Selection, synthesis, and structure-activity relationship of tetrahydropyrido[4,3-d]pyrimidine-2,4-diones as human GnRH receptor antagonists

Bioorganic and Medicinal Chemistry

Volumn 15, Issue 16, 2007, Pages 5590-5603

  Lanier, Marion C ^a   Feher, Miklos ^b   Ashweek, Neil J ^a   Loweth, Colin J ^a   Rueter, Jaimie K ^a   Slee, Deborah H ^a   Williams, John P ^a   Zhu, Yun Fei ^a   Sullivan, Susan K ^a   Brown, Michael S ^a  

^a Neurocrine Biosciences   (United States)

^b PRINCESS MARGARET HOSPITAL   (Canada)

Author keywords

GnRH; Gonadotropin; LHRH; Small molecule antagonist; Tetrahydropyrido 4,3 d pyrimidine 2,4 dione

Indexed keywords

6 BENZYL 1 (2,6 DIFLUOROBENZYL) 3 [2 [METHYL (2 PYRIDIN 2 YLETHYL)AMINO]ETHYL] 5,6,7,8 TETRAHYDRO 1H PYRIDO[4,3 D]PYRIMIDINE 2,4 DIONE; GONADORELIN ANTAGONIST; GONADORELIN RECEPTOR; TETRAHYDROPYRIDO[4,3 D]PYRIMIDINE 2,4 DIONE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; COMPUTER MODEL; DRUG RECEPTOR BINDING; DRUG SCREENING; DRUG SYNTHESIS; STRUCTURE ACTIVITY RELATION;

DATABASES, FACTUAL; ETHYLAMINES; HUMANS; HYDROGEN; MODELS, MOLECULAR; MOLECULAR STRUCTURE; PYRIMIDINES; RECEPTORS, LHRH; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 34250708530     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2007.05.029     Document Type: Article

References (26)

1. Matsuo H., Baba Y., Nair R.M., and Arimura A.V. Biochem. Biophys. Res. Commun. 43 (1971) 1334-1339
2. Huirne J.A., and Lambalk C.B. Lancet 358 (2001) 1793-1803
3. Amoss M., Burgus R., Blackwell R., Vale W., Fellows R., and Guillemin R. Biochem. Biophys. Res. Commun. 44 (1971) 205-210
4. Cheng K.W., and Leung P.C.K. Can. J. Physiol. Pharmacol. 78 (2000) 1029-1052
5. Fujino M., Fukuda T., Shinagawa S., Kobayashi S., Yamazaki I., Nakayama R., Seely J.H., White W.F., and Rippel R.H. Biochem. Biophys. Res. Commun. 60 (1974) 406-413
6. Clark E., Boyce M., Warrington S., Johntson A., Suzuki N., Cho N., Dole N., Nishizawa A., and Furuya S. Proc. Br. Pharmacol. Soc. Clin. Pharmacol. Section Br. J. Clin. Pharmacol. 55 (2003) 443
7. Struthers R.S., Chen T., Campbell B., Jimenez R., Pan H., Yen S.S., and Bozigian H.P. J. Clin. Endocrinol. Metab. 10 (2006) 3903-3907
8. Zhu Y.-F., and Chen C. Expert Opin. Ther. Patents 14 (2004) 187-199
9. Tucci F.C., and Chen C. Curr. Opin. Drug Disc. Dev. 7 (2004) 832-847
10. Armer R.E., and Smelt K.H. Curr. Med. Chem. 11 (2004) 3017-3028
11. Zhu Y.-F., Chen C., and Struthers R.S. Ann. Rep. Med. Chem. 39 (2004) 99-110
12. Baber J.C., Shirley W.A., Gao Y., and Feher M. J. Chem. Inf. Model. 46 (2006) 277-288
13. McGregor M.J., and Pallai P.V. J. Chem. Inf. Comput. Sci. 37 (1997) 443-448
14. MOE (Molecular Operating Environment) version 2004.03; Chemical Computing Group Inc.: 1010 Sherbrooke St. West, Suite 910, Montreal, Quebec, H3A 2R7, Canada.
15. Xue L., Godden J.W., Stahura F.L., and Bajorath J. J. Chem. Inf. Comput. Sci. 43 (2003) 1151-1157
16. Pearlman R.S., and Smith K.M. J. Chem. Inf. Comput. Sci. 39 (1999) 28-35
17. Pearlman R.S., and Smith K.M. Perspect. Drug Discovery Des. 9/10/11 (1998) 339-353
18. DiverseSolutions, version 6.2; Optive Research, Inc., 12331-A Riata Trace Parkway, Suite 110, Austin, TX 78727, USA.
19. Catalyst, version 9.1; Accelrys Inc., 9685 Scranton Road, San Diego, CA 92121, USA.
20. CombiCode is a suite of program and libraries in Python provided in an interface known as Pyxie. It is available from Deltagen Research Laboratories.
21. Labute P., Williams C., Feher M., Sourial E., and Schmidt J.M. J. Med. Chem. 44 (2001) 1483-1490
22. Tucci F.C., Zhu Y.-F., Struthers R.S., Guo Z., Gross T.D., Rowbottom M.W., Acevedo O., Gao Y., Saunders J., Xie Q., Reinhart G.J., Liu Z., Ling N., Bonneville A.K.L., Chen T., Bozigian H., and Chen C. J. Med. Chem. 48 (2005) 1169-1178
23. Feher M., and Schmidt J.M. J. Comput. Aided Mol. Des. 15 (2001) 1065-1083
24. Betz S.F., Reinhart G.J., Lio F.M., Chen C., and Struthers R.S. J. Med. Chem. 49 (2006) 637-647
25. Rowbottom M.R., Tucci F.C., Zhu Y.-F., Guo Z., Gross T.D., Reinhart G.J., Xie Q., Struthers R.S., Saunders J., and Chen C. Bioorg. Med. Chem. Lett. 14 (2004) 2269-2274
26. Tucci F.C., Zhu Y.-F., Struthers R.S., Guo Z., Gross T.D., Rowbottom M.W., Acevedo O., Gao Y., Saunders J., Xie Q., Reinhart G.J., Liu X.-J., Ling N., Bonneville A.K.L., Chen T., Bozigian H., and Chen C. J. Med. Chem. 48 (2005) 1169-1178