Acridines (including Hydrogenated) Patents (Class 546/102)
  • Patent number: 7973030
    Abstract: A pharmaceutical useful as a therapeutic agent and a preventive agent for hyperlipemia, and a pharmaceutical useful as a therapeutic agent and a preventive agent for hepatic disorders associated with cholestasis, particularly, primary biliary cirrhosis and primary sclerosing cholangitis, and a pharmaceutical useful as a therapeutic agent and a preventive agent for obesity, fatty liver and steatohepatitis are provided.
    Type: Grant
    Filed: February 25, 2005
    Date of Patent: July 5, 2011
    Assignee: Asahi Kasei Pharma Corporation
    Inventors: Takehiko Sasahara, Mitsunobu Mohri, Ken-Ichi Kasahara
  • Patent number: 7939185
    Abstract: A fused polycyclic compounds is represented by the general formula (I): wherein X1 to X18 each represent, independently of one another, a hydrogen atom, a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted aralkyl group, a substituted amino group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heterocyclic group.
    Type: Grant
    Filed: November 21, 2008
    Date of Patent: May 10, 2011
    Assignee: Canon Kabushiki Kaisha
    Inventors: Naoki Yamada, Minako Nakasu, Satoshi Igawa, Masashi Hashimoto
  • Publication number: 20110077221
    Abstract: This invention provides nuclear hormone receptor binding compounds, compositions comprising the same and methods of uses thereof in treating a variety of diseases or conditions in a subject, including, inter-alia, prostate cancer and/or diseases or disorders of bone and muscle.
    Type: Application
    Filed: July 19, 2007
    Publication date: March 31, 2011
    Inventors: James T. Dalton, Duane D. Miller, Igor Rakov, Casey Bohl, Michael L. Mohler
  • Patent number: 7910754
    Abstract: A compound of the formula wherein R1, R2, R3, R4, R5, R6, R?, R?, Y, CA+, and A? each, independently of the others are as defined herein.
    Type: Grant
    Filed: December 17, 2008
    Date of Patent: March 22, 2011
    Assignee: Xerox Corporation
    Inventor: Jeffrey H. Banning
  • Publication number: 20110061723
    Abstract: The present invention pertains to an electrode layer comprising a porous film made of oxide semiconductor fine particles sensitized with certain methin dyes. Moreover the present invention pertains to a photoelectric conversion device comprising said electrode layer, a dye sensitized solar cell comprising said photoelectric conversion device and to novel methin dyes.
    Type: Application
    Filed: February 26, 2009
    Publication date: March 17, 2011
    Applicant: BASF SE
    Inventors: Kazuhiko Kunimoto, Hiroshi Yamamoto, Shinji Nakamichi, Ryuichi Takahashi, Junichi Tanabe
  • Patent number: 7888509
    Abstract: One aspect of the invention relates to 1,8-diarylnaphthalene compounds. In certain embodiments, a compound of the invention is an N-oxide of a 1,8-diarylnaphthalene. In certain embodiments, the aryl group is an optionally substituted acridyl group. In certain embodiments, a compound of the invention is a single steroisomer. In certain embodiments, a compound of the invention is a single enantiomer. Another aspect of the present invention relates to a method of detecting the presence of an analyte in a sample by monitoring the fluorescence of a compound of the invention in a sample. In certain embodiments, the analyte is a metal ion. Another aspect of the present invention relates to a method of determining the enantiomeric purity of an analyte by monitoring the fluorescence of a compound of the invention in the presence of the analyte. In certain embodiments, the analyte is a compound that is capable of hydrogen bonding.
    Type: Grant
    Filed: November 1, 2004
    Date of Patent: February 15, 2011
    Assignee: Georgetown University
    Inventors: Christian Wolf, Xuefeng Mei
  • Publication number: 20110031484
    Abstract: A condensed-cyclic compound represented by Formula 1 and an organic light emitting diode including the same:
    Type: Application
    Filed: August 9, 2010
    Publication date: February 10, 2011
    Applicant: Samsung Mobile Display Co., Ltd.
    Inventors: Kwan-Hee Lee, Mi-Kyung Kim, Seung-Gak Yang
  • Publication number: 20110003992
    Abstract: A quaternary nitrogen-containing corrosion inhibitor of formula wherein is an aromatic, nitrogen-containing ring of 5 to 14 ring atoms, optionally containing an additional N, O or S ring atom and optionally substituted with one or more alkyl, alkenyl, aryl, arylalkyl, cycloalkyl, amino, aminoalkyl, alkoxy, hydroxylalkyl, or cyano groups, or a mixture thereof; Y is a group of formula —OC(O)R1 or —C(O)R1; L is C1-C10 alkyl, C2-C10 alkenyl or a group of formula —CH2CH(OR2)CH2—; R1 is C8-C20 alkyl or C8-C20 alkenyl; R2 is H or —C(O)R1; R3 and R4 are independently selected from H, alkyl, alkenyl, amino, alkoxy, hydroxylalkyl and cyano; and X is Br, Cl or I is particularly useful for inhibiting corrosion in oil and gas field applications.
