Title:
PREPARATION AND USES OF REACTIVE OXYGEN SPECIES SCAVENGER DERIVATIVES
Document Type and Number:
WIPO Patent Application WO/2019/033330
Kind Code:
A1
Abstract:
Compounds of Formula (I) a or (I) b: including certain quinone derivatives, and the corresponding pharmaceutical compositions, which may serve to modulate ferroptosis in a subject. Also disclosed herein are the preparations of these compounds and pharmaceutical compositions and their potential uses in the manufacture of a medicament in reducing reactive oxygen species (ROS) in a cell and for preventing, treating, ameliorating certain related disorder or a disease.
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Inventors:
XIANG JIA-NING (CN)
QI ZUDE (CN)
NING DEZHENG (CN)
LIU XIANBO (CN)
QI ZUDE (CN)
NING DEZHENG (CN)
LIU XIANBO (CN)
Application Number:
PCT/CN2017/097805
Publication Date:
February 21, 2019
Filing Date:
August 17, 2017
Export Citation:
Assignee:
XW LAB INC (GB)
XW LAB INC (GB)
XW LAB INC (GB)
International Classes:
C07D207/08; A61K31/40; A61K31/435; A61K31/495; A61K31/497; A61P3/00; A61P9/00; C07D401/02; C07D403/02
Domestic Patent References:
WO1997015190A1 | 1997-05-01 | |||
WO2011052950A2 | 2011-05-05 | |||
WO2013152039A1 | 2013-10-10 | |||
WO2004070054A2 | 2004-08-19 | |||
WO2012112851A2 | 2012-08-23 |
Foreign References:
US5798377A | 1998-08-25 | |||
US20160297748A1 | 2016-10-13 | |||
JPH0439A | 1992-01-06 | |||
US4328245A | 1982-05-04 | |||
US4409239A | 1983-10-11 | |||
US4410545A | 1983-10-18 | |||
US6350458B1 | 2002-02-26 | |||
US7528174B2 | 2009-05-05 | |||
US20070161573A1 | 2007-07-12 | |||
US20090042808A1 | 2009-02-12 |
Other References:
J. CELL SCI., vol. 108, 1995, pages 2897
CANCER RESEARCH, vol. 57, 1997, pages 3375
A. GENNARO: "Remington's Pharmaceutical Sciences", 1990, MACK PUBLISHING COMPANY
JOURNAL OF ORGANIC CHEMISTRY, vol. 59, 1994, pages 1139 - 1148
THOMAS SORRELL: "Organic Chemistry", 1999, SAUSALITO
JOURNAL OF PHARMACOLOGY AND EXPERIMENTAL THERAPEUTICS,, vol. 320, 2007, pages 1050 - 1060
BODOR, ADV. DRUG RES., vol. 13, 1984, pages 255 - 331
JACQUES ET AL.: "Enantiomers, Racemates and Resolutions", 1981, WILEY INTERSCIENCE
JOURNAL OF ORGANIC CHEMISTRY, vol. 77, 2012, pages 6358 - 6364
ELIEL, E.L.: "Stereochemistry of Carbon Compounds", 1962, MCGRAW-HILL
WILEN, S.H.: "Tables of Resolving Agents and Optical Resolutions", 1972, UNIV. OF NOTRE DAME PRESS, pages: 268
P. STAHL ET AL.: "Handbook of Pharmaceutical Salts. Properties, Selection and Use", 2002, WILEY-VCH
S. BERGE ET AL., JOURNAL OF PHARMACEUTICAL SCIENCES, vol. 66, no. 1, 1977, pages 1 - 19
P. GOULD, INTERNATIONAL J. OF PHARMACEUTICS, vol. 33, 1986, pages 201 - 217
INTERNATIONAL JOURNAL OF PEPTIDE AND PROTEIN RESEARCH, vol. 47, 1996, pages 460 - 466
M. CAIRA ET AL., J. PHARMACEUTICAL SCI, vol. 93, no. 3, 2004, pages 601 - 611
E. C. VAN TONDER ET AL., AAPS PHARMSCITECH., vol. 5, no. 1, 2004
A. L. BINGHAM ET AL., CHEM. COMMUN., 2001, pages 603 - 604
BERTOLINI ET AL., J. MED. CHEM., vol. 40, 1997, pages 2011 - 2016
SHAN ET AL., J. PHARM. SCI., vol. 86, no. 7, 1997, pages 765 - 767
BAGSHAWE, DRUG DEV. RES., vol. 34, 1995, pages 220 - 230
BUNDGAARD: "Design of Prodrugs", 1985, ELSEVIER PRESS
LARSEN ET AL.: "Design and Application of Prodrugs, Drug Design and Development", 1991, HARWOOD ACADEMIC PUBLISHERS
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 127, 2005, pages 12460 - 12461
"Encyclopedia of Pharmaceutical Technology", 1988, MARCEL DEKKER
