Anticonvulsant activity of 3,5-dimethylpyrazole derivatives in animal models

Medicinal Chemistry Research

Volumn 20, Issue 5, 2011, Pages 607-614

  Kocyigit Kaymakcioglu, Bedia ^a   Aker, Rezzan Gülhan ^a,b   Tezcan, Kutluhan ^b   Sakalli, Eren ^b   Ketenci, Sema ^b   Oruç Emre, Emine Elçin ^a,c   Akin, Demet ^d   Gurbanova, Ayten ^b   Terzioglu, Berna ^b   Onat, Filiz ^a,b   Rollas, Sevim ^a  

^a MARMARA UNIVERSITY   (Turkey)

^b MARMARA UNIVERSITY SCHOOL OF MEDICINE   (Turkey)

^c GAZIANTEP UNIVERSITY   (Turkey)

^d ISTANBUL BILIM UNIVERSITY   (Turkey)

Author keywords

3,5 Dimethylpyrazole; Amide; Anticonvulsant activity; Imine

Indexed keywords

3,5 DIMETHYLPYRAZOLE DERIVATIVE; AMELTOLIDE; ANTICONVULSIVE AGENT; BENZALDEHYDE; BENZOIC ACID DERIVATIVE; CARBOXYLIC ACID DERIVATIVE; DIMETHYL SULFOXIDE; ETHOSUXIMIDE; N [1 (2,6 DICHLOROBENZOYL) 3,5 DIMETHYLPYRAZOL 4 YL] 2,6 DICHLOROBENZAMIDE; N [1 (4 METHOXYBENZOYL) 3,5 DIMETHYLPYRAZOL 4 YL] 4 METHOXYBENZAMIDE; PENTETRAZOLE; PYRAZOLE DERIVATIVE; UNCLASSIFIED DRUG;

ABSENCE; ANIMAL EXPERIMENT; ANIMAL MODEL; ANTICONVULSANT ACTIVITY; ARTICLE; CONTROLLED STUDY; DISEASE SEVERITY; DRUG DESIGN; DRUG SCREENING; DRUG STRUCTURE; DRUG SYNTHESIS; ELECTRIC SHOCK; EPILEPTIC DISCHARGE; FEMALE; MALE; MOUSE; NONHUMAN; SEIZURE; TREATMENT OUTCOME;

EID: 80052035038     PISSN: 10542523     EISSN: 15548120     Source Type: Journal    
DOI: 10.1007/s00044-010-9358-6     Document Type: Article

References (20)

