Nitrogen Bonded Directly To Phenothiazine Ring System Patents (Class 544/37)
  • Patent number: 11034662
    Abstract: The invention provides compounds formula (I) and salts thereof: wherein R1, R2, R3, R6 and Y have any of the values defined in the specification. The compounds are useful for treatment or suppression of diseases associated with decreased mitochondrial function resulting in diminished ATP production and/or oxidative stress and/or lipid peroxidation.
    Type: Grant
    Filed: October 21, 2019
    Date of Patent: June 15, 2021
    Assignee: ARIZONA BOARD OF REGENTS ON BEHALF OF ARIZONA STATE UNIVERSITY
    Inventors: Sidney Hecht, Omar Khdour, Sandipan Roy Chowdhury, Indrajit Bandyopadhyay
  • Patent number: 10787571
    Abstract: The present invention pertains to: an oxidation color developable compound that is represented by general formula (1), that has excellent solubility in water, and that is less affected by a substance coexisting in a sample; and an oxidation color development reagent using the oxidation color developable compound. In general formula (I), R1, R2, R3, and R4 each represent a straight-chain or branched alkyl group having 1-6 carbon atoms, X represents a hydrophilic functional group, and L represents —(CH2)j— (j represents an integer of 2-10), —(CH2CH2O)k— (k represents an integer of 1-10), or —(CH2)m—Z—(CH2)n— (m and n each independently represent an integer of 1-10, and Z represents —N+(CH3)2—, —CONH—, —NHCO—, —COO—, —OCO—, —NHCOO—, —OCONH—, —NHCONH—, and —(CH2NHCO)q—).
    Type: Grant
    Filed: February 27, 2018
    Date of Patent: September 29, 2020
    Assignee: DOJINDO LABORATORIES
    Inventors: Masaki Murai, Chiaki Matsumoto, Ryo Sakamoto, Nobuyuki Ozeki, Munetaka Ishiyama
  • Patent number: 10323010
    Abstract: The present invention pertains generally to the field of chemical synthesis, and more particularly to methods of chemical synthesis which include the step of preparing a substituted 10H-phenothiazine-3,7-diamine compound of Formula (1) by a step of selective alkylation by reductive amination, in which the corresponding unsubstituted diamine of Formula (4) is reacted with aldehyde/ketone, under reductive amination conditions. The present invention also relates to such methods which incorporate additional subsequent and/or preceding steps, for example, to prepare compounds of Formulae (2) and (3) from compounds of Formula (1), and to prepare compounds of Formula (4) from, for example, compounds of Formulae (5), (6), (7), (8), and (9). Compounds of Formula (1), Formula (2), and Formula (3) are useful, for example, in the treatment of diseases of protein aggregation, such as Alzheimer's disease.
    Type: Grant
    Filed: July 20, 2016
    Date of Patent: June 18, 2019
    Assignee: WISTA LABORATORIES LTD.
    Inventors: John Mervyn David Storey, Christopher Paul Larch, Steven John Kemp, Scott Clunas, Sarah Louise Nicoll, Helen Sarah Gibbard, Michael Simpson, James Peter Sinclair, Colin Marshall
  • Patent number: 9988418
    Abstract: A method of reducing the aggregate content in a protein preparation having a target protein includes contacting the protein preparation with a thio-heterocyclic cation to form a mixture, contacting the mixture with at least one functionalized solid to remove excess thio-heterocyclic cations; and optionally contacting the mixture, simultaneously or sequentially, with at least one further functionalized solid to further reduce aggregate content of the protein preparation.
    Type: Grant
    Filed: February 5, 2014
    Date of Patent: June 5, 2018
    Assignee: AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH
    Inventor: Peter Stanley Gagnon
  • Patent number: 9981929
    Abstract: The present invention relates to a method for prevention of premature polymerization during the preparation, purification, transportation and storage of a polymerizable compound with at least one conjugated unsaturated group in the presence of an azine dye-based compound as inhibitor. Further the present invention relates to methods of preparing such inhibitors as well as to the inhibitors itself, as well as to methods of improving solubility and stability of dissolved inhibitors.
    Type: Grant
    Filed: September 11, 2017
    Date of Patent: May 29, 2018
    Assignee: NITTO BELGIUM NV
    Inventors: Greet Bossaert, Monica Gomes, Bart Forier
  • Patent number: 9789292
    Abstract: Alzheimer's disease is a neurological disorder marked by progressive memory and cognitive impairments that eventually result in death. Currently, there are no effective therapies or cures that slow or halt the relentless progression of Alzheimer's disease. The invention teaches that the underlying mechanism responsible for the initiation of Alzheimer's disease is due to the insufficient flow of cerebrospinal fluid through apertures in the cribriform plate. The cribriform plate is a flat bony structure at the top of the nasal cavity directly below the olfactory bulbs. Naturally occurring apertures in the cribriform plate provide conduits for cranial nerve 1 fibers passing from the olfactory epithelium below, into the olfactory bulb above. Cerebrospinal fluid in the extracellular compartment above seeps through these apertures and into the nasal submucosa below, where it is removed by lymphatic vessels.
