Title:
NOVEL TETRAHYDRONAPHTHYL UREA DERIVATIVES
Document Type and Number:
WIPO Patent Application WO/2018/199166
Kind Code:
A1
Abstract:
The purpose of the present invention is to provide: compounds having a TrkA inhibiting effect, or pharmacologically acceptable salts thereof, or solvates of these; pharmaceutical compositions characterized by containing these as an active ingredient; and the pharmaceutical application of these, especially agents for the prevention and/or treatment of diseases involving TrkA (such as pain, cancer, inflammation/inflammatory diseases, allergic diseases, skin diseases, neurodegenerative diseases, infections, Sjogren's syndrome, endometriosis, kidney diseases, and osteoporosis). Specifically, provided are compounds represented by formula (I) or optical isomers thereof, or pharmacologically acceptable salts of these, or solvates of these, etc.
Inventors:
SAITOH FUMIHIKO (JP)
NAGASUE HIROSHI (JP)
KAWADA YUJI (JP)
SATOH TSUTOMU (JP)
NAGASUE HIROSHI (JP)
KAWADA YUJI (JP)
SATOH TSUTOMU (JP)
Application Number:
PCT/JP2018/016806
Publication Date:
November 01, 2018
Filing Date:
April 25, 2018
Export Citation:
Assignee:
MOCHIDA PHARM CO LTD (JP)
International Classes:
C07D213/75; A61K31/4418; A61K31/4433; A61K31/4439; A61K31/444; A61K31/506; A61K45/00; A61P1/00; A61P1/02; A61P1/04; A61P1/16; A61P1/18; A61P3/04; A61P3/06; A61P3/10; A61P5/14; A61P7/00; A61P9/00; A61P9/06; A61P9/12; A61P11/00; A61P11/02; A61P11/04; A61P11/06; A61P13/02; A61P13/08; A61P13/10; A61P13/12; A61P15/00; A61P17/00; A61P19/02; A61P19/10; A61P21/00; A61P21/02; A61P25/00; A61P25/04; A61P25/08; A61P25/16; A61P25/20; A61P25/24; A61P25/28; A61P29/00; A61P29/02; A61P31/00; A61P31/18; A61P35/00; A61P35/02; A61P37/00; A61P37/06; A61P43/00; C07C213/10; C07C215/44; C07D213/38; C07D213/53; C07D213/57; C07D213/81; C07D401/04; C07D405/04; C07D405/14; C07D413/12; C07D417/04
Domestic Patent References:
| WO2017125534A1 | 2017-07-27 | |||
| WO2015175788A1 | 2015-11-19 | |||
| WO2015039333A1 | 2015-03-26 | |||
| WO2014078378A1 | 2014-05-22 | |||
| WO2014078325A1 | 2014-05-22 | |||
| WO2014078454A1 | 2014-05-22 | |||
| WO2009088103A1 | 2009-07-16 | |||
| WO2014139150A1 | 2014-09-18 |
Foreign References:
| JP2015537001A | 2015-12-24 | |||
| JP2011098930A | 2011-05-19 | |||
| JP2002187875A | 2002-07-05 | |||
| JPS50108250A | 1975-08-26 | |||
| JPH1160543A | 1999-03-02 |
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KINBARA ET AL.: "Probability of spontaneously resolvable conglomerates for racemic acid/racemic amine salts predicted on the basis of the results of diastereomeric resolutions", TETRAHEDERON: ASYMMETRY, vol. 12, no. 21, 2001, pages 2927 - 2930, XP004331580
HIGASHIJIMA ET AL.: "cis-1-Amino-1,2,3,4-tetrahydro-2-naphthalenol: resolution and application to the catalytic enantioselective reduction of ketones", TETRAHEDERON: ASYMMETRY, vol. 8, no. 18, 1997, pages 3107 - 3110, XP004090520, ISSN: 0957-4166
GUCHHAIT ET AL.: "A reaction of 1,2-diamines and aldehydes with silyl cyanide as cyanide pronucleophile to access 2-aminopyrazines and 2-aminoquinoxalines", RSC ADVANCES, vol. 6, no. 61, 6 June 2016 (2016-06-06), pages 56056 - 56063, XP055533868
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THE FASEB JOURNAL, vol. 8, 1994, pages 738 - 744
ARTHRITIS RESEARCH & THERAPY, vol. 18, 2016, pages 97
