CXCR4 antagonists including diazine and triazine structures...

Details CXCR4 antagonists including diazine and triazine structures... CXCR4 antagonists including diazine and triazine structures...

2007-07-11

2011-12-20

Balasubramanian, Venkataraman (Department: 1624)

Organic compounds -- part of the class 532-570 series

Organic compounds

Nitrogen attached directly or indirectly to the purine ring...

C544S331000, C544S332000, C544S320000, C544S321000, C514S269000, C514S275000, C514S252140

Reexamination Certificate

active

08080659

ABSTRACT:
The invention provides compounds, pharmaceutical compositions and methods of use of certain compounds that are antagonists of the chemokine CXCR4 receptor for the treatment of proliferative conditions mediated by CXCR4 receptors or for the treatment of viral infections. The compounds provided interfere with the binding of SDF1 to the receptor. These compounds are particularly useful for treating or reducing the severity of hyperproliferative diseases by inhibiting metastasis, or for reducing entry of HIV in to a cell while not reducing the capacity of the stem cells to proliferate. The compounds may be useful for long term treatment regimes.

REFERENCES:
patent: 5874438 (1999-02-01), Schohe-Loop et al.
patent: 5993817 (1999-11-01), Yoneda et al.
patent: 6344545 (2002-02-01), Allaway et al.
patent: 6358915 (2002-03-01), Patierno et al.
patent: 6420354 (2002-07-01), Marquess et al.
patent: 6429308 (2002-08-01), Iijima et al.
patent: 6433149 (2002-08-01), Blaschuk et al.
patent: 6475488 (2002-11-01), Pasqualini et al.
patent: 6534626 (2003-03-01), Oravecz et al.
patent: 6750348 (2004-06-01), Bridger et al.
patent: 2004/0132642 (2004-07-01), Hwang
patent: 2004/0254221 (2004-12-01), Yamazaki et al.
patent: 2006/0264451 (2006-11-01), Shim et al.
patent: 2007/0054930 (2007-03-01), Shim et al.
patent: 2008/0227799 (2008-09-01), Liotta et al.
patent: WO 97/00956 (1997-01-01), None
patent: WO 99/47158 (1999-09-01), None
patent: WO 00/56729 (2000-09-01), None
patent: WO 01/38352 (2001-05-01), None
patent: WO 01/56591 (2001-08-01), None
patent: 2001/070727 (2001-09-01), None
patent: WO 01/70727 (2001-09-01), None
patent: WO 01/85196 (2001-11-01), None
patent: WO 02/094261 (2002-11-01), None
patent: WO 03/029218 (2003-04-01), None
patent: WO 2004/020462 (2004-03-01), None
patent: WO 2004/024178 (2004-03-01), None
patent: WO 2004/093817 (2004-04-01), None
patent: WO 2004/059285 (2004-07-01), None
patent: WO 2004/087068 (2004-10-01), None
patent: WO 2004/091518 (2004-10-01), None
patent: WO 2004/106493 (2004-12-01), None
patent: WO 2006/074426 (2006-07-01), None
patent: WO 2006/074428 (2006-07-01), None
Rostene et al., Nature Reviews Neuroscience, 8, 895-904, 200.
Raman et al., Cancer Letters, 256, 137-165, 2007.
Freshney et al.,Culture of Animal Cells, A Manual of Basic Technique, Alan R. Liss, Inc., 1983, New York, p4.
Dermer et al., Bio/Technology, 1994, 12:320.
Golub et al., Science, 286, 531-537, 1999.
Cecil Textbook of Medicine, edited by Bennet, J.C., and Plum F., 20th edition,vol. 1, 1004-1010, 1996.
Wolft Manfred E. “Burger's Medicinal Chemistry, 5ed, Part 1”, John Wiley & Sons, 1995, pp. 975-977.
Banker, G.S. et al, “Modern Pharmaceutices, 3ed.”, Marcel Dekker, New York. 1996, pp. 451 and 596.
U.S. Appl. No. 11/776,465, Liotta et al.
Abdel-Magid, A.F., et al., “Reductive Amination of Aldehydes and Ketones with Sodium Triacetoxyborohydride. Studies on Direct and Indirect Reductive Amination Procedures(1),”J. Org. Chem.61(11):3849-3862 (May 31, 1996).
Abi-Younes, S., et al., “The stromal cell-derived factor-1 chemokine is a potent platelet agonist highly expressed in atherosclerotic plaques,”Circ. Res., 86(2), 131-138 (Feb. 4, 2000)).
Alkhatib, G., et al., “CC CKR5: a RANTES, MIP-1alpha, MIP-1beta receptor as a fusion cofactor for macrophage-tropic HIV-1,”Science, 272(5270):1955-1958 (Jun. 28, 1996).
Blades, M.C., et al., “Stromal cell-derived factor 1 (CXCL12) induces human cell migration into human lymph nodes transplanted into SCID mice,”J. Immunol.168(9):4308-4317 (May 1, 2002).
