 1986
    Date of Patent: June 14, 1988
    Assignee: BASF Aktiengesellschaft
    Inventors: Ewald Daltrozzo, Werner Sulger
  • Patent number: 4745181
    Abstract: The present invention relates to novel acridinium esters which are useful as luminescent labels in specific binding assays such as immunoassays or nucleic acid hybridization assays. More particularly, polysubstituted aryl acridinium esters are highly stable labels for use in a chemiluminescent immunoassay.
    Type: Grant
    Filed: October 6, 1986
    Date of Patent: May 17, 1988
    Assignee: Ciba Corning Diagnostics Corp.
    Inventors: Say-Jong Law, Steve C. S. Chang, Stephen A. Palmacci, Roger S. Cubicciotti
  • Patent number: 4739064
    Abstract: Selective hydrogenation of the unsaturated nitrogen-containing ring in heterocyclic aromatic compounds is promoted by the use of at least one hydrogenation catalyst selected from the group consisting of nickel, cobalt, palladium, platinum, ruthenium and rhodium in the presence of reaction modifiers exemplified by carbon monoxide, carbon disulfide and hydrogen sulfide.
    Type: Grant
    Filed: December 4, 1985
    Date of Patent: April 19, 1988
    Assignee: Phillips Petroleum Company
    Inventor: James E. Shaw
  • Patent number: 4739063
    Abstract: Selective hydrogenation of the unsaturated nitrogen-containing ring in heterocyclic aromatic compounds is promoted by the use of hydrogenation catalysts selected from the group consisting of iridium, iridium dioxide, rhenium, molybdenum oxide, tungsten oxide, chromium trioxide, ferric oxide, iron pentacarbonyl, cobalt oxide-molybdenum oxide and copper chromite.
    Type: Grant
    Filed: December 4, 1985
    Date of Patent: April 19, 1988
    Assignee: Phillips Petroleum Company
    Inventor: James E. Shaw
  • Patent number: 4656274
    Abstract: Polyfluorinated substituted quinoline mono- and dioxo compounds and a method for preparing them are described. The fluorinated oxo compounds are useful as antifungal agents.
    Type: Grant
    Filed: February 12, 1985
    Date of Patent: April 7, 1987
    Assignee: Ortho Pharmaceutical Corporation
    Inventors: Jack B. Jiang, David Isaacson
  • Patent number: 4590277
    Abstract: 4-Carboxamidoacridine compounds represented by the general formula (I), ##STR1## where R.sub.1 represents H, CH.sub.3 or NHR.sub.3, where R.sub.3 is H, COCH.sub.3, SO.sub.2 CH.sub.3, COPh, SO.sub.2 Ph or lower alkyl optionally substituted with hydroxyl and/or amino functions;R.sub.2 represents H or up to two of the groups CH.sub.3, OCH.sub.3, halogen, CF.sub.3, NO.sub.2, NH.sub.2, NHCOCH.sub.3, and NHCOOCH.sub.3 placed at positions 1-3 or 5-8;Y represents C(NH)NH.sub.2, NHC(NH)NH.sub.2, or NR.sub.4 R.sub.5, where each of R.sub.4 and R.sub.5 is H or lower alkyl optionally substituted with hydroxyl and/or amino functions; andx is from 2 to 6,and the acid addition salts thereof, possess antibacterial and antitumor properties.
    Type: Grant
    Filed: June 21, 1983
    Date of Patent: May 20, 1986
    Assignee: Development Finance Corporation of New Zealand
    Inventors: Graham J. Atwell, Bruce C. Baguley, William A. Denny, Gordon W. Rewcastle
  • Patent number: 4588730
    Abstract: Pyrazolo[3,4,5-k1]acridines are described as antibacterial agents and antitumor agents as well as pharmaceutical compositions and methods for their preparation.
    Type: Grant
    Filed: August 22, 1985
    Date of Patent: May 13, 1986
    Assignee: Warner-Lambert Company
    Inventor: David B. Capps
  • Patent number: 4526970
    Abstract: An improved process for preparing tetrahydroquinolines and related compounds especially 5,6,7,8-tetrahydroquinoline-8-nitriles, amides and thioamides is described. The nitriles and thioamides are anti-ulcer and/or anti-secretory agents. Typically a compound of formula A ##STR1## where M is sodium, potassium, lithium or MgHal where Hal is chlorine, bromine or iodine, is reacted, e.g., in an ether solvent, with a silyl compound R.sub.x.sup.a Si(NCY).sub.4-x (III) wherein R.sup.a is alkyl, cycloalkyl, aralkyl, or aryl, at least one group R.sup.a being a branched chain alkyl, cycloalkyl, aryl or branched chain aralkyl, Y is oxygen or sulphur, x has a value from 1 to 3, then subjecting the product to hydrolysis or alcoholysis, to obtain the corresponding nitrile, amide or thioamide, provided that when a nitrile is desired the molar ratio of compound III to compound A is at least 2:1 and x is 3 and Y is S. The products may be obtained as acid addition salts.Compound A may contain various substituents, e.g.
