Title:
ANALOGUES OF CONGO RED AND EVALUATION OF THEIR ANTI-PRION ACTIVITY
Document Type and Number:
WIPO Patent Application WO2005085189
Kind Code:
A3
Abstract:
The present invention relates to compounds of formula (I), or pharmaceutically acceptable salts thereof, wherein X is selected from (II) and (III), Y is selected from SO2NH, CONH, CH=N, CH2NH and CH=CH; R<1-5 >are each independently selected from H, OH, OR<6>, CO2H, C02R<7>, NO2, CN CONR<8>R<9>, CONHR<10>, CO2(CH2)nCO2R<11>, CO2(CH2)mO(CO)R<12>, CO2CHR<13>COR<14>, CONH(CH2)pCO2R<15>, CONH(CH2)qO(CO)R<16>, CONHCHRCOR<18>; R<6-18 >are each independently hydrocarbyl; n, m, p and q are each independently 1, 2, 3 or 4; with the proviso that when X is phenyl, Y is CH=CH, R<3> is OH and R<1>, R<4> and R<5> are H, R<2> is other than COON. Further aspects of the invention relate to the use of such compounds in the preparation of a medicament for the treatment or prevention of transmissible spongiform encephalopathies (TSEs), and pharmaceutical compositions comprising the same.
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Inventors:
GILBERT IAN (GB)
SELLARAJAH SHANE (GB)
SELLARAJAH SHANE (GB)
Application Number:
PCT/GB2005/000808
Publication Date:
December 29, 2005
Filing Date:
March 03, 2005
Export Citation:
Assignee:
MEDICAL RES COUNCIL (GB)
GILBERT IAN (GB)
SELLARAJAH SHANE (GB)
GILBERT IAN (GB)
SELLARAJAH SHANE (GB)
International Classes:
C07C39/215; C07C65/19; C07C211/51; C07C215/74; C07C229/60; C07C233/64; C07C233/75; C07C249/02; C07C251/24; C07C255/58; C07C311/21; (IPC1-7): C07C311/21; A61K31/167; A61K31/18; A61K31/192; A61K31/275; C07C39/23; C07C65/19; C07C211/51; C07C233/64; C07C249/02; C07C255/58
Domestic Patent References:
| WO1999024394A2 | 1999-05-20 | |||
| WO1998047969A1 | 1998-10-29 |
Foreign References:
| CH566420B5 | 1975-09-15 | |||
| US3755446A | 1973-08-28 | |||
| US20020013256A1 | 2002-01-31 | |||
| US3330865A | 1967-07-11 | |||
| GB913735A | 1962-12-28 | |||
| US3809707A | 1974-05-07 | |||
| US3076020A | 1963-01-29 |
Other References:
DATABASE CROSSFIRE BEILSTEIN BEILSTEIN INSTITUT ZUR FÖRDERUNG DER CHEMISCHEN WISSENSCHAFTEN, FRANKFURT AM MAIN, DE; XP002331580, Database accession no. N°2628607
DATABASE CROSSFIRE BEILSTEIN BEILSTEIN INSTITUT ZUR FÖRDERUNG DER CHEMISCHEN WISSENSCHAFTEN, FRANKFURT AM MAIN, DE; XP002331581, Database accession no. N°2824919
DATABASE CROSSFIRE BEILSTEIN BEILSTEIN INSTITUT ZUR FÖRDERUNG DER CHEMISCHEN WISSENSCHAFTEN, FRANKFURT AM MAIN, DE; XP002331582, Database accession no. N°2798809
DATABASE CROSSFIRE BEILSTEIN BEILSTEIN INSTITUT ZUR FÖRDERUNG DER CHEMISCHEN WISSENSCHAFTEN, FRANKFURT AM MAIN, DE; XP002331583, Database accession no. N°2926944
DATABASE CROSSFIRE BEILSTEIN BEILSTEIN INSTITUT ZUR FÖRDERUNG DER CHEMISCHEN WISSENSCHAFTEN, FRANKFURT AM MAIN, DE; XP002331584, Database accession no. N°2824179
DATABASE CROSSFIRE BEILSTEIN BEILSTEIN INSTITUT ZUR FÖRDERUNG DER CHEMISCHEN WISSENSCHAFTEN, FRANKFURT AM MAIN, DE; XP002331585, Database accession no. N°2706449
DATABASE CROSSFIRE BEILSTEIN BEILSTEIN INSTITUT ZUR FÖRDERUNG DER CHEMISCHEN WISSENSCHAFTEN, FRANKFURT AM MAIN, DE; XP002331586, Database accession no. N°3041716
DATABASE CROSSFIRE BEILSTEIN BEILSTEIN INSTITUT ZUR FÖRDERUNG DER CHEMISCHEN WISSENSCHAFTEN, FRANKFURT AM MAIN, DE; XP002331587, Database accession no. N°3391887
S.SELLARAJAH ET AL.: "Synthesis of analogues of congo red and evaluation of their anti-prion activity", J.MED.CHEM., vol. 47, 2004, pages 5515 - 5534, XP002331579
