Hetero Ring In Ionically Bonded Moiety Patents (Class 544/109)
  • Patent number: 10414747
    Abstract: Compounds of general formula (Ia), compounds of general formula (Ia?), compounds of general formula (Ib), compounds of general formula (Ib?), compounds of general formula (I), compounds of general formula (I?), and their pharmaceutically acceptable salts, wherein R1, R2, R3, R4, R5, R6, R8, R9, X1, X2, and X3 are defined herein, that may be useful as inductors of type I interferon production, specifically as STING active agents, are provided. Also provided are processes for the synthesis and use of compounds of the disclosure.
    Type: Grant
    Filed: October 2, 2017
    Date of Patent: September 17, 2019
    Assignee: Merck Sharp & Dohme Corp.
    Inventors: Michael D. Altman, Brandon D. Cash, Wonsuk Chang, Jared N. Cumming, Andrew M. Haidle, Timothy J. Henderson, James P. Jewell, Matthew A. Larsen, Rui Liang, Jongwon Lim, Min Lu, Ryan D. Otte, Tony Siu, Benjamin Wesley Trotter, Sriram Tyagarajan
  • Publication number: 20140094602
    Abstract: Described is pentamycin in a purity exceeding 95%, certain polymorphs and solvates of pentamycin, processes for their manufacture, and a method for decreasing the rate of degradation of pentamycin.
    Type: Application
    Filed: July 22, 2013
    Publication date: April 3, 2014
    Applicant: Biolotus Biotechnology AG
    Inventors: Karl REUTER, Victor Meier, Florian Stolz, Dieter Krimmer, Cees Winninps
  • Publication number: 20140005384
    Abstract: Novel salt forms of [R—(R*,R*)]-2-(4-fluorophenyl)-?,?-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1H-pyrrole-1-heptanoic acid characterized by their X-ray powder diffraction pattern and solid-state NMR spectra are described, as well as methods for the preparation and pharmaceutical composition of the same, which are useful as agents for treating hyperlipidemia, hypercholesterolemia, osteoporosis, benign prostatic hyperplasia, and Alzheimer's Disease.
    Type: Application
    Filed: September 3, 2013
    Publication date: January 2, 2014
    Applicant: Pfizer Inc.
    Inventors: Anthony Michael Campeta, Joseph Francis Krzyzaniak, Jason Albert Leonard
  • Publication number: 20120264934
    Abstract: Novel salt forms of [R—(R*,R*)]-2-(4-fluorophenyl)-?,?-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1H-pyrrole-1-heptanoic acid characterized by their X-ray powder diffraction pattern and solid-state NMR spectra are described, as well as methods for the preparation and pharmaceutical composition of the same, which are useful as agents for treating hyperlipidemia, hypercholesterolemia, osteoporosis, benign prostatic hyperplasia, and Alzheimer's Disease.
    Type: Application
    Filed: June 29, 2012
    Publication date: October 18, 2012
    Inventors: Anthony Michael Campeta, Joseph F. Krzyzaniak, Jason Albet Leonard
  • Patent number: 8067412
    Abstract: Disclosed are macrocyclic compounds of formulae I-V, which are analogs of the pochonin resorcylic acid lactones, and processes for the preparation of the compounds. The compounds disclosed are useful as inhibitors of kinases and Heat Shock Protein 90 (HSP 90). Also disclosed are pharmaceutical compositions comprising an effective kinase-inhibiting amount or an effective HSP90-inhibiting amount of the compounds and methods for the treatment of disorders that are mediated by kinases and HSP90.
    Type: Grant
    Filed: August 10, 2007
    Date of Patent: November 29, 2011
    Assignees: Universite de Strasbourg, Le Centre National de la Recherche Scientifique
    Inventors: Nicolas Winssinger, Sofia Barluenga, Martin Karplus
  • Patent number: 8034811
    Abstract: The invention relates to compounds of general formula I wherein D, E, F, G, W, Y, R1, A, R9, X, B, R8 are as defined herein, and pharmaceutically acceptable salts, hydrates, or solvates thereof, for use—alone or in combination with one or more other pharmaceutically active compounds—in therapy, for treating diseases associated with deregulated angiogenesis, such as cancer.
    Type: Grant
    Filed: December 2, 2004
    Date of Patent: October 11, 2011
    Assignee: Leo Pharma A/S
    Inventors: Jef Fensholdt, Jacob Thorhauge, Bjarne Nørremark
  • Publication number: 20110166133
    Abstract: The invention provides compounds, pharmaceutical compositions comprising such compounds and methods of using such compounds to treat or prevent diseases or disorders associated with abnormal or deregulated kinase activity, particularly Ros, KDR, FMS, C-FMS, FLT3, c-Kit, JAK2, JAK3, Aurora, PDGFR, Lck, TrkA, TrkB, TrkC, IGF-IR, ALK4, ALK5 and ALK or combinations thereof.
