Synthesis and inhibitory activity against human monoamine oxidase of N1-thiocarbamoyl-3,5-di(hetero)aryl-4,5-dihydro-(1H)-pyrazole derivatives

European Journal of Medicinal Chemistry

Volumn 45, Issue 2, 2010, Pages 800-804

  Chimenti, Franco ^a   Carradori, Simone ^a   Secci, Daniela ^a   Bolasco, Adriana ^a   Bizzarri, Bruna ^a   Chimenti, Paola ^a   Granese, Arianna ^a   Yáñez, Matilde ^b   Orallo, Francisco ^b  

^a SAPIENZA UNIVERSITY OF ROME   (Italy)

^b UNIVERSITY OF SANTIAGO DE COMPOSTELA   (Spain)

Author keywords

hMAO inhibitors; N Thiocarbamoyl; Parkinson's disease; Pyrazoline

Indexed keywords

AMINE OXIDASE (FLAVIN CONTAINING); CLORGYLINE; IPRONIAZID; ISATIN; MOCLOBEMIDE; N1 THIOCARBAMOYL 3 (FUR 2' YL) 5 (4' FLUOROPHENYL) 4,5 DIHYDRO (1H)PYRAZOLE; PYRAZOLE DERIVATIVE; SELEGILINE; UNCLASSIFIED DRUG;

ANIMAL CELL; ARTICLE; CONTROLLED STUDY; DRUG SELECTIVITY; DRUG STRUCTURE; DRUG SYNTHESIS; ENZYME INHIBITION; IC 50; INHIBITION KINETICS; NONHUMAN; PROTON NUCLEAR MAGNETIC RESONANCE;

HUMANS; MONOAMINE OXIDASE; MONOAMINE OXIDASE INHIBITORS; PYRAZOLES;

EID: 73549097080     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2009.11.003     Document Type: Article

References (30)

1. Geha R.M., Chen K., Wouters J., Ooms F., and Shih J.C. J. Biol. Chem. 277 (2002) 17209-17216
2. Chiba K., Trevor A., and Castagnoli Jr. N. Biochem. Biophys. Res. Commun. 120 (1983) 574-578
3. Foley P., Gerlach M., Yuodim M.B.H., and Riederer P. Parkinsonism Relat. Disorders 6 (2000) 25-47
4. Nicotra A., Pierucci F., Parvez H., and Senatori O. Neurotoxicology 25 (2004) 155-165
5. Carreiras M.C., and Marco J.L. Curr. Pharm. Des 10 (2004) 3167-3175
6. Pacher P., and Kecscekméti V. Curr. Med. Chem. 11 (2004) 925-943
7. Macfarlane M.D. Lancet 300 (1972) 337-338
8. Kornhuber J., Konradi C., Mack-Burkhardt F., Riederer P., Heinsen H., and Beckmann H. Brain Res. 499 (1989) 81-86
9. Mellick G.D., Buchanan D.D., McCann S.J., James K.M., Johnson A.G., Davis D.R., Liyou N., Chan D., and Le Couteur D.G. Move. Disord. 14 (1999) 219-224
10. Barnham K.J., Masters C.L., and Bush A.I. Nat. Rev. Drug Discov. 3 (2004) 205-214
11. Sayre L.M., Perry G., and Smith M.A. Chem. Res. Toxicol. 21 (2008) 172-188
12. Binda C., Newton-Winson P., Hubálek F., Edmonson D.E., and Mattevi A. Nat. Struct. Biol. 9 (2002) 22-26. Data deposition www.pdb.org (PDB ID code 1GOS)
13. De Colibus L., Li M., Binda C., Lustig A., Edmonson D.E., and Mattevi A. Proc. Natl. Acad. Sci. U.S.A. 102 (2005) 12684-12689. Data deposition www.pdb.org (PDB ID code 2BXR, 2BXS, and 2BYB)
14. Palanska E., Aydin F., Uçar G., and Erol D. Arch. Pharm. Chem. Life Sci. 341 (2008) 209-215
15. Bilgin A.A., Palaska E., and Sunal R. Arzneim. Forsch. Drug. Res. 43 (1993) 1041-1044
16. Oezdemir Z., Kandilci H.B., Guemuesel B., Calis U., and Bilgin A.A. Eur. J. Med. Chem. 42 (2007) 373-379
17. Ruhoglu O., Oezdemir Z., Calis U., Guemuesel B., and Bilgin A.A. Arzneim. Forsch. 55 (2005) 431-436
18. Gökhan N., Yeşilada A., Uçar G., Erol K., and Bilgin A.A. Arch. Pharm. Pharm. Med. Chem. 336 (2003) 362-371
19. Uçar G., Gökhan N., Yeşilada A., and Bilgin A.A. Neurosci. Lett. 382 (2005) 327-331
20. Yabanoglu S., Uçar G., Gökhan N., Salgin U., Yeşilada A., and Bilgin A.A. J. Neural. Transm. 114 (2007) 769-773
21. Gökhan N., Yabanoglu S., Küpeli E., Salgin U., ÖÖzgenUçar G., Yeşilada E., Kendi E., Yeşilada A., and Bilgin A.A. Bioorg. Med. Chem. 15 (2007) 5775-5786
22. Chimenti F., Bolasco A., Manna F., Secci D., Chimenti P., Granese A., Befani O., Turini P., Cirilli R., La Torre F., Alcaro S., Ortuso F., and Langer T. Curr. Med. Chem. 13 (2006) 1411-1428
23. Chimenti F., Fioravanti R., Bolasco A., Manna F., Chimenti P., Secci D., Rossi F., Turini P., Ortuso F., Alcaro S., and Cardia M.C. Eur. J. Med. Chem. 43 (2008) 2262-2267
24. Chimenti F., Maccioni E., Secci D., Bolasco A., Chimenti P., Granese A., Befani O., Turini P., Alcaro S., Ortuso F., Cirilli R., La Torre F., Cardia M.C., and Distinto S. J. Med. Chem. 48 (2005) 7113-7122
25. Krueger M.J., Mazouz F., Ramsay R.R., Milcent R., and Singer T.P. Biochem. Biophys. Res. Commun. 206 (1995) 556-562
26. Hubálek F., Binda C., Khalil A., Li M., Mattevi A., Castagnoli N., and Edmonson D.E. J. Biol. Chem. 280 (2005) 15761-15766
27. Novaroli L., Daina A., Favre E., Bravo J., Carotti A., Legnetti F., Catto M., Carrupt P.A., and Reist M. J. Med. Chem. 49 (2006) 6264-6272
28. Chimenti F., Maccioni E., Secci D., Bolasco A., Chimenti P., Granese A., Carradori S., Alcaro S., Ortuso F., Yáñez M., Orallo F., Cirilli R., Ferretti R., and La Torre F. J. Med. Chem. 51 (2008) 4874-4880
29. Tipton K.F., Boyce S., O'Sullivan J., Davey G.P., and Healy J. Curr. Med. Chem. 11 (2004) 1965-1982
30. Gerlach M., Riederer P., and Youdim M.B. Eur. J. Pharmacol. 226 (1992) 97-108