Title:
CYCLOPENTANONE DERIVATIVES, METHOD OF SYNTHESIS AND USES THEREOF
Document Type and Number:
WIPO Patent Application WO/2008/080988
Kind Code:
A3
Abstract:
The present invention relates to cyclopentanone derivatives of formula (I), their method of synthesis and uses thereof. Also, the present invention relates to the use of cyclopentanone derivatives of formula (Ia). Concretely, the compounds disclosed have proved to be inhibitors of glycogen synthase kinase 3β, GSK-3 β, which is known to be involved in different disease and conditions, such as Alzheimer's disease or non-insulin dependent diabetes mellitus. The present invention also relates to pharmaceutical compositions comprising the same. Further, the present invention is directed to the use of the compounds in the manufacture of a medicament for the treatment and/or prevention of a GSK-3 mediated disease or condition.
Inventors:
MARTINEZ GIL ANA (ES)
MEDINA PADILLA MIGUEL (ES)
CASTRO MORERA ANA (ES)
ALONSO CASCON MERCEDES (ES)
GOMEZ PACIOS GENEROSA (ES)
PEREZ VAZQUEZ MANUEL (ES)
PEREZ FERNANDEZ DANIEL IGNACIO (ES)
FALL DIOP YAGAMARE (ES)
HERRERO SANTOS SUSANA (ES)
MARTIN APARICIO ESTER (ES)
FUERTES HUERTA ANA (ES)
DEL MONTE MILLAN MARIA (ES)
NAVARRO RICO MARIA LUISA (ES)
PEREZ PUERTO MARIA JOSE (ES)
MEDINA PADILLA MIGUEL (ES)
CASTRO MORERA ANA (ES)
ALONSO CASCON MERCEDES (ES)
GOMEZ PACIOS GENEROSA (ES)
PEREZ VAZQUEZ MANUEL (ES)
PEREZ FERNANDEZ DANIEL IGNACIO (ES)
FALL DIOP YAGAMARE (ES)
HERRERO SANTOS SUSANA (ES)
MARTIN APARICIO ESTER (ES)
FUERTES HUERTA ANA (ES)
DEL MONTE MILLAN MARIA (ES)
NAVARRO RICO MARIA LUISA (ES)
PEREZ PUERTO MARIA JOSE (ES)
Application Number:
PCT/EP2007/064640
Publication Date:
April 21, 2011
Filing Date:
December 28, 2007
Export Citation:
Assignee:
NEUROPHARMA SA (ES)
MARTINEZ GIL ANA (ES)
MEDINA PADILLA MIGUEL (ES)
CASTRO MORERA ANA (ES)
ALONSO CASCON MERCEDES (ES)
GOMEZ PACIOS GENEROSA (ES)
PEREZ VAZQUEZ MANUEL (ES)
PEREZ FERNANDEZ DANIEL IGNACIO (ES)
FALL DIOP YAGAMARE (ES)
HERRERO SANTOS SUSANA (ES)
MARTIN APARICIO ESTER (ES)
FUERTES HUERTA ANA (ES)
DEL MONTE MILLAN MARIA (ES)
NAVARRO RICO MARIA LUISA (ES)
PEREZ PUERTO MARIA JOSE (ES)
MARTINEZ GIL ANA (ES)
MEDINA PADILLA MIGUEL (ES)
CASTRO MORERA ANA (ES)
ALONSO CASCON MERCEDES (ES)
GOMEZ PACIOS GENEROSA (ES)
PEREZ VAZQUEZ MANUEL (ES)
PEREZ FERNANDEZ DANIEL IGNACIO (ES)
FALL DIOP YAGAMARE (ES)
HERRERO SANTOS SUSANA (ES)
MARTIN APARICIO ESTER (ES)
FUERTES HUERTA ANA (ES)
DEL MONTE MILLAN MARIA (ES)
NAVARRO RICO MARIA LUISA (ES)
PEREZ PUERTO MARIA JOSE (ES)
International Classes:
C07D307/58; A61K31/341; A61P3/10; A61P25/24; A61P25/28; C07D307/60; C07D307/62; C07D307/66; C07D333/32; C07D405/04; C07D407/04; C07D407/06; C07F7/18
Domestic Patent References:
| WO2002070499A2 | 2002-09-12 | |||
| WO2005054221A1 | 2005-06-16 | |||
| WO1995032194A1 | 1995-11-30 |
Foreign References:
| EP0694302A1 | 1996-01-31 | |||
| EP0086554A1 | 1983-08-24 |
Other References:
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G. PAOLISSO ET AL, JOURNAL OF THE AMERICAN COLLEGE OF NUTRITION, vol. 14, no. 4, 1995, pages 387 - 392, XP008080488
S. UESATO ET AL, CANCER LETTERS, vol. 166, no. 2, 2001, pages 143 - 146, XP002247919
DATABASE CAPLUS CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; XP002235880, retrieved from STN Database accession no. 1966:429695
P. LO NOSTRO ET AL, LANGMUIR, vol. 16, no. 4, 2000, pages 1744 - 1750, XP002438591
DATABASE CAPLUS CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; XP002439694, retrieved from STN Database accession no. 2004:1026266
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S.C.M. FELL ET AL, J. CHEM. SOC., CHEM. COMM., no. 2, 1979, pages 81 - 82, XP000573813
R.H. SCHLESSINGER ET AL, TETRAHEDRON LETT., vol. 29, no. 13, 1988, pages 1489 - 1492, XP002438592
K. NISHIDE ET AL, TETRAHEDRON, vol. 50, no. 28, 1994, pages 8337 - 8346, XP009071597
