Halogen Attached Directly Or Indirectly To The Bicyclo Ring System By Nonionic Bonding (e.g., Dibromoindigo, Etc.) Patents (Class 548/459)
  • Patent number: 9611216
    Abstract: The invention discloses a compound having branching alkyl chains, the method for preparing the same and use thereof in photoelectric devices. By applying the branching alkyl chains as the solubilizing group to the preparation of organic conjugated molecules (for example, organic conjugated polymers), the number of methylenes between the resultant alky side chains and the backbone, i.e., m>1, which can effectively reduce the effect of the alkyl chains on the backbone ?-? stacking, thereby ensuring the solubility of the organic conjugated molecule while greatly increasing the mobility of their carriers. It is suitable for an organic semiconductor material in photoelectric devices such as organic solar cells, organic light emitting diodes and organic field effect transistors, etc.
    Type: Grant
    Filed: July 24, 2015
    Date of Patent: April 4, 2017
    Assignees: BOE TECHNOLOGY GROUP CO., LTD., PEKING UNIVERSITY
    Inventors: Jian Pei, Ting Lei, Jinhu Dou
  • Patent number: 9051306
    Abstract: An agent for treating malignant tumors based on a new mechanism is provided, which comprises an indirubin derivative represented by formula (1) or a salt thereof: wherein A represents an alkylene group having 1 to 4 carbon atoms, and R1 to R4 each independently represent a hydrogen atom, a halogen atom, a hydroxy group, or an alkoxy group.
    Type: Grant
    Filed: July 5, 2012
    Date of Patent: June 9, 2015
    Assignee: NIHON UNIVERSITY
    Inventors: Takashi Suzuki, Shinichi Miyairi, Hiroaki Saito, Keiichi Tabata
  • Patent number: 8829203
    Abstract: Indirubin derivatives of formula (I) wherein R represents -(A)n- R1 or —CO—N(R2,R3) with •A being C1-C5 alkylene group, optionally substituted by one or several A1 radical, A1 being an halogen Br, OH, OR4 or NH2, R4 being C1-C5 alkyl; —R1 being halogen, OH, N(R2, R3); R2 and R3, identical or different, being C1-C5 alkyl, optionally substituted by A1 such as above defined, or R2 and R3 are part of a cycle with 5 or 6 elements optionally comprising another heteroatom such as O or N; •n=1?5. It also relates to the biological application thereof.
    Type: Grant
    Filed: July 21, 2009
    Date of Patent: September 9, 2014
    Assignee: Centre National de la Recherche Scientifique (CNRS)
    Inventors: Laurent Meijer, Leandros Skaltsounis, Emmanuel Mikros, Prokopios Magiatis, Carl Johnson
  • Publication number: 20140011973
    Abstract: The invention discloses a compound having branching alkyl chains, the method for preparing the same and use thereof in photoelectric devices. By applying the branching alkyl chains as the solubilizing group to the preparation of organic conjugated molecules (for example, organic conjugated polymers), the number of methylenes between the resultant alky side chains and the backbone, i.e., m>1, which can effectively reduce the effect of the alkyl chains on the backbone ?-? stacking, thereby ensuring the solubility of the organic conjugated molecule while greatly increasing the mobility of their carriers. It is suitable for an organic semiconductor material in photoelectric devices such as organic solar cells, organic light emitting diodes and organic field effect transistors, etc.
    Type: Application
    Filed: July 5, 2013
    Publication date: January 9, 2014
    Inventors: Jian PEI, Ting LEI, Jinhu DOU
  • Patent number: 8552053
    Abstract: The invention relates to new 3?-, 7-substituted-indirubins of formula (I) wherein R represents N—OH, N—O-alkyl or N—O—CO-alkyl, NO—(Ra)n1-Het, N—O—(Y)n1—N Ra Rb, N—O—CO—N(Rb Rc), radical with Het representing an aliphatic nitrogeneous heterocycle, Y being an optionally substituted —CH2— radical, n1 being 1 to 3, and X is an halogen atom selected in the group comprising F, Cl, Br, I, and Z is H or CH3 and the salts thereof.
    Type: Grant
    Filed: December 21, 2006
    Date of Patent: October 8, 2013
    Assignees: Centre National de la Recherche Scientifique, University of Pierre and Marie Curie (Paris 6), University of Rennes 1, University of Lleida, Universite d'Athenes
    Inventors: Laurent Meijer, Karima Bettayeb, Alexios-Le-Andros Skaltsounis, Prokopios Maglatis, Jacint Boix, Judit Ribas
  • Publication number: 20130244262
    Abstract: The present invention provides a cardiomyocyte- and/or cardiac progenitor cell-proliferating agent comprising at least one compound selected from the group consisting of: a GSK3? inhibitor, ERK dephosphorylation inhibitor, Raf activator, CaMK2 inhibitor and p38 inhibitor; and a method for proliferating cardiomyocytes and/or cardiac progenitor cells using the agent.