1. Clark CD, Davenport TW (1987) Synthesis and anticonvulsant activity of analogues of 4-amino-N-(1-phenylethyl)benzamide. J Med Chem 30:1214-1218 (Pubitemid 17117983)
2. Clark CD, Lin C, Sansom T (1986) Anticonvulsant activity of 2- and 3-aminobenzanilides. J Med Chem 29:1534-1537 (Pubitemid 16034653)
3. Daidone G, Bajardi ML, Plescia S, Rafa D, Schillaci D, Maggio B, Benetollo F, Bombieri G (1996) One-step synthesis, crystallographic studies and antimicrobial activity of new 4-diazopyrazole derivatives. Eur J Med Chem 31:461-468 (Pubitemid 26188037)
4. Danober L, Deransart C, Depaulis A, Vergnes M, Marescaux C (1998) Pathophysiological mechanisms of genetic absence epilepsy in the rat. Prog Neurobiol 55(1):27-57 (Pubitemid 28231101)
5. Depaulis A, Van Luijtelaar V (2006) Genetic models of absence epilepsy in the rat. In: Pitkanen A, Schwartzkroin PA, Moshe SL (eds), Models of seizures and epilepsy, Chap 18. Elsevier, San Diego, CA, pp 233-248
6. Dimmock RJ, Vashisththa CS, Stables PJ (2000) Anticonvulsant properties of various acetylhydrazones, oxamoylhydrazones and semicarbazones derived from aromatic and unsaturated carbonyl compounds. Eur J Med Chem 35:241-248
7. Diouf O, Bourhim M, Lambert DM, Poupaert JH, Stables JP, Vamecq J (1997) Anticonvulsant and neurotoxicological properties of 4-amino-N-(2-ethylphenyl) benzamide, a potent ameltolide analogue. Biomed Pharmacother 51(3):131-136 (Pubitemid 27160436)
8. Finn DA, Gee KW (1994) The estrous cycle, sensitivity to convulsants and the anticonvulsant effect of a neuroactive steroid. J Pharmacol Exp Ther 271:164-170 (Pubitemid 24333126)
9. Koçyiǧit-Kaymakçoǧlu B, Rollas S (2001) Synthesis, characterization and evaluation of antituberculosis activity of some hydrazones. Farmaco 57:595-599
10. Kocyigit-Kaymakcioglu B, Toklu HZ, Ikiz S, Bagcigil AF, Rollas S, Ozgur NY, Ak S (2008) Synthesis and antinociceptiveantimicrobial activities of some new amide derivatives of 3,5- di/-and 1,3,5-trimethylpyrazoles. J Enzym Inhib Med Chem 23(4):454-461
11. Koçyiǧit-Kaymakçoǧlu B, Rollas S, Körceǧez E, Ar?c?oǧlu F (2005) Synthesis and biological evaluation of new N'-substituted-N0- (3,5-di/1,3,5-trimethylpyrazole-4-yl) thiourea/urea derivatives. Eur J Pharm Sci 26(1):97-103
12. Krall RL, Penry JK, White BG, Kupferberg HJ, Swinyard EA (1978) Antiepileptic drug development: 11. Anticonvulsant drug screening. Epilepsia 19: 409-428 (Pubitemid 9016848)
13. Medina AE, Manhaes AC, Schmidt SL (2001) Sex differences in sensitivity to seizures elicited by pentylenetetrazol in mice. Pharmacol Biochem Behav 68:591-596 (Pubitemid 32452418)
14. Medina MT, Duron RM, Martinez L, Osorio JR, Estrade AL, Zuniga C, Holden KR (2005) Prevalence, incidence, and etiology of epilepsies in rural Honduras: the Salamá Study. Epilepsia 46:124-131 (Pubitemid 40179942)
15. Pandeya SN, Mishra V, Sign PN, Rupainwar DC (1998) Anticonvulsant activity of thioureido derivatives of acetophenone semicarbazone. Pharmacol Res 37(1):17-22 (Pubitemid 28068676)
16. Pandeya SN, Manjula H, Stables JP (2001) Design of semicarbazones and their bioisosteric analogues as potential anticonvulsants. Pharmazie 56(2):121-124 (Pubitemid 32167200)
17. Robertson DW, Leander JD, Lawson RR, Beedle EE, Clark CD, Potts B, Parli CJ (1987) Discovery and anticonvulsant activity of the potent metabolic inhibitor 4-amino-N-(2,6-dimethylphenyl)-3,5- dimethylbenzamide. J Med Chem 30:1742-1746 (Pubitemid 18020898)
18. Robertson DW, Beedle EE, Krushinski JH, Lawson RR, Parli CJ, Potts B, Leander JD (1991) Synthesis and pharmacological evaluation of a major metabolite of ameltolide, a potent anticonvulsant. J Med Chem 34(4):1253-1257
19. Vamecq J, Lambert D, Poupaert JH, Masereel B, Stables JP (1998) Anticonvulsant activity and interactions with neuronal voltagedependent sodium channel of analogues of ameltolide. J Med Chem 41(18):3307-3313 (Pubitemid 28406537)
20. Vamecq J, Bac P, Herrenknecht C, Maurois P, Delcourt P, Stables J (2000) Synthesis and anticonvulsant and neurotoxic properties of substituted N-phenyl derivatives of the phthalimide pharmacophore. J Med Chem 43(6):1311-1319 (Pubitemid 30212572)