    Type: Grant
    Filed: April 22, 2015
    Date of Patent: October 17, 2017
    Inventor: Douglas Wayne Ethell
  • Patent number: 9388163
    Abstract: The present disclosure provides methods for identifying therapeutic agents that are multifunctional radical quenchers. It also provides compounds of formula: and pharmaceutically acceptable salts thereof, compositions comprising these compounds, and methods of using these compounds in a variety of applications, such as treatment or suppression of diseases associated with decreased mitochondrial function resulting in diminished ATP production and/or oxidative stress and/or lipid peroxidation.
    Type: Grant
    Filed: June 5, 2015
    Date of Patent: July 12, 2016
    Assignee: Arizona Board of Regents, a Body Corporate of the State of Arizona, Acting for and on Behalf of Arizona State University
    Inventors: Sidney Hecht, Omar Khdour, Sandipan Roy Chowdhury, Poulami Talukder
  • Patent number: 9382220
    Abstract: Described are methods of synthesis and/or purification of certain 3,7-diamino-phenothiazin-5-ium compounds (referred to herein as “diaminophenothiazinium compounds”) including Methylthioninium Chloride (MTC) (also known as Methylene Blue), the resulting (high purity) compounds, compositions comprising such compounds (e.g., tablets, capsules), and the use of such high purity compounds. The compounds are useful in inactivating pathogens, and methods of medical treatment, prophylaxis, and diagnosis of diseases including a tauopathy, related neurological and infectious diseases.
    Type: Grant
    Filed: May 9, 2013
    Date of Patent: July 5, 2016
    Assignee: WisTa Laboratories Ltd.
    Inventors: Claude Michel Wischik, John Mervyn David Storey, Colin Marshall, James Peter Sinclair, Thomas Craven Baddeley
  • Patent number: 9315476
    Abstract: A new antiviral water-soluble pharmacological product with anti-HIV effect, is based on ionic silver and methylene blue compound. The new substance is produced in the form of water-soluble powder that can be used for the preparation of finished dosage forms for treating viral infections, especially HIV infection. The product has a potential ability to radically suppress the infectious agents without leading to any mutations and resistance of viruses. The composition of the new product proposed under the conventional name Argothiazin-A™ corresponds to the chemical formula: C20H24AgN3O4S.
    Type: Grant
    Filed: April 7, 2015
    Date of Patent: April 19, 2016
    Inventors: Harvey E. Svetlik, Vasily Vasilievich Tretiakov, Olga Vladimirovna Tretiakova, Vladimir Nikolaevich Silnikov, Vladimir Ivanovich Bouroumov, Nikolai Gerasimovich Zhevachevsky
  • Patent number: 9242946
    Abstract: This invention pertains generally to the field of chemical synthesis and purification, and more specifically to methods of synthesizing and purifying certain 3,7 diamino-phenothiazin-5-ium compounds (referred to herein as “diaminophenothiaziniumcompounds”) including Methylhioninium Chloride (MTC) (also known as Methylene Blue). In one embodiment, the method comprises the steps of, in order: nitrosylation (NOS); nitrosyl reduction (NR); thiosulfonic acid formation (TSAF); oxidative coupling (OC); Cr(VI) reduction (CR); isolation and purification of zwitterionic intermediate (IAPOZI); ring closure (RC); chloride salt-formation (CSF); one of: sulphide treatment (ST); dimethyldithiocarbamate treatment (DT); carbonate treatment (CT); ethylenediaminetetraacetic acid treatment (EDTAT); organic extraction (OE); and recrystallisation (RX). The present invention also pertains to the resulting (high purity) compounds, compositions comprising them (e.g.
    Type: Grant
    Filed: September 3, 2010
    Date of Patent: January 26, 2016
    Assignee: WisTa Laboratories Ltd.
    Inventors: John Mervyn David Storey, James Peter Sinclair, Colin Marshall, Han Wan Tan, Claude Michel Wischik
  • Patent number: 9211294
    Abstract: The present invention relates generally to methods and materials based on diaminophenothiazines for use in the treatment of Mild Cognitive Impairment (MCI).
    Type: Grant
    Filed: June 17, 2008
    Date of Patent: December 15, 2015
    Assignee: WisTa Laboratories Ltd.