    Type: Application
    Filed: November 17, 2011
    Publication date: September 19, 2013
    Applicant: KYOTO UNIVERSITY
    Inventors: Jun Yamashita, Hideki Uosaki
  • Publication number: 20130210834
    Abstract: Indirubin is the major active anti-tumor component of a traditional Chinese herbal medicine used for treatment of chronic myelogenous leukemia (CML). One aspect of the invention relates to a method of treating CML using at least one indirubin derivative compound or a pharmaceutical composition thereof. Indirubin derivatives (IRDs) potently inhibited Signal Transducer and Activator of Transcription 5 (Stat5) protein in CML cells. Compound IRD 810 inhibits Bcr-Abl/Stat5 or Src/Stat5 signaling in human KCL-22 CML and imatinib-resistant human KCL-22 CML cells expressing the T315I mutant Bcr-Abl. Previous studies indicate that SFKs cooperate with Bcr-Abl to activate downstream Stat5 signaling. Activation of Stat5 was strongly blocked by IRD 810 in CML cells. IRDs disclosed herein have been identified as potent inhibitors of Bcr-Abl/Stat5 or SFK/Stat5 signaling pathway.
    Type: Application
    Filed: February 4, 2013
    Publication date: August 15, 2013
    Applicant: CITY OF HOPE
    Inventor: CITY OF HOPE
  • Publication number: 20120295948
    Abstract: The present invention relates to an indirubin-3?-oxime derivative as potent cyclin dependent kinase inhibitor with anti-cancer activity. More particularly, this invention relates to an indirubin-3?-oxime derivative as potent cyclin dependent kinase inhibitor having excellent anti-cancer activity against human lung cancer cell, human fibro sarcoma cell, human colon cancer cell, human leukemia cell, human stomach cancer cell, human nasopharyngeal cancer cell and/or human breast cancer cell.
    Type: Application
    Filed: January 28, 2011
    Publication date: November 22, 2012
    Applicant: ANYGEN CO., LTD.
    Inventors: Yong-Chul Kim, Jae-II Kim, Soo-Ho Ban, Soon-Young Jeong, Soo-Jeong Choi, Jung-Eun Lee
  • Publication number: 20110136808
    Abstract: Indirubin derivatives of formula (I) wherein R represents -(A)n- R1 or —CO—N(R2,R3) with •A being C1-C5 alkylene group, optionally substituted by one or several A1 radical, A1 being an halogen Br, OH, OR4 or NH2, R4 being C1-C5 alkyl; —R1 being halogen, OH, N(R2, R3); R2 and R3, identical or different, being C1-C5 alkyl, optionally substituted by A1 such as above defined, or R2 and R3 are part of a cycle with 5 or 6 elements optionally comprising another heteroatom such as O or N; •n=1?5. It also relates to the biological application thereof.
    Type: Application
    Filed: July 21, 2009
    Publication date: June 9, 2011
    Inventors: Laurent Meijer, Leandros Skaltsounis, Emmanuel Mikros, Prokopios Magiatis, Carl Johnson
  • Publication number: 20100331327
    Abstract: The invention relates to new 3?-, 7-substituted-indirubins of formula (I) wherein R represents N—OH, N—O-alkyl or N—O—CO-alkyl, NO—(Ra)n1-Het, N—O—(Y)n1—NRaRb, N—O—CO—N(RbRc), radical with Het representing an aliphatic nitrogeneous heterocycle, Y being an optionally substituted —CH2— radical, n1 being 1 to 3, and X is an halogen atom selected in the group comprising F, Cl, Br, I, and Z is H or CH3 and the salts thereof.
    Type: Application
    Filed: December 21, 2006
    Publication date: December 30, 2010
    Applicants: CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (CNRS), UNIVERSITE PIERRE ET MARIE CURIE, UNIVERSITE DE RENNES I, UNIVERSITY OF LLEIDA, UNIVERSITE D'ATHENES
    Inventors: Laurent Meijer, Karima Bettayeb, Alexios-Le-Andros Skaltsounis, Prokopios Maglatis, Jacint Boix, Judit Ribas
  • Publication number: 20100297405
    Abstract: Monomeric or polymeric compounds comprising at least one moiety of the formula (Ia) wherein X is CR, where R is H or a substituent as defined in claim 1, or is another ketopyrrole moiety e.g. of the formula (1b) or (1c) with this moiety and all other symbols are as defined in claim 1, show good solubility in organic solvents and excellent film-forming properties. In addition, high efficiency of energy conversion, excellent field-effect mobility, good on/off current ratios and/or excellent stability can be observed, when the polymers according to the invention are used in semiconductor devices or organic photovoltaic (PV) devices (solar cells).
