Carboxyl Bonded Directly To Naphthylene Ring System Patents (Class 562/467)
  • Patent number: 9340743
    Abstract: A powder metallurgy lubricant includes an aromatic carboxylic acid represented by a formula (1), (Z)n-Ar—COOH??(1) where Ar represents an aryl group and Z represents a substituent directly bonded to the above aryl group and is one of R, OR, OCOR and COOR, R representing one of an alkyl group, alkenyl group and alkynyl group and n being an integer in a range from 1 to 4. Z may be mutually the same or different when n is 2 or larger.
    Type: Grant
    Filed: March 3, 2011
    Date of Patent: May 17, 2016
    Assignee: IDEMITSU KOSAN CO., LTD.
    Inventors: Hiroki Sekiguchi, Akihiro Shishikura, Nobuhide Tanino
  • Publication number: 20150141696
    Abstract: The invention provides an improved process for the preparation of a benzonaphthalene derivative including, in particular, the manufacture of high purity adapalene. The invention further includes a method for assessing the color of adapalene by means of a quantitative colorimetric measurement of the produced adapalene.
    Type: Application
    Filed: October 6, 2014
    Publication date: May 21, 2015
    Inventor: Jordi PUIG SERRANO
  • Publication number: 20150112035
    Abstract: The present invention relates to a polymerizable liquid crystal compound, a liquid crystal composition including the same, and an optically anisotropic body. The polymerizable liquid crystal compound according to the present invention has not only large solubility in various solvents but also high birefringence and excellent coating orientation, and thus it can provide an optically anisotropic body which is thin but superior in optical properties.
    Type: Application
    Filed: June 11, 2013
    Publication date: April 23, 2015
    Inventors: Kyung Chang Seo, Sung-Ho Chun, Dai Seung Choi, Mi-Ra Hong, Hyeong Bin Jang
  • Patent number: 8871972
    Abstract: The invention provides an improved process for the preparation of a benzonaphthalene derivative including, in particular, the manufacture of high purity adapalene. The invention further includes a method for assessing the color of adapalene by means of a quantitative colorimetric measurement of the produced adapalene.
    Type: Grant
    Filed: January 27, 2012
    Date of Patent: October 28, 2014
    Assignee: Jordi Puig Serrano
    Inventor: Jordi Puig Serrano
  • Publication number: 20130338230
    Abstract: Intermediate compositions and in particular gels and suspensions for a foam composition comprising adapalene are described. Also described, is the dermatological use of such compositions.
    Type: Application
    Filed: December 22, 2011
    Publication date: December 19, 2013
    Inventor: Emmanuelle At
  • Publication number: 20130338229
    Abstract: Provided is a drug substance and a method of treating an ailment comprising administering an oral dose of a drug product comprising the drug substance wherein the drug substance comprises an organic acid addition salt of methadone. The organic acid addition salt is selected from the group consisting of pamoate and xinafoate wherein the drug substance is bioavailable under gastrointestinal administration but is not bioavailable under administration at a mucosal membrane other than gastrointestinal or release from a depot injectable product.
    Type: Application
    Filed: July 29, 2013
    Publication date: December 19, 2013
    Applicant: Pisgah National Laboratories, Inc.
    Inventors: Clifford Riley King, Stephen G. D'Ambrosio, David William Bristol, Michael L. English
  • Patent number: 8592626
    Abstract: Disclosed is a metal complex that can be used as a gas absorption material with superior gas absorbing properties, a gas storage material with a high storage capacity, and a gas separation material with superior gas separation performance and high adsorption capacity. Disclosed is a metal complex, and a manufacturing method therefor, which consists of: a polycyclic aromatic dihydroxy monocarboxylic acid compound, in the structural formula of which hydroxyl groups are at the farthest locations from each other, which has carboxyl groups at the locations adjacent to the hydroxyl groups, and which has 10 or more circularly conjugated ? electrons, such as 3,7-dihydorxy-2-naphtoic acid or 4,4?-dihydroxy-3-biphenylcaroxylic acid; at least one metal selected from chromium, molybdenum, tungsten, manganese, iron, ruthenium, cobalt, rhodium, nickel, palladium, copper, zinc, and cadmium; and an organic ligand, such as 4,4?-bipyridyl, capable of bidentate bonding with said metal.
    Type: Grant
    Filed: August 19, 2009
    Date of Patent: November 26, 2013
    Assignee: Kuraray Co., Ltd.