    Type: Application
    Filed: September 15, 2010
    Publication date: January 6, 2011
    Inventor: Laxmikant Tiwari
  • Publication number: 20100317031
    Abstract: New chemiluminescent compounds, stable in aqueous buffers, for use in biological assaying include acridane-based compounds and 1,2-dioxetanes. Among the new acridane-based compounds are water-soluble acridanes, enhancer coupled acridanes, bis and tris-acridanes as well as acridane-1,2-dioxetanes. Among the new 1,2-dioxetanes are electron deficient group-containing dioxetanes and tethered bis-1,2-dioxetanes. The 1,2-dioxetanes are useful as substrates for various enzymes. The acridanes can be admixed with an oxidizing agent an aqueous buffer and, optionally, a stabilizer to form a substrate or reagent formulation useful for assaying, inter alia, HRP.
    Type: Application
    Filed: August 23, 2010
    Publication date: December 16, 2010
    Inventors: Brij Pal Giri, Dinesh Dagli, Pritam Singh
  • Patent number: 7847125
    Abstract: A compound having the formula: R1 and R2 together with the carbon atoms to which they are bonded are joined together to form a C3-C30 ring. The C3-C30 ring may be substituted with one or more substituents or unsubstituted. The C3-C30 ring may contain one or more heteroatoms. The C3-C30 ring may be saturated, partially unsaturated, or fully unsaturated.
    Type: Grant
    Filed: November 16, 2007
    Date of Patent: December 7, 2010
    Assignee: Chemtura Corporation
    Inventors: Qinggao Ma, Cyril Migdal
  • Patent number: 7824928
    Abstract: In accordance with the present invention, it has been discovered that introduction of hydrophilic sulfoalkyl substituents and/or hydrophilic linkers derived from homocysteic acid, cysteic acid, glycine peptides, tetraethylene oxide, and the like, offset the hydrophobicity of the acridinium ring system to produce a more soluble label which can be attached to an antibody at higher loading before precipitation and aggregation problems are encountered. Additional compounds described herein contain linkers derived from short peptides and tetraethylene oxide which increase aqueous solubility due to hydrogen bonding with water molecules. The present invention also embraces reagents for multiple acridinium labeling for signal amplification composed of a peptide bearing several acridinium esters with sulfonate groups at regularly spaced intervals for increased solubility. The invention also embraces assays employing the above-described compounds.
    Type: Grant
    Filed: November 7, 2007
    Date of Patent: November 2, 2010
    Assignee: Quest Diagnostics Investments Incorporated
    Inventors: Ramon Evangelista, Martha Garrity
  • Publication number: 20100256380
    Abstract: A method is provided for N-alkylation of acridine compounds, typically with a 1,3-propane sultone alkylating reagent, in ionic liquid solvents to provide the corresponding acridinium compounds in high yield.
    Type: Application
    Filed: November 18, 2008
    Publication date: October 7, 2010
    Applicant: Siemens Healthcare Diagnostics Inc.
    Inventors: Anand Natrajan, David Wen
  • Patent number: 7785904
    Abstract: The present invention relates to hydrophilic, high quantum yield acridinium compounds. It has been discovered that the placement of electron-donating groups in the acridinium ring system increases the amount of light that is emitted by the corresponding acridinium compound when its chemiluminescence is triggered by alkaline peroxide. More specifically, it has been found that the placement of one or two hydrophilic, alkoxy groups at the C-2 and/or C-7 position of the acridinium ring system of acridinium compounds increases their quantum yield and enhances the aqueous solubility of these compounds. The present hydrophilic, high quantum yield, acridinium compounds are useful chemiluminescent labels for improving the sensitivity of immunoassays.
    Type: Grant
    Filed: June 19, 2007
    Date of Patent: August 31, 2010
    Assignee: Siemens Healthcare Diagnostics Inc.
    Inventors: Anand Natrajan, Qingping Jiang, David Sharpe, James Costello
  • Patent number: 7781628
    Abstract: A fluorene-based derivative having a specific structure and an organic electroluminescence device in which an organic thin film layer comprising a single layer or plural layers including at least a light emitting layer is sandwiched between a cathode and an anode, wherein at least one layer of the organic thin film layers described above comprises the above fluorene-based derivative having a specific structure in the form of a single component or a mixed component. The organic electroluminescence device has a high luminous efficiency, and the fluorene-based derivative materializes the same.
