Discovery and SAR of novel tetrahydropyrrolo[3,4-c]pyrazoles as inhibitors of the N-type calcium channel

Bioorganic and Medicinal Chemistry Letters

Volumn 24, Issue 9, 2014, Pages 2053-2056

  Winters, Michael P ^a   Subasinghe, Nalin ^a   Wall, Mark ^a   Beck, Edward ^a   Brandt, Michael R ^a   Finley, Michael F A ^a   Liu, Yi ^a   Lubin, Mary Lou ^a   Neeper, Michael P ^a   Qin, Ning ^a   Flores, Christopher M ^a   Sui, Zhihua ^a  

^a JANSSEN RESEARCH AND DEVELOPMENT   (Belgium)

Author keywords

N type calcium channel; Pain; Tetrahydropyrrolo 3 4 c pyrazoles

Indexed keywords

CALCIUM CHANNEL BLOCKING AGENT; CALCIUM CHANNEL N TYPE; PYRAZOLE DERIVATIVE; TETRAHYDROPYRROLO[3,4]PYRAZOLE DERIVATIVE; UNCLASSIFIED DRUG; CACNA1B PROTEIN, HUMAN;

ARTICLE; CONTROLLED STUDY; DRUG STRUCTURE; DRUG SYNTHESIS; PATCH CLAMP TECHNIQUE; STRUCTURE ACTIVITY RELATION; SUBSTITUTION REACTION; ANIMAL; CHEMISTRY; CHRONIC PAIN; HUMAN; LIVER MICROSOME; METABOLISM; RAT;

ANIMALS; CALCIUM CHANNEL BLOCKERS; CALCIUM CHANNELS, N-TYPE; CHRONIC PAIN; HUMANS; MICROSOMES, LIVER; PYRAZOLES; RATS; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 84899075136     PISSN: 0960894X     EISSN: 14643405     Source Type: Journal    
DOI: 10.1016/j.bmcl.2014.03.062     Document Type: Article

References (20)

1. G. Lnenicka, and S. Hong Mol. Neurobiol. 14 1997 37
2. T. Yamamoto, and A. Takahara Curr. Top. Med. Chem. 9 2009 377
3. S. Lee Curr. Neuropharmacol. 11 2013 606
4. C. Schroeder, C. Doering, G. Zamponi, and R. Lewis Med. Chem. 2 2006 535
5. K. Elmslie J. Neurosci. Res. 75 2004 733
6. F. Belardetti Future Med. Chem. 2 2010 791
7. McGivern, J. In Peripheral Receptor Targets for Analgesia: Novel Approaches to Pain Management; Cairns, B., Ed.; John Wiley & Sons, Hoboken, NJ 2009, pp 111.
8. J. McGivern, and S. McDonough Curr. Drug Targets CNS Neurol. Disord. 3 2004 457
9. E. Prommer Drugs Today 42 2006 369
10. G. Miljanich Curr. Med. Chem. 11 2004 3029
11. T. Yamamoto, S. Ohno, S. Niwa, M. Tokumasu, M. Hagihara, H. Koganei, S. Fujita, T. Takeda, Y. Saitou, S. Iwayama, A. Takahara, S. Iwata, and M. Shoji Bioorg. Med. Chem. Lett. 21 2011 3317
12. S. Tyagarajan, P. Chakravarty, M. Park, B. Zhou, J. Herrington, K. Ratliff, R. Bugianesi, B. Williams, R. Haedo, A. Swensen, V. Warren, M. Smith, M. Garcia, G. Kaczorowski, O. McManus, K. Lyons, X. Li, M. Madeira, B. Karanam, M. Green, M. Forrest, C. Abbadie, E. McGowan, S. Mistry, N. Jochnowitz, and J. Duffy Bioorg. Med. Chem. Lett. 21 2011 869
13. H. Pajouhesh, Z. Feng, L. Zhang, H. Pajouhesh, X. Jiang, A. Hendricson, H. Dong, E. Tringham, Y. Ding, T. Vanderah, F. Porreca, F. Belardetti, G. Zamponi, L. Mitscher, and T. Snutch Bioorg. Med. Chem. Lett. 22 2012 4153
14. X. Beebe, C. Yeung, D. Darczak, S. Shekhar, T. Vortherms, L. Miller, I. Milicic, A. Swensen, C. Zhu, P. Banfor, J. Wetter, K. Marsh, M. Jarvis, V. Scott, M. Schrimpf, and C.-H. Lee Bioorg. Med. Chem. Lett. 23 2013 4857
15. Winters, M.; Subasinghe, N.; Wall, M.; Beck, E.; Brandt, M.; Finley, M.; Liu, Y; Lubin, M.; Neeper, M.; Qin, N.; Flores, C.; Sui, Z. Bioorg. Med. Chem. Lett. 2014, 24, 2057.
16. M. Winters, C. Teleha, and Z. Sui Tet. Lett. 55 2014 2150
17. L. Brandsma, and H.D. Verkruijsse Synthesis 11 1990 984
18. G. Molteni Heterocycles 63 2004 1423
19. C. Mathes, S. Friis, M. Finley, and Y. Liu Comb. Chem. High Thr. Screen. 12 2009 78
20. R. Winquist, J. Pan, and V. Gribkoff Biochem. Pharmacol. 70 2005 489