    Inventors: Claude Michel Wischik, Dominic Venay Harbaran, Gernot Riedel, Serena Deiana, Elizabeth Anne Goatman, Damon Jude Wischik, Alison Dorothy Murray, Roger Todd Staff
  • Patent number: 9102626
    Abstract: The present disclosure provides methods for identifying therapeutic agents that are multifunctional radical quenchers. It also provides compounds of formula (I), (II), or (II-A): and pharmaceutically acceptable salts thereof, compositions comprising these compounds, and methods of using these compounds in a variety of applications, such as treatment or suppression of diseases associated with decreased mitochondrial function resulting in diminished ATP production and/or oxidative stress and/or lipid peroxidation.
    Type: Grant
    Filed: April 4, 2012
    Date of Patent: August 11, 2015
    Assignee: Arizona Board of Regents, a Body Corporate of the State of Arizona
    Inventors: Sidney Hecht, Omar Khdour, Sandipan Roy Chowdhury, Poulami Talukder
  • Patent number: 9067900
    Abstract: Novel 2,8-diaminophenothiazine compounds of the following formula: and a method for preparing the same, are presented. The 2,8-diaminophenothiazine compounds are useful in the field of treating liquid or gaseous fluids, especially influents and industrial or domestic effluents.
    Type: Grant
    Filed: September 5, 2008
    Date of Patent: June 30, 2015
    Assignee: PHARMA HYDRO DEVELOPMENT—P.H.D.
    Inventors: Laurent Galey, Fabrice Peters, Xavier Ferry
  • Patent number: 8962158
    Abstract: Provided is an organic electroluminescent device (organic EL device), which has improved luminous efficiency, has sufficient driving stability, and has a simple construction. The organic EL device of the present invention is an organic electroluminescent device, including a light-emitting layer and a hole-transporting layer between an anode and a cathode laminated on a substrate, in which the light-emitting layer contains a phosphorescent light-emitting dopant and an indolocarbazole compound that serves as a host material, or alternatively, the hole-transporting layer contains an indolocarbazole compound. The indolocarbazole compound is represented by the following formula (1). In the formula: A1's each represent an aromatic hydrocarbon group or an aromatic heterocyclic group, provided that at least one of A1's has a fused ring structure; and R1's each represent a hydrogen atom, an alkyl group, an alkoxy group, or an acyl group.
    Type: Grant
    Filed: March 25, 2010
    Date of Patent: February 24, 2015
    Assignee: Nippon Steel & Sumikin Chemical Co., Ltd.
    Inventors: Masaki Komori, Takahiro Kai, Toshihiro Yamamoto
  • Patent number: 8937121
    Abstract: A condensed heterocyclic compound which is shown by the following formula (I) and a composition containing an (a) organic material and (b) at least one type of the condensed heterocyclic compound are provided. (Y indicates a chemical single bond, —S(?O)—, or —SO2—. Ra and Rb indicate substitutable C1 to C30 organic groups. Za and Zb indicate chemical single bonds or —SO2—. X1 and X2 indicate hydrogen atoms etc. n and m respectively independently indicate integers of 0 to 2, where one of n and m is not 0).
    Type: Grant
    Filed: January 28, 2011
    Date of Patent: January 20, 2015
    Assignee: Zeon Corporation
    Inventors: Kei Sakamoto, Satoshi Kiriki, Tomonori Ogawa, Masanobu Shinohara
  • Publication number: 20150011712
    Abstract: The present invention relates to diaminophenothiazinium derivatives of formula (I); in which R1, R2, R3, R4, R5, R6 and X? are as defined in Claim 1, and also the methods for labelling oligonucleotides using such a derivative, labeling substrates and the oligonucleotides which can be obtained by means of such methods or from such labelling substrates.
    Type: Application
    Filed: February 21, 2013
    Publication date: January 8, 2015
    Inventors: Carole Chaix, Gabriel De Crozals
  • Patent number: 8900725
    Abstract: A dendrimer and an organic light-emitting device including an organic layer having the dendrimer.
    Type: Grant
    Filed: July 8, 2011
    Date of Patent: December 2, 2014
    Assignee: Samsung Display Co., Ltd.
    Inventors: Yoon-Hyun Kwak, Jeoung-In Yi, Seung-Gak Yang, Hee-Yeon Kim, Jae-Yong Lee
  • Patent number: 8901296
    Abstract: Substantially pure methylthioninium chloride pentahydrate form A is prepared from methylthioninium chloride by phase equilibration of suspensions, crystallization or solvent evaporation, whereby the water content of the solvent corresponds to a water activity of at least 0.4 at 25° C., and controlled drying of said methylthioninium chloride pentahydrate form A within its stability ranges of humidity, pressure and temperature.