DATABASE CROSSFIRE BEILSTEIN BEILSTEIN INSTITUT ZUR FÖRDERUNG DER CHEMISCHEN WISSENSCHAFTEN, FRANKFURT AM MAIN, DE; XP002343480, Database accession no. 3012891
DATABASE CROSSFIRE BEILSTEIN BEILSTEIN INSTITUT ZUR FÖRDERUNG DER CHEMISCHEN WISSENSCHAFTEN, FRANKFURT AM MAIN, DE; XP002343481, Database accession no. 2919852
DATABASE CROSSFIRE BEILSTEIN BEILSTEIN INSTITUT ZUR FÖRDERUNG DER CHEMISCHEN WISSENSCHAFTEN, FRANKFURT AM MAIN, DE; XP002343482, Database accession no. 2820803
DATABASE CROSSFIRE BEILSTEIN BEILSTEIN INSTITUT ZUR FÖRDERUNG DER CHEMISCHEN WISSENSCHAFTEN, FRANKFURT AM MAIN, DE; XP002343483, Database accession no. 2886983
DATABASE CROSSFIRE BEILSTEIN BEILSTEIN INSTITUT ZUR FÖRDERUNG DER CHEMISCHEN WISSENSCHAFTEN, FRANKFURT AM MAIN, DE; XP002343484, Database accession no. 1989159
DATABASE CROSSFIRE BEILSTEIN BEILSTEIN INSTITUT ZUR FÖRDERUNG DER CHEMISCHEN WISSENSCHAFTEN, FRANKFURT AM MAIN, DE; XP002343485, Database accession no. 2922758
N.NEAMATI ET AL.: "Depsides and depsidones as inhibitors of HIV-1 Integrase: discovery of novel inhibitors through 3D database searching.", J.MED.CHEM., vol. 40, 1997, pages 942 - 951, XP002343225
DATABASE CROSSFIRE BEILSTEIN BEILSTEIN INSTITUT ZUR FÖRDERUNG DER CHEMISCHEN WISSENSCHAFTEN, FRANKFURT AM MAIN, DE; XP002331581, Database accession no. N°2824919
DATABASE CROSSFIRE BEILSTEIN BEILSTEIN INSTITUT ZUR FÖRDERUNG DER CHEMISCHEN WISSENSCHAFTEN, FRANKFURT AM MAIN, DE; XP002331582, Database accession no. N°2798809
DATABASE CROSSFIRE BEILSTEIN BEILSTEIN INSTITUT ZUR FÖRDERUNG DER CHEMISCHEN WISSENSCHAFTEN, FRANKFURT AM MAIN, DE; XP002331583, Database accession no. N°2926944
DATABASE CROSSFIRE BEILSTEIN BEILSTEIN INSTITUT ZUR FÖRDERUNG DER CHEMISCHEN WISSENSCHAFTEN, FRANKFURT AM MAIN, DE; XP002331584, Database accession no. N°2824179
DATABASE CROSSFIRE BEILSTEIN BEILSTEIN INSTITUT ZUR FÖRDERUNG DER CHEMISCHEN WISSENSCHAFTEN, FRANKFURT AM MAIN, DE; XP002331585, Database accession no. N°2706449
DATABASE CROSSFIRE BEILSTEIN BEILSTEIN INSTITUT ZUR FÖRDERUNG DER CHEMISCHEN WISSENSCHAFTEN, FRANKFURT AM MAIN, DE; XP002331586, Database accession no. N°3041716
DATABASE CROSSFIRE BEILSTEIN BEILSTEIN INSTITUT ZUR FÖRDERUNG DER CHEMISCHEN WISSENSCHAFTEN, FRANKFURT AM MAIN, DE; XP002331587, Database accession no. N°3391887
S.SELLARAJAH ET AL.: "Synthesis of analogues of congo red and evaluation of their anti-prion activity", J.MED.CHEM., vol. 47, 2004, pages 5515 - 5534, XP002331579
DATABASE CROSSFIRE BEILSTEIN BEILSTEIN INSTITUT ZUR FÖRDERUNG DER CHEMISCHEN WISSENSCHAFTEN, FRANKFURT AM MAIN, DE; XP002343480, Database accession no. 3012891
DATABASE CROSSFIRE BEILSTEIN BEILSTEIN INSTITUT ZUR FÖRDERUNG DER CHEMISCHEN WISSENSCHAFTEN, FRANKFURT AM MAIN, DE; XP002343481, Database accession no. 2919852
DATABASE CROSSFIRE BEILSTEIN BEILSTEIN INSTITUT ZUR FÖRDERUNG DER CHEMISCHEN WISSENSCHAFTEN, FRANKFURT AM MAIN, DE; XP002343482, Database accession no. 2820803
DATABASE CROSSFIRE BEILSTEIN BEILSTEIN INSTITUT ZUR FÖRDERUNG DER CHEMISCHEN WISSENSCHAFTEN, FRANKFURT AM MAIN, DE; XP002343483, Database accession no. 2886983
DATABASE CROSSFIRE BEILSTEIN BEILSTEIN INSTITUT ZUR FÖRDERUNG DER CHEMISCHEN WISSENSCHAFTEN, FRANKFURT AM MAIN, DE; XP002343484, Database accession no. 1989159
DATABASE CROSSFIRE BEILSTEIN BEILSTEIN INSTITUT ZUR FÖRDERUNG DER CHEMISCHEN WISSENSCHAFTEN, FRANKFURT AM MAIN, DE; XP002343485, Database accession no. 2922758
N.NEAMATI ET AL.: "Depsides and depsidones as inhibitors of HIV-1 Integrase: discovery of novel inhibitors through 3D database searching.", J.MED.CHEM., vol. 40, 1997, pages 942 - 951, XP002343225
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