Discovery and optimization of a biphenylacetic acid series of prostaglandin D2 receptor DP2 antagonists with efficacy in a murine model of allergic rhinitis

Bioorganic and Medicinal Chemistry Letters

Volumn 21, Issue 21, 2011, Pages 6608-6612

  Scott, Jill M ^a   Baccei, Christopher ^a   Bain, Gretchen ^a   Broadhead, Alex ^a   Evans, Jilly F ^a   Fagan, Patrick ^a   Hutchinson, John H ^a   King, Christopher ^a   Lorrain, Daniel S ^a   Lee, Catherine ^a   Prasit, Peppi ^a   Prodanovich, Pat ^a   Santini, Angelina ^a   Santini, Brian A ^a  

^a Amira Pharmaceuticals   (United States)

Author keywords

Allergic rhinitis; Antagonist; Binding; CRTH2; DP2; Eosinophil shape change; Prostaglandin D2

Indexed keywords

DEXAMETHASONE; FELBINAC DERIVATIVE; PROSTAGLANDIN D2; PROSTAGLANDIN RECEPTOR BLOCKING AGENT; UNCLASSIFIED DRUG;

ALLERGIC RHINITIS; ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL MODEL; ARTICLE; DOG; DRUG BIOAVAILABILITY; DRUG EFFICACY; DRUG HALF LIFE; DRUG POTENCY; DRUG RECEPTOR BINDING; DRUG STRUCTURE; DRUG SYNTHESIS; EOSINOPHIL; FEMALE; HUMAN; HUMAN CELL; IN VITRO STUDY; MOUSE; NONHUMAN; RAT; STRUCTURE ACTIVITY RELATION;

CANIS FAMILIARIS; MURINAE; RATTUS;

EID: 80054103321     PISSN: 0960894X     EISSN: 14643405     Source Type: Journal    
DOI: 10.1016/j.bmcl.2011.01.024     Document Type: Article

References (22)