    Type: Grant
    Filed: September 23, 2010
    Date of Patent: December 2, 2014
    Assignee: WisTa Laboratories Ltd.
    Inventors: Rolf Hilfiker, Timo Rager
  • Publication number: 20140308317
    Abstract: The present disclosure provides compounds, or pharmaceutically acceptable salts thereof, for inhibiting the growth of a microbe; treating a mammal having a microbial infection, malaria, mucositis, an ophthalmic infection, an otic infection, a cancer, or a Mycobacterium infection; killing or inhibiting the growth of a Plasmodium species; inhibiting the growth of a Mycobacterium species; modulating an immune response in a mammal; or antagonizing unfractionated heparin, low molecular weight heparin, or a heparin/low molecular weight heparin derivative.
    Type: Application
    Filed: December 9, 2013
    Publication date: October 16, 2014
    Applicant: CELLCEUTIX CORPORATION
    Inventors: Xiaodong Fan, Yongjiang Xu, Dahui Liu, Michael J. Costanzo
  • Publication number: 20140275045
    Abstract: Disclosed herein are phenazine-3-one and phenothiazine-3-one derivative compounds and methods of using such compounds for treating or suppressing oxidative stress disorders, including mitochondrial disorders, impaired energy processing disorders, neurodegenerative diseases and diseases of aging.
    Type: Application
    Filed: March 15, 2013
    Publication date: September 18, 2014
    Applicant: EDISON PHARMACEUTICALS, INC.
    Inventors: Andrew W. HINMAN, Dana Davis, William D. Shrader
  • Patent number: 8828986
    Abstract: Compounds and methods for preventing and treating viral infections are provided. In some embodiments, novel compounds broad-spectrum antiviral activity are provided. In more specific embodiments, the compounds and methods are effective against viruses such as Venezuelan Equine Encephalitis, West Nile Virus, and Hepatitis C.
    Type: Grant
    Filed: April 20, 2012
    Date of Patent: September 9, 2014
    Assignee: Prosetta Antiviral Inc.
    Inventors: Clarence Hurt, Andy Atuegbu, Anatoliy Kitaygorodskyy, Beverly Freeman, Vishwanath Lingappa
  • Publication number: 20140235854
    Abstract: Process for preparing compounds of the diaminophenothiazinium type of formula (II) below. The products have a high degree of purity and are useful for the preparation of medicaments. In which the R1, R2, R3, R4, R5, R6, R7, R8, R9 and R10 groups having the same definition as in formula (I), and R representing a group chosen from: a phenyl or benzyl group, optionally substituted with one or more functions chosen from: a C1-C4 alkyl, a halogen atom, a C1-C4 haloalkyl and a nitro group, a linear, branched or cyclic C1-C8 alkyl group, a C1-C8 alkylamino group, a C1-C8 alkoxy group, a phenyloxy or benzyloxy group optionally substituted on the aromatic nucleus with one or more functions chosen from: a C1-C4 alkyl, a halogen atom, a C1-C4 haloalkyl and a nitro group, Z representing an atom chosen from O and S.
    Type: Application
    Filed: April 25, 2014
    Publication date: August 21, 2014
    Applicant: Provence Technologies
    Inventors: Michel Feraud, Babak Sayah
  • Patent number: 8809317
    Abstract: Compounds and methods for preventing and treating viral infections are provided. In some embodiments, novel compounds broad-spectrum antiviral activity are provided. In more specific embodiments, the compounds and methods are effective against viruses such as Venezuelan Equine Encephalitis, West Nile Virus, and Hepatitis C.
    Type: Grant
    Filed: March 29, 2012
    Date of Patent: August 19, 2014
    Assignee: Prosetta Antiviral Inc.
    Inventors: Clarence R. Hurt, Vishwanath Lingappa, Beverly Freeman, Andy Atuegbu, Anatoliy Kitaygorodskyy
  • Publication number: 20140221359
    Abstract: Described are methods of prepraing reduced 3,7-diamino-10H-phenothiazine (DAPTZ) compounds of formula: wherein: R1 and R9 are independently selected from: —H; C1-4alkyl; C2-4alkenyl; and halogenated C1-4alkyl; each of R3NA and R3NB is independently selected from: —H; C1-4alkyl; C2-4alkenyl; and halogenated C1-4alkyl; each of R7NA and R7NB is independently selected from: —H; C1-4alkyl; C2-4alkenyl; and halogenated C1-4alkyl; each of HX1 and HX2 is independently a protic acid; and pharmaceutically acceptable salts, solvates, and hydrates thereof. These methods are particularly useful for producing stable reduced forms, and with high purity. The stability and purity are especially relevant for pharmaceutical compositions for the treatment of disease. The compounds are useful for treatment of e.g. tauopathies, such as Alzheimer's disease, and also as prodrugs for the corresponding oxidized thioninium drugs.
