Discovery of Lu AA33810: A highly selective and potent NPY5 antagonist with in vivo efficacy in a model of mood disorder

Bioorganic and Medicinal Chemistry Letters

Volumn 21, Issue 18, 2011, Pages 5436-5441

  Packiarajan, Mathivanan ^a   Marzabadi, Mohammad R ^a   Desai, Mahesh ^a   Lu, Yalei ^a   Noble, Stewart A ^a   Wong, Wai C ^a   Jubian, Vrej ^a   Chandrasena, Gamini ^a   Wolinsky, Toni D ^a   Zhong, Hualing ^a   Walker, Mary W ^a   Wiborg, Ove ^b   Andersen, Kim ^c  

^a LUNDBECK RESEARCH USA   (United States)

^b AARHUS UNIVERSITY HOSPITAL   (Denmark)

^c H LUNDBECK A S   (Denmark)

Author keywords

Aminothiazoles; Chronic mild stress (CMS); Inhibition of NPY5 agonist ( cPP 1 7,NPY 19 23,Ala 31,Aib 32,Gln 34 hPP) induced feeding; Lu AA33810; Tricyclic NPY5 antagonists

Indexed keywords

AA 33810; N [TRANS 4 (4,5 DIHYDRO 3,6 DITHIA 1 AZA BENZO[E]AZULEN 2 YLAMINO)CYCLOHEXYLMETHYL]METHANESULFONAMIDE; NEUROPEPTIDE Y RECEPTOR ANTAGONIST; NEUROPEPTIDE Y5 RECEPTOR; SULFONAMIDE; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ANIMAL MODEL; ARTICLE; BINDING AFFINITY; DRUG BIOAVAILABILITY; DRUG HALF LIFE; DRUG IDENTIFICATION; DRUG STRUCTURE; FEEDING BEHAVIOR; MAXIMUM PLASMA CONCENTRATION; MENTAL STRESS; MOOD DISORDER; MOUSE; NONHUMAN; RAT; STRUCTURE ACTIVITY RELATION; TIME TO MAXIMUM PLASMA CONCENTRATION;

ANIMALS; BENZOTHIEPINS; BIOLOGICAL AVAILABILITY; DISEASE MODELS, ANIMAL; DOSE-RESPONSE RELATIONSHIP, DRUG; DRUG DISCOVERY; DRUG EVALUATION, PRECLINICAL; MICE; MOLECULAR STRUCTURE; MOOD DISORDERS; RATS; RECEPTORS, NEUROPEPTIDE Y; STEREOISOMERISM; STRUCTURE-ACTIVITY RELATIONSHIP; SULFONAMIDES;

MUS; RATTUS;

EID: 80051923437     PISSN: 0960894X     EISSN: 14643405     Source Type: Journal    
DOI: 10.1016/j.bmcl.2011.06.124     Document Type: Article

References (31)