    Inventors: Yasutaka Inubushi, Takashi Hori, Hiroyuki Ohgi
  • Publication number: 20130280308
    Abstract: The present invention relates to pharmaceutical compositions for treatment of acne. In particular, the present invention relates to stable pharmaceutical compositions for treatment of acne along with other pharmaceutically acceptable excipients. These compositions exhibit excellent stability, greater permeability, and enhanced therapeutic efficacy. The invention also relates to processes for the preparation of such compositions.
    Type: Application
    Filed: October 19, 2011
    Publication date: October 24, 2013
    Applicant: CADILA HEALTHCARE LIMITED
    Inventors: Sunilendu Bhushan Roy, Jay Shantilal Kothari, Shafiq Sheikh, Jinesh Suresh Pancholi, Jitendra Dasharathlal Patel, Ravindra Mittal
  • Patent number: 8436207
    Abstract: Methods of using apogossypol and its derivatives for treating inflammation is disclosed. Also, there is described a group of compounds having structure A, or a pharmaceutically acceptable salt, hydrate, N-oxide, or solvate thereof are provided: wherein each R is independently H, C(O)X, C(O)NHX, NH(CO)X, SO2NHX, or NHSO2X, wherein X is hydrogen, alkyl, substituted alkyl, aryl, substituted aryl, alkylaryl, substituted alkylaryl, heterocycle, or substituted heterocycle. Compounds of group A may be used for treating various diseases or disorders, such as cancer.
    Type: Grant
    Filed: September 21, 2011
    Date of Patent: May 7, 2013
    Assignee: Burnham Institute for Medical Research
    Inventor: Maurizio Pellecchia
  • Publication number: 20130096210
    Abstract: The disclosure relates to metal organic frameworks or isoreticular metal organic frameworks, methods of production thereof, and methods of use thereof.
    Type: Application
    Filed: October 12, 2012
    Publication date: April 18, 2013
    Applicant: THE REGENTS OF THE UNIVERSITY OF CALIFORNIA
    Inventor: THE REGENTS OF THE UNIVERSITY OF CALIFORNIA
  • Publication number: 20130068069
    Abstract: A powder metallurgy lubricant includes an aromatic carboxylic acid represented by a formula (1), (Z)n-Ar—COOH ??(1) where Ar represents an aryl group and Z represents a substituent directly bonded to the above aryl group and is one of R, OR, OCOR and COOR, R representing one of an alkyl group, alkenyl group and alkynyl group and n being an integer in a range from 1 to 4. Z may be mutually the same or different when n is 2 or larger.
    Type: Application
    Filed: March 3, 2011
    Publication date: March 21, 2013
    Applicant: IDEMITSU KOSAN CO., LTD.
    Inventors: Hiroki Sekiguchi, Akihiro Shishikura, Nobuhide Tanino
  • Publication number: 20130072553
    Abstract: This invention relates to the drugs, derivatives and analogs containing adamantane structures of new indication applications of anti-tumor. The invention also relates to above compounds to treat tumors and other diseases with FIG. 1. These drugs, derivatives and analogs are generated by the modification of the parent or fragment structures and formation of pharmaceutically acceptable salts, complex salts or prodrug. The drugs, derivatives and analogs as described are administered alone or together with at least one known anti-tumor and immune chemotherapeutic agent including treatment of viral, bacterial and fungal diseases, neurological diseases, endocrine system diseases, and immune system diseases.
    Type: Application
    Filed: December 25, 2009
    Publication date: March 21, 2013
    Inventor: Lifeng Xu
  • Publication number: 20130059860
    Abstract: The present invention is directed to naphthalene carboxamide compounds of formula (I) which are M1 receptor positive allosteric modulators and that are useful in the treatment of diseases in which the M1 receptor is involved, such as Alzheimers disease, schizophrenia, pain or sleep disorders. The invention is also directed to pharmaceutical compositions comprising the compounds and to the use of the compounds and compositions in the treatment of diseases mediated by the M1 receptor.
    Type: Application
    Filed: May 23, 2011
    Publication date: March 7, 2013
    Inventors: Douglas C. Beshore, Chirstina Ng Dimarco, Scott D. Kuduk
  • Publication number: 20130030214
    Abstract: The invention provides an improved process for the preparation of a benzonaphthalene derivative including, in particular, the manufacture of high purity adapalene. The invention further includes a method for assessing the color of adapalene by means of a quantitative colorimetric measurement of the produced adapalene.
    Type: Application
    Filed: January 27, 2012
    Publication date: January 31, 2013
    Applicant: MEDICHEM, S.A.