    Type: Application
    Filed: May 7, 2009
    Publication date: July 7, 2011
    Applicant: IRM LLC
    Inventors: Pamela A. Albaugh, Ha-Soon Choi, Gregory Chopiuk, Yi Fan, Paul Vincent Rucker, Zhicheng Wang
  • Publication number: 20110077398
    Abstract: Described is pentamycin in a purity exceeding 95%, certain polymorphs and solvates of pentamycin, processes for their manufacture, and a method for decreasing the rate of degradation of pentamycin.
    Type: Application
    Filed: March 20, 2009
    Publication date: March 31, 2011
    Inventors: Karl Reuter, Viktor Meier, Florian Stolz, Dieter Krimmer, Cees Winninps
  • Patent number: 7897601
    Abstract: A compound having the general structure of Formula (I): or a pharmaceutically acceptable salt, solvate, or ester thereof, is useful in treating diseases, disorders, or conditions such as obesity, metabolic disorders, addiction, diseases of the central nervous system, cardiovascular disorders, respiratory disorders, and gastrointestinal disorders.
    Type: Grant
    Filed: January 16, 2007
    Date of Patent: March 1, 2011
    Assignees: Intervet, Inc., Intervet International B.V.
    Inventors: Samuel Chackalamannil, Mariappan V. Chelliah, Martin C. Clasby, Keith A. Eagen, Jack D. Scott, Yuguang Wang, Yan Xia, William J. Greenlee
  • Publication number: 20100292467
    Abstract: Disclosed is a chemical compound having the structure: wherein R1 is an all group, aryl group, alkylaryl group or arylalkyl group with at least 23 carbon atoms, R2 is an alkylene group, arylene group, alkyarylene group or arylalkylene group with at least 2 carbons and X is a quaternary ammonium salt.
    Type: Application
    Filed: May 18, 2009
    Publication date: November 18, 2010
    Applicant: XEROX CORPORATION
    Inventors: Adela GOREDEMA, Aaron STRONG, Peter ODELL, C. Geoffrey ALLEN, Mihaela Maria BIRAU
  • Patent number: 7767671
    Abstract: This invention provides a compound of Formula 1 where Ar, X, R1, R2, R3, and R4 are defined herein, or a pharmaceutically acceptable salt thereof useful in the prevention or inhibition of diseases associated with the Ras/Raf/MEK signaling cascade in a mammal, such as neoplasms, strokes, osteoporosis, cancer, rheumatoid arthritis, inflammatory disease, polycystic kidney disease, and colonic polyps, and methods of making the compounds of formula 1 and intermediates.
    Type: Grant
    Filed: September 23, 2008
    Date of Patent: August 3, 2010
    Assignee: Wyeth
    Inventors: Dan Maarten Berger, Dennis William Powell, Biqi Wu
  • Patent number: 7745436
    Abstract: This invention relates to disalt nitrogen-heteroaryl inhibitors of IL-12 production, and related methods and pharmaceutical compositions.
    Type: Grant
    Filed: April 13, 2005
    Date of Patent: June 29, 2010
    Assignee: Synta Pharmaceuticals Corporation
    Inventors: Elena Kostik, Lijun Sun
  • Patent number: 7622497
    Abstract: The present invention is directed to novel derivatives of gambogic acid and analogs thereof. The present invention also relates to the discovery that novel derivatives of gambogic acid are activators of caspases and inducers of apoptosis. Therefore, the activators of caspases and inducers of apoptosis of this invention can be used to induce cell death in a variety of clinical conditions in which uncontrolled growth and spread of abnormal cells occurs.
    Type: Grant
    Filed: December 17, 2004
    Date of Patent: November 24, 2009
    Assignee: Cytovia, Inc.
    Inventors: Sui Xiong Cai, Songchun Jiang, Han-Zhong Zhang
  • Publication number: 20090253905
    Abstract: The invention relates to a method for producing onium salts comprising alkyl anions or aryl sulfonate anions or alkyl carboxylate anions or acryl carboxylate anions by reacting an onium halide with an alkyl silyl ester or trialkyl silyl ester of an alkyl sulfonic acid or aryl sulfonic acid or an alkyl carboxylic acid or aryl carboxylic acid or the anhydrides thereof.
    Type: Application
    Filed: November 18, 2005
    Publication date: October 8, 2009
    Inventors: Nikolai (Mykola) Ignatyev, Urs Weiz-Biermann, Andriy Kucheryna, Helge Willner
  • Patent number: 7449460
    Abstract: This invention provides a compound of Formula 1 where Ar, X, R1, R2, R3, and R4 are defined herein, or a pharmaceutically acceptable salt thereof useful in the prevention or inhibition of diseases associated with the Ras/Raf/MEK signaling cascade in a mammal, such as neoplasms, strokes, osteoporosis, cancer, rheumatoid arthritis, inflammatory disease, polycystic kidney disease, and colonic polyps, and methods of making the compounds of formula 1 and intermediates.
