Synthesis and antiprotozoal activity of novel 1-methylbenzimidazole derivatives

Bioorganic and Medicinal Chemistry

Volumn 17, Issue 4, 2009, Pages 1724-1730

  Valdez Padilla, David ^a   Rodríguez Morales, Sergio ^a   Hernández Campos, Alicia ^a   Hernández Luis, Francisco ^a   Yépez Mulia, Lilián ^b   Tapia Contreras, Amparo ^b   Castillo, Rafael ^a  

^a UNIVERSIDAD NACIONAL AUTÓNOMA DE MÉXICO   (Mexico)

^b INSTITUTO MEXICANO DEL SEGURO SOCIAL   (Mexico)

Author keywords

1 Methylbenzimidazol 2 carboxylic derivatives; Antiprotozoal activity

Indexed keywords

1 METHYL 1H BENZIMIDAZOLE 2 CARBOXAMIDE; 1 METHYLBENZIMIDAZOLE DERIVATIVE; 2 (1 HYDROXYETHYL) 1 METHYL 1H BENZIMIDAZOLE; 2 ACETYL 1 METHYL 1H BENZIMIDAZOLE; 2 ACETYL 5 CHLORO 1 METHYL 1H BENZIMIDAZOLE; 2 ACETYL 5,6 DICHLORO 1 METHYL 1H BENZIMIDAZOLE; 2 ACETYL 6 CHLORO 1 METHYL 1H BENZIMIDAZOLE; 5 CHLORO 1 METHYL 1H BENZIMIDAZOLE 2 CARBOXAMIDE; 5 CHLORO 2 (1 HYDROXYETHYL) 1 METHYL 1H BENZIMIDAZOLE; 5 CHLORO N,1 DIMETHYL 1H BENZIMIDAZOLE 2 CARBOXAMIDE; 5 CHLORO N,N,1 TRIMETHYL 1H BENZIMIDAZOLE 2 CARBOXAMIDE; 5,6 DICHLORO 1 METHYL 1H BENZIMIDAZOLE 2 CARBOXAMIDE; 5,6 DICHLORO 2 (1 HYDROXYETHYL) 1 METHYL 1H BENZIMIDAZOLE; 5,6 DICHLORO N,1 DIMETHYL 1H BENZIMIDAZOLE 2 CARBOXAMIDE; 5,6 DICHLORO N,N,1 TRIMETHYL 1H BENZIMIDAZOLE 2 CARBOXAMIDE; 6 CHLORO 2 (1 HYDROXYETHYL) 1 METHYL 1H BENZIMIDAZOLE; 6 CHLORO N,N,1 TRIMETHYL 1H BENZIMIDAZOLE 2 CARBOXAMIDE; BENZIMIDAZOLE DERIVATIVE; ETHYL 1 METHYL 1H BENZIMIDAZOLE 2 CARBOXYLATE; ETHYL 5 CHLORO 1 METHYL 1H BENZIMIDAZOLE 2 CARBOXYLATE; ETHYL 5,6 DICHLORO 1 METHYL 1H BENZIMIDAZOLE 2 CARBOXYLATE; ETHYL 6 CHLORO 1 METHYL 1H BENZIMIDAZOLE 2 CARBOXYLATE; METRONIDAZOLE; N,1 DIMETHYL 1H BENZIMIDAZOLE 2 CARBOXAMIDE; N,N,1 TRIMETHYL 1H BENZIMIDAZOLE 2 CARBOXAMIDE; UNCLASSIFIED DRUG;

ANTIPROTOZOAL ACTIVITY; ARTICLE; DRUG EFFECT; DRUG EFFICACY; DRUG STRUCTURE; DRUG SYNTHESIS; GIARDIA LAMBLIA; NONHUMAN; REACTION ANALYSIS; STRUCTURE ANALYSIS; TRICHOMONAS VAGINALIS;

ANTIPROTOZOAL AGENTS; BENZIMIDAZOLES; MICROBIAL SENSITIVITY TESTS; PARASITIC SENSITIVITY TESTS; STRUCTURE-ACTIVITY RELATIONSHIP;

GIARDIA INTESTINALIS; TRICHOMONAS VAGINALIS;