    Inventor: Jordi PUIG SERRANO
  • Publication number: 20120316337
    Abstract: Method for preparing carboxylic acid derivatives by aromatic nucleophilic substitution, in which a carboxylic acid derivative having a single carboxyl functional group, or one of the salts thereof, the carboxylic acid derivative having, in the ortho position of the carboxyl functional group, a leaving group, which is preferably an atom of fluorine or of chlorine or an alkoxy group, chiral or not, preferably a methoxy group, the carboxylic acid derivative not being substituted by an electro attractive group other than the leaving group if any; is reacted with a reactant MNu, where M is a metal and Nu is a nucleophile, chiral or not, the aromatic nucleophilic substitution reaction being carried out without a catalyst and without a step of protecting/deprotecting the acid functional group of the starting compound.
    Type: Application
    Filed: February 17, 2011
    Publication date: December 13, 2012
    Applicants: UNIVERSITE DU MAINE, CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE
    Inventors: Jacques Mortier, Anne-Sophie Castanet, Mickael Belaud-Rotureau
  • Patent number: 8278332
    Abstract: The photostabilizing electronic excited state energy—particularly singlet state energy from retinoid compounds—has been found to be readily transferred to (accepted by) ?-cyanodiphenylacrylate compounds having an alkoxy radical in the four (para) position (hereinafter “alkoxycrylenes”) on one of the phenyl rings having the formula (I): wherein one of R1 and R2 is a straight or branched chain C1-C30 alkoxy radical, preferably C1-C8, more preferably methoxy, and the non-alkoxy radical R1 or R2 is hydrogen; and R3 is a straight or branched chain C1-C30 alkyl radical, preferably C2-C20. The alkoxycrylene compounds of formula (I) significantly increase the photostability of retinoid compounds in a composition by at least 3-fold.
    Type: Grant
    Filed: October 27, 2011
    Date of Patent: October 2, 2012
    Assignee: Hallstar Innovations Corp.
    Inventors: Craig A. Bonda, Anna Pavlovic, Jean Zhang
  • Patent number: 8263051
    Abstract: The photostabilizing electronic excited state energy—particularly singlet state energy from resveratrol compounds—has been found to be readily transferred to (accepted by) ?-cyanodiphenylacrylate compounds having an alkoxy radical in the four (para) position (hereinafter “alkoxycrylenes”) on one of the phenyl rings having the formula (I): wherein one of R1 and R2 is a straight or branched chain C1-C30 alkoxy radical, preferably C1-C8, more preferably methoxy, and the non-alkoxy radical R1 or R2 is hydrogen; and R3 is a straight or branched chain C1-C30 alkyl radical, preferably C2-C20. The alkoxycrylene compounds of formula (I) significantly increase the photostability of resveratrol compounds in a composition by at least 3-fold and as much as 10-fold or greater. The ability of the alkoxycrylene compounds to stabilize the resveratrol compound is concentration dependent, with the amount of resveratrol photostabilization increasing with the concentration of the alkoxycrylene compound.
    Type: Grant
    Filed: April 5, 2011
    Date of Patent: September 11, 2012
    Assignee: Hallstar Innovations Corp.
    Inventors: Craig A. Bonda, Anna Pavlovic, Jean Zhang
  • Publication number: 20120220577
    Abstract: The invention relates to naphthalene derivatives as well as their pharmaceutically acceptable salts. The invention further relates to a process for the preparation of such compounds. The compounds of the invention are glycine B antagonists and are therefore useful for the control and prevention of various disorders, including neurological disorders.
    Type: Application
    Filed: June 4, 2010
    Publication date: August 30, 2012
    Inventors: Markus Henrich, Angela Hansen, Jens Nagel, Valerjans Kauss, Jevgenijs Rozhkovs, Ginta Grunsteine, Dina Trifanova
  • Publication number: 20120209003
    Abstract: Methods for identifying MarR family inhibiting compounds are described. The methods include the use of computer aided rational based drug design programs and three dimensional structures of MarR family polypeptides.
    Type: Application
    Filed: September 9, 2011
    Publication date: August 16, 2012
    Applicant: Paratek Pharmaceuticals, Inc.
    Inventors: Michael N. Alekshun, Stuart B. Levy, Brent L. Podlogar, Roger Frechette
  • Patent number: 8119835
    Abstract: A method for preparation of 6-[3-(1-adamantyl)-4-methoxyphenyl]-2-naphthoic acid is disclosed based on “one pot” synthesis approach including a direct synthesis of boronic acid derivative from 2-(1-adamantyl)-4-bromoanisole and cycloboranes with a subsequent Suzuki-Miyaura coupling with 6-halonaphtenoates and basic hydrolysis of the reaction product in ethylene glycol or 1,2-propanediol.
