Benzene Ring And The Lactone Ring Bonded Directly To The Same Acyclic Carbon Patents (Class 549/286)
  • Patent number: 11307183
    Abstract: The disclosure relates to a reversed-phase chromatography method for the determination of at least one of glyphosate or AMPA in a sample. The method includes obtaining the sample comprising the at least one of glyphosate or AMPA in a sample matrix and introducing the sample to a reversed-phase chromatography system. The reversed-phase chromatography system includes a reversed-phase column having a stationary phase material contained inside the column. The stationary phase material includes a phenyl functional group. The method also includes flowing the sample with a mobile phase eluent through the reversed-phase column, wherein the at least one of glyphosate or AMPA is substantially resolved and retained. The mobile phase eluent has a pH between about 1.5 to about 2.5. The at least one of glyphosate or AMPA are detected using a detector.
    Type: Grant
    Filed: July 17, 2019
    Date of Patent: April 19, 2022
    Assignee: Waters Technologies Corporation
    Inventors: Danilo Augusto Alves Pereira, Mirela Talarico Afonso De Moura, Marcella Fernanda Alves Reis
  • Patent number: 10532326
    Abstract: The present disclosure relates to, inter alia, a modified surface comprising an optically active monomer, a polymeric material having a surface onto which the optically active monomer is covalently bound. In one aspect, a membrane comprising an optically active monomer, a poly(aryl sulfone) membrane having a surface onto which the optically active monomer is covalently bound. The present disclosure also relates to a method of modifying a surface, the method comprising applying sufficient energy to a surface to induce covalent bonding with an optically active monomer, and contacting the optically active monomer with the surface. In one aspect, a method of modifying a surface of a poly(aryl sulfone) membrane is disclosed. In another aspect, a method of synthesizing an optically active monomer is disclosed. In one aspect, a method of filtration of chiral compounds is disclosed.
    Type: Grant
    Filed: July 8, 2015
    Date of Patent: January 14, 2020
    Assignee: Rensselaer Polytechnic Institute
    Inventors: Georges Belfort, Joseph Imbrogno
  • Patent number: 9023837
    Abstract: Described herein are pharmaceutical compositions and medicaments, and methods of using such pharmaceutical compositions and medicaments in the treatment of cancer.
    Type: Grant
    Filed: April 15, 2011
    Date of Patent: May 5, 2015
    Assignee: Colby Pharmaceutical Company
    Inventors: Hirak S. Basu, David A. Zarling, George Wilding, Farideh Mehraein-Ghomi, Dawn R. Church
  • Publication number: 20140249214
    Abstract: In various embodiments, the present invention provides methods of treating and/or preventing cardiovascular-related disease and, in particular, a method of reducing triglycerides in a subject on warfarin therapy, the method comprising administering to a subject in need thereof a pharmaceutical composition comprising eicosapentaenoic acid or a derivative thereof.
    Type: Application
    Filed: February 28, 2014
    Publication date: September 4, 2014
    Applicant: AMARIN PHARMACEUTICALS IRELAND LIMITED
    Inventors: Rene Braeckman, William Stirtan, Paresh Soni
  • Patent number: 8765976
    Abstract: There is provided crystalline solvate forms of Warfarin potassium, termed APO-I and APO-II, and processes for making APO-I and APO-II. APO-I and APO-II are polymorphic solvate forms of Warfarin potassium.
    Type: Grant
    Filed: May 20, 2011
    Date of Patent: July 1, 2014
    Assignee: Apotex Pharmachem Inc.
    Inventors: Prabhudas Bodhuri, Gamini Weeratunga, Keshava K. S. Murthy
  • Publication number: 20140073762
    Abstract: The present invention generally provides a separation matrix comprising at least two stationary phases and a stationary phase comprising at least one chiral modality and at least one achiral modality. Also provided are methods of using the separation matrix or the stationary phase to separate enantiomers of one or more chiral molecules.
    Type: Application
    Filed: November 13, 2013
    Publication date: March 13, 2014
    Applicant: Board of Trustees of the University of Arkansas
    Inventors: Grover Miller, Drew R. Jones, Gunnar Boysen
  • Publication number: 20130210772
    Abstract: Described herein are pharmaceutical compositions and medicaments, and methods of using such pharmaceutical compositions and medicaments in the treatment of cancer.