    Type: Application
    Filed: April 9, 2014
    Publication date: August 7, 2014
    Applicant: Wis Ta Laboratories Ltd.
    Inventors: Claude Michel WISCHIK, Janet Elizabeth Rickard, Charles Robert Harrington, David Horsley, John Mervyn David Storey, Colin Marshall, James Peter Sinclair, Thomas Craven Baddeley
  • Patent number: 8785434
    Abstract: Compounds and methods for preventing and treating viral infections are provided. In some embodiments, novel compounds broad-spectrum antiviral activity are provided. In more specific embodiments, the compounds and methods are effective against viruses such as Venezuelan Equine Encephalitis, West Nile Virus, and respiratory viruses including the common cold.
    Type: Grant
    Filed: May 2, 2011
    Date of Patent: July 22, 2014
    Assignee: Prosetta Antiviral Inc.
    Inventors: Clarence R. Hurt, Vishwanath Lingappa, Beverly Freeman, Andy Atuegbu, Anatoliy Kitaygorodskyy
  • Patent number: 8765942
    Abstract: Process for preparing diaminophenothiazinium type compounds having a step for purification of derivatives (II). The diaminophenothiazinium type compounds having the following formula (I): in which R1, R2, R3, R4, R5, R6, R7, R8, R9 and R10 may be chosen, independently of the others, from the group constituted of: a hydrogen atom, saturated or unsaturated, linear or branched C1-C6 alkyl groups, or C3-C6 cycloalkyl groups, optionally substituted with one or more functions chosen from a halogen atom, and a C1-C6 alkoxy, C1-C6 alkoxycarbonyl or —CONH2 function, aryl groups optionally substituted with one or more functions chosen from: a C1-C4 alkyl, a halogen atom, and a C1-C6 alkoxy, C1-C6 alkyloxycarbonyl or —CONH2 function, in addition, each of R5, R6, R7, R8, R9 and R10 may be chosen, independently of the others, from the halogen atoms: F, Cl, Br and I, and X? represents an organic or inorganic anion.
    Type: Grant
    Filed: July 12, 2007
    Date of Patent: July 1, 2014
    Assignee: Provence Technologies
    Inventors: Michel Feraud, Babak Sayah
  • Patent number: 8766001
    Abstract: The present invention relates to the improvement in organic electroluminescent devices by using compounds of the formula (1), in particular as hole-injection or hole-transport materials in a hole-injection or hole-transport layer.
    Type: Grant
    Filed: March 5, 2009
    Date of Patent: July 1, 2014
    Assignee: Merck Patent GmbH
    Inventors: Christof Pflumm, Arne Buesing, Amir Hossain Parham, Rocco Fortte, Holger Heil, Philipp Stoessel
  • Publication number: 20140151661
    Abstract: An amine derivative having a phenanthroimidazole group, an organic electroluminescence material, and an electroluminescence device, the amine derivative being represented by Formula 1, below:
    Type: Application
    Filed: November 27, 2013
    Publication date: June 5, 2014
    Applicant: SAMSUNG DISPLAY CO., LTD.
    Inventor: Yasuo MIYATA
  • Publication number: 20140155591
    Abstract: An arylamine compound and an organic electroluminescence device, the compound being represented by following Formula 1:
    Type: Application
    Filed: November 22, 2013
    Publication date: June 5, 2014
    Applicant: Samsung Display Co., Ltd.
    Inventor: Ichinori TAKADA
  • Publication number: 20140148446
    Abstract: The present invention relates to novel compositions and uses thereof as antioxidants and/or neuroprotective agents for the treatment of medical conditions associated with oxidative stress and/or neural damage, such as, for example, neurological diseases, disorders and trauma, and hence in the treatment of CNS-associated diseases, disorders and trauma.
    Type: Application
    Filed: September 23, 2011
    Publication date: May 29, 2014
    Applicant: University of North Texas Health Science Center
    Inventors: James W. Simpkins, Yi Wen, Shaohua Yang
  • Publication number: 20140142300
    Abstract: An organic electroluminescence (EL) material and an organic EL device, the organic EL material being represented by Formula 1, below:
    Type: Application
    Filed: November 19, 2013
    Publication date: May 22, 2014
    Applicant: SAMSUNG DISPLAY CO., LTD.
    Inventor: Hiroaki ITOI
  • Publication number: 20140121333
    Abstract: An embodiment of the present disclosure can include a compound, a structure bonded to the compound, and the like. In an embodiment, the compound can be a linker between an agent and a structure, where the agent can be a dye or a pigment and the structure can be a fiber, hair, or another structure. In an embodiment, the compound can be a linker between an agent and a structure, where the agent can be a fluorinated compound and the structure can be a counter top, metal, or the like.