EID: 60049084980     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2008.12.059     Document Type: Article

References (27)

1. Wong, J. L. WHO: Report of the Third Global Meeting of the Partners for Parasite Control, Geneva, Ch. November 29-30, 2004, World Health Organization, Geneva, 2005.
2. Berkman D.S., Lescano A.G., Gilman R.H., Lopez S.L., and Black M.M. Lancet 359 (2002) 564
3. Mead J.R., Fernandez M., Romagnoli P.A., and Secor W.E. J. Parasitol. 92 (2006) 196
4. World Health Organization. Global prevalence and incidence of selected curable sexually transmitted infections: overview and estimates. WHO/HIV_AIDS/2001.01. Geneva: WHO, 2001. WHO/HIV_AIDS/2001.02.
5. Upcroft J., Dunn L., Wright J., Benakli K., Upcroft P., and Vanelle P. Antimicrob. Agents Chemother. 50 (2006) 344
6. Farthing M. Nat. Clin. Pract. Gast. Hep. 3 (2006) 436
7. Navarrete-Vázquez G., Cedillo R., Hernández-Campos A., Yépez-Mulia L., Hernández-Luis F., Valdez J., Morales R., Cortés R., Hernández M., and Castillo R. Bioorg. Med. Chem. Lett. 11 (2001) 187
8. Valdez J., Cedillo R., Hernández-Campos A., Yépez-Mulia L., Hernández-Luis F., Navarrete-Vázquez G., Tapia A., Cortés R., Hernández M., and Castillo R. Bioorg. Med. Chem. Lett. 12 (2002) 2221
9. Navarrete-Vázquez G., Yépez-Mulia L., Hernández-Campos A., Tapia A., Hernández-Luis F., Cedillo R., González J., Martínez-Fernández A., Martínez-Grueiro M., and Castillo R. Bioorg. Med. Chem. 11 (2003) 4615
10. Navarrete-Vázquez G., Rojano-Vilchis M., Yépez-Mulia L., Meléndez V., Gerena L., Hernández-Campos A., Castillo R., and Hernández-Luis F. Eur. J. Med. Chem. 41 (2006) 135
11. Phillips M.A. J. Chem. Soc. (1928) 2393
12. Feitelson B., Mamalis P., Moualim J., Petrow V., Stephenson O., and Sturgeon B. J. Chem. Soc. (1952) 2389
13. Chen Y., Hedberg K., and Guarino K. Tetrahedron Lett. 30 (1989) 1067
14. Gilman N. Chem. Commun. (1971) 733
15. Benincori T., Bradamante-Pagani S., Fusco R., and Sannicolò F. J. Chem. Soc., Perkin Trans. 10 (1988) 2721
16. Dubey P., Prasada-Reddy P., and Srinivas K. Synth. Commun. (2007) 1675
17. Muller G., Riehl J.P., Schenk K.J., Hopfgartner G., Piguet C., and Bünzli J.G. Eur. J. Inorg. Chem. (2002) 3101
18. Bistrzycki A., and Przeworski G. Ber. 45 (1912) 3483
19. Cedillo-Rivera R., and Muñoz O. J. Med. Microbiol. 37 (1992) 221
20. Chávez B., Cedillo-Rivera R., and Martínez-Palomo A. J. Protozool. 39 (1992) 510
21. Sears S.D., and O'Jare J. Antimicrob. Agents Chemother. 32 (1988) 144
22. Friedman P.A., and Platzer E.G. Biochem. Biophys. Acta 630 (1980) 271
23. Lacey E. Int. J. Parasitol. 18 (1998) 885
24. Navarrete-Vázquez G., Yepez L., Hernández-Campos A., Tapia A., Hernández-Luis F., Cedillo R., González J.A., Martínez-Fernández A., Martínez-Grueiro M., and Castillo R. Bioorg. Med. Chem. 11 (2003) 4615
25. Pascal Jr. R., Jungk S., and Risinger G. J. Heterocycl. Chem. 1 (1978) 141
26. Garuti L., Ghendini N., Leoni N., Baraldi-Giovanni P., and Dionisotti S. Farmaco 48 (1993) 153
27. Petrov S., and Somin N. Khim. Geterotsikl. Soedin. 3 (1966) 472