    Type: Grant
    Filed: June 21, 1983
    Date of Patent: July 2, 1985
    Assignee: John Wyeth & Brother Limited
    Inventor: Robin G. Shepherd
  • Patent number: 4526968
    Abstract: A aqueous electroplating bath for nickel, cobalt, nickel-cobalt, nickel-iron, cobalt-iron or nickel-cobalt-iron is described which contains, as a brightening agent, a quaternary amine sulfobetaine of the formula ##STR1## wherein N.sup.+ is a heterocyclic tertiary amine group,R is a halogen or lower alkyl group,R' is a hydrogen, lower alkyl or R"C(O)-- groupR" is a lower alkyl group anda is 0-5.These brighteners may be prepared by the reaction of a heterocyclic tertiary amine with an alkali metal halohydrin sulfonate.
    Type: Grant
    Filed: July 16, 1982
    Date of Patent: July 2, 1985
    Assignee: M&T Chemicals Inc.
    Inventors: Kenneth W. Lemke, Maynard W. McNeil
  • Patent number: 4491586
    Abstract: The invention provides compounds of the general formula (I) ##STR1## and physiologically acceptable salts, hydrates and bioprecursors thereof in which the substituents are defined in the specification.The compounds of formula (I) show pharmacologically activity as selective histamine H.sub.2 -antagonists.
    Type: Grant
    Filed: December 16, 1982
    Date of Patent: January 1, 1985
    Assignee: Glaxo Group Limited
    Inventor: Roger Hayes
  • Patent number: 4466980
    Abstract: A novel compound selected from the group consisting of 7-(or 6- or 4-)thiaprostaglandin E.sub.1 derivatives of the formula (I). ##STR1## wherein A represents --CH.sub.2 -- or ##STR2## in which n is 0, 1 or 2, provided that only one A cut of three is ##STR3## R.sup.1 -R.sup.7 and G are as defined in the specification, the 15-epimers of said thiaprostaglandin E.sub.1 derivatives, the enatiomers of said thiaprostaglandin E.sub.1 derivatives or their 15-epimers, and mixtures of these compounds.A 7-thiaprostaglandin E.sub.1 derivative and/or its optical isomer may be prepared by reacting a 2-organo-2-cyclopentenone (II) with an organic copper-lithium compound (III) to effect conjugation reaction. A 6-thiaprostaglandin E.sub.1 derivative and/or its optical isomer may be prepared by subjecting an .alpha.,.beta.-unsaturated ketone (IV) and a thiol (V) to the Michael addition reaction.
    Type: Grant
    Filed: October 30, 1981
    Date of Patent: August 21, 1984
    Assignee: Teijin Limited
    Inventors: Toshio Tanaka, Takeshi Toru, Takeo Oba, Noriaki Okamura, Kenzo Watanabe, Kiyoshi Bannai, Atsuo Hazato, Seizi Kurozumi, Fukuyoshi Kamimoto, Akira Ohtsu
  • Patent number: 4435330
    Abstract: Amphoteric branched sulfatobetaines of the formula ##STR1## wherein R.sub.f is perfluoroalkyl or perfluoroxyperfluoroalkyl; R.sub.1 is a direct bond or a divalent connecting group; R.sub.2, R.sub.3, and R.sub.4 are independently hydrogen or lower alkyl; R.sub.5, R.sub.6 and R.sub.7 are independently lower alkyl, and R.sub.6 may additionally represent aralkyl, and R.sub.6 and R.sub.7 taken together with the nitrogen to which they are attached may also represent piperidino or morpholino and R.sub.5, R.sub.6 and R.sub.7 taken together may also represent pyridyl, acridyl or quinolyl and salts thereof, their preparation and use as surfactants are disclosed.