    Type: Grant
    Filed: February 16, 2005
    Date of Patent: November 11, 2008
    Assignee: Wyeth
    Inventors: Dan Maarten Berger, Dennis William Powell, Biqi Wu
  • Patent number: 6903094
    Abstract: The present invention relates to a compound of the formula [1?] ? wherein R2 is lower alkyl optionally substituted by hydroxy, amino and the like, ring B is phenyl, thienyl and the like, E is a single bond, —O—, —S— and the like, ring G is aryl, heterocyclic group and the like, R5 is halogen atom, hydroxy, lower alkyl optionally substituted by halogen atom etc., and the like, t is 0 or an integer of 1 to 5, when t is an integer of 2 to 5, each R5 may be the same or different, m is 0 or an integer of 1 to 8, and n is 0 or an integer of 1 to 4, and a nociceptin antagonist containing compound [1?] as an active ingredient. The compound [1?] shows, due to nociceptin antagonistic action, analgesic effect against sharp pain such as postoperative pain and the like. The present invention also relates to the use of certain amide derivative inclusive of compound [1?] as a nociceptin antagonist or analgesic.
    Type: Grant
    Filed: May 10, 2002
    Date of Patent: June 7, 2005
    Assignee: Japan Tabacco, Inc.
    Inventors: Hisashi Shinkai, Takao Ito, Hideki Yamada
  • Patent number: 6699858
    Abstract: This invention concerns the compounds of formula (I), the N-oxide forms, the pharmaceutically acceptable addition salts and the stereochemically isomeric forms thereof, wherein n is zero, 1, 2, 3, 4, 5 or 6; X is CH2 or O; R1 and R2 each independently are hydrogen, C1-6alkyl, C1-6alkylcarbonyl, halomethylcarbonyl or C1-6alkyl substituted with hydroxy, C1-6alkyloxy, carboxyl, C1-6alkylcarbonyloxy, C1-6alkyloxycarbonyl or aryl; or R1 and R2 taken together with the nitrogen atom to which they are attached may form a morpholinyl ring or an optionally substituted heterocycle; R3 and R4 are both halogen; or R3 is halogen and R4 is hydrogen; or R3 is hydrogen and R4 is halogen; and aryl is phenyl or phenyl substituted with 1, 2 or 3 substituents selected from halo, hydroxy, C1-6alkyl and halomethyl. The compounds of formula (I) may be used as therapeutic agents.
    Type: Grant
    Filed: November 12, 2002
    Date of Patent: March 2, 2004
    Inventors: José Ignacio Andrés-Gil, Francisco Javier Fernández-Gadea, Pilar Gil-Lopetegui
  • Patent number: 6613762
    Abstract: The present invention is directed to gambogic acid, analogs and derivatives thereof, represented by the general Formulae I-III: wherein R1-R5 are defined in the specification.
    Type: Grant
    Filed: February 6, 2002
    Date of Patent: September 2, 2003
    Assignee: Cytovia, Inc.
    Inventors: Sui Xiong Cai, Han-Zhong Zhang, Shailaja Kasibhatla, Federico C. Gaeta
  • Patent number: 6511976
    Abstract: This invention concerns the compounds of formula (I), the N-oxide forms, the pharmaceutically acceptable addition salts and the stereochemically isomeric forms thereof, wherein n is zero, 1, 2, 3, 4, 5 or 6; X is CH2 or O; R1 and R2 each independently are hydrogen, C1-6alkyl, C1-6alkylcarbonyl, halomethylcarbonyl or C1-6alkyl substituted with hydroxy, C1-6alkyloxy, carboxyl, C1-6alkylcarbonyloxy, C1-6alkyloxycarbonyl or aryl; or R1 and R2 taken together with the nitrogen atom to which they are attached may form a morpholinyl ring or an optionally substituted heterocycle; R3 and R4 are both halogen; or R3 is halogen and R4 is hydrogen; or R3 is hydrogen and R4 is halogen; and aryl is phenyl or phenyl substituted with 1, 2 or 3 substituents selected from halo, hydroxy, C1-6alkyl and halomethyl. The compounds of formula (I) may be used as therapeutic agents.
    Type: Grant
    Filed: April 6, 2000
    Date of Patent: January 28, 2003
    Assignee: Jannsen Pharmaceutica, N.V.
    Inventors: José Ignacio Andrés-Gil, Francisco Javier Fernández-Gadea, Pilar Gil-Lopetegui, Adolfo Díaz-Martinez
  • Patent number: 6472388
    Abstract: The present invention relates to compounds of the formula wherein R1, R2, R3, X, Y and the dashed line are defined as in the specification, to intermediates for their preparation, to pharmaceutical compositions containing them and to their medicinal use. These compounds are useful as psychotherapeutic agents.
