N-4-Methansulfonamidobenzyl-N′-2-substituted-4-tert-butyl-benzyl thioureas as potent vanilloid receptor antagonistic ligands

Bioorganic and Medicinal Chemistry Letters

Volumn 14, Issue 7, 2004, Pages 1693-1696

  Park, Hyeung Geun ^a   Choi, Ji Yeon ^a   Choi, Sea Hoon ^a   Park, Mi Kyung ^a   Lee, Jihye ^a   Suh, Young Ger ^a   Cho, Hawon ^a   Oh, Uhtaek ^a   Kim, Hee Doo ^b   Joo, Yung Hyup ^c   Kim, Sun Young ^c   Park, Young Ho ^c   Jeong, Yeon Su ^c   Choi, Jin Kyu ^c   Kim, Jin Kwan ^c   Jew, Sang Sup ^a  

^a Seoul National University   (South Korea)

^b Sookmyung Women's University   (South Korea)

^c AmorePacific Corporation   (South Korea)

Author keywords

Antagonist; Structure activity relationship; Vanilloid receptor

Indexed keywords

ANALGESIC AGENT; RECEPTOR BLOCKING AGENT; THIOUREA DERIVATIVE; UNCLASSIFIED DRUG; VANILLOID RECEPTOR; VANILLOID RECEPTOR ANTAGONIST;

ANALGESIC ACTIVITY; ARTICLE; DRUG ACTIVITY; DRUG BINDING; HYDROPHOBICITY; IC 50; PHARMACOLOGICAL BLOCKING; RECEPTOR BLOCKING; SPINAL GANGLION; STRUCTURE ACTIVITY RELATION;

ANIMALS; CELLS, CULTURED; GANGLIA, SPINAL; LIGANDS; RATS; RECEPTORS, DRUG; SULFONAMIDES; THIOUREA;

EID: 12144291149     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2004.01.041     Document Type: Article

References (24)

1. Szallasi A., Blumberg P.M. Pharmacol. Rev. 51:1999;159.
2. Fitzgerald M. Pain. 15:1983;109.
3. Virus R.M., Gebhart G.F. Life Sci. 25:1979;1275.
4. Wood J.N., Winter J., James I.F., Rang H.P., Yeats J., Bevan S. J. Neurosci. 8:1988;3208.
5. (c) Wood, J. N., Ed.; Capsaicin In the Study of Pain; Academic Press: San Diego, CA, 1993.
6. Appendino G., Szallasi A. Life Sci. 60:1997;681.
7. Wrigglesworth R., Walpole C.S.J. Drugs of the Future. 23:1998;531.
8. Jancso N., Jancso-Gaber A., Szolcsanyi J. J. Br. Pharmacol. 31:1967;138.
9. Petsche U., Fleischer E., Lembeck F., Handwerker H.O. Brain Res. 265:1983;233.
10. Dray A., Bettany J., Forster P. J. Pharmacol. 101:1990;727.
11. Dray A., Bettany J., Reuff A., Walpole C.S.J., Wrigglesworth R. Eur. J. Pharmacol. 181:1990;289.
12. Walpole C.S.J., Bevan S., Bovermann G., Boelsterli J.J., Breckenridge R., Davies J.W., Hughes G.A., James I., Oberer L., Winter J., Wrigglesworth R. J. Med. Chem. 37:1994;1942.
13. Garcia-Martinez C., Humet M., Planells-Cases R., Gomis A., Caprini M., Viana F., De le Pena E., Sanchez-Baeza F., Carbonell T., De Felipe C., Perez-Paya E., Belmonte C., Messeguer A., Ferrer-Montiel A. Proc. Natl. Acad. Sci. U.S.A. 99:2002;2374.
14. Park H.g., Park M.-k., Choi J.-y., Choi S.-h., Lee J., Suh Y.-g., Oh U., Lee J., Kim H.-D., Park Y.-H., Jeong Y.S., Choi J.K., Jew S.-s. Bioorg. Med. Chem. Lett. 13:2003;197.
15. Park H.g., Park M.-k., Choi J.-y., Choi S.-h., Lee J., Suh Y.-g., Cho H., Oh U., Lee J., Kim H.-D., Park Y.-H., Koh H.-J., Lim K.M., Moh J.-H., Jew S.-s. Bioorg. Med. Chem. Lett. 13:2003;601.
16. Sun Q., Tafesse L., Islam K., Zhou X., Victory S.F., Zhang C., Hachicha M., Schmid L.A., Patel A., Rotshteyn Y., Valenzano K.J., Kyle D.J. Bioorg. Med. Chem. Lett. 13:2003;3611.
17. Wahl P., Foged C., Tullin S., Thomsen C. Mol. Pharmacol. 59:2001;9.
18. Lee J., Lee J., Kang M., Shin M.-Y., Kim J.-M., Kang S.-U., Lim J.-O., Choi H.-K., Suh Y.-G., Park H.-g., Oh U., Kim H.-D., Park Y.-H., Ha H.-J., Kim Y.-H., Toth A., Wang Y., Tran R., Pearce L.V., Lundberg D.J., Blumberg P.M. J. Med. Chem. 46:2003;3116.
19. Wang Y., Szabo T., Welter J.D., Toth A., Tran R., Lee J., Kang S.U., Lee Y.-S., Min K.H., Suh Y-g., Park M.-k., Park H.-g., Park Y.-H., Kim H.-D., Oh U., Blumberg P.M., Lee J. Mol. Pharmacol. 62:2002;947. (Published erratum appears in Mol. Pharmacol. 2003, 63, 958).
20. Park H.g., Choi J.-y., Choi S.-h., Park M.-k., Lee J., Suh Y.-g., Cho H., Oh U., Lee J., Kang S.-U., Lee J., Kim H.-D., Park Y.-H., Jeong Y.S., Chou J.K., Jew S.-s. Bioorg. Med. Chem. Lett. 14:2004;787.
21. Suh Y.-G., Lee Y.-S., Min K.-H., Park O.-H., Seung H.-S., Kim H.-D., Park H.g., Choi J.-y., Lee J., Kang S.-W., Oh U., Koo J.-y., Joo Y.-H., Kim S.-Y., Kim J.-K., Park Y.-H. Bioorg. Med. Chem. Lett. 13:2003;4389.
22. Bigi F., Maggi R., Sartori G., Gasnati G. Gazz. Chim. Ital. 122:1992;283.
23. 2: C, 58.08; H, 6.75; N, 7.31. Found: C, 57.37; H, 6.99; N, 7.02.
24. 2+ by the 4-substituted-benzyl-tert-benzyl thiourea derivatives was studied in neonatal rat cultured spinal sensory neurons by the method described in detailed in the ref 3b.