Bleul, C.C., et al., “The lymphocyte chemoattractant SDF-1 is a ligand for LESTR/fusin and blocks HIV-1 entry,”Nature, 382(6594):829-833 (Aug. 29, 1996).
Braun, C.E., et al., “Guanidine structure and hypoglycemia: some carbocyclic diguanidines,”J. Org. Chem., 3(2):146-152 (1938).
Bressler, N.M., and Bressler, S.B., “Preventative ophthalmology. Age-related macular degeneration,”Ophthalmology, 102(8):1206-1211 (Aug. 1995).
Butcher, E.C., et al. “Lymphocyte trafficking and regional immunity,”Adv. Immunol., 72:209-253 (1999).
Campbell, J.J., and Butcher, E.C., “Chemokines in tissue-specific and microenvironment-specific lymphocyte homing,”Curr. Opin. Immunol.,12(3):336-341 (Jun. 2000).
Chen, W.J., et al. “Recombinant human CXC-chemokine receptor-4 in melanophores are linked to Gi protein: seven transmembrane coreceptors for human immunodeficiency virus entry into cells,”Mol. Pharmacol., 53(2):177-181 (Feb. 1998).
Connor, R.I., et al., “Change in coreceptor use correlates with disease progression in HIV-1—infected individuals,”J. Exp. Med., 185(4):621-628 (Feb. 17, 1997).
Crane, I.J., et al., “CXCR4 receptor expression on human retinal pigment epithelial cells from the blood-retina barrier leads to chemokine secretion and migration in response to stromal cell-derived factor 1 alpha,”J. Immunol., 165(8):4372-4378 (Oct. 15, 2000).
Davis, C.B., et al. “Signal transduction due to HIV-1 envelope interactions with chemokine receptors CXCR4 or CCR5,”J. Exp. Med., 186(10):1793-1798 (Nov. 17, 1997).
Deng, H.K., et al., “Expression cloning of new receptors used by simian and human immunodeficiency viruses,”Nature, 388(6639):296-300 (Jul. 17, 1997).
Donzella, G.A., et al., “AMD3100, a small molecule inhibitor of HIV-1 entry via the CXCR4 co-receptor,”Nat. Med., 4(1):72-77 (Jan. 1998).
Doranz, B.J., et al., “A dual-tropic primary HIV-1 isolate that uses fusin and the beta-chemokine receptors CKR-5, CKR-3, and CKR-2b as fusion cofactors,”Cell, 85(7):1149-1158 (Jun. 28, 1996).
Dwinell, M.B., et al., “Chemokine receptor expression by human intestinal epithelial cells,”Gastroenterology, 117(2):359-367 (Aug. 1999).
Eitner, F., et al., “Chemokine receptor (CXCR4) mRNA-expressing leukocytes are increased in human renal allograft rejection,”Transplantation, 66(11):1551-1557 (Dec. 15, 1998).
Feng, Y, et al., “HIV-1 entry cofactor: functional cDNA cloning of a seven-transmembrane, G protein-coupled receptor,”Science, 272(5263):872-877 (May 10, 1996).
Förster, R., et al., “CCR7 coordinates the primary immune response by establishing functional microenvironments in secondary lymphoid organs,”Cell, 99(1):23-33 (Oct. 1, 1999).
Fujii, N., et al., “The therapeutic potential of CXCR4 antagonists in the treatment of HIV,”Expert Opin. Investig. Drugs, 12(2):185-195 (Feb. 2003).
Gonzalo, J.A., et al., “Critical involvement of the chemotactic axis CXCR4/stromal cell-derived factor-1 alpha in the inflammatory component of allergic airway disease,”J. Immunol., 165(1),499-508 (Jul. 1, 2000).
Grove, G., “Epidermal cell kinetics in psoriasis,”Int. J. Dermatol., 18(2):111-122 (Mar. 1979).
Gupta, S.K., et al., “Chemokine receptors in human endothelial cells. Functional expression of CXCR4 and its transcriptional regulation by inflammatory cytokines,”J. Biol. Chem., 273(7):4282-4287 (Feb. 13, 1998).
Harris, E. D., Jr., “Rheumatoid arthritis. Pathophysiology and implications for therapy,”N. Eng. J. Med., 322(18):1277-1289 (May 3, 1990).
Hatse, S., et al., “Chemokine receptor inhibition by AMD3100 is strictly confined to CXCR4,”FEBS Lett527(1-3):255-262 (Sep. 11, 2002).
Hendrix, C.W., et al., “Safety, pharmacokinetics, and antiviral activity of AMD3100, a selective CXCR4 receptor inhibitor, in HIV-1 infection,”J. Acquir. Immune Defic. Syndr., 37(2):1253-1262 (Oct. 1, 2004).
Homey, B., et al., “Cutting edge: the orphan chemokine receptor G protein-coupled receptor-2 (GPR-2, CCR10) binds the skin-associated chemokine CCL27 (CTACK/ALP/ILC),”J. Immunol., 164(7):3465-3470 (Apr. 1, 2000).
Kang, Y., et al., “A multigenic program mediating breast cancer metastasis to bone,”Cancer Cell, 3(6):537-549 (Jun. 2003).
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