    Type: Grant
    Filed: November 6, 2001
    Date of Patent: October 29, 2002
    Assignee: Pfizer Inc
    Inventor: Harry Ralph Howard
  • Patent number: 6462041
    Abstract: The present invention is directed to gambogic acid, analogs and derivatives thereof, represented by the general Formulae I-III: wherein R1-R5 are defined herein. The present invention also relates to the discovery that compounds having Formula I-III are activators of caspases and inducers of apoptosis. Therefore, the activators of caspases and inducers of apoptosis of this invention can be used to induce cell death in a variety of clinical conditions in which uncontrolled cell growth and spread of abnormal cells occurs.
    Type: Grant
    Filed: February 1, 2000
    Date of Patent: October 8, 2002
    Assignee: Cytovia, Inc.
    Inventors: Sui Xiong Cai, Han-Zhong Zhang, Yan Wang, Ben Tseng, Shailaja Kasibhatla, John A. Drewe
  • Patent number: 6403791
    Abstract: A compound of the formula wherein R1 is C1-3 alkyl optionally substituted with one or more fluorines; R2 is C1-6 alkyl, cycloalkyl or NR4R5; R3 is a pyrazole, imidazole or isoxazole group of partial formula (A), (B) or (C) NR4R5 is a nitrogen-containing heterocyclic ring; R6 is C1-3 alkyl; and R7 and R8, which are the same or different, each represents C1-3 alkyl, halogen, CF3 or CN; or a pharmaceutically-acceptable salt thereof.
    Type: Grant
    Filed: February 9, 2001
    Date of Patent: June 11, 2002
    Assignee: Darwin Discovery, Ltd.
    Inventors: Hazel Joan Dyke, Alan Findlay Haughan, Christopher Lowe, George Martin Buckley, Richard John Davenport, Andrew Sharpe, Hannah Jayne Kendall, Verity Margaret Sabin, John Gary Montana, Catherine Louise Picken
  • Patent number: 6376489
    Abstract: Novel compounds that are potent and selective inhibitors of PDE4, as well as methods of making the same, are disclosed. Use of the compounds in the treatment of inflammatory disease and other diseases involving elevated levels of cytokines, as well as central nervous system (CNS) disorders, also is disclosed.
    Type: Grant
    Filed: December 7, 2000
    Date of Patent: April 23, 2002
    Assignee: ICOS Corporation
    Inventors: Timothy J. Martins, Kerry W. Fowler, Joshua Odingo, Laurence E. Burgess, Stephen T. Schlachter
  • Patent number: 6342497
    Abstract: This invention relates to compounds of the formula and to pharmaceutically acceptable salts, prodrugs and solvates thereof, wherein R1 and R2 are as defined herein. The compounds of formula 1 are antibacterial and antiprotozoal agents that may be used to treat various bacterial and protozoal infections and disorders related to such infections. The invention also relates to pharmaceutical compositions containing the compounds of formula 1 and to methods of treating bacterial and protozoal infections by administering the compounds of formula 1.
    Type: Grant
    Filed: September 7, 1999
    Date of Patent: January 29, 2002
    Assignee: Pfizer Inc
    Inventor: Robert Gerald Linde, II
  • Patent number: 6096740
    Abstract: The present invention relates to pharmaceutical compositions for preventing or alleviating neurotoxicity. Said pharmaceutical compositions comprise as their active ingredient the stereospecific (+) enantiomers, having (3S,4S) configuration, of .DELTA..sup.6 -tetrahydrocannabinol (THC) type compounds of general formula (I), as defined hereinbelow.
    Type: Grant
    Filed: September 28, 1998
    Date of Patent: August 1, 2000
    Assignees: Ramot University Authority for Applied Research and Industrial Development Ltd., Yissum Research Develpoment Company of the Hebrew University in Jersusalem
    Inventors: Raphael Mechoulam, Emil Pop, Mordechai Sokolovsky, Yoel Kloog, Anat Biegon
  • Patent number: 6030952
    Abstract: The present invention provides novel heteroaryl compounds having the general formula (I): ##STR1## their pharmaceutical compositions to be used as human and veterinary medicine, particularly in the treatment of dermatological, rheumatic, respiratory, cardiovascular and ophthalmologic conditions, and their use in cosmetic compositions.
    Type: Grant
    Filed: October 13, 1998
    Date of Patent: February 29, 2000
    Assignee: Centre International de Recherches Dermatologioues galderma
    Inventors: Philippe Diaz, Bruno Charpentier
  • Patent number: 5856520
    Abstract: A novel substituted benzenedithiol metal complex represented by the general formula (1) is provided. The substituted benzenedithiol metal complex is useful as a singlet oxygen quencher and as an optical data recording medium per se. ##STR1## wherein M is a transition metal; A.sup.+ is a quaternary ammonium group; and R is an organic group selected from the group consisting of organic groups represented by the formulae (i), (ii), (iii) and (iv): ##STR2## (wherein R.sup.1 is an alkyl group having 1 to 4 carbon atoms), ##STR3## (wherein n is 3, 4 or 5), ##STR4## (wherein R.sup.2 is one of a hydrogen atom and a substitutent having 1 to 4 carbon atoms).
