Synthesis, physicochemical and anticonvulsant properties of new N-phenylamino derivatives of 2-azaspiro[4.4]nonane- and [4.5]decane-1,3-diones: Part V

European Journal of Medicinal Chemistry

Volumn 43, Issue 1, 2008, Pages 53-61

  Kamiński, Krzysztof ^a   Obniska, Jolanta ^a   Dybała, Małgorzata ^a  

^a JAGIELLONIAN UNIVERSITY MEDICAL COLLEGE   (Poland)

Author keywords

2 Azaspiro 4.4 nonane and 4.5 decane 1,3 diones; 3 Cyclohexyl pyrrolidine 2,5 diones; Anticonvulsant activity; N phenylamino derivatives; RP HPLC

Indexed keywords

2 AZASPIRO[4.4]NONANE 1,3 DIONE; 2 AZASPIRO[4.5]DECANE 1,3 DIONE; 3 CYCLOHEXYLPYRROLIDINE 2,5 DIONE; 4 AMINOBUTYRIC ACID A RECEPTOR; N [(2,4 DICHLOROPHENYL)AMINO] 2 AZASPIRO[4.4]NONANE 1,3 DIONE; N [(2,4 DICHLOROPHENYL)AMINO] 2 AZASPIRO[4.5]DECANE 1,3 DIONE; N [(4 BROMOPHENYL)AMINO] 2 AZASPIRO[4.4]NONANE 1,3 DIONE; N [(4 BROMOPHENYL)AMINO] 2 AZASPIRO[4.5]DECANE 1,3 DIONE; PENTETRAZOLE; SPIRO COMPOUND; SUCCINIMIDE DERIVATIVE; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ANIMAL MODEL; ANTICONVULSANT ACTIVITY; ARTICLE; CONTROLLED STUDY; DRUG RECEPTOR BINDING; DRUG STRUCTURE; DRUG SYNTHESIS; ELECTRIC SHOCK; IN VITRO STUDY; LIPOPHILICITY; MOUSE; NEUROTOXICITY; NONHUMAN; REVERSED PHASE HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; ROTAROD TEST; STATISTICAL ANALYSIS;

ANIMALS; ANTICONVULSANTS; AZA COMPOUNDS; ELECTROSHOCK; MICE; PENTYLENETETRAZOLE; RECEPTORS, GABA-A; SEIZURES; SPIRO COMPOUNDS;

EID: 38149004950     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2007.02.024     Document Type: Article

References (34)

1. Kenda B.M., Matagne A.C., Talaga P.E., Pasau P.M., Differding E., Lallemand B.I., Frycia A.M., Moureau F.G., Klitgaard H.V., Gillard M.R., Fuks B., and Michel P. J. Med. Chem. 47 (2004) 530-549
2. Dimmock J.R., Vashishtha S.C., and Stables J.P. Eur. J. Med. Chem. 35 (2000) 241-248
3. Bruno-Blanch L., Gálvez J., and Garcia-Domenech R. Bioorg. Med. Chem. Lett. 13 (2003) 2749-2754
4. Estrada E., and Pena A. Bioorg. Med. Chem. 8 (2000) 2755-2770
5. Traver M.L., Nicholson J.M., and Scott K.R. J. Pharm. Sci. 74 (1985) 785-787
6. Edafiogho I.O., Scott K.R., Moore J.A., Farrar V.A., and Nicholson J.M. J. Med. Chem. 34 (1991) 387-392
7. Farrar V.A., Ciechanowicz-Rutkowska M., Grochowski J., Serda P., Pilati T., Filippini G., Hinko C.N., El-Assadi A., Moore J.A., Edafiogho I.O., Andrews C.W., Cory M., Nicholson J.M., and Scott K.R. J. Med. Chem. 36 (1993) 3517-3525
8. Alexander M.S., Stables J.P., Ciechanowicz-Rutkowska M., Hursthouse M.B., Hibbs D.E., Edafiogho I.O., Farrar V.A., Moore J.A., and Scott K.R. Eur. J. Med. Chem. 31 (1996) 787-795
9. Kamiński K., Obniska J., Zagórska A., and Macia{ogonek}g D. Arch. Pharm. Chem. Life Sci. 339 (2006) 255-261
10. Obniska J., Kamiński K., Zagórska A., Dzierżawska-Majewska A., and Karolak-Wojciechowska J. J. Fluorine Chem. 127 (2006) 417-425
11. Obniska J., Dzierżawska-Majewska A., Zagórska A., Zajdel P., and Karolak-Wojciechowska J. Il Farmaco 60 (2005) 529-539
12. Obniska J., and Kamiński K. Acta Polon. Pharm.-Drug Res. 63 (2006) 101-108
13. Obniska J., Zejc A., and Karolak-Wojciechowska J. Il Farmaco 54 (1996) 423-429
14. Obniska J., and Zagórska A. Il Framaco 58 (2003) 1227-1234
15. Obniska J., Kamiński K., and Tatarczyńska E. Pharmacol. Rep. 58 (2006) 207-214
16. Fülep G.H., Hoesl C.E., Höfner G., and Wanner K.T. Eur. J. Med. Chem. 41 (2006) 809-824
17. Czapiński P., Blaszczyk B., and Czuczwar S.J. Curr. Top. Med. Chem. 5 (2005) 3-4
18. Hollósy F., Lóránd T., Örfi L., Erös D., Kéri G., and Idei M. J. Chromatogr. B 768 (2002) 361-368
19. Scott K.R., Moore J.A., Zalucky T.B., Nicholson J.M., Lee J.A.M., and Hinko C.N. J. Med. Chem. 28 (1985) 413-417
20. Miller C.A., and Long L.M. J. Am. Chem. Soc. 73 (1951) 4895-4898
21. Löscher W., and Schmidt D. Epilepsy Res. 2 (1988) 145-181
22. Wong M.G., Defina J.A., and Andrews P.R. J. Med. Chem. 29 (1986) 562-572
23. Unverferth K., Engel J., Hofgen N., Rostock A., Gunther R., Lankau H.J., Menzer M., Rolfs A., Liebscher J., Muller B., and Hofmann H.J. J. Med. Chem. 41 (1998) 63-73
24. Kerns E.H., Di L., Petusky S., Kleintop T., Huryn D., McConnell O., and Carter G. J. Chromatogr. A 791 (2003) 381-382
25. Kostecka M., Niewiadomy A., and Czeczko R. Chromatographia 62 (2005) 121-126
26. Perišić-Janjić N., Djaković-Sekulić T., Stojanović S., and Penov-Gaši K. Chromatographia 60 (2004) S201-S202
27. Obniska J., and Kamiński K. J. Planar Chromatogr. 18 (2005) 240-243
28. Obniska J., and Kmiński K. Biomed. Chromatogr. 20 (2006) 1185-1191
29. Sârbu C., Casoni D., Darabantu M., and Maiereanu C. J. Pharm. Biomed. Anal. 35 (2004) 213-214
30. Krall R.L., Penry J.K., White B.G., Kupferberg H.J., and Swinyard E.A. Epilepsia 19 (1978) 409-428
31. Kupferberg H.J. Epilepsia 30 Suppl. (1989) 51-56
32. Green A.R., Misra A., Murray T.K., Snape M.F., and Cross A.J. Neuropharmacology 35 (1996) 1243-1250
33. Liu X., Tanaka H., Yamauchi A., Testa B., and Chuman H. J. Chromatogr. A 1091 (2005) 51-52
34. Dross K., Rekker R.F., Vries D., and Mannhold R. Quant. Struct.-Act. Relat. 18 (1999) 549-550