    Type: Grant
    Filed: December 28, 2007
    Date of Patent: February 21, 2012
    Assignee: JSC Grindeks
    Inventors: Ivars Kalvinsh, Aleksandrs Chernobrovijs, Vyacheslav Tribulovich, Vladimir Labeish
  • Patent number: 8119834
    Abstract: The invention provides an improved process for the preparation of a benzonaphthalene derivative including, in particular, the manufacture of high purity adapalene. The invention further includes a method for assessing the color of adapalene by means of a quantitative colorimetric measurement of the produced adapalene.
    Type: Grant
    Filed: June 16, 2006
    Date of Patent: February 21, 2012
    Assignee: Medichem, S.A.
    Inventor: Jordi Puig Serrano
  • Patent number: 8110607
    Abstract: A composition containing 1,4-dihydroxy-2-naphthoic acid at a high concentration is obtained by intracellularly and extracellularly producing 1,4-dihydroxy-2-naphthoic acid using a bacterium belonging to the genus Propionibacterium and collecting it. This composition is efficacious in improving intestinal flora, alleviating abdominal ailments in association with the intake of milk, and preventing metabolic bone diseases.
    Type: Grant
    Filed: September 8, 2010
    Date of Patent: February 7, 2012
    Assignee: Meiji Co., Ltd.
    Inventors: Yoshio Sato, Seiya Makino, Nobuo Yoda, Kakuhei Isawa, Tomonori Kamiyama, Kenichi Hojo, Mizue Saito, Naoki Taketomo, Keisuke Furuichi, Shuji Ikegami
  • Patent number: 8101793
    Abstract: Are described compounds of Formula (I) in which R, R?, R?, A, and D have the meanings described in the text, as useful agents in the cure of pathologies characterized by altered angiogenesis and as antitumorals.
    Type: Grant
    Filed: July 18, 2002
    Date of Patent: January 24, 2012
    Assignee: Sigma-Tau Industrie Farmaceutiche Riunite S.p.A.
    Inventors: Lucio Merlini, Sabrina Dallavalle, Sergio Penco, Giuseppe Giannini, Claudio Pisano, Loredana Vesci
  • Publication number: 20120015992
    Abstract: Methods of using apogossypol and its derivatives for treating inflammation is disclosed. Also, there is described a group of compounds having structure A, or a pharmaceutically acceptable salt, hydrate, N-oxide, or solvate thereof are provided: wherein each R is independently H, C(O)X, C(O)NHX, NH(CO)X, SO2NHX, or NHSO2X, wherein X is hydrogen, alkyl, substituted alkyl, aryl, substituted aryl, alkylaryl, substituted alkylaryl, heterocycle, or substituted heterocycle. Compounds of group A may be used for treating various diseases or disorders, such as cancer.
    Type: Application
    Filed: September 21, 2011
    Publication date: January 19, 2012
    Applicant: Burnham Institute for Medical Research
    Inventor: Maurizio Pellecchia
  • Publication number: 20120003156
    Abstract: The invention provides compositions for the diagnosis or treatment of neoplasias, including lymphomas, leukemias, brain cancers (e. glioblastomas, medulloblastomas), breast cancer, colon cancer, and pancreatic cancer, and methods of use therefor.
    Type: Application
    Filed: July 1, 2009
    Publication date: January 5, 2012
    Applicant: The Johns Hopkins University
    Inventors: Chi V. Dang, Quy H. Le, Ramani Dinavahi
  • Patent number: 8039668
    Abstract: Methods of using apogossypol and its derivatives for treating inflammation is disclosed. Also, there is described a group of compounds having structure A, or a pharmaceutically acceptable salt, hydrate, N-oxide, or solvate thereof are provided: wherein each R is independently H, C(O)X, C(O)NHX, NH(CO)X, SO2NHX, or NHSO2X, wherein X is hydrogen, alkyl, substituted alkyl, aryl, substituted aryl, alkylaryl, substituted alkylaryl, heterocycle, or substituted heterocycle. Compounds of group A may be used for treating various diseases or disorders, such as cancer.