    Type: Grant
    Filed: October 20, 1997
    Date of Patent: January 5, 1999
    Assignee: Sumitomo Seika Chemicals Co., Ltd.
    Inventors: Kazuyoshi Hirako, Satoshi Kimura, Michio Suzuki
  • Patent number: 5739318
    Abstract: The present invention relates to labelling agents comprising non-proteinaceous boronic acid conjugates having absorption maxima at not less than 600 nm, said label being provided by e.g., an azine, triphenylmethane, cyanine or phthalocyanine dye. The labelling agents are useful in the estimation and quantification of cisdiols such as glycosylated haemoglobin, by virtue of the substantially total absence of overlap with the absorption spectrum of haemoglobin. Oxazine and thiazine dyes exhibiting similar absorption characteristics and containing other activated moieties are similarly useful labelling agents, especially in the presence of haemoglobin.
    Type: Grant
    Filed: July 12, 1993
    Date of Patent: April 14, 1998
    Assignee: Axis Research AS
    Inventors: Frank Frantzen, Erling Sundrehagen
  • Patent number: 5637703
    Abstract: The invention concerns chemical compounds, derivatives of genistein, which exhibit pronounced immunosuppressant and antitumor activity. In particular, the invention concerns compounds having general formula 1, where R.sup.1, R.sup.2, R.sup.3 are the same or different, R.sup.1 denotes hydrogen or alkyl, R.sup.2 and R.sup.3 are the same or different and denote hydrogen, alkyl or aryl, or R.sup.2 and R.sup.3 are taken together with the nitrogen to which they are connected to form a heterocycle ring.
    Type: Grant
    Filed: August 13, 1996
    Date of Patent: June 10, 1997
    Assignee: Drug Institute
    Inventors: Aleksander P. Mazurek, Krzysztof Biniecki, Lech Kozerski
  • Patent number: 5475119
    Abstract: Ionic monomeric diallylammonium compounds having a targeted combination of diallylammonium cations with selected anions have particularly high and constant charge control properties and very good heat stabilities and dispersibilities.The compounds according to the invention are outstandingly suitable for use as colorless charge control agents in toners and developers for electrophotographic recording processes and for use as charge-improving agents in powders and paints for surface coating, in particular in triboelectrically or electrokinetically sprayed powder paints.
    Type: Grant
    Filed: December 17, 1992
    Date of Patent: December 12, 1995
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Rudiger Baur, Hans-Tobias Macholdt
  • Patent number: 5373018
    Abstract: The invention relates to the compound of formula (I) ##STR1## wherein A represents an unsubstituted ethenyl group in the trans (E) configuration or a physiologically acceptable salt or metabilically labile ester thereof which are antagonists of excitatory amino acids, to processes for their preparation and to their use in medicine.
    Type: Grant
    Filed: April 15, 1993
    Date of Patent: December 13, 1994
    Assignee: Glaxo S.p.A.
    Inventors: Alfredo Cugola, Giovanni Gaviraghi
  • Patent number: 5364859
    Abstract: Disclosed are imidazonaphthyridine derivatives represented by formula (I) ##STR1## wherein: R.sup.1 represents lower alkyl or substituted or unsubstituted aryl; andX-Y-Z represents ##STR2## wherein R.sup.2 represents hydrogen, lower alkyl, alkenyl, aralkenyl, or --C (R.sup.5) H--(CH.sub.2).sub.n --R.sup.4 (wherein R.sup.4 represents substituted or unsubstituted aryl, substituted or unsubstituted pyridyl, substituted or unsubstituted furyl, hydroxy-substituted lower alkyl, lower alkanoyloxy, morpholino, lower alkanoyl, carboxy, lower alkoxycarbonyl, cycloalkyl, hydroxy, lower alkoxy, halogen or NR.sup.6 R.sup.7 wherein R.sup.6 and R.sup.7 independently represents hydrogen or lower alkyl; R.sup.5 represents hydrogen, lower alkyl, or phenyl; and n represents an integer of 0 to 3); and R.sup.3 represents hydrogen, mercapto, hydroxy, lower alkyl, or aryl and pharmaceutically acceptable sails thereof.The compounds show a potent anti-inflammatory, anti-allergic and broncho-dilative activity.
    Type: Grant
    Filed: December 29, 1992
    Date of Patent: November 15, 1994
    Assignee: Kyowa Hakko Kogyo Co., Ltd.
    Inventors: Fumio Suzuki, Takeshi Kuroda, Shigeto Kitamura, Kenji Ohmori
  • Patent number: 5243053
    Abstract: This invention provides new stabilized methylene Meldrum's acid precursors, a process for their preparation, and a process for using such compounds in the preparation of methylene Meldrum's acid.