    Type: Application
    Filed: July 12, 2012
    Publication date: May 1, 2014
    Inventor: Jason J. Locklin
  • Patent number: 8710051
    Abstract: This invention pertains generally to the field of phenothiazine compounds, and more particularly to certain stably reduced phenothiazine compounds, specifically, certain 3,7-diamino-10H-phenothiazine (DAPTZ) compounds of the following formula: wherein: each of R1 and R9 is independently selected from: —H; C1-4alkyl; C2-4alkenyl; and halogenated C1-4alkyl; each of R3NA and R3NB is independently selected from: —H; C1-4alkyl; C2-4alkenyl; and halogenated C1-4alkyl; each of R7NA and R7NB is independently selected from: —H; C1-4alkyl; C2-4alkenyl; and halogenated C1-4alkyl; each of HX1 and HX2 is independently a protic acid; and pharmaceutically acceptable salts, solvates, and hydrates thereof. These compounds are useful as drugs, for example, in the treatment of tauopathies, such as Alzheimer's disease, and also as prodrugs for the corresponding oxidized thioninium drugs (for example, methylthioninium chloride, MTC).
    Type: Grant
    Filed: January 21, 2011
    Date of Patent: April 29, 2014
    Assignee: Wis Ta Laboratories Ltd.
    Inventors: Claude Michel Wischik, Janet Elizabeth Rickard, Charles Robert Harrington, David Horsley, John Mervyn David Storey, Colin Marshall, James Peter Sinclair, Thomas Craven Baddeley
  • Publication number: 20140114063
    Abstract: An organic electroluminescence (EL) material and an organic EL device including the same, the organic electroluminescence (EL) material being represented by following Chemical Formula 1:
    Type: Application
    Filed: October 18, 2013
    Publication date: April 24, 2014
    Applicant: Samsung Display Co., Ltd.
    Inventor: Hiroaki ITOI
  • Patent number: 8691979
    Abstract: Described are methods of synthesizing and purifying certain 3,7-diamino-phenothiazin-5-ium compounds (referred to herein as “diaminophenothiazinium compounds”) including Methylhioninium Chloride (MTC) (also known as Methylene Blue). In one embodiment, the method comprises the steps of, in order: a thiosulfonic acid formation (TSAF); an oxidative coupling (OC); and a ring closure (RC). Also described are resulting compounds and compositions comprising them (e.g., tablets, capsules) for use in methods of medical treatment and diagnosis, etc., for example, for tauopathies, or Alzheimer's disease (AD).
    Type: Grant
    Filed: May 11, 2010
    Date of Patent: April 8, 2014
    Assignee: Wista Laboratories Ltd.
    Inventors: Christopher Paul Larch, John Mervyn David Storey, Craig Williamson, Colin Marshall, Steven John Kemp
  • Patent number: 8653258
    Abstract: The present disclosure encompasses compounds and compositions that are useful as specific AI-2 antagonists for the control of bacterial quorum sensing. Although the AI-2 antagonists according to the present disclosure may not have bactericidal effect, their ability to attenuate virulence, drug resistance, and/or biofilm formation have therapeutic benefits. In addition, the AI-2 antagonists of the present disclosure can also be used as tools to probe bacterial AI-2 functions. The present disclosure also encompasses methods for inhibiting or attenuating microbial virulence, biofilm formation, and drug resistance. The methods are suitable for preventing bacteria from accruing and forming extensive biofilms that may be a health or hygiene hazard or a physical issue, such as in the blockage of water or fuel lines.
    Type: Grant
    Filed: June 6, 2008
    Date of Patent: February 18, 2014
    Assignee: Georgia State University Research Foundation, Inc.
    Inventors: Binghe Wang, Nanting Ni, Junfeng Wang, Chung-Dar Lu, Han-Ting Chou, Minyong Li, Shilong Zheng, Yunfeng Cheng, Hanjing Peng
  • Publication number: 20140042412
    Abstract: A compound for an organic optoelectronic device is represented by the following Chemical Formula 1:
    Type: Application
    Filed: October 11, 2013
    Publication date: February 13, 2014
    Inventors: Dong-Wan RYU, Sung-Hyun JUNG, Dal-Ho HUH, Jin-Seok HONG, Gi-Wook KANG, Mi-Young CHAE
  • Publication number: 20140038963
    Abstract: The present disclosure provides methods for identifying therapeutic agents that are multifunctional radical quenchers. It also provides compounds of formula (I), (II), or (II-A): and pharmaceutically acceptable salts thereof, compositions comprising these compounds, and methods of using these compounds in a variety of applications, such as treatment or suppression of diseases associated with decreased mitochondrial function resulting in diminished ATP production and/or oxidative stress and/or lipid peroxidation.