    Type: Application
    Filed: October 16, 2008
    Publication date: November 25, 2010
    Applicant: BASF SE
    Inventors: Jean-Charles Flores, Ulrich Berens, Frank Bienewald, Hans Jurg Kirner, Mathieu G.R. Turbiez
  • Patent number: 7572923
    Abstract: The present invention relates to an indirubin derivative having anticancer property by inhibiting cell proliferation as to human cancer cell line. More particularly, this invention provides the synthesis of indirubin derivative known as CDK(Cyclin-dependent kinase) inhibitor. Further, inhibition activity of proliferation as to human cancer cell line and apoptosis against induced-differentiation of said indirubin derivative are researched to develop a novel indirubin derivative having efficacious anticancer properties as to various human cell lines.
    Type: Grant
    Filed: January 26, 2005
    Date of Patent: August 11, 2009
    Assignee: Anygen Co., Ltd.
    Inventors: Yong-Chul Kim, Si Wouk Kim, Tae Sung Kim, Sang Kook Lee, Jae Il Kim, Jung-Hoon Yoon, Sang-Gun Ahn, Myoung Ju Moon
  • Patent number: 7105562
    Abstract: The present invention relates to certain sulfonamido-substituted geometrically restricted indolinones of the formula: wherein R1–R12 and X are variables defined herein. The sulfonamido-substituted geometrically restricted indolinones of the preferred embodiments of the present invention modulate the activity of protein kinases (“PKs”). The compounds of this invention are therefore useful in treating disorders related to abnormal PK activity. Pharmaceutical compositions comprising these compounds, methods of treating diseases utilizing pharmaceutical compositions comprising these compounds and methods of preparing them are also disclosed.
    Type: Grant
    Filed: August 5, 2004
    Date of Patent: September 12, 2006
    Assignee: Sugen, Inc.
    Inventors: Fang-Jie Zhang, Jingrong Cui, Chung Chen Wei, Peng Cho Tang
  • Patent number: 6677368
    Abstract: The present invention relates to 4-arylindolinones, as well as pharmaceutical compositions thereof, capable of modulating protein kinase signal transduction in order to regulate, modulate and/or inhibit abnormal cell proliferation. The present invention also relates to methods for treating protein kinase related disorders.
    Type: Grant
    Filed: December 20, 2001
    Date of Patent: January 13, 2004
    Assignee: Sugen, Inc.
    Inventors: Jingrong Cui, Ruofei Zhang, Hong Shen, Ji Yu Chu, Fang-Jie Zhang, Marcel Koenig, Steven Huy Do, Xiaoyuan Li, Chung Chen Wei, Peng Cho Tang
  • Patent number: 6127549
    Abstract: Compounds of formula:A(B).sub.x, (I),wherein x is an integer from 1 to 4,A is the radical of a chromophore of the quinacridone, anthraquinone, perylene, indigo, quinophthalone, isoindolinone, isoindoline, dioxazine, phthalocyanine or azo series, which radical contains x N-atoms attached to B, preferably with at least one directly adjacent or conjugated carbonyl group,B is a group of formula: ##STR1## and, if x is 2, 3 or 4, may also be one, two or three hydrogen atoms. The symbols Q, R.sub.1, R.sub.2, R.sub.3, R.sub.4, X, Y, Z, m und n, are as defined in claim 1.These carbamate group-containing soluble chromophores are distinguished by outstanding solid state fluorescence in the UV range as well as the by ease with which they can be converted to the corresponding pigments in the substrate in which they are incorporated.
    Type: Grant
    Filed: June 2, 1998
    Date of Patent: October 3, 2000
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Zhimin Hao, John S. Zambounis, Abul Iqbal
  • Patent number: 5686625
    Abstract: Process for the preparation of an N-substituted glycine ester or an N-substituted glycine acid by reaction of a glyoxylic acid ester half-acetal (hemiacetal) or glyoxylic acid half-acetal (hemiacetal) with an amine and hydrogenation of the intermediate product formed by this reaction, and the use of the process in a process for the preparation of indoxyl and indigo derivatives by cyclization of an N-arylglycine ester, prepared by the above process, in a molten alkali metal carbonate or alkaline earth metal carbonate with or without addition of an alkali metal amide, and if appropriate oxidation of the indoxyl derivative formed by this reaction to give the corresponding indigo derivative.
    Type: Grant
    Filed: June 5, 1996
    Date of Patent: November 11, 1997
    Assignee: DSM Chemie Linz GmbH
    Inventor: Carlo Kos
  • Patent number: 5380871
    Abstract: A process for preparing halogenated indigo by reacting indigo with bromine and/or chlorine in the presence or absence of iodine as catalyst comprises using thionyl chloride as reaction medium.
