Title:
QUINOLINE DERIVATIVE HAVING TLR INHIBITORY ACTIVITY
Document Type and Number:
WIPO Patent Application WO/2014/034719
Kind Code:
A1
Abstract:
A compound represented by general formula (1), a salt of the compound, or a solvate of the compound or the salt, which can inhibit TLR3, 7 and/or 9 and has an excellent prophylactic and/or therapeutic effect on autoimmune diseases, inflammations, allergies, asthma, graft rejection, GvHD or cardiomyopathy associated with sepsis.
A: a (substituted) 5- to 6-membered saturated nitrogen-containing heterocyclic ring; Y: a bond or a phenylene group; Z: a bond, a C1-6 alkylene group, N-R7 or O; R1, R3 and R5 to R8: H, a C1-3 alkyl group or the like; R7: H, a C1-6 alkyl group or a 2-nitrobenzenesulfonyl group; and R2 and R4: one represents R8 and the other represents a group represented by formula (2) (wherein B: a (substituted) carbocyclic/heterocyclic ring, W: a C2-6 alkenylene group or the like, X, V: a bond, C(O)NH, NHC(O) or the like, and U: a bond or a C1-6 alkylene group; wherein a case in which each of X, V and U is a bond is excluded).
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Inventors:
TAKEMURA SHUNJI (JP)
MIYAKE YOSHIHARU (JP)
KOUKETSU AKIYASU (JP)
TOKUDA OKIHISA (JP)
ASHIKAWA MASANORI (JP)
NISHIYAMA TATSUAKI (JP)
GODA SATOSHI (JP)
TABUNOKI YUICHIRO (JP)
YAMABI MASAKI (JP)
MIYAKE YOSHIHARU (JP)
KOUKETSU AKIYASU (JP)
TOKUDA OKIHISA (JP)
ASHIKAWA MASANORI (JP)
NISHIYAMA TATSUAKI (JP)
GODA SATOSHI (JP)
TABUNOKI YUICHIRO (JP)
YAMABI MASAKI (JP)
Application Number:
PCT/JP2013/072999
Publication Date:
March 06, 2014
Filing Date:
August 28, 2013
Export Citation:
Assignee:
KOWA CO (JP)
International Classes:
C07D215/38; A61K31/4709; A61K31/496; A61K31/5377; A61P1/04; A61P9/00; A61P11/06; A61P17/06; A61P19/02; A61P25/00; A61P29/00; A61P31/04; A61P37/02; A61P37/06; A61P37/08; A61P43/00; C07D215/44; C07D215/46; C07D215/48; C07D215/50; C07D215/52; C07D401/12; C07D401/14
Domestic Patent References:
WO2004103992A1 | 2004-12-02 | |||
WO2004052370A2 | 2004-06-24 | |||
WO2008030455A2 | 2008-03-13 | |||
WO2000076982A1 | 2000-12-21 |
Foreign References:
JP2007537252A | 2007-12-20 | |||
JP2002241274A | 2002-08-28 | |||
JP2005519876A | 2005-07-07 | |||
JP2009029780A | 2009-02-12 | |||
JP2007524615A | 2007-08-30 |
Other References:
LIU,H. ET AL.: "In vitro studies on a class of quinoline containing histamine H3 antagonists", BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, vol. 20, no. 11, 2010, pages 3295 - 3300
ZHENG,W. ET AL.: "Three classes of glucocerebrosidase inhibitors identified by quantitative high-throughput screening are chaperone leads for Gaucher disease", PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, vol. 104, no. 32, 2007, pages 13192 - 13197
SMITH,A.E. ET AL.: "Ueber einige beta-substituierte Fettsaeureamide mit lokalanaesthetischer Wirkung", HELVETICA CHIMICA ACTA, vol. 38, no. XXIV, 1955, pages 1085 - 1095
PALIAKOV,E. ET AL.: "Fujita-Ban QSAR analysis and CoMFA study of quinoline antagonists of immunostimulatory CpG-oligodeoxy nucleotides", BIOORGANIC & MEDICINAL CHEMISTRY, vol. 15, no. 1, 2007, pages 324 - 332
STREKOWSKI,L. ET AL.: "Synthesis and Activity of Substituted 2-Phenylquinolin-4-amines, Antagonists of Immunostimulatory CpG- Oligodeoxynucleotides", JOURNAL OF MEDICINAL CHEMISTRY, vol. 46, no. 7, 2003, pages 1242 - 1249
ZHENG,W. ET AL.: "Three classes of glucocerebrosidase inhibitors identified by quantitative high-throughput screening are chaperone leads for Gaucher disease", PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, vol. 104, no. 32, 2007, pages 13192 - 13197
SMITH,A.E. ET AL.: "Ueber einige beta-substituierte Fettsaeureamide mit lokalanaesthetischer Wirkung", HELVETICA CHIMICA ACTA, vol. 38, no. XXIV, 1955, pages 1085 - 1095
PALIAKOV,E. ET AL.: "Fujita-Ban QSAR analysis and CoMFA study of quinoline antagonists of immunostimulatory CpG-oligodeoxy nucleotides", BIOORGANIC & MEDICINAL CHEMISTRY, vol. 15, no. 1, 2007, pages 324 - 332
STREKOWSKI,L. ET AL.: "Synthesis and Activity of Substituted 2-Phenylquinolin-4-amines, Antagonists of Immunostimulatory CpG- Oligodeoxynucleotides", JOURNAL OF MEDICINAL CHEMISTRY, vol. 46, no. 7, 2003, pages 1242 - 1249
Attorney, Agent or Firm:
AOKI, Atsushi et al. (JP)
Aoki 篤 (JP)
Aoki 篤 (JP)
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