    Type: Application
    Filed: April 15, 2011
    Publication date: August 15, 2013
    Applicant: COLBY PHARMACEUTICAL COMPANY
    Inventors: Hirak S. Basu, David A. Zarling, George Wilding, Farideh Mehraein-Ghomi, Dawn R. Church
  • Publication number: 20130143957
    Abstract: There is provided crystalline solvate forms of Warfarin potassium, termed APO-I and APO-II, and processes for making APO-I and APO-II. APO-I and APO-II are polymorphic solvate forms of Warfarin potassium.
    Type: Application
    Filed: May 20, 2011
    Publication date: June 6, 2013
    Applicant: APOTEX PHARMACHEM INC.
    Inventors: Prabhudas Bodhuri, Gamini Weeratunga, Keshava K.S. Murthy
  • Patent number: 8445531
    Abstract: A rodenticidal compound of formula (I): as well as the isomers thereof, in particular enantiomers, diastereoisomers, tautomers or mixtures of isomers in all proportions, where: R1 is: H or (II) or (III) with X?H, OH, Cl, Br, F or N02; R2 is: (IV) or (V) or (VI) with X?H, OH, Cl, Br, F or NO2; R3 is: O or S or (VII) with X?H, OH, Cl, Br, F or N02. Compositions containing such compounds as well as a method of use thereof in controlling harmful rodents are also described.
    Type: Grant
    Filed: February 16, 2011
    Date of Patent: May 21, 2013
    Assignee: Liphatech
    Inventors: Romain Lasseur, Etienne Benoit, Philippe Berny, Stephane Besse
  • Publication number: 20120316231
    Abstract: A rodenticidal compound of formula (I): as well as the isomers thereof, in particular enantiomers, diastereoisomers, tautomers or mixtures of isomers in all proportions, where: R1 is: H or (II) or (III) with X?H, OH, Cl, Br, F or N02; R2 is: (IV) or (V) or (VI) with X?H, OH, Cl, Br, F or NO2; R3 is: O or S or (VII) with X?H, OH, Cl, Br, F or N02. Compositions containing such compounds as well as a method of use thereof in controlling harmful rodents are also described.
    Type: Application
    Filed: February 16, 2011
    Publication date: December 13, 2012
    Applicant: LIPHATECH
    Inventors: Romain Lasseur, Etienne Benoit, Philippe Berny, Stephane Besse
  • Publication number: 20120226054
    Abstract: The present invention generally provides a separation matrix comprising at least two stationary phases and a stationary phase comprising at least one chiral modality and at least one achiral modality. Also provided are methods of using the separation matrix or the stationary phase to separate enantiomers of one or more chiral molecules.
    Type: Application
    Filed: March 3, 2011
    Publication date: September 6, 2012
    Applicant: BOARD OF TRUSTEES OF THE UNIVERSITY OF ARKANSAS
    Inventors: Grover Miller, Drew R. Jones, Gunnar Boysen
  • Publication number: 20090082430
    Abstract: The subject invention provides anticoagulant compounds of formula I: and pharmaceutically acceptable salts thereof, wherein R1, R3, n and Ar are as defined herein. The compounds of the subject invention can be used to treat at-risk populations thereby bringing relief of symptoms, improving the quality of life, preventing acute and long-term complications, reducing mortality and treating accompanying disorders. The invention further comprises pharmaceutical compositions comprising the compounds and salts of the invention, as well as methods of using the compounds, salts, and compositions of the invention.
    Type: Application
    Filed: November 10, 2008
    Publication date: March 26, 2009
    Applicant: ARYx Therapeutics, Inc.
    Inventors: Pascal Druzgala, Cyrus Becker
  • Patent number: 7285671
    Abstract: The subject invention provides anticoagulant compounds of formula I: and pharmaceutically acceptable salts thereof, wherein R1, R3, n and Ar are as defined herein. The compounds of the subject invention can be used to treat at-risk populations thereby bringing relief of symptoms, improving the quality of life, preventing acute and long-term complications, reducing mortality and treating accompanying disorders. The invention further comprises pharmaceutical compositions comprising the compounds and salts of the invention, as well as methods of using the compounds, salts, and compositions of the invention.
    Type: Grant
    Filed: August 28, 2006
    Date of Patent: October 23, 2007
    Assignee: ARYx Therapeutics
    Inventors: Pascal Druzgala, Cyrus Becker
  • Patent number: 7259185
    Abstract: A stable liquid composition comprising warfarin sodium, glycerin, an alcohol such as ethanol, and a pH buffer such as a phosphate buffer providing a pH above 7 is provided. The stability of the composition is characterized by the amount of warfarin sodium in the composition degraded after 1 month at room temperature, which is 5% or less. A method for preparing the composition and a method for providing an anti-coagulant therapy are also disclosed.