    Type: Grant
    Filed: July 24, 2008
    Date of Patent: August 24, 2010
    Assignee: Idemitsu Kosan Co., Ltd.
    Inventors: Mitsunori Ito, Hiroshi Yamamoto, Satoshi Hachiya, Hisayuki Kawamura
  • Patent number: 7781229
    Abstract: New chemiluminescent compounds, stable in aqueous buffers, for use in biological assaying include acridanebased compounds and (1,2)-dioxetanes. Among the new acridanebased compounds are water-soluble acridanes, enhancer coupled acridanes, bis and trisacridanes as well as acridane-(1,2)-dioxetanes. Among the new (1,2)-dioxetanes are electron deficient group-containing dioxetanes and tethered bis-1,2-dioxetanes. The (1,2)-dioxetanes are useful as substrates for various enzymes. The acridanes can be admixed with an oxidizing agent. An aqueous buffer and, optionally, a stabilizer to form a substrate or reagent formulation useful for assaying, inter alia, HRP.
    Type: Grant
    Filed: April 14, 2005
    Date of Patent: August 24, 2010
    Assignee: Michigan Diagnostics, LLC
    Inventors: Brij Pal Giri, Dinesh Dagli, Pritam Singh
  • Patent number: 7781588
    Abstract: Acridian monomers and polymers are described, as well as their use in organic electronic devices, and materials and methods for fabrication of the same.
    Type: Grant
    Filed: December 16, 2005
    Date of Patent: August 24, 2010
    Assignee: E.I. du Pont de Nemours and Company
    Inventors: Hailiang Wang, Zhensheng Zhang
  • Publication number: 20100171417
    Abstract: Provided is a charge transport material represented by the following general formula (1) or (2). In the foregoing general formulae, each of L1 and L2 independently represents a connecting group; each of R and RN independently represents a substituent; each of R1 and R2 independently represents a substituent, provided that R1 and R2 do not represent an aryl group at the same time; each A independently represents a carbon atom or a nitrogen atom; n represents an integer of 2 or more and not more than 10; and each m independently represents an integer.
    Type: Application
    Filed: January 6, 2010
    Publication date: July 8, 2010
    Applicant: FUJIFILM CORPORATION
    Inventors: Tetsu KITAMURA, Satoshi SANO, Toshihiro ISE, Saki TAKADA
  • Publication number: 20100099077
    Abstract: Chemiluminescent acridinium esters are provided which are fast light emitting and hydrolytically stable. The chemiluminescent acridinium esters are useful labels in assays for detecting or quantifying analytes.
    Type: Application
    Filed: October 15, 2007
    Publication date: April 22, 2010
    Applicant: Siemens Healthcare Diagnostics Inc.
    Inventors: Anand Natrajan, Qingping Jiang, David Sharpe
  • Publication number: 20100032658
    Abstract: Provided are novel organic electroluminescent compounds and organic electroluminescent devices comprising the same as electroluminescent material. Specifically, the organic electroluminescent compounds according to the invention are characterized in that they are represented by Chemical Formula (1): wherein, L is selected from the following structures. The organic electroluminescent compounds according to the invention exhibit high luminous efficiency in blue color and excellent life property as a material, so that an OLED having very good operation life can be prepared therefrom.
    Type: Application
    Filed: July 13, 2009
    Publication date: February 11, 2010
    Applicant: Gracel Display Inc.
    Inventors: Hyo Jung Lee, Young Jun Cho, Hyuck Joo Kwon, Bong Ok Kim, Sung Min Kim, Seung Soo Yoon
  • Publication number: 20100019658
    Abstract: Organic compounds and organic electroluminescence devices employing the same are provided. The organic compound has a chemical structure represented as follows: wherein, R1 and R2 are independent and can be aryl, heteroaryl, cycloalkyl, hetero-cycloalkyl, or a cycloaliphatic group, or R1 and R2 link together with the carbon atoms to which they are attached to form a fused aryl, heteroaryl, cycloalkyl, hetero-cycloalkyl, or a cycloaliphatic group, and R3, R4, and R5 are independent and can be H, C1-8 alkyl, C1-8 alkoxy, C1-8 halo-alkyl, aryl, heteroaryl, cycloalkyl, heterocycloalkyl, or a cycloaliphatic group.
    Type: Application
    Filed: December 19, 2008
    Publication date: January 28, 2010
    Applicant: INDUSTRIAL TECHNOLOGY RESEARCH INSTITUTE
    Inventors: Chi-Jen LIN, Heh-Lung HUANG, Jin-Sheng LIN, Chien-Hong CHENG, Mei-Rurng TSENG
  • Publication number: 20090318627
    Abstract: Acridinium-functionalized solid-phase supports and methods for making acridinium-functionalized solid-phase supports are disclosed. The acridinium-functionalized solid-phase supports comprise a solid phase support linked to a chemiluminescent substituted acridinium compound through a linker group covalently attached to the nitrogen atom of the acridinium nucleus and the solid phase support as exemplified in FIG. 1.