    Type: Grant
    Filed: April 14, 2010
    Date of Patent: October 18, 2011
    Assignee: Burnham Institute for Medical Research
    Inventor: Maurizio Pellecchia
  • Publication number: 20110251242
    Abstract: The photostabilizing electronic excited state energy—particularly singlet state energy from resveratrol compounds—has been found to be readily transferred to (accepted by) ?-cyanodiphenylacrylate compounds having an alkoxy radical in the four (para) position (hereinafter “alkoxycrylenes”) on one of the phenyl rings having the formula (I): wherein one of R1 and R2 is a straight or branched chain C1-C30 alkoxy radical, preferably C1-C8, more preferably methoxy, and the non-alkoxy radical R1 or R2 is hydrogen; and R3 is a straight or branched chain C1-C30 alkyl radical, preferably C2-C20. The alkoxycrylene compounds of formula (I) significantly increase the photostability of resveratrol compounds in a composition by at least 3-fold and as much as 10-fold or greater. The ability of the alkoxycrylene compounds to stabilize the resveratrol compound is concentration dependent, with the amount of resveratrol photostabilization increasing with the concentration of the alkoxycrylene compound.
    Type: Application
    Filed: April 5, 2011
    Publication date: October 13, 2011
    Applicant: HALLSTAR INNOVATIONS CORP.
    Inventors: Craig A. Bonda, Anna Pavlovic, Jean Zhang
  • Publication number: 20110003250
    Abstract: In one aspect, organic coating compositions, particularly antireflective coating compositions, are provided that comprise that comprise a diene/dienophile reaction product. In another aspect, organic coating compositions, particularly antireflective coating compositions, are provided that comprise a component comprising a hydroxyl-naphthoic group, such as a 6-hydroxy-2-naphthoic group Preferred compositions of the invention are useful to reduce reflection of exposing radiation from a substrate back into an overcoated photoresist layer and/or function as a planarizing, conformal or via-fill layer.
    Type: Application
    Filed: June 10, 2010
    Publication date: January 6, 2011
    Applicant: Rohm and Haas Electronic Materials LLC
    Inventors: John P. Amara, James F. Cameron, Jin Wuk Sung, Gregory P. Prokopowicz
  • Publication number: 20100331398
    Abstract: Gossypol and apogossypol derivatives of general formula (1), preparation thereof and use thereof.
    Type: Application
    Filed: December 5, 2008
    Publication date: December 30, 2010
    Applicant: UNIVERSITE DU MAINE (LE MANS)
    Inventors: Jacques Mortier, Anne-Sophie Castanet, Nguyet Trang Thanh Chau
  • Publication number: 20100298347
    Abstract: Substituted 2-naphthoic acids of structural formula are effective as antagonists of the biological activity of GPR105 protein. They are useful for the treatment, control or prevention of disorders responsive to antagonism of this receptor, such as diabetes, particularly, Type 2 diabetes, insulin resistance, hyperglycemia, lipid disorders, obesity, atherosclerosis, and conditions associated with the Metabolic Syndrome.
    Type: Application
    Filed: December 1, 2008
    Publication date: November 25, 2010
    Applicant: MERCK FROSST CANADA LTD
    Inventors: Michel Belley, Denis Deschenes, Rejean Fortin, Jean-Francois Fournier, Sebastien Gagne, Yves Gareau, Jacques Yves Gauthier, Lianhai Li, Joel Robichaud, Michel Therien, Geoffrey K. Tranmer, Zhaoyin Wang
  • Patent number: 7834061
    Abstract: A composition containing 1,4-dihydroxy-2-naphthoic acid at a high concentration is obtained by intracellularly and extracellularly producing 1,4-dihydroxy-2-naphthoic acid using a bacterium belonging to the genus Propionibacterium and collecting it. This composition is efficacious in improving intestinal flora, alleviating abdominal ailments in association with the intake of milk, and preventing metabolic bone diseases.
    Type: Grant
    Filed: August 19, 2009
    Date of Patent: November 16, 2010
    Assignee: Meiji Dairies Corporation
    Inventors: Yoshio Sato, Seiya Makino, Nobuo Yoda, Kakuhei Isawa, Tomonori Kamiyama, Kenichi Hojo, Mizue Saito, Naoki Taketomo, Keisuke Furuichi, Shuji Ikegami
  • Publication number: 20100267781
    Abstract: Methods of using apogossypol and its derivatives for treating inflammation is disclosed. Also, there is described a group of compounds having structure A, or a pharmaceutically acceptable salt, hydrate, N-oxide, or solvate thereof are provided: wherein each R is independently H, C(O)X, C(O)NHX, NH(CO)X, SO2NHX, or NHSO2X, wherein X is hydrogen, alkyl, substituted alkyl, aryl, substituted aryl, alkylaryl, substituted alkylaryl, heterocycle, or substituted heterocycle. Compounds of group A may be used for treating various diseases or disorders, such as cancer.
