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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).

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)
Application Number:
PCT/JP2013/072999
Publication Date:
March 06, 2014
Filing Date:
August 28, 2013
Export Citation:
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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:
WO2004103992A12004-12-02
WO2004052370A22004-06-24
WO2008030455A22008-03-13
WO2000076982A12000-12-21
Foreign References:
JP2007537252A2007-12-20
JP2002241274A2002-08-28
JP2005519876A2005-07-07
JP2009029780A2009-02-12
JP2007524615A2007-08-30
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
Attorney, Agent or Firm:
AOKI, Atsushi et al. (JP)
Aoki 篤 (JP)
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