    Type: Application
    Filed: February 6, 2007
    Publication date: December 24, 2009
    Applicant: Siemens Healthcare Diagnostics Inc.
    Inventors: Anand Natrajan, David Sharpe, Jim Costello, Qingping Jiang
  • Patent number: 7579468
    Abstract: Disclosed are compositions which modulate the interaction with nerve growth factor and precursors thereof with neurotrophic receptors. Also disclosed are methods of using the compositions of the invention, including methods of administration.
    Type: Grant
    Filed: September 14, 2006
    Date of Patent: August 25, 2009
    Assignee: PainCeptor Pharma Corporation
    Inventors: Kazimierz Babinski, Rahul Vohra, Xilin Cui, Daniel Scott Auld, Nachhattarpal Gill
  • Patent number: 7579448
    Abstract: A method for purifying a desired heterologous polypeptide from microbial fermentation broth or homogenate in which it is produced and solubilized is described. This method involves adding to the broth or homogenate an effective amount of a solution of 6,9-diamino-2-ethoxyacridine lactate (ethacridine lactate) to precipitate host cell impurities under conditions wherein the majority of polypeptide remains soluble, and separating the desired polypeptide from the broth or homogenate. The broth or homogenate containing the ethacridine lactate and polypeptide is also disclosed.
    Type: Grant
    Filed: December 12, 2006
    Date of Patent: August 25, 2009
    Assignee: Genentech, Inc.
    Inventors: Philip M. Lester, Josefine Persson
  • Publication number: 20090189518
    Abstract: A fused polycyclic compounds is represented by the general formula (I): wherein X1 to X18 each represent, independently of one another, a hydrogen atom, a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted aralkyl group, a substituted amino group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heterocyclic group.
    Type: Application
    Filed: November 21, 2008
    Publication date: July 30, 2009
    Applicant: CANON KABUSHIKI KAISHA
    Inventors: Naoki Yamada, Minako Nakasu, Satoshi Igawa, Masashi Hashimoto
  • Publication number: 20090192146
    Abstract: The present invention provides substituted di-, tri-, tetra- and penta-sulfide compounds and compositions, and methods of using the same for the treatment and/or prevention of a cell proliferative disorder. The present invention also provides methods for preparing trisulfide compounds and compositions.
    Type: Application
    Filed: February 9, 2009
    Publication date: July 30, 2009
    Applicant: ACEA BIOSCIENCES, INC.
    Inventors: Xiao XU, Haoyun An, Xiaobo Wang
  • Publication number: 20090181943
    Abstract: This invention relates to compounds for the inhibition of histone deacetylase. More particularly, the invention provides for compounds of formula compounds of the Formula (I) and N-oxides, hydrates, solvates, pharmaceutically acceptable salts, prodrugs and complexes thereof, and racemic and scalemic mixtures, diastereomers and enantiomers thereof, wherein groups L, M, X and Y are as defined herein.
    Type: Application
    Filed: April 9, 2008
    Publication date: July 16, 2009
    Applicant: METHYLGENE INC.
    Inventors: Pierre Tessier, Silvana Leit, David Smil, Robert Deziel, Alain Ajamian, Yves Andre Chantigny, Celia Dominguez
  • Publication number: 20090131290
    Abstract: A compound having the formula: R1 and R2 together with the carbon atoms to which they are bonded are joined together to form a C3-C30 ring. The C3-C30 ring may be substituted with one or more substituents or unsubstituted. The C3-C30 ring may contain one or more heteroatoms. The C3-C30 ring may be saturated, partially unsaturated, or fully unsaturated.
    Type: Application
    Filed: November 16, 2007
    Publication date: May 21, 2009
    Inventors: Qinggao Ma, Cyril Migdal
  • Publication number: 20090121623
    Abstract: A condensed polycyclic compound is represented by the following Formula [1]: wherein in Formula [1], R1 to R16 each represent a hydrogen atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms, a substituted amino group, an aryl group that may optionally have a substituent group, or a heterocyclic group that may optionally have a substituent group, provided that at least one of R1, R2, R7 and R8 is an aryl group that may optionally have a substituent group, or a heterocyclic group that may optionally have a substituent group.
