A. H. Newman et al. / Bioorg. Med. Chem. Lett. 13 (2003) 2179–2183
2183
mechanistic questions andrelate chemical structure, D
receptor function andbehavior in models of cocaine
abuse.
8. Vorel, S. R.; Ashby, C. R.; Paul, M.; Liu, X. H.; Hayes, R.;
Hagan, J. J.; Middlemiss, D. N.; Stemp, G.; Gardner, E. L. J.
Neurosci. 2002, 22, 9595.
9. Robarge, M. J.; Husbands, S. M.; Kieltyka, A.; Brodbeck,
R.; Thurkauf, A.; Newman, A. H. J. Med. Chem. 2001, 44,
3175.
10. Bettinetti, L.; Schlotter, K.; Hubner, H.; Gmeiner, P. J.
Med. Chem. 2002, 45, 4594.
11. Leopoldo, M.; Berardi, F.; Colabufo, N. A.; De Giorgio,
P.; Lacivita, E.; Perrone, R.; Tortorella, V. J. Med. Chem.
2002, 45, 5727.
12. Hackling, A. E.; Stark, H. ChemBioChem. 2002, 3, 946.
13. Luedtke, R. R.; Freeman, R. A.; Boundy, V. A.; Martin,
M. W.; Mach, R. H. Synapse 2000, 38, 438.
14. Huang, Y. S.; Luedtke, R. R.; Freeman, R. A.; Wu, L.;
Mach, R. H. J. Med. Chem. 2001, 44, 1815.
3
Acknowledgements
C.J.B. andM.J.R. were supportedby NIH Intramural
Research Program fellowships. The authors acknowl-
edge the support and helpful discussions with Dr.
Jonathan Javitch. We also acknowledge Dr. Peter
Grundt for critically reading an earlier version of this
manuscript. This work was funded by the National
Institute on Drug Abuse-Intramural Research Program.
15. Calculatedpartition coefficient at physiological pH 7.4;
ACD/LogD Suite, Advanced Chemistry Development Inc.:
Toronto, Canada.
16. Belliotti, T. R.; Kesten, S. R.; Rubin, J. R.; Wustrow,
D. J.; Georgic, L. M.; Zoski, K. T.; Akunne, H. C.; Wise, L. D.
Bioorg. Med. Chem. Lett. 1997, 18, 2403.
References and Notes
17. Austin, N. E.; Avenell, K. Y.; Boyfield, I.; Branch, C. L.;
Hadley, M. S.; Jeffrey, P.; Johnson, C. N.; Macdonald, G. J.;
Nash, D. J.; Riley, G. J.; Smith, A. B.; Stemp, G.; Thewlis,
K. M.; Vong, A. K. K.; Wood, M. Bioorg. Med. Chem. Lett.
2000, 10, 2553.
1. Levant, B. Pharm. Rev. 1997, 49, 231.
2. Joyce, J. N. Pharmacol. Ther. 2001, 90, 231.
3. Le Foll, B.; Schwartz, J. C.; Sokoloff, P. Eur. J. Psychiatry
2000, 15, 140.
18. Yuan, J.; Chen, X.; Brodbeck, R.; Primus, R.; Braun, J.;
Wasley, J. W. F.; Thurkauf, A. Bioorg. Med. Chem. Lett.
1998, 8, 2715.
19. Wood, M. D.; Boyfield, I.; Nash, D. J.; Jewitt, F. R.;
Avenell, K. Y.; Riley, G. J. Eur. J. Pharmacol. 2000, 407, 47.
20. Wicke, K.; Garcia-Ladona, J. Eur. J. Pharmacol. 2001,
424, 85.
4. Richtand, N. M.; Goldsmith, R. J.; Nolan, J. E.; Berger,
S. P. J. Addictive Dis. 2001, 20, 19.
5. Pilla, M.; Perachon, S.; Sautel, F.; Garrido, F.; Mann, A.;
Wermuth, C. G.; Schwartz, J. C.; Everitt, B. J.; Sokoloff, P.
Nature 1999, 400, 371.
6. Beardsley, P. M.; Sokoloff, P.; Balster, R. L.; Schwarz, J.-
C. Behav. Pharmacol. 2001, 12, 1.
21. Gong, Y.; Pauls, H. W. Synlett 2000, 829.
22. Agoston, G. E.; Wu, J. H.; Izenwasser, S.; George, C.;
Katz, J. L.; Kline, R. H.; Newman, A. H. J. Med. Chem. 1997,
40, 4329.
23. Cheng, Y. C.; Prusoff, W. H. Biochem. Pharmacol. 1973,
22, 3099.
7. Stemp, G.; Ashmeade, T.; Branch, C. L.; Hadley, M. S.;
Hunter, A. J.; Johnson, C. N.; Nash, D. J.; Thewlis, K. M.;
Vong, A. K. K.; Austin, N. E.; Jeffrey, P.; Avenell, K. Y.;
Boyfield, I.; Hagan, J. J.; Middlemiss, D. N.; Reavill, C.;
Riley, G. J.; Routledge, C.; Wood, M. J. Med. Chem. 2000, 43,
1878.