JOURNAL OF ORTHOPAEDIC RESEARCH, vol. 33, 2015, pages 1235 - 1241
PAIN, vol. 138, 2008, pages 47 - 60
THE JOURNAL OF NEUROSCIENCE, vol. 27, 2007, pages 8190 - 8201
BIOCHIMICA ET BIOPHYSICA ACTA, vol. 1866, 2016, pages 37 - 50
CANCER DISCOVERY, vol. 5, 2015, pages 25 - 34
CLINICAL & TRANSLATIONAL ONCOLOGY, vol. 18, 2016, pages 599 - 607
JOURNAL OF PROTEOME RESEARCH, vol. 7, 2008, pages 1932 - 1944
NATURE REVIEWS CANCER, vol. 3, 2003, pages 203 - 216
JORUNAL OF ALZHEIMER'S DISEASE, vol. 40, 2014, pages 605 - 617
EXPERT REVIEW OF RESPIRATORY MEDICINE, vol. 4, 2010, pages 395 - 411
CURRENT OPININ IN PULMONARY MEDICINE, vol. 7, 2001, pages 1 - 7
GUT, vol. 46, 2000, pages 670 - 678
ACTA DERMATO-VENEREOLOGICA, vol. 95, 2015, pages 542 - 548
CYTOKINE, vol. 20, 2002, pages 136 - 139
PROGRESS IN BRAIN RESEARCH, vol. 146, 2004, pages 415 - 432
H. BUNDGAARD: "Design of Prodrugs", 1985, ELSEVIER
RICHARD C. LAROCK ET AL.: "Comprehensive Organic Transformations", October 1999, WILEY-VCH
GREENE ET AL.: "Protective Groups in Organic Synthesis", 2007, JOHN WILEY & SONS
JOUNAL OF ORGANIC CHEMISTRY, vol. 70, no. 18, 2005, pages 6960 - 6963
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, vol. 21, no. 10, 2011, pages 2980 - 2985
MEDICINAL CHEMISTRY, vol. 8, no. 2, 2012, pages 151 - 162
JOUNAL OF MEDICINAL CHEMISTRY, vol. 53, no. 15, 2010, pages 5639 - 5655
"Jikken Kagaku Koza", vol. 26, 1992, MARUZEN, article "Organic Synthesis VIII, Asymmetric Synthesis, Reduction, Saccharide, and Labeled Compound", pages: 159 - 19,59-72
SYNTHETIC COMMUNICATIONS, vol. 31, no. 14, 2001, pages 2177 - 2183
CHEMICAL & PHARMACEUTICAL BULLETIN, vol. 29, no. 5, 1981, pages 1475 - 1478
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 109, no. 24, 1987, pages 7488 - 7494
TETRAHEDRON LETTERS, vol. 54, no. 32, 2013, pages 4330 - 4332
CHEMISTRY LETTERS, vol. 70, no. 10, 2013, pages 1042 - 1043
JOURNAL OF THE CHEMICAL SOCIETY, PERKIN TRANSACTIONS 1: ORGANIC AND BIO-ORGANIC CHEMISTRY, vol. 1972-1999, no. 11, 1983, pages 2807 - 2810
JIKKEN KAGAKU KOZA: "Synthesis of Organic Compound, VI, -Organic Synthesis Using Metal", vol. 18, 2004, MARUZEN, pages: 327 - 352
JOURNAL OF MEDICINAL CHEMISTRY, vol. 48, no. 20, 2005, pages 6326 - 6339
YUKI GOSEI KAGAKU, vol. 21, no. 11, 1963, pages 870 - 887
SYNTHESIS, vol. 12, 1989, pages 949 - 950
JOUNAL OF ORGANIC CHEMISTRY, vol. 55, no. 2, 1990, pages 738 - 741
JOUNAL OF AMERICAN CHEMICAL SOCIETY, vol. 134, no. 47, 2012, pages 19366 - 19369
TETRAHEDRON LETTERS, vol. 37, no. 21, 1996, pages 3617 - 3618
BIOORGANIC & MEDICINAL CHEMISTRY, vol. 22, no. 9, 2014, pages 2783 - 2790
JOURNAL OF NEUROSCIENCE METHODS, vol. 53, 1994, pages 55 - 63
CHEMICAL ABSTRACTS, Columbus, Ohio, US; abstract no. 1805595-78-1
See also references of EP 3617195A4
KINBARA ET AL.: "Probability of spontaneously resolvable conglomerates for racemic acid/racemic amine salts predicted on the basis of the results of diastereomeric resolutions", TETRAHEDERON: ASYMMETRY, vol. 12, no. 21, 2001, pages 2927 - 2930, XP004331580
HIGASHIJIMA ET AL.: "cis-1-Amino-1,2,3,4-tetrahydro-2-naphthalenol: resolution and application to the catalytic enantioselective reduction of ketones", TETRAHEDERON: ASYMMETRY, vol. 8, no. 18, 1997, pages 3107 - 3110, XP004090520, ISSN: 0957-4166