PHARMACEUTICAL RESEARCH, vol. 3, no. 6, 1986, pages 318
KARL F. BLOMBRIAN GLASSRICHARD SPARKSNDREW P. COMBS: "Preparative LC -MS Purification: Improved Compound Specific Method Optimization", J. COMBI. CHEM., vol. 6, no. 6, 2004, pages 874 - 883
ORGANIC LETTER, vol. 13, 2011, pages 2318 2321 - 2321
JOURNAL OF ORGANIC CHEMISTRY, vol. 75, 2010, pages 941 - 944
ORGANIC PROCESS RESEARCH & DEVELOPMENT, vol. 14, 2010, pages 441 - 458
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, vol. 66, 1993, pages 3113 - 3115
ACS CENTRAL SCIENCE, vol. 2, no. 9, 2016, pages 653 - 659
JOURNAL OF MEDICINAL CHEMISTRY, 1986, pages 959 - 971
JOURNAL OF MEDICINAL CHEMISTRY, vol. 27, 1984, pages 1351 - 1354
JOURNAL OF ORGANIC CHEMISTRY, vol. 69, 2004, pages 7851 - 7859
See also references of EP 3668837A4
CANCER RESEARCH, vol. 57, 1997, pages 3375
A. GENNARO: "Remington's Pharmaceutical Sciences", 1990, MACK PUBLISHING COMPANY
JOURNAL OF ORGANIC CHEMISTRY, vol. 59, 1994, pages 1139 - 1148
THOMAS SORRELL: "Organic Chemistry", 1999, SAUSALITO
JOURNAL OF PHARMACOLOGY AND EXPERIMENTAL THERAPEUTICS,, vol. 320, 2007, pages 1050 - 1060
BODOR, ADV. DRUG RES., vol. 13, 1984, pages 255 - 331
JACQUES ET AL.: "Enantiomers, Racemates and Resolutions", 1981, WILEY INTERSCIENCE
JOURNAL OF ORGANIC CHEMISTRY, vol. 77, 2012, pages 6358 - 6364
ELIEL, E.L.: "Stereochemistry of Carbon Compounds", 1962, MCGRAW-HILL
WILEN, S.H.: "Tables of Resolving Agents and Optical Resolutions", 1972, UNIV. OF NOTRE DAME PRESS, pages: 268
P. STAHL ET AL.: "Handbook of Pharmaceutical Salts. Properties, Selection and Use", 2002, WILEY-VCH
S. BERGE ET AL., JOURNAL OF PHARMACEUTICAL SCIENCES, vol. 66, no. 1, 1977, pages 1 - 19
P. GOULD, INTERNATIONAL J. OF PHARMACEUTICS, vol. 33, 1986, pages 201 - 217
INTERNATIONAL JOURNAL OF PEPTIDE AND PROTEIN RESEARCH, vol. 47, 1996, pages 460 - 466
M. CAIRA ET AL., J. PHARMACEUTICAL SCI, vol. 93, no. 3, 2004, pages 601 - 611
E. C. VAN TONDER ET AL., AAPS PHARMSCITECH., vol. 5, no. 1, 2004
A. L. BINGHAM ET AL., CHEM. COMMUN., 2001, pages 603 - 604
BERTOLINI ET AL., J. MED. CHEM., vol. 40, 1997, pages 2011 - 2016
SHAN ET AL., J. PHARM. SCI., vol. 86, no. 7, 1997, pages 765 - 767
BAGSHAWE, DRUG DEV. RES., vol. 34, 1995, pages 220 - 230
BUNDGAARD: "Design of Prodrugs", 1985, ELSEVIER PRESS
LARSEN ET AL.: "Design and Application of Prodrugs, Drug Design and Development", 1991, HARWOOD ACADEMIC PUBLISHERS
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 127, 2005, pages 12460 - 12461
"Encyclopedia of Pharmaceutical Technology", 1988, MARCEL DEKKER
PHARMACEUTICAL RESEARCH, vol. 3, no. 6, 1986, pages 318
KARL F. BLOMBRIAN GLASSRICHARD SPARKSNDREW P. COMBS: "Preparative LC -MS Purification: Improved Compound Specific Method Optimization", J. COMBI. CHEM., vol. 6, no. 6, 2004, pages 874 - 883
ORGANIC LETTER, vol. 13, 2011, pages 2318 2321 - 2321
JOURNAL OF ORGANIC CHEMISTRY, vol. 75, 2010, pages 941 - 944
ORGANIC PROCESS RESEARCH & DEVELOPMENT, vol. 14, 2010, pages 441 - 458
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, vol. 66, 1993, pages 3113 - 3115
ACS CENTRAL SCIENCE, vol. 2, no. 9, 2016, pages 653 - 659
JOURNAL OF MEDICINAL CHEMISTRY, 1986, pages 959 - 971
JOURNAL OF MEDICINAL CHEMISTRY, vol. 27, 1984, pages 1351 - 1354
JOURNAL OF ORGANIC CHEMISTRY, vol. 69, 2004, pages 7851 - 7859
See also references of EP 3668837A4
Attorney, Agent or Firm:
TSINGYIHUA INTELLECTUAL PROPERTY LLC (CN)
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