    Type: Application
    Filed: October 30, 2008
    Publication date: May 14, 2009
    Applicant: CANON KABUSHIKI KAISHA
    Inventors: Masashi Hashimoto, Satoshi Igawa, Naoki Yamada, Takayuki Horiuchi
  • Publication number: 20090093062
    Abstract: The present teachings generally relate to fluorescent dyes, linkable forms of fluorescent dyes, energy transfer dyes, reagents labeled with fluorescent dyes and uses thereof.
    Type: Application
    Filed: December 17, 2007
    Publication date: April 9, 2009
    Applicant: Applera Corporation
    Inventors: Ronald J. Graham, Ruiming Zou, Krishna G. Upadhya, Scott C. Benson
  • Patent number: 7511064
    Abstract: The present invention relates to derivatives of 4-(Thio- or Selenoxanthene-9-ylidene)-piperidine or acridine and pharmaceutically acceptable salts thereof, use of these compounds as a medicament and for the manufacture of a medicament for treatment of a disease state which can be alleviated by treatment with a 5-HT2B antagonist.
    Type: Grant
    Filed: April 19, 2006
    Date of Patent: March 31, 2009
    Assignee: Biofrontera Bioscience GmbH
    Inventors: Hermann Lubbert, Christoph Ullmer, Emile Bellott, Mark Froimowitz, Douglas Gordon
  • Patent number: 7485737
    Abstract: A compound of the formula wherein R1, R2, R3, R4, R5, R6, R?, R?, Y, CA+, and A? each, independently of the others are as defined herein.
    Type: Grant
    Filed: February 6, 2007
    Date of Patent: February 3, 2009
    Assignee: Xerox Corporation
    Inventor: Jeffrey H. Banning
  • Publication number: 20080308770
    Abstract: A quaternary nitrogen-containing corrosion inhibitor of formula wherein is an aromatic, nitrogen-containing ring of 5 to 14 ring atoms, optionally containing an additional N, O or S ring atom and optionally substituted with one or more alkyl, alkenyl, aryl, arylalkyl, cycloalkyl, amino, aminoalkyl, alkoxy, hydroxylalkyl, or cyano groups, or a mixture thereof, Y is a group of formula —OC(O)R1 or —C(O)R1; L is C1-C10 alkyl, C2-C10 alkenyl or a group of formula CH2CH(OR2)CH2—; R1 is C8-C20 alkyl or C8-C20 alkenyl; R2 is H or C(O)R1; R3 and R4 are independently selected from H, alkyl, alkenyl, amino, alkoxy, hydroxylalkyl and cyano; and X is Br, Cl or I is particularly useful for inhibiting corrosion in oil and gas field applications.
    Type: Application
    Filed: June 14, 2007
    Publication date: December 18, 2008
    Inventor: Laxmikant Tiwari
  • Patent number: 7459284
    Abstract: A chemiluminescent substrate of a hydrolytic enzyme having the following general Formula I is disclosed, as follows: Lumi-M-P??Formula I where “Lumi” is a chemiluminescent moiety capable of producing light (a) by itself, (b) with MP attached and (c) with M attached. Examples of Lumi include chemiluminescent acridinium compounds, benzacridinium compounds, quinolinium compounds, isoquinolinium compounds, phenanthridinium compounds, and lucigenin compounds, spiroacridan compounds, luminol compounds and isoluminol compounds. M is a multivalent heteroatom having at least one lone pair of electrons selected from oxygen, nitrogen and sulfur, directly attached to the light emitting moiety of Lumi at one end and to P at the other end. P is a group that can be readily removed by hydrolytic enzymes. An enzymatic reaction utilizing the above compound is the following: where HE is a hydrolytic enzyme. Lumi-M is a chemiluminescent product having physical and/or chemical properties different from those of Lumi-M-P.
    Type: Grant
    Filed: June 5, 2006
    Date of Patent: December 2, 2008
    Assignee: Siemens Healthcare Diagnostics Inc.
    Inventors: Qingping Jiang, Anand Natrajan, David Sharpe, Wen-Jee Wong, Say-Jong Law
  • Publication number: 20080185555
    Abstract: Acene-based compounds that can be used to prepare n-type semiconductor materials are provided with processes for preparing the same. Composites and electronic devices including n-type semiconductor materials prepared from these compounds also are provided.
    Type: Application
    Filed: November 19, 2007
    Publication date: August 7, 2008
    Inventors: Antonio Facchetti, Tobin J. Marks, Zhiming M. Wang
  • Publication number: 20080152950
    Abstract: An anthracene derivative and an organic electroluminescent device using the same are provided. More specifically, provided are an anthracene derivative represented by Formula 1: wherein each R1 is aryl; and each R2 is independently C6-C20 aryl or C3-C19 heteroaryl, which are unsubstituted or substituted with one or more substituents selected from the group consisting of C1-C10 alkyl, C1-C10 alkoxy, cyano, C1-C10 alkylamino, C1-C10 alkylsilyl, halogen, C6-C10 aryl, C6-C10 aryloxy, C6-C10 arylamino, C6-C10 arylsilyl, C3-C19 heteroaryl and hydrogen; and an organic electroluminescent device using the same. The present invention can provide an organic electroluminescent device having excellent power and luminance efficiencies in conjunction with a long service life.