    Type: Application
    Filed: April 14, 2010
    Publication date: October 21, 2010
    Applicant: Burnham Institute for Medical Research
    Inventor: Maurizio Pellechia
  • Publication number: 20100160677
    Abstract: A process for preparation of 6-[3-(1-adamantyl)-4-methoxyphenyl]-2-naphthoic acid from 2-(1-adamantyl)-4-bromanisolee is disclosed, based on transformation of 2-(1-adamantyl)-4-bromanisole into a Grignard's reagent by using metallic magnesium, anhydrous lithium chloride and dibromoethane followed by transmetallation with borates to 3-(adamantyl)-4-methoxyphenylboronic acid, which is converted into 6-[3-(1-adamantyl)-4-methoxyphenyl]-2-naphthoic acid esters by Suzuki-Miyaura cross-coupling reaction with alkyl-6-halonaftoates catalyzed by Pd [0] or Pd/phosphine ligands and followed by basic hydrolysis in ethylene glycol or 1,2-propanediol of ester thus obtained into 6-[3-(1-adamantyl)-4-methoxyphenyl]-2-naphthoic acid.
    Type: Application
    Filed: December 28, 2007
    Publication date: June 24, 2010
    Inventors: Ivars Kalvinsh, Aleksandrs Chernobrovijs, Vyacheslav Tribulovich, Vladimir Labeish
  • Publication number: 20100076219
    Abstract: A method for preparation of 6-[3-(1-adamantyl)-4-methoxyphenyl]-2-naphthoic acid is disclosed based on “one pot” synthesis approach including a direct synthesis of boronic acid derivative from 2-(1-adamantyl)-4-bromoanisole and cycloboranes with a subsequent Suzuki-Miyaura coupling with 6-halonaphthenoates and basic hydrolysis of the reaction product in ethylene glycol or 1,2-propanediol.
    Type: Application
    Filed: December 28, 2007
    Publication date: March 25, 2010
    Inventors: Ivars Kalvinsh, Aleksandrs Chernobrovijs, Vyacheslav Tribulovich, Vladimir Labeish
  • Patent number: 7629155
    Abstract: A composition containing 1,4-dihydroxy-2-naphthoic acid at a high concentration is obtained by intracellularly and extracellularly producing 1,4-dihydroxy-2-naphthoic acid using a bacterium belonging to the genus Propionibacterium and collecting it. This composition is efficacious in improving intestinal flora, alleviating abdominal ailments in association with the intake of milk, and preventing metabolic bone diseases.
    Type: Grant
    Filed: April 9, 2008
    Date of Patent: December 8, 2009
    Assignee: Meiji Dairies Corporation
    Inventors: Yoshio Sato, Seiya Makino, Nobuo Yoda, Kakuhei Isawa, Tomonori Kamiyama, Kenichi Hojo, Mizue Saito, Naoki Taketomo, Keisuke Furuichi, Shuji Ikegami
  • Publication number: 20090137841
    Abstract: Process for the obtaining of 1-adamantane (tricycle[3.3.1.1 (3,7)]decane) derivatives, or of a pharmaceutically acceptable salt thereof, based on a carboxylation reaction, via metallation, of a precursor compound with an adequate leaving group. It also comprises the preparation of the precursor compound by means of a selective coupling of the corresponding boron, magnesium or zinc derivative with the corresponding disubstitute aromatic derivative. It is especially useful for the obtaining of Adapalene at industrial scale with good yield and high purity.
    Type: Application
    Filed: December 1, 2006
    Publication date: May 28, 2009
    Inventors: Alexander Christian Comely, Marta Marfil Sanchez, Llorenc Rafecas Jane, Xavier Verdaguer Espaulella
  • Publication number: 20090131713
    Abstract: The invention provides an improved process for the preparation of a benzonaphthalene derivative including, in particular, the manufacture of high purity adapalene. The invention further includes a method for assessing the color of adapalene by means of a quantitative colorimetric measurement of the produced adapalene.