GUCHHAIT ET AL.: "A reaction of 1,2-diamines and aldehydes with silyl cyanide as cyanide pronucleophile to access 2-aminopyrazines and 2-aminoquinoxalines", RSC ADVANCES, vol. 6, no. 61, 6 June 2016 (2016-06-06), pages 56056 - 56063, XP055533868
CURRENT OPINION IN NEUROBIOLOGY, vol. 11, 2001, pages 272 - 280
JOURNAL OF PAIN RESEARCH, vol. 9, 2016, pages 373 - 383
JOURNAL OF NEUROCHEMISTRY, vol. 124, 2013, pages 276 - 289
CELL, vol. 76, 1994, pages 1001 - 1011
THE FASEB JOURNAL, vol. 8, 1994, pages 738 - 744
ARTHRITIS RESEARCH & THERAPY, vol. 18, 2016, pages 97
JOURNAL OF ORTHOPAEDIC RESEARCH, vol. 33, 2015, pages 1235 - 1241
PAIN, vol. 138, 2008, pages 47 - 60
THE JOURNAL OF NEUROSCIENCE, vol. 27, 2007, pages 8190 - 8201
BIOCHIMICA ET BIOPHYSICA ACTA, vol. 1866, 2016, pages 37 - 50
CANCER DISCOVERY, vol. 5, 2015, pages 25 - 34
CLINICAL & TRANSLATIONAL ONCOLOGY, vol. 18, 2016, pages 599 - 607
JOURNAL OF PROTEOME RESEARCH, vol. 7, 2008, pages 1932 - 1944
NATURE REVIEWS CANCER, vol. 3, 2003, pages 203 - 216
JORUNAL OF ALZHEIMER'S DISEASE, vol. 40, 2014, pages 605 - 617
EXPERT REVIEW OF RESPIRATORY MEDICINE, vol. 4, 2010, pages 395 - 411
CURRENT OPININ IN PULMONARY MEDICINE, vol. 7, 2001, pages 1 - 7
GUT, vol. 46, 2000, pages 670 - 678
ACTA DERMATO-VENEREOLOGICA, vol. 95, 2015, pages 542 - 548
CYTOKINE, vol. 20, 2002, pages 136 - 139
PROGRESS IN BRAIN RESEARCH, vol. 146, 2004, pages 415 - 432
H. BUNDGAARD: "Design of Prodrugs", 1985, ELSEVIER
RICHARD C. LAROCK ET AL.: "Comprehensive Organic Transformations", October 1999, WILEY-VCH
GREENE ET AL.: "Protective Groups in Organic Synthesis", 2007, JOHN WILEY & SONS
JOUNAL OF ORGANIC CHEMISTRY, vol. 70, no. 18, 2005, pages 6960 - 6963
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, vol. 21, no. 10, 2011, pages 2980 - 2985
MEDICINAL CHEMISTRY, vol. 8, no. 2, 2012, pages 151 - 162
JOUNAL OF MEDICINAL CHEMISTRY, vol. 53, no. 15, 2010, pages 5639 - 5655
"Jikken Kagaku Koza", vol. 26, 1992, MARUZEN, article "Organic Synthesis VIII, Asymmetric Synthesis, Reduction, Saccharide, and Labeled Compound", pages: 159 - 19,59-72
SYNTHETIC COMMUNICATIONS, vol. 31, no. 14, 2001, pages 2177 - 2183
CHEMICAL & PHARMACEUTICAL BULLETIN, vol. 29, no. 5, 1981, pages 1475 - 1478
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 109, no. 24, 1987, pages 7488 - 7494
TETRAHEDRON LETTERS, vol. 54, no. 32, 2013, pages 4330 - 4332
CHEMISTRY LETTERS, vol. 70, no. 10, 2013, pages 1042 - 1043
JOURNAL OF THE CHEMICAL SOCIETY, PERKIN TRANSACTIONS 1: ORGANIC AND BIO-ORGANIC CHEMISTRY, vol. 1972-1999, no. 11, 1983, pages 2807 - 2810
JIKKEN KAGAKU KOZA: "Synthesis of Organic Compound, VI, -Organic Synthesis Using Metal", vol. 18, 2004, MARUZEN, pages: 327 - 352
JOURNAL OF MEDICINAL CHEMISTRY, vol. 48, no. 20, 2005, pages 6326 - 6339
YUKI GOSEI KAGAKU, vol. 21, no. 11, 1963, pages 870 - 887
SYNTHESIS, vol. 12, 1989, pages 949 - 950
JOUNAL OF ORGANIC CHEMISTRY, vol. 55, no. 2, 1990, pages 738 - 741
JOUNAL OF AMERICAN CHEMICAL SOCIETY, vol. 134, no. 47, 2012, pages 19366 - 19369
TETRAHEDRON LETTERS, vol. 37, no. 21, 1996, pages 3617 - 3618
BIOORGANIC & MEDICINAL CHEMISTRY, vol. 22, no. 9, 2014, pages 2783 - 2790
JOURNAL OF NEUROSCIENCE METHODS, vol. 53, 1994, pages 55 - 63
CHEMICAL ABSTRACTS, Columbus, Ohio, US; abstract no. 1805595-78-1
See also references of EP 3617195A4
Attorney, Agent or Firm:
TANAKA Shinichiro et al. (JP)
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