    Type: Grant
    Filed: June 14, 2006
    Date of Patent: August 21, 2007
    Assignee: Morton Grove Pharmaceuticals, Inc.
    Inventors: Meagan Erica Weldele, David Delmarre, Danchen Gao, Mahmoud Assad El-Khateeb, Carlos-Julian Sison Centeno, Shitalkumar Ratnakar Pathak
  • Patent number: 7253208
    Abstract: The subject invention provides anticoagulant compounds of formula I: and pharmaceutically acceptable salts thereof, wherein R1, R3, n and Ar are as defined herein. The compounds of the subject invention can be used to treat at-risk populations thereby bringing relief of symptoms, improving the quality of life, preventing acute and long-term complications, reducing mortality and treating accompanying disorders. The invention further comprises pharmaceutical compositions comprising the compounds and salts of the invention, as well as methods of using the compounds, salts, and compositions of the invention.
    Type: Grant
    Filed: April 8, 2005
    Date of Patent: August 7, 2007
    Assignee: Aryx Therapeutics
    Inventors: Pascal Druzgala, Cyrus Becker
  • Patent number: 7179838
    Abstract: The present invention relates to the albumin-guided development of coumarin analogs and the analogs developed thereby. The coumarin analogs of the present invention are identified and isolated by the fact that they have binding sites to albumin which are different than the binding sites of conventional coumarin analogs such as sodium warfarin, and as a result will be less prone to be displaced since the binding site of sodium warfarin is shared by numerous drugs such as aspirin. The coumarin analogs of the invention are advantageous because they can achieve the effects of the prior coumarin analogs with a minimum of metabolic complications and undesirable side effects.
    Type: Grant
    Filed: July 30, 2003
    Date of Patent: February 20, 2007
    Assignee: New Century Pharmaceuticals, Inc.
    Inventor: Daniel C. Carter
  • Patent number: 6673944
    Abstract: The invention provides a method for the direct preparation of pure warfarin sodium from warfarin acid. The reaction is conducted in a polar organic solvent, preferably ethanol, using a volatilizable base, preferably sodium bicarbonate or sodium carbonate, at low temperature. Drying the final product is accomplished at low temperature to avoid decomposition of the final warfarin sodium product.
    Type: Grant
    Filed: February 28, 2001
    Date of Patent: January 6, 2004
    Assignee: Taro Pharmaceutical Industries, Ltd.
    Inventors: Michel Ashkar, Sorin Bercovici, Robert Graff
  • Patent number: 6512005
    Abstract: An improved procedure for the purification of warfarin acid. Sodium, potassium and lithium warfarin salts and the corresponding clathrates are prepared in high, pharnacopeial grade purity and good yields from the pure warfarin acid and the respective metal salt bases in suitable media.
    Type: Grant
    Filed: February 28, 2001
    Date of Patent: January 28, 2003
    Assignee: Taro Pharmaceutical Industries, Ltd.
    Inventors: Sorin Bercovici, Yuval Evron, Osvaldo Fuxman, Mirela Jakoel, Sbar Sasson, Konstantin Ulanenko
  • Patent number: 6344330
    Abstract: The present invention is directed to novel methods for identifying small molecule ligands that are capable of binding with high affinity to a biological target molecule of interest. High affinity binding ligands identified by the described methods find use, for example, as small molecule lead compounds that may they themselves be, or may give rise to, novel therapeutic drugs. More specifically, the subject invention is directed to methods for identifying a ligand that binds to a target biological molecule of interest, wherein a population of small organic compounds are selected and then “pre-screened” to identify those that are capable of binding to the molecular target.
    Type: Grant
    Filed: March 27, 1998
    Date of Patent: February 5, 2002
    Assignee: The Regents of the University of California
    Inventors: Jonathan A. Ellman, Ingrid Choong
  • Patent number: 6344334
    Abstract: Method for identifying a drug lead compound that inhibits binding of target bioogical molecules (TBM) by contacting TBM with members of a library of candidate cross-linked target binding fragments (CXBF), each CXBF having at least two candidate target bindig fragments (CTBF), which are inhibitors of binding, linked to a cross-linker, and selecting CXBF that inhibit the binding of the TBM to a greater extent than either of the individual CTBF linked to said cross-linker, wherein the library of CXBF is produced by: (a) screening a population of CTBF capable of being chemically cross-linked by a cross-linker to identify a subpopulation of the CTBF that inhibit binding of the TBM; and (b) chemically cross-linking members of the subpopulation of CTBF or structurally related analogs thereof with a cross-linker to provide a library of CXBF, wherein at least one linking group comprises an oxime ether linking group.