    Type: Application
    Filed: June 16, 2006
    Publication date: May 21, 2009
    Inventor: Jordi Puig Serrano
  • Patent number: 7498461
    Abstract: A novel method for preparing 6-[3-(1-adamantyl)-4-methoxyphenyl]-2-naphthoic acid includes a Suzuki reaction between 3-adamantyl-4-methoxyphenylboronic acid of formula (II): and 6-bromo-2-naphthoic acid of formula (III):
    Type: Grant
    Filed: October 5, 2007
    Date of Patent: March 3, 2009
    Assignee: Galderma Research & Development
    Inventors: Eric Terranova, Jean-Claude Pascal
  • Publication number: 20080293728
    Abstract: A complex comprises at least an ?2-adrenergic receptor agonist and a compound that provides an opposite charge to a charge on the ?2-adrenergic receptor agonist, wherein the complex is charge neutral as a whole and has a solubility in a range from about 0.3 ?g/ml to about 2.5 mg/ml in water at pH of about 7 and temperature of about 25° C. The complex is included in a composition, device, or implant for use in the neuroprotection of components of a neurological tissue to prevent progressive degeneration of such components. In particular, such a composition, device, or implant can be used to provide neuroprotection to cells and components of the optic nerve system.
    Type: Application
    Filed: May 15, 2008
    Publication date: November 27, 2008
    Inventors: Gregory L. McIntire, Stephen R. Davio, Arthur E. Harms, Hongna Wang
  • Patent number: 6849742
    Abstract: The present invention provides a binaphthol compound represented by formula [1]: and a salt thereof. The binaphthol compound of the present invention is useful for manufacturing antiseptic compounds or chiral catalysts. According to the method of the present invention, binaphthol compounds can be prepared in high yield with low cost.
    Type: Grant
    Filed: April 18, 2002
    Date of Patent: February 1, 2005
    Assignee: Kabushiki Kaisha Ueno Seiyaku Oyo Kenkyujo
    Inventors: Ryuzo Ueno, Masaya Kitayama, Kenji Minami, Hiroyuki Wakamori
  • Publication number: 20040241815
    Abstract: A composition containing 1,4-dihydroxy-2-naphthoic acid at a high concentration is obtained by intracellularly and extracellularly producing 1,4-dihydroxy-2-naphthoic acid using a bacterium belonging to the genus Propionibacterium and collecting it. This composition is efficacious in improving intestinal flora, alleviating abdominal ailments in association with the intake of milk, and preventing metabolic bone diseases.
    Type: Application
    Filed: July 13, 2004
    Publication date: December 2, 2004
    Inventors: Yoshio Sato, Seiya Makino, Nobuo Yoda, Kakuhei Isawa, Tomonori Kamiyama, Kenichi Hojo, Mizue Saito, Naoki Taketomo, Keisuke Furuichi, Shuji Ikegami
  • Patent number: 6686386
    Abstract: The present invention relates to pharmaceutical and cosmetic compositions comprising at least one agonist ligand, which is specific for receptors of the RAR-&ggr; type, which are characterized as inducers of apoptosis in at least one cell population in which apoptosis can be induced by activating receptors of the RAR-&ggr; type. In one aspect of the present invention, there is provided a method of combating photoinduced or chronological ageing of skin, said method comprising administering an effective amount of at least one agonist ligand which is specific for receptors of the RAR-&ggr; type to combat photoinduced or chronological aging of skin, wherein the agonist ligand has a ratio R which is equal to or greater than 10.
    Type: Grant
    Filed: November 2, 1999
    Date of Patent: February 3, 2004
    Assignee: Galderma Research & Development S.N.C.
    Inventors: Laszlo Fesus, Zsuzsa Szondy, Uwe Reichert
  • Publication number: 20030166724
    Abstract: New thyroid receptor ligands are provided which have the general formula I 1
    Type: Application
    Filed: December 6, 2002
    Publication date: September 4, 2003
    Inventor: Jon J. Hangeland
  • Patent number: 6562998
    Abstract: Granular product of 2-hydroxynaphthalene-3-carboxylic acid with well-suppressed dusting tendency, and process for preparing the same is provided. Granular product of 2-hydroxynaphthalene-3-carboxylic acid having an average particle size of 150 &mgr;m or more and a hardness of 70-3000 g, and a process for preparing the same comprising the steps of dry compressing powdery 2-hydroxynaphthalene-3-carboxylic acid to give compressed material and pulverizing and classifying the same.
