Title:
COMPOUNDS FOR THE TREATMENT OF HEPATITIS C
Document Type and Number:
WIPO Patent Application WO/2010/030538
Kind Code:
A3
Abstract:
The disclosure provides compounds of formula I, II, III, IV, and V, including their salts, as well as compositions and methods of using the compounds. The compounds have activity against hepatitis C virus (HCV) and may be useful in treating those infected with HCV.
Inventors:
PRACITTO RICHARD (US)
KADOW JOHN F (US)
BENDER JOHN A (US)
BENO BRETT R (US)
GRANT-YOUNG KATHARINE A (US)
HAN YING (US)
HEWAWASAM PIYASENA (US)
NICKEL ANDREW (US)
PARCELLA KYLE E (US)
YEUNG KAP-SUN (US)
CHUPAK LOUIS S (US)
KADOW JOHN F (US)
BENDER JOHN A (US)
BENO BRETT R (US)
GRANT-YOUNG KATHARINE A (US)
HAN YING (US)
HEWAWASAM PIYASENA (US)
NICKEL ANDREW (US)
PARCELLA KYLE E (US)
YEUNG KAP-SUN (US)
CHUPAK LOUIS S (US)
Application Number:
PCT/US2009/055648
Publication Date:
May 06, 2010
Filing Date:
September 02, 2009
Export Citation:
Assignee:
BRISTOL MYERS SQUIBB CO (US)
PRACITTO RICHARD (US)
KADOW JOHN F (US)
BENDER JOHN A (US)
BENO BRETT R (US)
GRANT-YOUNG KATHARINE A (US)
HAN YING (US)
HEWAWASAM PIYASENA (US)
NICKEL ANDREW (US)
PARCELLA KYLE E (US)
YEUNG KAP-SUN (US)
CHUPAK LOUIS S (US)
PRACITTO RICHARD (US)
KADOW JOHN F (US)
BENDER JOHN A (US)
BENO BRETT R (US)
GRANT-YOUNG KATHARINE A (US)
HAN YING (US)
HEWAWASAM PIYASENA (US)
NICKEL ANDREW (US)
PARCELLA KYLE E (US)
YEUNG KAP-SUN (US)
CHUPAK LOUIS S (US)
International Classes:
C07D209/42; A61K31/381; A61K31/4741; A61K31/4745; A61P31/14; C07D333/68; C07D471/04; C07D491/048
Domestic Patent References:
| WO2002016359A1 | 2002-02-28 | |||
| WO2002078701A1 | 2002-10-10 | |||
| WO2003097062A1 | 2003-11-27 | |||
| WO2005067900A2 | 2005-07-28 |
Foreign References:
| US20040162318A1 | 2004-08-19 | |||
| US20060189606A1 | 2006-08-24 | |||
| JP2008247878A | 2008-10-16 | |||
| EP0595150A1 | 1994-05-04 | |||
| EP1961745A1 | 2008-08-27 |
Other References:
CHEUNG M ET AL: "The identification of pyrazolo[1,5-a]pyridines as potent p38 kinase inhibitors", BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, PERGAMON, ELSEVIER SCIENCE, GB, vol. 18, no. 20, 12 September 2008 (2008-09-12), pages 5428 - 5430, XP025519157, ISSN: 0960-894X, [retrieved on 20080912]
ELSNER J ET AL: "Bicyclic melatonin receptor agonists containing a ring-junction nitrogen: Synthesis, biological evaluation, and molecular modeling of the putative bioactive conformation", BIOORGANIC & MEDICINAL CHEMISTRY, ELSEVIER SCIENCE LTD, GB, vol. 14, no. 6, 15 March 2006 (2006-03-15), pages 1949 - 1958, XP025133085, ISSN: 0968-0896, [retrieved on 20060315]
KAKEHI, AKIKAZU ET AL: "Preparation of new nitrogen-bridged heterocycles. XIV. Further investigation of the desulfurization and the rearrangement of pyrido[1,2-d]-1,3,4-thiadiazine intermediates", CHEMICAL & PHARMACEUTICAL BULLETIN , 35(1), 156-69 CODEN: CPBTAL; ISSN: 0009-2363, 1987, XP002554671
MIKI, YASUYOSHI ET AL: "Acid-catalyzed reactions of 3-(hydroxymethyl)- and 3-(1-hydroxyethyl)pyrazolo[1,5-a]pyridines", JOURNAL OF HETEROCYCLIC CHEMISTRY , 26(6), 1739-45 CODEN: JHTCAD; ISSN: 0022-152X, 1989, XP002554672
DATABASE CAPLUS [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; 1982, "Manufacture of pyrazolo[1,5-a]pyridine derivatives", XP002554673, retrieved from STN Database accession no. 1982:618041