    Type: Grant
    Filed: March 26, 1999
    Date of Patent: February 5, 2002
    Assignee: The Regents of the University of California
    Inventors: Jonathan A. Ellman, Ingrid Choong
  • Patent number: 6291518
    Abstract: The present invention relates to novel hydroxy and polyhydroxy derivatives of coumarin fused with dialdehydes and aldehyde acids of the general formulae I, II, III and IV: wherein R1=R2=4-hydroxycoumarin; R1=R2=4,7-dihydroxycoumarin; R1=R2=4,5,7-trihydroxycoumarin; R1=4-hydroxycoumarin, R2=—CH(OH)CH3. An object of the invention are also processes for the preparation of hydroxy and polyhydroxy derivatives of coumarin fused with dialdehydes and aldehyde acids, and the antiviral action thereof. Novel hydroxy and polyhydroxy derivatives of coumarin according to the present invention exhibit antiviral action against HIV-1 virus.
    Type: Grant
    Filed: January 3, 2000
    Date of Patent: September 18, 2001
    Assignee: Pliva farmaceutska, kemijska, prehrambena i kozmeticka industrija, dionicko drustvo
    Inventors: Mladen Trkovnik, Zrinka Ivezić
  • Patent number: 6255277
    Abstract: A method for preventing adverse effects associated with the use of a medical device in a patient by introducing into the patient a device of which at least a portion includes a prophylactic or therapeutic amount of a nitric oxide adduct. The nitric oxide adduct can be present in a matrix coating on a surface of the medical device; can be coated per se on a surface of the medical device; can be directly or indirectly bound to reactive sites on a surface of the medical device; or at least a portion of the medical device can be formed of a material, such as a polymer, which includes the nitric oxide adduct. Also disclosed is a method for preventing adverse effects associated with the use of a medical device in a patient by introducing the device during a medical procedure and before or during said procedure locally administering a nitric oxide adduct to the site of contact of said device with any internal tissue.
    Type: Grant
    Filed: May 10, 1995
    Date of Patent: July 3, 2001
    Assignees: Brigham and Women's Hospital, NitroMed, Inc.
    Inventors: Jonathan Stamler, Joseph Loscalzo, John D. Folts
  • Patent number: 5856525
    Abstract: The present invention provides a novel process for making compounds of formula 2a or 2b or pharmaceutically acceptable salts thereof, ##STR1## wherein R.sub.1 is selected from the group consisting of phenyl and phenyl substituted with at least one group selected from NO.sub.2 and halogen;R.sub.2 is H;R.sub.3 is selected from the group consisting of C.sub.1-4 alkyl, phenyl, and benzyl; and,R.sub.4 is selected from the group consisting of H and halogen;which comprises the steps of:a) oxidizing a racemate of formula 2 or a salt thereof to form a dehydro-compound of formula 3, ##STR2## wherein R.sub.5 is selected from the group consisting of H, CH.sub.3, benzyl, C.sub.2-8 acyl Na, Li and K; and,b) asymmetrically hydrogenating a compound of formula 3 in the presence of a chiral phosphine catalyst to form a compound of formula 2a or 2b.
    Type: Grant
    Filed: October 14, 1997
    Date of Patent: January 5, 1999
    Assignee: DuPont Pharmaceuticals Company
    Inventors: Hui-Yin Li, Andrea Jane Robinson
  • Patent number: 5696274
    Abstract: The present invention provides processes which are flexible, cost effective, and commercially viable methods of manufacturing or producing products from 2-hydroxyacetophenone (2-HAP).Of particular interest of the available products are 4-hydroxycoumarin, warfarin-alkali salt, preferably warfarin sodium and warfarin-alkali salt-isopropyl alcohol (2-propanol) complex, more preferably warfarin-sodium-isopropyl alcohol complex.As is known, these compounds are useful as vitamin K dependent anticoagulants in the treatment of humans and animals. In different doses, they are also useful as rodenticide.The inventive process involves contacting 2-HAP, carbonate ester and effective base followed by treatment with an unsaturated ketone and phase transfer catalyst to ultimately yield product.