    Type: Grant
    Filed: December 29, 1982
    Date of Patent: March 6, 1984
    Assignee: Ciba-Geigy Corporation
    Inventor: Robert A. Falk
  • Patent number: 4430171
    Abstract: An aqueous electroplating bath for nickel, cobalt, nickel-cobalt, nickel-iron, cobalt-iron or nickel-cobalt-iron is described which contains, as a brightening agent, a quaternary amine sulfobetaine of the formula ##STR1## wherein N.sup.+ is a heterocyclic tertiary amine group,R is a halogen or lower alkyl group,R' is a hydrogen, lower alkyl or R"C(O)--groupR" is a lower alkyl group anda is 0-5.These brighteners may be prepared by the reaction of a heterocyclic tertiary amine with an alkali metal halohydrin sulfonate.
    Type: Grant
    Filed: August 24, 1981
    Date of Patent: February 7, 1984
    Assignee: M&T Chemicals Inc.
    Inventors: Kenneth W. Lemke, Maynard W. McNeil
  • Patent number: 4408043
    Abstract: Fluorinated compounds of the formula ##STR1## are disclosed. The cationic amine compounds are useful as surfactants.
    Type: Grant
    Filed: March 8, 1982
    Date of Patent: October 4, 1983
    Assignee: Nalco Chemical Company
    Inventors: Virgil L. Seale, James R. Stanford, James E. Briscoe, Glenn S. Penny
  • Patent number: 4404377
    Abstract: Heterocyclic/aromatic fluorinated compounds of the formula ##STR1## are disclosed. The cationic compounds are useful as surfactants.
    Type: Grant
    Filed: March 8, 1982
    Date of Patent: September 13, 1983
    Assignee: Nalco Chemical Company
    Inventors: Virgil L. Seale, James R. Stanford, James E. Briscoe, Glenn S. Penny
  • Patent number: 4297484
    Abstract: This invention relates to alkylated derivatives of polymerized aromatic nitrogen heterocyclic compounds as illustrated by polymerized pyridine, quinoline and derivatives thereof; and uses thereof.These compositions are polymerized by treating said aromatic nitrogen heterocyclic compounds at elevated temperatures and pressures with catalytic amounts of alkyl halides and then alkylating the polymerized products formed.
    Type: Grant
    Filed: April 23, 1979
    Date of Patent: October 27, 1981
    Assignee: Petrolite Corporation
    Inventor: Patrick M. Quinlan
  • Patent number: 4275191
    Abstract: This invention relates to polymerized aromatic nitrogen heterocyclic compounds as illustrated by compounds containing nitrogen heterocyclic rings and uses thereof.Polymerization is effected by treating said aromatic nitrogen heterocyclic compounds at elevated temperatures and pressures with catalytic amounts of alkyl halides.
    Type: Grant
    Filed: April 23, 1979
    Date of Patent: June 23, 1981
    Assignee: Petrolite Corporation
    Inventor: Patrick M. Quinlan
  • Patent number: 4251659
    Abstract: Polyfluorohydroxyisopropyl: -indolines, -tetrahydroquinolines, and -benzazepines, such a .alpha.,.alpha.-bis(trifluoromethyl)-1,2,3,4-tetrahydroquinoline-6-methano l, useful as intermediates for antihypertensives.
    Type: Grant
    Filed: December 22, 1977
    Date of Patent: February 17, 1981
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Paul E. Aldrich, Gilbert H. Berezin
  • Patent number: 4250294
    Abstract: A polymer having aromatic or heterocyclic rings as the only structural elements said aromatic or heterocyclic rings containing at least two nitro groups is disclosed as well as a method of preparing the same. The polymers are useful as binding agents for thermo stable propellants and can be easily formed into films. They remain thermally stable up to temperatures of at least 200.degree. C.
    Type: Grant
    Filed: November 22, 1978
    Date of Patent: February 10, 1981
    Assignee: Dynamit Nobel Aktiengesellschaft
    Inventors: Rainer Hagel, Klaus Redecker
  • Patent number: 4136102
    Abstract: Halogen onium salts, and onium salts of Group VA and V1A elements having an MF.sub.6.sup.- anion, where M is selected from P, As and Sb, have been found to exhibit unusual activity under ultraviolet light. These onium salts can be employed as cationic photoinitiators when used with a variety of organic resins and cyclic organic compounds.
    Type: Grant
    Filed: April 21, 1973
    Date of Patent: January 23, 1979
    Assignee: General Electric Company
    Inventor: James V. Crivello