    Type: Grant
    Filed: February 26, 1992
    Date of Patent: September 7, 1993
    Assignee: Eli Lilly and Company
    Inventor: Mohammad Zia-Ebrahimi
  • Patent number: 5126368
    Abstract: The invention describes the novel compound 6(Z)-8-([2,4,5-cis]-4-o-hydroxyphenyl-2-trifluoromethyl-1,3-dioxan-5-yl)oc tenoic acid of formula I and its pharmaceutically acceptable salts and pharmaceutical compositions, which are of value in treating certain pulmonary and/or vascular disorders. Also described are various processes for the manufacture of the novel compound and intermediates for use therein.
    Type: Grant
    Filed: August 10, 1990
    Date of Patent: June 30, 1992
    Assignee: Imperial Chemical Industries plc
    Inventor: Michael J. Smithers
  • Patent number: 5091169
    Abstract: N,N'-bis-(pyridoxal-5-phosphate)-alkylenediamine-N,N'-diacetic acids, N,N'-bis-(pyridoxal-5-phosphate)-1,2-cycloalkylenediamine-N,N'-diacetic acids, and N,N'-bis-(pyridoxal-5-phosphate)-1,2-arylenediamine-N,N'-diacetic acids, the corresponding monophosphate compounds and monoacetic acid compounds, and their salts and esters form stable, highly soluble chelates with paramagnetic metal ions, and are highly effective NMRI contrast agents. Preferred contrast agents are paramagnetic ion chelates of N,N'-bis-(pyridoxal-5-phosphate)ethylenediamine-N,N'-diacetic acid, N,N'-bis-(pyridoxal-5-phosphate)trans-1,2-cyclohexylenediamine-N,N'diaceti c acid, N,N'-bis-(pyridoxal-5-phosphate)trans-1,2-arylenediamine-N,N'-diacetic acid, and the soluble calcium salts thereof.
    Type: Grant
    Filed: June 23, 1989
    Date of Patent: February 25, 1992
    Assignee: Salutar, Inc.
    Inventors: Scott M. Rocklage, Steven C. Quay
  • Patent number: 4992555
    Abstract: N,N'-bis-(pyridoxal-5-phosphate)-alkylenediamine-N,N'-diacetic acids, N,N'-bis-(pyridoxal-5-phosphate)-1,2-cycloalkylenediamine-N,N'-diacetic acids, and N,N'-bis-(pyridoxal-5-phosphate)-1,2-arylenediamine-N,N'-diacetic acids, the corresponding monophosphate compounds and monoacetic acid compounds, and their salts and esters form stable, highly soluble chelates with paramagnetic metal ions, and are highly effective NMRI contrast agents. Preferred contrast agents are paramagnetic ion chelates of N,N'-bis-(pyridoxal-5-phosphate)ethylenediamine-N,N'-diacetic acid, N,N'-bis-(pyridoxal-5-phosphate)trans-1,2-cyclohexylenediamine-N,N'-diacet ic acid, N,N'-bis-(pyridoxal-5-phosphate)trans-1,2-arylenediamine-N,N'-diacetic acid, and the soluble calcium salts thereof.
    Type: Grant
    Filed: June 23, 1989
    Date of Patent: February 12, 1991
    Assignee: Salutar, Inc.
    Inventors: Scott M. Rocklage, Steven C. Quay
  • Patent number: 4969950
    Abstract: Triazole compounds of the formulae Ia and Ib ##STR1## where R.sup.1 is hydrogen or cyclopropyl, or is C.sub.1 -C.sub.4 -alkyl, C.sub.2 -C.sub.4 -alkenyl or C.sub.2 -C.sub.4 -alkynyl, each of which is unsubstituted or substituted by methyl, ethyl, ethenyl, ethynyl, hydroxyl, fluorine, chlorine, bromine or C.sub.1 -C.sub.4 -alkoxy, or is C.sub.1 -C.sub.4 -alkoxy, C.sub.2 -C.sub.4 -alkenyloxy or C.sub.2 -C.sub.4 -alkynyloxy,R.sup.2 and R.sup.3 independently of one another are each hydrogen, straight-chain or branched C.sub.1 -C.sub.3 -alkyl, and R.sup.2 and R.sup.3 together may furthermore form a carbocyclic ring which has up to six members in each ring system and may possess bridge members, with the proviso that, in formula Ia, two or more of the radicals R.sup.1 -R.sup.3 are not hydrogen, and is hydrogen, an acyl radical CO-R.sup.5 or a sulfonyl radical SO.sub.2 R.sup.5, R.sup.5 being straight-chain or branched C.sub.1 -C.sub.