    Type: Application
    Filed: November 30, 2007
    Publication date: June 26, 2008
    Applicant: SFC CO., LTD.
    Inventors: Jong-Tae JE, Sug-Kwang Hwang, Sung-Hoon Kim, Seung-Hyuck Choi, Seon-Keun Yoo
  • Patent number: 7388017
    Abstract: The present invention relates to compounds, methods and pharmaceutical compositions for inhibiting proteases, particularly serine proteases, and more particularly HCV NS3 proteases. The compounds, and the compositions and methods that utilize them, can be used, either alone or in combination to inhibit viruses, particularly HCV virus.
    Type: Grant
    Filed: June 27, 2003
    Date of Patent: June 17, 2008
    Assignee: Vertex Pharmaceuticals Incorporated
    Inventors: Roger D Tung, Scott L Harbeson, David D Deininger, Mark A Murcko, Govinda R Bhisetti, Luc J Farmer
  • Patent number: 7332354
    Abstract: The present invention relates to a chemical compound comprising a light emitting moiety precursor and a precursor of a leaving group, bound to each other by an amide or by an ester bond and characterized in that the leaving group precursor upon oxidation is converted into the leaving group. The invention also relates to compounds additionally comprising a coupling group to the use of such compounds for labeling of biomolecules and more generally to the use of such compounds in chemiluminescence detection procedures.
    Type: Grant
    Filed: May 28, 2002
    Date of Patent: February 19, 2008
    Assignee: Roche Diagnostics Operations, Inc.
    Inventors: Dieter Heindl, Rupert Herrmann, Hans-Peter Josel, Erasmus Huber, Ursula Klause
  • Patent number: 7319041
    Abstract: Chemiluminescent acridinium compounds are used in homogeneous assays to determine the concentration of an analyte in a sample without strong acid or strong base treatment. The chemiluminescent acridinium compounds include acridinium esters with electron donating functional groups at the C2 and/or C7 position on the acridinium nucleus to inhibit pseudo-base formation, or acridinium sulfonamides with or without electron donating functional groups at the C2 and/or C7 position on the acridinium nucleus.
    Type: Grant
    Filed: September 27, 2002
    Date of Patent: January 15, 2008
    Assignee: Siemens Medical Solutions Diagnostic
    Inventors: Anand Natrajan, Todd Sells, Hartmut Schroeder, Guohan Yang, David Sharpe, Qingping Jiang, Hana Lukinsky, Say-Jong Law
  • Patent number: 7309615
    Abstract: The present invention relates to hydrophilic, high quantum yield acridinium compounds. It has been discovered that the placement of electron-donating groups in the acridinium ring system increases the amount of light that is emitted by the corresponding acridinium compound when its chemiluminescence is triggered by alkaline peroxide. More specifically, it has been found that the placement of one or two hydrophilic, alkoxy groups at the C-2 and/or C-7 position of the acridinium ring system of acridinium compounds increases their quantum yield and enhances the aqueous solubility of these compounds. The present hydrophilic, high quantum yield, acridinium compounds are useful chemiluminescent labels for improving the sensitivity of immunoassays.