DI CHIACCHIO, ANNA ET AL: "Research on heterocyclic compounds. Part 40. 2-Phenylimidazo[1,2-a]pyridine-3-carboxylic acid derivatives. Synthesis and anti-inflammatory activity", ARCHIV DER PHARMAZIE (WEINHEIM, GERMANY) , 331(9), 273-278 CODEN: ARPMAS; ISSN: 0365-6233, 1998, XP002571012
KATAGIRI, NOBUYA ET AL: "Studies of ketene and its derivatives. Part 119. Reactions of haloketenes with 2-arylideneaminopyridines", JOURNAL OF HETEROCYCLIC CHEMISTRY , 21(2), 407-12 CODEN: JHTCAD; ISSN: 0022-152X, 1984, XP002571013
ABIGNENTE E ET AL: "RESEARCH ON HETEROCYCLIC COMPOUNDS. XXIII. PHENYL DERIVATIVES OF FUSED IMIDAZOLE SYSTEMS", JOURNAL OF HETEROCYCLIC CHEMISTRY, WILEY-BLACKWELL PUBLISHING, INC, US, vol. 26, 1 November 1989 (1989-11-01), pages 1875 - 1880, XP008056519, ISSN: 0022-152X
TRAPANI G ET AL: "Synthesis and Binding Affinity of 2-Phenylimidazo[1,2-alpha]pyridine Derivatives for both Central and Peripheral Benzodiazepine Receptors. A New Series of High-Affinity and Selective Ligands for the Peripheral Type", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY, WASHINGTON, US, vol. 40, 1 January 1997 (1997-01-01), pages 3109 - 3118, XP002900938, ISSN: 0022-2623
ELSNER J ET AL: "Bicyclic melatonin receptor agonists containing a ring-junction nitrogen: Synthesis, biological evaluation, and molecular modeling of the putative bioactive conformation", BIOORGANIC & MEDICINAL CHEMISTRY, ELSEVIER SCIENCE LTD, GB, vol. 14, no. 6, 15 March 2006 (2006-03-15), pages 1949 - 1958, XP025133085, ISSN: 0968-0896, [retrieved on 20060315]
KAKEHI, AKIKAZU ET AL: "Preparation of new nitrogen-bridged heterocycles. XIV. Further investigation of the desulfurization and the rearrangement of pyrido[1,2-d]-1,3,4-thiadiazine intermediates", CHEMICAL & PHARMACEUTICAL BULLETIN , 35(1), 156-69 CODEN: CPBTAL; ISSN: 0009-2363, 1987, XP002554671
MIKI, YASUYOSHI ET AL: "Acid-catalyzed reactions of 3-(hydroxymethyl)- and 3-(1-hydroxyethyl)pyrazolo[1,5-a]pyridines", JOURNAL OF HETEROCYCLIC CHEMISTRY , 26(6), 1739-45 CODEN: JHTCAD; ISSN: 0022-152X, 1989, XP002554672
DATABASE CAPLUS [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; 1982, "Manufacture of pyrazolo[1,5-a]pyridine derivatives", XP002554673, retrieved from STN Database accession no. 1982:618041
DI CHIACCHIO, ANNA ET AL: "Research on heterocyclic compounds. Part 40. 2-Phenylimidazo[1,2-a]pyridine-3-carboxylic acid derivatives. Synthesis and anti-inflammatory activity", ARCHIV DER PHARMAZIE (WEINHEIM, GERMANY) , 331(9), 273-278 CODEN: ARPMAS; ISSN: 0365-6233, 1998, XP002571012
KATAGIRI, NOBUYA ET AL: "Studies of ketene and its derivatives. Part 119. Reactions of haloketenes with 2-arylideneaminopyridines", JOURNAL OF HETEROCYCLIC CHEMISTRY , 21(2), 407-12 CODEN: JHTCAD; ISSN: 0022-152X, 1984, XP002571013
ABIGNENTE E ET AL: "RESEARCH ON HETEROCYCLIC COMPOUNDS. XXIII. PHENYL DERIVATIVES OF FUSED IMIDAZOLE SYSTEMS", JOURNAL OF HETEROCYCLIC CHEMISTRY, WILEY-BLACKWELL PUBLISHING, INC, US, vol. 26, 1 November 1989 (1989-11-01), pages 1875 - 1880, XP008056519, ISSN: 0022-152X
TRAPANI G ET AL: "Synthesis and Binding Affinity of 2-Phenylimidazo[1,2-alpha]pyridine Derivatives for both Central and Peripheral Benzodiazepine Receptors. A New Series of High-Affinity and Selective Ligands for the Peripheral Type", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY, WASHINGTON, US, vol. 40, 1 January 1997 (1997-01-01), pages 3109 - 3118, XP002900938, ISSN: 0022-2623
Attorney, Agent or Firm:
EPPERSON, James et al. (P.O. Box 4000Princeton, New Jersey, US)
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