    Type: Grant
    Filed: September 14, 1993
    Date of Patent: January 10, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Reinhold Kohlhaupt, Udo Bergmann, Lothar Haas
  • Patent number: 5187283
    Abstract: An indigo compound is prepared from a corresponding indole compound which is unsubstituted at the 2- and 3- positions. The indole compound and an organic hydroperoxide are reacted in the presence of a catalyst which is a metal selected from the group consisting of the metals of Groups 4, 5 and 6 of the periodic table or a compound of the metal. The reaction is conducted while taking out water from a reaction system, said water being that introduced in the reaction system or formed during the reaction, or while controlling the amount of water, which is introduced in the reaction system, at a level not greater than 1 mole per mole of the indole compound.
    Type: Grant
    Filed: November 21, 1991
    Date of Patent: February 16, 1993
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Yoshihiro Yamamoto, Usaji Takaki, Shinobu Aoki, Yoshihisa Inoue, Isao Hara
  • Patent number: 5109137
    Abstract: A process for the preparation of purified indigo comprises extracting the aqueous alkaline indoxylate solution arising from the synthesis with an inert water-insoluble solvent in the absence of oxygen before oxidizing the indoxylate solution to give indigo.
    Type: Grant
    Filed: July 15, 1991
    Date of Patent: April 28, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Reinhold Kohlhaupt, Manfred Gaeng, Lothar Haas, Guenter Engelhardt, Walter Bieg, Matthias Fankhaenel
  • Patent number: 5097034
    Abstract: Color formers of the formula ##STR1## in which X.sup.1 denotes hydroxyl, alkoxy, alkenyloxy, aralkoxy, cycloalkoxy, aryloxy or acyloxy,R.sup.1 denotes hydrogen, halogen, alkyl or alkoxy,R.sup.2 denotes hydrogen, alkoxy, aralkoxy, aryloxy or a radical of the formula ##STR2## Y.sup.1 and Y.sup.2, independently of one another, denote alkyl, cycloalkyl or aralkyl,R.sup.2 can form a heterocyclic ring with A in the o-position, in which a benzene ring can be additionally fused onto ring A in the o-/m-position with respect to R.sup.2,R.sup.3 denotes hydrogen, alkyl, alkenyl, aralkyl, cycloalkyl or aryl, or R.sup.3 is linked to ring B in the o-position with respect to the nitrogen,Z.sup.1 stands for the remaining members of a partially hydrogenated or completely hydrogenated ring, with the proviso that Z.sup.
    Type: Grant
    Filed: May 14, 1991
    Date of Patent: March 17, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventor: Udo Eckstein
  • Patent number: 4992556
    Abstract: An indigo compound is prepared by reacting an indole compound unsubstituted at the 2- and 3-positions with an organic hydroperoxide, preferably in the presence of a metallic compound catalyst capable of catalyzing the oxidation of the carton atom at the 3-position of the indole compound, such as a compound of a metal of group 4A, 5A or 6A of the periodic table.
    Type: Grant
    Filed: February 23, 1989
    Date of Patent: February 12, 1991
    Assignee: Mitsui Toatsu Chemicals, Incorporated
    Inventors: Usaji Takaki, Hiroharu Suzuki, Yoshihiro Yamamoto, Shinobu Aoki, Isao Hara
  • Patent number: 4689087
    Abstract: A process for the preparation of 4,4',7,7'-tetrachloro-thioindigo pigment which comprises treating a finely divided crude 4,4',7,7'-tetrachloro-thioindigo pigment in anhydrous form at temperatures of from 50.degree. to 180.degree. C. with a nitroaromatic substance which is volatile in steam and has a melting point of 50.degree. C. or below under normal conditions.
    Type: Grant
    Filed: November 8, 1985
    Date of Patent: August 25, 1987
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Ernst Spietschka, Manfred Urban
  • Patent number: 4564468
    Abstract: A reactive fire retardant mixture useful in the preparation of polyurethane foams. The mixture contains a halogenated imide-containing polyol having the formula: ##STR1## and the corresponding ether having the formula: ##STR2## wherein R is a hydrocarbon group having the valance n+2 and is selected from the group consisting of benzene groups, naphthalene groups and alicyclic hydrocarbon groups containing 5 to 10 carbon atoms, R' is an aliphatic hydrocarbon group containing 3-12 carbon atoms, X is selected from the group consisting of bromine and chlorine, n is an integer from 1-6 and p is an integer from 2-6. They are prepared by reacting an alcohol (e.g. isopropyl alcohol), a halogenated dicarboxylic anhydride (e.g. tetrabromophthalic anhydride) and an aminopolyol (e.g. 2-amino-2-ethyl-1,3-propanediol).
    Type: Grant
    Filed: December 12, 1984
    Date of Patent: January 14, 1986
    Assignee: Ethyl Corporation
    Inventor: Henry J. Barda