    Type: Grant
    Filed: May 17, 1988
    Date of Patent: November 13, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Manfred Lauer, Hubert Sauter, Karl Roeser, Johann Jung, Wilhelm Rademacher, Wolfgang Will
  • Patent number: 4933456
    Abstract: N,N'-bis-(pyridoxal-5-phosphate)-alkylenediamine-N,N'-diacetic acids, N,N'-bis-(pyridoxal-5-phosphate)-1,2-cycloalkylenediamine-N,N'-diacetic acids, and N,N'-bis-(pyridoxal-5-phosphate)-1,2-arylenediamine-N,N'-diacetic acids, the corresponding monophosphate compounds and monoacetic acid compounds, and their salts and esters form stable, highly soluble chelates with paramagnetic metal ions, and are highly effective NMRI contrast agents. Preferred contrast agents are paramagnetic ion chelates of N,N'-bis-(pyridoxal-5-phosphate)ethylene-diamine-N,N'-diacetic acid, N,N'-bis-(pyridoxal-5-phosphate)trans-1,2-cyclohexylenediamine-N,N'-diacet ic acid, N,N'-bis-(pyridoxal-5-phosphate)trans-1,2-arylenediamine-N,N'-diacetic acid, and the soluble calcium salts thereof.
    Type: Grant
    Filed: May 8, 1987
    Date of Patent: June 12, 1990
    Assignee: Salutar, Inc.
    Inventors: Scott M. Rocklage, Steven C. Quay
  • Patent number: 4902712
    Abstract: The invention describes the novel compound 4(Z)-6-([2,4,5-cis]-4-o-hydroxyphenyl-2-trifluoromethyl-1,3-dioxan-5-yl)he xenoic acid of formula I and its pharmaceutically acceptacle salts and pharmaceutical compositions, which are of value in treating certain pulmonary and/or vascular disorders. Also described are various processes for the manufacture of the novel compound and intermediates for use therein.
    Type: Grant
    Filed: May 9, 1986
    Date of Patent: February 20, 1990
    Assignee: Imperial Chemical Industries plc
    Inventor: Michael J. Smithers
  • Patent number: 4892899
    Abstract: Composition of matter containing(a) a compound of the formula I ##STR1## in which A is one of the groups of the formulae ##STR2## in which B is --O--, --S--, --SO.sub.2 --, --N.dbd.N--, --CH.sub.2 --, --CH.dbd.CH--, ##STR3## --CONH--, --NHCONH--, or --CONHNHCO--, Q is --O-- or --NH-- and Z is --O-- or --S-- and R and R' are independently of each other hydrogen, halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy or phenoxy, and(b) a compound of the formula II ##STR4## in which A' is as defined above for A, D is hydrogen, amino or a group of the formula III ##STR5## E is --O-- or --S--, T.sub.1, T.sub.2 and T.sub.3 independently of one another are chlorine or a group --ET', T' is a group of the formulae ##STR6## X.sup..sym. is H.sup..sym. or a group of the formulae M.sup.n.sym. /n or N.sup..beta. (R.sub.1)(R.sub.2)(R.sub.3)(R.sub.4), Mhu n.sym. is an n-valent metal cation, n is 1, 2 or 3, R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are independently of one another hydrogen, C.sub.1 -C.sub.18 -alkyl, C.sub.
    Type: Grant
    Filed: December 8, 1987
    Date of Patent: January 9, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Edward E. Jaffe, Jost von der Crone, Bernhard Medinger
  • Patent number: 4866093
    Abstract: The dihydro-M-4 and dihydro-IsoM-4 hydroxy carboxylic acids of the formula (II): ##STR1## wherein one of R.sup.1 represents a hydrogen atom and the other represents a hydroxy group and wherein the structure shown as ##STR2## represents a structure of formula ##STR3## and the salts and esters of said acids. The invention also provides pharmaceutical compositions containing said acids, salts and/or esters which are useful for inhibiting cholesterol biosynthesis in the liver.
    Type: Grant
    Filed: March 19, 1984
    Date of Patent: September 12, 1989
    Assignee: Sankyo Company Limited
    Inventors: Akira Terahara, Minoru Tanaka
  • 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: 4831046
    Abstract: The invention describes various novel tetrazole derivatives of the formula I in which R.sup.1 and R.sup.2 are independently hydrogen, trifluoromethyl or (1-6C)alkyl (but R.sup.1 and R.sup.2 is not greater than 6 carbon atoms), or R.sup.1 is optionally substituted phenyl and R.sup.2 is hydrogen, Y is vinylene, n is 1 or 2 and m is 1, 2 or 3, or a pharmaceutically acceptable salt thereof, for use in conjunction with their pharmaceutical compositions in the treatment of various pulmonary and/or vascular disorders. Also described are various processes and intermediates for the manufacture of the novel compounds.
    Type: Grant
    Filed: May 9, 1986
    Date of Patent: May 16, 1989
    Assignee: Imperial Chemical Industries PLC
    Inventors: George R. Brown, Michael J. Smithers
  • Patent number: 4829063
    Abstract: Fungicidally active novel saccharine salts of substituted amines of the formula ##STR1## in which A represents in each case optionally substituted 2-decahydronaphthyl or .beta.-naphthyl andR.sup.1 and R.sup.2 independently of one another in each case represent alkyl or alkenyl or, together with the nitrogen atom to which they are bonded, represent an optionally substituted saturated heterocyclic radical, which can contain further heteroatoms.
