The design and synthesis of potent, selective benzodiazepine sulfonamide bombesin receptor subtype 3 (BRS-3) agonists with an increased barrier of atropisomerization

Bioorganic and Medicinal Chemistry

Volumn 20, Issue 9, 2012, Pages 2845-2849

  Chobanian, Harry R ^a   Guo, Yan ^a   Liu, Ping ^a   Lanza Jr , Thomas J ^a   Chioda, Marc ^a   Chang, Linda ^a   Kelly, Theresa M ^a   Kan, Yanqing ^a   Palyha, Oksana ^a   Guan, Xiao Ming ^a   Marsh, Donald J ^a   Metzger, Joseph M ^a   Raustad, Katie ^a   Wang, Sheng Ping ^a   Strack, Alison M ^a   Gorski, Judith N ^a   Miller, Randy ^a   Pang, Jianmei ^a   Lyons, Kathy ^a   Dragovic, Jasminka ^a   Ning, Jian G ^a   Schafer, Wes A ^a   Welch, Christopher J ^a   Gong, Xiaoyi ^a   Gao, Ying Duo ^a   Hornak, Viktor ^a   Reitman, Marc L ^a   Nargund, Ravi P ^a   Lin, Linus S ^a   more..

^a MERCK RESEARCH LABORATORIES   (United States)

Author keywords

Agonist; Atropisomerism; Benzodiazepine sulfonamide; Bombesin receptor subtype 3 (BRS 3); Obesity

Indexed keywords

BENZODIAZEPINE SULFONAMIDE; BOMBESIN RECEPTOR; BOMBESIN RECEPTOR 3; BOMBESIN RECEPTOR 3 AGONIST; MK 7725; SULFONAMIDE; UNCLASSIFIED DRUG;

ARTICLE; ATROPISOMERIZATION; BINDING AFFINITY; CIRCULAR DICHROISM; DRUG DESIGN; DRUG SYNTHESIS; ENANTIOMER; ISOMERIZATION; RACEMIZATION; ROOM TEMPERATURE;

ANIMALS; BENZODIAZEPINES; DRUG DESIGN; HUMANS; MICE; PROTEIN BINDING; RATS; RECEPTORS, BOMBESIN; STEREOISOMERISM; SULFONAMIDES; TEMPERATURE;

EID: 84859894920     PISSN: 09680896     EISSN: 14643391     Source Type: Journal    
DOI: 10.1016/j.bmc.2012.03.029     Document Type: Article

References (13)

1. H.R. Chobanian, Y. Guo, P. Liu, M. Chioda, T.J. Lanza, L. Chang, T.M. Kelly, Y. Kan, O. Palyha, X. Guan, D.J. Marsh, J.M. Metzger, J.N. Gorski, K. Raustad, S.-P. Wang, A.M. Strack, R. Miller, J. Pang, M. Madeira, K. Lyons, J. Dragovic, M.L. Reitman, R.P. Nargund, and L.S. Lin ACS Med. Chem. Lett. 3 2012 ASAP
2. S.J. Olshansky, D.J. Passaro, R.C. Hershow, J. Layden, B.A. Carnes, J. Brody, L. Hayflick, R.N. Butler, D.B. Allison, and D.S. Ludwig N. Engl. J. Med. 352 2005 1138 1145
3. H. Ohki-Hamazaki, K. Watase, K. Yamamoto, H. Ogura, M. Yamano, K. Yamada, H. Maeno, J. Imaki, S. Kikuyama, E. Wada, and K. Wada Nature 390 1997 165 169
4. E.E. Ladenheim, N.L. Hamilton, R.R. Behles, S. Bi, L.L. Hampton, J.F. Battey, and T.H. Moran Endocrinology 149 2008 971 978
5. S. He, P.H. Dobbelaar, J. Liu, T. Jian, I.K. Sebhat, L.S. Lin, A. Goodman, C. Guo, P.R. Guzzo, M. Hadden, A.J. Henderson, M. Ruenz, B. Sargent, L. Yet, T.M. Kelly, O. Palyha, Y. Kan, J. Pan, H. Chen, D. Marsh, L.P. Shearman, A.M. Strack, J.M. Metzger, S.D. Feighner, C. Tan, A.D. Howard, C. Tamvakopoulos, Q. Peng, X.-M. Guan, M.L. Reitman, A.A. Patchett, M.J. Wyvratt, and R.P. Nargund Bioorg. Med. Chem. Lett. 20 2010 1913 1917
6. J. Liu, S. He, T. Jian, P.H. Dobbelaar, I.K. Sebhat, L.S. Lin, A. Goodman, C. Guo, P.R. Guzzo, M. Hadden, A.J. Henderson, K. Pattamana, M. Ruenz, B. Sargent, B. Swenson, L. Yet, C. Tamvakopoulos, Q. Peng, J. Pan, Y. Kan, O. Palyha, T.M. Kelly, X.-M. Guan, A.D. Howard, D. Marsh, J. Metzger, M.L. Reitman, M.J. Wyvratt, and R.P. Nargund Bioorg. Med. Chem. Lett. 20 2010 2074 2077
7. P. Liu, T.J. Lanza, M. Chioda, C. Jones, H.R. Chobanian, Y. Guo, L. Chang, T.M. Kelly, Y. Kan, O. Palya, X. Guan, D.J. Marsh, J.M. Metzger, K. Raustad, S. Wang, A.M. Strack, R. Miller, J. Pang, K. Lyons, J. Dragovic, J.G. Ning, W.A. Schafer, C.J. Welch, X. Gong, Y. Gao, V. Hornak, R.G. Ball, N. Tsou, M.L. Reitman, M.J. Wyvratt, R.P. Nargund, and L.S. Lin ACS Med. Chem. Lett. 2 2011 933 937
8. C.J. Welch, X. Gong, W. Schafer, H.R. Chobanian, L.S. Lin, M. Biba, P. Liu, Y. Guo, and A. Beard Chirality 21 2009 105 109
9. L. Wu, and J.F. Hartwig J. Am. Chem. Soc. 127 2005 15824 15832
10. T.E. Barder, S.D. Walker, J.R. Martinelli, and S.L. Buchwald J. Am. Chem. Soc. 127 2005 4685 4696
11. O. Lohse, U. Beutler, P. Fünfschilling, P. Furet, J. France, D. Kaufmann, G. Penn, and W. Zaugg Tetrahedron Lett. 42 2001 385 389
12. Baker, R.K.; Chang, L.L.; Chioda, M.; Chobanian, H.R.; Gao, Y.; Guo, Y.; Lin, L.S.; Liu, P.; Nargund, R.P.; Rupprecht, K.M.; Miao, S. PCT Int. Appl. WO 2008073311, 2008.
13. M. Ball, M.J. Gaunt, D.F. Hook, A.S. Jessiman, S. Kawahara, P. Orsini, A. Scolaro, A.C. Talbot, H.R. Tanner, S. Yamanoi, and S.V. Ley Angew. Chem., Int. Ed. 44 2005 5433