    Type: Application
    Filed: April 4, 2012
    Publication date: February 6, 2014
    Inventors: Sidney Hecht, Omar Khdour, Sandipan Roy Chowdhury, Poulami Talukder
  • Publication number: 20130315992
    Abstract: The invention relates to compounds of general formula (I): wherein: each of R1 and R9 is independently selected from: —H, C1-4alkyl, C2-4alkenyl, and halogenated C1-4alkyl; each of R3NA and R3NB is independently selected from: —H, C1-4alkyl, C2-4alkenyl, and halogenated C1-4alkyl; each of R7NA and R7NB is independently selected from: —H, C1-4alkyl, C2-4alkenyl, and halogenated C1-4alkyl; and wherein: each of RA and RB is independently selected from: C1-4alkyl, halogenated C1-4alkyl, and C6-10aryl; or RA and RB are linked to form a group selected from: C1-6 alkylene and C6-10 arylene; and pharmaceutically acceptable salts thereof, which are useful in the treatment of, for example, Alzheimer's disease. In other aspects the invention also relates to novel formulations of 3,7-diamino-10H-phenothiazinium salts.
    Type: Application
    Filed: August 15, 2011
    Publication date: November 28, 2013
    Inventors: Scott Clunas, John Mervyn David Storey, James Peter Sinclair, Thomas Craven Baddeley, Ahtsham Ishaq, Michael Simpson, Craig Williamson, Barry Alan Wood, Claude Michel Wischik, Charles Robert Harrington, Janet Elizabeth Rickard, David Horsley, Yin Sze Loh, Colin Marshall, Karrar Ahmad Khan
  • Publication number: 20130317012
    Abstract: Described are methods of synthesis and/or purification of certain 3,7-diamino-phenothiazin-5-ium compounds (referred to herein as “diaminophenothiazinium compounds”) including Methylthioninium Chloride (MTC) (also known as Methylene Blue), the resulting (high purity) compounds, compositions comprising such compounds (e.g., tablets, capsules), and the use of such high purity compounds. The compounds are useful in inactivating pathogens, and methods of medical treatment, prophylaxis, and diagnosis of diseases including a tauopathy, related neurological and infectious diseases.
    Type: Application
    Filed: May 9, 2013
    Publication date: November 28, 2013
    Applicant: WisTa Laboratories Ltd.
    Inventor: WisTa Laboratories Ltd.
  • Publication number: 20130315825
    Abstract: Derivatives of phenothiazine, phenoxazine, and phenazine compounds and their use as ?-synuclein ligands are described. Also described are methods of using these compounds and their radiolabeled analogs for the detection, monitoring, and treatment of synucleinopathies, including Parkinson's disease.
    Type: Application
    Filed: May 3, 2013
    Publication date: November 28, 2013
    Applicant: Washington University
    Inventors: Zhude Tu, Robert Mach, Lihai Yu, Paul Kotzbauer
  • Publication number: 20130224634
    Abstract: The invention relates to a photopolymer formulation comprising a polyol component, a polyisocyanate component, a writing monomer, and a photoinitiator, containing a coinitiator and a dye having the formula F An, where F stands for a cationic dye and An? stands for an anion, wherein the dye having the formula F An comprises a water absorption of =5%. The invention further relates to a holographic medium, in particular in the form of a film, containing a photopolymer formulation according to the invention, to the use of such a medium for recording holograms, and to a special dye that can be used in the photopolymer formulation according to the invention.
    Type: Application
    Filed: November 4, 2011
    Publication date: August 29, 2013
    Applicant: Bayer Intellectual Property Gmbh
    Inventors: Horst Berneth, Thomas Rölle, Friedrich-Karl Bruder, Thomas Fäcke, Marc-Stephan Weiser, Dennis Hönel
  • Publication number: 20130149251
    Abstract: The present invention provides methods and compositions based on optical sensor conjugates that are useful for detecting reactive oxygen, reactive nitrogen, or both species that are a direct result of inflammation caused by tissue damage.
    Type: Application
    Filed: June 2, 2011
    Publication date: June 13, 2013
    Applicant: THE GENERAL HOSPITAL CORPORATION
    Inventors: Scott A. Hilderbrand, Ralph Weissleder, Peter Panizzi, Jason R. McCarthy
  • Publication number: 20130143055
    Abstract: The present invention is directed to phenothiazine-base macromonomer compounds and methods of making the same.