1. Pettipher, R.; Hansel, T. T.; Armer, R. Nat. Rev. Drug Disc. 2007, 6, 313.
2. Pettipher, R. Br. J. Pharmacol. 2008, 153, S191.
3. Ulven, T.; Kostenis, E. Expert Opin. Ther. Patents 2010, 11, 1505;
4. Ulven, T.; Kostenis, E. Curr. Top. Med. Chem. 2006, 6, 1427;
5. Ly, T. W.; Bacon, K. B. Expert. Opin. Invest. Drugs 2005, 14, 769.
6. Tumey, N. L.; Robarge, M. J.; Gleason, E.; Song, J.; Murphy, S. M.; Ekema, G.; Doucette, C.; Hanniford, D.; Palmer, M.; Pawlowski, G.; Danzig, J.; Loftus, M.; Hunady, K.; Sherf, B.; Mays, R. W.; Stricker-Krongrad, A.; Brunden, K. R.; Bennani, Y. L.; Harrington, J. J. Bioorg. Med. Chem. Lett. 2010, 20, 3287;
7. Grimstrip, M.; Receveur, J.-M.; Rist, O.; Frimurer, T. M.; Nielsen, P. A.; Mathiesen, J. M.; Högberg, T. Bioorg. Med. Chem. Lett. 2010, 20, 1638;
8. Grimstrip, M.; Rist, O.; Receveur, J.-M.; Frimurer, T. M.; Ulven, T.; Mathiesen, J. M.; Kostenis, E.; Högberg, T. Bioorg. Med. Chem. Lett. 2010, 20, 1181;
9. Liu, J.; Wang, Y.; Sun, Y.; Marshall, D.; Miao, S.; Tonn, G.; Anders, P.; Tocker, J.; Tang, H. L.; Medina, J. Bioorg. Med. Chem. Lett. 2010, 19, 6840;
10. Stearns, B. A.; Baccei, C.; Bain, G.; Broadhead, A.; Clark, R. C.; Coate, H.; Evans, J. F.; Fagan, P.; Hutchinson, J. H.; King, C.; Lee, C.; Lorrain, D. S.; Prasit, P.; Prodanovich, P.; Santini, A.; Scott, J. M.; Stock, N. S.; Truong, Y. P. Bioorg. Med. Chem. Lett. 2009, 19, 4647;
11. Sandham, D. A.; Adcock, C.; Bala, K.; Barker, L.; Brown, Z.; Dubois, G.; Budd, D.; Cox, B.; Fairhurst, R. A.; Furegati, M.; Leblanc, C.; Manini, J.; Profit, R.; Reilly, J.; Stringer, R.; Schmidt, A.; Turner, K. L.; Watson, S. J.; Willis, J.; Williams, G.; Wilson, C. Bioorg. Med. Chem. Lett. 2009, 19, 4794;
12. Crosignani, S.; Page, P.; Missotten, M.; Colovray, V.; Cleva, C.; Arrighi, J.-F.; Atherall, J.; Macritchie, J.; Martin, T.; Humbert, Y.; Gaudet, M.; Pupowicz, D.; Maio, M.; Pittet, P.-A.; Golzio, L.; Giachetti, C.; Rocha, C.; Bernardinelli, G.; Filinchuk, Y.; Scheer, A.; Schwarz, M. K.; Chollet, A. J. Med. Chem. 2008, 51, 2227.
13. He, R.; Oyoshi, M. K.; Wang, J. Y. T.; Hodge, M. R.; Jin, H.; Geha, R. S. J. Allergy Clin. Immunol. 2010, 126, 784;
14. Stebbins, K. J.; Broadhead, A. R.; Correa, L. D.; Scott, J. M.; Truong, Y. P.; Stearns, B. A.; Hutchinson, J. H.; Prasit, P.; Evans, J. F.; Lorrain, D. S. Eur. J. Pharmacol. 2010, 638, 142;
15. Stebbins, K. J.; Broadhead, A. R.; Baccei, C. S.; Scott, J. M.; Truong, Y. P.; Coate, H.; Stock, N. S.; Santini, A. M.; Fagan, P.; Prodanovich, P.; Bain, G.; Stearns, B. A.; King, C. D.; Hutchinson, J. H.; Prasit, P.; Evans, J. F.; Lorrain, D. S. J. Pharmacol. Exp. Ther. 2010, 332, 764;
16. Carter, L. L.; Shiraishi, Y.; Shin, Y.; Burgess, L.; Eberhardt, C.; Wright, A. D.; Klopfenstein, N.; McVean, M.; Gomez, A.; Chantry, D.; Cook, A.; Takeda, K.; Gelfand, E. W. J. Allergy Clin. Immunol. 2010, 125, AB124;
17. Boehme, S. A.; Franz-Bacon, K.; Chen, E. P.; Sasik, R.; Sprague, L. J.; Ly, T. W.; Hardiman, G.; Bacon, K. B. Int. Immunol. 2009, 21, 81;
18. Sargent, C.; Stinson, S.; Schmidt, J.; Dougall, I.; Bonnert, R.; Paine, S.; Saunders, M.; Foster, M. Proceedings of the British Pharmacological Society, 7th James Black Conference 7, 2009. www.pa2online.org.;
19. Lukacs, N. W.; Berlin, A. A.; Franz-Bacon, K.; Sasik, R.; Sprague, L. J.; Ly, T. W.; Hardiman, G.; Boehme, S. A.; Bacon, K. B. Am. J. Physiol. Lung Cell. Mol. Physiol. 2008, 295, L767.
20. Walsky, R. L.; Obach, R. S. Drug Metab. Dispos. 2004, 32, 647.
21. hERG assays performed by ChanTest Corporation.
22. Nakaya, M.; Dohi, M.; Okunishi, K.; Nakagome, K.; Tanaka, R.; Imamura, M.; Baba, S.; Takeuchi, N.; Yamamoto, K.; Kaga, K. Lab. Invest. 2006, 86, 917.