DATABASE CAPLUS CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; XP002439696, retrieved from STN Database accession no. 1989:23601
DATABASE CAPLUS CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; XP002439697, retrieved from STN Database accession no. 2003:896593
J. GAWRONSKI ET AL, CHIRALITY, vol. 16, no. 7, 2004, pages 405 - 413, XP002438593
P. KIM ET AL, TETRAHEDRON LETT., vol. 47, no. 20, 2006, pages 3447 - 3451, XP005422512
K.H. CHEMNITIUS, ARZNEIMITTEL-FORSCHUNG, vol. 11, 1961, pages 277 - 283, XP008080518
B. REICHERT ET AL, ARCHIV DER PHARMAZIE, vol. 291, 1958, pages 100 - 105, XP008080493
E.M. BECCALLI ET AL, SYNH. COMM., vol. 30, no. 4, 2000, pages 629 - 641, XP001005571
J. UENISHI ET AL, CHEM. PHARM. BULL., vol. 46, no. 7, 1998, pages 1090 - 1093, XP008080552
S.M. JONES ET AL, BIOORGANIC & MEDICINAL CHEMISTRY, vol. 12, no. 4, 2004, pages 683 - 692, XP002993398
T. YAMADA ET AL, J. CHEM. SOC., CHEM. COMM., no. 17, 1980, pages 838 - 839, XP008080520
H.-D. STACHEL ET AL, TETRAHEDRON, vol. 49, no. 22, 1993, pages 4871 - 4880, XP002439529
K. TAKABE ET AL, J. CHEM. SOC., PERKIN TRANS. I, no. 4, 2002, pages 500 - 502, XP002439530
A. SCHNEDLER WENGEL ET AL, TETRAHEDRON, vol. 35, no. 18, 1979, pages 2181 - 2185, XP002439648
DATABASE CAPLUS [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; XP002613349, retrieved from STN Database accession no. 2003:211432
G. PAOLISSO ET AL, JOURNAL OF THE AMERICAN COLLEGE OF NUTRITION, vol. 14, no. 4, 1995, pages 387 - 392, XP008080488
S. UESATO ET AL, CANCER LETTERS, vol. 166, no. 2, 2001, pages 143 - 146, XP002247919
DATABASE CAPLUS CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; XP002235880, retrieved from STN Database accession no. 1966:429695
P. LO NOSTRO ET AL, LANGMUIR, vol. 16, no. 4, 2000, pages 1744 - 1750, XP002438591
DATABASE CAPLUS CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; XP002439694, retrieved from STN Database accession no. 2004:1026266
DATABASE CAPLUS CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; XP002439695, retrieved from STN Database accession no. 1993:158045
S.C.M. FELL ET AL, J. CHEM. SOC., CHEM. COMM., no. 2, 1979, pages 81 - 82, XP000573813
R.H. SCHLESSINGER ET AL, TETRAHEDRON LETT., vol. 29, no. 13, 1988, pages 1489 - 1492, XP002438592
K. NISHIDE ET AL, TETRAHEDRON, vol. 50, no. 28, 1994, pages 8337 - 8346, XP009071597
DATABASE CAPLUS CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; XP002439696, retrieved from STN Database accession no. 1989:23601
DATABASE CAPLUS CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; XP002439697, retrieved from STN Database accession no. 2003:896593
J. GAWRONSKI ET AL, CHIRALITY, vol. 16, no. 7, 2004, pages 405 - 413, XP002438593
P. KIM ET AL, TETRAHEDRON LETT., vol. 47, no. 20, 2006, pages 3447 - 3451, XP005422512
K.H. CHEMNITIUS, ARZNEIMITTEL-FORSCHUNG, vol. 11, 1961, pages 277 - 283, XP008080518
B. REICHERT ET AL, ARCHIV DER PHARMAZIE, vol. 291, 1958, pages 100 - 105, XP008080493
E.M. BECCALLI ET AL, SYNH. COMM., vol. 30, no. 4, 2000, pages 629 - 641, XP001005571
J. UENISHI ET AL, CHEM. PHARM. BULL., vol. 46, no. 7, 1998, pages 1090 - 1093, XP008080552
S.M. JONES ET AL, BIOORGANIC & MEDICINAL CHEMISTRY, vol. 12, no. 4, 2004, pages 683 - 692, XP002993398
T. YAMADA ET AL, J. CHEM. SOC., CHEM. COMM., no. 17, 1980, pages 838 - 839, XP008080520
H.-D. STACHEL ET AL, TETRAHEDRON, vol. 49, no. 22, 1993, pages 4871 - 4880, XP002439529
K. TAKABE ET AL, J. CHEM. SOC., PERKIN TRANS. I, no. 4, 2002, pages 500 - 502, XP002439530
A. SCHNEDLER WENGEL ET AL, TETRAHEDRON, vol. 35, no. 18, 1979, pages 2181 - 2185, XP002439648
DATABASE CAPLUS [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; XP002613349, retrieved from STN Database accession no. 2003:211432
Attorney, Agent or Firm:
BERNARDO NORIEGA, Francisco (S.L.Avenida de Burgos, 16, Edificio Euromor Madrid, ES)
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