    Type: Application
    Filed: September 23, 2011
    Publication date: June 6, 2013
    Applicant: BAYER HEALTHCARE LLC
    Inventors: Jiangfeng Fei, Henry Arndt, Steven Fowler
  • Publication number: 20130126350
    Abstract: A method of forming a 3-phenylimino-3H-phenothiazine or a 3-phenylimino-3H-phenoxazine mediator includes providing a first reactant including phenothiazine or phenoxazine, providing a first solvent, providing a second reactant and providing a second solvent. The first reactant, first solvent, second reactant and second solvent are combined to form a reactants solution. Sodium persulfate is added to the reactants solution to couple the first and second reactants resulting in a reaction solution including the 3-phenylimino-3H-phenothiazine or the 3-phenylimino-3H-phenoxazine mediator.
    Type: Application
    Filed: December 17, 2012
    Publication date: May 23, 2013
    Applicant: BAYER HEALTHCARE LLC
    Inventor: Bayer Healthcare LLC
  • Publication number: 20130123491
    Abstract: It is to provide a method for preserving an aqueous solution comprising a leuco chromogen, comprising adding at least one compound selected from the group consisting of polyoxyethylene alkylamine and polyoxyethylene alkenylamine to the aqueous solution containing a leuco chromogen, and a method for stabilizing a leuco chromogen, comprising allowing the leuco chromogen to coexist in an aqueous solution comprising at least one compound selected from the group consisting of polyoxyethylene alkylamine and polyoxyethylene alkenylamine. The present invention provides a method for preserving an aqueous solution comprising a leuco chromogen for stably preserving the leuco chromogen in an aqueous solution and a method for stabilizing a leuco chromogen.
    Type: Application
    Filed: August 9, 2011
    Publication date: May 16, 2013
    Applicant: KYOWA MEDEX CO., LTD.
    Inventors: Haruyo Soya, Tomomi Murakami, Haruki Tsunoda, Yu Ohsugi, Ayako Yoda, Masashi Matsushita
  • Patent number: 8440821
    Abstract: Described is a method for the synthesis and/or purification of a high purity diaminophenothiazinium compound of the following formula: characterized by a purity of greater than 98% and less than 1% Azure B, 0.15% Azure A, 0.15% Azure C and 0.05% Methylene Violet Bernthsen (MVB), as impurities. Also described are related high purity compounds, compositions, and methods of using such compounds and compositions. The compounds and compositions are useful in the treatment of diseases caused by tau aggregation, such as Alzheimer's disease and other dementias, and infection.
    Type: Grant
    Filed: May 31, 2011
    Date of Patent: May 14, 2013
    Assignee: Wista Laboratories Ltd.
    Inventors: Claude Michel Wischik, John Mervyn David Storey, Colin Marshall, James Peter Sinclair, Thomas Craven Baddeley
  • Publication number: 20130115646
    Abstract: It is to provide a method for measuring glycated hemoglobin in a hemoglobin-containing sample, comprising: reacting glycated hemoglobin in the hemoglobin-containing sample with a proteolytic enzyme in the presence of at least one salt selected from the group consisting of a pyridinium salt, a phosphonium salt, an imidazolium salt, and an isoquinolinium salt; reacting the obtained reaction product with fructosyl peptide oxidase; and measuring the generated hydrogen peroxide. The present invention provides a method for accurately measuring glycated hemoglobin in a hemoglobin-containing sample.
    Type: Application
    Filed: August 9, 2011
    Publication date: May 9, 2013
    Applicant: KYOWA MEDEX CO., LTD.
    Inventors: Haruyo Soya, Tomomi Murakami, Haruki Tsunoda, Yu Ohsugi, Ayako Yoda, Masashi Matsushita
  • Patent number: 8357797
    Abstract: A method of forming a 3-phenylimino-3H-phenothiazine or a 3-phenylimino-3H-phenoxazine mediator includes providing a first reactant including phenothiazine or phenoxazine, providing a first solvent, providing a second reactant and providing a second solvent. The first reactant, first solvent, second reactant and second solvent are combined to form a reactants solution. Sodium persulfate is added to the reactants solution to couple the first and second reactants resulting in a reaction solution including the 3-phenylimino-3H-phenothiazine or the 3-phenylimino-3H-phenoxazine mediator.
    Type: Grant
    Filed: August 11, 2011
    Date of Patent: January 22, 2013
    Assignee: Bayer Healthcare LLC
    Inventors: Karen L. Marfurt, Henry C. Arndt
  • Publication number: 20130005713
    Abstract: Process for preparing compounds of the diaminophenothiazinium type including a step for purification of derivatives (II). The products resulting from this process have a high degree of purity. Use of these compounds for the preparation of medicaments.
    Type: Application
    Filed: July 19, 2012
    Publication date: January 3, 2013
    Applicant: PROVENCE TECHNOLOGIES
    Inventors: Michel Feraud, Babak Sayah