    Type: Grant
    Filed: June 2, 2005
    Date of Patent: December 18, 2007
    Assignee: Siemens Medical Solutions Diagnostic
    Inventors: Anand Natrajan, Qingping Jiang, David Sharpe, James Costello
  • Patent number: 7300930
    Abstract: The present invention pertains to acridone and acridine compounds of formula (I), wherein either: (a) K is ?O, L is —H, alpha is a single bond, beta is a double bond, gamma is a single bond (acridones); or, (b) K is a 9-substituent, L is absent, alpha is a double bond, beta is a single bond, gamma is a double bond (acridines); and wherein: J1 is a 2- or 3-substituent; J2 is a 6- or 7-substituent; J1 and J2 are each independently a group of the formula —NHCO(CH2)nNR1R2, wherein: n is an integer from 1 to 5; and, R1 and R2 are independently hydrogen, C1-7alkyl, C3-20heterocyclyl, or C5-20aryl, or R1 and R2, taken together with the nitrogen atom to which they are attached, form a heterocyclic ring having from 3 to 8 ring atoms; and wherein, when K is a 9-substituent, K is a group of the formula —N(RN)Q, wherein: RN is an amino substituent and is hydrogen, C1-7alkyl, C3-20heterocyclyl, or C5-20aryl; and, Q is C1-7alkyl, C3-20heterocyclyl, or C5-20aryl, and is optionally substituted; and pharmaceutically acceptabl
    Type: Grant
    Filed: June 22, 2005
    Date of Patent: November 27, 2007
    Assignee: Cancer Research Technology Limited
    Inventors: Stephen Neidle, Richard John Harrison, Lloyd Royston Kelland, Sharon Michele Gowan, Martin Anthony Read, Anthony Reszka
  • Patent number: 7297555
    Abstract: In accordance with the present invention, it has been discovered that introduction of hydrophilic sulfoalkyl substituents and/or hydrophilic linkers derived from homocysteic acid, cysteic acid, glycine peptides, tetraethylene oxide, and the like, offset the hydrophobicity of the acridinium ring system to produce a more soluble label which can be attached to an antibody at higher loading before precipitation and aggregation problems are encountered. Additional compounds described herein contain linkers derived from short peptides and tetraethylene oxide which increase aqueous solubility due to hydrogen bonding with water molecules. The present invention also embraces reagents for multiple acridinium labeling for signal amplification composed of a peptide bearing several acridinium esters with sulfonate groups at regularly spaced intervals for increased solubility. The invention also embraces assays employing the above-described compounds.
    Type: Grant
    Filed: July 14, 2005
    Date of Patent: November 20, 2007
    Assignee: Quest Diagnostics Investments Incorporated
    Inventors: Ramon Evangelista, Martha Garrity
  • Publication number: 20070191606
    Abstract: The present invention provides novel 2,2-bis(4-hydroxyphenyl)-alkyl onium salts as illustrated by 2,2-bis(4-hydroxyphenyl)-tridecyl(1,2-dimethylimidazolium)bromide and a process for preparation thereof by hydroxyalkylating acetoacetate to the corresponding hyroxyalkylacetoacetate, dealkoxycarbonylating the hydroxyalkyl acetoacetate to ?-hydroxyalkan-2-one and contacting the ?-hydroxyalkan-2-one with phenol in the presence of an acidic catalyst to give 2,2-bis(4-hydroxyphenyl)alkanol, brominating the 2,2-bis(4-hydroxyphenyl)alkanol to 2,2-bis(4-hydroxyphenyl)alkyl bromide, quaternizing 1,2-dimethylimidazole with the 2,2-bis(4-hydroxyphenyl)alkyl bromide to 2,2-bis(4-hydroxyphenyl)alkyl(1,2-dimethylimidazolium)bromide. The products can be used as reactive modifiers for layered phyllosilicates that can be used in the preparation of polymer-nanocomposites, wherein the said polymers are prepared from 2,2-bis(4-hydroxyphenyl)propane as one of the reacting monomers.
    Type: Application
    Filed: October 13, 2006
    Publication date: August 16, 2007
    Applicant: COUNCIL OF SCIENTIFIC AND INDUSTRIAL RESEARCH
    Inventors: Shroff Rama Mallikarjuna, Swaminathan Sivaram
  • Patent number: 7256292
    Abstract: The present teachings generally relate to fluorescent dyes, linkable forms of fluorescent dyes, energy transfer dyes, reagents labeled with fluorescent dyes and uses thereof.
    Type: Grant
    Filed: September 16, 2005
    Date of Patent: August 14, 2007
    Assignee: Applera Corporation
    Inventors: Ronald J. Graham, Ruiming Zou, Krishna G. Upadhya, Scott C. Benson
  • Patent number: 7223865
    Abstract: The present invention relates to novel chromogenic substrates which are used to detect aminopeptidase activity in microorganisms or to determine whether at least one bacterium belongs to the Gram-positive group or to the Gram-negative group according to the color thereof. The invention also relates to culture media containing such substrates, to the use of the substrates or media for the detection of aminopeptidase activities and/or the differentiation of Gram-positive bacteria from Gram-negative bacteria and to methods of use. The aforementioned novel substrates have the formula below: in which: R1 is nothing or an alkyl, allyl or aryl group, R2 consists of at least one amino acid, preferably alanine, R3, R4, R5 and R6 consist, independently of one another, of H— or —O-alkyl, preferably —O—CH3, R7 consists of H, O—CH3, alkyl or halogen, R8 consists of H or Cl, and n is an integer corresponding to 0 or 1. The invention is particularly suitable for use in the field of diagnostics.
    Type: Grant
    Filed: January 26, 2004
    Date of Patent: May 29, 2007
    Assignee: Biomerieux
    Inventors: Arthur James, Annette Rigby
  • Patent number: 7205311
    Abstract: This invention pertains to certain acridone and acridine compounds of the formula which inhibit telomerase, regulate cell proliferation, etc., and/or treat cancer, proliferative conditions, etc.
