Synthesis and analgesic activity of novel N-acylarylhydrazones and isosters, derived from natural safrole

European Journal of Medicinal Chemistry

Volumn 35, Issue 2, 2000, Pages 187-203

  Lima, Patrícia C ^a   Lima, Lídia M ^a   Da Silva, Kelli Cristine M ^a   Léda, Paulo Henrique O ^a   De Miranda, Ana Luisa P ^a   Fraga, Carlos A M ^a   Barreiro, Eliezer J ^a  

^a FEDERAL UNIVERSITY OF RIO DE JANEIRO   (Brazil)

Author keywords

Analgesic activity; N acylarylhydrazones and isosteric compounds; Safrole in synthesis

Indexed keywords

(2' PYRIDINYLIDENE) 2 THIENOYLHYDRAZINE; (2' PYRIDINYLIDENE) 3,4 METHYLENEDIOXYBENZOYLHYDRAZINE; (2' PYRIDINYLIDENE)ISONICOTINOYLHYDRAZINE; (3' PYRIDINYLIDENE) 2 THIENOYLHYDRAZINE; (3' PYRIDINYLIDENE) 3,4 METHYLENEDIOXYBENZOYLHYDRAZINE; (3' PYRIDINYLIDENE)BENZOYLHYDRAZINE; (3' PYRIDINYLIDENE)ISONICOTINOYLHYDRAZINE; (4' BROMOBENZYLIDENE) 3,4 METHYLENEDIOXYBENZOYLHYDRAZINE; (4' BROMOBENZYLIDENE) 6 METHYL 3,4 METHYLENEDIOXYBENZENESULFONYLHYDRAZINE; (4' CYANOBENZYLIDENE) 3,4 METHYLENEDIOXYBENZOYLHYDRAZINE; (4' FLUOROBENZYLIDENE) 3,4 METHYLENEDIOXYBENZOYLHYDRAZINE; (4' METHOXYBENZYLIDENE) 3,4 METHYLENEDIOXYBENZOYLHYDRAZINE; (4' METHOXYBENZYLIDENE) 6 METHYL 3,4 METHYLENEDIOXYBENZENESULFONYLHYDRAZINE; (4' N,N DIMETHYLAMINOBENZYLIDENE) 3 (3',4' METHYLENEDIOXYPHENYL)PROPIONYLHYDRAZINE; (4' N,N DIMETHYLAMINOBENZYLIDENE) 3,4 METHYLENEDIOXYBENZOYLHYDRAZINE; (4' N,N DIMETHYLAMINOBENZYLIDENE) 6 METHYL 3,4 METHYLENEDIOXYBENZENESULFONYLHYDRAZINE; (4' N,N DIMETHYLAMINOBENZYLIDENE)ISONICOTINOYLHYDRAZINE; (4' NITROBENZYLIDENE) 3,4 METHYLENEDIOXYBENZOYLHYDRAZINE; (4' PYRIDINYLIDENE) 3,4 METHYLENEDIOXYBENZOYLHYDRAZINE; (4' PYRIDINYLIDENE)BENZOYLHYDRAZINE; (4' PYRIDINYLIDENE)ISONICOTINOYLHYDRAZINE; ANALGESIC AGENT; BENZYLIDENE 3 (3',4' METHYLENEDIOXYPHENYL)PROPIONYLHYDRAZINE; BENZYLIDENE 3,4 METHYLENEDIOXYBENZOYLHYDRAZINE; BENZYLIDENE 6 METHYL 3,4 METHYLENEDIOXYBENZENESULFONYLHYDRAZINE; DIPYRONE; HYDRAZONE DERIVATIVE; INDOMETACIN; SAFROLE; UNCLASSIFIED DRUG; UNINDEXED DRUG;

ABDOMINAL PAIN; ANALGESIA; ANALGESIC ACTIVITY; ANIMAL EXPERIMENT; ANIMAL MODEL; ARTICLE; CONTROLLED STUDY; DRUG DESIGN; DRUG EFFICACY; DRUG STRUCTURE; DRUG SYNTHESIS; FEMALE; MALE; MOUSE; NONHUMAN; REACTION ANALYSIS; STRUCTURE ACTIVITY RELATION;

EID: 0034064517     PISSN: 02235234     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0223-5234(00)00120-3     Document Type: Article

References (23)

1. Dray A., Urban L. Annu. Rev. Pharmacol. Toxicol. 36:1996;253-280.
2. Ferreira S.H., Lorenzetti B.H., Devissaguet M., Lesieur D., Tsouderos Y. Br. J. Pharmacol. 114:1995;303-308.
3. Cashman J.N. Drugs. 52 Suppl. 5:1996;13-23.
4. Rang H.P., Bevan S., Dray A. Brit. Med. Bull. 47:1991;534-548.
5. Levine J.D., Lau W., Kwiat G. Science. 225:1984;743-745.
6. Higgs G.A., Flower R.J., Vane J.R. Biochem. Pharmacol. 28:1979;1959-1961.
7. Sincholle D., Bertez C., Legrand A., Conduzorgues J.P., Bonne C. Arzneim.-Forsch. 35:1985;1260-1263.
8. Mahy J.P., Gaspard S., Mansuy D. Biochemistry. 32:1993;4014-4021.
9. Matheus M.E., Oliveira L.F., Freitas A.C.C., Carvalho A.M.A.S.P., Barreiro E.J. Braz. J. Med. Biol. Res. 24:1991;1219-1222.
10. Dias L.R.S., Alvim M.J.F., Freitas A.C.C., Barreiro E.J., Miranda A.L.P. Pharm. Acta Helvetiae. 69:1994;163-169.
11. Ribeiro I.G., da Silva K.C.M., Parrini S., Miranda A.L.P., Fraga C.A.M., Barreiro E.J. Eur. J. Med. Chem. 33:1998;225-235.
12. Santos M.R.L., Barreiro E.J., Braz-Filho R., Miranda A.L.P. J. Braz. Chem. Soc. 8:1997;471-478.
13. Whittle B.A. Br. J. Pharmacol. Chemother. 22:1964;246-253.
14. Barreiro E.J., Lima M.E.F. J. Pharm. Sci. 81:1992;1219-1222.
15. Barreiro E.J., Costa P.R.R., Coelho F.A.S., de Farias F.M.C. J. Chem. Res. (M):1985;2301-2332.
16. Yamada S., Morizono D., Yamamoto K. Tetrahedron Lett. 33:1992;4329-4332.
17. Palla G., Pelizzi C., Predieri G., Vignali C. Gazz. Chim. Ital. 112:1982;339-341.
18. Bell C.F., Mortimore G.R. Org. Magn. Resonance. 7:1975;512-519.
19. Hudlicky M. Oxidations in Organic Chemistry, American Chemical Society. Washington DC. 1990;273.
20. Karabatsos G.J., Graham J.D., Vane F.M. J. Am. Chem. Soc. 84:1962;753-755.
21. Karabatsos G.J., Shapiro B.L., Vane F.M., Fleming J.S., Ratka J.S. J. Am. Chem. Soc. 85:1963;2784-2788.
22. Lima L.M., Brito F.F., Ormelli C.B., Miranda A.L.P., Fraga C.A.M., Barreiro E.J. Pharm. Acta Helvetiae. 73:1999;281-292.
23. Kuraishi Y., Harada Y., Aratani S., Satoh M., Takagi H. Brain Res. 273:1983;245-252.