Parallel synthesis of a biased library of thiazolidinones as novel sodium channel antagonists

Combinatorial Chemistry and High Throughput Screening

Volumn 6, Issue 5, 2003, Pages 481-488

  Sun, Qun ^a   Tafesse, Laykea ^a   Limberis, James T ^b   Islam, Khondekar ^a   Kyle, Donald J ^a  

^a PURDUE PHARMA L P   (United States)

^b PFIZER INC   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

3 (2 PIPERIDINYLETHYL) 2 [3 (3 TRIFLUOROMETHYLPHENOXY)PHENYL]THIAZOLIDONE; ANTICONVULSIVE AGENT; SODIUM CHANNEL; SODIUM CHANNEL BLOCKING AGENT; UNCLASSIFIED DRUG; V 101933; V 102281; V 102545; V 102862; V 111599; V 111600; V 111601; V 111654;

ARTICLE; CHEMICAL REACTION; DRUG DETERMINATION; DRUG EFFECT; DRUG POTENCY; DRUG PURIFICATION; DRUG SCREENING; DRUG SYNTHESIS; ELECTROPHYSIOLOGY; MEASUREMENT; POLYMERIZATION; PRIORITY JOURNAL; REACTION ANALYSIS; SUBSTITUTION REACTION;

EID: 0041629056     PISSN: 13862073     EISSN: None     Source Type: Journal    
DOI: 10.2174/138620703106298653     Document Type: Article

References (26)

1. Catterall, W.A. Trends Neurosci., 1993, 16, 500.
2. Kitsch, G.E. Drug Dev. Res., 1994, 33, 263.
3. Matzner, O.; Devor, M.J. Neurophysiol. 1994, 72, 349.
4. Bowsher, D. Br. Med. Bull., 1991, 47, 644.
5. MacFarlane, B.V.; Wright, A.; O'Callaghan, J.; Benson, H.A.E. Pharmacol. Ther., 1997, 75, 1.
6. Tanelian, D.L.; Victory, R. A. Pain Forum, 1995, 4, 75.
7. Lang, D.G.; Wang, C.M.; Cooper, B.R. J. Pharmacol. Exper. Ther., 1993, 266(2), 829.
8. Xie, X.; Lancaster, B.; Peakman, T.; Garthwaite, J. Pfluegers Archiv., 1995, 430(3), 437.
9. Willow, M. Trends in Neuroscience, 1986, 9(4), 147.
10. Backus, K.H.; Pflimin, P.; Trube, G. Brain Research, 1991, 548(1-2), 41.
11. Dimmock, J.R.; Sidhu, K.K.; Thayer, R.S.; Mack, P.; Duffy, M.J.; Reid, R.S.; Quail, J.W.; Pugazhenthi, U.; Ong, A.; Bikker, J.A.; Weaver, D.F. J. Med. Chem., 1993, 36, 2243.
12. Dimmock, J.R.; Puthucode, R.N.; Smith, J.M.; Hetherington, M.; Quail, J.W.; Pugazhenthi, U.; Lechler, T.; Stables, J.P. J. Med. Chem., 1996, 39, 3984.
13. Ilyin, V.I.; Whittemore, E.R.; Puthucode, R.N.; Dimmock, J.R.; Woodward, R.M. Soc. Neurosci. Abstr., 1997, 23, 2163.
14. Ilyin, V.I.; Woodward, R.M. Soc. Neurosci. Abstr., 1998, 24, 1939.
15. Dimmock, J.R.; Semple, H.A.; John, S.; Beazely, M.A.; Abrams, G.D. Pharmazie, 1999, 54(4), 260.
16. Ramu, K.; Lam, G.N.; Hughes, H. Drug Metabol. Disp., 2000, 28(10), 1153.
17. Srivastava, S.K.; Srivastava, S.L.; Srivastava, S.D. J. Indian Chem. Soc., 2000, 77, 104.
18. Gahane, D.R.; Khapekar, K.D.; Sharma, V.C.; Giakwad, N.J. Indian J. Pharm. Sci., 1998, 60, 275.
19. Ragab, F.A.; Eid, Nahed M.; El-Tawab, H.A. Pharmazie, 1997, 52, 926.
20. El-Meligie, S. Bull. Fac. Pharm., 1990, 28, 35.
21. Fischer, W.; Bodewei, R.; Satzinger, G. Naunyn-Schmiedeberg's Arch. Pharmacol., 1992, 346, 442.
22. LC/MS was performed on the crude reaction products using an Agilent Series 1100 MSD instrument with an electrospray sample inlet system. HPLC profiles were generated on an Eclipse XDB-C18 rapid resolution 4.6 × 150 mm column with a gradient of 85:15 to 10:90 of 0.1% TFA:acetonitrile with 0.1% TFA and UV detection at 260 nm.
23. Woodward, R.M.; Huettner, J.E.; Guastella, J.; Keana, J.F.; Weber, E. Mol. Pharmacol. 1995, 47, 568.
24. Cheng, Y.; Prusoff, W.H. Biochem. Pharmacol., 1973, 22, 3099.
25. Meylan, W.M.; P.H. Howard. J. Pharm. Sci., 1995, 84, 83-92.
26. Jencks, W.P.; Regenstein, J. Handbook of Biochemistry and Molecular Biology, 1987, 305.