    Type: Grant
    Filed: November 5, 1987
    Date of Patent: May 9, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Joachim Weissmuller, Stefan Dutzmann, Paul Reinecke
  • Patent number: 4824844
    Abstract: Fungicidally active saccharine salts of substituted amines of the formula ##STR1## in which A represents in each case optionally substituted cyclohexyl, cyclohexenyl or phenyl,R.sup.1 represents hydrogen or alkyl,R.sup.2 represents hydrogen or alkyl,R.sup.3 and R.sup.4 independently of one another represent alkyl or, together with the nitrogen atom to which they are bonded, represent an optionally substituted saturated heterocyclic radical which can contain further hetero atoms andn represents the number 0 or 1.
    Type: Grant
    Filed: November 5, 1987
    Date of Patent: April 25, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Joachim Weissmuller, Paul Reinecke, Gerd Hanssler
  • Patent number: 4803220
    Abstract: The invention concerns the novel racemic and laevorotatory optically active forms of the thromboxane A.sub.2 antagonist 5(Z)-7-([ 2,4,5-cis]-4-o-hydroxyphenyl-2-trifluoromethyl-1,3-dioxan-5-yl)heptenoic acid of formula I, their salts, pharmaceutical compositions, and processes for their manufacture and intermediates therefor. The pharmaceutical agents and their compositions are of value in certain pulmonary and/or vascular disorders.
    Type: Grant
    Filed: June 28, 1985
    Date of Patent: February 7, 1989
    Assignee: Imperial Chemical Industries PLC
    Inventors: Andrew G. Brewster, George R. Brown, Michael J. Smithers
  • Patent number: 4726835
    Abstract: Imidazoline derivatives represented by the general formula: ##STR1## (wherein all the symbols are as defined in appended claims), a process for preparation of said derivatives, and a herbicide or a plant growth regulator containing said derivative as an active component are described. These derivatives are novel compounds, and the herbicide containing said derivative as an active component exhibits excellent herbicidal activity against various weeds without phytotoxicity on useful agricultural products. The plant growth regulator containing said derivatives as an active component exhibits excellent growth regulating activity against turf etc. without phytotoxicity thereon.
    Type: Grant
    Filed: November 24, 1986
    Date of Patent: February 23, 1988
    Assignee: Idemitsu Kosan Company Limited
    Inventors: Masatoshi Uemura, Masashi Sakamoto, Nobuyuki Kikkawa
  • Patent number: 4719297
    Abstract: Acylphosphine compounds of the formula I ##STR1## where X is oxygen, sulfur or an electron pair, R.sup.1 is R.sub.4 or OR.sup.4, R.sup.2 is --OM, where M is a monovalent cation, R.sup.3 is aryl which is substituted at least at the two positions ortho to the carbonyl group, and R.sup.4 is hydrogen, alkyl or aryl, are very effective photoinitiators for photopolymerizable materials, such as coating compositions, finishes, printing inks, unsaturated polyesters, recording media and preferably aqueous polymer dispersions or solutions.
    Type: Grant
    Filed: November 20, 1984
    Date of Patent: January 12, 1988
    Assignee: BASF Aktiengesellschaft
    Inventors: Andreas Henne, Anton Hesse, Manfred Jacobi, Guenter Wallbillich, Bernd Bronstert
  • Patent number: 4695587
    Abstract: Tetrahydro-M-4 and tetrahydro-IsoM-4 hydroxy carboxylic acids of the formula (II): ##STR1## wherein one of R.sup.1 and R.sup.2 represents a hydrogen atom and the other represents a hydroxy group, and the salts and esters of said acids which are useful for inhibiting chloresterol biosynthesis in the liver. The invention also provides pharmaceutical compositions containing said acid(s).
    Type: Grant
    Filed: April 26, 1984
    Date of Patent: September 22, 1987
    Assignee: Sankyo Company Limited
    Inventors: Akira Terahara, Minoru Tanaka
  • Patent number: 4678496
    Abstract: As new compound is provided a cyclohexane derivative of the formula ##STR1## wherein R represents a hydrogen atom or an alkyl group, an alkylthioalkyl group or an unsubstituted or substituted phenyl group; and R.sup.1 represents an alkyl group, an unsubstituted or substituted benzyl group, a phenethyl group, a phenoxymethyl group, a 2-thienylmethyl group, an alkoxymethyl group or an alkylthiomethyl group, or a salt of said cyclohexane compound.This cyclohexane compound exhibits useful plant-growth regulating effects on crop-plants and also non-crop plants such as lawn and may be prepared by cyclization of an acetonylsuccinic acid dialkyl ester, followed by reaction with an organic acid chloride and by intermolecular rearrangement.
    Type: Grant
    Filed: August 1, 1985
    Date of Patent: July 7, 1987
    Assignee: Kumiai Chemical Industry Co., Ltd.
    Inventors: Kenji Motojima, Takeshige Miyazawa, Yasufumi Toyokawa, Masafumi Matsuzawa, Hiroshi Hokari, Shoji Kusano