Structure-activity studies of a novel series of 5,6-fused heteroaromatic ureas as TRPV1 antagonists

Bioorganic and Medicinal Chemistry

Volumn 14, Issue 14, 2006, Pages 4740-4749

  Drizin, Irene ^a   Gomtsyan, Arthur ^a   Bayburt, Erol K ^a   Schmidt, Robert G ^a   Zheng, Guo Zhu ^a   Perner, Richard J ^a   DiDomenico, Stanley ^a   Koenig, John R ^a   Turner, Sean C ^a   Jinkerson, Tammie K ^a   Brown, Brian S ^a   Keddy, Ryan G ^a   McDonald, Heath A ^a   Honore, Prisca ^a   Wismer, Carol T ^a   Marsh, Kennan C ^a   Wetter, Jill M ^a   Polakowski, James S ^a   Segreti, Jason A ^a   Jarvis, Michael F ^a   Faltynek, Connie R ^a   Lee, Chih Hung ^a   more..

^a ABBOTT LABORATORIES   (United States)

Author keywords

Indole and indazole benzyl ureas; TRPV1 antagonists

Indexed keywords

INDOLE DERIVATIVE; RECEPTOR ANTIBODY; UREA DERIVATIVE; VANILLOID RECEPTOR 1;

ANALGESIC ACTIVITY; ANIMAL EXPERIMENT; ANIMAL MODEL; ANIMAL TISSUE; ARTICLE; CONTROLLED STUDY; DRUG ACTIVITY; DRUG EFFECT; DRUG POTENCY; DRUG SYNTHESIS; INFLAMMATION; MOUSE; NEUROPATHIC PAIN; NONHUMAN;

ANIMALS; KINETICS; MALE; MICE; MOTOR ACTIVITY; PAIN MEASUREMENT; RATS; RATS, SPRAGUE-DAWLEY; STRUCTURE-ACTIVITY RELATIONSHIP; TRPV CATION CHANNELS; UREA;

EID: 33646766400     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2006.03.027     Document Type: Article

References (23)

1. Cortright D.N., and Szallasi A. Eur. J. Biochem. 271 (2004) 1814-1819
2. Caterina M.J., Schumacher M.A., Tominaga M., Rosen T.A., Levine J.D., and Julius D. Nature 389 (1997) 816-824
3. Tominaga M., Caterina M.J., Malmberg A.B., Rosen T.A., Gilbert H., Skinner K., Raumann B.E., Basbaum A.I., and Julius D. Neuron 21 (1998) 531-543
4. Szallasi A., and Blumberg P.M. Pharmacol. Rev. 51 (1999) 159-212
5. Zygmunt P.M., Petersson J., Andersson D.A., Chuang H., Sorgard M., Di M.V., and Julius D. Nature 400 (1999) 452-457
6. Hwang S.W., Cho H., Kwak J., Lee S.Y., Kang C.J., Jung J., Cho S., Min K.H., Suh Y.G., Kim D., and Oh U. Proc. Natl. Acad. Sci. U.S.A. 97 (2000) 6155
7. Caterina M.J., Leffler A., Malmberg A.B., Martin W.J., Trafton J., Petersen-Zeitz K.R., Koltzenberg M., Basbaum A.I., and Julius D. Science 288 (2000) 306-313
8. Davis J.B., Gray J., Gunthorpe M.J., Hatcher J.P., Davey P.T., Overend P., Harries M.H., Latcham J., Clapham C., Atkinson K., Hughes S.A., Rance K., Grau E., Harper A.J., Pugh P.L., Rogers D.C., Bingham S., Randall A., and Sheardown S.A. Nature 405 (2000) 183-187
9. Dray A. Br. J. Anaesth. 75 (1995) 125-131
10. Wrigglesworth R., and Walpole C.S.J. Drugs Future 23 (1998) 531-538
11. Szallasi A., and Appendino. J. Med. Chem. 47 (2004) 2717-2723
12. Suh Y.-G., Lee Y.-S., Min K.-H., Park O.-H., Kim J.-K., Seung H.-S., Seo S.-Y., Lee B.-Y., Nam Y.-H., Lee K.-O., Kim H.-D., Park H.-G., Lee J., Oh U., Lim J.-O., Kang S.-U., Kil M.-J., Koo Y., Shin S.S., Joo Y.-H., Kim J.K., Jeong Y.S., Kim S.-Y., and Park Y.-H. J. Med. Chem. 48 (2005) 5823-5836
13. Lee J., Kang S.-U., Kil M.-J., Shin M., Lim J.-O., Choi H.-K., Jin M.-K., Kim S.Y., Kim S.-E., Lee Y.-S., Min K.-H., Kim Y.-H., Ha H.-J., Tran R., Welter J.D., Wang Y., Szabo T., Pearce L.V., Lundberg D.J., Toth A., Pavlyukovets V.A., Morgan M.A., and Blumberg P.M. Bioorg. Med. Chem. Lett. 15 (2005) 4136-4142
14. Doherty E.M., Fotsch C., Bo Y., Chakrabarti P.P., Chen N., Gavva N., Han N., Kelly M.G., Kincaid J., Klionsky L., Liu Q., Ognyanov V.I., Tamir R., Wang X., Zhu J., Norman M.H., and Treanor J.J.S. J. Med. Chem. 48 (2005) 71-90
15. Shao B., Huang J., Sun Q., Valenzano K.J., Schmid L., and Nolan S. Biorg. Med. Chem. Lett. 15 (2005) 719-723
16. Gomtsyan A., Bayburt E.K., Schmidt R.G., Zheng G.Z., Perner R.J., Didomenico S., Koenig J.R., Turner S., Jinkerson T., Drizin I., Hannick S.M., Macri B.S., McDonald H.A., Honore P., Wismer C.T., Marsh K.C., Wetter J., Stewart K.D., Oie T., Jarvis M.F., Surowy C.S., Faltynek C.R., and Lee C.H. J. Med. Chem. 48 (2005) 744-752
17. Theodroropoulos D., Poulos C., Gatos D., Cordopatis P., Escher E., Mizrahi J., Regoli D., Dalietos D., Furst A., and Lee T.D. J. Med. Chem. 28 (1985) 1536-1539
18. Ren P.-D., Pan S.-F., Dong T.-W., and Wu S.-H. Synth. Commun. 25 (1995) 3799-3803
19. Ruchardt C., and Hassmann V. Liebigs Ann. Chem. (1980) 908-927
20. Ponticello G.S., and Baldwin J.J. J. Org. Chem. 44 22 (1979) 4003-4005
21. Jarvis M.F., Burgard E.C., McGaraughty S., Honore P., Lynch K., Brennan T.J., Subieta A., van Biesen T., Cartmell J., Bianchi B., Niforatos W., Kage K., Yu H., Mikusa J., Wismer C.T., Zhu C.Z., Chu K., Lee C.-H., Stewart A.O., Polakowski J., Cox B.F., Kowaluk E., Williams M., Sullivan J., and Faltynek C. Proc. Natl Acad. Sci. U.S.A. 99 (2002) 17179-17184
22. Honore P., Mikusa J., Bianchi B., McDonald H., Cartmell J., Faltynek C., and Jarvis M.F. Pain 96 (2002) 99-105
23. Shaw E., and Wooley D. JACS 75 (1953) 1877