    Type: Grant
    Filed: January 14, 2003
    Date of Patent: April 17, 2007
    Assignee: Cancer Research Technology Limited
    Inventors: Stephen Neidle, Richard John Harrison, Lloyd Royston Kelland, Sharon Michele Gowan, Martin Anthony Read, Anthony Reszka
  • Patent number: 7186568
    Abstract: Methods are disclosed for producing electrochemiluminescence by electrochemically oxidizing an acridan compound at an electrode in the presence of a peroxide. Maintaining a sufficiently positive potential results in continuous oxidation of the acridan compound to an acridinium compound which reacts with peroxide to produce the luminescence. Light emission can be reversibly and repeatedly cycled on and off by sweeping the potential between two values. The acridan compounds can be provided with a labeling group for linking to an analyte or analyte binding partner. The present electrochemiluminescent reaction can find use in assay methods for detecting analytes by immunoassays and nucleic acid assays.
    Type: Grant
    Filed: June 26, 2001
    Date of Patent: March 6, 2007
    Assignee: Lumigen Inc.
    Inventors: Hashem Akhavan-Tafti, Robert Wilson, David Jorge Schiffrin
  • Patent number: 7160896
    Abstract: The present invention pertains to acridone and acridine compounds of formula (I), wherein either: (a) K is ?O, L is —H, alpha single bond, beta is a double bond, gamma is a single bond (acridones); or, (b) K is a 9-substituent, L is absent, alpha is a double bond, beta is a single bond, gamma is a double bond (acridines); and wherein: J1 is a 2- or 3-substituent; J2 is a 6- or 7-substituent; J1 and J2 are each independently a group of the formula —NHCO(CH2)nNR1R2, wherein: n is an integer from 1 to 5; and, R1 and R2 are independently hydrogen, C1-7alkyl, C3-20heterocyclyl, or C5-20aryl, or R1 and R2, taken together with the nitrogen atom to which they are attached, form a heterocyclic ring having from 3 to 8 ring atoms; and wherein, when K is a 9-substituent, K is a group of the formula —N(RN)Q, wherein: RN is an amino substituent and is hydrogen, C1-7alkyl, C3-20heterocyclyl, or C5-20aryl; and, Q is C1-7alkyl, C3-20heterocyclyl, or C5-20aryl, and is optionally substituted; and pharmaceutically acceptable sal
    Type: Grant
    Filed: July 6, 2001
    Date of Patent: January 9, 2007
    Assignee: Cancer Research Technology Limited
    Inventors: Stephen Neidle, Richard John Harrison, Lloyd Royston Kelland, Sharon Michele Gowan, Martin Anthony Read, Anthony Reskza
  • Patent number: 7160732
    Abstract: The present invention is directed, in part, to fluorescein-based ligands for detection of metal ions, and methods of making and using the same.
    Type: Grant
    Filed: July 9, 2001
    Date of Patent: January 9, 2007
    Assignee: Massachusetts Institute of Technology
    Inventors: Stephen J. Lippard, Shawn Burdette, Scott Hilderbrand, Roger Y. Tsien, Grant K. Walkup
  • Patent number: 7148069
    Abstract: The present invention provides a method for the analysis of a compound with amino group (e.g., an amino acid or peptide) contained in a sample and convenient manner with a high sensitivity. The compound with amino group in a sample containing the compound with amino group is labeled with a specific carbamate compound such as p-trimethylammonium anilyl-N-hydroxysuccinimidyl carbamate iodide to enhance the selectivity and sensitivity. The present invention is preferably used in conjunction with mass spectrometry such as MS/MS method to facilitate quantitative analysis. The present invention further provides labeling reagents for mass spectrometry.
    Type: Grant
    Filed: August 16, 2004
    Date of Patent: December 12, 2006
    Assignee: Ajinomoto Co., Inc.
    Inventors: Hiroshi Miyano, Akihisa Yahashi, Kazutaka Shimbo, Masakazu Nakazawa, Kazuo Hirayama
  • Patent number: 7122671
    Abstract: A compound for use as a chemiluminescent label in immunoassay comprises an aryl acridinium ester linked to an N-succinimidyl moiety. The compound is conveniently linked to a monoclonal antibody or other protein and is used in a two-site immunoassay for the quantitation of an antigen of interest, by initiation of the luminescent reaction and subsequent measurement of the photonic emission of the immune complex formed during the immunological reaction.
    Type: Grant
    Filed: May 31, 1995
    Date of Patent: October 17, 2006
    Assignee: University College Cardiff Consultants Limited
    Inventors: Anthony Keith Campbell, James Stuart Woodhead, Ian Weeks