1. K. Tatemoto, M. Carlquist, and V. Mutt Nature 296 1982 659
2. A. Sahu, and S.P. Kalra Trends Endocrinol. Metab. 4 1993 217
3. S. Dryden, H. Frankish, Q. Wang, and G. Williams Eur. J. Clin. Invest. 24 1994 293
4. J.T. Clark, P.S. Kalra, W.R. Crowley, and S.P. Kalra Endocrinology 115 1984 427
5. A.S. Levine, and J.E. Morley Peptides 5 1984 1025
6. B.G. Stanley, and S.F. Leibowitz Life Sci. 35 1984 2635
7. T. Inoue, A. Inui, M. Okita, N. Sakatani, M. Oya, H. Morioka, N. Mizuno, M. Oimomi, and S. Baba Nippon Naibunpi Gakkai zasshi 66 1990 607
8. M. Heilig Neuropeptides 38 2004 213 224
9. S. Lin, D. Boey, and H. Herzog Neuropeptides 38 2004 189
10. B.G. Stanley, W. Magdalin, A. Seirafi, M.M. Nguyen, and S.F. Leibowitz Peptides 13 1992 581
11. C. Gerald, M.W. Walker, L. Criscione, E.L. Gustafson, C. Batzl-Hartmann, K.E. Smith, P. Vaysse, M.M. Durkin, T.M. Laz, D.L. Linemeyer, A.O. Schaffhauser, S. Whitebread, K.G. Hofbauer, R.I. Taber, T.A. Branchek, and R.L. Weinshank Nature 382 1996 168
12. A. Kask, J. Harro, S. Von Horsten, J.P. Redrobe, Y. Dumont, and R. Quirion Neurosci. Biobehav. Rev. 26 2002 259
13. K. Nonaka, N. Erondu, and A. Kanatani Bio Clinica 21 2006 1199
14. N. Erondu, I. Gantz, B. Musser, S. Suryawanshi, M. Mallick, C. Addy, J. Cote, G. Bray, K. Fujioka, H. Bays, P. Hollander, S.M. Sanabria- Bohórquez, W.-S. Eng, B. Lngström, R.J. Hargreaves, H.D. Burns, A. Kanatani, T. Fukami, D.J. MacNeil, K.M. Gottesdiener, J.M. Amatruda, K.D. Kaufman, and S.B. Heymsfield Cell Metabolism 4 2006 275
15. T. Okuno, H. Takenaka, Y. Aoyama, Y. Kanda, Y. Yoshida, T. Okada, H. Hashizume, M. Sakagami, T. Nakatani, K. Hattori, T. Ichihashi, T. Yoshikawa, H. Yukioka, K. Hanasaki, and Y. Kawanishi Abs. Pap. Am. Chem. Soc. 240 2010 284
16. M.B. Doughty, S.S. Chu, D.W. Miller, K. Li, and R.E. Tessel Eur. J. Pharm 185 1990 1126
17. M.B. Doughty, C.S. Chaurasia, and K. Li J. Med.Chem. 36 1993 272
18. I. Islam, D. Dhanoa, J. Finn, P. Du, M.W. Walker, J.A. Salon, J. Zhang, and C. Gluchowski Bioorg. Med. Chem. Lett. 12 2002 1767
19. L. Criscione, P. Rigollier, C. Batzl-Hartmann, H. Rueger, A. Stricker-Krongrad, P. Wyss, L. Brunner, S. Whitebread, Y. Yamaguchi, C. Gerald, R.O. Heurich, M.W. Walker, M. Chiesi, W. Schilling, K.G. Hofbauer, and N. Levens J. Clinical Invest. 102 1998 2136
20. H. Rueeger, P. Rigollier, Y. Yamaguchi, T. Schmidlin, W. Schilling, L. Criscione, S. Whitebread, M. Chiesi, M.W. Walker, D. Dhanoa, I. Islam, J. Zhang, and C. Gluchowski Bioorg. Med. Chem. Lett. 10 2000 1175
21. O. Della Zuana, M. Sadlo, M. Germain, M. Feletou, S. Chamorro, F. Tisserand, C. de Montrion, J.F. Boivin, J. Duhault, J.A. Boutin, and N. Levens Int. J. Obesity 25 2001 84
22. H. Rueeger, M. Gerspacher, P. Buehlmayer, P. Rigollier, Y. Yamaguchi, T. Schmidlin, S. Whitebread, B. Nusslein-Hildesheim, H. Nick, and L. Cricione Bioorg. Med. Chem. Lett. 14 2004 2451
23. Marzabadi, M.R.; Wong, W.C.; Noble, S.A. Patent US 6124331, 2000.
24. Marzabadi, M. R.; Wong, W. C.; Noble, S.A.; Desai, M.N. Patent WO 2000064880, 2000.
25. Marzabadi, M.R.; Wong, W.C.; Noble, S.A.; Buhlmayer, P.; Rueger, H.; Yamaguchi, Y.; Schilling, W. Patent WO 2001002379, 2001.
26. T. Shioiri, K. Ninomiya, and S. Yamada J. Am. Chem. Soc. 94 1972 6203
27. K. Ninomiya, T. Shioiri, and S. Yamada Tetrahedron 30 1974 2151
28. R.S. Obach, J.G. Baxter, T.E. Liston, B.M. Silber, B.C. Jones, F. Macintyre, D.J. Rance, and P. Wastall J. Pharmacol. Exp. Ther. 283 1997 46
29. M. Yazdanian, S.L. Glynn, J.L. Wright, and A. Hawi Pharm. Res. 15 1998 1490
30. M.W. Walker, M.R. Marzabadi, V. Jubian, H. Zhong, X. Huang, T.D. Wolinsky, G. Chandrasena, X.L. Ping, T. Edwards, J.P.G. Patel, D.M. Marsteller, M. Papp, D. Overstreet, N. Moore, X. Zhang, C.P.G. Gerald, and D.A. Craig J. Pharmacol. Exp. Ther. 32 2009 900
31. M.N. Jayatissa, C. Bisgaard, A. Tingstrom, M. Papp, and O. Wiborg Neuropsychopharmacology 31 2006 2395