    Type: Grant
    Filed: June 26, 2001
    Date of Patent: May 13, 2003
    Assignee: Kabushiki Kaisha Ueno Seiyako Oyo Kenkyujo
    Inventors: Ryuzo Ueno, Masaya Kitayama, Nobutaka Izumichi, Syungo Nara, Masaharu Kittaka
  • Patent number: 6548703
    Abstract: A toning agent for an azo pigment, an azo pigment with a modified tone, and process for preparing the same are provide. 2-hydroxynaphthalene-3,6-dicarboxylic acid or a derivative thereof is admixed with a primary coupler component for an azo pigment and the mixed coupler composition and an aromatic diazonium are coupled.
    Type: Grant
    Filed: June 16, 2000
    Date of Patent: April 15, 2003
    Assignee: Kabushiki Kaisha Ueno Seiyaku Oyo Kenkyujo
    Inventors: Ryuzo Ueno, Masaya Kitayama, Kenji Minami, Masamitsu Kubotsu
  • Patent number: 6479549
    Abstract: A novel carnosic acid derivative for promoting the synthesis of nerve growth factor (NGF), a composition comprising the carnosic acid derivative as an effective ingredient, as well as, a method of promoting the synthesis of NGF comprising administering an effective amount of the carnosic acid derivative as an effective ingredient to a subject requiring such promotion. The carnosic acid derivative, composition and method according to the present invention can safely and efficiently promote the production of NGF in the living body, without being accompanied by a side effect such as a loss of a quantitative balance of hormones in the living body.
    Type: Grant
    Filed: February 28, 2001
    Date of Patent: November 12, 2002
    Assignee: Nagase & Company, Ltd.
    Inventors: Kunio Kosaka, Toshitsugu Miyazaki, Toshio Yokoi
  • Patent number: 6465515
    Abstract: Non-hygrocopic salts of L-carnitine and of the lower alkanoyl L-carnitines with pamoic acid are described, which are used to prepare solid compositions suitable for oral administration. Solid compositions containing such salts are also described.
    Type: Grant
    Filed: December 21, 2000
    Date of Patent: October 15, 2002
    Assignee: Sigma-Tau Industrie Farmaceutiche Riunite S.p.A.
    Inventors: Mosè Santaniello, Nazareno Scafetta, Maria Ornella Tinti
  • Patent number: 6417178
    Abstract: Amyloid binding compounds which are derivatives of Chrysamine G, pharmaceutical compositions containing, and methods using such compounds to identify Alzheimer's brain in vivo and to diagnose other pathological conditions characterized by amyloidosis, such as Down's Syndrome are described. Pharmaceutical compositions containing Chrysamine G and derivatives thereof and methods using such compositions to prevent cell degeneration and amyloid-induced toxicity in amyloidosis associated conditions are also described. Methods using Chrysamine G derivatives to stain or detect amyloid deposits in biopsy or post-mortem tissue are also described. Methods using Chrysamine G derivatives to quantify amyloid deposits in homogenates of biopsy and post-mortem tissue are also described.
    Type: Grant
    Filed: November 6, 1997
    Date of Patent: July 9, 2002
    Assignee: University of Pittsburgh
    Inventors: William E. Klunk, Jay W. Pettegrew, Chester A. Mathis, Jr.
  • Patent number: 6403827
    Abstract: The present invention provides crystalline 2-hydroxynaphthalene-3-carboxylic acid (BON) characterized in that the average particle size is equal to or more than 157 &mgr;m and the proportion of the particles of which particle size is less than 74 &mgr;m is equal to or less than 14%. The crystalline composition of the present invention can be prepared by a process comprising the step of recrystallizing BON, especially at a high temperature, or by carrying out the acid precipitation step in the method for preparing BON at a high temperature.
    Type: Grant
    Filed: January 3, 2001
    Date of Patent: June 11, 2002
    Assignee: Kabushiki Kaisha Ueno Seiyaku Oyo K.
    Inventors: Ryuzo Ueno, Masaya Kitayama, Nobutaka Izumichi, Hiroyuki Kato
  • Patent number: 6316396
    Abstract: The invention relates to amphiphilic compounds of the general formula (I) with at least two hydrophilic and at least two hydrophobic groups based on di, oligo or polyolethers. The amphiphilic compounds of this invention are highly surface active and are suitable as emulsifiers, demulsifiers, detergents, dispersants and hydrotropes for industrial and domestic purposes, e.g. in the fields of metalworking, ore separation, surface treatment, washing and cleaning, cosmetics, medicine and food processing and preparation.
    Type: Grant
    Filed: April 9, 1999
    Date of Patent: November 13, 2001
    Assignee: RWE-DEA Aktiengesellschaft fuer Mineraloel und Chemie
    Inventors: Klaus Kwetkat, Wolfgang Schröder