    Type: Grant
    Filed: May 22, 1996
    Date of Patent: December 9, 1997
    Assignee: Hoechst Celanese Corporation
    Inventors: Ibrahim M. Uwaydah, Mohammad Aslam, Charles H. Brown, II, Sharon R. Fitzhenry, Joseph A. McDonough
  • Patent number: 5616719
    Abstract: Photoactive indicator compounds of the formula ##STR1##
    Type: Grant
    Filed: May 9, 1995
    Date of Patent: April 1, 1997
    Assignee: Behringwerke AG
    Inventors: Dariush Davalian, Rajendra Singh, Edwin F. Ullman
  • Patent number: 5580552
    Abstract: A 7-glycosyloxybenzopyran derivative represented by the following formula (I) ##STR1## wherein, R is a hydrogen atom, an acyl group, an alkyl group, a cycloalkyl group, an alkenyl group or an aralkyl group, R.sub.2 is a hydrogen atom, an alkyl group, a cycloalkyl group, an alkenyl group or an aralkyl group and R.sub.3 is a glycosyl group whose hydroxyl group is protected or not protected, selected from the group consisting of glucosyl, mannosyl and galactosyl groups, and physiologically acceptable salts thereof.
    Type: Grant
    Filed: May 19, 1995
    Date of Patent: December 3, 1996
    Assignee: Dainippon Ink & Chemicals Inc.
    Inventors: Hidetsugu Takagaki, Masayoshi Abe, Yasuo Aoki, Mitsuru Sakai, Nobuyuki Kimura
  • Patent number: 5418254
    Abstract: A class of 2,3-substituted cyclopenta-2,4-dienyl compounds is described for use in treating inflammation and inflammation-related disorders. Compounds of particular interest are defined by Formula II: ##STR1## wherein each of R.sup.1 and R.sup.2 is independently selected from hydrido, lower alkyl, lower hydroxyalkyl, halo, lower haloalkyl, lower alkoxycarbonyl and carboxyl; and wherein each of R.sup.3 through R.sup.12 is independently selected from hydrido, halo, lower alkyl, lower alkylthio, cyano, hydroxyl, mercapto, lower haloalkyl, lower haloalkoxy, lower alkoxy, lower hydroxyalkyl, lower alkoxyalkyl, lower alkylsulfonyl, lower haloalkylsulfonyl and sulfamyl; provided R.sup.5 and R.sup.10 are not both hydrido or methoxy; or a pharmaceutically suitable salt or prodrug thereof.
    Type: Grant
    Filed: May 4, 1994
    Date of Patent: May 23, 1995
    Assignee: G. D. Searle & Co.
    Inventors: Horng-Chih Huang, David R. Reitz
  • Patent number: 4788297
    Abstract: Process for selective removal of the cis-isomer and consequent enrichment of a solution with respect to the trans-isomer of a 1-(4-hydroxycoumarin-3-yl)-3-substituted phenyl)tetrahydronaphthalene rodenticide by crystallization from hot solvent.
    Type: Grant
    Filed: August 26, 1985
    Date of Patent: November 29, 1988
    Assignee: Imperial Chemical Industries PLC
    Inventor: Alan J. Whittle
  • Patent number: 4659657
    Abstract: Compounds of the formula ##STR1## wherein Y is ##STR2## M is hydrogen, or an alkali metal or ammonium ion, X is --O-- or an amino group,R is H, Cl, Br, CN or carbamoyl,R.sup.1 is H or --SO.sub.3 H, andA is one of several particular organic radicals,are especially useful in the photometric or fluorimetric determination of phosphatase or sulphatase activity in a liquid sample.
    Type: Grant
    Filed: December 14, 1983
    Date of Patent: April 21, 1987
    Assignee: Bayer Aktiengesellschaft
    Inventors: Horst Harnisch, Otto S. Wolfbeis
  • Patent number: H852
    Abstract: A method for stabilizing a rodenticidally active material selected from certain (i) indane dione derivatives, (ii) hydroxycoumarin derivatives and (iii) thiocoumarin analogs of (ii), comprising bringing said active material into contact with, and maintaining the active material in contact with, an acidic stabilizer.
    Type: Grant
    Filed: October 27, 1988
    Date of Patent: November 6, 1990
    Assignee: E. I. Du Pont de Nemours and Company, Inc.
    Inventors: Alan R. Garden, Malcolm R. Hadler